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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

    Aston Waikiki Beach Hotel

    Save up to 25%

    Book a flight + hotel vacation package for three nights or more and earn up to 5,000 Rapid Rewards points. Earn 3,000 points on packages three or four nights stay, earn 4,000 points on packages five or six nights stay or earn 5,000 points on packages seven nights or more. Offer valid in select room categories. Book by 10/5/20 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, Honolulu, Oahu

    Outrigger Waikiki Beach Resort

    Fourth night free

    Book a flight + hotel vacation package for three nights or more and earn up to 5,000 Rapid Rewards points. Earn 3,000 points on packages three or four nights stay, earn 4,000 points on packages five or six nights stay or earn 5,000 points on packages seven nights or more. Hotel savings vary depending on date of travel. Offer valid in select room categories. Book by 10/5/20 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

    Royal Lahaina Resort

    Special discounted rates

    Book a flight + hotel vacation package for three nights or more and earn up to 5,000 Rapid Rewards points. Earn 3,000 points on packages three or four nights stay, earn 4,000 points on packages five or six nights stay or earn 5,000 points on packages seven nights or more. Hotel savings vary depending on date of travel. Book by 10/5/20 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, Maui

    Sheraton Maui Resort Spa

    Save up to 40%

    Book a flight + hotel vacation package for three nights or more and earn up to 5,000 Rapid Rewards points. Earn 3,000 points on packages three or four nights stay, earn 4,000 points on packages five or six nights stay or earn 5,000 points on packages seven nights or more. Hotel savings vary depending on date of travel. Hotel offer blackout dates: 12/24/20-1/3/2021. Book by 10/5/20 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, Big Island

    Grand Naniloa Hotel Hilo A Doubletree by Hilton

    Save up to 25%

    Book a flight + hotel vacation package for three nights or more and earn up to 5,000 Rapid Rewards points. Earn 3,000 points on packages three or four nights stay, earn 4,000 points on packages five or six nights stay or earn 5,000 points on packages seven nights or more. Blackout dates apply. Hotel offer valid in Standard, Ocean View, Ocean Front w/Balcomny. Book by 10/5/20 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
    View departure dates
  • Hawaii, Big Island

    Waikoloa Beach Marriott Resort & Spa

    Save up to 30%

    Book a flight + hotel vacation package for three nights or more and earn up to 5,000 Rapid Rewards points. Earn 3,000 points on packages three or four nights stay, earn 4,000 points on packages five or six nights stay or earn 5,000 points on packages seven nights or more. Hotel savings depending on date of travel. Blackout dates apply. Book by 10/5/20 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

    Sheraton Kaua'i Coconut Beach Resort

    Complementary room upgrade + 50% off resort fee

    Book a flight + hotel vacation package for three nights or more and earn up to 5,000 Rapid Rewards points. Earn 3,000 points on packages three or four nights stay, earn 4,000 points on packages five or six nights stay or earn 5,000 points on packages seven nights or more. Hotel savings vary depending on date of travel. Guaranteed room upgrade from Standard View to Ocean View. 50% off current resort fee rate. Rate is subject to change in 2021. Book by 10/5/20 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®.