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Choose Your Room
We recommend booking a stay with free cancellation in case your plans change.
Oceanfront Balcony Room King
- 3 People Max
- 460 sq feet (43 sq meters)
- These lower- floor rooms within the Pineapple House are Impeccably designed by Ralph Lauren to evoke a crisp, clean Caribbean ambiance, they blend style and comfort, and feature 460 sq feet of space, cool white stone floors, romantic four-poster bamboo beds and sumptuous upholstered furniture from the designer's Home Collection
- Enjoy cozy, secluded balconies that make a perfect spot for morning coffee They are steps from the main infinity pool and white sand beach for guest convenience, spacious bathrooms with deep soaking tubs, freestanding rain shows and double vanities
USD $ 1,757 /nt
Signature Perks Package
- • Full Breakfast for two daily in The Grille Restaurant, the guest's villa or through room services (Delivery charge applies)
- • $100 Spa Credit per room, per stay
- • Welcome Amenity
- See all the perks
You have until January 16, 2026 to cancel this reservation without penalty.
Oceanfront Balcony Room Double
- 3 People Max
- 460 sq feet (43 sq meters)
- These lower- floor rooms within the Pineapple House are Impeccably designed by Ralph Lauren to evoke a crisp, clean Caribbean ambiance, they blend style and comfort, and feature 460 sq feet of space, cool white stone floors, romantic four-poster bamboo beds and sumptuous upholstered furniture from the designer's Home Collection
- Enjoy cozy, secluded balconies that make a perfect spot for morning coffee They are steps from the main infinity pool and white sand beach for guest convenience, spacious bathrooms with deep soaking tubs, freestanding rain shows and double vanities
USD $ 1,757 /nt
Signature Perks Package
- • Full Breakfast for two daily in The Grille Restaurant, the guest's villa or through room services (Delivery charge applies)
- • $100 Spa Credit per room, per stay
- • Welcome Amenity
- See all the perks
You have until January 16, 2026 to cancel this reservation without penalty.
2-Bedroom Classic Villa no pool
- 4 People Max
- 2130 sq feet (198 sq meters)
- 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 luxury
USD $ 3,146 /nt
Signature Perks Package
- • Full Breakfast for two daily in The Grille Restaurant, the guest's villa or through room services (Delivery charge applies)
- • $100 Spa Credit per room, per stay
- • Welcome Amenity
- See all the perks
You have until January 16, 2026 to cancel this reservation without penalty.
One Bedroom Suite
- 3 People Max
- 1088 sq feet (101 sq meters)
- The spacious and uniquely designed One-Bedroom Suites are nestled into the hillside, surrounded by lush foliage, and brightly colored tropical blooms, with 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
BEST FLEXIBLE RATE
You have until January 16, 2026 to cancel this reservation without penalty.
6-Bedroom Signature Villa
- 12 People Max
- 6595 sq feet (613 sq meters)
- 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
USD $ 8,834 /nt
Signature Perks Package
- • Full Breakfast for two daily in The Grille Restaurant, the guest's villa or through room services (Delivery charge applies)
- • $100 Spa Credit per room, per stay
- • Welcome Amenity
- See all the perks
You have until January 16, 2026 to cancel this reservation without penalty.
Please note, room photos and descriptions are representative of the room category. Actual rooms may vary from what is shown. Upgrades, early check-in, and late check-out are based on availability.
About the Hotel
Originally opened in 1953 on the sugar-white sands of Montego Bay, Round Hill Hotel and Villas has become a modern day icon of style and taste in Jamaica. Brimming with simple, understated elegance, the property exudes a timeless glamour that has attracted prominent socialites, dignitaries, and artists to its beach club, accommodations, and retro-chic spaces. Among its celebrated guests is internationally acclaimed designer Ralph Lauren, who has lent his classical style to the entire property, including his signature 36-room remarkable villa, The Pineapple House. Whether your stay is in a sun-kissed guest suite or a complete villa, amenities are top notch, including private verandas, expansive floor plans, iPhone docks, and wireless Internet access. Plus, with a world-class oceanfront spa ready to transport you to a sublime sanctuary, this resort is not short on anything when it comes to the pampered lifestyle. From the abundance of genuinely warm hospitality that Jamaica is famous for, to the luxurious surroundings at every turn, expect a supremely fantastic retreat at Round Hill Hotel and Villas, one of the most beautiful places on earth.
Location
Round Hill Hotel and Villas
John Pringle Drive
P.O. Box 64
Montego Bay, Jamaica
Nearest Airport: MBJ
Features and Amenities
- General Information
- Non-Smoking Rooms
- Dining
- Outdoor Dining
- Restaurant
- Room Service
- Bar & Lounge
- Afternoon Tea
- On-Site Amenities
- Salon
- Concierge
- Spa on Property
- Laundry Service
- Library
- Gift Shop
- Fitness Center
- Private Beach
- WiFi
- Live Entertainment
- Outdoor Pool
- Tennis Courts
- Outdoor Whirlpool
- Jogging Path
- In-Room Amenities
- Private Patios or Balconies
- Air Conditioning
- Direct Dial Telephones
- In-Room Safes
- iPod Docks
- Coffee & Tea Facilities
- Pillow Menu
- Radio & CD Players
- Rain Showers
- Activities
- Deep Sea Fishing
- Kayaking
- Sailing
- Tennis
- Water Skiing
- Windsurfing
- Scuba Diving
- Snorkeling
- Sunset Cruises
- Nature Walks
- Basketball
- Yachting
- Business
- Business Center/Services
- Meeting Rooms
- Family
- Cribs
- Babysitting
- Kids Club
- Highchairs
- Children's Menus
- Nearby
- Restaurants
- Golf
- Interests
- Beach
- Honeymoons & Romance
- Signature Perks
- Spa
Reviews for Round Hill Hotel and Villas
Great time to enjoy and relax!
Fantastic resort with a huge area of pure nature around and very kind people! The rooms are beautiful with a great view on the ocean. We had a King ocean view room and we loved it! Only one minor thing: If you love a big beach you will not be able to get it…
Roam589096
stay at round hill
the most amazing and magical time. No resort compares to Round Hill, Plenty of things to do, from scuba diving to nature hikes or just relaxing on the beach. A high end magical experience,
Louisa T
Heaven on earth
Round Hill will take your breath away- with it’s beautiful scenery and just as beautiful staff. They welcome you like you are family and it makes you only dream of how soon you may return. It is rich in history and you can feel the vibe of the island and it’s people. This is not a place you can only visit once.
Janet O
Round Hill Refreshed and Ready
Round Hill is the perfect place to relax, have fun and find inspiration. Set in the most beautiful expanse of gardens, golden sand and with magnificent ocean views, it offers a total experience of joy. The romantic setting allows all couples to enjoy an atmosphere of new discoveries and each other. Whether you choose a villa or the hotel rooms, the accommodation is spotless and ideal for sharing. The children's club allows parents to relax. An all-inclusive deal is good value for money. However, what is particularly nice about Round Hill, is the sheer variety of things to do. You can choose to be quiet and soak up the atmosphere with privacy and a low noise level, or join in the fun on the beach and swimming in the sea or eternity swimming pools. My favourite part of the day is waking up in the morning to the smell of a cooked breakfast and the magnificent display of a fruit platter, ackee and saltfish, with juice and Jamaican coffee. The views from the villa is incomparable, bathed in the morning sunlight. I have visited Round Hill twice this year and can't wait to return again in the summer. To me, it is the most beautiful place to be and the welcome I get from the staff fills me with happiness every trip I make.
GlobeTrotting450750
A Truly Magical Stay at Round Hill Hotel & Villas!
My husband and I enjoyed a beautiful weekend at Round Hill Hotel & Villas in Montego Bay, Jamaica, this October while attending a wedding, and the experience was nothing short of EXCEPTIONAL...The property is absolutely stunning—classic, elegant, and meticulously maintained. From the moment we arrived, the hospitality was superb. Every member of the team made us feel welcomed and cared for, and the attention to detail throughout our stay was impeccable. The food was wonderful, and the amenities (restaurant, gym, and salon) were fantastic, creating the perfect setting for relaxation and celebration. We especially recommend Round Hill for an intimate, top-class wedding gathering. The atmosphere, service, and natural beauty of the property create a truly unforgettable experience. We also want to extend our warmest wishes to Resort Manager, Perle Flavien, perle.flavien@roundhill.com, and her excellent team for a smooth and successful reopening on December 8th following Hurricane Melissa. We look forward to visiting again very soon. Best, Claudia Restrepo
Claudia Ellen R
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We were the lucky winners of two of your auctions. The first one was a package to Round Hill Hotel and Villas in Jamaica. What a wonderful place that is. We were treated royally and given one of the more beautiful villas overlooking the ocean. The food and attentiveness of this lovely resort was excellent! We will be going back and taking some friends as well. High points for Round Hill Hotel and Villas!!
-P. & T. Gregory
My wife and I had a great stay at Round Hill Hotel and Villas in Jamaica. The accommodations were excellent. On our arrival, we were upgraded to a villa that overlooked the sea. Every morning we just sat up in bed and enjoyed the peaceful view. The Round Hill staff was excellent - they catered to our every need and treated us like royalty. The food was fantastic. We had cooks come to our villa and make breakfast and serve us on the terrace. It was a vacation my wife and I will cherish forever.
-T. & J. Miller
My husband and I enjoyed a five-day vacation at Round Hill Hotel in Montego Bay, Jamaica - a magnificent retreat frequented by the truly privileged. We were pampered beyond our expectations. Thank you for making this dream a reality.
-E. Barr
