Why not try your luck again for an after quarantine trip. Enter these Hawaii sweepstakes now and perhaps you’ll be one of the ten lucky people vacationing in the islands on a future free Hawaii vacation.
Beat of Hawaii has no affiliation with any of these sweepstakes including who wins. Have fun and let us know if you’re entering, and especially if you are the next lucky winner! It’s happened before where one of our Beat of Hawaii readers had the winning entry.
As a reminder, read all the rules, since each contest is quite different. While some of these include other prizes, we have only listed the free Hawaii vacations.
How to enter. Click on the title of each sweepstakes/contest below to visit contest sites and complete entry forms. No purchase needed. 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 entering to win a free trip to Hawaii. That way they can avoid potential spam in their regular mailbox.
Win A Free Trip to Hawaii Sweepstakes as of January 10, 2020
Hawaiian Airlines Aloha From Above Sweepstakes
Grand prize: 160,000 HawaiianMiles from Hawaiian Airlines, which can be redeemed for up to four round trip tickets between the mainland and any Hawaiian island.
Enter by: January 24, 2021.
Open to: Legal residents of the US age 18 and over.
Tip: If you get frustrated trying to play the online game, save yourself some time and do this: email alohafromabovesweeps@dja.com with your first name, last name, phone number, and date of birth. Try the game first, however, and let us know how it goes for you. You have to find 5 locations and we could only find 3.
Omaze Choose Your Island Hawaii Sweepstakes
Grand prize: A 7-night trip for four to your choice of Big Island, Kauai, Maui or Oahu. Includes airfare, accommodations, plus $2,000 cash.
Enter by: January 14, 2021.
Open to: Residents of most countries (see rules) age 18 and over.
Win a Trip to the Billabong Hawaii House Sweepstakes
Grand prize: A 4-night trip for two to Oahu. Includes airfare and accommodations.
Enter by: January 15, 2021.
Open to: Legal residents of the US (except Rhode Island) age 18 and over.
Updated January 10, 2021.
© Photo by Beat of Hawaii at Hamoa Beach on Maui. One of Ernest Hemingway’s favorites.
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Milana A. says
Please
Joane P says
Aloha!
Thank you for gifting a chance to experience ‘heaven on earth’ during these uncertain times.
Mahalo.
Patricia P. says
First and foremost I want to thank you for taking the time and reading my comment, It means a lot to me and my true love. I want to take a little time to tell you a little bit about us. I am a disabled home partner. My fiancé works hard over 40 hours a week to take care of me because I got hurt at work and no longer can work. With only one income Its hard to come up with a dream wedding. I would love to give him. We would love to escape to Maui just the two of us and elope in Sept 2021 we have the ceremony paid for what’s hard to come up is the flights, accommodations and car rental. If only you could please help me in honoring Steven at our wedding I would be most appreciated to you all. Thank you so much for all you do.
Charnita C. says
I really need this vacation
William R says
I enjoy my time in Hawaii where I can interact for hours with my Spirit Animal, the Honu… my friends, as I have been told by Locals and much to the ire of my fellow Haoles who get upset by how the Honu like to follow me when I swim. Even more so when they come up the beach and lie near me.
Nothing more peaceful for me than a Hawaiian vacation on Maui.
I enjoyed the way the game worked with our having to wander over the Islands to locate the way points, exposing the attractions and complete the word – fun contest, win or lose!
D Cleezy says
Does anyone actually ever win these sweepstakes? Asking for a friend.
Victoria M says
Aloha!
Exhausted nurses looking for a dream vacation. I am an RN in a in-patient psychiatric hospital asking for your consideration in this amazing opportunity! Will be taking along 3 other coworkers also in dire need of time away from high stress job and the only mental health hospital that accepts COVID positive patients in the entire city of Green Bay, Wisconsin (land of the frozen tundra). 🥶
Thanks for reading my comment and good health to you and all those you love!
Victoria M
Joy B. says
I sure couldn’t get that game to work for me. Wasted a lot of time. Dang it!
Diane says
Aloha,
I found all five locations for the Hawaiian Airlines Sweepstakes, but it look a long time.
Thanks for your awesome honest news, I recommend you often.
Beat of Hawaii says
Hi Diane.
Thanks. Glad it worked.
Aloha.
Dave says
Why do you need to donate to enter
Char H says
Thank you BOH! I may never get to the islands,but I had fun finding Aloha in the contest. Your web site may be the closest to Hawaii I’ll ever get and it cheers me up during these troubled times.
Please stay safe
Char from the East Coast
Beat of Hawaii says
Hi Char.
Thanks. We hope you will be headed this way sometime.
Aloha.
Monica C says
I was able to find all five letters in the Hawaiian Airlines contest (doesn’t hurt to try, right?). I can’t wait to come back to your beautiful islands…would love to check out the Big Island! Much aloha to all; I hope you are doing well despite the pandemic. I admit I’m a little jealous that you gets to have the amazing experience of enjoying the islands sans tourists. 🌈🌊❤️
Cal B. says
The Hawaiian Air game was tricky but got them all!
Mahalo!
Roberta C says
Hawaii is my favorite place in the world. Thank you for this opportunity!
Candice S. says
Love Hawaii! My husband and I have been there once to Kona. Thank you!
Larry B says
Thanks
Caleb A. says
I found all 5!
It takes a lot of scrolling since you can’t zoom out very far…
Shawna B. says
Mahalo! Thanks for providing such awesome opportunities!
Steve M says
Eloping to Hawaii. Have our ceramony paid but trying to raise our flight, hotel and car money. Winning a trip to get married would be a blessing.
Steve M says
P.S Please and Thanks with all our hearts!!! Steve
Stacy says
Unfortunately it looks like only US citizens can enter the contest
Nikkola H. says
I’m nikkola h me and my family have never been on a family trip before ever! Wee could afford it . I’m 47 and never been anywhere like on a island before I would love to take my family somewhere . they never even been on a boat or a airplane thank you for this chance.
Donna B. says
Aloha!
Mahalo for the chance to win a Hawaiian Airlines trip to Hawaiian Islands!
The contest was fun… I just watched a TV show featuring Molokai… much more beautiful than I was aware…
I’m retired and would love to take three friends I worked with on a Maui vacation!
Mahalo!