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HAWAII VACATION DEALS.

Save on some of the best Hawaii vacation deals available with Southwest Vacations®.
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  • Hawaii, Honolulu, Oahu

    Alohilani Resort Waikiki Beach

    Every fourth night free

    Plus, welcome amenity, up to $150 in resort credit and earn $5,000 Rapid Rewards points per member or save $150 per vacation package. Book a flight + hotel package of $500 or more and save $150 when you use promo code 150OCT20 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. Hotel blackout dates: 12/23/20 - 1/2/21. More information will be provided at check in. Book by 10/26/20 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
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  • Hawaii, Honolulu, Oahu

    Waikiki Beachcomber by Outrigger

    Save up to 33%

    Plus, earn $5,000 Rapid Rewards points per member or save $150 per vacation package. Book a flight + hotel package of $500 or more and save $150 when you use promo code 150OCT20 at time of booking. Hotel savings vary depending on date of travel. Book by 10/26/20 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
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  • Hawaii, Maui

    Maui Beach Hotel

    Every fifth night free + free upgrade

    Plus, earn $5,000 Rapid Rewards points per member or save $150 per vacation package. Book a flight + hotel package of $500 or more and save $150 when you use promo code 150OCT20 at time of booking. Five night minimum stay required. Exclusde Oceanfront Rooms and Suites. Subject to availability. Book by 10/26/20 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
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  • Hawaii, Maui

    The Westin Maui Resort & Spa

    Save up to 30%

    Plus, earn $5,000 Rapid Rewards points per member or save $150 per vacation package. Book a flight + hotel package of $500 or more and save $150 when you use promo code 150OCT20 at time of booking. Hotel savings vary depending on date of travel. Book by 10/26/20 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
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  • Hawaii, Big Island

    Grand Naniloa Hotel Hilo A Doubletree by Hilton

    Guaranteed room upgrade

    Plus, earn $5,000 Rapid Rewards points per member or save $150 per vacation package. Book a flight + hotel package of $500 or more and save $150 when you use promo code 150OCT20 at time of booking. Single category upgrade Standard View upgrade to Ocea View; Ocean View to Oceanfront with Balcony. Book by 10/26/20 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.

    3 nights hotel + flight from
    $ 0 total per person
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  • Hawaii, Kauai

    Grand Hyatt Kauai Resort & Spa

    Save up to 15% bed & breakfast

    Plus, earn $5,000 Rapid Rewards points per member or save $150 per vacation package. Book a flight + hotel package of $500 or more and save $150 when you use promo code 150OCT20 at time of booking. Hotel savings vary depending on date of travel. Book by 10/26/20 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®.