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
-
TripAdvisor traveler rating
based on TripAdvisor reviewsThe Twin FinTripAdvisor traveler rating
based on TripAdvisor reviewsHawaii, Honolulu, Oahu
Best priced departure datesAug 22, 20255 nights hotel + flight from$1,102 per person -
TripAdvisor traveler rating
based on TripAdvisor reviewsOhana Waikiki East by OUTRIGGERTripAdvisor traveler rating
based on TripAdvisor reviewsHawaii, Honolulu, Oahu
Best priced departure datesAug 24, 20255 nights hotel + flight from$1,114 per person -
TripAdvisor traveler rating
based on TripAdvisor reviewsAston Kaanapali ShoresTripAdvisor traveler rating
based on TripAdvisor reviewsHawaii, Maui
Best priced departure datesAug 31, 20255 nights hotel + flight from$1,123 per person -
TripAdvisor traveler rating
based on TripAdvisor reviewsSheraton Princess KaiulaniTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Honolulu, Oahu
Best priced departure datesAug 20, 20255 nights hotel + flight from$1,147 per person -
TripAdvisor traveler rating
based on TripAdvisor reviewsAston Mahana at KaanapaliTripAdvisor traveler rating
based on TripAdvisor reviewsHawaii, Maui
Best priced departure datesAug 30, 20255 nights hotel + flight from$1,230 per person -
TripAdvisor traveler rating
based on TripAdvisor reviewsAlohilani Resort Waikiki BeachTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Honolulu, Oahu
Best priced departure datesAug 20, 20255 nights hotel + flight from$1,245 per person -
TripAdvisor traveler rating
based on TripAdvisor reviewsRoyal Lahaina Resort & BungalowsTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Maui
Best priced departure datesAug 14, 20255 nights hotel + flight from$1,250 per person -
TripAdvisor traveler rating
based on TripAdvisor reviewsMoana Surfrider A Westin Resort and Spa Waikiki BeachTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Honolulu, Oahu
Best priced departure datesAug 20, 20255 nights hotel + flight from$1,272 per person -
TripAdvisor traveler rating
based on TripAdvisor reviewsNapili Shores Maui by OUTRIGGERTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Maui
Best priced departure dates2025: Aug 14, Aug 215 nights hotel + flight from$1,303 per person -
TripAdvisor traveler rating
based on TripAdvisor reviewsOutrigger Waipouli Beach Resort and SpaTripAdvisor traveler rating
based on TripAdvisor reviews
Hawaii, Kauai
Best priced departure datesAug 30, 20255 nights hotel + flight from$1,341 per person
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 6/10/2025-7/31/2025 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®.