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HAWAII VACATION DEALS

Save on some of the best Hawaii vacation deals available with Southwest Vacations®.
Save on some of the best Hawaii vacation deals available with Southwest Vacations®.
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  • Save even more during our semi-annual sale.

    Save up to $500 to any destination we fly.³
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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

    Ohana Waikiki East by OUTRIGGER

    2 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    Hawaii, Honolulu, Oahu
    Best priced departure dates
    Aug 23, 2025
    5 nights hotel + flight from
    $992 per person
  • 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
    Aug 31, 2025
    5 nights hotel + flight from
    $1,050 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
    Aug 31, 2025
    5 nights hotel + flight from
    $1,093 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Aston Kaanapali Shores

    3.5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    Hawaii, Maui
    Best priced departure dates
    Aug 30, 2025
    5 nights hotel + flight from
    $1,114 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Aston Maui Hill

    2.5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    Hawaii, Maui
    Best priced departure dates
    Aug 21, 2025
    5 nights hotel + flight from
    $1,124 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Moana Surfrider A Westin Resort and Spa Waikiki Beach

    4 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    Hawaii, Honolulu, Oahu
    Best priced departure dates
    Aug 31, 2025
    5 nights hotel + flight from
    $1,184 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 21, 2025
    5 nights hotel + flight from
    $1,208 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
    Aug 25, 2025
    5 nights hotel + flight from
    $1,211 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
    Aug 31, 2025
    5 nights hotel + flight from
    $1,219 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Aston Mahana at Kaanapali

    3 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    Hawaii, Maui
    Best priced departure dates
    Aug 30, 2025
    5 nights hotel + flight from
    $1,229 per person
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³$75 per-reservation promotion code savings apply on flight + hotel vacation packages of $500 or more to any domestic destination we offer. Savings are reflected in the package price when using promotion code  ALLDESTINATION125 at the time of booking. $100 per-reservation promotion code savings apply on flight + hotel vacations packages of $1,000 or more to any domestic destination we offer. Savings are reflected in the package price when using promotion code ALLDESTINATION125 at the time of booking. $125 per-reservation promotion code savings apply on flight + hotel vacation packages of $1,500 or more to any domestic destination we offer. Savings are reflected in the package price when using promotion code  ALLDESTINATION125 at the time of booking. $300 per-reservation promotion code savings apply on flight + hotel vacation packages of $500 or more to any international or Hawaii destination we offer. Savings are reflected in the package price when using promotion code  ALLDESTINATION500 at the time of booking. $400 per-reservation promotion code savings apply on flight + hotel vacation packages of $1,000 or more to any international or Hawaii destination we offer. Savings are reflected in the package price when using promotion code ALLDESTINATION500 at the time of booking. $500 per-reservation promotion code savings apply on flight + hotel packages of $1,500 or more to any international or Hawaii destination we offer. Savings are reflected in the package price when using promotion code ALLDESTINATION500 at the time of booking. Length of stay for flight and hotel components must match. Promotion code intended for redemption by individual consumer only. One-day advance purchase is required. Restrictions, exclusions, and blackout dates may apply to hotel offers. Savings valid if booked 6/10/2025-8/18/2025 by 6:00 p.m. CT for travel 6/11/2025-12/31/2025.

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®.

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®.