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. Dreams do come true! Thank you for offering such a beautiful opportunity to win such an amazing experience! I can’t even tell you how incredible this is! I will not stop dreaming!

  2. I’m just waiting here patiently until my man comes home from deployment. He’s done so much for me and our country I wish I could give him the same – like one of these dream vacations he’s always deserved!

  3. I have been married for almost 31 years. I would love to take my husband there. I used to live in Hili, but my husband has never been there. Thank you.

  4. Would love to visit Hawaii! I wanted to go on my honeymoon but then chickened out due to a long flight! I heard nothing but amazing things about the islands and would love to experience with my husband and little girl!

  5. My husband and I have been married for 6 years, and have always wanted to go on a honeymoon. But we have always put our kids first, so we could never afford it. We would absolutely love a getaway. Now that the kids are older 🙂

  6. My husband had always wanted to take me to Hawaii for our 10 year anniversary and that so happens to be this year 🙂

  7. Well, I’m an old school Hawaii lover. I’ve been going every year since I turned 17. Winning a trip, well, that’s WINNING.
    MAHALO for posting these up for us. I don’t mind giving out my info, I got email unsubscribe and call blockers in place. Good luck ohana, seas yous at the swim up tiki bar. ALOHA!

  8. We are 72, grew up together then did see each other after High School for 40 years. Got married 2010 and try to go to Hawaii every chance we can. Our love of Hawaii has allowed us to personally influence over 20 couples to go to Hawaii for vacation. Mahalo!!!

  9. Thank you! I am like many of your fans who are trying to win a trip to Hawaii. I went as a child once and it felt like home. Tears streamed my face as I heard the Polynesian drumming and dancing. My husband knows that I have wanted to take my kids for a very long time. My older two kids had to grow up quickly because I am a double above knee amputee, as well as few other issues, like insomnia. My daughter has the same genetic condition. A combined number of surgeries that my family hS experienced is 53 surgeries. We never could save for an trip other than a long weekend at someplace close to home. I’m losing more function neurologically and I truly fear that if I can’t find a way to go on the next year, then I might never actually get there. I want to be able to walk some. So please, this is the perfect time …. please choose us!

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