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Kailua, Hawaii Boat Rentals

Page 1 of 124 listings

Kaneohe Bay Sandbar Pontoon Rental
Powerboats in Pupukea · 10 guests

Kaneohe Bay Sandbar Pontoon Rental

5.0
$150/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
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
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
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
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
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 Boat - Snorkel, Paddle Board, Underwater Scooter
Tours in Honolulu · 6 guests

SPECIAL PRICE: Private Boat - Snorkel, Paddle Board, Underwater Scooter

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

5.0
$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. Becky

    Becky

    SPECIAL PRICE: Private Boat - Snorkel, Paddle Board, Underwater Scooter

    Captain Kelly was incredible in setting up a special experience just for my birthday!! He accommodated all of my requests and took us out in hawaii Kai and Moanalua bay. Our trip was great for my elderly parents (who needed help getting out of the water) and my young nephews that got to zip around on the underwater “dolphin.” Then we had the most delicious bbq at the house later with gourmet smash burgers. My family are still raving about the experience.

  2. DO

    DEVON

    Private day, Sunset, Fireworks cruises in Honolulu

    I wasn’t sure how our boating adventure would go with three kids under 8 (ages 8, 6, and 2), but after meeting Holli and Captain Phillip, all of my worries disappeared. They immediately put us at ease and went above and beyond to give our family the experience of a lifetime. From swimming with sharks and turtles to trying out “3-pronging” (a kind of underwater slingshot for catching fish), every moment was unforgettable. Our kids had an absolute blast, and as parents, we always felt safe knowing we were in such capable and professional hands. This trip was so much more than we expected—it was a memory we’ll treasure forever. We can’t thank Holli and Captain Phillip enough for making it so special. They’ve truly earned a customer for life!

  3. SB

    Sayantan

    SPECIAL PRICE: Private Boat - Snorkel, Paddle Board, Underwater Scooter

    Kelly (the Captain) and Madison were awesome hosts for our sunset cruise. I would strongly recommend taking a private cruise with them. They were on time, very courteous, served complimentary fruits, drinks, BYOB allowed, offered wine glasses, knowledgeable about the history of the HI islands. Their yacht was super comfy, clean and offered a nice fancy ride. Would definitely contact them when we are back in HI.

  4. WS

    Wendy

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

    Experience Hawaii in a whole new way by taking a sailing trip with Tony. It was a perfect way for our family and friends to celebrate a birthday. The wind was up, the water was beautiful and the sights were amazing. Everything was safe, seamless and fun! Highly recommend it for anyone looking for a sailing adventure. And Tony is a great master of ceremony!

  5. JO

    Jacob

    Private day, Sunset, Fireworks cruises in Honolulu

    Holli was great! Don't hesitate to book with Holli! This was our first time using getmyboat and we thoroughly enjoyed our time out on the water. We didn't know what to expect but it all was great!

  6. Shane

    Shane

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

    Tony is great. If you really are a sailor he knows what to expect, it was a great experience.