Olukai 2025 Ultimate Hawaiian Getaway – Win a Trip for 8 to O‘ahu

Imagine gathering your favorite people and escaping together to one of the most breathtaking destinations on Earth. The Olukai 2025 Ultimate Hawaiian Getaway Giveaway is here to make that dream a reality! This extraordinary sweepstakes offers you the chance to win an unforgettable 4-day/3-night tropical adventure to O‘ahu, Hawaii — for up to 8 people. It’s a once-in-a-lifetime experience designed for groups, families, or friends who want to soak in the beauty, culture, and aloha spirit of Hawaii.

From the moment you arrive, you’ll be surrounded by sweeping ocean views, lush landscapes, and warm island breezes. Whether your perfect getaway looks like lounging on pristine beaches, hiking scenic trails, exploring coral reefs, or savoring world-class Hawaiian cuisine, this trip gives your entire group the freedom to experience O‘ahu your way.

Olukai, inspired by the heart of the islands, is offering this extraordinary prize to share the magic and meaning of Hawaii with those who appreciate adventure, connection, and relaxation. With space for up to eight travelers, this is more than a vacation — it’s a shared memory in the making, filled with laughter, sunsets, and unforgettable moments.

If you’ve ever dreamed of discovering Hawaii with your favorite people by your side, now is your chance. Enter today and get ready to say ALOHA to paradise.

Limit: There are multiple chance to enter the giveaway. The minimum age limit to enter the giveaway is 18.

How to Enter in Free Hawaii Getaway Giveaway:

Online purchase entry:

During the Sweepstakes Period (November 21–December 24, 2025), each order placed on olukai.com automatically earns ten entries. Post-purchase bonus entries may be earned by following @olukai on Instagram, downloading the OluKai App, or subscribing to the brand’s email/SMS list, each action providing additional entries within the stated limits.

Mail-in entry (no purchase required):

Entrants may enter without a purchase by hand-printing their name, mailing address, phone number, date of birth, and email on a 3"×5" card and mailing it in an individually stamped envelope to: Olukai Sweepstakes, PO Box 180, Macedon, NY 14502-0180.

2025 Ultimate Hawaiian Getaway Giveaway Winner Selection:

A random drawing will be conducted on or about January 2, 2026 to select the potential winner from all eligible entries.

Olukai Hawaiian Vacation Giveaway Prizes:

1 Grand Prize Winner will win a 4-day/3-night trip to O‘ahu, Hawaii for up to 8 people, including:

• Round-trip economy airfare for up to 8 people
• 3 nights at Four Seasons Resort O‘ahu at Ko Olina (2 rooms; room & tax only)
• Footwear for up to 8 people
• Daily breakfast for the group

(ARV: $18,000)