Skip to content
Search vacations and save
Child's age at time of travel
Child's age at time of travel
Child's age at time of travel
Child's age at time of travel
Traveling with an infant?


Just a moment as we search for your

Searching for your vacation.

Ride the waves or lounge all day. We're all family here.

Earn 5,000 more Rapid Rewards® points per Member on vacations to Hawaii.

Book a flight + hotel vacation package to Lihue (Kauai), Honolulu (Oahu), Kahului (Maui), or Island of Hawaii (Hilo and Kona), and earn 5,000 more Rapid Rewards points per Member at participating hotel chains.*

Book: 1/7/20 – 1/27/20 by 6:00 p.m. CT
Travel: 1/8/20 – 8/9/20
One-day advance purchase is required.
Restrictions and exclusions may apply.
See disclaimer section for upcoming service start dates.** ​​

Check out a few of our favorite hotels.

Customized vacation packages include:
  • Round trip flight via Southwest Airlines®.
  • Hotel accommodations (including taxes).
  • Bags fly free® with Southwest Vacations®. Even golf bags fly free.

Learn more about the benefits of booking with Southwest Vacations.
*One-day advance purchase is required. 5,000 more Rapid Rewards points will be awarded to each Member on flight + select hotel vacation packages to Lihue (Kauai), Honolulu (Oahu), Kahului (Maui), and Island of Hawaii (Hilo and Kona). Participating hotel chains include Marriott International – Hawaii, Outrigger Hotels & Resorts, Hyatt Resorts in Hawaii, Aqua-Aston Hospitality, Hilton Hawaii, Hawaiian Hotels & Resorts, Kaanapali Beach Hotel, AULANI, a Disney Resort & Spa, and Highgate Hawaii. To earn Rapid Rewards points for a vacation package, enter each Passenger's Rapid Rewards account number during checkout. Rapid Rewards account numbers can also be entered by visiting your account at®, when you check in online for your flight, or by providing your account number at the airport counter or gate before boarding your flight. Please allow up to eight weeks after completed qualifying travel for the 5,000 more Rapid Rewards points to be posted to each Member on the reservation with a Rapid Rewards account number at time of booking. Rapid Rewards points are awarded in addition to the base Rapid Rewards points for air offered with any package purchase and indicated during the booking process and on travel documents. Points do not count towards A-List or A-List Preferred status. Points will be rewarded if booked 1/7/20 – 1/27/20 by 6:00 p.m. CT for travel 1/8/20 – 8/9/20. All Rapid Rewards rules and regulations apply and can be found at

**Service from Oakland (OAK) to Lihue (Kauai) (LIH) begins 1/21/20. Service from San Jose, CA (SJC) to Lihue (Kauai) (LIH) begins 1/19/20. Service from Honolulu (Oahu) (HNL) to Hilo (Island of Hawaii) (ITO) begins 1/19/20.

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. ​​
Keyboard Instructions
change date: Ctrl/Command + ///
previous/next month: Page Up/Down
select date: Enter
cancel and close: Esc