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Kailua, Hawaii Boat Rentals

Page 1 of 124 listings

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
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
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
BYOB Private Waikīkī Catamaran Charters
Sailing in Honolulu · 35 guests

BYOB Private Waikīkī Catamaran Charters

5.0
$600+/hour
Sunset Cruise on Luxury Sailing Yacht in Waikiki
Sailing in Honolulu · 6 guests

Sunset Cruise on Luxury Sailing Yacht in Waikiki

5.0
$550/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
Waikīkī’s Premier Catamaran Experience
Sailing in Honolulu · 12 guests

Waikīkī’s Premier Catamaran Experience

New
$350+/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
Private Luxury Tour on 47ft Cranchi Mediterranee
Events in Honolulu · 12 guests

Private Luxury Tour on 47ft Cranchi Mediterranee

5.0
$367+/hour
Hawaii Apex Charters - Private 6 passenger tours!
Tours in Honolulu · 6 guests

Hawaii Apex Charters - Private 6 passenger tours!

New
$300/hour
Sunset Sails💥$295💥
Sailing in Honolulu · 6 guests

Sunset Sails💥$295💥

New
$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
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 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
Best of 2025
$180/hour
Enjoy Oahu’s south shore and Waikiki on Rubicon, a beautiful 45’ private yacht
Events in Honolulu · 6 guests

Enjoy Oahu’s south shore and Waikiki on Rubicon, a beautiful 45’ private yacht

5.0
$500/hour
Private Friday Night Sunset & Fireworks - BYOB
Tours in Honolulu · 6 guests

Private Friday Night Sunset & Fireworks - BYOB

3.7
$235/hour
Instant Book
Oahu Private Yacht Charters
Events in Honolulu · 6 guests

Oahu Private Yacht Charters

5.0
$550/hour
Special Price Private Charter: Snorkel, Turtles, Dolphins, Sunset,Ash Scattering
Tours in Honolulu · 6 guests

Special Price Private Charter: Snorkel, Turtles, Dolphins, Sunset,Ash Scattering

5.0
$200+/hour
Instant Book
Private day, Sunset, Fireworks cruises in Honolulu
Powerboats in Honolulu · 6 guests

Private day, Sunset, Fireworks cruises in Honolulu

New
$120/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
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 Snorkeling and Wildlife Cruise—Let's Go!
Powerboats in Honolulu · 6 guests

Private Snorkeling and Wildlife Cruise—Let's Go!

5.0
$200/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
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

Kailua Reviews

  1. Ysa

    Ysa

    Special Price Private Charter: Snorkel, Turtles, Dolphins, Sunset,Ash Scattering

    Had such a fabulous experience with Kelly and CJ! They were so fun and welcoming, and made the whole trip an absolute blast. The boat was super comfortable and perfect for a day on the water. Would absolutely book again, highly recommend!

  2. Rich

    Rich

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

    We had a great sail with the team. Sunset cruise for my wife’s birthday. The captain and crew were spectacular and so nice. They made it a wonderful experience in a beautiful setting. Could not ask for better.

  3. AH

    Angelique

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

    We had a great time- Tom and Savannah were awesome and Ashley was super flexible with us when we had a flight delay. Highly recommend!

  4. CS

    Chris

    Special Price Private Charter: Snorkel, Turtles, Dolphins, Sunset,Ash Scattering

    From start to finish Kelly was amazing! Communication was fast and she did everything to make my 4th of July experience truly unforgettable. Kelly gave great directions in location the pier and met me at the front to walk us to her boat. 5 stars all around!!!

  5. Douglas

    Douglas

    Private Luxury Tour on 47ft Cranchi Mediterranee

    Thank you to Capt Flo and her crew for the outstanding job they did taking care of family today. They did everything possible to make sure that we were comfortable and enjoying ourselves. Capt Flo did her best to keep the boat in better waters to minimize the roughness of the open ocean. Highly recommend booking with this company. They will take great care of you and make sure that you have an enjoyable experience.

  6. Rob

    Rob

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

    Excellent experience for our whole family. Would definitely recommend. Tony was fun and helpful. It was the first time for many of us and Tony did an excellent job of making our family feel welcome. We had an amazing time sailing, snorkeling, and sunbathing. Four hours just flew by!