Round Hill Hotel and Villas
Hopewell, Montego Bay, Jamaica
Location
Hopewell peninsula, Montego Bay
A 110-acre private peninsula near Montego Bay, with a 1950s-glamour address that has drawn Hollywood since 1952.
Transfer
A short Montego Bay transfer
Around 25 to 35 minutes from Montego Bay’s Sangster International.
Villas
Rooms & staffed villas
Around 137 total — 36 Ralph Lauren-designed oceanfront Pineapple House rooms and five suites, plus 27 private two- to six-bedroom villas, most with a pool and dedicated staff.
Best For
Who it suits
Couples, families and groups — from honeymoons and weddings to multi-generational villa buyouts and executive events.
Board Basis
Bed & breakfast
A bed-and-breakfast base, with staffed villas offering a private cook.
About the Resort
1950s glamour on a private peninsula
Round Hill spreads across a 110-acre private peninsula near Montego Bay, a 1950s-glamour address where JFK and Jackie honeymooned and Ralph Lauren designed the Pineapple House rooms — he owns a villa on the estate. The thirty-six oceanfront rooms pair with twenty-seven staffed two-to-six-bedroom villas, most with a private pool, cook and butler. An oceanfront spa, five clay tennis courts, a kids' club and Monday beach dinners round out a stay rooted in old-Jamaica elegance.
Accommodation
Rooms & staffed villas
Thirty-six oceanfront rooms plus twenty-seven private villas.
Entry
Pineapple House Oceanfront Room
Sleeps two, four-poster king. A Ralph Lauren-designed room of around 460 square feet with high ceilings and either fold-back louvered windows or a private patio, with ocean views.
Ralph Lauren designOceanfront
Suite
Pineapple House Suite
Sleeps two, king. One of five suites with a separate sitting area and sea views.
Sea viewOnly five
Villa
Two- to Four-Bedroom Staffed Villa
Sleeps four to eight. A dedicated butler and cook, a private pool on most, and open-air terrace dining with hillside sunset views.
Private cookMost with pool
Group
Five- to Six-Bedroom Staffed Villa
Sleeps up to twelve. Full villa staff, a private pool and larger living and dining space.
Full staffGroups
Signature
Villa 14
Sleeps large groups. The 2024 flagship across a Main House, Tree House and One-Bedroom South, with floor-to-ceiling folding glass and a dedicated staff building.
New flagshipTop villa
Food & Drink
Dining
Modern Caribbean dining with an on-site organic garden.
Fine dining
Main Restaurant
Modern Caribbean by Exec Chef Martin Maginley, from the organic garden.
Beach
Beach Restaurant
Casual dining with Monday beach dinners.
Bar
Ralph Lauren Bar
A Ralph Lauren-designed bar.
Wellbeing
Oceanfront spa
An oceanfront spa with seven treatment rooms and an adults-only pool and beach.
Seven treatment rooms
An oceanfront spa setting.
Five clay courts
Har-Tru tennis on the peninsula.
Family programme
A kids’ club and family activities.
Activities & Experiences
Signature Experiences
Old-Jamaica iconic glamour.
Ralph Lauren rooms
The designer owns a villa here.
JFK heritage
Where the Kennedys honeymooned.
Staffed villas
A private cook and butler.
Monday beach dinners
A long-standing tradition.
A private peninsula
110 acres of elegance.
Getting There
Location & Transfers
By road
About 25–35 minutes from MBJ
A short transfer from Sangster International.
By air
Heli from Kingston
Helicopter transfers available.
Guest Reviews
What Our Clients Say
★★★★★
“The most extraordinary place I have ever stayed. Nothing prepares you for the depth of the silence, the beauty of the reef, or the sheer generosity of the experience.”
✓ Verified via feefo
★★★★★
“We’ve stayed here three times now. The house reef has no equal. The stargazing was, genuinely, one of the most moving experiences of my adult life.”
✓ Verified via feefo
★★★★★
“I had stayed at Four Seasons, One&Only and Velaa before visiting Round Hill Hotel and Villas. They are all magnificent. But this is different in a way that is hard to articulate.”
✓ Verified via feefo
Good to Know
Good to know
Board basis
- Bed-and-breakfast; villas offer a private cook.
Heritage
- Hollywood and JFK heritage since 1952.
Groups
- Staffed villas for families and buyouts.
Getting there
- Around 25–35 minutes from Montego Bay.
Book This Property
Start Planning Your Round Hill Hotel and Villas Stay
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Tell us about your stay
Dates, party size, villa preference and budget.
Destination
Dates & party
Date flexibility
Adults
2
Children
0
Budget & accommodation
Budget per person (flights + hotel)
£4,500
£500£50,000+
Villa preference
Flights
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