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Maalaea, Hawaii Boat Rentals & Yacht Charters

Page 1 of 124 listings

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
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
Scout Abaco in Waikoloa, Hawaii
Powerboats in Hawaii · 6 guests

Scout Abaco in Waikoloa, Hawaii

New
$350/hour
2018 Edgewater 32ft Luxury Center Console in Kawaihae!!
Powerboats in Hawaii · 6 guests

2018 Edgewater 32ft Luxury Center Console in Kawaihae!!

5.0
$550/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
Fishing Charters On 43' Hatteras Convertible Sportfisher in Kailua-Kona Hawaii
Fishing in Kailua-Kona · 6 guests

Fishing Charters On 43' Hatteras Convertible Sportfisher in Kailua-Kona Hawaii

New
$175+/hour
Explore Kona on a Private Custom Charter
Tours in Kailua-Kona · 6 guests

Explore Kona on a Private Custom Charter

5.0
$250/hour
Customizable Ocean Adventures- Snorkeling & Wildlife Tours
Powerboats in Kailua-Kona · 14 guests

Customizable Ocean Adventures- Snorkeling & Wildlife Tours

5.0
$400/hour
Private Boat Charter in Kailua-Kona, Hawaii
Powerboats in Kalaoa · 6 guests

Private Boat Charter in Kailua-Kona, Hawaii

New
$500+/hour
Cabo 40' Express - Luxury Sportfishing and Ocean Tours
Fishing in Kailua-Kona · 6 guests

Cabo 40' Express - Luxury Sportfishing and Ocean Tours

New
$300/hour
Custom SeaHawk 36ft Fishing Yacht Charter in Kailua-Kona, Big Island of Hawaii!
Events in Kailua-Kona · 10 guests

Custom SeaHawk 36ft Fishing Yacht Charter in Kailua-Kona, Big Island of Hawaii!

5.0
$500/hour
Sport Fishing Trip with Captain Daniel in Hawaii
Fishing in Kailua-Kona · 6 guests

Sport Fishing Trip with Captain Daniel in Hawaii

5.0
$275/hour
Offshore Fishing! • All Ages Welcome • Up to 6 Passengers
Fishing in Kailua-Kona · 6 guests

Offshore Fishing! • All Ages Welcome • Up to 6 Passengers

New
$235/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
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
Private Friday Night Sunset & Fireworks - BYOB
Tours in Honolulu · 6 guests

Private Friday Night Sunset & Fireworks - BYOB

3.7
$235/hour

Maalaea Reviews

  1. MY

    Matthew

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

    Great experience with the crew! They were very attentive and helpful. Great time snorkeling and saw a lot of interesting fish and turtles. Everyone had a great time! Would highly recommend booking again with them

  2. AL

    Amber

    Sailing and Snorkeling Adventures on Maui on 27 Foot HunterX Monohull

    We had a fantastic time with Keahi and Allie. They were super accommodating, provided excellent communication, and were so sweet to our two kiddos. We'll definitely book with them again and highly recommend them.

  3. 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!

  4. UR

    Ugne

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

    Great time in the water with captain Kelly! He was personable, attentive, had our safety in mind. Would definitely recommend booking with him.

  5. 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.

  6. 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!!!