93%
Members Recommend
5.0
Excellent 1534 Reviews
Jetsetter Verified
This Hotel meets our standards
Our editors have been here and it has met our standards

What We Love

  • Tennis pro on-site, along with kayaking and water facilities
  • 2,300-square-foot fitness center with a weight room, open-air yoga pavilion and juice bar
  • Spectacular water views from guestrooms
  • Stellar service

What To Know

  • Not a party scene — best for couples and travelers seeking total relaxation
  • Hotel cuisine is delicious, but tabs can add up quickly

Amenities

  •  Babysitting
  •  Bar
  •  Free WiFi
  •  Gym
  •  Kids Club
  •  Parking On Site
  •  Pool
  •  Restaurant
  •  Room Service
  •  Spa
Disclaimer: This content was accurate at the time the hotel was reviewed. Please check our partner sites when booking to verify that details are still correct.
Hotels Luxury Ocean property living room home condominium Villa Balcony cottage plant Suite dining table

Overview

Ralph Lauren décor, a splurge-worthy spa, and striking Caribbean views near Montego Bay

The Lowdown

Round Hill is one of the Caribbean’s most legendary and low-key full-service escapes, where guests don’t need to lift a finger unless they want to. It’s all about style and relaxation here, and visitors are quietly catered to. There’s a tennis pro on-site to help with your swing, and a kids program that can be a lifesaver for parents who need an afternoon off. Designed by Ralph Lauren, a member of Round Hill’s board, the rooms are elegant and expansive. In addition to the gorgeous Caribbean colors, the rooms have four-poster beds, high ceilings, and sunken baths that allow for deep relaxation after a long day in the sun. Grand Pineapple Suites also include separate living rooms and semiprivate pools. The beach is small but private, with waiter service and a beach bar with a mellow vibe conducive to relaxing with a book and a Red Stripe. When hunger strikes, the resort’s Grill at Round Hill dishes up fresh, tasty fare, such as local seafood and copper-singed jerk chicken. In the morning guests are greeted by the smell of Blue Mountain coffee roasting and the ocean sparkling in the Mo’ Bay sun. A 2,300-square-foot fitness center features a weight and cardio room, an open-air yoga pavilion and juice bar. The spa offers a full menu of massages, facials and wraps — we’d opt for the pineapple body buff in a treatment room right on the ocean.

In the Area

While Round Hill has its own course with ocean views, consider playing a round at nearby Cinnamon Hill Golf Course; the back nine overlooks Johnny and June Cash’s former home. Looking to head out for dinner? Scuba fans should opt for an afternoon with Captain’s Watersports for dives in Jamaica’s pristine waters or explore the island’s forests and beaches on horseback with Chukka Horseback Ride ’n’ Swim. You can’t leave Jamaica without trying the spicy, sweet and savory jerked meats. Hit the Pork Pitt, near Walter Fletcher Beach, for Montego Bay’s best.

How to Get There

Round Hill Hotel And Villas
John Pringle Drive
Montego Bay, 00000 United States

Reviews

5.0 Excellent 1534 Reviews
"Polishing the Jewel"
Reviewed 3 days ago

We just returned from our 9th visit to Round Hill, and once again we were blown away by how they manage to improve upon perfection every year. We usually enjoy staying in the Pineapple House since we like the proximity to the beach and pool, but booked a villa this year as a special treat for our anniversary. And was it a treat! The villa staff members take such pride in the property; they just delight in showing you around and telling you about all the changes and improvements over the many years they have all been there.
This year my husband and I joked that they must have hidden microphones in the palm trees. On several occasions we were discussing something we wanted (tour of another villa, snack by the pool), and literally within moments someone appeared to suggest that very thing. It's the true definition of hospitality - anticipating what the guest wants/needs before they even ask. Thank you to all our friends and family at Round Hill, our second home.

What a lovely resort
Reviewed 5 days ago

I spent 5 beautiful days at Round Hill. I was picked up at the airport & taken straight to the resort, 25 minutes drive. Upon arrival, my room was ready & I was offered, & accepted, a delicious rum punch. My room was on the lower floor of the Pineapple House. It was elegant, understated, & supremely comfortable. It had a large soaking tub & a separate rain shower. The room had louvered screened windows, ceiling fan, refrigerator & coffee maker. The AC worked beautifully. I had a covered patio where I painted during the day. I swam every morning in the ocean or the infinity pool. Divine. The food was excellent. It is a laid back, but very well run resort that is colonial in feel. At 4:00 afternoon tea is served. I had drinks every evening on the terrace & supper at the grill which served different meals on each of the nights. There was very good live entertainment of reggae, piano, singers and one night, Jamaican Night, a Jamaican food buffet with music, dancing, fire eating, and limbo. The resort caters to families & families have been coming for decades. There is a separate serene adult section that includes a beautiful gym, pool, spa and a large area with chaises on the ocean. Perfect. I had an excellent massage with Althea. The property is very well kept with tropical mature flowering trees & plants. A highly skilled woodcarver & basket weaver set up each day. Every single one of the staff was beyond helpful, warm and lovely. I recommend this resort highly.

A hidden gem!
Reviewed 6 days ago

The Round Hill resort is a hidden Gem! The venue, service and fare are incredible. The Villas suites are nestled into the hillside to enjoy awesome ocean views and are the places to stay. Some with pools and staff to cook a most scrumptious breakfast are the top choices. We stayed in the spectacular Pineapple Villas. Long after our departure we yearn for the ocean view and venue serenity. A tip, request an in-suite massage.

Beautiful Resort
Reviewed 1 week ago

We stayed at Round Hill this past winter for 6 nights and had a wonderful time. The property is beautiful, the beach also. The infinity pool is also wonderful. Every meal was delicious. We can't say enough about our great stay there. We will be returning next year if possible.
Our room was in a cottage overlooking the beach and ocean. Very comfortable. Bathroom, closet, wonderful patio perfect. I was most impressed with the quality and quantity of the landscaping: plants, potted plants, trees etc. Because I'm a dedicated gardener I always notice such things.
All the staff was friendly and helpful.

Exceptional stay
Reviewed 1 week ago

We have been staying at Round Hill for the first time and all our expectations have been exceeded. The great location, the excellent service, and the welcoming atmosphere have especially contributed to making our holiday as pleasant as it was. We will come back for sure and we are already very much looking forward to it.