A remake of the 1969 madcap comedy starring Ryan O' Neal, based on the novel by Elmore Leonard & set in the lush tropical surroundings of Hawaii. Jack Ryan (Owen Wilson) is a small-time thief & conman who is determined to leave his life of crime behind him. But then he meets surfer-girl femme fatale Nancy (Sara Foster), who enlists his help in stealing $200, 000 from her real estate tycoon boyfriend
- Jack's former boss, Ray Ritchie (Gary Sinise). Along the way, Jack encounters a string of shady characters (played by Morgan Freeman, Bebe Neuwirth, & Charlie Sheen among others), & eventually finds himself at a moral crossroads where he must choose between the money, the girl... or the honourable path.