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Welcome to Jamaica

Hillside House

Round Hill, Montego Bay 


“ Hillside House is a dream vacation.                   service with an incomparable view” 



Come vacation at Hillside House and enjoy this recently renovated five bedroom masterpiece sitting on one of the most spectacular view sites in the Caribbean. Enjoy luxury, elegance and relaxation while lounging by your private pool overlooking Montego Bay. Enjoy exquisite Jamaican meals, which rival the finest restaurants on the island, and allow your personal butler to accommodate your every need. Hillside House sits within the secluded gates of the award winning Round Hill Resort and  just thirty minutes from the city of Montego Bay and  International airport.

Hillside House at Round Hill Resort

The Round Hill Resort is one of the finest old world Caribbean destinations, voted #1 in 2016 as the single finest in Jamaica by Travel and Leisure. Hillside House guests enjoy membership privileges including access to Round Hill’s beach, water sports, workout facilities, restaurants, bars, and use of the famed Tryall Golf course just five minutes outside Round Hill's gates. The unique experience of staying in a privately owned villa, while also having access to the Round Hill Resort make one's stay at Hillside House truly special. 


The staff at Hillside house make up its heart and soul. Visitors lack for nothing while in their care. The chef, Natalie, tailors each meal to satisfy the specific tastes of each guest. In his 30th year as the butler at Hillside House, Stanley continues  to pamper every visitors.  In addition,  Shielah and Ruth assure that the house and guest laundry are always clean, while Milton impeccably maintains  the family-sized  pool and lush grounds.

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