Win a Hawaii Contest | Free Hawaii Vacations

Win a Hawaii Contest | Free Hawaii Vacations

Win a Hawaii contest with eleven Hawaii sweepstakes now available and 18 grand prizes consisting of free Hawaii vacations. In total, 52 lucky people will be on their way to the islands and we hope you will be among them.

As a reminder, please read each contest’s rules carefully before signing up. And we’re happy to add that this month two contests are open to Canadian residents.

Win a Hawaii Contest

United Airlines Hawaii Flyaway Sweepstakes

  • Grand prize consists of one trip for two to Hawaii.
  • Enter by January 31, 2013.
  • Open to US residents who are 13 and over.
Hawaii Magazine Win an NFL Pro Bowl Experience 
  • Grand prize consists of one trip for two to Hawaii, six nights accommodations and tickets to the Pro Bowl.
  • Enter by January 8, 2013.
  • Open to all who are 18 and over although travel must be from one of Hawaiian Air’s 11 US gateway cities.

Escape to Wanderlust O’ahu

  • Grand prize consists of one trip for two to Oahu plus four nights accommodations and tickets to attend Wanderlust.
  • Enter by January 7, 2013.
  • Open to legal residents of the United States and Canada, except for Delaware and Quebec.

Rounds Around the World Contest

  • Grand prize consists of one trip for two to the Big Island plus five nights accommodations, golf and more.
  • Enter by January 7, 2013.
  • Open to legal residents of the United States who are 18 and over.

BHG Hawaii Garden Giveaway

  • Grand prize consists of one trip for two to Maui plus five nights accommodations and more.
  • Enter by January 31, 2013.
  • Open to legal residents of the US who are 21 and over.

Sandisk 25th Anniversary Sweepstakes & Instant Win Game

  • Four trip prizes each consisting of a trip for two to Oahu, plus five nights accommodations. One grand price of $25,000.
  • Enter by August 1, 2013.
  • Open to legal residents of the US who are 18 and over.

The Guide Outdoors Network Sweepstakes

  • Grand prize consists of $25,000 cash, a trip for two to Oahu, plus seven nights accommodations.
  • Enter by October 31, 2013.
  • Open to legal residents of the US who are 18 and over.

Kellogg’s 2012 Spring Challenge Instant Win Game

  • Six grand prizes each consisting of a trip for four to the Big Island, plus six nights accommodations.
  • Enter by April 15, 2013.
  • Open to legal residents of the US who are 18 and over.

Marriott Dream, Escape, Indulge Sweepstakes

  • Grand prize consists of one trip for two to Hawaii, plus eleven nights accommodations.
  • Enter by March 31, 2013.
  • Open to legal residents US who are 18 and over.

Lenovo Football Fantasy Trip to the 2013 Pro Bowl

  • Grand prize consists of one trip for four to Oahu, four nights accommodations plus tickets to the game.
  • Enter by February 28, 2013.
  • Open to legal residents US who are 18 and over.

Honolulu Publishing Free Trip to Maui Contest

  • Grand Prize consisting of trip for two to Maui plus five nights accommodation, rental car and helicopter tour.
  • Enter by January 31, 2013.
  • Open to US residents age 21 and over.

View all recent Hawaii Travel Deals.


Vip Alerts

More Hawaii Deals

$99 -- Big Island: Massage & Pool Day at Conde Nast Top Spa46% off

$99 — Big Island: Massage & Pool Day at Conde Nast Top Spa

Mauna Lani Spa was named one of the 2014 Best Spas in the World by readers of Conde Nast Traveler, and Fodor’s …

$99 -- Big Island: Massage & Salt Room at Sheraton, 40% Off42% off

$99 — Big Island: Massage & Salt Room at Sheraton, 40% Off

Ho’ola Spa at the Sheraton Kona Resort & Spa luxuriates its guests with “heavenly” treatments and amenities …

$149 -- Kauai Massage & Pool Day at Koloa Landing, Reg. $25040% off

$149 — Kauai Massage & Pool Day at Koloa Landing, Reg. $250

Koloa Landing Resort and Spa invites Travelzoo subscribers to indulge in a specialty massage package for more than …

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8 Comments

  1. Vivek (6 months ago)

    Looking forward to celebrate my 30th birthday in exotic Hawaii

  2. JULIA k KASSY (1 year ago)

    It would be wonderful to go and vacation in Hawaii. My friend son station by teh Army there for 3 Years. They love to be there. So if I have a chanse to win, I even can visit them there

  3. Amy Marie Jackson (1 year ago)

    Aloha!!

  4. Maria Martini (1 year ago)

    I´m disapointed not to be able to participate. Why people from other countries are not considered, we specialy love Hawaii, we live in México , have beautiful beaches also but we would love to go back. Mahalo.

    • Beat of Hawaii (1 year ago)

      Hi Maria.

      The Hawaii Magazine Win an NFL Pro Bowl Experience contest is open to everyone, without restriction.

      Aloha.

  5. margaret morisen (1 year ago)

    Would love to go see my great nephew in Kaneohe. Haven’t seen him since 2010 when he was baptized. Miss him and my ohana.

  6. Sondra Cudd (1 year ago)

    This would be amazing!!! My husband was stationed there in the 60′s in O’ahu. We visited in 2009 and would love to see Hawaii, again!!!

  7. Starlie Espinoza (1 year ago)

    Love to win a trip to Hawaii!