Olive Torres is accustomed to a life of misfortune, in stark contrast to her seemingly blessed twin sister, Ami, who has financed her wedding through contest winnings. However, when Olive's nemesis, Ethan Thomas, and she are the only ones unaffected by food poisoning at Ami's wedding, they find themselves with an unexpected opportunity: a free honeymoon in Maui. Reluctantly agreeing to pretend as the married couple, Olive and Ethan embark on a ten-day trip to paradise. As the charade continues, Olive discovers that playing the part of a smitten newlywed isn't so bad, and perhaps her unlucky streak might just be coming to an end. Over sun-drenched days and captivating nights, Olive's heart begins to beat to the rhythm of what feels suspiciously like love, challenging all her previous notions of fortune and fate.