About Hillside House on Round Hill
When Round Hill was only an undeveloped knob of lush green hillside rising over the sea, one man had the good fortune to have his choice of lots, and the wisdom to choose that piece of land most favored by the sun and prevailing tradewinds ... which also happened to have one of the most spectacular views in all the Caribbean. Read More
Introducing the all new Hillside House on Round Hill!
This new jewel will crown the top of legendary Round Hill. The site has always been a show-stopper, unrivaled in its views and trade winds. What’s new is the villa itself, recreated as a marvelous 5-Bedroom home by one of Jamaica’s most in-demand design teams, Architect Nancy Maffessanti and Interior Designer Sue Williams.
Thoughtfully designed for families … inviting, unpretentious, relaxed luxury for the good life.
The charm of Old Jamaica … the luxury of modern amenities.
- brand new 5th bedroom … original 4 bedrooms completely renovated.
- new Great Room opening to fabulous furnished balcony and world-class breathtaking view.
- 2 new glamorous master bedrooms on private downstairs level near pool.
- new bedroom verandahs.
- connecting suites for parents and children.
- 2 new dining areas.
- new outdoor shower.
- new fire pit.
- new coral stone floors.
- complimentary Wi-Fi throughout.
- tasteful new color palette of pure whites and blues.
- polished mahogany furniture.
- pickled shingle ceilings.
- expanded collection of fine art.
- new flat-screen Smart TV’s throughout.
- 4-seater transportation cart available for a fee.
- the same seasoned staff of 5: excellent cook, longtime butler, housekeeper, laundress, gardener.
- the same wonderful 20' x 40' private pool with 10-mile ocean view.
- Round Hill membership: complimentary beach, two connecting heated pools for parents & children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis, hair salon & spa, bars & restaurants, gift shops, water sports, Internet room, beach parties Mon-Wed-Fri.
- The Tryall Club membership: complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, Internet room, new Usain Bolt Games Room for kids, teens & adults, jogging trail, afternoon tea & Manager's Cocktail Party. For various fees: golf, tennis lessons, Happy Hour, hair salon & spa, bars & restaurants, boutique, motorized water sports, beach parties Mon-Wed-Fri.
For six decades, Round Hill has been the destination of choice for princesses, presidents and rock stars. Privately tucked into the east side of the hill, away and apart from all others, this extraordinary location is literally minutes from the amenities of the famous resort and less than half an hour from the international airport and Montego Bay.
A new Great Room will open wide to the piece-de-resistance, a broad furnished verandah overlooking an incredible ten-mile stretch of sea all the way to the distant view of the town of Montego Bay. Each night the lights of Montego Bay dance across the water, forming magic at this prize location. Candlelight dinners and after-dinner drinks on the verandah tempt guests to linger long to memorize the mesmerizing view and the joy of sea breezes before retiring to their individual suites.
All five bedrooms will provide state-of-the-art remote-control quiet air-conditioning, ceiling fans, cable televisions and en suite bathrooms with walk-in showers.
Four bedrooms will have their own outdoor sitting areas and spectacular views of the Bay and city lights of the town of Montego Bay across the water. The fifth bedroom opens to a private tropical garden with views through towering Pimento and Breadfruit trees to the sea beyond.
Downstairs Pool Terrace Level
Bedrooms 1 & 2
This level is dedicated to two large master suites which can connect at guests’ option. Both suites are spacious and private, each with a glorious 10-mile view over the sea. Each suite opens directly onto the lawn and pool terrace … and an even greater view of sky and sea. Truly breathtaking day and night.
Both of these Master Bedrooms offer traditional Jamaican kingsize beds. Both will have en-suite bathrooms with bathtubs and walk-in showers.
Upstairs Entrance Level
Queensize bed, en suite bathroom with walk-in shower. Doors to furnished verandah and spectacular view of the sea.
Optional kingsize or twin beds, en suite bathroom with octagonal walk-in shower louvered on three sides to enable both sea view and privacy. Doors to furnished verandah and that view. This bedroom connects to Bedroom 5 for convenient parent-child suite if desired.
Optional kingsize or twin beds, en suite bathroom with walk-in shower. Privately located on west side of villa. Opens to tropical garden courtyard with sitting area. Optional connection to Bedroom 4 via the private garden for convenient parent-child suite.
- 5 Bedrooms, 5 Bathrooms
- Sleeps 10 People
- 5 Staff
- Air Conditioning
- Children Welcome
- Fully Staffed Villa
- Golf Available Tryall Club, Half Moon, Cinnamon Hill, White Witch
- Internet Wireless
- iPod Dock(s)
- Hair Dryers
Beach Club & Resort Membership
- Round Hill (inside the gate)
- Tryall Club
- Connecting Bedroom(s)
- Kids Club Membership
- Complimentary Calls to the US, UK and Canada
- Computer or Laptop
- Wireless Internet Access
- Full Gym Nearby (walk, drive or take golf cart)
Golf and Tennis
- Golf on Site or Nearby
- Tennis Nearby
- Available for Weddings
- Helicopter Pad
- Spa on Site or Nearby
- Check-In: 3:00 PM
- Check-Out: 11:00 AM
- Beach: 1 minute to Round Hill beach via comp shuttle
- Town: 22 minutes via driver
- Airport: 22 minutes
Round Hill was chosen by Condé Nast Traveler for its Gold List of "the best places to stay in the whole world." Read Less
- 5 baths
- Air conditioning
- Pool: Heated
- Internet: High speed wireless
- CD Player
- DVD Player
- Round Hill membership: complimentary beach, two connecting heated pools for parents children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis, hair salon spa, bars restaurants, gift shops, water sports, Internet room, beach parties Mon-Wed-Fri
- The Tryall Club membership: complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, Internet room, new Usain Bolt Games Room for kids, teens adults, jogging trail, afternoon tea Manager's Cocktail Party. For various fees: golf, tennis lessons, Happy Hour, hair salon spa, bars restaurants, boutique, motorized water sports, beach parties Mon-Wed-Fri