A true icon among Jamaica’s hotels and resorts, Round Hill began in the early 1950s on a 100-acre peninsula once planted with sugarcane, coconuts, pimento, and the pineapple groves that inspired its signature emblem. While the island was already known to a discerning few, founder John Pringle, a devoted Jamaican, and his famous model wife Liz imagined something entirely different: a sanctuary where the world’s most glamorous, talented, and influential people could escape. Liz’s presence drew the world’s leading photographers, who came to capture her—and the breathtaking backdrop—on film, helping to cement Round Hill’s reputation as a place of beauty and elegance. Over time, this quiet stretch of coastline became something far more remarkable: the Caribbean retreat where the world learned to jet-set.