Filter your search
Filter your search
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Hawaii, Honolulu, Oahu
Waikiki Beachcomber by OutriggerSave up to 35%
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Hawaii, Big Island
Aston Kona by the SeaSave up to 15%
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Hawaii, Maui
Kaanapali Maui at the Eldorado by OutriggerSave up to 10%
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Hawaii, Honolulu, Oahu
Park Shore WaikikiKids stay free
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Hawaii, Honolulu, Oahu
Alohilani Resort Waikiki BeachEvery 4th night free
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Hawaii, Honolulu, Oahu
Ohana Waikiki East by OutriggerSpecial rate
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Hawaii, Honolulu, Oahu
Outrigger Waikiki Beach ResortSave up to 33%
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Hawaii, Maui
Castle Kamaole SandsSpecial rate
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Hawaii, Maui
Grand Wailea A Waldorf Astoria ResortSave up to 15%
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Hawaii, Maui
Sheraton Maui Resort and Spa$30 daily dining credit
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.
†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®.