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. Page Six - Escape to Maui Sweepstakes
Here's a chance to win a $5,000 getaway for two to Maui, Hawaii.


Entry Frequency: Unspecified
End Date: August 29th, 2018
Eligibility: Open to residents of the United States (void in Rhode Island and Alaska)
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2. Maui Jim - Maui Invitational Tournament Sweepstakes
Enter for your chance to win a six-night getaway for two people to the Maui Jim Maui Invitational Tournament.
Entry Frequency: One time per person/email
End Date: August 31st, 2018
Eligibility: Open to the U.S.
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3. New York Botanical Garden - Visions of Hawaii Sweepstakes
Enter and you could be the lucky winner of a seven-night getaway for two people to Maui, Hawaii valued at more than $10,000.
Entry Frequency: One time per person/email
End Date: August 31st, 2018
Eligibility: Open to the U.S.
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4. Kona Brewing Co. - Embrace Your Aloha Sweepstakes
Enter and you could win a three-night trip for two people to Hawaii valued at $4,000.
Entry Frequency: One time per person/email/telephone number
End Date: August 31st, 2018
Eligibility: Open to residents of the United States (void in Rhode Island)
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5. Hostess - Angry Birds Sweepstakes
Here's your chance to win a four-night getaway for four people to Honolulu, Hawaii.
Entry Frequency: 1 x daily per person/email
End Date: September 28th, 2018
Eligibility: Open to the U.S.
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6. Discovery Channel - Shark Week Chomped Sweepstakes
You could win a $15,000 trip to Hawaii or one of 25 prize packs from Swedish Fish and Shark Week.
Entry Frequency: Unlimited entry per person
End Date: September 30th, 2018
Eligibility: Open to the U.S. and Canada (void in PQ)
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7. Perfect Days Hawaii - Trip to Maui Sweepstakes
Enter to win a five-night trip for two to Maui, Hawaii valued at more than $4,000.
Entry Frequency: One time per person
End Date: January 31st, 2019
Eligibility: Open to the U.S. and Canada (void in PQ)
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