Win Eight Free Hawaii Vacations

If there’s one thing that’s better than a great Hawaii travel deal, it’s a free Hawaii vacation. One of the sweepstakes below even includes $25,000 in cash.

Here are all of the free Hawaii vacation sweepstakes I know of at the moment. If you know of any others, please add that in comments.

1. Hilton Just Go With It sweepstakes (Maui/Oahu)

  • Entry form for non HHonors Members. Entry form for HHonors Members.
  • Enter by March 31, 2011.
  • Winner will be announced April 15, 2011.
  • Open to legal U.S. residents, who are at least 18 years of age and who are Hilton Honors members at time of entry. (Your entry gives you a free Hilton Honors membership).
  • Prizes: One (1) Grand Prize: Winner will receive 1,000,000 Hilton HHonors® Bonus Points and a trip for winner and up to three (3) guests to Hawaii. Grand Prize trip includes: Economy cabin air transportation for up to four people from major airport nearest winner’s residence to Maui, Hawaii; hotel accommodations (two [2] standard rooms/double occupancy) for 5 nights at the Grand Wailea in Maui; economy cabin air transportation for up to four people from Maui to Honolulu, Oahu; hotel accommodations (two [2] standard rooms/double occupancy) for 4 nights at the Hilton Hawaiian Village in Honolulu; economy cabin air transportation for up to four people from Honolulu back to originating major airport nearest winner’s residence. Winner will also receive a check in the amount of $5,000.00 and a $10,000 Hilton Worldwide gift card. Approximate Retail Value (“ARV”) of Grand Prize: $31,659.20.

2.  Dole 100% Juice Aloha sweepstakes (Oahu)

  • Entry form.
  • Enter by April 7, 2011.
  • Winner announced by April 8, 2011.
  • Open only to legal residents of the fifty (50) United States (including District of Columbia) who are at least eighteen (18) years old at the time of entry.
  • One (1) Grand Prize : A trip for four (4) to Oahu, HI. Trip package includes roundtrip, coach-class air transportation for four (4) from a major airport near winner’s home (determined by Sponsor in its sole discretion) to Oahu, HI; eight (8) days and seven (7) nights’ accommodations at the Sheraton Waikiki Ocean Front (double room with 2 double beds), and more (see website).

3. Better Homes & Gardens Hawaiian Garden Giveaway (Kauai)

  • Entry form.
  • Enter by March 31, 2011
  • Winner announced by April 15, 2011.
  • Open only to those at least 21 years of age and a legal resident of, and located within, one of the 50 United States, or the District of Columbia, at the time of entry.
  • One (1) winner consisting of a 6 day/5 night Hawaiian getaway prize package for two (2) on Kauai consisting of round trip coach (economy) air transportation from the closest airport hub nearest winner’s home to Kauai, gift certificate for five (5) nights’ room accommodations at Outrigger Kiahuna Plantation (one bedroom), and more (see website).

4. Hawaii Magazine Honolulu Festival (Oahu in March)

  • Entry form.
  • Enter by February 11, 2011.
  • Winner announced by February 13, 2011.
  • One grand-prize vacation consisting of complimentary round-trip coach class airfare for the winner and one guest between Oahu and the winner’s nearest Hawaiian Airlines gateway city on the U.S. Mainland, four nights complimentary accommodations at the Waikiki Beach Marriott Resort & Spa, March 10-14, 2011. two complimentary tickets to Honolulu Festival’s Friendship Gala on Sat., March 12, 2011, two VIP seats at Honolulu Festival’s Waikiki Grand Parade on Sun., March 13, 2011.

5.  Trips of a Lifetime (Oahu)

  • Entry form.
  • Enter by March 14, 2011.
  • Winner announced by March 15, 2011.
  • Open only open to all legal residents of the United States (excluding Florida, Rhode Island and New York residents) who are twenty-one (21) years of age or older at the time of entry.
  • Up to $2,000 to pay for Economy Class fare, 4 Nights At Halekulani Hotel with upgrade to Vera Wang, Royal or Orchid suites, one day exotic rental car  like Maserati’s “Granturismo” and the Lotus “Elise”.

6.  Mint Win a Hawaii Vacation (Maui)

  • Entry form.
  • Enter by February 18, 2011.
  • Winner announced by March 15, 2011.
  • Open only to individuals who are legal residents of the United States and are eighteen (18) years or older at the time of entry.
  • One (1) Grand Prize consisting of a 7-day/6-night stay in a resort located in Maui, including airfare and transfers to/from airport. Hotel accommodation will be provided by The Westin Maui Resort & Spa or Sheraton Maui Resort & Spa or other comparable resort.

7.  Woodall’s Vote For Your Favorite Campground Sweepstakes (7 Night NCL Cruise)

  • Entry form. Requires free registration.
  • Canadian entries accepted.
  • Enter by September 15, 2011.
  • Winner announced by September 23, 2011.
  • Open to legal residents of the 50 United States, the District of Columbia, and Canada (excluding Quebec) who are of the age of majority in their jurisdiction at the time of entry.
  • One (1) Grand Prize consisting of a Hawaiian cruise for the winner and one (1) travel guest (“Guest”), including round-trip coach air transportation from a major gateway airport near winner’s residence within the United States or Canada to Honolulu, HI; round trip ground transfers to/from airport/pier in Hawaii; an ocean-view cabin for two (2) aboard the Norwegian Cruise Line’s Pride of America (or equivalent cruise ship if the Pride of America is unavailable for requested dates of travel) for seven (7) days/six (6) nights with ports of call in Hilo, Kona, Kauai, and Maui.

8.  The Guide Outdoors Network Sweepstakes. (Oahu)

  • Entry form. Requires free registration
  • Enter by October 31, 2011.
  • Winner announced by November 15, 2011.
  • Open to legal residents of the 50 United States and District of Columbia (excluding Florida). Sweepstakes is void in Florida, Puerto Rico, and other U.S. Territories and possessions. You must be 18 years of age or older, as of November 4, 2010 to be eligible to participate.
  • One (1) Grand Prize consisting of Grand Prize $25,000 (awarded in the form of a check) and a trip for winner and one (1) guest to Hawaii. Grand Prize Trip consists of round trip coach class air transportation for the winner and one (1) guest from the major U.S. commercial airport near the winner’s residence to Honolulu, Oahu and 6 days/7 nights at a hotel selected by Sponsor at their sole discretion. One (1) standard room, double occupancy.

Comments.

Subscribe to our email updates.

Get the deals first!

Deals you find on Beat of Hawaii don’t last long. To make sure you don’t miss out, for a small fee, I’ll personally send just those deals you want via instant SMS text messages.

Don’t be left out on the next great Hawaii airfare sale! Post Alerts.

More Hawaii Deals

$30 -- Maunalua Bay: Double-Hull Canoe Tour, Reg. $6453% off

$30 — Maunalua Bay: Double-Hull Canoe Tour, Reg. $64

Save more than 50% on a double-hull canoe tour with Hawaiian Surf Adventures, which earns a 100% approval rating …

$34 -- Maunalua Bay: Paddleboard Lesson, Reg. $6951% off

$34 — Maunalua Bay: Paddleboard Lesson, Reg. $69

Perfect your paddleboarding skills with a two-hour lesson from Hawaiian Surf Adventures, which earns a 100% …

$55 -- Go Oahu Card Pass to Top Attractions

$55 — Go Oahu Card Pass to Top Attractions

Get a taste of all Oahu has to offer and save up to 55% on the gate prices to more than 30 of the island’s top …

3 Comments

  1. Sharon (3 years ago)

    I have entered many sweepstakes during the past 20 years and have won 3 Hawaiian vacations, a 14 night South Pacific cruise, an Alaska cruise, a trip to Europe, plus many other prizes. Yes people do win, but you MUST follow the rules exactly, enter frequently, and always send a thank-you to the Sponsor. Remember, you never have to buy anything to enter a sweepstakes.

  2. Julie (3 years ago)

    Has anyone actually won one of these sweepstake vacations that you know of? Or are most of them ways to get your email address to send you mail you really don’t want? On occasion I’ve entered these, however, all I’ve ever received is more junk mail. Just asking………..

    • Rob (3 years ago)

      Hi Julie,

      Good question. I’d like to hear myself. I know that the contests are extremely popular, both with our readers and in general.

      Aloha, Rob