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Win One of Thirteen Free Hawaii Vacations

In thirteen Hawaii sweepstakes below you’ll find free trips for up to 30 total people. I hope that you’ll be the winner of one of them. As you may recall, one of our readers recently won a trip to Beat of Hawaii Hawaii contest winner Hawaii for her family of four by entering one of the free Hawaii vacation contests she found on Beat of Hawaii. So it’s no wonder that free Hawaii sweepstakes remain among our most popular posts.

Read all the rules, as by their nature, each sweepstakes is quite different. Some contests include other prizes, but I’ve only listed the free Hawaii vacations.

Have fun and let us know how it goes.

1. Honolulu Publishing Company win a free trip for two to Maui.

  • Open to US residents 21 and over. Enter by January 31, 2012.
  • Grand Prize includes 5 nights at Maui Kai ocean-front condos, round-trip coach airfare for two to Maui from any major U.S. airport, rental car, helicopter tour for twoand snorkel tour for two.

2. American Girl’s Kanani’s Aloha Adventure Sweepstakes.

  • Open to US residents 18 and over.
  • Enter on Facebook by October 31, 2011.
  • Grand Prize includes coach airfare for four people from a major North American International airport to Kauai, hotel accommodations for three nights at the Sheraton Kauai and three nights at the Westin Princeville Ocean Villas plus a Luau for four.

3. Vans Trip Crown of Surfing Sweepstakes.

  • Open to US residents 18 and over.
  • Enter by November 15, 2011.
  • Grand prize includes trip for winner and one guest (13 or over) to the Billabong Pipe Masters surfing competition in Honolulu in December 2011 with roundtrip coach air transportation between major commercial airport near winner’s residence (of Sponsor’s sole choosing) and Honolulu; double occupancy hotel accommodations for 5 days/4 nights; rental car for 5 days; dinner (alcohol not included) and surfboard usage for winner and guest.

4. Escape to your Perfect Moment in Hawaii Contest

  • Open to US residents 18 and over.
  • Enter on Facebook and upload a photo by November 20, 2011.
  • Two grand prizes each include a trip to the island of Maui for the winner and one guest, consisting of roundtrip coach class air transportation from the gateway airport nearest to grand prize winner’s residence (located in one of the 48 contiguous United States or D.C.) to Maui, and hotel accommodations for five nights at the Royal Lahaina Resort.

5. 2011 OfficeMax FedEx NFL Sweepstakes.

  • Open to US residents 18 and over.
  • Enter by October 31, 2011.
  • Grand prize includes a five-day/four-night trip for two (2) to the 2012 NFL Pro Bowl in Honolulu, Hawaii with round-trip coach-class air transportation from the major airport nearest the winner’s home to Honolulu, four nights’ hotel accommodations, ground transfers to/from airport/hotel/game and two tickets to Pro Bowl at Aloha Stadium on Jan. 29, 2012.

6. 52 Weeks to Win Sweepstakes.

  • Open to US residents (except CA) 21 and over.
  • Enter from December 9 to December 16 only.
  • Hawaii getaway prize includes trip for winner and one guest to Oahu consisting of round-trip coach air transportation, four nights hotel accommodations (2 rooms) and $1,000.00 spending money.

7. Boomspot Hawaii Getaway Sweepstakes.

  • Open to US residents 21 and over.
  • Enter by December 2, 2011.
  • Grand prize is a Molokini snorkeling excursion for two, $400 gift certificate to Spa Grande at the Grand Wailea, five nights at the Four Seasons Resort Maui, round trip airfare for two, and $300 dining gift certificate at the Grand Wailea.

8. The Golf Channel Hawaiian Getaway.

  • Open to US and Canada residents (except Quebec) 18 and over.
  • Each week watch for the 25 player interview during exclusive Nationwide Tour coverage on Golf Channel or go online to read the player profile and find clues to answer the weekly trivia question. Then select the correct answer to be entered for a chance to win a trip for two to the 2012 Sony Open in Honolulu, Hawaii.
  • Grand prize consists of round-trip air transportation to Honolulu, six nights hotel accommodation for two, two tickets to attend the Sony Open.

9. Perillo Tours Deluxe Hawaii Two Islander trip for two.

  • Open to US residents 18 and over.
  • Enter by December 15, 2011.
  • Hawaii prize includes a 7-day/6-night trip with round-trip coach class air transportation from major airport nearest winner’s home, 6-night hotel accommodations, sightseeing tours, airport transfers to/from the hotel and some meals. Note that Italy is first prize and Hawaii is second.

10. Surf the Hawaiian Islands Sweepstakes.

  • Open to US residents of majority age in their state.
  • Enter by November 8,2011.
  • Grand prize consisting of five nights accommodations for two at winner’s choice of Marriott’s Maui Ocean Club, Marriott’s KoOlina Beach Club, and/or Marriott’s Kauai Beach Club. Winner may divide stay between the three resorts, subject to availability, $1,500 Visa Gift Card; and 120,000 Frequent Flyer Miles from winner’s choice of participating airlines (AA, CO, UA, DL).

11. The Guide Outdoors Network Sweepstakes.

  • Open to US residents (except FL) age 18 and over.
  • Enter by October 31, 2011.
  • Grand prize includes $25,000 (awarded in the form of a check) and a trip for winner and one guest to Hawaii. Trip consists of round trip coach class air transportation for two from the major U.S. commercial airport near the winner’s residence to Honolulu and 6 days/7 nights at a hotel selected by Sponsor.

12. Hilton Hawaii Village Contest.

  • Open to US, Canada (except Quebec), Great Britain, Republic of Ireland,  Northern Ireland and Japan residents of majority age.
  • Enter by November 23, 2011.
  • Grand prize includes a 6-day/5-night trip for winner and up to four guests to stay at Hilton Hawaiian Village,  Waikiki. Trip includes: coach class, round trip air transportation for up to five individuals to/from major airport nearest winner’s residence and Hawaii, hotel accommodations for up to five individuals at the hotel consisting of two (2) adjoining ocean front rooms, food and beverage credit of $50 per person per day of stay, up to 2 resort activities per individual per day selected by the Sponsor and ground transportation for up to five individuals to and from airport in Hawaii.

13. Dove Chocolate Trip to Hawaii.

  • Open to legal US residents.
  • Enter by December 17, 2012.
  • Grand prize includes a 7-day/6-night trip for winner and his/her guest to Honolulu, including round-trip, coach-class air transportation from major commercial airport near winner’s home; six nights’ accommodations; two tickets to the Pro Bowl scheduled to be held on 1/29/12 in Honolulu; ground transportation to/from airport/hotel and hotel/Football Game; $600 gift certificate for hotel spa services and $2,500 spending money.

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5 thoughts on “Win One of Thirteen Free Hawaii Vacations”

  1. Yes, where are the contests for the Canadians ? I have been two Oahu twice last year and other Hawaiian Islands at least 10 times.
    I posted about this last year and this year the same.

    We love you too!

  2. Sad that there are only a few open to Canadians. Also, the Hilton one…am I correct in understanding that you must book and stay at Hilton in order to win?

  3. i would take any of these if they were given to me!!!! my husband and i have had a very stressful year with his health. what better way to de-stress than going to any of the hawiian islands and relaxing

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