The Grill  (Seaside dining) - The newly-opened Grill at Round Hill is situated just above the main bar and terrace of Round Hill, offering beautiful ocean views and direct breezes. The décor is in keeping with the classic Round Hill aesthetic of relaxed luxury. The whitewashed, simple décor is accented with local Jamaican art and black and white photos, adding a touch of the local and historic to the new restaurant space.

The new Grill dinner menu features a la carte entrees and sides including entrees from the ocean and the farm, along with a blend of classic Jamaican and traditional side dishes. Meats are served simple with a complementary garnish, typically free of sauce or other accompaniment, showcasing the quality of the product.

The Seaside Terrace

Three bars and lounges, including the Cocktail, Beach & Pool Bars

Weekly themed nights such as Monday's casual and barefoot beach BBQ

Friday's Jamaican Night with live entertainment

In-villa breakfast and specialty villa dining can be arranged.

Room service

Kid's club

• Foosball Table
• Pool Table
• Wii Console
• X-Box (including Rock Band)
• Karaoke
• 2 Cool Chairs (wired for music and games)
• Computer
• TV
• Board Games
• Books
• Computer
• Bean Bags

Oceanfront King View - Refreshing second-floor oceanfront room in the Pineapple House designed by Ralph Lauren with one four-poster king-sized bed 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 three people. Connecting rooms and meal plans available upon request.

Oceanfront Double View - Second-floor oceanfront room in the Pineapple House designed by Ralph Lauren with 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 three people. Connecting rooms and meal plans available upon request.

Oceanfront King Patio - First floor oceanfront room in the Pineapple House designed by Ralph Lauren with four-poster king-sized bed, 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 three people. Connecting rooms and meal plans available upon request.

Oceanfront Double Patio - First-floor oceanfront room in the Pineapple House designed by Ralph Lauren with 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 three people. Connecting rooms and meal plans available upon request.

Grand Pineapple Villa Suite - Grand Pineapple Suites feature the highest level of decor, setting, and views with over 2,000 square feet of luxurious living space, beautifully furnished living rooms and upgraded bathrooms. Each suite is unique in design and features a semi-private custom pool complemented by lush tropical landscaping. Grand Pineapple Villa Suites include personal housekeeping services along with breakfast prepared upon request (additional charge) and served in the villa suite each morning. Maximum occupancy is three persons. Meal plans available upon request.
Master Villa Suite- Extra large suite featuring upgraded custom furnishings, fabrics, and baths. Complete with 1,600 square feet of indoor/outdoor living space including air-conditioned bedroom, private living room, garden or verandah, and stunning views of the ocean. Located within a three, four, or five-bedroom villa with semi-private custom pool and lush landscaping. Villa Suite amenities include personal housekeeping services along with breakfast prepared upon request (additional charge) and served in the Villa Suite each morning. Maximum occupancy is three persons. Meal plans available upon request.

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

Classic Villa Suite - Designed in the original Round Hill-style, these villa suites feature classic Round Hill architecture and interiors. Classic Villa Suites have up to 1,000 square feet of indoor/outdoor living space including air-conditioned bedroom and semi-enclosed garden or verandah living room. Villa Suites include personal housekeeping services, breakfast prepared upon request (additional charge) and served in the Villa Suite, along with outdoor lawns and decks. Some Classic Villa Suites include a semi-private pool and may be available upon request. Maximum occupancy is three persons. Meal plans available upon request.
Luxury Villas - Luxury Villas are the most spacious and feature the highest quality furnishings, local or imported fabrics, dark woods or beautiful tile, oversized bathrooms, and stunning views of Round Hill Bay. Each Luxury Villa has a unique pool area and lush landscaping throughout the entire villa property. Bedrooms and open-air living rooms offer greater space for relaxation or gatherings. All feature the highest level of amenities including Wifi, iPod-docking stations, Elemis bath products, and are situated to feel private, exclusive and highly luxurious. The Luxury Villa selection includes: (one) two-bedroom villa, (two) three-bedroom villas, (three) four-bedrooms villas, (one) five- and (one) six-bedroom villa. The largest of them is among the most luxurious in Montego Bay, complete with HDTV's, Bose Surround Sound Systems, and a separate game room, while six Grand Pineapple Villa Suites set the bar for excellence among villas in Jamaica, including one with its own separate plunge pool.

Deluxe Villas - Deluxe Villas are three or four bedrooms in size, several of which are built into the hillside with multiple levels. Furnishings are upgraded, along with slightly larger bathrooms and closets. All feature private pools with lush landscaping so that almost every villa feels like a private home without any other villas nearby. Guests enjoy beautiful views of the ocean, more spacious outdoor areas, and beautifully landscaped lawns. Bedrooms are larger in size with air conditioning and ensuite bathrooms, and are more spacious both indoors and outdoors. Wifi is available in each villa, along with iPod docking stations and Elemis bath products.

Classic Villas - Classic Villas feature many of the original design elements on which Round Hill was built including beautiful checkered flooring, classic furniture, and simple yet elegant design elements. Furnishings and fabrics are continuously upgraded, yet retain the authentic indoor / outdoor feeling that was John Pringle's original vision. All bedrooms feature ensuite bathrooms and are completely air-conditioned. Classic villas range in size from two to four bedrooms, and most have private pools that are beautifully maintained and landscaped, all unique and original in design, size, and style. All Classic Villas feature outdoor decks, open-air living rooms and seating areas, and open manicured yards and lawns. Wifi is available in each villa, along with iPod docking stations and Elemis bath products.