93%
Members Recommend
5.0
Excellent 1490 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 1490 Reviews
Amazing Break from NYC Cold
Reviewed 5 days ago

This was my first visit to Round Hill. I read the reviews online, but the actual property exceeded all my expectations. I was upgraded to a room in a premium luxury villa (Villa 16) and the views were incredible. I booked last minute to take a break from the NYC winter and this totally did the trick. I didn't have very high expectations for the food, but I found a few items that I liked a lot (I am vegetarian). The best night was the Beach Barbecue on Monday night. Mark hooked me up with a custom vegetarian entree. The thin crust pizza could use some improvement. I had an exceptionally delicious pina colada on the beach. The breakfast at the villa was something I looked forward to everyday. Such a great feature.

I was very impressed with how much work goes into maintaining such a beautiful property. It felt manicured yet lush and natural. The buildings and fixtures themselves were all pristine and in great condition, quite a feat given the climate. I honestly loved the villa so much, I spent most of my time there, but the beach area was very nice (if a bit small) and the common pool was beautiful.

The shared villa concept was a bit weird, as others have noted, but it was worth it to me for the views and having access to the semi-private pool and patio and my own indoor/outdoor living room.

The staff was on the whole very kind and professional. Sometimes I felt a bit condescended to (perhaps because I am somewhat young), but otherwise everyone was very courteous and considerate. The front of house staff went out of the way to bring me medicine twice, which I really appreciated.

One additional aspect that I appreciated was that Round Hill felt distinctly Jamaican, rather than "pan-Caribbean" like some other resorts. If you are looking for a generic caribbean vacation, this is not the right spot. If you are looking for a place with incredible history, character, and love, then this is it. I've already raved about Round Hill to my coterie of friends, and I plan on returning soon myself. If you are on the fence, I would definitely book it.

Paradise in Mobay
Reviewed 1 week ago

We have stayed at many upscale resorts in the Caribbean but this one might top them all. No two villas are alike. Many were designed by Ralph Lauren (he owns two houses on the 110 acre property and sits on the board.) Stunning appointments and amenities. The staff throughout the resort are very professional but more importantly, warm and welcoming. Beautiful beach front, infinity pool, private pools, outdoor showers, did I mention the food? Different menu every night and quite good. Close to the airport (about 20 minutes.) If you can, try to stay in cottages 20 and 21.

Another incredible stay at Round Hill
Reviewed 1 week ago

This was my husband and my second visit to Round Hill end of November. We stayed for 4 nights and were pampered by the Villa staff and enjoy every minute lounging on the beach or hanging by our Villa plunge pool. The grounds are so Lucious and green. Loved the Jasmine bushes all around the resort. A little piece of heaven just 35 minutes drive from Montego Bay.. Lovely staff, we will definitely be visiting again soon. If you play tennis they just redid 3 courts and converted them to clay courts.

Fabulous, Old World Charm, Best Vacation in Years
Reviewed 1 week ago

I recently stayed in room 20 (or something close to that). We did not get one of the villas but our room was just lovely. The decor is sort of Ralph Lauren tropical chic in a timeless way. There was a sitting room, a lovely king-sized bed, a bathroom with double sinks, a separate tub and seamless glass shower. The bathroom towels were to die for soft, supple and large. The view of the ocean from our room was stunning. The staff is warm and friendly. The service is excellent. The drinks are sublime. When you step foot on the property you feel like you’ve been transported to the glamorous days of the 50-60s and you expect some movie star to pop up in perfect 60s garb. The spa is in a spectacularly old plantation house whose aged bricks have that lovely patina only truly old buildings can have. There isn’t a large relaxation area at the spa but I got perhaps the best massage of my life here. For the price this is completely a steal. I think our room was only around $350 a night but I’ve paid well north of $1,000 per night to stay at much less nice places. Seriously this place is a steal for the quality and price. The food at the pool is also fabulous as is the breakfast buffet. The view from the breakfast buffet is to die for. One of my friends got married here and the hotel did an awesome job for her wedding. It was just perfect. My friend was staying in one of the villas and I visited her there after the wedding and her villa was breathtaking. The decor was even nicer than my room. Lots of lovely antiques but still with a beach vibe. The kitchen had a wolf range and a Miele dishwasher. I cannot wait to go back and stay in a villa next time!

Could have been a 5 with better food and no construction!
Reviewed 1 month ago

First - this property is stunning and for the most part, the staff is awesome! Our first room was 19/82 - great room, except for one thing. The "living area" was outside and because it was a "shared villa" other guests pass right by you when you are eating breakfast or enjoying your living area time. While the living area is really nice, with a great bar, if you want ANY privacy...you are pretty much holed up in one room. The staff for this villa was simply awesome... they anticipated everything but were never seen. You would put an empty drink down and turn around and the next thing you knew they had cleaned up and you never saw them. As soon as they knew I liked lemon in my water, they made sure I had lemon wedges on demand in the fridge. The problem with this villa was it was located next to another villa undergoing major renovation - I'm talking jackhammers. I am shocked they even considered putting guests in there. Every time you walked out of your villa to go to the beach, you had to walk by a crew of construction workers and dust everywhere. After 2 nights, we asked to be moved and they moved us to an equivalent shared villa - #7. This villa was really nice with a gorgeous pool. The only negative to this villa (but was not a deal breaker) was that the kitchen separated the two rooms, so you heard kitchen staff getting ready every morning - not great when you wanted to sleep in.

The only other issue we had was with the food. It was OK. The Bar-B-Q night was the best. Other than that, it wasn't that special, not for the prices you pay. I ate fish and every night the fish was the same...snapper. Either in broth or grilled. It got old after a couple of days. We were only there for 4 or 5 days to relax and decompress, so we didn't go out anywhere. I wish they had more dining options than just the one restaurant.

Tea service is nice.

We got a 1.5 hour couples massage (over $500 after tip) - that was worth it. We did it outside by the ocean and it was really nice.

I'm happy I saw the property, but would I go back? Probably not. For the money, there are other places to stay in the Caribbean that have it all.