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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Aston Islander on the BeachTripAdvisor traveler rating
based on TripAdvisor reviewsHawaii, Kauai
Best priced departure datesDec 2, 20245 nights hotel + flight from$917 per person -
Sheraton Princess KaiulaniTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Honolulu, Oahu
Best priced departure datesNov 29, 20245 nights hotel + flight from$985 per person -
OUTRIGGER Kona Resort & SpaTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Big Island
Best priced departure datesJan 25, 20255 nights hotel + flight from$1,025 per person -
Royal Lahaina Resort & BungalowsTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Maui
Best priced departure datesDec 1, 20245 nights hotel + flight from$1,102 per person -
Royal Kahana Maui by OUTRIGGERTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Maui
Best priced departure datesDec 17, 20245 nights hotel + flight from$1,176 per person -
Sheraton Kauai ResortTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Kauai
Best priced departure datesDec 2, 20245 nights hotel + flight from$1,178 per person -
Hilton Hawaiian Village Waikiki Beach ResortTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Honolulu, Oahu
Best priced departure datesJan 31, 20255 nights hotel + flight from$1,189 per person -
Courtyard by Marriott Maui Kahului AirportTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Maui
Best priced departure datesJan 27, 20255 nights hotel + flight from$1,220 per person -
Hilton Waikoloa VillageTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Big Island
Best priced departure datesFeb 8, 20255 nights hotel + flight from$1,227 per person -
Aston Kona by the SeaTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Big Island
Best priced departure datesDec 2, 20245 nights hotel + flight from$1,230 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®.