New contests just added August 16, 2018. Enter Hawaii sweepstakes for a chance to win a free trip to Hawaii. There are twelve contests now in progress, so enter today, before you forget.
You may join the dozens of other lucky people who will be on their way to Hawaii for free. Who doesn’t love a free trip to Hawaii? Cheap flights to Hawaii don’t get better than this.
Hawaii sweepstakes spotlight.
In this round of Hawaii sweepstakes, we’re featuring trips to three islands, Big Island, Maui and Oahu, as well as cash payout contests with a total of $75,000 towards a dream Hawaii vacation of your choice.
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.
New Contests Added | Win A Free Trip to Hawaii Sweepstakes
Maui Jim Invitational Tournament Sweepstakes
Grand prize: Six day trip for two to Maui. Prize includes airfare and accommodations.
Enter by: October 31, 2018.
Open to: Residents of the US age 21 and over.
Grand prize: Four day trip for two to Maui. Prize includes $1,000 towards airfare and accommodations.
Enter by: August 29, 2018.
Open to: Residents of the US (except Hawaii) age 18 and over.
Embrace Your Aloha Sweepstakes
Grand prize: Four day trip for two to the Big Island. Prize airfare and accommodations.
Enter by: August 31, 2018.
Open to: Residents of Alabama, Alaska, Arizona, Arkansas, California, Colorado, Connecticut, Delaware, Florida, Georgia, Hawaii, Idaho, Illinois, Indiana, Iowa, Kansas, Kentucky, Louisiana, Maine, Maryland, Massachusetts, Michigan, Minnesota, Mississippi, Missouri, Montana, Nebraska, Nevada, New Hampshire, New Jersey, New Mexico, New York, North Carolina, North Dakota, Ohio, Oklahoma, Oregon, Pennsylvania, South Carolina, South Dakota, Tennessee, Texas, Utah, Vermont, Virginia, Washington, West Virginia, Wisconsin, Wyoming, age 21 and over.
Grand prize: Six day trip for two to Maui. Prize includes airfare and accommodations.
Enter by: October 31, 2018.
Open to: Residents of the US age 21 and over.
Hostess Angry Birds Sweepstakes
Grand prize: Five day trip for four to Oahu. Prize includes airfare and accommodations.
Enter by: September 28, 2018.
Open to: Residents of the US age 18 and over.
Pine-Apple-Rita Hawaii Flyaway Sweepstakes
Grand prize: Six day trip for four to Maui. Prize includes airfare and accommodations.
Enter by: August 18, 2018.
Open to: Residents of AL, AR, AK, AZ, CA, CO, GA, IA, ID, IL, IN, KS, KY, LA, MI, MO, MS, MT, NC, NE, NM, NV, OH, OR, SC, TN, TX, UT, VA, WA, WI, WV and WY who are 21) and over.
Grand prize: Five day trip for two to Maui. Includes airfare (120,000 Hawaiian Miles (valid for up to 2+ round trips to Hawaii on Hawaiian Airlines, depending on award selected) and accommodations.
Enter by: August 31, 2018.
Open to: Residents of the US age 18 and over.
Shark Week Swedish Fish Sweepstakes
Grand prize: Four day trip for four to Oahu. Includes airfare, accommodations, car rental and $800.
Enter by: September 30, 2018.
Open to: Residents of the US age of majority and over.
Win a 5 Night Luxury Hawaiian Getaway
Grand prize: Six day trip for two to Maui. Includes $600 towards airfare and accommodations.
Enter by: November 5, 2018.
Open to: Residents of the US age 18 and over.
PCH Hawaii $50,000 Sweepstakes
Grand prize: $50,000. This is a Hawaii themed contest paying cash.
Enter by: August 28, 2018.
Open to: Residents of the US age 18 and over.
Summer Concert Series Block Party Sweepstakes
Grand prize: $25,000. This is a Hawaii themed contest paying cash.
Enter by: August 20, 2018.
Open to: Residents of the US age 21 and over.
Note: Entry form works when you hit the submit button.
Perfect Days Hawaii Sweepstakes
Grand prize: Six day trip for two to Maui. Includes airfare, condo, car.
Enter by: January 31, 2019.
Open to: Residents of the US and Canada (except Quebec) age 21 and over.
Updated August 16, 2018.
Robert L says
My wife and I love Maui Kai condos. Have spent several vacations there. No longer can afford the cost of travel. The only chance to visit again would be to be lucky enough to win this contest.
Gavin N says
My Eyes were glued to this post thank you for sharing it
Robert L says
It would be great to take my Mom to Hawaii. This would be a great surprise trip!
Robert
Dorrie C says
Hi my name is Dorrie, I would love a free trip to Hawaii. I would be flying out of Mccarren airport in Las Vegas. I would be honored to receive all information regarding the possible free trip. I love the Mahalo lifestyle, and would love to retire in Kauai in the next 5 years. Thank you so very much for this invitation to enter.
Aloha,
Dorrie
Maria C says
It would be nice if the sweepstakes where open for all and not just US and Canada.
Us in europe would love to go to Hawaii too. 🙁
Caroline says
Thank you for the opportunity to apply to so many sweepstakes! Keeping my fingers crossed. x 🙂
debi m says
I would love to win a free trip to Hawaii… glad to participate .. aloha
Larry says
Never had a real honeymoon In our 10+ years marriage, this is a ultimate vacation to win. Thanks for the generosity and the chance to win.
Glenis says
Thank you so much for allowing us to participate in the sweepstakes.
Glenis.
Nicole says
Please grant my husband and I our never had honey moon not. To mention never had a vacation