Free Hawaii Sweepstakes and Contests

Enter These Sweepstakes for Your Chance to Win Free Hawaiian Vacations

Couple relaxing on a beach in Hawaii
Enter these Hawaii Sweepstakes to win a luxurious vacation in paradise. M Swiet Productions / Getty Images

Free Chances to Win a Trip to Paradise!

Would you like the chance to visit beautiful Hawaii? The 50th state gives you chances to surf big waves, relax on picturesque beaches, snorkel with exotic fish, and luxuriate in some of the most beautiful nature our planet has to offer. And these Hawaii Sweepstakes and Contests give you chances to win an unforgettable vacation for free.

Check this page regularly to find free chances to win a Hawaiian vacation.

This list is updated every day, and it's full of the best current Hawaii giveaways offered by trustworthy companies. You can also find chances to win free airfare to the Hawaii islands, free stays at beachfront resorts, and other related prizes.

Before you enter any of these giveaways, it's a good idea to consider whether each vacation giveaway is right for you. If you are new to entering and winning sweepstakes, find out how to enter online sweepstakes like a pro to make sure you don't make any mistakes that would affect your chances of winning.

If another type of vacation is also on your agenda, check out these sweepstakes lists:

And don't forget to stop by TheBalance's Sweepstakes Directory to find even more prize categories, like chances to win cash or instant prizes.

If you are chosen as the winner, you'll be notified by the sweepstakes sponsors directly. You can learn more about ​what happens when you win sweepstakes and how to recognize the warning signs of sweepstakes scams.

Ready to start entering? Here are the current chances to win a free trip to Hawaii:

 

1. Maytag Vacuums - Pick Up a Trip to Hawaii Sweepstakes
Watch a short video for your chance to win a free trip to Maui worth about $6,000.


Entry Frequency: One time per household
End Date: April 29th, 2017
Eligibility: Open to the U.S.
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2. Maui Jim - Ocean Shootout Sweepstakes
Enter to win a six-night trip for two to the Maui Jim Ocean Shootout Event in Maui, Hawaii valued at $8,000.
Entry Frequency: One time per person/email
End Date: April 30th, 2017
Eligibility: Open to the U.S.
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3. Hawaii.com - Win a Volcano Vacation Sweepstakes
This sweepstakes is giving away a $6,000+ trip to Hawaii including a boat tour to a volcano, a luau, and more.
Entry Frequency: Unspecified
End Date: April 30th, 2017
Eligibility: Open to all
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4. OluKai - Ultimate Island Adventure Sweepstakes
One lucky entrant will receive a trip for two to their choice of Hawaiian island, plus two pairs of OluKai shoes, a prize worth $5,000.
Entry Frequency: One time per person/email
End Date: May 15th, 2017
Eligibility: Open to the U.S. and Canada (void in PQ)
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5. Pik-Nik - Kong Skull Island Sweepstakes
Spend three nights in beautiful Waikiki with Pik-Nik's $5,000 sweepstakes.


Entry Frequency: One time per person/email/household
End Date: May 17th, 2017
Eligibility: Open to the U.S.
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6. Budget Rent-a-Car - Fly! Stay! Drive! Hawaii Sweepstakes
Visit the islands by winning a two-night Hawaiian vacation from this sweepstakes.
Entry Frequency: One time per person
End Date: May 31st, 2017
Eligibility: Open to the U.S.
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7. PGA Tour - Must-See Moments Sweepstakes
Two people who enter this sweepstakes will each win a big trip to a PGA Tour event of their choice. Monthly winners will also receive golf-related gift cards worth $100 each.
Entry Frequency: One time per person/email
End Date: November 22nd, 2017
Eligibility: Open to the U.S. and Canada (void in PQ)
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8. Honolulu Publishing Company - Free Trip to Maui Sweepstakes
If you've ever wanted to explore Hawaii, enter this sweepstakes for a chance to win a trip to Maui.
Entry Frequency: One time per person
End Date: January 31st, 2018
Eligibility: Open to the U.S. and Canada (void in PQ)
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