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Round Hill Hotel and Villas

John Pringle Drive | Montego Bay  [SEE MAP]Montego Bay  [SEE ADDRESS]

Courtesy of Round Hill Hotel and Villas

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Two restaurants helmed by a James Beard Award-winning chef
Dated digs and hit-or-miss service, some say
Since it opened in 1953 a little more than 8 miles west of Montego Bay, Jamaica, the Round Hill Hotel and Villas has played host to the likes of Grace Kelly, Cole Porter and Jackie Kennedy, among other celebrities. Guests say it's the property's setting that makes this boutique resort timeless and elegant. Inside the hotel's 36 guest rooms, travelers will find furniture designed by Ralph Lauren and embellished in whites, pinks and blues, plus four-poster beds and rain showers. Round Hill's 27 villa suites boast open-air living rooms and verandas, along with two to six bedrooms and cottage housekeepers (who will cook you breakfast for an additional fee). Some villas are also home to private pools surrounded by lush foliage. Although many visitors rave about the views from their accommodations, several caution that digs here are outdated. Reviewers also give mixed feedback about the resort's service. Round Hill offers a wide selection of activities for those who want to venture outside their rooms, including tennis, water sports and spa treatments in a restored 18th-century plantation house. After a fun-filled day in the sun, guests may dine at a restaurant headed by James Beard Award-winning chef Martin Maginley or sip cocktails at one of three bars. All-inclusive packages are available for travelers who wish to enjoy all of their meals and drinks on-site.
Montego Bay
Hotel Class
Property Type
All-inclusive resort, 63 rooms
Primary View
Bay, Mountain(s), Ocean
Traditional, Opulent, Modern, Historic



  • 4.5Hotel Class
  • EXCELLENTCritic Rating


U.S. News analyzed more than 30,000 hotels to find the best in the USA, Europe, Canada, Mexico, Bermuda and the Caribbean, based on reputation among travel experts, guest reviews and hotel class ratings.

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See all hotels in Jamaica »

Critic Reviews

Other Awards

  • Condé Nast Readers' Choice List 2019
  • AAA/CAA Four Diamond Awards 2019
  • TripAdvisor Travelers' Choice Awards 2019

Travel + Leisure


A west shore institution, Round Hill is one of the places that put Jamaican tourism on the map. Over the years, many a famous name has slept here, from presidents and prime ministers to movie stars and professional athletes.

Travel + Leisure World's Best Awards 2019



Round Hill aims for that private island feel, and is a place to relax: There are no TVs in the rooms (though there is shared one in a lounge). Breakfast, cooked to order, is served on your own villa, afternoon tea is complimentary, and the James Beard Award–winning chef makes use of the hotel's own organic garden for his upscale Jamaican cuisine at the restaurant.

Frommer's Exceptional



A favorite of celebrities and other wealthy people thanks to its private, elegant villas, this peaceful resort west of Mo'Bay also has stylish hotel rooms in the Pineapple House. These rooms are decorated in a refined Ralph Lauren style done by the designer himself, who has property on the resort's 98 acres.

Fodor's Choice



Even today, take one look across the property’s social media feeds and you’ll see Hollywood stars and professional athletes who still can’t get enough of the property’s island charms. But you don’t need to have an agent to fall in love with the Round Hill. Its open-air suites, let-me-grab-my-camera views and pampering service are enticing to anyone looking to take a break from the ordinary.

Other Awards

  • Condé Nast Readers' Choice List 2019
  • AAA/CAA Four Diamond Awards 2019
  • TripAdvisor Travelers' Choice Awards 2019

Guest Reviews

A hotel's guest rating is calculated using data provided under license by Tripadvisor. A total of 1627 have reviewed the Round Hill Hotel and Villas, giving it a rating of 5, on a scale of 1-5.

Tripadvisor Travel Rating: 

Tripadvisor Travel Rating: Tripadvisor Traveler Rating 5 based on 1627 reviews 5.0 (based on 1627 reviews)

Guest Rooms

Guests who stay at the Round Hill Hotel and Villas can choose between a Ralph Lauren-designed room in the historic Pineapple House, a private villa or a villa suite. The standard oceanfront rooms feature white linens and walls, tile floors, mahogany four-poster beds and pink and blue accents, while Villa Suites have wooden or island-style furniture and tile or hardwood floors. Villas offer additional privacy and open-air living spaces. All accommodations include separate bathtubs and showers, double bathroom sinks, coffee makers, iPod docking stations and pillow menus. All Pineapple House guest rooms provide ocean views, while Complete Villas and Villa Suites feature ocean or garden vistas.
  • Some upgraded accommodations have private pools
  • Complete Villas include a personal housekeeper who can prepare breakfast for an additional fee
  • No TVs in accommodations
  • Complimentary Wi-Fi access

Standard room size460 square feet

  • Premium channels
  • Workspace/desk
  • Minifridge
  • Bathrobes/slippers
  • Minibar
  • Shower/tub combo
  • Separate shower
  • Separate tub
  • Internet
  • Wireless internet
  • Free internet
  • Fee for internet usage
  • Guest rooms with patios and balconies
  • Adjoining rooms available

Location & Parking

The Round Hill Hotel and Villas is located on 110 acres of manicured lawns, tropical gardens and pristine shoreline, about 10 miles southwest of central Montego Bay. The site once served as a sugarcane plantation, which is still visible in the property's colonial-style buildings and pineapple groves. Transportation around the grounds is made easy by a network of walking paths and a free golf cart shuttle. A complimentary shopping shuttle to Montego Bay is also available, plus guests have access to free area transportation.
  • Less than 12 miles southwest of Sangster International Airport
  • Airport transfers available for a fee
  • 24-hour valet parking
  • 24-hour self-parking (free)
  • Airport shuttle (with fee)
  • Car service (free)

Within walking distance of:

  • Bus stop
  • Restaurants
  • Movie theater
  • Train station
  • Beach
  • Theater
  • Subway/metro stop
  • Grocery store
  • Shopping


The Round Hill Hotel houses three restaurants, plus several bars. At the Seaside Terrace, diners can enjoy local delicacies beachside for lunch and dinner or a beach barbecue on Monday evenings. For locally sourced, sustainable Jamaican fare, there's The Grill, which sits on a rooftop that overlooks the ocean. And for a fine dining twist on Caribbean cuisine, guests can eat at The Restaurant at Round Hill. Private dining in the property's villas and on the beach can be arranged as well. Optional meal plans are available, which cover some or all meals and beverages.
  • Various meal plans available
  • Reduced meal plan rates for children between 4 and 12
  • Themed a la carte and buffet dinners scheduled several days a week

Number of restaurants3

Cuisine TypesBuffet

  • Fine dining
  • Casual dining
  • Quick service cafe/coffee shop/marketplace
  • Bar/lounge
  • Room service
  • 24-hour room service
  • free breakfast


The resort's main pool is located near the Oceanfront Rooms. Views of the sea can be enjoyed at this infinity pool, as well as lounge chairs with umbrellas and a poolside bar. A smaller plunge pool is available outside of the spa and fitness center. Guests can also swim, lounge or borrow complimentary nonmotorized water sports equipment at the property's private beach.
  • Additional bar available at the beach
  • Some villas have private pools
  • Free water sports equipment includes kayaks, snorkel gear and Hobie Cat sailboats
  • Lap pool
  • Wading pool
  • Lazy river
  • Family pool
  • Infinity pool
  • Whirlpool/hot tub
  • Adults-only pool
  • Lifeguard on duty
  • Poolside service
  • Waterslide
  • Deck chairs or cabanas
  • Pool bar


The Spa at Round Hill is housed in a restored colonial plantation house on a 10-acre oceanfront lawn. In addition to featuring seven treatment rooms, the spa complex houses a gift shop, a juice bar, a plunge pool and an outdoor Vichy shower. A spa butler serves a lighter menu of salads, wraps and beverages to visitors relaxing before and after treatments. On the spa treatment menu, guests will find massages, facials, body scrups and wraps, men's services and manicures and pedicures. All spa visitors receive a beach bag with bathrobes and slippers before spa services.
  • Spa open daily from 9 a.m. to 6 or 7 p.m.
  • In-room treatments available between 9 a.m. and 10 p.m.
  • Children 16 and older are welcome; younger children must be accompanied by an adult

Services offered:

  • Massage
  • Facial
  • Body Treatments (i.e. scrubs, wraps)
  • Salon services
  • Outdoor treatment area
  • Steam room
  • Sauna


The Round Hill Hotel and Villas offers the Pineapple Kids Club for children between ages 3 and 6 and the 7-Up Club for kids 7 and older. Both free programs are supervised and operate from a cottage near the beach and lobby. The building's game room houses a foosball table, a billiards table, gaming consoles, karaoke and a computer, while the TV room offers board games, books and bean bag chairs for TV viewing. Daily agendas may include water sports, crafts, team sports, dance events and talent shows.
  • Pineapple Kids Club and 7-Up Club open daily from 9 a.m. to 5 p.m.
  • Babysitting services available for a fee
  • Children's menus
  • Reduced optional meal plan rates for children between 4 and 12
  • Kids Club
  • Free Kids Club
  • Fee for Kids Club
  • Cribs
  • High Chairs


At the Round Hill Hotel, guests have access to a fitness center with Cybex cardio and weight-training equipment. Free weights and an outdoor yoga pavilion are also available. For a fee, visitors can participate in personal training sessions and fitness classes. However, guests can join a free stretching class Wednesday through Sunday at 4 p.m. Additionally, visitors have access to an outdoor walking path, five tennis courts and complimentary nonmotorized water sports equipment like kayaks and Hobie Cat sailboats.
  • Free guided walking tour with head gardener on Fridays
  • Tennis lessons can be arranged for a fee
  • Charges apply for scuba diving, tubing and water skiing
  • Fitness class offerings include step aerobics, yoga and body sculpting
  • Weight equipment
  • Cardio equipment
  • Yoga mats
  • Free fitness classes
  • Premium fitness classes (with fee)


Eight spaces, including four indoors and four outside, are available for business functions at the Round Hill Hotel. The largest indoor venue is the Hanover Room, which features sea and rainforest views and can accommodate up to 120 people in a theater-style layout. Smaller boardroom functions can be held in The Library, while the Georgian Room provides access to a terrace. Outdoor options include the beach, the Spa Lawn and the Infiniti Pool Sun Deck. Guests also have 24-hour access to a computer and printer in the library.
  • Group packages
  • Complimentary Wi-Fi access
  • Audiovisual equipment available

Number of meeting rooms4

  • Business center
  • Meeting rooms
  • Meeting and event planners available


The Round Hill Hotel can accommodate weddings big and small, from intimate beach ceremonies to grand garden galas. Venue options include the beach, Spa Lawn, Infiniti Pool Sun Deck and Hanover Terrace. Inside, the Hanover and Georgian rooms can also host weddings. Three wedding packages are available, which include perks like discounted room rates, a bottle of Champagne, flowers, live entertainment and a wedding cake. A vow renewal package is available as well.
  • Bride and groom receive a complimentary three-night stay with 15-room booking minimum required
  • Optional add-ons include private dinners, post-ceremony catamaran charters, wedding albums and upgraded ceremony decor
  • Largest ceremony venue can host up to 250 guests

Maximum wedding guest capacity250

  • Hotel hosts weddings
  • Outdoor space for weddings
  • Wedding planners available

Editor’s note: Hotel information is updated periodically. If this is your property and you notice any inaccuracies, please let us know. If you are interested in obtaining a badge to display on your website or in other media, please contact us.

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at the Round Hill Hotel and Villas

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