Request a quote

Round Hill Hotel and Villas

Jamaica · 7 nights, Room Only with flights from £2950pp
Every 5th Night Free & if you stay 14 nights you get 3 nights free!

Overview of Round Hill

Originally opened in 1953, Round Hill Hotel and Villas was conceived by well-connected Jamaican-born entrepreneur, John Pringle. Pringle invited prominent American and European socialites, literati and artists to build private cottages on the property – formerly a pineapple grove – and to invest in the hotel. The property soon became the private haunt of style icons and the jet set including Sir Noel Coward, Adele Astaire, Bill and Babe Paley, Lord and Lady Ednam and Oscar Hammerstein. Today, Round Hill retains that old-school glamour and operates on the same basis – each of the villas is owned by individual “shareholders” chiefly from the U.S. and Europe. When the owners are not in residence, the villas are available for rent as private vacation residences.

  • 1 main pool
  • 2 Restaurants
  • 23000 square-foot fitness center and yoga pavilion
  • 3 Bars
  • 5 tennis courts including 3 Har-Tru surface courts
  • Beauty Salon
  • Golf (nearby)
  • jogging trail with FitTrail® exercise stations
  • no television in rooms
  • Organic vegetable garden
  • Spa

Round Hill is located just west of Montego Bay in Jamaica, West Indies on the island’s north coast.The resort is a twenty-minute drive from Sangster International Airport (MBJ). Often referred to as “MoBay,” Montego Bay is the second largest city in Jamaica by area and the fourth by population (after Kingston, Spanish Town and Portmore).

Round Hill comprises 26 individually owned villas ranging from 2-6 bedrooms and 36 ocean-room Pineapple House surrounded by 30 acres of lush tropical gardens.

The villas feature comfortable in-door outdoor living, with spacious airy living rooms, verandas and magnificent views. Most of the villas have private pools. Each villa bedroom has its own en-suite bathroom and terrace. Guests may book a complete villa with private pool and dedicated staff.

Designed by Ralph Lauren, The Pineapple House features all oceanfront rooms, overlooking the Caribbean Sea and the double infinity edge pool. First floor rooms have large louvered windows, which fold back to take full advantage of breathtaking views, ground floor rooms have patios or balconies.


The Pineapple House

Each one of our ocean-view rooms, uniquely designed by Ralph Lauren, boasts unrivaled views of the Caribbean Sea and our tropical surroundings, capturing the quintessential Jamaican style. Only steps away from our golden sand beach and infinity pool, the upper-level rooms feature towering cathedral ceilings and louvered windows, whilst the lower-level rooms offer secluded balconies, perfect for savoring that first cup of Jamaican Blue Mountain coffee.

  • Ocean View King Room
  • Ocean View Double Room
  • Ocean Front Balcony King Room
  • Ocean Front Balcony Double Room

One Bedroom Suites

Nestling into the hillside, surrounded by lush foliage and brightly colored tropical blooms, the spacious and uniquely designed One-Bedroom Suites offer beautiful, elevated views of the Caribbean Sea. These Caribbean inspired luxury One-Bedroom Suites offer luxurious living and include spacious and exquisitely furnished bedrooms with king-size bed, separate living room for true indoor/outdoor living, with spectacular views of Round Hill Bay. Luxurious and spacious bathrooms, complete with a walk-in rain shower and separate soaking tub. Each One-Bedroom Suite features an outdoor private plunge pool complemented by tropical landscaping, the perfect spot to enjoy the cooling sea breeze as the sun sets. The One-Bedroom Suites are ideal for honeymooners or couples traveling on a romantic getaway, offering the ultimate in privacy and seclusion.

Complete Villas

Classic Villas

Secluded for privacy, the Classic Villas at Round Hill offer guests an experience unique to the resort. These picturesque villas showcase the resort’s original style and classic elements and boast views of beautiful Round Hill Bay, while serving as the perfect home-away-from-home for guests. The Classic Villas come staffed with their own dedicated staff, helping maintain the historic resort’s unmatched level of service. Equipping these villas with two to five bedrooms and multiple open-air living spaces ensures maximum comfort for honeymooners, families, or couples traveling together. Most Classic Villas feature private pools, while others are only steps away from the resort’s main pool. Guests also enjoy daily breakfast catered and served by their dedicated villa staff.

Signature Villas

The Signature Villas at Round Hill offer guests their own private experience. Each unique villa provides guests with indoor and outdoor living spaces, designed with a blend of modern and classic cottage elements, with stylish open-air and enclosed living rooms. Guests can enjoy their own private pool surrounded by beautifully landscaped gardens. The villas come staffed with their own dedicated staff, who help maintain Round Hill’s high level of service. Guests also enjoy daily breakfast catered and served by the villa staff. Signature villas range from three to six bedrooms, making them ideally suited for families or intimate groups.

Estate Villa

Serving as Round Hill’s crowning jewel, the Estate Villa is one of the most stunning villas on property. Situated at the edge of the tropical rainforest, this magnificent six-bedroom villa offers guests unmatched levels of privacy and seclusion, as well as some of the best views of the area. The Estate Villa features exceptional amenities, including two private pools, which can be heated upon request, and an open-air living space with both fire pit and waterfall. Additionally, the villa boasts eight bathrooms, several outdoor showers, a bar, and sweeping views of the resort and Round Hill Bay. Guests also enjoy daily breakfast catered and served by their dedicated villa staff. The Estate Villa can accommodate up to fourteen guests, making it ideally suited for multi-generation families and large groups.

Our complimentary amenities

  • Welcome cocktail on arrival
  • Complimentary tea & coffee station in the lobby each morning
  • Wi-Fi in your accommodation and main resort areas
  • Tablet in room for streaming and property details
  • Complimentary coffee & tea in-room
  • Daily afternoon tea in the Ralph Lauren Cocktail Lounge at 4pm
  • Access to our state-of-the-art fitness center with complimentary stretch classes
  • Use of the tennis & pickle ball courts with equipment
  • Non-motorized water sports
  • Daily glass-bottom boat tour at 9am
  • Property garden tour – Friday at 4:30pm
  • Reusable water-bottle in-room – water stations located throughout the property
  • Elemis bathroom products
  • Dedicated staff in villas
  • Complimentary children’s activities ages 3-12 years

Restaurants & Bars at Round Hill

Dining options at Round Hill include The Grille at Round Hill, Seaside Terrace, Cocktail Bar, daily Afternoon Tea, and private in-villa dining. Guests can also enjoy lunch and refreshments on the
beach and at the Beach and Pool Bars. Redesigned by Ralph Lauren, The Grille at Round Hill features black granite floors, white columns, and brass lanterns, channeling the rich and storied history of the property alongside the fresh, modern design elements which reflects an unpretentious, clean and fresh Caribbean aesthetic.

Under the helm of Chef Martin Maginley, the modern Caribbean-inspired menus utilize the freshest ingredients sourced from the property’s organic garden to create dishes such as the classic Oxtail Ravioli with Caribbean Lobster Ragout and Appleton Rum Cream Sauce as well as new menu items that focus on the authentic exotic flavors of Jamaica.

Round Hill believes in the “farm to table” philosophy, sourcing most ingredients from local farms as well as the property’s own organic garden. The See, Touch and Taste Program allows Round Hill guests pick vegetables directly from the on-property garden which the chef will prepare for them in the kitchen for their next meal. Round Hill provides varied nightly entertainment. Evenings may include a bonfire and beach picnic accompanied by calypso tunes, a four-course dinner and romantic dancing under the stars, or casual dining on Jamaican specialties followed by folk music and dancing.

The Restaurant at Round Hill

Celebrating award-winning chef Martin Maginley’s philosophy of ‘Light Clean Caribbean Cuisine’, The Restaurant at Round Hill is delighted to offer an exquisite table d’hote dining experience on the resort’s upstairs dining terrace.

Promising an intimate dining experience, the restaurant is not open to small children or large groups and has limited seating, accommodating a maximum of six persons per table and a total capacity of 40 persons. Reservations are mandatory.

Chef Maginley and his talented culinary team will showcase the finest and freshest Jamaican ingredients, including organic herbs and vegetables grown on the resort’s on-property organic garden as well as the best of the island’s bounty procured from local farmers.

The Grill

The Grill is our rooftop restaurant located above the bar and terrace, offering panoramic, seaside views and ocean breezes. The décor is in keeping with our classic aesthetic of relaxed luxury. Jamaican artist Albert Huie’s black and white woodcut prints accent the simplistic, whitewashed décor, adding a touch of historic perspective to the dining experience.

The Grill features the only indoor, wood-fired grill on island, using local, indigenous logwood. The wood imparts a touch of smoky richness and is used in a mixture of torched wood for earthy flavour and sweet wood to round out the finish. The open kitchen allows guests a glimpse of the busy chefs as they prepare the evening’s meal.

The Modern Caribbean theme of the resort’s cuisine at The Grill is simple, locally produced (where possible) and sustainable. The focus remains on sustainably-grown, humane and organic products. We source much of the produce from the surrounding area or our very own organic garden.

Seaside Terrace

Enjoy dining under the stars on the Seaside Terrace.

On Monday evenings the beach comes alive with our traditional Beach Barbecue featuring a tantalizing array of delicious fare. Guests enjoy a fun evening of informal, yet candlelit dining created for lasting memories. (shorts are allowed, barefoot elegance preferred).

Following the Manager’s Reception on Wednesday evenings, the Seaside Terrace’s a-la-carte menu is highlighted by Caribbean Curry Specials.

Friday evening is surely the highlight of the week, reserved for a celebration of Jamaican food and culture with the best of real Jamaican delicacies. An authentic floor show is sure to delight all generations of guests. (Please note that the floor show is offered on a seasonal basis; however, live entertainment is always available on Friday evening.)


Midday, venture to the Seaside Terrace or the Beach or Pool Bar for an informal yet delectable lunch featuring a variety of fresh salads and wraps or indulgent burgers and pastas. Wash it down with a Red Stripe or a Rum Punch and settle back into your beach chaise for a heavenly nap.Afternoon Tea is served in the lounge, and showcases traditional finger foods such as cucumber sandwiches, fresh fruit and an array of fine desserts. Mingle with guests and enjoy shade from the afternoon sun as you delight in a selection of teas, chilled water and coffee.

Evenings at Round Hill are an occasion to dress in casual, elegant island fashion and truly enjoy your nightly dining experience. Depending on the evening, you may dine al fresco by the moonlit sea on our Seaside Terrace, savour the flavors and show of wood-fire cooking in the open kitchen at The Grill, or go barefoot in the sand on our torch-lit beach for one of our special dining events.


For the water sports lover, the resort offers complimentary Snorkeling, Kayaks, Paddle Boards, Pedal Boards, Windsurfing, and a Glass Bottom Boat. Guests can also enjoy, Additional Cost: Waterskiing, Tubing, Hobie Cat Sailing, Speed Boat Trips, Sport Fishing, SCUBA Diving, Yacht Charters, Private Sailing Tours, Sunset Cruises

For the landlubbers, tennis and pickleball courts are available are available on a complimentary basis including equipment.

For the golf enthusiasts the island boosts four championship courses, guests can head to the nearby Tryall Golf Club in Montego Bay for a round of golf on one of the Caribbean’s best courses.

  • Watersports
    • Snorkelling
    • Kayaks
    • Windsurfing
    • Water skiing
    • Hobie Cats
    • Speedboat trips
    • Scuba Diving
  • Tennis
  • Golf
  • Aquatics
  • Many great activities close by


The Spa at Round Hill located in a beautifully restored 18th century plantation house on 10 acres of beachfront lawn. Facilities include a full-service beauty salon, seven treatment rooms as well as the Garden Loft amidst the lush Jamaican rainforest. The waterfront lawn is also used for post-treatment relaxation, afternoon yoga classes and massages by the sea.

The spa features aromatherapy lifestyle products by ELEMIS along with Round Hill’s own all-natural local blends that capture the spirit and rhythm of Jamaica.

  • Seven well-appointed treatment rooms including one couple’s suite
  • Luxurious outdoor treatment area set amidst abundant gardens
  • Spacious lounge areas on the oceanfront pool and lawn for personal reflection
  • An ocean view fitness center
  • Gorgeous waterfront lawn for massage or fitness classes

Fitness Centre

Staying fit in paradise couldn’t be easier or more delightful in our state-of-the-art fitness centre and open-air yoga pavilion. Located aside our luxurious spa on 10 manicured acres of beautiful oceanfront lawn, our fitness center not only boasts an array of top of the line Cybex Fitness equipment, but majestic, calming Caribbean views. Gaze upon the exquisite panoramas of Jamaica’s northern coast while working out or getting centered.

Family Fun

Round Hill takes pride in ensuring even our smallest guests are well taken care of and experience the best we have to offer. As one of the leading luxury family resorts in the Caribbean, we have developed extensive programs for families as well as special kids-only activities.Our children’s programs offer fun-filled opportunities to be active, creative, adventurous and imaginative, all while under the supervision and guidance of our highly trained and well-loved staff.

Catering to both young children and teens, our Pineapple Kids Club and 7-Up Club boast fun and interactive activities that can be enjoyed as a group or during solo play. Daily programs ensure each child has the opportunity to express their creativity and explore.

Situated on a private peninsula with 110 acres, children can freely explore and enjoy the great outdoors. It takes no time at all for our staff to learn each child’s name and look after them while they discover our spacious resort.

Weddings at Round Hill

The Round Hill’s location and timeless elegance makes it a great place to get married, and has been the choice for special occasions for decades.  From the beach to the grounds of one of the many private villas, there is bound to be the perfect spot, with the ceremonies exuding romance and glamour.  There is both a wedding package and a vow renewal package, both offering the services of the dedicated team to ensure the event runs smoothly.

Prices: Please email us for any prices required and availability information. This way we can offer you the most up to date special offers.


Jamaica Guest Accommodation Room Tax (GART)- There is a tax that ranges between $1pp per night to $4pp per night.

Request a quote

Additional information


7 nights, Room Only with flights from £2950pp