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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 Jul 2025
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

New
$600+/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
$325+/hour
Private Luxury Tour on 47ft Cranchi Mediterranee
Events in Honolulu · 12 guests

Private Luxury Tour on 47ft Cranchi Mediterranee

5.0
$367+/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
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
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
Blue water Hawaiian Sailboat Cruise with USCG Licensed 100 Ton Captain
Sailing in Honolulu · 4 guests

Blue water Hawaiian Sailboat Cruise with USCG Licensed 100 Ton Captain

New
$150/hour
Instant Book
50ft Hans Christian Yacht
Sailing in Honolulu · 6 guests

50ft Hans Christian Yacht

New
$199/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
Oahu Private Yacht Charters
Events in Honolulu · 6 guests

Oahu Private Yacht Charters

5.0
$550/hour
SPECIAL PRICE Private Charter: Snorkeling, Dolphins, Sunset, Fireworks, Diving
Tours in Honolulu · 6 guests

SPECIAL PRICE Private Charter: Snorkeling, Dolphins, Sunset, Fireworks, Diving

New
$150/hour
Instant Book
CHB 45ft Trawler for Charter in Honolulu
Powerboats in Honolulu · 6 guests

CHB 45ft Trawler for Charter in Honolulu

5.0
$350/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 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
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
The best sunset sail! Very private! Best of GetMyBoat 2021, 2022 and 2023! 🥇
Sailing in Honolulu · 12 guests

The best sunset sail! Very private! Best of GetMyBoat 2021, 2022 and 2023! 🥇

4.3
Superowner
$185/hour

Top Destinations Nearby

Kailua Reviews

  1. TH

    Tina

    Private Luxury Tour on 47ft Cranchi Mediterranee

    Captain Flo and the crew were amazing and very attentive. The hospitality was amazing and the charcuterie board was a nice touch. The boat was beautiful and fit 10 of us perfectly. The weather was not favorable for us, where the waves were very rocky, so we were disappointed that we were unable to take advantage of the floatation devices or snorkeling gear that was offered. Even with unfortunate weather conditions, we still had a blast and it was an amazing experience. Highly recommend!

  2. DC

    Deborah

    Private Luxury Tour on 47ft Cranchi Mediterranee

    We unanimously want to send a huge thank you and appreciation for our wonderful cruise along Waikiki Beach recently. The captain and her crew were amazing. We felt safe and well cared for throughout the trip. Their attention to detail and safety was amazing. The yacht was awesome and well care for. The charcuterie board was delicious. Our captain was a gem. From the minute we stepped on board we felt welcomed and ready to have an awesome unique time.

  3. BN

    Bridget

    2-Hour Tour - 47ft Cranchi Mediterranee Luxury Yacht Charter in Honolulu

    I booked the Kailani for a sunset and fireworks cruise for a group of 6, not knowing what to expect, and let me tell you - it met our expectations and then some! The crew was amazing! They were so accommodating, attentive and friendly. Hannah, Brittany and Flow made the trip so comfortable and relaxed while we were cruising outside Waikiki. The scenery was awe inspiring and gave us the “I can’t believe I’m here” vibe! The fireworks were also great. What a show! We will definitely be booking again for future cruises, and we will try to join their daytime snorkel cruise too.

  4. 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!

  5. JK

    Jina

    Private Luxury Tour on 47ft Cranchi Mediterranee

    AMAZING EXPERIENCE!!! We booked the yacht for 7 people, and it was an unforgettable day. Despite a few of us experiencing seasickness due to the weather, Captain Flo and the entire crew went above and beyond to care for everyone. The service was outstanding, from serving food and drinks to ensuring our safety throughout the trip. They were also incredibly attentive, making sure we could relax on the sunbeds and have everything we needed right at our fingertips. Thank you so much for the great experience!

  6. 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!