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All listings in O‘ahu

Incredible sailboat rentals in O‘ahu, United States.

Page 2 of 237 listings

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
Fountaine Pajot Helia 44 Cruising Catamaran
Sailing in Honolulu · 6 guests

Fountaine Pajot Helia 44 Cruising Catamaran

New
$1,500hour
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
Best Sunset Cruise 50' Luxury Private Yacht. Book your sunset cruise today!
Sailing in Honolulu · 12 guests

Best Sunset Cruise 50' Luxury Private Yacht. Book your sunset cruise today!

New
Superowner
Best of 2023
$499hour
Largest, most luxurious sailing catamaran on the island of Oahu
Events in Honolulu · 12 guests

Largest, most luxurious sailing catamaran on the island of Oahu

New
$1,119-$1,499hour
*** $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
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
Isara 50ft Sailing Catamaran, Ultimate Luxury and Quality
Sailing in Honolulu · 12 guests

Isara 50ft Sailing Catamaran, Ultimate Luxury and Quality

New
$1,200hour
Brand new 2022 Excess 12 - 39' Luxury Catamaran (Oahu only)
Sailing in Honolulu · 10 guests

Brand new 2022 Excess 12 - 39' Luxury Catamaran (Oahu only)

New
$4,500day
***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
Private Sailing Adventure on a Performance Catamaran in Honolulu, Hawaii
Sailing in Honolulu · 6 guests

Private Sailing Adventure on a Performance Catamaran in Honolulu, Hawaii

5.0
$475hour
Vintage Sailing Yacht in Honolulu! Private Luxury Sail + Swim Tours
Sailing in Honolulu · 6 guests

Vintage Sailing Yacht in Honolulu! Private Luxury Sail + Swim Tours

New
$300hour
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

Top Destinations Nearby

Sailing Reviews in O‘ahu

  1. GINA

    GINA

    The SV Praha Luxury Sailing Yacht in Honolulu, Hawaii

    What an amazing experience! In January, we saw and amazing number go dolphins, whales and even a giant sea turtle. The boat is absolutely beautiful. The crew was super attentive and very knowledgable. They provided a ton information and answered all of our questions about the islands. We were lucky and got perfect weather and temp. I've been to Oahu many times and have never seen it from this perspective before. I highly recommend it. Even thought it was smooth sailing, I do recommend Dramamine if you aren't used to being on the water like us city girls. Life's short...get the boat!!

  2. KV

    Kimberly

    Private Sailing Adventure on a Performance Catamaran in Honolulu, Hawaii

    So much fun! Jason is very knowledgeable boating and offers some great history. Boat was very comfortable and equipped with items for a great day on the water. Got to see some whales as well. Deckhand was awesome too! Would definitely recommend using for any charter but for sure, I’ll use him again! Thanks Jason & Kevin.

  3. JB

    JUAN CARLOS

    Private Sailing Adventure on a Performance Catamaran in Honolulu, Hawaii

    Excellent Catamaran experience, top service, and great food! Highly recommended!