Updated as of September 17, 2019. Enter Hawaii sweepstakes for a chance to win a free trip to Hawaii. Contests include Disney Aulani, a Hawaii cruise, plus $50,000 in cash. Enter these Hawaii sweepstakes now for a chance to be one of the lucky people who will be vacationing in the islands for free.
Who doesn’t want a free trip to Hawaii? Cheap flights to Hawaii can’t even touch winning the ultimate Hawaii sweepstakes.
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.
September 17: Win A Free Trip to Hawaii Sweepstakes
Omaze Win a Trip to Maui (New)
Grand prize: Trip for two to Maui. Includes airfare and accommodations.
Enter by: November 15, 2019.
Open to: Age 16 and over.
Miracle Ear Hawaii Cruise Giveaway
Grand prize: Nine day trip for two to Hawaii. Includes airfare to Honolulu, 7-night Hawaiian Islands cruise.
Enter by: October 31, 2019.
Open to: Legal residents of the US age 55 and over.
Freeform 30 days of Disney Sweepstakes/Aulani
Grand prize: Five day trip for two to Oahu. Includes airfare, and Aulani accommodations.
Enter by: September 30, 2019.
Open to: Legal residents of the US age 18 and over.
How to enter: Tune into Freeform, and watch for a special code word (there will be thirty (30) different code words available in total) during each night’s prime time movie.
PCH Hawaii $50,000 Sweepstakes
Grand prize: $50,000. This is a Hawaii themed contest paying cash.
Enter by: October 22, 2019.
Open to: Legal residents of the US and Canada (except Quebec) age 18 and over.
Polaris Road to Hana Sweepstakes
Grand prize: Three day trip for two to Maui. Includes airfare, accommodations and more.
Enter by: September 22, 2019.
Open to: Legal residents of the US and Canada (except Quebec) age 18 and over.
Blue Lizard Hawaii Sweepstakes
Grand prize: Seven day trip for four (two adults and up to two children) to Oahu. Includes airfare and accommodations.
Enter by: September 30, 2019.
Open to: Legal residents of the US age 18 and over.
Perfect Days Hawaii Sweepstakes
Grand prize: Six day trip for two to Maui. Includes airfare, condo, car.
Enter by: January 31, 2020
Open to: Residents of the US and Canada (except Quebec) age 21 and over.
Updated September 17, 2019.
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Sue says
Maui looks very inviting!
Pamela V. says
My deceased Husband was a Vietnam War Veteran with 4 Bronze Stars and a Navy Firefighter on Oahu in 1975-80 before returning to the Mainland. He died in a car crash in 2009. His ashes were returned with honors by the wonderful Honolulu Fire Department into the Ocean located from Makaha Beach. He was a surfer and loved this area. Our 21 year Son passed in 2012 from homicide and our Daughter passed this past January. I would love to return our children’s ashes and distribute them with their War Hero Father’s ashes.
I love your website.
Pamela V.
JT says
I live in Canada and am unable to enter the contests open to Canadians as the address field is only applicable to the States.
Thank you
Beat of Hawaii says
Hi JT.
Please see our prior response to this issue.
Aloha.
Michele says
Please this would be the vacation of our dreams. Single hardworking mama of 2 . I would love to be able to take my children on a real vacation. Thanks.
Sylvia R. says
I visited Hawaii 35 years ago. Last summer I suffered a severe brain hemorrhage. Thankfully l
I recovered but retired from my job teaching. I would love to see Hawaii once again.
Carol C. says
My husband and I were married on Kauai and he has passed away so would like to return to honor his memory!
Maria R. says
I won’t write a sobbing story of why I need this vacation because my reason is simple – I AM JUST SOOOOO TIRED of the daily grin. I need to be able to disconnect, to focus on replenishing my energy and literally stop and be present.
So, please help a sista our and bestowed this opportunity to me.
God bless,
Me
Jennifer H. says
Please choose me! I would LOVE to take my kids on an actual family vacation, and they’ve always begged to go to Hawaii. We live far away from my family so most vacations are about flying to visit them. Since it’s so expensive to fly 5 people, we never have much extra to go anywhere fun and it can be very frustrating. Thank you for your consideration!
JoAnn T says
Just wondering how Canadians can enter the contests open to them. When entering a Cdn. address there is no pop up for Provinces or Postal Codes. Only States and Zip Coes are available. Thanks.
Beat of Hawaii says
Hi Jo Ann.
If you read the PCH contest rules, Canadians need to enter offline.
Aloha.
Jessica says
Getting married in March 27 2020 . Would love to go for our honeymoon:) otherwise we won’t get to have a honeymoon for who knows how long. Money is tight.
Rhonda M. says
I would just love to treat my 3 kids who have never had a real vacation they deserve it for all they have been threw I would be forever grateful God bless
Stephen L says
I need this badley, ive been having problems with my girlfriend, i bwlieve this trip away would help us
Edna F. says
Please, I would be so grateful if if my husband and I were chosen the vacation for our 27th Wedding Anniversary which is September 6 for the past 5yrs we’ve experienced many Obstacles after him being laid off from his job after 15yrs so I decided its time for me to go back into the work Force in,2017 then January 4, 2018 I was admitted into the hospital total of 10 times also Flatline during Heart surgery I’m during better now this vacation Will mean the world to us.
Thanks
Leisha S. says
I need this BADLY!!
Leticia S. says
I want to see my grandbabies!!!