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Kailua, Hawaii Boat Rentals

Page 1 of 124 listings

Sail Kaneohe Bay and Sand Bar, beautiful Catalina 27
Sailing in Kaneohe · 4 guests

Sail Kaneohe Bay and Sand Bar, beautiful Catalina 27

New
$800day
Marina Paradise, 24' Hurricane, 10 People, China Walls!
Powerboats in Honolulu · 10 guests

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

4.7
$190hour
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
$275hour
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
$500hour
Meyer Marine 3100 in Honolulu
Events in Honolulu · 6 guests

Meyer Marine 3100 in Honolulu

New
$300hour
60 Passenger Private Luxury Searunner 54 Catamaran In Honolulu
Sailing in Honolulu · 60 guests

60 Passenger Private Luxury Searunner 54 Catamaran In Honolulu

New
$1,750hour
Custom 38ft Private Party 33 Passenger Gorgeous Catamaran!
Sailing in Honolulu · 33 guests

Custom 38ft Private Party 33 Passenger Gorgeous Catamaran!

5.0
$990hour
43ft Luxe Private Catamaran Yacht in Waikiki, Hawaii
Powerboats in Honolulu · 6 guests

43ft Luxe Private Catamaran Yacht in Waikiki, Hawaii

5.0
$800hour
140 Passenger Double Decker - Premier Special Events Catamaran
Powerboats in Honolulu · 140 guests

140 Passenger Double Decker - Premier Special Events Catamaran

New
$2,999hour
Cranchi Mediterranee 47HT Luxury Power Yacht Charter in Honolulu, Hawaii
Events in Honolulu · 12 guests

Cranchi Mediterranee 47HT Luxury Power Yacht Charter in Honolulu, Hawaii

5.0
Snoozed - Active 02 Jan 2025
Venetian Style Gondola Cruise in Honolulu
Events in Honolulu · 12 guests

Venetian Style Gondola Cruise in Honolulu

New
$88person
Best Waikiki Private Guided Snorkel Charter on Oahu
Tours in Honolulu · 6 guests

Best Waikiki Private Guided Snorkel Charter on Oahu

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

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

New
$425hour
40ft sailing race yacht
Sailing in Honolulu · 6 guests

40ft sailing race yacht

New
$180hour
Private Luxury 50' Catamaran - Snorkelling, Sunset, Sailing, Dolphins & Whales!
Events in Honolulu · 12 guests

Private Luxury 50' Catamaran - Snorkelling, Sunset, Sailing, Dolphins & Whales!

New
$999hour
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
$180hour
Waikiki Sunset Boat Charters and Custom Day Tours
Sailing in Honolulu · 8 guests

Waikiki Sunset Boat Charters and Custom Day Tours

5.0
$99person
Enjoy Oahu’s south shore and Waikiki on Rubicon, a beautiful 45’ private yacht
Powerboats in Honolulu · 6 guests

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

5.0
$500hour
*** $99 per person/hr, 5 people minimum booking 3 hr minimum sailing required
Sailing in Honolulu · 12 guests

*** $99 per person/hr, 5 people minimum booking 3 hr minimum sailing required

New
$99person
***99.00/ person/hr ***COME SAIL THE DREAM ON OUR LUXURY 52 ft SAILING YACHT***
Sailing in Honolulu · 12 guests

***99.00/ person/hr ***COME SAIL THE DREAM ON OUR LUXURY 52 ft SAILING YACHT***

New
$99person
Isara 50ft Sailing Catamaran, Ultimate Luxury and Quality
Sailing in Honolulu · 12 guests

Isara 50ft Sailing Catamaran, Ultimate Luxury and Quality

New
$1,200hour
CHB 45ft Trawler for Charter in Honolulu
Powerboats in Honolulu · 6 guests

CHB 45ft Trawler for Charter in Honolulu

5.0
Snoozed - Active 26 Apr 2024
The SV Praha Luxury Sailing Yacht in Honolulu, Hawaii
Sailing in Honolulu · 6 guests

The SV Praha Luxury Sailing Yacht in Honolulu, Hawaii

5.0
$388hour
Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii
Sailing in Honolulu · 12 guests

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

5.0
Superowner
Best of 2023
$350hour

Kailua Reviews

  1. DT

    Diana

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

    Tony is such an amazing captain, and we enjoyed every minute of our sailing trip! The boat is super well-kept, all the equipment is available onboard, your role is just to relax and enjoy! What we appreciated the most is how Tony cared about our safety due to the bad weather conditions: he proactively contacted us and found alternative sailing time that worked perfectly to everyone. Thank you for everything!

  2. Ross

    Ross

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

    Great experience, very knowledgeable captain, capable boat. We had a great time and would recommend Tony to anyone looking for a fun cruise that is more personal than the crowded tour company boats.

  3. Shannon

    Shannon

    Twin hull powered boat for rent - up to 10 people

    Michael is an awesome host, not only a really good person but very accommodating and helpful. The boat is 10/10!! Perfect condition and we were able to free dive today, stop to get some food along the bay, and even took it to a sandbar. Highly recommend!

  4. tm

    theo

    Robalo R272 Luxury Fishing and Snorkel Powerboat in Honolulu, Hawaii

    Shanti and his first mate Stefan were a joy to go out on the water with. We came across humpback whales in the first 20 minutes, then jumped in the water to snorkel with a pod of Pilot whales, and finished up the day snorkeling in a beautiful spot with turtles...oh and we and had dolphins swimming alongside the boat as we cruised to the snorkeling spot. You can never be guaranteed as to what you will see on the water, but I can guarantee you that if the wildlife is out there, Shanti and Stefan will find it and you will love being in their capable hands on this beautiful boat!

  5. PB

    Powell

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

    Captain Tony is the best! He really made our trip out to Hawaii a dream. I was proposing to my girlfriend and he set everything up to make it magical. I can’t rave enough about Captain Tony so if you’re looking to book a boat, definitely book here!

  6. Danielle

    Danielle

    Cranchi Mediterranee 47HT Luxury Power Yacht Charter in Honolulu, Hawaii

    As a business owner, I'm BIG on communication and theirs was amazing! Very nice & personable team. He was very knowledgeable and his mate was also very nice & attentive. I'll book again!