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:
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The Twin FinTripAdvisor traveler rating
based on TripAdvisor reviewsHawaii, Honolulu, Oahu
Best priced departure datesMay 3, 20255 nights hotel + flight from$948 per person -
Sheraton Princess KaiulaniTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Honolulu, Oahu
Best priced departure datesApr 2, 20255 nights hotel + flight from$1,092 per person -
Alohilani Resort Waikiki BeachTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Honolulu, Oahu
Best priced departure datesMay 3, 20255 nights hotel + flight from$1,171 per person -
Napili Shores Maui by OUTRIGGERTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Maui
Best priced departure datesMay 9, 20255 nights hotel + flight from$1,182 per person -
OUTRIGGER Reef Waikiki Beach ResortTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Honolulu, Oahu
Best priced departure datesMay 14, 20255 nights hotel + flight from$1,194 per person -
Aston Kaanapali ShoresTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Maui
Best priced departure datesApr 29, 20255 nights hotel + flight from$1,240 per person -
Royal Lahaina Resort & BungalowsTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Maui
Best priced departure datesApr 27, 20255 nights hotel + flight from$1,295 per person -
Aston Kona by the SeaTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Big Island
Best priced departure datesMay 7, 20255 nights hotel + flight from$1,320 per person -
Aston Mahana at KaanapaliTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Maui
Best priced departure datesMay 9, 20255 nights hotel + flight from$1,371 per person -
Moana Surfrider A Westin Resort and Spa Waikiki BeachTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Honolulu, Oahu
Best priced departure datesApr 3, 20255 nights hotel + flight from$1,385 per person
†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®.