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Hawaii vacation deals

Save on some of the best Hawaii vacation deals available with Southwest Vacations®. With spectacular accommodations in a variety of cities across the Hawaiian Islands.
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  • Hawaii, Honolulu, Oahu

    Aston Waikiki Beach Hotel

    Save $250 + save up to 25%

    Book a flight + hotel package of $500 or more and save $250 when you use the promo code 250HI20 at time of booking. Two-night minimum stay required. Book by 6/22/20 by 6:00 p.m. CT. Like this deal, but want more flexibility? Look for the Search More Options link to change your length of stay.

    4 nights hotel + flight from
    $ 0 total per person
    View departure dates
  • Hawaii, Maui

    The Westin Maui Resort & Spa

    Save $250 + save up to 30%

    Book a flight + hotel package of $500 or more and save $250 when you use promo code 250HI20 at time of booking. Some restrictions may apply. Book by 6/22/20 by 6:00 p.m. CT. Like this deal, but want more flexibility? Look for the Search More Options link to change your length of stay.

    4 nights hotel + flight from
    $ 0 total per person
    View departure dates
  • Hawaii, Big Island

    Sheraton Kona Resort Spa at Keauhou Beach

    Save $250 + save up to 30%

    Book a flight + hotel package of $500 or more, and save $250 when use promo code 250HI20 at time of booking. Hotel savings vary depending on date of travel and length of stay. Some restrictions will apply. Book by 6/22/20 by 6:00 p.m. CT. Like this deal, but want more flexibility? Look for the Search More Options link to change your length of stay.

    5 nights hotel + flight from
    $ 0 total per person
    View departure dates
  • Hawaii, Honolulu, Oahu

    Alohilani Resort Waikiki Beach

    Save $250 + fourth night free

    Plus, resort credit. Book a flight + hotel package of $500 or more and save $250 when you use promo code 250HI20 at time of booking. Fourth night Free, appetizer and 2 cocktail vouchers (one time), resort credit per stay Diamond Head Ocean $150 and Premier Ocean Front $150. Based on space availability. Resort credit can be applied to all room charges excluding Monkeypod Keike Club, concierge activities, resort fee, room rate and taxes, extra person fee and gratuity. More information will be provided at check in. Book by 6/22/20 by 6:00 p.m. CT. Like this deal, but want more flexibility? Look for the Search More Options link to change your length of stay.

    5 nights hotel + flight from
    $ 0 total per person
    View departure dates
  • Hawaii, Kauai

    The ISO

    Save $250 + save up to 20%

    Book a flight + hotel package of $500 or more and save $250 when using promo code 250HI20 at time of booking. Book by 6/22/20 by 6:00 p.m. CT. Like this deal, but want more flexibility? Look for the Search More Options link to change your length of stay.

    4 nights hotel + flight from
    $ 0 total per person
    View departure dates

Hawaii vacation deals

Southwest Vacations® has some of the very best Hawaii deals available. With spectacular accommodations in a variety of cities across the Hawaiian Islands, you can design your dream trip to the Aloha state with style and budget in mind.

Book any of the great Hawaii vacation deals we offer and save because bags fly free®† with Southwest Vacations. And before you book, learn more about Southwest Vacations' exclusive Hawaii vacation packages.​ Explore some of the featured Hawaii resort hotels and get inspired with an array of attractions, activities, and more. ​​

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First and second checked bags. Weight and size limits apply. A golf bag can be substituted for one checked bag.

Seats are limited and may not be available on some flights that operate during peak travel times and holiday periods. Flight and hotel rates may vary by day of week. Hotel surcharges may apply to weekends, holidays, and convention periods. Flights available on published scheduled service only. Rates may be subject to change until purchased. Discounts are valid per reservation before taxes are applied. Offer not valid on existing reservations and may not be combined with any other offer. Subject to availability. Restrictions apply. ALG Vacations Corp. is the tour operator for Southwest Vacations®.