Round Hill Hotel and Villas

"Stay at the Round Hill Hotel and Villas to get a feel for the island's barefoot luxury." - Travel + Leisure Editors

"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

"When you stay in a villa at Round Hill as I was lucky enough to do this past June, your breakfast is made and served mere footsteps from your bedroom—filling out the menu slip and leaving it in the kitchen are the only tasks that fall to you. ... But nothing does it for me quite like Jamaica’s national dish—ackee and saltfish, fried dough on the side."

"It’s easy to imagine that very little has changed at this 1950s-era resort since John F. Kennedy absconded to Cottage 25 to chip away at his inaugural address and Oscar Hammerstein wrote The Sound of Music while taking in the killer ocean views. The green-striped awnings shading vast terraces and the interiors’ cream-colored paneling offset by dark wood, along with the tea and sandwiches served at four sharp every afternoon, enhance that caught-in-time feeling. That in recent years Ralph Lauren had a major hand in the design is a delightful nonsurprise, with a playful preppiness on display at every turn, like the bar with its deep booth benches upholstered in navy and white stripes and photos of bygone guests, like Warren Beatty, covering the walls." - CNT Editors

"It’s easy to imagine that very little has changed at this 1950s-era resort since John F. Kennedy absconded to Cottage 25 to chip away at his inaugural address and Oscar Hammerstein wrote The Sound of Music while taking in the killer ocean views. The green-striped awnings shading vast terraces and the interiors’ cream-colored paneling offset by dark wood, along with the tea and sandwiches served at four sharp every afternoon, enhance that caught-in-time feeling. That in recent years Ralph Lauren had a major hand in the design is a delightful nonsurprise, with a playful preppiness on display at every turn, like the bar with its deep booth benches upholstered in navy and white stripes and photos of bygone guests, like Warren Beatty, covering the walls. From $875. —Charlie Hobbs" - CNT Editors