Olukai 2025 Ultimate Hawaiian Getaway - Win a 4-Day Trip for Up to 8 People
Win a group Hawaiian escape courtesy of Olukai, a 4-day, 3-night trip to Oʻahu for up to eight people. Prize covers round-trip coach airfare for up to eight, two hotel rooms at Four Seasons Resort Oʻahu at Ko Olina, daily breakfast for the group, and Olukai footwear for each traveler. This one is built for families, friend groups, or anyone who wants to share a true island experience.
Who can enter
Open to legal residents of the 50 United States.
Entrants must be at least 18 years old at time of entry.
Multiple chances to enter are available, subject to the entry method rules.
Key dates
Entry period opens, November 21, 2025.
Entry period closes, December 24, 2025.
Winner selection, on or about January 2, 2026.
Posted date, November 22, 2025.
Approximate prize ARV, $18,000.
How to enter
Online purchase entry - During the Sweepstakes Period, place an order at olukai.com. Each qualifying order automatically earns ten entries. Additional bonus entries may be awarded for following Olukai on Instagram, downloading the Olukai app, or subscribing to email or SMS lists, each action providing extra entries within stated limits.
Mail-in entry, no purchase required - Hand-print your full name, mailing address, phone number, date of birth, and email on a 3" x 5" card, place it in an individually stamped envelope, and mail to:
Olukai Sweepstakes
PO Box 180
Macedon, NY 14502-0180
Each properly mailed card counts as one entry.
Prize package
One grand prize winner will receive a 4-day, 3-night trip to Oʻahu, Hawaii for up to eight people, including:
Round-trip coach airfare for up to 8 people.
Three nights at Four Seasons Resort Oʻahu at Ko Olina, two rooms, room and tax only, double occupancy.
Footwear for up to 8 people from Olukai.
Daily breakfast for the group.
Approximate Retail Value for the prize package: $18,000.
Winner selection and notification
A potential winner will be selected by random drawing from all eligible entries on or about January 2, 2026. The potential winner must comply with verification and prize claim steps in the official rules, and travel arrangements are subject to sponsor scheduling and blackout dates.
Entry limits and important rules
Multiple ways to earn entries are available, but each method has its own limits and rules - follow the sponsor’s instructions for how many entries each action provides.
Entrants must meet age and residency requirements.
Entries that are incomplete, fraudulent, or noncompliant will be disqualified.
Winner is responsible for any taxes, passport or visa requirements, incidental expenses, and any travel upgrades beyond the prize description. See the sponsor’s official rules for full terms.
