Activities Hobbies Roxy - Waikiki Sweepstakes Here's a Chance to Win a Free Hawaiian Vacation Print Want more chances to win trips? Find vacations in the United States or chances to win trips abroad to find more sweepstakes like this one. Westend61 / Getty Images Hobbies Contests Dream Vacations Basics Tips and Tricks Win Money Win Electronics Home and Garden Lotteries Win Vehicles Jewelry and Clothing Types of Contests Creative Contests Scams Couponing Freebies Frugal Living Fine Arts & Crafts Astrology Card Games & Gambling Cars & Motorcycles Playing Music Learn More By Sandra Grauschopf Sandra Grauschopf Writer University of Maryland Sandra Grauschopf has been working in the contests industry since 2002. She is a passionate sweeper, with tens of thousands of dollars worth of prize wins to her name, and she has been sharing advice about how to be a winner for over a decade. Learn about our Editorial Process Updated on 05/06/22 Description: Enter to win a free trip to Hawaii from Roxy's Waikiki Sweepstakes. The prize includes a five-night hotel stay and airfare. Sweepstakes Links: Click Here to Enter this SweepstakesClick Here for the Official Sweepstakes RulesClick Here for the Sweepstakes' Home Page Note: If the sweepstakes entry link doesn't work for you, try entering through the home page and looking for a link to the sweepstakes. Category: Hawaii Sweepstakes, US Vacation Sweepstakes, Medium Sweepstakes, One Entry Sweepstakes, Canadian Sweepstakes Eligibility: USA and Canada, 18+ Start Date: March 01, 2022 End Date: September 30, 2022 at 11:59 p.m. PT Entry Frequency: One time per person/email/household Sweepstakes Prizes: Grand Prize: A trip for two to Waikiki Beach in Honolulu, Hawaii including airfare and a five-night stay at the Hilton Hawaiian Village Waikiki Beach Resort. (ARV: $4,800)