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HAWAII VACATION DEALS

Save on some of the best Hawaii vacation deals available with Southwest Vacations®.

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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Featured Hawaii deals:

Featured Hawaii deals:

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  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    The Twin Fin
    4 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Hawaii, Honolulu, Oahu

    Best priced departure dates
    Oct 27, 2024
    5 nights hotel + flight from
    $782 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Ohana Waikiki East by Outrigger
    3 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Hawaii, Honolulu, Oahu

    Best priced departure dates
    Oct 27, 2024
    5 nights hotel + flight from
    $817 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Royal Kahana Maui by Outrigger
    3 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Hawaii, Maui

    Best priced departure dates
    Oct 27, 2024
    5 nights hotel + flight from
    $862 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Sheraton Princess Kaiulani
    3.5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Hawaii, Honolulu, Oahu

    Best priced departure dates
    Sep 5, 2024
    5 nights hotel + flight from
    $898 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Doubletree by Hilton Alana Waikiki Resort
    3 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Hawaii, Honolulu, Oahu

    Best priced departure dates
    Nov 9, 2024
    5 nights hotel + flight from
    $911 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Royal Lahaina Resort & Bungalows
    3.5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Hawaii, Maui

    Best priced departure dates
    Oct 26, 2024
    5 nights hotel + flight from
    $943 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Hilton Hawaiian Village Waikiki Beach Resort
    4.5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Hawaii, Honolulu, Oahu

    Best priced departure dates
    Oct 28, 2024
    5 nights hotel + flight from
    $947 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Napili Shores Maui by Outrigger
    3 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Hawaii, Maui

    Best priced departure dates
    Aug 24, 2024
    5 nights hotel + flight from
    $1,005 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Outrigger Kona Resort & Spa
    4 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Hawaii, Big Island

    Best priced departure dates
    2024: Aug 16, Aug 23
    5 nights hotel + flight from
    $1,011 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Alohilani Resort Waikiki Beach
    4.5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Hawaii, Honolulu, Oahu

    Best priced departure dates
    Oct 27, 2024
    5 nights hotel + flight from
    $1,033 per person
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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®.