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Wailea-Makena, Hawaii Boat Rentals

Page 1 of 124 listings

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
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
Sunreef 62 catamaran
Sailing in Maalaea · 12 guests

Sunreef 62 catamaran

New
$1,200/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
$475/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
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
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
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
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 Jul 2025
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
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 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
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
Oahu Private Yacht Charters
Events in Honolulu · 6 guests

Oahu Private Yacht Charters

5.0
$550/hour
Special $: Private Luxury Charter - Snorkel, Dolphins, Sunset, Fireworks, Paddle
Tours in Honolulu · 6 guests

Special $: Private Luxury Charter - Snorkel, Dolphins, Sunset, Fireworks, Paddle

New
$185+/hour
Instant Book

Top Destinations Nearby

Wailea-Makena Reviews

  1. 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!

  2. TF

    Teresa

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

    This was the best charger we have been on! The staff were exceptional and the boat was fantastic! We had such a great time! Thank you, Bella, Savannah, and CPT George!

  3. Margaret

    Margaret

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

    We really enjoyed the ability to Captain the boat ourselves and are thrilled people like Brandon and Chris exist for this exceptional experience. The vessel was as advertised and clean. The Kihei boat ramp was super convenient; we walked to the dock. Thanks again gentlemen, wonderful private cruising experience.

  4. 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 .

  5. 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

  6. Michael

    Michael

    Sailing and Snorkeling Adventures on Maui on 27 Foot HunterX Monohull

    Everything was great. We took a sunset cruise and the weather was perfect. The captain and first mate were wonderful, and the communication to make it happen was awesome. Prayers they will be able to continue after the fire. They make you feel like O’hana.