Moon Over Miami

A quick-witted social climber who enlists her sister and aunt in a plan to marry well after learning her inheritance is smaller than expected. She leads the Miami trip and disguises herself in pursuit of romance, balancing deception with genuine feeling. She ultimately falls for Phil O'Neil while navigating the consequences of her schemes.

Kay's sister who becomes a partner in the scheme and falls for Jeff. She helps by posing as Kay's secretary while Aunt Sue plays the maid, creating a tangled web of deception. Her own romance with Jeff develops alongside Kay's, highlighting loyalty amid flirtation.

The Latimer household cook who orchestrates the ruse and accompanies the trio to Miami. She keeps the plan moving with good humor and maternal intuition, providing a steadying presence amid the chaos. Her role blurs lines between authority and comedy as romance blooms.

A bartender who professes hatred of fortune-hunters but quickly becomes entangled with Susan and the scheme. He overhears the women discussing their plan and uses it as leverage in a bid to win Susan's heart. He eventually acts as a wildcard that tests the couples' feelings.

Heir to the O'Neil Mines and a rival in love with Kay, Jeff brings wealth and charm to the romance. He pursues Kay at the party, while Barbara falls for his friend Jeff. His wealth and business burden the relationship until the truth about love prevails.

Heir to the O'Neil Mines who is secretly broke, yet generous and earnest. He falls for Kay and volunteers to be Jeff's best man, revealing a crucial switch from fortune-hunter to sincere partner. His honesty and humor help Kay learn what truly matters in love.

Hotel manager of the Flamingo who oversees the resort's social machinery. He maintains order during the lavish parties and ensures the masquerade of romance proceeds. His presence anchors the setting's glamorous, melodious mood.

Boulton's loyal butler who represents the accommodating staff of the resort. His interactions add a touch of class-conscious humor to the misadventures. He stays in the background as the plot unfolds.

A background adult character who operates within the hotel and social scene. He serves as a steady presence amid the romantic chaos. His role cements the film's depiction of mid-century service class life.

Jeff's father, a businessman who embodies the old-money, risk-averse generation. He looms over the island party and shapes the stakes of the men competing for Kay's hand. His approval or disapproval drives tension in the plot.

A supporting character who rounds out the resort crowd with her own social ambitions. She adds extra color to the Miami party circuit and helps move the story toward its upbeat, communal ending.