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    All listings in Hawaii

    Incredible sailboat rentals in Hawaii, United States.

    4.9
    (1,045 Reviews)

    Page 2 of 2 • 33 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Fountaine Pajot Helia 44 Cruising Catamaran
    Sailing in Honolulu · 6 guests

    Fountaine Pajot Helia 44 Cruising Catamaran

    New
    $900/hour
    Brand new 2022 Excess 12 - 39' Luxury Catamaran (Oahu only)
    Sailing in Honolulu · 12 guests

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

    New
    $660/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
    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
    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
    Private South Shore Day Sail
    Sailing in Honolulu · 49 guests

    Private South Shore Day Sail

    New
    Snoozed - Active 30 Sep 2025
    Honolulu Private Morning Ceremony Sail Catamaran Charter Oahu, USA
    Sailing in Honolulu · 49 guests

    Honolulu Private Morning Ceremony Sail Catamaran Charter Oahu, USA

    New
    Snoozed - Active 30 Sep 2025
    Honolulu Private Sunset Sail
    Sailing in Honolulu · 49 guests

    Honolulu Private Sunset Sail

    New
    Snoozed - Active 30 Sep 2025
    Honolulu Private Swim & Sail
    Tours in Honolulu · 36 guests

    Honolulu Private Swim & Sail

    New
    Snoozed - Active 30 Sep 2025

    Top Destinations Nearby

    Sailing Reviews in Hawaii

    1. 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.

    2. JB

      JUAN CARLOS

      Private Sailing Adventure on a Performance Catamaran in Honolulu, Hawaii

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

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