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Now accepting reservations through November 2, 2019. ​​

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Must select age at time of travel (each child under 18)
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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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Three beautiful islands, a thousand reasons to go.

Save up to 30% + more on select Hawaii vacations.

Book a flight + hotel package to select resorts in Hawaii, and save up to 30%. Plus, take advantage of additional hotel savings below like free nights, complimentary breakfast, and more.

Book: 5/7/19 – 5/27/19 by 6:00 p.m. CT
Travel: 5/8/19 – 11/1/19
One-day advance purchase is required.
Service from San Jose, CA, to/from Honolulu begins 5/5/19. San Jose, CA, to/from Maui begins 5/26/19. Service between Oakland and Kona, and San Jose, CA, and Kona begins 5/12/19.​

Shop hotel deals to complete your package.

Restrictions, exclusions, and blackout dates may apply to hotel offers. ​
    Honolulu​
  • Hilton Hawaiian Village® Waikiki Beach Resort

    Star Rating

    Save up to 30% + complimentary room upgrade1 + $50 in resort coupons2

    • Hotel savings vary depending on date of travel.
    • Four-night minimum stay required.
    • Hotel offer is valid in Partial Ocean View, Rainbow Tower Marina/Ocean View, Alli Resort View, Alli Ocean View, or Alli Ocean Front room categories.
    • Hotel offer blackout dates: 5/16/19 – 5/17/19, 5/22/19 – 5/26/19, 5/31/19 – 6/2/19, 6/6/19 – 6/7/19, 6/13/19 – 6/16/19, 6/19/19 – 6/21/19, 8/11/19 – 8/13/19, 9/12/19 – 9/14/19, and 10/4/19.
    Honolulu​
  • Alohilani Resort Waikiki Beach

    Star Rating

    Every fifth night free + $150 in resort coupons

    • Five-night minimum stay required.
    • Resort coupon offer is available per room, per stay.
    • Free night savings will be applied on the least expensive night of the stay.
    • Hotel offer is valid in Ocean View, Diamond Head Ocean View, Premier Ocean View, One Bedroom Ocean View, or One Bedroom Ocean front room categories.
    Honolulu​
  • Outrigger Reef Waikiki Beach Resort​​

    Star Rating

    Fourth night free + daily breakfast for two + choice of cabana or beach chair

    • Four-night minimum stay required.
    • Receive daily breakfast for two at The Reef Bar & Market Grill with a choice of poolside cabana or beachside lounge chair seating options. See disclaimer for details.3
    Honolulu​
  • Outrigger Waikiki Beach Resort​​​

    Star Rating

    Fourth night free + breakfast, brunch, or lunch for two4 + beach chair for two

    • Four-night minimum stay required.
    • Guests also receive a one-time use of a beach lounge chair with umbrella for two guests for two hours.
    • Free night savings will be applied on the least expensive night of the stay.
    • Hotel offer is valid in City View, Partial Ocean View, Ocean View, or Ocean Front room categories.
    Honolulu​
  • Turtle Bay Resort

    Star Rating

    $50 in resort coupons

    • Three-night minimum stay required.
    • Resort coupons are valid per room, per day.
    • Hotel offer is valid in Ocean View King a Ocean View 2 Queens room categories.
    • Hotel offer blackout dates: 5/24/19 – 5/26/19, 6/13/19 – 6/15/19, and 7/4/19 – 7/6/19.
    ​​
    Maui​
  • Royal Lahaina Resort​

    Star Rating

    Ocean view room + daily breakfast, luau, & sunset cruise for two

    • Five-night minimum stay required.
    • When guests book the Lahaina Kai Tower Ocean View room category, they also receive daily breakfast for two, admission to the Myths of Maui Luau show for two once per stay, and Sunset Cocktail and Dinner Cruise tickets for two once per stay.
    • Hotel offer valid in Lahaina Kai Tower Ocean View room category.
    Maui​
  • Fairmont Kea Lani, Maui​

    Star Rating

    Complimentary breakfast buffet + complimentary cabana rental

    • Five-night minimum stay required.
    • Breakfast offer is for two per day.
    • Plus, children ages five and under eat free.
    • Complimentary cabana rental is available once per stay.
    • Hotel offer is valid in select room categories. See disclaimer for details.6
    ​ ​​​​​
    Maui​
  • Aston Kaanapali Shores​

    Star Rating

    Save 15% + room upgrade

    • Three-night minimum stay required.
    • Room upgrade to the next available room category and is based on availability.
    • ​​
    Maui​
  • The Westin Maui Resort & Spa

    Star Rating

    Save up to 30%

    • Hotel savings vary depending on date of travel.
    • Hotel offer is valid in Luxury Ocean Front, Luxury Ocean View, Luxury Partial Ocean View, Ocean View, Garden View, or Mountain View room categories.
    Kona​
  • Fairmont Orchid, Hawaii

    Star Rating

    Save 20% + complimentary activity passes + $100 in spa coupons

    • Four-night minimum stay required.
    • Receive two Fun & Sun activity passes to use during your stay.
    • $100 spa coupons are available per stay.
    Kona​
  • Royal Kona Resort

    Star Rating

    Ocean view room + daily breakfast, luau, & sunset cruise for two

    • Five-night minimum stay required.
    • When guests book the Lahaina Kai Tower Ocean View room category, they also receive daily breakfast for two, admission to the Voyage of the Pacific Luau show for two once per stay, and Sunset Dinner Cruise tickets for two once per stay.
    • Hotel offer valid in Ocean Front View room category.
    • Hotel offer blackout dates: 10/4/19 – 10/13/19.
    Kona​
  • Courtyard by Marriott King Kamehameha's Kona Beach Hotel

    Star Rating

    Reduced rates + buffet breakfast for two 

    • Enjoy reduced rates on your stay; a $40 value.
    • Buffet breakfast is available for two guests daily.
    • Hotel offer valid in Partial Ocean View room category.
    • Hotel offer blackout dates: 10/10/19 – 11/1/19.
    Kona​
  • The Westin Hapuna Beach Resort​

    Star Rating

    Fifth night free + breakfast buffet for two + complimentary room upgrade7

    • Five-night minimum stay required.
    • Free night savings will be applied on the least expensive night of the stay.
    • Breakfast buffet is available daily for two guests at Ikena Landing Restaurant.
    • Hotel offer is valid in select room categories. See disclaimer for details.8
    ​ ​

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.
1Hotel will upgrade from Partial Ocean View to Ocean, from Rainbow Tower Marina/Ocean View to Rainbow Tower Ocean Front, or from Alii Resort View to Alii Partial Ocean View room categories and will be assigned at time of check-in.

2$50 in resort coupon offer is valid per room, per stay.  Any unused coupons are not redeemable for refund or cash. Resort coupons will be deducted from guests' room folio at check-out. All rooms subject to daily mandatory resort charge.  This promotion is not combinable with any other promotion and/or special.

3Guests 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.

4Guests can choose between daily breakfast, brunch, or lunch for two people. Offer includes one item and a non-alcoholic coffee, tea, or soda off the breakfast menu, brunch menu, or Hula Grill A la Carte menu. Breakfast is available from 6:30 a.m. to 11:00 a.m. daily. Brunch is available from 11:00 a.m. to 2:00 p.m. daily. Lunch is available from 11:30 a.m. to 2:00 p.m. daily.

5Coupons cannot be applied to room and tax. Unused coupons are non-refundable.  Cannot be transferred to another party or a future stay.  Promotion must be confirmed prior to arrival.  Promotion cannot be combined with any other package or promotion.
For Resort Room King, Garden View Room, Ocean View Room, Ocean Front Room, Prime Corner Ocean Front Room or Deluxe Jacuzzi Room categories: Receive $50 in resort coupons daily.
For Resort Junior Suite or Ocean Front Junior Suite room categories: Receive $100 in resort coupons daily.
For Mountain View One Bedroom Suite, Ocean View One Bedroom Suite, Ocean Front One Bedroom Suite, or Prime Ocean Front One Bedroom Suite room categories: Receive $200 in resort coupons daily.

6Hotel offer is valid in Garden View, Partial Ocean View, Ocean View Suite, Deluxe Ocean View Suite, or Signature Ocean View Suite room categories.

7Room upgrade to the next available room category will be assigned at time of check-in.

8Hotel offer is valid in Partial Ocean View, Ocean View, Premier Ocean View, Lainai Suite, Ocean View Suite, or Premier Ocean View 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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