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
By
Sandra Grauschopf
Sandra Grauschopf
Sandra Grauschopf
Writer
  • University of Maryland
Sandra Grauschopf has been working in the contests industry since 2002. She is a passionate sweeper, with tens of thousands of dollars worth of prize wins to her name, and she has been sharing advice about how to be a winner for over a decade.
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Updated on 09/28/22

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. Roxy - Waikiki Sweepstakes
Get the chance to win a five-night getaway for two people to Hawaii.
Entry Frequency: One time per person/email/household
End Date: September 30th, 2022
Eligibility: Open to the U.S. and Canada
More Information about this Sweepstakes
Enter Sweepstakes Directly

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