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I had my wedding this past June at the Hillside House. Before we arrived the owners were patient and faithful in answering all of my questions as we prepared for our big day. We held our ceremony out by the pool, and the staff went above and beyond to make everything perfect. The selection of appetizers that Faye created for us rivaled the dinners we had at the four star resort. She even created a wedding cake complete with a bride and groom sitting atop. The gardener created gorgeous flower arrangements and two amazing arches. Stanley made sure that we had everything we might want from champagne service to cool dressing rooms. We wanted for nothing!"

The sunrises and sunsets defined beauty, the beaches found nearby were some of the best in the world, and the weather was idyllic. The garden dining was tranquil, and the balcony that overlooked the sea was the perfect spot for relaxed conversations. I cannot say enough good things about our experience. I highly recommend Hillside House, and I know that you will have the time of your life!"

I have never eaten better in my life, nor treated with such courtesy and genuine care. We had it all during our stay: a bachelor/bachelorette night, a formal wedding, young people having cocktails at the pool, and relaxing nights with my parents. The staff was able to not just accommodate the needs for each occasion, but anticipate our every possible desire to make our vacation truly the most luxurious possible.”

Okay, brace yourself as I am about to introduce you to THE most heavenly, perfect vacation place that you, your family and…get this…your friends and their families, will ever visit. Hillside House is a 5-bedroom house that sits on the Round Hill property which means you get a private home with resort access. Translation – you can take a peaceful swim in the privacy of your own home but then hit the resort for play time with other kiddies. Oh, and the resort's beach access makes lugging all those beach toys a cinch, or nonexistent, since they have the toys already there waiting for you!


Okay, back to the heavenly house. When I first heard about this home, I quickly called my BF and told her to start packing. She too has a toddler and had been contemplating a vacation so this was perfect timing. The house can sleep up to 5 families but since this was our first “family” trip, we decided to test the waters with just the two of us (babies and baby daddies too). We knew the place sounded great and when we heard it was fully staffed with a butler, cook, housekeeper, laundress and gardner, well, tears came to our eyes. Here’s the thing. You can view pictures of how magical a place is but it’s hard to truly relay how amazing the people are. The staff has been with this home for over 25 years and the energy they bring and love you feel from them is the real magic.

 Hillside as beautiful, even more so, than the photos...the staff was just AMAZING- not intrusive at all but always  on hand to meet our requests. The meals were delicious (loved the local dishes) prepared by Natalie. Milton and Stanley kept the grounds well manicured and flowers blooming, and we appreciated the fresh flowers in the rooms. The family is already talking about our next vacation at Hillside."

A well known travel and fashion guide for moms and families recently visited Hillside House Jamaica, giving it a Glitter & Bubbles top rating! Enjoy the blog highlighting the details of the visit!

Absolutely fabulous!  This was the most restorative vacation we've had in years!" 

We have young children and only now do I see the difference between a trip and a vacation.  Staying at Hillside was the first true VACATION we've had since our kids were born.  Thank you!" 

Whether it’s your first visit or your fifth, The Hillside House provides a phenomenal Caribbean vacation as well as a staff that is unmatched anywhere I’ve stayed before.  The service is amazing, the staff is friendly, and the food is some of the best in the world.”

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