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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TripAdvisor traveler rating
based on TripAdvisor reviewsAston Kaanapali Shores
TripAdvisor traveler rating
based on TripAdvisor reviewsHawaii, MauiBest priced departure datesAug 31, 20255 nights hotel + flight from$1,071 per person -
TripAdvisor traveler rating
based on TripAdvisor reviewsOhana Waikiki East by OUTRIGGER
TripAdvisor traveler rating
based on TripAdvisor reviewsHawaii, Honolulu, OahuBest priced departure datesAug 18, 20255 nights hotel + flight from$1,085 per person -
TripAdvisor traveler rating
based on TripAdvisor reviewsThe Twin Fin
TripAdvisor traveler rating
based on TripAdvisor reviewsHawaii, Honolulu, OahuBest priced departure datesAug 30, 20255 nights hotel + flight from$1,103 per person -
TripAdvisor traveler rating
based on TripAdvisor reviews
Sheraton Princess Kaiulani
TripAdvisor traveler rating
based on TripAdvisor reviewsHawaii, Honolulu, OahuBest priced departure datesAug 20, 20255 nights hotel + flight from$1,131 per person -
TripAdvisor traveler rating
based on TripAdvisor reviews
Royal Lahaina Resort & Bungalows
TripAdvisor traveler rating
based on TripAdvisor reviewsHawaii, MauiBest priced departure datesAug 31, 20255 nights hotel + flight from$1,219 per person -
TripAdvisor traveler rating
based on TripAdvisor reviews
Napili Shores Maui by OUTRIGGER
TripAdvisor traveler rating
based on TripAdvisor reviewsHawaii, MauiBest priced departure dates2025: Aug 24, Aug 305 nights hotel + flight from$1,223 per person -
TripAdvisor traveler rating
based on TripAdvisor reviewsAston Mahana at Kaanapali
TripAdvisor traveler rating
based on TripAdvisor reviewsHawaii, MauiBest priced departure datesAug 30, 20255 nights hotel + flight from$1,229 per person -
TripAdvisor traveler rating
based on TripAdvisor reviews
Alohilani Resort Waikiki Beach
TripAdvisor traveler rating
based on TripAdvisor reviewsHawaii, Honolulu, OahuBest priced departure datesAug 30, 20255 nights hotel + flight from$1,276 per person -
TripAdvisor traveler rating
based on TripAdvisor reviews
Moana Surfrider A Westin Resort and Spa Waikiki Beach
TripAdvisor traveler rating
based on TripAdvisor reviewsHawaii, Honolulu, OahuBest priced departure datesAug 20, 20255 nights hotel + flight from$1,281 per person -
TripAdvisor traveler rating
based on TripAdvisor reviews
Aston Kona by the Sea
TripAdvisor traveler rating
based on TripAdvisor reviewsHawaii, Kona, Island of HawaiiBest priced departure datesAug 20, 20255 nights hotel + flight from$1,363 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 6/10/2025-8/18/2025 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®.