Henry lives an enviable life in a Hawaiian paradise, spending every night with a beautiful tourist in search of an island fling. It's a sweet life with no strings attached, until he meets Lucy. He and Lucy hit it off from the get-go, but the next day she acts like she doesn't know him. Lucy has short-term memory loss so every night all memory of her day is erased. But a man in love will go to any lengths to win over the girl of his dreams, and if that means having to find imaginative ways of doing it over again every day, then Henry's up for the challenge.