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
Number of nights
-
up to
$
Sort by
All-inclusive only
-
up to
$
Number of nights
-
Sheraton Princess KaiulaniTripAdvisor traveler rating
based on TripAdvisor reviewsHawaii, Honolulu, Oahu
Best priced departure datesJan 26, 20255 nights hotel + flight from$969 per person -
Royal Lahaina Resort & BungalowsTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Maui
Best priced departure datesJan 28, 20255 nights hotel + flight from$1,060 per person -
Aston Islander on the BeachTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Kauai
Best priced departure datesJan 31, 20255 nights hotel + flight from$1,136 per person -
OUTRIGGER Kona Resort & SpaTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Big Island
Best priced departure datesMar 5, 20255 nights hotel + flight from$1,203 per person -
Aston Kaanapali ShoresTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Maui
Best priced departure datesJan 13, 20255 nights hotel + flight from$1,211 per person -
OUTRIGGER Waikiki Beach ResortTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Honolulu, Oahu
Best priced departure datesFeb 1, 20255 nights hotel + flight from$1,215 per person -
Hilton Hawaiian Village Waikiki Beach ResortTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Honolulu, Oahu
Best priced departure datesMar 13, 20255 nights hotel + flight from$1,262 per person -
Ohana Waikiki East by OUTRIGGERTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Honolulu, Oahu
Best priced departure datesJan 13, 20255 nights hotel + flight from$1,264 per person -
Courtyard by Marriott Maui Kahului AirportTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Maui
Best priced departure datesJan 13, 20255 nights hotel + flight from$1,310 per person -
Royal Kahana Maui by OUTRIGGERTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Maui
Best priced departure datesJan 25, 20255 nights hotel + flight from$1,350 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®.