St. John in the U.S. Virgin Islands is known as a quieter, more secluded retreat compared to St. Thomas, making it a favorite for celebrities seeking privacy. While many stars own vacation homes rather than living there year-round, famous residents and property owners have included country music superstar Kenny Chesney, who has a well-known affinity for the island and often features it in his music. Other notable figures who have spent significant time or owned estates on St. John include the late Robert Oppenheimer (whose family still has a legacy there) and various high-net-worth business leaders. In 2026, the island remains a "low-key" celebrity hub where stars like Oprah Winfrey or Richard Branson (who lives on nearby Necker Island) are occasionally spotted, though the local culture is famously protective of their privacy, allowing them to shop and dine without fanfare.