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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
Instant Book
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
$199/hour
Instant Book
Sunreef 62 catamaran
Sailing in Maalaea · 12 guests

Sunreef 62 catamaran

New
$3,600/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
49 tour, snorkel, whale watch catamaran
Events in Kula · 49 guests

49 tour, snorkel, whale watch catamaran

New
$1,700/hour
Private Custom Charters - Sanity Snorkel Vessel
Powerboats in Lahaina · 32 guests

Private Custom Charters - Sanity Snorkel Vessel

5.0
$1,000/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
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
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
Instant Book
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 03 Feb 2025
Marina Paradise, 24' Hurricane Deck Boat, 10 People, China Walls!
Powerboats in Honolulu · 10 guests

Marina Paradise, 24' Hurricane Deck Boat, 10 People, China Walls!

4.8
$190/hour
Robalo R272 Luxury Fishing and Snorkel Powerboat in Honolulu, Hawaii
Powerboats in Honolulu · 8 guests

Robalo R272 Luxury Fishing and Snorkel Powerboat in Honolulu, Hawaii

5.0
$500/hour
Instant Book
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
Best Waikiki Private Guided Snorkel Charter on Oahu
Tours in Honolulu · 6 guests

Best Waikiki Private Guided Snorkel Charter on Oahu

New
$350/hour
Best Waikiki Private Charter - Snorkel, Dive and Sunset Cruises!!
Powerboats in Honolulu · 6 guests

Best Waikiki Private Charter - Snorkel, Dive and Sunset Cruises!!

New
$350/hour
Instant Book
29ft Luxury RIB Private Charter in Waikiki, Hawaii
Powerboats in Honolulu · 6 guests

29ft Luxury RIB Private Charter in Waikiki, Hawaii

New
$250/hour
Private Adventure Tour with Snorkeling
Powerboats in Honolulu · 6 guests

Private Adventure Tour with Snorkeling

5.0
$275/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

Top Destinations Nearby

Wailea-Makena Reviews

  1. cc

    cristian

    Sailing and Snorkeling Adventures on Maui on 27 Foot HunterX Monohull

    We spent an afternoon with the family and it was a wonderful experience sailing, with the sound of the sea and the wind. I believe that Keahi and his partner have made this experience something superior, we are very grateful for their hospitality.

  2. DO

    David

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

    These folks are pros. Steve has sailed all over the Pacific. From Hawaii, Tahiti, and LA. He knows boats inside and out. He and Savanna's goal from the outset was for us to have a superior experience. We saw a whale, turtles, and fish. Which for those of you are into that, they make every effort to accommodate. For me, however, the best part was the professional and relaxed approach. My wife had a bit of a gimpy leg and they helped her get around the boat. Great trip.

  3. DP

    Debra

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

    My friends and I booked an excursion with sale Hawaiian style last year, and it was definitely top of list to do again this year. We had such a great time and the captain and staff were so wonderful and so helpful. It was absolutely perfect and we can’t wait to see them again next year!

  4. MC

    Marie

    Marina Paradise, 24' Hurricane Deck Boat, 10 People, China Walls!

    Dave was the best! We had an amazing time it was the highlight of our trip. And the BBQ at your house after was so fun. My girls can't wait to go back next time and visit!

  5. 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.

  6. 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 .