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Lahaina, Hawaii Boat Rentals & Yacht Charters

Page 1 of 124 listings

1/2 Day Snorkel Trips To Lanai From Kaanapali Beach
Powerboats in Lahaina · 32 guests

1/2 Day Snorkel Trips To Lanai From Kaanapali Beach

5.0
$1,000/hour
Private Custom Charters - Sanity Snorkel Vessel
Powerboats in Lahaina · 32 guests

Private Custom Charters - Sanity Snorkel Vessel

5.0
$1,000/hour
Sailing and Snorkeling Adventures on Maui on 27 Foot HunterX Monohull
Sailing in Maalaea · 6 guests

Sailing and Snorkeling Adventures on Maui on 27 Foot HunterX Monohull

5.0
Superowner
$525/hour
Sunreef 62 catamaran
Sailing in Maalaea · 12 guests

Sunreef 62 catamaran

5.0
$1,200/hour
24ft Glacier Bay 2240 SX Renegade Rental in Kihei, Hawaii
Powerboats in Wailea-Makena · 6 guests

24ft Glacier Bay 2240 SX Renegade Rental in Kihei, Hawaii

New
$299/hour
24ft Blue Glacier Bay 2240 SX Renegade Rental in Kihei, Hawaii
Powerboats in Wailea-Makena · 6 guests

24ft Blue Glacier Bay 2240 SX Renegade Rental in Kihei, Hawaii

5.0
$299/hour
Come explore, the uncrowded south east coast of Oahu on your own 30 foot boat
Powerboats in Honolulu · 6 guests

Come explore, the uncrowded south east coast of Oahu on your own 30 foot boat

New
$225/hour
Twin hull powered boat for rent - up to 10 people
Powerboats in Honolulu · 10 guests

Twin hull powered boat for rent - up to 10 people

5.0
$275/hour
Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii
Sailing in Honolulu · 15 guests

Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii

5.0
Superowner
Best of 2026
$400/hour
Private Sailing Adventure on a Performance Catamaran in Honolulu, Hawaii
Sailing in Honolulu · 12 guests

Private Sailing Adventure on a Performance Catamaran in Honolulu, Hawaii

5.0
$700/hour
Oahu Sunset & City Lights Yacht Cruise – Private 54’ Sunseeker Experience
Events in Honolulu · 8 guests

Oahu Sunset & City Lights Yacht Cruise – Private 54’ Sunseeker Experience

New
Snoozed - Active 02 Sep 2026
Come and Sail on this Beautiful 50' Catamaran in Honolulu, Hawaii
Sailing in Honolulu · 6 guests

Come and Sail on this Beautiful 50' Catamaran in Honolulu, Hawaii

New
$500/hour
Private Friday Night Sunset & Fireworks - BYOB
Tours in Honolulu · 6 guests

Private Friday Night Sunset & Fireworks - BYOB

3.7
$235/hour
SPECIAL PRICE: Private Boat - Snorkel, Paddle Board, Scooter, Turtles, Dolphins
Tours in Honolulu · 6 guests

SPECIAL PRICE: Private Boat - Snorkel, Paddle Board, Scooter, Turtles, Dolphins

5.0
$200+/hour
Instant Book
Sunset Sails💥$295💥
Sailing in Honolulu · 6 guests

Sunset Sails💥$295💥

5.0
$165/hour
Scandinavian Quality Sailboat | Nautor Swan Gecco 39 Yacht
Sailing in Honolulu · 6 guests

Scandinavian Quality Sailboat | Nautor Swan Gecco 39 Yacht

New
$1,800/day
Private Luxury Tour on 47ft Cranchi Mediterranee
Events in Honolulu · 12 guests

Private Luxury Tour on 47ft Cranchi Mediterranee

4.9
$367+/hour
2-Hour Tour - 47ft Cranchi Mediterranee Luxury Yacht Charter in Honolulu
Events in Honolulu · 12 guests

2-Hour Tour - 47ft Cranchi Mediterranee Luxury Yacht Charter in Honolulu

5.0
$450/hour
Luxe Catamaran in Waikiki, Hawaii - 43ft Private Catamaran Yacht
Powerboats in Honolulu · 6 guests

Luxe Catamaran in Waikiki, Hawaii - 43ft Private Catamaran Yacht

5.0
$800/hour
Waikiki’s Premier Lagoon 420 Catamaran Experience For 12 Guests
Sailing in Honolulu · 12 guests

Waikiki’s Premier Lagoon 420 Catamaran Experience For 12 Guests

New
Snoozed - Active 25 Jul 2026
Sunset Cruise on Luxury Sailing Yacht in Waikiki
Sailing in Honolulu · 6 guests

Sunset Cruise on Luxury Sailing Yacht in Waikiki

5.0
$250/hour
Private sailing on 45 foot Luxury yacht, day sailing, sunset sail, snorkeling
Sailing in Honolulu · 6 guests

Private sailing on 45 foot Luxury yacht, day sailing, sunset sail, snorkeling

5.0
$180/hour
BYOB Private Waikīkī Catamaran Charters
Sailing in Honolulu · 35 guests

BYOB Private Waikīkī Catamaran Charters

5.0
$650+/hour
24ft Center Console Edgewater Center Console in Honolulu
Powerboats in Honolulu · 6 guests

24ft Center Console Edgewater Center Console in Honolulu

New
$200/hour

Lahaina Reviews

  1. AG

    Ana

    Private sailing on 45 foot Luxury yacht, day sailing, sunset sail, snorkeling

    We had an amazing experience with Tony! He was friendly, professional, and made sure everyone felt welcome and comfortable throughout the trip. The boat was clean and well-maintained, and everything was exactly as described. We had a fantastic time on the water and truly appreciated Tony's hospitality and attention to detail. I would highly recommend booking with him if you're looking for a fun, relaxing, and memorable boating experience. Thank you, Tony!

  2. Brittany

    Brittany

    Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii

    This boat was beautiful and the staff were amazing! They were quick to show us any nearby sea life and educate us about it as well. The boat was equipped with many different amenities and gear. The best thing about renting this boat, is if you do the math, you’re spending less than you would on a tour and you get to do the same thing you would do on a tour. The difference is you get to do it privately just with your family and friends and not with a whole bunch of strangers. This was the highlight of our trip!

  3. BA

    Bruce

    Private sailing on 45 foot Luxury yacht, day sailing, sunset sail, snorkeling

    Captain Tony Offers Priceless Private, Hawaiian Sailboat Tours. Captain Tony gave my Wife & I a beautiful, comfortable and memorable sailing experience in Hawaii. We Wholeheartedly Recommend Booking with Captain Tony Today!

  4. KA

    Kelsey

    Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii

    Ashliey and her team were so efficient! They truly made this trip special by going out of their way to make sure all our needs are met. Truly above and beyond service with the most memorable experience, I hope to book this catamaran next time we are on Oahu! We will be back.

  5. NJ

    Nichole

    Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii

    Omg! We loved the catamaran! The crew was totally cool and there were no delays!! A huge value for those that want privacy and a great experience!!!

  6. Dd

    Danielle

    SPECIAL PRICE: Private Boat - Snorkel, Paddle Board, Scooter, Turtles, Dolphins

    10/10 star experience!!!! ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️ We had an absolutely incredible experience with Captain Kelly and Care — truly one of the highlights of our entire trip! From the moment we stepped on the boat, everything was top-notch. The boat itself was spotless, beautifully maintained, and so comfortable. You can tell they genuinely care about creating an amazing experience for their guests. They had everything we could possibly need ready for us — paddle boards, snorkel gear, even an underwater scooter which made exploring the water so much fun. They also had waters and snacks available throughout the trip, which was such a thoughtful touch and made the whole experience feel even more elevated and relaxing. Captain Kelly and Care make such an amazing team. They were friendly, welcoming, knowledgeable, and made the entire day seamless and unforgettable. We truly could not have asked for a better experience and will 100% be booking with them again the next time we’re back. Highly, highly recommend!