If you are looking for a historic house in the Jamaican hills, Hammerstein Highland house is your place. This tastefully styled, cozy yet grand beautiful villa was the answer to my mid-winter blues. With a staff lead by the gracious Carl, our stay was perfection. The food was sublime with dishes that were local and fresh. My only regret is eating every ounce of my dessert every night. Besides the food, the grounds are beautiful and the perfect setting for getting a bit of exersize. There is a yoga studio below, a library full of books and fun DVD’s, a few places to venture out to making this a most pleasant holiday destination for some serious R and R. Suggested trips nearby are rafting, the bird sanctuary and a trip to Round Hill for drinks!
If you like old fashioned tropical glamour with a view almost as good as that of the opening sequence of the Sound of Music then Hammerstein Highland House is for you. Built in the 1950s by Oscar Hammerstein, the lyric and book writing partner of Richard Rodgers, and maintained by current American owners, it has the timeless classy vibe of a place trying just hard enough. The décor is largely white with splashes of bold pastels that bring Jonathan Adler and Kelly Wearstler to mind – without the pretense. The staff is sublime, quiet and efficient and the fresh locally sourced meals by the chef – with ingredients from the property’s organic garden are full of traditional Jamaican zest. The pool is fresh as a lake, each room generous and unique. The villa is a ten minute drive up a hill from the bustle of overwrought Montego Bay with its built up beaches and traffic. What a difference a mountain road makes. Yet it’s all happily less than a half hour from the airport and the intensely posh Round Hill — for dinner among the excessive and elite. Unique, divine!
Yes, the grounds are gorgeous and you feel in the lap of luxury at Highland House. But it is the staff that makes a stay here a transformative experience. Attention to detail, warmth, professionalism, and service that cannot be compared to any hotel or vacation I have enjoyed. – Laura
Highland House is an amazing place. The view of the bay is unmatched. The staff are warm, polite, and intently focused on the guests’ enjoyment. The food is some of the best I’ve had anywhere in the world. With free access to the Round Hill Resort and other beaches nearby, the location is convenient yet serene as it’s tucked back into the hills. This is a perfect place for a large family or group to visit. The value, compared to other resorts on the island and elsewhere, is unbeatable. We can’t wait to go back. – JDM
Highland House is the perfect place for a Jamaican holiday. We have stayed at the villa at least 5 times in 5 years. The comfortable decor and great food keep everyone completely satisfied. The incredible views are mesmerizing. I can’t say enough good things about the staff, who insure that no wish goes unfulfilled. It is always difficult to get us to leave the villa for other attractions available. We consider Highland House our home away from home and cannot be persuaded to stay anywhere else in Jamaica. – Ginger
The scenic landscape, peaceful surroundings, attention to detail on the property, food and ambience matched well for our business meeting. The home was magnificent and the service was exceptional. Special bonus especially was the terrace from which “The Sound of Music” score was written. There is magic on that terrace as you overlook Montego Bay far below from the hills. We did our very best work from that terrace. – Sue
After leaving customs, we were whisked away from the airport to the hills above Montego Bay. Upon our arrival at the home, we were greeted with rum punch and our bags were taken to our room. The relaxation had begun! For the next several days we enjoyed great service, including wonderful meals served alfresco. The home itself is beautiful. The individual rooms are quite private, while the common areas are spacious and inviting. The view from the living room porch of Montego Bay is mesmerizing. A stroll around the property gives a good introduction to the tropical plants and birds of the island. In the mornings, we awoke to find fresh, hot coffee just outside the door. In the evenings, we enjoyed watching the bright blue bay give way to twinkling lights. Be aware that excursions to the beach involve a little planning but the staff makes it easy. In addition, we enjoyed a performance one evening by a drum and dance group followed by a Jamaican dinner which was a great experience. Overall, this is a great place to come truly kick back and be pampered with a group of like-minded friends. – Meg
The location, staff, food, services, view, home, property, weather are just perfect. The Montego Bay area of Jamaica is great for golf, shoping, water sports and just the area.
We go with 5 other couples and have a great time. If you like to just relax the house is great for reading and enjoying the world. – Gary Martin and family
I had a wonderful experience at the Villa. The staff is exceptional and very very welcoming and gracious. I loved my bedroom which looks out onto the most beautiful view. One of my favorite places was where we ate our breakfast and lunch meals. It is outdoors, open on three sides, surrounded by flowers that often have hummingbirds feasting. The thing that keeps me returning is the welcome that begins as soon as I step from the van. I always hate to leave with the time comes.- Rhoda
Hammerstein Highland House (HHH) is a charming, iconic and lovely villa. I have always wanted to stay at HHH given its rich history and its reputation for beautiful decor and luxurious accommodations. It is a gem of architecture, worth walking around to notice all of the beautiful touches. Everywhere you look there is a detail of beautiful history.
I was so happy with every aspect of our trip. From the moment we checked in, we felt pampered throughout our stay. From reception to housekeeping, any small request was cheerfully accommodated. There is a reason we return over and over to this luxurious villa…not only is the location perfect; we always feel like special guests. – Dr. S.K.
I recently spent a girls getaway at this wonderfully appointed villa after my last visit 12 years ago. While there I kept asking myself “why haven’t I been back?” HH is the perfect setting for families, several couples, and all those seeking fun and wellness with a casual yet highly professional staff. We were extremely satisfied with our choices from a wide menu selection that included daily smoothies with many items selected from the many fruit trees and 2 estate gardens. Our outdoor massages and yoga class in the dance pavilion were therapeutic and ethereal. With so many scenic and comfy vistas for sunbathing or just relaxing, we only left the property for 2 hours during a 5 day stay. I will be back very soon. – Karen
I wanted to thank you for an absolutely outstanding trip. The Highland Hammerstein house is truly something extremely special with a lot of history to it. As a group we had an amazing trip. The food was great, the staff was very helpful, kind and had great input in the decision making. The house itself is stunning and very tastefully done. At such an altitude the view was absolutely breathtaking of the sea and surrounding mountains. Simply put we fell in love with Jamaica.
The transport company you referred to us was also very helpful. Thank you so much for organizing that. I met your mother on our last night where she was extremely kind about organizing a drum & dance performance. It was great to get an authentic feel of the Jamaican culture that I am sure many people do not typically get to experience, and certainly not at a hotel.
I will be spreading the word of the Highland House quite actively. Thanks for everything! – Zahir
One of the most fantastic things about Highland House is the incredible view that overlooks the Montego Bay harbor as you enjoy your morning coffee. Whether I was lounging by the pool listening to easy grooves or practicing Yoga in the open air wooden studio, or picking a juicy tomato from the garden, I was a happy camper all weekend. Ohhh, and when you go, don’t forget to ask for
Sherrie’s margherita pizza made with fresh Basil from the property…Yumm! –Cassanie
Beyond excellent food. Friendly, amiable staff, helpful and knowledgeable staff- wonderful people. Stunning views, refreshing open-air atmosphere, breathtakingly beautiful grounds and gardens. Highland House provides opportunity to experience the “real” Jamaica- outside all-inclusive resorts and hotels. The home’s history only adds to the one-of-a-kind experience. Getting to know the people of Jamaica, day trips to Negril, the cliffs, and other other adventures will never be forgotten. Jamaica is a beautiful country filled gentle, kind-spririted, vibrant people. The rugged natural beauty of the country is unmatched. – Elizabeth Beeler, Coastal Living magazine
Highland House villa was the most amazing escape. As a Yoga teacher and practitioner I have settled with rolling out my mat just about anywhere. However, at Highland House I felt like I was transported to the East when I entered the Yoga Pavilion. Surrounded by the most amazing gardens and view of Montego bay and the Caribbean sea. To wake up and look out at the glistening water with the Jade Buddha sitting above, and to sit and watch the sunset over the city while the sparkling lights came to life. Staying at Highland made me feel like a star in my own Jame’s Bond film, the staff are professional, thoughtful and personable and the deep restful sleep I had while there hasn’t been replicated since. I’m ready to go back! – Sienna
The moment you walk inside you will immediately forget all worries!!! The Highland House is the most relaxing and blissful home for a vacation. The friendly staff are fabulous. The view overlooking Montego Bay is divine. Each bedroom is a comfortable suite and creatively decorated. It is so perfect you want to leave to go back to reality. _ Crissy
We had a wonderful time at Highland house. The food was wonderful and the staff were friendly and experienced. It was relaxing and one of my favorite family vacations yet. – Cara Weston
As my big 4.0. was coming up… researching different countries & villas, I remembered what amazing times I had before at the Highland House. The villa and the estate are fabulous, but the staff just makes the stay over the top. Sherry ann is an awesome cook. Dewayne was on top of anything we needed throughout the stay. Hhh is great for a big group ( who all didn’t know each other), with each bedroom having it’s own privacy. But it’s also very magical how the group leaves HHH friends for life !
Hhh is a Guarantee Great time ! – Tonya
I have had the benefit of traveling to Jamaica and staying the The Highland House 3 times. Each with a group of friends, and not always the same group. The staff, the property, the food, the organic gardens, the decor, the view… All top notch! I can’t wait for my next trip to the house. It is a favorite destination for rest and relaxation. – Lewis Perkins
Our stay at the Highland House was magical. The villa is spectacular only to be matched by the best in class staff. We had a wonderful vacation and look forward to returning sometime soon. – Jackie Kern
The house and the staff were most wonderful!! The best, true vacation I have ever been on. The staff was always available for friendly, efficient service and the booking was seamless. A great place to relax while “enhancing your Karma”! –I’m there