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Are you a boater.

Do you own a Boat? Do you Regularly Drive a Boat? Are you Looking to  Learn how to Become a Boater?

If you’ve answered these questions with a YES, then a Boat Rental is for you.  Our  Glacier Bay Catamarans  are an excellent alternative to the crowded and stuffy big boat tours.  You can design your boating experience any way you want by selecting the  add-ons  that suit your groups needs. 

If you have a desire to cruise the oceans of Maui in a more intimate and private way, consider our  Boat Rental  options. We Do all the Cleaning, You Just Have FUN!

We have been providing Boat Rentals on Maui for over 30 years and we’re happy to share with you the  knowledge  that we’ve gained during that time to ensure you have the Best Day Ever. 

LOOKING FOR SOME QUICK ANSWERS?

In our 30+ years of renting boats on maui, we have gotten pretty much every question asked at one point or another. we are happy to give you the answers you seek. check out our frequently asked questions . or watch our orientation video.

Are You Ready For Your Boating Adventure?

No crowds, no cleaning, just fun and sun.

Our Glacier Bay Catamarans

We have 3 Glacier Bay Catamarans (2 hulls) which have been selected as the best boat for Maui waters.

Larger groups can rent multiple boats. Our luxurious Glacier Bay catamarans are the smoothest riding boats in their class. Spacious and comfortable, the ultimate boating experience. The 24′ Glacier Bay 2240 SX Renegade is perfect for fishing, snorkeling, or just boating and is available 7 days a week. We launch, retrieve and clean your boat so you can focus on enjoying the day.

CHECK OUT OUR FAQ

Boat rentals: glacier bay amenities & floor plan.

The 2240 Renegade SX can be molded into whatever your needs may be. She offers an open layout comfortable for cruising, as well as being equipped with plenty of fishing features.

The 2240 Renegade SX is a family boat with good fishing features. She was designed after her big sister the 2640, which she closely resembles. There’s plenty of room to move around on this boat, and you won’t feel over crowded. Her fishy features include two large fish lockers, a 30-gallon bait tank, saltwater wash-down, rod racks in the cockpit and cabin, a tackle box, and aft coaming pads among other things. To port there’s an enclosed head that makes extended cruises a pleasure. The 2240 offers a long list of equipment as well as plenty of options to create the ultimate recreational boat.

A Boat With Dual Personalities – Glacier Bay has bridged the gap between fun cruiser and serious offshore fisherman. The legendary Glacier Bay hull design, proven by various ocean crossings up to 1300 miles, has been fitted with the accoutrements of an inshore family cruiser, resulting in the new 2240 Renegade SX. The catamaran hull, which carries its ample width all the way to the bow, has two large bench seats forward of the windshield. Aft of the windshield, an L-shaped lounge with a removable table and an additional small bench seat provide plenty of seating under the optional Bimini top. The control console located to starboard features great visibility, good ergonomics, and room for electronics. The swivel helm seat provides more captain-comfort than a bench seat, lessening fatigue on long boating days. Across from the helm, the port-side console opens to reveal a utilitarian head with great storage for items that must stay dry.

While the rest of the boat says fun, the large, uncluttered cockpit screams Fish On! This boat comes ready to fish with standard features including gunnel mounted rod holders, rod storage under the starboard gunnel and in the head, a tackle storage center, and a bait prep station. The 30-gallon live-well incorporated into the bench seat aft of the helmsman’s chair is standard equipment; as are a saltwater wash-down system and two fish lockers under the cockpit sole to handle the day’s catch. The transom cutout for access to the swim platform is just wide enough to serve as a step for junior boaters or a good place to sit while donning swim fins or SCUBA gear. Options for the boat include a retractable swim ladder and a fresh water system with a cockpit shower. The 2240 also features an abundance of storage and easy access for electronics installation and systems maintenance.

By far the most notable feature is the boat’s ride. During sea-trials on a blustery day in Maui’s Southern Bay, the boat slices through the chop without a complaint at 40 miles per hour. We found the 22-footer to be quite economical, averaging well over two miles per gallon at 35 mph. The tendency of catamarans to “lean the wrong way” in high speed turns rather disconcerting. To lessen this predisposition, Glacier Bay has canted the engines outboard. (The propellers are not directly under, but rather outboard of the center of the motors.) Top quality hardware and construction methods are employed on the 2240.

• Top speed for the Glacier Bay 2240 Renegade SX is 40.0 mph (64.4 kph), burning 21.4 gallons per hour (gph) or 81 liters per hour (lph).
• Best cruise for the Glacier Bay 2240 Renegade SX is 35.0 mph (56.3 kph), and the boat gets 2.39 miles per gallon (mpg) or 1.02 kilometers per liter (kpl), giving the boat a cruising range of 271 miles (436.13 kilometers).

Exterior Features

Questions About the Weather?

Check out the forecast below, in our 30+ years of renting boats on maui, we have gotten pretty much every question asked at one point or another. we are happy to give you the answers you seek. check out our frequently asked questions . , testimonials.

Watch what people are saying fresh off the boat.

Wondering Where to Pick Up Your Boat Rental?

All boat rentals require a prior reservation

Hawai’i is a very special place, and Maui is our favorite island.

The island is surrounded by clear blue water at a perfect temperature for snorkeling. The reefs are filled with an amazing variety of tropical fish and sea turtles. Humpback whales flock to Maui’s waters for half of the year, and it’s not unusual to spot dolphins during the day. This place is full of divine connections and there truly is no better way to experience it than behind the helm of your own private yacht.

The absolute BEST way to Whale Watch…

Kohola, or Pacific Humpback Whales as they are known to the rest of the world, are some of the most majestic and gentle creatures on earth. People from all over the globe arrive to Maui to witness this awe inspiring migration destination and many leave with life changing perspectives that change them for the better. Every year these glorious giants of the sea make their way from their cold summer home of the bearing straights, near Alaska. They bring with them one purpose, to reproduce. Whether it’s by the act of competing for a worthy mate or by giving birth to the next generation, these animals have a lot to share with the casual looker. Experiencing this life altering event can truly only be done best from your own vessel.

Into Sport Fishing?

Our boats are mean fishing machines. They can get you to locations that hold some of the world’s most prized tropical deep sea fish. We offer many options for your fishing needs from full-color GPS navigation and fishing charts to high-quality rod and reel setups complete with lures that have all been proven to catch the famous fish of Maui. Mahi Mahi, Ono, Ahi, and even the elusive Marlin have all hit the deck of our boats. And don’t worry, if you don’t know how to clean them, we can help with that too. Our staff are avid watermen with years of experience both fishing and navigating these waters. This is a trip not be missed…

Explore the ocean on your terms.

PRIVATE SAILING CHARTERS

Chart your own adventure, trip details.

Nobody knows the waters of Maui better than our personable and experienced crew, so let us be your hosts on a distinguished private charter for any occasion. Maui private sailing charters are available from Ma’alaea & Lahaina harbors.

Best Private Charters on Maui

There is so much about our team that really makes charters with us stand out. Our captain and crew are passionate about what they do, and their enthusiasm really is infectious. They are fun, knowledgeable about the island, the waters, current events, and sailing, and they love to share what they know. Above and beyond that, we offer some of the most competitive private charter rates on the island, and our vessels are in beautiful condition. Additionally, we are one of the few companies that really value sailing, and can offer the best sailing experience available.

Our Catamaran Sailing Vessels

Our twin Paragon and Paragon II catamaran sailing vessels have been operating on Maui for the past 25 years, while our brand-new 65′ Gold Coast sailing catamaran, ‘Alihilani, features a more spacious and modern layout with plenty of seating and a large galley with bar.

Make the Experience Your Own

Private Sailing Charter Maui

Sail along the West Maui Coastline

• MOST POPULAR

Private Sunset Sail Maui

Want to see a quieter side of Maui? Book a Maui sunset sail to enjoy incredible views of the island as the sun sets above the ocean.

• $850 - $1 , 275
• Clock 2-3 hours

Other sailing trips from Maui

• Clock 3 hours

Private Day Sail

The Daytime Sailing Charter is great for groups or families of six looking to enjoy a few hours of sailing around Maui.

• $1 , 275 - $1 , 700
• Clock 3-4 hours

Private Snorkel Sail

Snorkel and sail – enjoy the best of Maui’s gorgeous marine coastline.

• Clock 4 hours

Private Sailing Lesson

Whether you are a beginner looking to get into sailing, or have some experience and looking to reinforce and build upon what you already know.

About GungHo Sailing

With lifelong sailors Captain Keahi Ho and Captain Marty Bishop at the helm, we offer unique set of private charter sailing adventures on Maui including Day Sails and Sunset Sails from 2 to 4 hours long, for up to 6 people.

We’re here to help you experience Maui in the most inspiring way and share all our knowledge. Sailing involves feelings of freedom, relaxation and being in sync with nature.

We are also committed with out planet and our GungHo sails with its motor off 95% of the time and we use much less fuel than other tour companies in Hawaii.

Next to this, our tours groups are small to give an incredible experience to our guess while keeping minimal impact on our reefs and fragile ecosystem.

Sail Maui with the best!

My fiancé and I went on a sunset sail with this company last night. I woke up this morning and couldn’t wait to write a review! It was an amazing experience. They are a top-notch company and had everything dialed in for us perfectly. I cannot recommend them enough!

Wonderful 2 hours in the company of Captain Keahi and Ali on the beautiful Gungho. Our family of four wanted to enjoy having a vessel to ourselves and this was the perfect choice. The ocean and skyline was stunning and we had the best Maui sunset we had seen.

This sailing experience was so much fun. Marty and Kass were fantastic and felt instantly like friends. They had a wealth of information about Hawaii, sailing, and marine life. They took us to a great snorkel spot. We were also treated to some whales, a rainbow, and a gorgeous sunset.

We had an amazing time during our sunset sail! It was such a gorgeous evening! Breathtaking scenery! Marty and Cass were awesome! Cass took the best pics for us! We even got to see a whale! It was one of the best parts of our week in Maui!

Private Boat Charters on Maui

(808 ) SEA-MAUI

Maui's #1 Boat Charter company

5 STAR VESSELS / 5 STAR SERVICE

Event Planning

Sea Maui offers 2 sailing catamarans which operate from Ka'anapali Beach daily. Our private boat charters are completely customizable. We offer snorkeling trips, sunset sailing, weddings, memorial sails and more! Full catering and open bar included on all trips.

We offer private charters to fit any budget. Both of our vessels can accommodate up to 48 passengers and have the capabilities to provide amazing snorkeling tours, sunset sails, wedding events and more. Priced from $1,200 an hour, we offer the most competitive pricing for large vessels on Maui.

We offer a wide range of services to make each sail a perfect experience for you and your guests. All trips are fully catered by renowned Executive Chef Joey Macadangdang and every sail includes an open bar. We can also provide live entertainment, floral arrangements, transportation and more! 

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Rates and more info, get in touch.

Send us a message with any comments, questions, or scheduling concerns. We will get back to you soon!

2435 Ka‘Anapali Parkway, Lahaina, Hawaii 96761, United States

(808) 732-6284

Copyright © 2020 Private Boat Charters on Maui - All Rights Reserved.

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Maui Yacht Charters

Sail the majestic maui coastline aboard your own luxury sailboat yacht charter.

Hawaii Sailing Adventures offers private boats, catamaran charters, and sailing trips on our luxury fleet. We provide charter options for Maui, Kaanapali , Kauai , Niihau, Lanai , Molokai , Honolulu, Waikiki, Oahu , Kaneohe Bay, and The Big Island.   Snorkel, whale watch and visit Napali Coast, Kaanapali & Kohala Coast, exploring the beautiful "unknown" Hawaii through our one of our luxury boat trips.

Contact us  to learn more about booking a private catamaran or boat charter where you'll create a memorable adventure for your family and friends. Enjoy extraordinary encounters with whales, dolphins, and sea turtles, swim and snorkel in tropical island waters and have the best sailing experience in your lifetime!

Explore Our Fleet

Custom 49 catamaran

Fountaine Pajot Bahia 46

Fountaine Pajot Helia 44

Excess 12 – 39’

42 Catalina MK 11

Beneteau Oceanis 48

Nautor Swan 46

Beneteau 42

Beneteau Oceanis 41

Beneteau 393

Beneteau 39

Chesapeake Bay 36

Ready to find out more.

Get information on prices, itineraries, private daily or weekly charters & tours in Hawaii.

Napali Coast, "The Forbidden Island", North Shore Molokai, Kanaapali, Manele Bay

Niihau, Kalalau Valley, lagoon, reefs and beaches, sea cliffs, waterfalls, snorkel, scuba, swim, sunbathe, kayak, paddleboard, surf, windsurf, fish, and dine ashore. Stay in the harbor as a pleasant, charming, quiet, relaxing home base with all the cooking and sleeping amenities, a more creative environment than a hotel or house, and explore on-island activities on a week or two sailing charter. Relax, work the sails, whale watch, extended inter-island trips, short sailing tours, sunset sail, and dinner cruise. Feel what it is like to offshore cruise in the most dramatically beautiful settings in the world. Our crewed sailing and luxury yacht charters and boat tour prices include skipper, food, fuel, gear, other vessel costs, Sail Blue Hawaii, and much more.

What our customers say...

"Thank you so much! We loved the day and the memories will be cherished. We hope to do it again some day."

The Ferrier Family

A dream wedding in hawaii.

Ask us about our tropical, romantic wedding and honeymoon packages. Then, let us arrange your marriage ceremony aboard your private yacht.

Catamaran and Monohull sailboats to; Maui , Lahaina, Molokai , Lanai , Oahu , Honolulu, Kauai , Niihau, Big Island Hawaii .

EXPLORE MAUI

Sail trilogy, explore our maui snorkeling tours.

LANA'I

Tours by activity.

SUNSET SAIL

DINNER SAILS

WHALE WATCH

CELEBRATING

Our Story is a tribute to the dreamers and visionaries: Though our family’s legacy began in the 1920’s, it wasn’t until 1969 that a fateful shipwreck in SE Alaska changed the course of our future. After the disaster, Captain Eldon Coon and his wife, Jeannette, sold everything they had and used the proceeds, with help from their children, Jim, Rand, and Pattie, to build a 50′ sailing…

BROWSE ALL OUR LATEST TRILOGY GEAR

Mala Wharf, Lahaina HI

Aloha and Welcome aboard

With the destruction of lahaina harbort, our new luxurious private vessles, phoenix i and phoenix ii now operate out of mala wharf on the north end of lahaina, maui hawaii our bespoke boat tours will take you on an unforgettable journey through some of the most spectacular sights that the pacific ocean has to offer., experience a unique blend of luxury and adventure as you explore maui's pristine coastline and crystal-clear waters on board our distinguished vessel, sea monkey. our private boat tours offer an exclusive and tailor-made experience that is personalized to your preferences. whether it's a private snorkeling tour, whale watching, or sunset tour, our expert crew will ensure an unparalleled experience for you and your group….all with aloha., with cutting-edge catamaran hull technology, seakeeper gyros and zipwake technologies, our vessels offer an unmatched smooth and comfortable ride so that you can sit back, relax, and take in the breathtaking views of maui's natural wonders., our private tours allow you to fully immerse yourself in the local culture and enjoy a more intimate experience with your group. our knowledgeable crew will provide you with insider information about the island, its people, and its unique history., discover the magic of maui as you snorkel in pristine coves teeming with vibrant marine life. get up close and personal with majestic humpback whales as they breach the surface of the ocean. take in the stunning hawaiian sunset with your loved ones as you cruise across the pacific waters., we pride ourselves on delivering the ultimate luxury experience with unmatched hospitality, service and aloha join us for an unforgettable adventure that you will cherish for a lifetime..

​​​ Kainani Sails

​ makai adventures, choosing to sail with us means you are choosing to support a locally owned and family operated business that employs  full-time maui residents, many of whom have lost their homes. we appreciate you #lahainastrong.

Private Sailing Charters & Relaxing Sunset Sails ...   Departing from the sand of Ka'anapali Beach  CUSTOM SNORKEL SUNSET SAILS AVAILABLE! CALL: 808-495-1001

Set sail in the calm, leeward waters of Lahaina, Maui and enjoy an unobstructed view of a Maui sunset aboard a private yacht. Relax on the bow or participate in sailing!

Maui Private Charters

Breaching Whale

Maui Boat rental, relax for the day aboard a private yacht, Maui Sailing Charters

Click on the pictures to view more!

Booking during Whale Season?

Add an hour to your tour for extra time to look for Humpback Whales. More time means more opportunity to see these amazing animals who visit Hawaii during the months of December - mid April.

Sunset Sail

 3 hours, or more.

Enjoy a peaceful, unobstructed view of a Hawaiian sunset aboard your own private yacht. We'll hoist the sails around 4pm and sail until the sun sets. The yacht is yours. Bring your significant other, family, or friends! Relax as we sail in the calm waters of Lahaina.  The West Maui mountains really light up when the sun starts to go down- a view best seen from the water. This is also a great option for romantic proposals, ash scatterings, celebrations of life, and an opportunity to enjoy time on the water.

​ Departures from Ka'anapali Beach

Generally 3 hours before the sun sets,

times vary slightly throughout the year

Rate: $475  per hour, includes private boat with captain and crew, snorkeling gear, basic beverages, and an antipasto  pupu  platter. Does not include alcoholic beverages, towel service or suggested gratuity of 18-25%. Gratuity can be added onto your credit card at the end of the trip, or your crew will gladly accept cash.

What makes a Maui sunset special?

Maui County consists of the Hawaiian Islands of Maui, Molokai, and Lana'i. We get to make the most of what every sunset has to offer- from changes in the clouds, to the colors of the mountains, and yes, we even get to see the "green flash" when we're lucky! Every sunset has something amazing to offer, even during the times of year when it dips behind the island of Lanai. When you are on Maui be sure to take some time to not only soak in the sun, but enjoy a sunset as well. 

• Snorkeling Tours
• Whale Watching

Hawaii Bottom Fishing

• Testimonial

Enjoy The Maui's Best Ocean Activities Onboard Hokua "Crest of the Wave"

Aloha Blue Charters 40′ , eco powered jet drive boat ‘Hokua’, is one of the most versatile in Maui’s fleet of ocean going vessels. Fast and Quiet.

Fun and adventure onboard “ Hokua” Maui’s most intimate Ocean Adventure Vessel. With our Eco Friendly Jet Drives, we will have you and your family snorkeling and playing at Molokini or any number of other great Maui Ocean Adventure locations ahead of the crowds.

28 Years as one of Maui’s Finest Charter Boats. Hokua “Aloha Blue Charters” is also well known here on Maui for having the most friendly crew and providing memorable and unique sailing AND SNORKELING charters.

Check Availability and Book Activities by Clicking on Book Now Link Below. 24 hours 7 days a week

72 hour Cancelation Policy.  Cancellations have to be called in and not emailed. 

Aloha Blue Charters offers fun, fast ocean adventures on board Hokua, our jet drive powered US Coast Guard certified power catamaran. Based out of Slip 37 Maalaea Boat Harbor on Maui Hawaii we offer many options for your unforgettable Hawaii ocean adventure. Our Captain and crew are highly experienced in fishing in Hawaiian waters.

We take up to 15 anglers and can additional riders in comfort. We catch many different Hawaiian Bottom Fish including snappers, Hawaiian groupers, trevally, barracuda, amberjack, and many other types of Hawaiian bottomfish. As an added bonus we troll for tuna, mahi-mahi, and other pelagic species between bottom fishing areas.

To book your adventure with us, whether it’s by phone at 1-(808)249-2583 or via our user-friendly online booking system, we invite you to join us for an unforgettable ocean adventure with Aloha Blue Charters!

Maalaea Harbor Slip #37, Wailuku, Hi 96793.

Contact Us 📩

Contact Page

1-(808)-249-2583 🐠

Copyright 2023 Aloha Blue Charters | All Rights Reserved 

The Busy Boater

Exploring boating from a renter's perspective

Boat Rental Destination: Maui, Hawaii

Yes, you can rent a boat in Maui. There are options for sailing, fishing, paddling, jet skiing and cruising on the second largest and second most populated island in Hawaii.  Let’s see what it takes to get our on the water in someone else’s boat here.

What’s Good

• Very accessible from US, especially the Western States.
• It is an island, surrounded by water, with incredible natural beauty
• High level of tourism means room for niche opportunities
• Lack of traditional hazards to navigation found elsewhere

What’s Not

• The surf and rocky shore do not lend themselves well to inexperienced boaters
• Rough, and often unpredictable conditions limit your ability to go out
• The industry is focused on high volume tours that deliver on low expectations

Boating Conditions in Maui

Maui is a small island in the middle of the Pacific Ocean. It can be subject to violent surf conditions as swells build up over thousands of miles before reaching the shore and being compressed onto the beaches. Like other islands in Hawaii, the ‘lee’ shore (downwind) on the East, and Northeast side tends to be the most protected from weather (both wind and rain). This is where you’ll find most of the resorts, boat rentals, and charters.  On this side of the island, you’ll usually find manageable waters once you get out of the surf a hundred or so yards offshore. 

The weather is calmer in the morning. So, the earlier you can plan to start, and end, your day, the better.  And by early, I mean, plan on being back on shore between 11:00am and 1:00pm as the wind and surf start to pick up. The weather is pleasant year-round, benefiting from the moderating effect of all that ocean water. Winter is wetter than Summer, but you’ll still be able to find sunshine most days on that ‘lee’ shore.

Things to do on a Boat Rental in Maui

Snorkeling at molokini crater.

Molokini is a partially submerged volcanic crater about 3 miles off the Southwestern coast of Maui. There’s an abundance of coral inside the crater and the entire area is a protected wildlife sanctuary. The walls of the crater serve as a breakwater to calm the waters inside and minimize flow of ocean currents. All of this makes for some incredible snorkeling and bird watching. Some will even say this is the best snorkeling in all of Hawaii. You can only access Molokini Crater by boat.

Snorkeling at Turtle Town

Maluaka Beach, which is back on Maui directly East of Molokini, hosts an abundance of sea turtle activity. This area is referred to as ‘Turtle Town’. To access this area, you can:

• Swim out with snorkel gear from the beach
• Take a tour boat from one of the marinas to the North
• Paddle over from Wailea using a rental kayak, paddleboard, or outrigger canoe.

For the paddling option, head to Hawaiian Ocean Sports in front of the Grand Wailea hotel or Wailea Scuba Surf Paddle in front the Fairmont Hotel. Both offer hourly rentals and tours with a two-mile paddle down to Maluaka. Standup Paddleboards are great for Turtle Town because you can really get a clear view into the water while standing on your board. However, tandem kayaks and outrigger canoes are better for storing gear and snacks. They’re also a bit safer out in the ocean in case one paddler gets tired.

This is an adventure that needs to be completed in the morning. The rental companies in Wailea will stop allowing paddlers to depart by noon on most days as the wind and surf start to pick up.

Lanai is a sparsely populated island 9 miles West of Maui. You can get there from Maui by ferry, or on a private boat rental. Hulopoe Bay on the South side of Lanai is known for its snorkeling. It tends to be less crowded than Molokini. You can get here on a boat rental, charter boat or even take a ferry for $60 round trip.

Lanai also has some breathtaking underwater caves called the Cathedrals. However, this requires scuba diving to appreciate.

Whale Watching

More than half of the world’s humpback whales spend winter in Hawaii where they birth and nurture their calves. So, the months of January and February in Hawaiit make for some of the best whale watching anywhere. On Maui last January, it seemed like we could look out on the water in any direction for a minute or so and see the spray from a blowhole. Taking a private boat rental or charter out to the waters off Maui will give you a better chance at seeing them up close.

Boat Rental and Charter Options in Maui

Paddling rentals on maui.

Most of the resorts in Maui have a modest equipment rental facility on the beach.  About half of those rent stand-up paddleboards (SUPs) and sea kayaks.  Many hotels also have one or two outrigger canoes that go out in small groups.  We saw tour groups in sea kayaks and outrigger canoes about a mile off-shore.

Paddling in Maui consists of paddling out to sea on a short route and back to the beach.  There are no navigable rivers, or much in the way of paddling destinations. However, this is a great way to get a bit of distance from the beach to snorkel.

Beach parking on Maui can be hard to find, so its best to look for a boat rental service within walking distance from your hotel.  If you do rent from an outfitter that requires you to drive, be sure to ask if they can arrange free or validated parking at the hotel they operate from. Otherwise, you could wind up driving in circles hunting for an open parking space on the street or in public parks.

I also recommend waiting to reserve/commit until you are on the island.  This equipment has a high degree of availability, and the websites are in no way indicative of what you’ll find on the beach on a given day. 

Sailboat Rentals on Maui

We found one Hobie Cat sailboat rental on Maui at the North end of Ka’anapali at West Maui Sailing School .  To take this small catamaran out, you need to go with an instructor.  The lesson costs $85, plus $25 for each additional person. Unfortunately, they only have one instructor, and for two years now we’ve been told he is out for several weeks with a back injury.  We went by the outfitter to find out more. They do indeed have a Hobe 17 Getaway sailing catamaran with roller furling jib on a beach dolly.  However, it seems the ‘sailing school’ has evolved into a primarily a beach rental similar to all the others with the sailboat gathering vegetation.

There is also an outrigger sailing canoe available for tours in Wailea. This trimaran departs from the beach in front of the Fairmont Hotel.  While it appears to be a very sea-worthy vessel, the sailing rig itself is rather small.  So, it could be a fun adventure, but likely not on the same order as a Hobie Cat.

Maui Day Boat Charters

The vast majority of visitors to Maui will find their way onto the water by day boat charter. There are a very wide variety of boats and tour types to choose from.

Snorkel/Sunset Cruises

Beach catamarans of 50-60 feet board on the Ka’anapali beach at the Whalers Cove Mall, along with a number of Rigid Inflatable Boats (RIBs) of varying sizes.  There are kiosks where the mall meets the beach to book a charter.  The beach cats give you more opportunity to bask in the sun. However, the RIBs will get you to a destination and back much faster. Private charters are available for $1,300 per hour and up, including food and beverage. Sea Maui also has a monohulled sailboat for up to six people that goes for $1,300 for two hours.

A few downsides to note: I’ve never seen a single charter catamaran on Maui with its sails. So, if you are looking to sail, you may be disappointed. Sea Maui’s monohull, on the other hand, I have seen sailing. Many of these boats also looked uncomfortable crowded.  So, if you aren’t an extreme extrovert, be sure to ask about capacity limits before booking a tour.

There are also a number of larger tour boats that leave from harbors in Lahaina and Kiehei. Maalaea harbor in Kihei is more convenient from Wailea, while Lahaina is near the Ka’anapali resorts.

If you take a snorkel cruise, you’ll probably be pitched on renting a west suit or vest to stay warm in the frigid waters.  We went to Molokini on a cloudy day in January.  It was a little chilly for my taste, and I hate cold water, but I didn’t think a vest was necessary.   I recommend bringing a ‘rash guard’ which is a swim shirt or moisture wicking athletic shirt to keep your torso a bit warmer. A pool noodle is also a great accessory to bring along; it helps you sit higher in the water so you can take breaks and stay a bit warmer in the sun.

Deep Sea Sportfishing Charters

A number of fishing charter boats leave from harbors in Lahaina and Kiehei,. Price for a shared boat start at $200-$400 per person for 2-8 hours of fishing. If you’ve got a group, most companies also offer private charters. As with most of our boating recommendations in Hawaii, go as early as you can for calm water. Even if you don’t get sea-sick, your charter is much less likely to get cancelled or cut short in the morning. Read about our charter with Finest Kind Sportfishing here .

Maui Private Powerboat Rental (bareboat)

The one private boat rental opportunity we found on Maui without a captain (aside from paddling) was through Aloha Outdoors . This is the only true ‘ bareboat ‘ option we’re aware of on the island. Aloha Outdoors rents a fleet of three Glacier Bay 2240 SXs at the Kihei Boat ramp, just north of Wailea. These 23′ power catamarans are available for 2 to 6 hour intervals.

Powerboat Rental Checkout

On the day of our private boat rental, we arrived at 7:45am for an 8:00am reservation. There was one other group ahead of us, but we were out on the water by 8:30am. There was one dock hand with two trucks, so I assume some of the staff live close by. He did note they were currently short staffed. 

The dock hand talked to us about our boating experience and shared the challenges unique to the area, discussed today’s forecast and reminded me several times that it is my decision to go out and come back, and nobody else’s.  He encouraged us to go down and take a look at the inlet before we made a final decision to go out.  Then he filmed a short video of me acknowledging my responsibility for the rental boat and my crew.

Coming and Going from the Dock

He puts the boat at the dock and sends us on our way.  The marina is absolutely the most challenging that I’ve ever navigated.  It has a huge rocky sea wall that keeps the water calm at the ramp and dock…although when the surf picks up the water can splash over the wall!  The space around the docks and the rocky breakwater is relatively tight, and since it is the only recreational ramp in the area, it is relatively busy.  It wasn’t congested, but there was a constant pace of boats coming in and out. 

Once you are off the dock and turned around without hitting the rocks, you head for the end of the sea wall where you make a hard left and head straight out to sea.  There are four very tall, well marked buoys to guide you in an out. 

The challenge though is on the way back.  Since you’ve been out for a few hours, the sea has picked up with larger swells than when you left.  Coming in, you’ll have a following sea with the swells at your stern breaking to surf before you reach the inlet.  The boat master warned us of the condition before we left and again over the phone when we called for a return pickup. 

You have to time your re-entry across two concepts:

• Wait for a lull in the sea as big waves usually come in sets, then when the sea state has calmed
• Position your boat behind a swell with ample space before the next swell behind your boat. 

Out on the Water

If you come in on top of a swell, it will push your boat uncontrollably toward the shore and into the rocks as you try to turn into the inlet.  Once you safely get to the buoys and make your turn, you’ve gotta put the hammer down and get that boat behind the rocky breakwater before the next wave crashes.  Then, once in the marina, quickly slow the boat to avoid the docks, traffic, and sea wall.  As we discovered, the show isn’t over at that point.  Calm your nerves, regain your fine motor skills, and idle back and forth until you have a clear dock space.  Then, be gentler than you’ve ever been before coming into the dock: rather than a wooden dock or a wooden dock covered in tires or fire hose, your dock is made of concrete and rebar!

Once you are away from the shore, there really isn’t much in the way of navigation hazards to worry about. The bottom drops off quickly so there’s no running aground. There isn’t much boat traffic on this side of the island (the main port is on the East side of Maui), no crab pots, and no rivers emptying logs into the seaway.

If you want to snorkel in Molokini, take the 7am start.  There are two buoys for recreational boats in the crater. Remember that arrived at 7:45am? There were two boats putting in when we arrived that we watched heading out. After we launched at 8:30am we headed directly to Molokini. When we arrived, the two recreational buoys had been picked up by the two boats we watched depart at 7:45am! So, we would have had first dibs at 7. 

There are also a number of commercial buoys available that you can use after 10:30. There are plenty there, so you’ll likely have no trouble finding a free one. However, you have to dive or get in the water and maneuver your boat hook to get the rope, which is about 8′ deep, and then thread the line from your boat.  It can be done, but some combination of rough conditions, inexperienced crew, and a crowded crater might have you rethinking it.

While Molokini is the most obvious destination for a boat rental on this side of Maui, the state maintains a number of mooring balls throughout the area with their locations recorded here.   The charter company will tell you, and I agree, the anchor really should only be for emergencies out here because of the coral and harsh conditions, so these will be your only practical options for ‘stops’.

The charter company will rent fishing gear for $85 per pole and the boat is definitely set up for it.  Hawaii does not require a fishing license, so there’s no additional cost or paperwork to do this.

The whale watching is unbeatable if you are out during January or February.  We had to stop our boat three times for whales that came within 100 yards of our boat while cruising around.  We saw lots of breeches and felt surrounded the entire time on the water.

What to Expect in the Rental Boat

These boats have been taken in and out of a rough saltwater harbor and fished on by renters for many years, and that’s how they look.  They’re stained, rusted, and faded.  The rub rails are well used, and the fabric is well worn.  However, our boat was mechanically sound and it was obvious that Aloha Outdoors looks after the boats very well.  So, it isn’t a plush cream puff for filming rap videos, but it has a comfortable seating layout and room for fishing.  The rental company limits your group size to six. Six adults will have plenty of room to stow their gear and stretch out on this boat.

The twin Yamaha outboards with almost 3,000 hours both ran, started, stopped, and shifted without complaint.  The boat has full redundancy with separate fuel and electrical systems for each engine, giving you a strong margin of safety should anything go wrong.  The only thing not working on our boat was one of the fuel gauges; but we had confidence in fuel in the other tank and I’ve never trusted a marine fuel gauge anyway.

You can read more about our experience with the boat here .

What to bring on a Private Powerboat Rental in Maui

Bring food, plenty of drinking water, reef safe sunscreen and ginger ale. If the weather picks up, you could be out longer than you expected before it is safe to come in. So be prepared for that with appropriate provisions.  While the catamaran hull handled the chop incredibly well, it did have quite a bit of side-to-side roll.  Busy Boater Jr experienced his first bought of sea sickness out here. Ginger ale or ginger snaps can help settle a stomach at sea. Consider having any crew that might get seasick take Dramamine. We also brought a pair of binoculars, as none are provided with the boat rental.

What kind of Skills and Experience do You Need to Rent a Private Powerboat on Maui?

Renting a powerboat on Maui without a captain is definitely not for an inexperienced crew and may not even be suitable for many experienced lake boaters.  Being confident handling a powerboat in rough seas and navigating an unfamiliar coastline with a GPS is a is a must. Aloha Outdoors does offer the option to go out with an instructor. This would be a fantastic opportunity to get some rough water experience for future adventures.

How Much Does the Powerboat Rental Cost?

Currently, the least expensive rental option is $695 for five hours. Last year, before they ran into a staffing shortage, they offered shorter trips for as low as $295. You’ll also be charged for fuel at the end of your charter, based on what you’ve used. We were out for about 4 hours, and they estimated we used 15 gallons of fuel and charged us $4.85 per gallon for $72.75 in fuel. That price was in line with the pumps in the area. With tax, our total 5-hour charter charge was $817.56.

The website says there is no insurance available for these charters. However, when we booked, there was an offer of $100 per $1,000 of coverage. That seemed pretty steep, so we decided to roll the dice.

Parking is free at the Kihei Boat Ramp; there seemed to be an adequate amount, but we were there on a weekday.

If you can, book your reservation at least a week ahead of your trip to the island as they do fill up. 

Jet Ski Rentals on Maui

Maui Water Sports rents jet skis on the beach in Ka’anapali for $99 for 45 minutes plus $50 for an additional rider. No experience is necessary to take this tour. Jet Skis handle rough water very well for a number of reasons, and these rentals leave from a floating dock, so its east to maneuver in and out. There’s a big caveat though: you can’t rent jet skis during whale season (December 15 through May 15).

Unless you are with a child that is too young to take their own ski, I highly recommend riding alone. For the most part, jet skis are a lot more fun with one person: they will go faster with less weight, and you’ll feel more comfortable making quick turns and doing sweet jumps without a passenger that’s less able to anticipate what’s coming. On older jet skis, it was fun to put a passenger on the back and try to throw them off. However, newer jet skis are so big and stable that you have to be moving so fast and violently to throw someone off, it gets dangerous.

Public Service Announcement: one of jet skis’ best attributes is also their Achilles heel: they’re easy for inexperienced riders to operate. Many inexperienced riders the world over head out without an understanding of the rules of the road, or respect for fellow boaters. This has led to Jet Skis being banned in certain waters and implementation of licensing requirements in others. When you Jet Ski, please keep a lookout in all directions for other boats and give others plenty of room to operate. Be mindful of your wake; it can ruin a peaceful day on the water for paddlers and other small boats.

Boogie Boarding on Maui

One of the simplest ways to enjoy the waters of Hawaii is with a boogie board. You can rent these on the beach, but we bought ours for $12.99 at the grocery store. They also sell this same model at the ABC Store for $14.99, along with some larger, slightly more expensive models. This is also one alternative that favors the afternoon, since you’ll be looking for some bigger surf to ride those waves.

More recently, we rented a boogie board from Boss Frogs in Lahaina. $25 got us a larger, sturdier board for the full week that we returned on our way to the airport. This is a great place to rent all kinds of gear for the beach, by the way.

Getting to Your Maui Boat Rental

The main airport on Maui, OGG, offers daily direct flights from all major cities on the US West Coast. There are also flights from a few Canadian cities, O’Hare and JFK.  Outside of those areas, you’ll get here by connecting through the West Coast, or Honolulu, on the nearby island of Oahu. 

OGG is a very easy airport to access. Security lines are short and rental cars are within walking distance of the terminal. 

A rental car is usually the best option to get around the island of Maui because most resorts and boating destinations are 30+ minutes from the airport, and attractions are spread out far enough that walking or taking public transportation is not very practical.  Hotels here charge the price of about three margaritas plus tip per day for valet parking, but self-parking is often available free of charge.

Further Reading

Be sure to check out Busy Boater adventures on the islands of Oahu and Kauai .

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Latest reviews of Private Boat Charters & Rentals

Great team.

All communications were clear and team was very helpful! Great guides! Beautiful views! Several whale sitings!

Loved this tour!!!

Mahalo to the tour guides on this fabulous day, heading over to Lanai is so awesome.

Best trip ever!!!!

Im sorry but this was the best American boat experience ever. When they say open bar they mean it! Great staff, great experience, food icing on the cake this should be 200 per person!!!!!!

No sunset and it sprinkled for 2 mins so the musician hardly played any songs. .

No sunset and it sprinkled for 2 mins so the musician hardly played any songs. . Maybe two. Another passenger Took pic of him drinking alcohol and not playing. We picked Tuesday for the MUSIC Also, we were not made a ... more ware the food was available. My husband walked over and saw it available. Couldn’t have been much better experience. Wouldn’t recommend.

Incredible views, incredible crew!

Absolute must do while in Maui. We saw several whale pods, mama whales showing their young how to wave, and excellent views of the coastline and Molokai. The crew and captain were fantastic, high energy, knowledgeable, a ... more nd kept the drinks flowing. Food was pretty good, definitely go with the short rib! The catamaran was pristine and well maintained. Instructions for boarding and exiting were easy to understand. I cannot express enough how much the 3 of us enjoyed this tour. We keep saying it was an epic day. So memorable and enjoyable.

Awesome time

Amazing service from the 3 crew members Nick, Paul and Phil. We saw a lot of whale activity in the evening. The drinks kept flowing and the food was much better than expected. Would definitely do another trip like this.

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Snorkel Tours » Events » Private Charters

Celebrate special events & customize your charter

Maui Private Charters

Reserve your Private charter

Book your Maui private charter experience with confidence knowing it will exceed you and your guests' expectations.

30 years experience

Wedding dinners, corporate incentives & special occasions

We understand the importance of a private charter. We have over 30 years of experience hosting private charters in Maui. Our team knows how to create exclusive events aboard luxury catamarans.

From daytime ocean adventures to sunset dinner cruises, you can rely on us to deliver for you. Our private charters are ideal for a wedding rehearsal party, corporate incentive cruise, or small gathering. You can even customize your charter.

Delicious cuisine & cocktails

Custom menus & experienced bartenders

• Delicious Cuisine
• Wine & Cocktail service

We leave nothing to chance with our executive chef and commercial kitchen. We create private charter menus that we know you and your guests will love. Enjoy our carefully designed private charter menu with hors d’oeuvres, entrees, and desserts.

Our chefs use the finest ingredients from Maui’s local farms and vendors. Every meal is as fresh as it can be, from a delicious BBQ lunch served hot off the grill to a five-course dinner.

What you can expect

Executive Chef

To create menus we know you will love

Fresh Ingredients

Local and fresh ingredients for your enjoyment

Custom Menus

From fresh BBQ to a five-course dinner

The main salon of our vessel has a large hardwood bar. Our expert bartenders provide prompt and friendly service. Guests can enjoy blended drinks, local beers, and Maui’s best tropical cocktails.

We feature award-winning wines to complement your menu.

Expert Bartenders

Skilled bartenders ready to make your drink of choice

Friendly Service

Drinks poured and made with a smile!

Extensive Selection

Featuring a large hardwood bar with premium labels

STYLE & DÉCOR

Freshly picked floral arrangements

• Style & Décor

Our tropical floral arrangements really make a statement. The relationships we’ve made with local floral farms allow us to provide unique arrangements. Our creative team will help you design a beautiful event.

Freshly Picked

Freshly picked flowers for stunning arrangements

Creative arrangements that are sure to amaze

We'll match any theme that you need

Entertainment

Professional local artists

• Local DJs & Entertainment

We have a diverse list of well-known local artists and professional musicians who will help make your event the best it can be.

We’ll help you arrange the music based on your tastes and budget. Options include live musicians, Polynesian dance, and more.

We'll provide a DJ with the music of your choice

Featured DJs have a range of danceable styles

Featuring lively music from beloved artists

Boat options

Accommodations for large and small groups

• Pride of Maui

Panoramic Viewing

Large Hardwood Bar

Observation Deck

Water Slide

Expert Captains & Crew

Easy Water Access

Polynesian Dancers

Sightings Guaranteed

Licensed Captain

#1 SNUBA Provider

Snorkeling Safety

Pride of Maui is a 65-foot Maxi Power Catamaran boasting 3000 sq ft. of deck space. She was built for Hawaiian waters by professional boat builders in New Orleans.

Pride of Maui is a well-respected large catamaran and is stable and comfortable. The size, seating, and layout allow guests unobstructed 360-degree views and plenty of space.

Spacious Decks

Move around with ease on 3000 sq. ft. of deck space

Panoramic Views

Featuring unobstructed views of Maui and the ocean

Stable and comfortable, perfect for relaxing

You’ll be provided with high-quality masks, fins, and snorkels, which will all be sanitized. We even have prescription masks, with a range of magnifications to make sure you can revel at the colorful reef below you.

A private boat charter aboard Leilani is perfect for couples who are celebrating special events such as an anniversary, proposal, birthday, or a larger gathering.

Regardless of your event type, we understand the importance of your special day. We strive to exceed your expectations. Aboard Leilani, you are a part of our ʻohana (family)

Would you like to know more about Leilani? Visit www.mauiboattrips.com .

Perfect for an anniversary or honeymoon

Small Groups

Ideal for birthdays, corporate events and much more

Choose from a range of trips for a perfect private charter

Safe & sound

Security, discretion & custom needs

We are committed to providing exemplary service. We cater to your needs for a family gathering, wedding, honeymoon, or corporate incentive trip. Rest assured, your private charter excursion will be safe and sound.

The safety and security of our guests is our priority. From our highly-trained captains and crew, friendly and helpful faces will greet you. We are known to exceed the expectations of our guests.

Lifelong memories

Create a memory you will never forget

We create private charters with passion. Our private charter event planners have created hundreds of exclusive events tailored to each client’s needs.

We are here to help you reach the goals of your event. No matter how simple or lavish your vision is, we work hard to make your dreams a reality.

We are here to serve you and your special group. Our private charters help you create memories that you and your guests won’t forget. We work hard to earn your confidence and to deliver great experiences.

Can we book a charter for today?

Unfortunately, we need at least a couple of days to put together a crew, as well as providing the meals and drinks that come with the Private Charter.

Can we bring our own alcohol?

Due to the Hawaii State Liquor Law, we don’t allow any of our guests to bring their own alcohol on board. However, we’re more than happy to provide that for you and add that to your Private Charter.

Why does it say $1900 on your website?

Our Private Charters start at $1900 but go up in price depending on the size of your party, how many hours you would like to charter the boat, and if you decide to add any of our upgrades.

What’s the minimum/maximum headcount for Pride of Maui?

There is no minimum. Morning trip – 140 max Afternoon trip – 140 max Sunset dinner cruise – 100 max

What’s the minimum/maximum headcount for Leilani?

There is no minimum, but the maximum is 40 pax.

Can you cater outside?

Do you offer entertainment on the sunset luau cruise.

Yes, we can arrange for entertainment. Please call our offices at 808-242-0955.

Can I connect my phone to the sound system on the boats?

Yes, you can create your playlist on your phone and connect it to the vessel’s sound system (provided you have any adapter required to connect to an auxiliary jack).

Can you pick up at the beach?

We do not have vessels small enough for a beach pick up or drop off.

What is the capacity for your boat? Leilani and Pride of Maui

Leilani’s maximum capacity is 40, and the Pride of Maui is 140.

What’s the standard length of cruise time for a ceremony and reception? What about for just a reception?

For both a ceremony and reception, the length is 3 hours. If you just wanted to have the reception with us, it would be about 2 hours.

Is transportation available?

Transportation is available for an additional fee based on the headcount and location of your hotel. To receive a quote, please contact a private charter specialist directly at 808-242-0955.

Can we go to a different snorkel location?

Yes, as long as the weather permits we’d be happy to take you out to a different snorkel location .

Sunset WEDDING cruise

Beyond kind and a wonderful experience.

We just went on the sunset sail yesterday for our friends wedding and have to pop on here to write an amazing review. The crew and staff were the nicest ever! They truly made our experience one of a kind. There was a couple who worked on the boat who played Ukulele and were the NICEST most wonderfully full-hearted people you will meet on the islands. Mahalo!!! We highly recommend the Pride Of Maui. We saw SO MANY whales!! And it was an incredible sunset! Thank you again Pride if Maui! We love you!

Pride of Maui tours

Molokini Snorkel Tour

Leilani Molokini snorkel

Turtle Snorkel Tour

Maui Sunset Luau Cruise

Whale Watch Tour

Onboard amenities

With over 30 years of experience, we pride ourselves on safe and fun adventure.

Have your privacy

Book your private charter today

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PRIVATE BOAT CHARTERS in Maui

Charter a vessel, crew and ocean adventure of your choice for your special occasion with friends and family. Private boat charters in Maui offer an exclusive boating experience for your group. You choose the activities and duration. It’s custom, it’s personalized and it’s just for you.

Customize Your Adventure!

Maui Private Boat Charter

15% Gratuity added with the option to be adjusted after the charter if you feel like it.

6 Passenger Max Private Boat Charter 27 ft Power Cat Vessel Smooth Ride, 60% Shade Low to the Water, Safe & Quick Drone Support Vessel No children under 4 years

72 Hours Prior to Tour Cancellation Policy

  CALL TO BOOK  

Wiki Wahine

18 Passenger Max  Private Boat Charter 27 ft Hardbottom Inflatable Smooth Ride, 60% Shade Low to the Water, Safe & Quick Dry Storage Onboard No children under 4 years

26 Passenger Max  Private Boat Charter 43 ft Hardbottom Inflatable Fresh Water Shower & Restroom Smooth Ride, More Shade Low to the Water, Safe & Quick No children under 4 years

  CALL TO BOOK 

Bring your family and friends on a special snorkel or whale watch private tour!

Wedding Party

Continue the festivities by cruising on a boat during wedding week!

Corporate Event

All work and no play? Include an ocean adventure in your trip!

Drone Filming

Bring your drone to capture marine life via filming from the sky.

"THEY MAKE YOU FEEL LIKE FAMILY"

- DOUG, SASKATOON

Every ticket helps us provide research and whale disentanglement support!

Since 1982 we’ve been locally owned and want everyone to feel like family!

Small group adventures and close to water vessels make for fun marine encounters!

Private Boat Charter Maui

Tour details.

We provide reef safe sunscreen, mask, snorkel, fins and flotation devices for your mauiprivate boat charters! Wetsuit tops are available for rent.

Bring a towel, swimsuit, hat sunglasses and camera! You are welcome to bring your own food! BYOB adult beverages!

Our marine naturalist guide will be onboard and in the water for your private charter giving you a guided whale watching tour of Maui and Lahaina from the water!

This trip is not recommended for guests with back injuries, neck injuries, or pregnant ladies. Must be 4yrs+ and able to swim for private boat charters maui.

Our Maui Private Boat Charters depart from Mala Boat Ramp located in Lahaina, Maui!

private boat charter Maui. Fun for the whole family!

Charter a private boat in Maui for just your friends and family! Whether you're traveling from San Francisco, Seattle, or anywhere else, make your Maui vacation memorable by planning a private boat charter. where you can choose the time, during, adventures, vessel and food for your ohana! Looking for snorkel instruction for your kids? Our marine naturalists are excellent instructors! Planning a special whale watch for two? We offer maui boat charters for any size small group!

Book a private boat charter and start making Maui memories you won’t ever forget!

INQUIRE ABOUT A CHARTER

Did you plan a destination wedding on Maui and want to find the best activities for your wedding party? Book a private boat charter as a fun filled activity for your wedding party, friends and family, bachelor or bachelorette party or sunset cruise to celebrate your nuptials! Spend time with your wedding party snorkeling Maui and Lanai, whale watch during migration season and getting a tour of Maui and Lanai’s coast from the water! Catering available!

Private boat charters maui for wedding parties!

Corporate events & private boat charters maui

We offer 3 styles of vessels for private boat charters. Our hardbottom inflatable rafts can host up to 18-26 guests and can be booked for corporate snorkel tours or private whale watching ! Book a private charter for your group and give your corporate team a Maui experience that will build relationships and unforgettable memories!

For personal drone filming and photography, no license is needed, for commercial drone filming and photography we provide a licensed operator onboard your private yacht charter maui so you can get the shots you need. We abide by al l state and federal regulations including but not limited to not approaching humpback whales closer than 100 yards. For regulation exceptions we can assist with acquiring special permits from the county. Please contact us for more info on chartering a private boat for drone or media filming and photography.

SEE MORE VIDEOS!

Boat charters for drone and filming

Vessel support for research groups..

RESEARCH PARTNERS

Supporting research here on Maui is an important part of our operations! If you are a research group looking for vessel and captain support, please connect with us, we would love to talk about how we can offer Maui boat rental to assist with your research project . We have partnered with research groups including University of Hawai i, NASA, NOAA,Cascadia, Whale Trust, HAMER and many more!

Check out our research page for more info on our research partnerships

Maui Boat Tours & Private Boat Charters

We are limiting our capacity to 60% to provide greater comfort and continue delivering some of the best boat tours on Maui .

Book your trip

• Private boat charter

Book today and get special online price for daily tours!

Please fill in the information below and we will contact you soon. Mahalo!

A MESSAGE FROM THE CEO

I am proud to announce that we are the first passenger tour company limiting the guests we serve to 60% of our US Coast Guard capacity to support sustainable tourism and elevate your ocean adventure. With this new business model, we continue to build on 40 years of unsurpassed guest service, inspired by a renewed commitment to enhancing your time with us. Read the full statement regarding limited capacity

Leilani is a 50ft Uniflite power vessel

Well-known for being solid boats, Uniflites are respected seagoing yachts. Leilani is perfectly designed for Hawaiian waters and features added amenities for your comfort. Her spacious main cabin provides perimeter seating and shelter from inclement weather and there is always plenty of space as she operates at a limited capacity. There are large windows with plenty of air flow and forward of the main cabin is a private restroom.

Please note: Your safety is our number one priority! Fortunately, Mother Nature nearly always cooperates, and we do go to Molokini and Turtle Town. On days of inclement weather, our Expert Captains reserve the right to select alternate locations where the conditions are safe and offer the best overall conditions.

EXPLORE PARADISE

The adventure of a lifetime awaits you

We are your guides for fun and adventure, while providing exceptional service and amenities. Experience the incredible beauty of whales, dolphins, turtles, Molokini Crater and Turtle Town. Take in the breathtaking underwater world and immaculate views. The memories you make with us, will not be soon forgotten.

ACTIVITIES DESTINATIONS

EVERYONE IS INVITED

EPIC EXPERIENCE

Molokini snorkel tour

Memories not soon forgotten. If you know where to go, you’ll find them!

IT'S YOUR DAY

Private boat charters

Booking a Maui charter with your family and friends, or business associates on a Hawaii corporate incentive trip is always a great idea. When guests book a Maui boat tour with Leilani, they always find that quality, consistency, and providing a remarkable Hawaiian adventure are at the top of our list. Leilani is an ideal choice for private and small group Maui whale watching tours, Hawaii snorkel tours, and Maui wedding charters.

About charters

Maui whale watching

Sunset dinner cruise

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Over 40 Years of Experience

Visiting Hawaii, and exploring her waters is a must-do activity in Maui. Visitors from around the world travel to Hawaii to experience many things including marine life viewing, nature, history, culture, and adventure. One of the best ways to experience the Hawaiian Islands is on a Molokini snorkeling tour . With the gorgeous Pacific Ocean, and views of Maui’s outer island before you — magic always happens. For over 40 years, Leilani has excelled in providing exceptional service, and quality consistently. The experience on our vessel offers a wonderful glimpse into Hawaii’s paradise.

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See the North Pacific Humpback

If you’re visiting Maui during the Winter months (December-March), consider booking Leilani for a Maui whale watching adventure. It’s a great occasion to see the North Pacific humpback whales flourishing in their natural environment. Guests can watch humpback whales gracing the ocean’s surface with behaviors like breaching, fluke dives, pectoral slaps, head lunging and more. 

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About the business.

Rent A Maui Boy LLC was created to show visitors the best possible experience on Maui. Guests will learn about the history of Hawai'i and how it still impacts the native population currently and the movement to push towards a more sustainable and conscious future all while having fun. From cliff jumping, to waterfalls, to swimming with turtles, we can customize your experience to meet your lifestyle. We offer high quality photos and videos to truly capture the experience at no extra charge. We first started on the AirBnb Experiences platform, where we are now one of the highest rated activities. We offer fully customized itineraries and can cater to solo travelers or larger groups such as corporate bookings and wedding parties. After looking over our reviews, I hope that you find us the right fit for for perfect Maui experience. Mahalo for visiting! …

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One of my coolest days on Maui was the famous ALL DAY "Road To Hana" drive. I booked a small group tour led by Henry @rentamauiboy, and the reason I booked him was because he takes allllllll the photos. Traveling solo, it feels weird to take selfies everywhere or worse, asking someone to take your photo. The tour was me and 2 other couples: one couple were newlyweds and the other couple were on their very 1st trip together (as a couple). (Honestly where do you go after a trip to a Hawaii?!?) We could not have had a group that meshed BETTER than all of us. Our guide Henry clearly knew "the good spots" because we didn't stop anywhere that anyone else was... he made us climb down treacherous "root ladders" and walk through the coldest water up to our necks but his ideas were always SO worth it. And he captured the best pics! I highly recommend this EXACT excursion because you don't have to worry about any photos. He has it covered, and trust me, it's truly UNFORGETTABLE!!!

See all photos from Jen K. for Rent A Maui Boy

Do not pass this up! I surprised my husband with a road to Hana trip and it was easily the most enjoyable day of our vacation in Maui. To this day, we still reminisce on the beautiful views, delicious food, and hidden adventures Hana has to offer. We are so appreciative of our guide, Henry, for making sure we had the best experience possible. Having amazing photos to reflect back on is just the cherry on top!

I don't think there's anything I can say that hasn't already been said in a prior review (I read many of them prior to booking). EVERYTHING you read is true. Henry is an absolute LEGEND and total pleasure to spend the day with...putting you at ease from the start. He makes the tour super educational while still being humorous and fun. He certainly knows his stuff and takes you to incredible places, many of which aren't congested with other tourists. It's an experience you don't want to miss and is worth every penny. I'm grateful that we were able to put our phones away, relax and enjoy each others company and the beauty of the Road To Hana while Henry did all the "heavy" lifting in the photo/video department. CANNOT RECOMMEND THIS TOUR ENOUGH!!!

An absolute must do. Henry tookus to exclusive waterfalls and scenic points we would have never been able to see on our own! It was a fun filled day enjoying all the sites along Hana while Henry took care of the drive. We got over a 100 photos and a 4.5 minute music video that Henry sent the next day. Every shot was beautiful and the video was amazing. If you didn't take engagement photos, this is a better alternative.

I went back in Jan/2022 and it was such an amazing experience! By far the best part of our trip in Maui! Henry was very knowledgeable, friendly, and prepared for the tour. We saw so many beautiful waterfalls, beaches, and other sights! This is the only way I'd ever want to visit the Road to Hana.

If you are on the fence about this at all, just do it. Henry is easy to talk to and knowledgeable about where to go, what to do, what to eat, and Hawaii's history. He tailored the day's activities to our fitness level and dietary restrictions, which was thoughtful and very appreciated. He also sent us our photos and a spectacular video extremely quickly. I wish I could do something like this every time I traveled to a new place because I truly felt like I was seeing parts of Maui that I never would have found on my own or by getting on a tour bus. Do it!!

See all photos from Danny M. for Rent A Maui Boy

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Hello: I am thinking about renting a condo through this company. Has anyone on here used them? If so, how was your experience? Thanks.

We are using them for the first time for next year's rental. So far, so good. They have been very easy to deal with and very receptive when I've had questions. No deposit required, but the entire amount is due 60 days before check in and will be automatically billed to the credit card you give them when you book. They are through Keller Williams Realty, so I assume they are a legit company. They are a local agency.

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Nonprofit launches to strengthen Hawai‘i’s rental housing landscape, amasses 17,500 member units

Since launching in January 2024, volunteer-led nonprofit Pacific Housing Association has swiftly amassed a membership exceeding 17,500 rental units statewide. It becomes the state’s first and only organization dedicated to supporting market-rate and affordable long-term rental housing providers.

The Hawai‘i affiliate of the National Apartment Association (NAA), the industry’s largest network of rental housing providers, formed at a time when close to 40% of Hawai‘i residents live in rental properties, amid an urgent housing crisis across the state.

Pacific Housing Association provides resources for members including legally compliant leases and addenda, operational performance management, member savings programs, industry research, education, credentialing, and many other operational solutions that are critically needed in Hawaiʻi.

“Rental housing plays a pivotal role in Hawai‘i’s housing ecosystem, and it’s imperative that we empower providers of affordable and market-rate rental housing with the information and backing they need to thrive,” said Jesse Miller, president of Pacific Housing Association. “Our goal is not just to support rental housing providers, but ultimately to improve the quality of life for all residents by ensuring safe, stable, and affordable housing options.”

As an affiliate of NAA, which represents over 12,000,000 rental housing units nationwide, Pacific Housing Association claims to offer industry-leading resources tailored to multi-family, single-family, affordable/workforce, student, and military rental housing providers in the islands.

Pacific Housing Association also partners with the Affordable Housing Management Association of Northern California & Hawaiʻi (AHMA-NCH) to offer best-in-class training programs for individual professionals and companies specializing in developing and operating multi-family affordable housing.

For more information about the Pacific Housing Association’s initiatives and membership benefits, visit pacifichousingassociation.org.

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Take more nuanced approach with banning short-term rentals

Senate Bill 2919 allows counties to phase out short-term rentals island-wide in an attempt to solve the island’s critical housing shortage.

While I applaud the intent of these rather draconian measures, I feel the unintended consequences have not been fully explored.

Back in 2008, Maui Mayor Charmaine Tavares closed over 1,000 unpermitted short-term rentals on Maui’s north shore. Legally, the mayor had every right to take this action.

I was playing music at a popular north shore watering hole back then and the place was usually packed every night with visitors, especially windsurfers and kiteboarders from around the world.

Most of these seasonal guests were staying in nearby short-term rentals.

Within days of the action by the mayor, business disappeared.at our musical venue and many others.

It seems that many of our north shore visitors were not going to just move to some fancy hotel many miles away on Maui’s south shore. They were just going to go somewhere else.

The economic impact was devastating; not just to the owners and operators of short-term rentals, but to waiters, waitresses, gardeners, house cleaners and many others.

I see the same thing happening with Bill 2919 except on a much wider scale.

I would urge Mayor Richard Bissen and his administration to take a more nuanced approach to this very complex and divisive problem.

Randolph Coon

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Counties differ in approach to regulating vacation rentals

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Gov. Josh Green talks with Lahaina Strong members on May 3.  (Craig T. Kojima/Honolulu Star-Advertiser)

New state legislation giving the counties the power to reduce or even phase out short-term vacation rentals has triggered different responses — none likely to result in immediate county action even on Maui, where proposed reform was inspired by the housing needs of those displaced by the deadly Aug. 8 wildfires.

Senate Bill 2919, which became Act 017 when Gov. Josh Green signed it May 3, makes it possible for county lawmakers to “regulate the time, place, manner, and duration in which uses of land and structures may take place.”

The new law “clarifies that uses that include the provision of transient accommodations are not considered residential uses and may be phased out or amortized by the counties,” and as of Jan. 1, “expands the scope of the transient accommodations tax law to include certain shelters and vehicles with sleeping accommodations.”

While the new law clears up issues of state preemption, counties still must craft their policies. That takes time given the heavy vetting needed to satisfy the public and to avoid other legal or constitutional issues.

So far, Kauai is staying the course. Oahu is evaluating the authority that the law gives to the counties, and according to Mayor Rick Blangiardi’s Communications Director Scott Humber, the “extent to which the city would most effectively implement this authority based on Oahu’s current STR (short-term rental) landscape.”

Hawaii County Council Chair Heather Kimball said the Council does not plan to use the new state law to amortize vacation rentals; however, like Hawaii island Mayor Mitch Roth, she hopes the change might ease objections to a package of bills previously introduced to close transient accommodation rental (TAR) loopholes.

Kimball said language in the package’s key Bill 121-24 currently requires “everybody operating a transient accommodation rental in the county to register regardless if it’s hosted or not. It also establishes more clearly defined standards of operations that I think will be easier for folks to follow and for us to enforce on the county side. It makes clear what the penalties are and boosts that up a bit.”

Hawaii island’s Bill 122-24 removes the current bed-and-breakfast section, which the new code makes redundant. Bill 123-24 removes most of the restrictions for building ohana units if they are used for long-term housing.

Roth said the new state law isn’t necessary to advance the county amendments. However, he said, “it does take away one legal argument that people on the other side might have that it could only be done by the state.”

He added, “The big thing we are looking for is to have control on those vacation rentals that may not be registered and may be doing it illegally and may not be taking care of issues that are interfering with the community.”

Kimball, who introduced the bills with Council member Ashley Kierkiewicz in January at the Hawaii County Council’s policy committee on Planning, Land Use and Economic Development, said they were first discussed with the community in November 2022 and now are before the planning commissions.

Bills 121-24 and 123-24 garnered unfavorable recommendations from the Windward Planning Commission, though members supported 122-24. The Leeward Planning Commission continued a prior hearing to Wednesday at noon at the West Hawai‘i Civic Center in the Council Chambers, Building A. Deliberations are scheduled for Bill 121-24, which already has concluded its public testimony phase. It will accept public testimony on Bill 122-24 and Bill 123-24.

Kimball said once commission recommendations are finalized, the bills return to the committee and will have at least two readings at the Council before they are forwarded to the mayor.

“Optimistically, I would say it would be September before it would be finalized through the entire process,” she said.

The path to amend Hawaii island’s transient accommodations rental code shows that nothing is swift when it comes to the complex process of county vacation rental reform. That’s why it could take the Maui County Council some time to evaluate Maui Mayor Richard Bissen’s proposal to phase out 2,200 vacation rentals in West Maui apartment districts by July 1, 2025 — and eventually all 7,000 units in apartment districts across Maui.

Bissen announced the proposed changes May 2, the day before Green signed Act 017 into law. He was flanked by Maui Council member Keani Rawlins-­Fernandez. Also present were members of the advocacy group Lahaina Strong, who called for a ban on Maui short-term vacation rentals in the aftermath of the Aug. 8 wildfires, which displaced 12,000 residents and exacerbated Maui’s shortage of affordable housing.

Bissen said at a May 2 news conference “that most, if not all, of these TVRs (transient vacation rentals) impacted by this legislation were previously built and designed for workforce housing in West Maui, and our goal is to return them to their intended purpose.”

The Maui County Council tried to limit short-term vacation rentals to hotel districts in 1989, but Rawlins-­Fernandez said an opinion written by then-­Deputy Corporation Counsel Richard Minatoya exempted units built before March 5, 1991. Bissen’s bill seeks to repeal these units, which are known as the “Minatoya list,” she said.

Bissen expects some legal challenges. His proposal also needs to go before planning commissions on Maui, Lanai and Molokai before going to the full Maui County Council, where Rawlins-­Fernandez said she expects her colleagues to pass it.

Yuki Lei Sugimura, vice chair of the Maui County Council and chair of the Budget, Finance, and Economic Development Committee, told the Honolulu Star-Advertiser that Rawlins-­Fernandez “spoke on her behalf. She can’t speak on how we would vote.”

Sugimura, who represents Upcountry Maui, which also had homes damaged in the Maui wildfires, said, “I think we are all waiting to see what the bill is going to be when it comes to us. More facts and details are needed.”

She said balancing the budget to account for the lost tax base as federal, state and other support wanes could prove challenging. Sugimura said planning commission recommendations from Molokai, Lanai and Maui also might differ.

“It will be interesting to see what the planning commissions come back with, whether there is support or not,” she said.

Ana Lillis, deputy planning director for Maui County, said Bissen’s proposal goes to the Maui County Planning Commission at 9 a.m. June 25 at the Maui County Council’s chamber, also known as the Kalana o Maui Building, in Wailuku.

She said the commission must work through all verbal testifiers, which might entail more than one meeting. Lillis said hearing dates are still pending for the Lanai and Molokai planning commissions.

She said it could take days to months before the bill, with each commission’s feedback, heads to the Maui County Council.

Oahu hasn’t announced actions related to the new state bill yet, but changes are anticipated. After all, state Sen. Jarrett Keohokalole (D, Kaneohe- Kailua) introduced SB 2919 in part to clarify a 1957 law enacted before statehood that was successfully used against Honolulu in the case of Hawaii Legal Short-Term Rental Alliance v. City &County of Honolulu.

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