Free Hawaii Sweepstakes and Contests

Enter These Sweepstakes for Your Chance to Win Free Hawaiian Vacations

Couple relaxing on a beach in Hawaii
••• 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. Dollar Flight Club - Wellness Wanderlust Giveaway
You could win a free wellness vacation plus an Amazon Fire Tablet and more for entering here.

The prize is worth $4,000.
Entry Frequency: One time per person
End Date: March 9th, 2019
Eligibility: Open to the U.S. (void in HI)
More Information about this Sweepstakes
Enter Sweepstakes Directly

2. USA Network - Temptation Island Tropical Getaway Sweepstakes
Get the chance to win a five-night getaway for two people to a Hawaiian island resort destination or weekly prizes.
Entry Frequency: 1 x weekly per person
End Date: March 27th, 2019
Eligibility: Open to the U.S. (void in HI & AK)
More Information about this Sweepstakes
Enter Sweepstakes Directly