Round Hill Jamaica


Pringle invited prominent American and European socialites, literati and artists to build private cottages on the property and to invest in the hotel. The property soon became the private haunt of style icons and socialites including Sir Noel Coward, Adele Astaire, Bill and Babe Paley, Lord and Lady Ednam and Oscar Hammerstein. Today, Round Hill retains that old-school glamour and operates on the same basis – each of the cottages is owned by individual “shareholders” chiefly from the US and Europe. When the owners are not in residence the cottages are available for rent either as villa suites or as full cottages. Round Hill is located just west of Montego Bay in Jamaica, West Indies.

Round Hill comprises 26 individually owned villas and the 36-room Pineapple House surrounded by 30 acres of lush tropical gardens. Recently renovated and designed by Ralph Lauren, The Pineapple House features 36 Oceanfront guestrooms overlooking the Caribbean Sea and the double infinity edge pool. The upstairs rooms have spacious vaulted ceilings and large louvered windows, which fold back to take full advantage of breathtaking views. The downstairs rooms have spacious patios or balconies.

The epitome of grandeur and elegance, Round Hill will impress and captivate all who visit.

Montego Bay, Jamaica

Originally opened in 1953, Round Hill Hotel and Villas was conceived by well-connected Jamaican-born entrepreneur, John Pringle, whose mother was a social fixture in Montego Bay.

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