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Find The Best Boat Rentals in Maalaea

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
$475/hour
Sunreef 62 catamaran
Sailing in Maalaea · 12 guests

Sunreef 62 catamaran

New
$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
Maui, private 49 tour, snorkel, whale watch catamaran
Events in Kula · 49 guests

Maui, private 49 tour, snorkel, whale watch catamaran

New
$1,950/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
Instant Book
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
$209+/hour
Instant Book
Explore Kona on a Private Custom Charter
Tours in Kailua-Kona · 6 guests

Explore Kona on a Private Custom Charter

New
$220/hour
Customizable Ocean Adventures- Snorkeling & Wildlife Tours
Powerboats in Kailua-Kona · 14 guests

Customizable Ocean Adventures- Snorkeling & Wildlife Tours

New
$350/hour
Have fun in the sun on an extremely comfy pontoon!
Powerboats in Honolulu · 10 guests

Have fun in the sun on an extremely comfy pontoon!

5.0
Snoozed - Active 02 Jan 2026
Private Boat Charter in Kailua-Kona, Hawaii
Powerboats in Kalaoa · 6 guests

Private Boat Charter in Kailua-Kona, Hawaii

New
$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
$250/hour
Instant Book
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
Instant Book
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 2025
$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
$1,200/hour
Instant Book
Private Adventure Tour with Snorkeling
Powerboats in Honolulu · 6 guests

Private Adventure Tour with Snorkeling

5.0
$275/hour
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 Tour and Snorkeling on the fastest boat in Waikiki!
Powerboats in Honolulu · 12 guests

Private Tour and Snorkeling on the fastest boat in Waikiki!

5.0
$495/hour

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Maalaea Reviews

  1. JO

    Jo

    Twin hull powered boat for rent - up to 10 people

    Michael provided my family with such a wonderful experience on our recent boat trip. He was very kind and friendly and accommodating to Everything I asked of him. My family had a lot of fun on the boat ride and he gave us our privacy and moment when it was time to scatter our Dad's ashes. I'm so thankful too that Michael was able to drive the boat for us as none of us had any experience. Everything I asked of him he Delivered! So trustworthy and a very kind person. Thank you again for Everything! Mahalo, J. Oyama

  2. ST

    Shelagh

    Sailing and Snorkeling Adventures on Maui on 27 Foot HunterX Monohull

    What a spectacular day! Our family loved our day with Keahi and highly recommend him as a host. We’ll definitely charter with him again on our next trip to Maui.

  3. JC

    Jessica

    Sailing and Snorkeling Adventures on Maui on 27 Foot HunterX Monohull

    Keahi and Ali were wonderful! Everything was perfect and exceeded our expectations. Thank you for a great sunset sail!

  4. KG

    Katy

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

    What a WONDERFUL day! The snorkeling was even better because Savannah and Whitney had us buttoned up on exactly how to see the best spots. Our Captain, Tom was the perfect blend with Savannah and Whitney. The boat was perfect for all of us. We were very comfortable with 10 people. I highly recommend both the boat AND the crew!

  5. sa

    shaman

    Sailing and Snorkeling Adventures on Maui on 27 Foot HunterX Monohull

    The service and the communication was amazing I felt very special like my desires were met. I saw that the captain went out of his way to make sure we were happy. 😃 I do not write reviews but I will for them. Thanks for a gift and experience I will not forget .

  6. dm

    dan

    Sailing and Snorkeling Adventures on Maui on 27 Foot HunterX Monohull

    From start to finish was seamless experience - Keahi was on point with locations for snorkeling and was blessed by the Whale gods with some amazing breaches, and should have paid extra for the sunset- can’t wait to use them again next time we are back