How many MICHELIN Keys does Round Hill have?

One. Round Hill holds one MICHELIN Key, the only one in Montego Bay.

Is Round Hill open after Hurricane Melissa?

Yes. The resort closed after the storm in October 2025 with minor damage and reopened on 8 December 2025.

Can we rent a whole villa at Round Hill?

Yes. The 27 villas have two to six bedrooms and can be rented whole, or in part as a suite.

Can SkyCourtage arrange the flight to Montego Bay?

Yes. We arrange Business and First Class seats on scheduled airlines and private jet charter to Montego Bay, with one final price, our margin included. The hotel is booked with the hotel or through our booking partner.

Four-star One MICHELIN Key Round Hill, about 25 minutes from MBJ, Montego Bay

Round Hill Hotel and Villas

A peninsula of 110 acres west of Montego Bay, with sixty-two rooms by the water and twenty-seven privately owned villas on the slope behind. Guests have been coming since 1953.

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Opens the hotel's own website. We have no arrangement with the hotel.

MICHELIN: One Key
Rooms: 62 rooms and 27 villas
Opened: 1953
From the airport: About 25 minutes from MBJ

The hotel

A plantation turned cottage colony.

The peninsula was once part of Lord Monson's Round Hill Estate, planted with sugar cane, coconuts, pimento and pineapples; the pineapple is still the resort's emblem. In the early 1950s the Jamaican-born John Pringle turned it into a resort, and the first guests came in 1953. Villas went up on the hillside, and their owners came too: Oscar Hammerstein owned Villa 12, and the Kennedys spent their honeymoon in Villa 10.

The villas are still privately owned and decorated by their owners, and Ralph Lauren keeps one of them. He also designed the interiors of Pineapple House, where the hotel rooms look over the bay. Hurricane Melissa closed the resort in October 2025; damage was slight, and it reopened on 8 December 2025. Josef Forstmayr has run the place for more than forty years.

The spa Treatment rooms in a restored eighteenth-century plantation house above the sea, with an open-air yoga pavilion nearby.
Villa life Two to six bedrooms, each villa with a semi-private pool and its own housekeeper, rented whole or as suites taken from a villa.
Evenings Dinner by the sea on the Seaside Terrace, a barbecue on the beach on Mondays, and long trousers for men on the other nights.

Rooms & suites

Pineapple House and the villas.

Hotel rooms face the bay from Pineapple House. The villas climb the hill behind, each one furnished by its owner.

On the water Oceanfront Balcony room About 43 square metres on the first floor, with a balcony over Round Hill Bay, a four-poster bed and Ralph Lauren Home furnishings.
Upstairs Ocean View room The same 43 square metres on the second floor, with cathedral ceilings, louvred windows and a deep soaking tub.
Private homes Villas Two to six bedrooms, privately owned and decorated, with staff on hand. Some can be booked as a single suite.

Dining

Light Caribbean cooking by the sea.

Venues as listed by the hotel and Forbes Travel Guide. Shown for information.

Seaside Terrace Jamaican and Caribbean Executive chef Martin Maginley
The Grill Modern Caribbean In the resort
Infiniti Pool Bar Cocktails Best around five, before sunset

Good to know

Before you go.

Arrival Check-in from 4 pm, check-out by 11 am. Early arrivals can change and use the resort while the room is made ready.
Children Welcome at any age. The Pineapple Club takes children from three to six, the 7-Up Club from seven to twelve.
Pets Not accepted.
Dress In the evening, long trousers and collared shirts for men; the Monday beach barbecue is casual.

Getting there

Flying to Montego Bay.

Sangster International in Montego Bay is about 25 minutes away by car, and the resort runs private transfers if booked ahead. Private jets also use Sangster, and the resort arranges the car from the executive terminal for jet and helicopter arrivals.

Business & First Class Scheduled flights Sangster is an airport of entry with customs and immigration on site, and has a single runway of about 8,700 feet. Traffic peaks between November and April, and again at Christmas, New Year and spring break. Request a fare Private Jet Private aviation Two handlers serve business aircraft, which park on a general-aviation apron away from the passenger terminal: Signature, and IAM Jet Centre, with its VIP terminal at the eastern end of the field. In peak weeks the ramp fills and slots may be required, so arrangements are best made well ahead. Request a jet

Approximate flying time by midsize jet to Montego Bay

Kingston 30 min
Grand Cayman 50 min
Miami 1 h 25
New York 3 h 35
London 10 h 20 long-range jet

Questions

What guests ask first.

How many MICHELIN Keys does Round Hill have?: One. Round Hill holds one MICHELIN Key, the only one in Montego Bay.
Is Round Hill open after Hurricane Melissa?: Yes. The resort closed after the storm in October 2025 with minor damage and reopened on 8 December 2025.
Can we rent a whole villa at Round Hill?: Yes. The 27 villas have two to six bedrooms and can be rented whole, or in part as a suite.
Can SkyCourtage arrange the flight to Montego Bay?: Yes. We arrange Business and First Class seats on scheduled airlines and private jet charter to Montego Bay, with one final price, our margin included. The hotel is booked with the hotel or through our booking partner.

Also in Montego Bay

Other hotels worth the trip.

Staying at Round Hill Hotel and Villas?

Book the room, then the flight.

Rates and availability come from the hotel itself. For the journey to Montego Bay, a Business or First Class seat or an aircraft of your own: tell us the date and we come back with one final price, our margin included.

Book with the hotel for Round Hill Hotel and Villas (opens in a new tab)

Business & First Private Jet

Opens the hotel's own website. We have no arrangement with the hotel.