Trip To Hawaii Sweepstakes
Found 7 total
Enter to win the San Diego Magazine Alaska Airlines Round-Trip Tickets Giveaway.
Prize: 2 round-trip Alaska Airlines tickets from San Diego International Airport to anywhere Alaska or Hawaiian flies (1 winner).
Local San Diego California giveaway; tickets are non-transferable, blackout dates apply and travel must be by October 2027. Ends November 8, 2026.
To enter, tag a friend in the comments of the San Diego Magazine Instagram post (each tag is an entry).
Win $2,500 in value – San Diego Magazine Alaska Airlines Round-Trip Tickets Giveaway - Enter Now
Auto Value®/Bumper to Bumper® The Big Kahuna Getaway Sweepstakes is a sweepstakes that ends at 11:59 PM Central Daylight Time (CDT) on November 30, 2026. The sweepstakes will award a total of twenty‑five (25) Trip Winners who will receive a trip package to Honolulu, Hawaii valued at approximately $12,000 each. The Trip includes round‑trip coach airfare, six nights of hotel accommodations in a standard double‑occupancy room (room tax only), selected activities, and participation in meals and activities hosted by the Sponsor. The Trip will be provided to the Trip Winner and one (1) guest, both of whom must be at least 21 years of age at the time of the Trip.
- Twenty‑five (25) Trip Winners will be selected in three drawings: eight (8) winners in Drawing 1, eight (8) winners in Drawing 2, and nine (9) winners in Drawing 3.
- Thirty (30) First Prize winners will each receive a VISA Gift Card valued at $500 USD, with ten (10) winners selected in each drawing.
- Sixty (60) Second Prize winners will each receive a VISA Gift Card valued at $250 USD, with twenty (20) winners selected in each drawing.
- One hundred fifty (150) Third Prize winners will each receive a VISA Gift Card valued at $100 USD, with fifty (50) winners selected in each drawing.
Win $12,000 in value – Auto Value/Bumper to Bumper The Big Kahuna Getaway Sweepstakes - Enter Now
Marketplace Events invites you to enter the Marketplace Events Hawaii Build & Beach Sweepstakes. To participate, choose one of two entry methods: donate $25 USD or more to Habitat for Humanity International, or $25 CAD or more to Habitat for Humanity Canada, and complete the entry form, or mail a handwritten entry with your name, address, email, and phone number to the provided address (AMOE). Each entry method offers an equal chance of winning. The sweepstakes is open from December 9, 2025, to December 7, 2026, with a limit of one entry per person. The grand prize winner can choose from three options: a 10-day trip to Hawaii to participate in a build program, $3,000 cash, or a $3,000 donation to Habitat for Humanity Hawai'i Island. The approximate retail value of the grand prize is $5,000 USD. Enter to win this amazing prize, courtesy of Marketplace Events.
Win $5,000 in value – Marketplace Events Hawaii Build & Beach Sweepstakes - Enter Now
Enter the Choice Hotels Choice Privileges Sweepstakes for a chance to win exciting prizes. Choice Hotels International, Inc. is offering a grand prize deluxe vacation package to Hawaii, Las Vegas, or Orlando, including round-trip air transportation, 7-night accommodations, car rental, and 2,000,000 Choice Privileges Points, valued at $19,400. Alternatively, the grand prize winner can choose a $10,000 cash alternative. Additionally, 12 monthly prizes are available, each consisting of a 3-night stay at a Choice Hotels location, 100,000 Choice Privileges Points, a 5-day car rental, and a cruise, valued at $1,525. To enter, visit the website and follow the on-screen instructions, or use the alternate method of entry online without a mobile phone. Bonus entries are also available. The Choice Hotels sweepstakes is open to legal US residents 25 years or older, and winners must be Choice Privileges members. Enter now for a free chance to win, courtesy of Choice Hotels International, Inc. Giveaway begins on 5/1/26 at 12:00 AM ET and ends on 4/30/27 at 11:59 PM ET.
Win $37,700 in value – Choice Hotels Choice Privileges Sweepstakes - Enter Now
Enter the Hawaiian Bros Trip to Hawaii Sweepstakes for a chance to win an incredible prize package valued up to $3,500, courtesy of Hawaiian Bros. This free entry giveaway includes a trip to Hawaii with transportation, airfare, lodging, and exciting excursions, all taxes and fees covered. To be eligible, you must be 18+ years old, a US resident of one of 12 states, and not an employee of Hawaiian Bros Inc. or its affiliates. The promotion period runs from January 1, 2026, to December 31, 2026. Enter by making an eligible purchase at a participating Hawaiian Bros location or online at www.hawaiianbros.com. Hawaiian Bros will conduct one annual drawing to select a winner, who will be responsible for expenses exceeding the $5,000 limit and all taxes. With Hawaiian Bros, enter to win big and experience the beauty of Hawaii.
Win $3,500 in value – Hawaiian Bros Trip to Hawaii Sweepstakes - Enter Now
Enter to win the Hilton Grand Vacations Jackpot Sweepstakes - 13 Winners.
One Grand Prize winner receives a 7-night deluxe vacation for two to Hawaii, Las Vegas, or Orlando (round-trip airfare, Hilton accommodations, one-week car rental, destination gift up to $1,000, $1,000 spending money, and 2,000,000 Hilton Honors Points; ARV $18,600), or $10,000 cash.
Twelve monthly winners each receive a 3-night Hilton stay in the continental US (excludes HI and NY), 250,000 Hilton Honors Points, and $500 spending money (ARV $1,825 each), or $1,000 cash. Combined prize value $40,500.
To enter, visit the sweepstakes page, spin the wheel and complete the registration form for 50 entries, or use the free alternate method of entry at hgvsweepstakesamoe.com. Bonus entry opportunities may add 25 entries each. Must be a Hilton Honors member to win (free to join).
Open to US residents 25+ in the 50 states, DC, Puerto Rico, Guam, and the US Virgin Islands. Monthly winners are drawn around the 7th of each month. Ends January 31, 2027 at 11:59 PM ET.
Win $40,500 in value – Hilton Grand Vacations Jackpot Sweepstakes - 13 Winners - Enter Now
Enter the Alaska Airlines Customer Feedback Sweepstakes for a chance to win big. One lucky winner will be randomly selected each month to receive two round-trip tickets to any Alaska or Hawaiian destination in North or Central America, or Hawaii, valued at $1,750.
Win $15,000 in value – Alaska Airlines Customer Feedback Sweepstakes - Enter Now
