Number of Rooms: 36 Oceanfront Guestrooms, 27 Multi-Bedroom Villas and 5 One Bedroom Suites.

Ocean View Room

Refreshing second-floor ocean view room in the Pineapple House designed by Ralph Lauren with one four-poster king sized bed or two four poster double beds and 460 square feet of space. Louvered windows provide stunning views of Round Hill Bay and the Caribbean. High ceilings complement luxurious island contemporary décor. Room amenities include Elemis bath products, coffeemaker with Jamaican Blue Mountain coffee, iPod docking stations, in-room safe, air conditioning, ironing board, Waterworks-designed bathroom with double sinks, deep soaking tub, and separate rain shower. Maximum occupancy is 3 people. Connecting rooms or meal plans available upon request.

Oceanfront Balcony Room

First floor oceanfront room in the Pineapple House designed by Ralph Lauren with one four-poster king sized bed or two four poster double beds , 460 square feet of indoor space, and private walk-out sitting patio complete with stunning views of Round Hill Bay and the Caribbean. Luxurious island contemporary décor is complemented by Elemis bath products, coffeemaker with Jamaican Blue Mountain coffee, iPod docking stations, in-room safe, air conditioning, ironing board, Waterworks-designed bathroom with double sinks, deep soaking tub, and separate rain shower. Maximum occupancy is 3 people. Connecting rooms or meal plans available upon request.

One Bedroom Suite with private pool

These spacious suites include up to 1,400 square feet of indoor/outdoor living area. The One Bedroom Suite includes air-conditioned bedroom, semi-enclosed living room, a garden or verandah and  custom designed pool, surrounded by lush tropical landscaping. One Bedroom suite amenities include personal housekeeping services along with breakfast prepared upon request (additional charge) and served in the One Bedroom Suite each morning. Maximum occupancy is 3 persons. Meal plans available upon request.

3 Bedroom Class Villa with Private Pool

The Three Bedroom Classic Villas with private pool are nestled on the hillside. Beautifully decorated by owners, you may find wicker, mahogany or bamboo furniture, slipcovers and beautiful tile and wooden floors. Bedrooms may be closed off and air-conditioned. Living rooms convey a very light, Caribbean feel with the trade winds passing through it. Each villa features great privacy, beautiful tropical gardens and pool decks. Laid back elegance in a tropical and stylish setting. Amenities: Bathtub with shower, or separate bath tub and shower, air-conditioned bedrooms, and ceiling fans, hair dryer, telephones with direct dial, refrigerator in existing kitchen or on request in suite/room, radio with CD player, double beds or king size beds; access to WIFI.

4 Bedroom Classic Villa with Private Pool

Four Bedroom Classic Villa with private pool, nestled on the  hillside. You may find wicker, mahogany or bamboo furniture, slipcovers and beautiful tile and wooden floors. Bedrooms may be closed off and air-conditioned. Living rooms convey a very light, Caribbean feel with the trade winds passing through it. Each villa features great privacy, beautiful tropical gardens and pool decks. Laid back elegance in a tropical and stylish setting. Amenities: Bathtub with shower, or separate bath tub and shower, air-conditioned bedrooms, and ceiling fans, hair dryer, telephones with direct dial, refrigerator in existing kitchen or on request in suite/room, radio with CD player, King bedded master bedroom along with a combination of several double bedded and king size bedded rooms; access to WIFI.

3 Bedroom Signature with Private Pool

Signature 3 Bedroom Villas at Round Hill feature indoor/outdoor island living at its best. Expansive open-air living rooms flow into large patios with incredible views of the Round Hill Bay, while tropical breezes waft by vibrant flowers. Each are uniquely designed and exclusively decorated with artefacts from past travels, one-of-a-kind pieces and custom artwork, bringing out the individuality of each villa. Upscale amenities afford all the luxuries of home while you are away, and all Luxury Villas boast secluded, private pools nestled amongst lush gardens.

4 Bedroom Signature Villa with Private Pool

The Signature 4 Bedroom Villa features modern Caribbean decor and one or more private pools, nestled on hillside. All feature spacious lawns and pool decks, dedicated staff including cottage housekeepers that can prepare breakfast each morning, for an extra charge, along with a dedicated landscaper.

5 Bedroom Signature Villa with Private Pool

The 5 Bedroom Signature Villas with private pool are nestled on hillside; approximately 5700 sq.ft. of space. Beautifully designed and with spacious pool decks, dedicated staff including cottage housekeepers that can prepare breakfast each morning, for an extra charge, along with a dedicated landscaper.
Villas are beautifully decorated by individual owners to Round Hill’s standards. You may find wicker, mahogany or bamboo furniture, slipcovers and beautiful tile and or wooden floors. Bedrooms are closed off with air-condition. Living rooms convey a very light. Each villa features great privacy, beautiful tropical gardens and pool decks. Laid back elegance in a tropical and stylish setting. Villa suites feature either a king-sized bed or two twin beds some of which can be transformed in king sized bed.

Villa Amenities:

• Private pool surrounded by lush, secluded tropical landscaping
• Open-air living spaces with bedrooms that may be closed off and air-conditioned
• Wi-Fi & iPod-docking stations
• In-room safe
• Dedicated housekeeping staff
• Made-to-order breakfast prepared in villa each morning
• Blow dryer in bathroom
• Pillow menu: Bed rest, snore stopper, maternity, down, feather

6 Bedroom Signature Villa with Private Pool

The 6 Bedroom Signature Villas represent the highest quality of design, décor, and setting at Round Hill. The largest of the villas and is among the most advanced and luxurious in Montego Bay, complete with HDTV’s, Bose Surround Systems, separate game room, and six suites each with over 2,200 square feet of indoor and outdoor space.

This villa feature private pool, beautifully designed and with spacious lawns and pool decks, dedicated staff including cottage housekeepers that can prepare breakfast each morning, for an extra charge, along with a dedicated landscaper.

5 Bedroom Estate Luxury Villa with Private Pool

Round Hill's top award-winning Estate Villa feature the epitome of excellence in design, furnishings and amenities. Custom designed to offer spacious comfort and truly maximize indoor/outdoor living, with two inviting pools and several outdoor showers. Bedrooms feature sumptuous linens, large ensuite bathrooms with upscale amenities, and may be closed off and air-conditioned for comfort. Outdoor game room outfitted with pool table and bar games to mahogany-lined library, Multiple levels seamlessly coexist within the tropical landscape, as lush gardens and breath-taking views of the Caribbean Sea are found around every turn.

Villa Amenities:

• Private pool surrounded by lush, secluded tropical landscaping
• Open-air living spaces with bedrooms that may be closed off and air-conditioned
• Wi-Fi & iPod-docking stations
• In-room safe
• Dedicated housekeeping staff
• Made-to-order breakfast prepared in villa each morning
• Blow dryer in bathroom
• Pillow menu: Bed rest, snore stopper, maternity, down, feather

6 Bedroom Estate Villa with Private Pool

Round Hill's most exquisite accommodation, This award-winning villa feature the epitome of excellence in design, furnishings and amenities. Custom designed to offer spacious comfort and truly maximize indoor/outdoor living, with three inviting pools and several outdoor showers. Bedrooms feature sumptuous linens, large ensuite bathrooms with upscale amenities, and may be closed off and air-conditioned for comfort. From game rooms outfitted with pool tables and bar games to mahogany-lined libraries, this class of villa leaves no detail untouched. Multiple levels seamlessly coexist with the tropical landscape, as lush gardens and breath-taking views of the Caribbean Sea are found around every turn.

Villa Amenities:

• Private pool surrounded by lush, secluded tropical landscaping
• Open-air living spaces with bedrooms that may be closed off and air-conditioned
• Wi-Fi & iPod-docking stations
• In-room safe
• Dedicated housekeeping staff
• Made-to-order breakfast prepared in villa each morning
• Blow dryer in bathroom
• Pillow menu: Bed rest, snore stopper, maternity, down, feather

2 Bedroom Classic Villa no Pool

The Classic Two bedroom Villas with no pool are nestled on hillside. You may find wicker, mahogany or bamboo furniture, slipcovers and beautiful tile and wooden floors. Bedrooms may be closed off and air-conditioned. Living rooms convey a very light, Caribbean feel with the trade winds passing through it. Each villa features great privacy, beautiful tropical gardens and decks. Laid back elegance in a tropical and stylish setting. Amenities: Bathtub with shower, or separate bath tub and shower, air-conditioned bedrooms, and ceiling fans, hair dryer, telephones with direct dial, refrigerator in existing kitchen or on request in suite/room, radio with CD player, double beds or king size beds; access to WIFI.

Map / Location

Nearby airports:

• Montego Bay [Sangster], Jamaica (8 miles, 30 minutes by car)