Win A Free Trip To Hawaii Sweepstakes

Free Trip to Hawaii Travel Sweepstakes For May 2022

Time to try your luck again! Enter these five Hawaii travel sweepstakes today, and perhaps you’ll be one of the lucky people vacationing in the islands on a free Hawaii vacation in 2022. Don’t delay as one contest just ended!

Beat of Hawaii has no affiliation with any of these travel sweepstakes, including who wins. So have fun, and let us know if you’re entering, and especially if you are the next lucky prize winner! It’s happened before where one of our Beat of Hawaii readers was the grand prize winner. You may be the next potential winner in a random drawing! So get going on your next Hawaii vacation with your spouse, siblings, friends, or other immediate family.

How to enter. Click on the title of each sweepstake/contest below to visit contest sites and complete entry forms. No purchase is needed. Some contests have just one winner, while others have weekly prize winners. Usually an alternate winner is chosen in case the grand price winner can’t be reached following the entry period. For contests with weekly winners, be sure to check back frequently. Also, be sure to uncheck any applicable boxes if you don’t want to receive other emails from contest sponsors.

Tip. Some readers have said they use a separate email address for their contact information when entering to win a free trip to Hawaii. That way, they can avoid potential spam in their regular mailbox.

Free Trip to Hawaii Travel Sweepstakes For May 2022

JTV Getaway to Maui

Grand prize: Five-day trip for two to Maui, including airfare and accommodations.
Enter by: May 13, 2022.
Open to: Residents of the U.S. age 21 and over.

The Lesser Evil Jurassic World Dominion Sweepstakes

Grand prize: Seven-day trip for two to Honolulu Hawaii, including airfare, accommodations and $500.
Enter by: July 31, 2022.
Open to: Residents of the U.S. age 18 and over.

Roxy Win A Trip to Waikiki Sweepstakes

Grand prize: Seven-day trip for two to Honolulu Hawaii, including airfare and accommodations.
Enter by: September 30, 2022.
Open to: Residents of the U.S. and Canada (except Quebec) age 18 and over.

Hawaiian Bros. Sweepstakes

Grand prize: Trip for two to Hawaii, including airfare, accommodations and excursions.
Entry Tip: Link goes to the rules. Read Rule #4 for more details on how to enter.
Enter by: June 6, 2022.
Open to: Residents of the U.S. and Canada (except Quebec) age 18 and over.

Hawaii $50,000 Sweepstakes

Grand prize: $10,000 cash. Enough for the Hawaii vacation of your dreams!.
Enter by: March 31, 2023.
Open to: Residents of the U.S.

Notes: As a reminder to participants, read all the official rules, including the sweepstakes period, since each contest is quite different. Also, while some of these include other prizes, we have only listed the free Hawaii vacations. Prizes vary from cash and expenses or fees to airline tickets and accommodations, to travel vouchers, plus additional compensation, based on the decisions of the sponsor. No purchase necessary to win. Contests are void where prohibited and are open to legal residents of the United States, its possessions, and sometimes Canada (depending on the contest, local laws and regulations). Check rules for entrants eligibility and acceptance and notification rules, as contests aren’t open to employees of sponsors, promotional agencies, and their subsidiaries and related sister sites. An affidavit of eligibility and a publicity release is generally required. Odds of winning vary by contest. Also, check for minimum years of age as well as the last date and time of entry of the promotion period. Some travel sweepstakes limit the total number of eligible entries per person. Determinations are at the sponsor’s sole discretion.

Whether you are traveling from New York, Orlando, Houston, Dallas, Baltimore, Pittsburgh, Washington, Alaska, Portland, or California, there’s nothing like a free trip to Hawaii! Just let us know how it goes and if you are the next lucky Beat of Hawaii winner.

Post Updated May 8, 2022.

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721 thoughts on “Free Trip to Hawaii Travel Sweepstakes For May 2022”

  1. Greetings! Our whole family is planning a Thanksgiving trip this year to beautiful Hawaii! But me and my Fiancé are both working daily, but won’t be able to afford to join them without a lil’ blessing our way. This would be a great opportunity to get to know my new family. Stay healthy.

  2. there was a Hawaii flight that once ditched near a ship mid ocean in the fifties. Pan am flight 6.


  3. Wow if something like this would happen for me man it was hr some divine plan. Think lije this rarely happens even tho I live out here in vegas. I would be thankful and stund. Thanks for the opportunity:)

  4. Please consider my husband and I. Our middle daughter lives in Kauai and after 7 years of asking us to see her beloved Kauai, following a cancer diagnosis last year, I agreed. Surgery got it all. Thank God. I can’t go back on my word to her now. I would only need the flight as I will stay with her. Thank You for creating more flights.

  5. I don’t know that anyone who wouldn’t be happy a win a trip to Hawaii. I’ll be 89 in this month and that would make a very good birthday present. I’m sure that are a lot who deserve a good trip. So I hope the one who really deserves this trip will win.

  6. please consider me and my wife who i been marry to for 21 years my wife had a kidney transplant last year and it would nice to see her enjoy life once again thank you so much and God blessed

  7. Aloha, I would love to surprise my caregiver husband with this trip! Please consider us as We are getting ready to celebrate our 25 wedding anniversary and would love to show him how much I appreciate and love him. We have always dreamed of going to Hawaii especially Pearl Harbor this would be amazing! Mahalo!!

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