View our Accessibility Statement Skip to main content

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®.
Traveling with an infant?
Question Mark Icon

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. ​​

​​

Featured Hawaii deals:

Featured Hawaii deals:

Filter your search
Filter your search
Filter your search
All-inclusive only
Hotel class
Number of nights
-
up to
$
Enter atleast $880
Sort by
All-inclusive only
-
up to
$
Enter atleast $880
Hotel class
Number of nights
  • Ohana Waikiki East by OUTRIGGER
    4 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Hawaii, Honolulu, Oahu

    Best priced departure dates
    May 8, 2025
    5 nights hotel + flight from
    $880 per person
  • The Twin Fin
    4 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Hawaii, Honolulu, Oahu

    Best priced departure dates
    May 8, 2025
    5 nights hotel + flight from
    $968 per person
  • Alohilani Resort Waikiki Beach
    4.5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Hawaii, Honolulu, Oahu

    Best priced departure dates
    May 8, 2025
    5 nights hotel + flight from
    $1,089 per person
  • Napili Shores Maui by OUTRIGGER
    3 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Hawaii, Maui

    Best priced departure dates
    Apr 28, 2025
    5 nights hotel + flight from
    $1,100 per person
  • Sheraton Princess Kaiulani
    3.5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Hawaii, Honolulu, Oahu

    Best priced departure dates
    Apr 2, 2025
    5 nights hotel + flight from
    $1,126 per person
  • 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
    May 8, 2025
    5 nights hotel + flight from
    $1,239 per person
  • Royal Lahaina Resort & Bungalows
    3.5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Hawaii, Maui

    Best priced departure dates
    Apr 25, 2025
    5 nights hotel + flight from
    $1,239 per person
  • OUTRIGGER Reef Waikiki Beach Resort
    4.5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Hawaii, Honolulu, Oahu

    Best priced departure dates
    May 14, 2025
    5 nights hotel + flight from
    $1,286 per person
  • Aston Kaanapali Shores
    3.5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Hawaii, Maui

    Best priced departure dates
    Apr 26, 2025
    5 nights hotel + flight from
    $1,319 per person
  • Aston Mahana at Kaanapali
    3 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Hawaii, Maui

    Best priced departure dates
    Apr 25, 2025
    5 nights hotel + flight from
    $1,364 per person
Not seeing deals? Modify your travel preferences, change your destination, or select new dates.

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®.