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Now accepting reservations through August 10, 2020. ​​​​​​

Children ages
Must select age at time of travel (each child under 18)
Children ages
Must select age at time of travel (each child under 18)
Children ages
Must select age at time of travel (each child under 18)
Children ages
Must select age at time of travel (each child under 18)
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Get free nights, reduced room rates, and more at select resorts in Hawaii.

Book a flight and hotel vacation package of four nights or more to select Outrigger Hotels and Resorts in Hawaii, and save. Enjoy offers such as free nights, reduced room rates, and more. Offers vary by resort.

Book: 10/29/19 – 12/22/19 by 6:00 p.m. CT
Travel: 10/30/19 – 6/5/20
One-day advance purchase is required.

Shop hotel deals to complete your package.

Restrictions, exclusions, and blackout dates may apply to hotel offers. ​​
    Maui
  • Kapalua Villas Maui

    Star Rating

    Children stay free

    • Up to three children 17 and under stay free with one paying adult in the same room.
    • Units feature spacious one or two-bedrooms with a full kitchen, washer and dryer, and stunning views.
    • The resort has three beaches, multiple restaurant options, a golf course, a golf academy, tennis courts, and hiking trails.
    • Property is managed by Outrigger Hotels & Resorts.
    Honolulu
  • Outrigger Reef Waikiki Beach Resort​​

    Star Rating

    Fourth night free + daily breakfast for two + more

    • Four-night minimum stay required.
    • Receive daily breakfast for two at The Reef Bar & Market Grill.
    • Plus, get a choice of poolside cabana or beachside lounge chair seating options. See disclaimer section for details.1
    Honolulu
  • Waikiki Beachcomber by Outrigger​

    Star Rating

    Fourth night free + free breakfast for two

    • Four-night minimum stay required.
    • Hotel offer is valid in Waikiki View, Partial Ocean View, Ocean View, Deluxe Ocean View, or Junior Suite room categories.
    • Free daily breakfast for two is valid at Hawaiian Aroma Caffe. Details provided at check-in upon request.
    Honolulu
  • Outrigger Waikiki Beach Resort​​​

    Star Rating

    Fourth night free + breakfast, brunch, or lunch for two + beach chair for two

    • Four-night minimum stay required.
    • Guests can choose between daily breakfast, brunch, or lunch for two. Details provided at check-in upon request.
    • Guests also receive a one-time use of a beach lounge chair with umbrella for two guests for two hours.
    • Hotel offer is valid in City View, Partial Ocean View, Ocean View, or Ocean Front room categories.
    Honolulu
  • Ohana Waikiki Malia by Outrigger​​​

    Star Rating

    Special rate reduction

    • Enjoy deeply discounted room rates on Waikiki View room categories.
    • Hotel savings vary depending on date of travel.
    • Four-night minimum stay required.
    Honolulu
  • Embassy Suites by Hilton Waikiki Beach Walk​​​​

    Star Rating

    Reduced rates + free daily breakfast + nightly poolside reception + more

    • Hotel savings vary depending on date of travel.
    • Free full breakfast and nightly two-hour cocktail reception is included daily.
    • Plus, get free WiFi, no resort fees, and get a free shopping and dining discount booklet at check-in.
    • Hotel is managed by Outrigger Hotels & Resorts.

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.
1Guests receive choice of one-time, two-hour pool hale cabana or one-time, two-hour beach lounge chair with umbrella for two on Waikiki Beach. Full buffet breakfast for two is available from 7:00 a.m. to 11:00 a.m. daily at The Reef Bar & Market Grill. Offer is available for single or double occupancy and is based on availability. Not combinable with any other offers. Hotel offer is valid in Standard, City View, Partial Ocean View, Pacific Tower Ocean View, Ocean Tower Ocean View, or Family Suite room categories.

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.
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