"Dating all the way back to the 18th century when it operated as a farm, Round Hill opened as a hillside resort in 1953. The 100-acre grounds feature a lovingly restored plantation house, ocean-view villas, suites, and rooms as well as a strip of soft white sand coastline with vibrant coral reefs. In the rooms, interiors have a clean and sophisticated aesthetic for which their designer—and frequent guest—Ralph Lauren is known. This sprawling stay is an ideal option for families, with an array of kid-centric activities, clubs, and dining options, as well as an on-site nanny program. Dining here is also a curated experience, with much of the organic produce grown on the hotel's grounds. Expect fresh Caribbean fare along with great vegan and vegetarian options." - Ruth C. White
