Ralph Lauren's famous quote, “I love places that transform us” certainly captures the essence of the iconic and historical Jamaican resort and villas- Round Hill. The prominent 100-acre peninsula was initially part of Lord Monson's Estate, which was originally a sugarcane plantation and later a coconut and pineapple grove. Vacation home and honeymoon destination for the Kennedy family, Paul Newman, Elizabeth Taylor, Alfred Hitchcock and Grace Kelley, Round Hill is known for it's understated elegance and time-honored, classical ascetics that will transform your state of being by its serene and relaxed beauty. The British colonial design and light and luxurious look makes you want to relax on a hammock and curl up reading a book by the pool.

Round Hill provides two options for your stay: Depending on your party-size and how much money you wish to spend, you can stay in one of the 36 deluxe Guest-rooms designed by Ralph Lauren himself at the Pineapple House or you can rent one of the 28 privately owned villas and pools. Each Villa is originally built and a beautifully appointed hideaway that is nestled at the edge of an underdeveloped tropical rain forest for maximum privacy. Individually stylized, both architecturally and with interior display, the villas are filled with exotic textures and worldly-inspired accents. The landscaped lawns and private pools are perfect for entertaining guests or vacationing with a larger family.

This award-winning, romantic Jamaican resort will captivate you with every turn and allow you to unwind after a long, hard work-week. Let the relaxation begin!

Tips & Suggestions: Avoid going summer months, as humidity and heat at times can become overwhelming. If traveling from New York, Jet Blue has a direct-flight, 3.5 hours from paradise.