December Win A Free Trip to Hawaii Sweepstakes

New contests as of December 2018. Enter Hawaii sweepstakes for a chance to win a free trip to Hawaii. There are eight Hawaii contests now in progress. Some end as soon as this week, 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 can’t even touch winning a free trip to Hawaii.

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.

December Win A Free Trip to Hawaii Sweepstakes

Reyn Spooner Hawaiian Getaway

Grand prize: Six day trip for two to the Big Island. Prize includes airfare and accommodations.
Enter by: December 14, 2018.
Open to: Legal residents of the US age 18 and over.

Indulge and Adventure in the Lush Paradise of KauaiContest

Grand prize: Five day trip for two to Kauai. Prize includes airfare and accommodations.
Enter by: January 7, 2019.
Note: To enter for free, go to the campaign page on https://omaze.com and scroll down to the bottom. See the “Alternative Method of Entry” link. Click it and fill out the form before the deadline.
Open to: Legal residents of the US.

Billabong Hawaii House Sweeps

Grand prize: Five day trip for two to Oahu. Prize includes airfare and accommodations.
Enter by: January 15, 2019.
Open to: Legal residents of the US (except Rhode Island) age 18 and over.

Diamond Resorts Hawaii Sweepstakes

Grand prize: Eleven seven day trips for two to Hawaii (island of your choice), or other destination. Prize includes up to $1,000 airfare, accommodations and $300 cash.
Enter by: September 2, 2019.
Open to: Legal residents of the US except those residing in ID, NE, NJ, PR, WV, and US territories.

Plantsnapping in Hawaii Contest

Grand prize: Six day trip for two to Hawaii. Prize includes airfare and accommodations.
Enter by: January 5, 2019.
Open to: Legal residents of the contiguous US age 18 and over.

PCH Hawaii $50,000 Sweepstakes

Grand prize: $50,000. This is a Hawaii themed contest paying cash.
Enter by: February 25, 2019.
Open to: Residents of the US age 18 and over.

Wanderlust From Aloha to Adventure

Grand prize: Five day trip for two to Oahu. Prize includes airfare (as 80k Hawaiian Airlines HawaiianMiles and accommodations.
Enter by: December 19, 2018.
Open to: Legal residents of the contiguous 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, 2019.
Open to: Residents of the US and Canada (except Quebec) age 21 and over.

Updated December 11, 2018.

Beat of Hawaii photo on Kauai.