After completing his military service, Chad Gates returns to his idyllic Hawaiian home, where his wealthy family owns a successful pineapple plantation. Against the backdrop of tropical beaches and the pressure from his status-conscious mother to join the family business, Chad aspires for a more fulfilling and independent life. He rebels against his mother's expectations and disappoints her by taking a low-paying job as a tour guide at his girlfriend Maile's agency. His mother, with her snobbish attitudes and ambitions for her son, struggles to understand Chad's desire to forge his own path and rejects his choices.

Chad’s new job leads to a series of adventures across the picturesque Hawaiian landscape. With his natural charm and singing talent, he becomes popular with his female clients, much to the chagrin of Maile. As the couple's relationship is tested, Chad must navigate the challenges of personal responsibilities and the repercussions of straying from the path laid out for him. He is torn between the expectations of his elite upbringing and the simpler, more fulfilling life he envisions with Maile. The pressure mounts as Chad's mother persistently attempts to steer him toward a more conventional way of life, undermining his relationship and forcing him to make a definitive choice about his future.