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
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.
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.
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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Don B says
Please do not print expired sweepstakes/contests. Our first impression is “WOW! What a great opportunity! Followed by “Rats!” as we then notice it’s finished–in some cases, two months ago. Thanks for your consideration.
Beat of Hawaii says
Hi Don.
We don’t publish (print as you said) expired Hawaii sweepstakes. But posts we’ve written previously remain available. There will be an update to that post coming shortly. Thanks for your comments.
Aloha.
Tammy M says
My husband and I are celebrating 40 years marriage and this would be a dream come true!
Katherine L says
When I got my first promotion to management we celebrated with a trip to Hawaii. The snorkeling was amazing. We have always wanted to return but putting 2 kids through college was more important. We wold love to win a free vacation to Hawaii as it could be our last family vacation.
lisa f. says
I love Hawaii, I was able to visit 18 years ago and have thought about going back ever since.
There is just a feeling about Hawaii, serene and peaceful.
I want to hike to a waterfall and swim in the water below.
I want to eat all the wonderful fruit and snorkel in the
beautiful waters.
Synthia G. says
This would be a dream come true. I always dreamed of getting married in Hawaii. My boyfriend and I are talking about our future wedding in 2023 in Hawaii. This would be the best gift ever. Thank you sooo much
Jodi K says
Hawaii has been on my bucket list for years. The volcano calls me. The tropical islands call me. I long to explore the gorgeous, magical islands and understand the deep history.
Joe B. says
My fellow friends, My wife and I desire a trip to Hawaii. Of course it is a beautiful place to visit. My grandest wish is to take my wife there for the first time, her and I are both seniors and I feel that we might not ever get this opportunity in our lifetime to go. Our income will not allow us to take such marvelous trip ever. if you can grant us this wish we would be extremely grateful. Thank you for your time. Joe and Maria
Rene K says
Hi,
We are traveling to Maui from Las Vegas on April 6th and staying for a week. Are there any flight restrictions still in effect or is there anything we need to do before going to the airport. Thank you so much for any information you can give us.
Beat of Hawaii says
Hi Rene.
There are no longer any Covid restrictions.
Aloha.
Rod W says
Rick/Rene,
I think the only thing remaining are masks at airports and on aircraft.
Hopefully, that changes before your flight and it becomes a matter of choice.
Bella P says
My dad is from the beautiful place, Hawaii. He grew up there and left but his family stayed. I would love to see them, I miss them very much. I wish we could we live closer to them. A trip to Hawaii would be great to see my family, and travel the islands and see the natural beauties.
Katherine B says
I never been to Hawaii I wish I could win a free round trip to Hawaii I never won any trip in my entire life
Rod W says
BOE,
I entered in all sweepstakes except for the NBC Young Rock Honolulu Sweepstakes.
BTW, I also entered the 2022 San Diego Giving Back Raffle today benefiting Ronald McDonald House Charities® of San Diego. I enter this one every year – it’s not free. The Grand Prize this year is a mansion in San Diego or you can take cash (up to $3,000,000). Tons of other high-end prizes.
Harold O says
I lived in Aina Haiba.
Loved L o v e d Hawaii!
Miss it to my core…
Now I’m 69, and ready to come Home! To my O’hana…
Was an investment banker – Earlier worked for Chamber of Commerce.. lovely world…
Anyway ~ I’m coming home!
I’m educated/talented… and heart-sick…
🌈🌈🏝
Rachel R says
I feel like the universe brought me to this website and I would love the opportunity to explore such the beauty of Mother Nature at her finest. Please allow me to embrace my path! Thank you! Mahalo
Connie M says
I stumbled across this awesome website. Thank you for this opportunity to maybe get to Hawaii soon.
Clarissa H says
My mother will turning 90 and this will
be a dream come true. My husband is having serious health issues but God is a healer!! This trip will mean the world to us and always thank God for his blessings and we will cherish the moments plenty together and bless those who are also trying to win.
stephanie p says
My son is graduating this year form high school me and my husband work very hard but not enough to go to Hawaii I would love to be able to take him to Hawaii for a graduation present he’s a great kid that works hard in school 😁
Melissa G says
Thank you and I wish the best of luck to all those who entered. Everything sounds wonderful and someone will enjoy a fantastic trip.
John P says
I would give anything if I could have a chance to win a trip back to kauai Hawaii for am about too turn seventy seven this coming week as of today I”ve spent my birthday there ttwo years ago and I really hated to leave ALOHA
Debra H says
My dream yo see hawaii. I’m single mom took care of my 2 kids. Now I’m 64 & want see if I could get on section 8 or hud out there.I live in Denver CO have COPD pretty bad. Denver has the dirty air out of all the states.Hawaii would be really good for me and their lung institution too. I just want be able to get better where I don’t have to wear oxygen any more. I know some friends has moved there and their not even sick. My dream is 2 go 2 Hawaii for my dream and my health. Thank u Debi
Michelle G. says
We have three children and would love to enjoy traveling again!