Villa in Leeward Islands
12 guests · 6 bedrooms · 7 baths
Reasons to book
Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
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About this villa rental
Hillside is one of the largest [10,000sq ft] and most luxurious villas on St Kitts.
Stylish and spacious, Hillside has 4 bedrooms [+2 more rooms available on request in the lower apartment at additional cost] and sits on an amazing site offering uninterrupted views of Turtle Beach, Cockleshell bay and the Caribbean sea. One party can rent the villa only or the villa plus apartment at additional cost.
Completed in 2012 Hillside is situated in the exclusive Turtle Beach Estates on the South East Peninsula of St Kitts.
A luxury home from home, Hillside offers all the benefits of luxury villa living. Hillside features a stunning private 60 ft infinity edge swimming pool. A huge 30 ft fully folding nana window brings the panoramic views inside into the 60 ft cathedral ceilings in the main living area. This is ultra cool Caribbean luxury!
Dining is accommodated inside and outside. Off the pool a covered outside living area offers shade and seats 8/12. Enjoy cooling island breezes as you kick back and relax, letting our experienced island staff take care of your every need.
The indoor living room features oversized comfortable sofas. The 12 seat dining table off the kitchen enables your whole party to get together and enjoy quality time together whilst enjoying amazing panoramic sunsets.
A separate TV room and a separate pool room offer relaxing times and fun. Hi-End stereo equipment with an extensive music library is installed for music.
There is lots to do near Hillside: walk the rarely occupied Turtle Beach [yes turtles still nest here]; visit the best beach restaurants on the island , Reggae beach bar is a short walk/drive away for awesome cocktails and lunches; Spice Mill serves the best stone baked pizzas a 5 min stroll down Cockleshell Bay; watersports and deep sea fishing can be organised through Gary at Reggae Beach Bar. Golf is available at special guest rates $75/round at the exceptional Royal St Kitts Golf Club. The 18 hole championship course is an amazing golfing experience. Or you can just chill, read books, sunbathe and drink fine rum punch... the choice is yours.
Groceries can be purchased for you and charged to your account, or you can source them yourself from the local supermarket in Basseterre.
Frigate bay is about a 15 min drive, with plentiful bars and a variety of restaurants or venture further north, to Basseterre, for some authentic local flavour and freshly caught fish.
Hillside is a non-smoking villa and we ask our guests to please smoke only outside of the building.
Stylish and spacious, Hillside has 4 bedrooms [+2 more rooms available on request in the lower apartment at additional cost] and sits on an amazing site offering uninterrupted views of Turtle Beach, Cockleshell bay and the Caribbean sea. One party can rent the villa only or the villa plus apartment at additional cost.
Completed in 2012 Hillside is situated in the exclusive Turtle Beach Estates on the South East Peninsula of St Kitts.
A luxury home from home, Hillside offers all the benefits of luxury villa living. Hillside features a stunning private 60 ft infinity edge swimming pool. A huge 30 ft fully folding nana window brings the panoramic views inside into the 60 ft cathedral ceilings in the main living area. This is ultra cool Caribbean luxury!
Dining is accommodated inside and outside. Off the pool a covered outside living area offers shade and seats 8/12. Enjoy cooling island breezes as you kick back and relax, letting our experienced island staff take care of your every need.
The indoor living room features oversized comfortable sofas. The 12 seat dining table off the kitchen enables your whole party to get together and enjoy quality time together whilst enjoying amazing panoramic sunsets.
A separate TV room and a separate pool room offer relaxing times and fun. Hi-End stereo equipment with an extensive music library is installed for music.
There is lots to do near Hillside: walk the rarely occupied Turtle Beach [yes turtles still nest here]; visit the best beach restaurants on the island , Reggae beach bar is a short walk/drive away for awesome cocktails and lunches; Spice Mill serves the best stone baked pizzas a 5 min stroll down Cockleshell Bay; watersports and deep sea fishing can be organised through Gary at Reggae Beach Bar. Golf is available at special guest rates $75/round at the exceptional Royal St Kitts Golf Club. The 18 hole championship course is an amazing golfing experience. Or you can just chill, read books, sunbathe and drink fine rum punch... the choice is yours.
Groceries can be purchased for you and charged to your account, or you can source them yourself from the local supermarket in Basseterre.
Frigate bay is about a 15 min drive, with plentiful bars and a variety of restaurants or venture further north, to Basseterre, for some authentic local flavour and freshly caught fish.
Hillside is a non-smoking villa and we ask our guests to please smoke only outside of the building.
Amenities at Hillside villa. Amazing villa overlooking beach, panoramic views built 2012
Non-smoking
No pets allowed
Family friendly
Map of Leeward Islands
Ratings and reviews
Summary of reviewsThe view from the Hillside Villa is absolutely incredible, providing a priceless experience for guests. The property manager, Brenda, was outstanding and the house had everything needed and more. Would definitely return!
10 / 10Outstanding·Jan 2026
We thoroughly enjoyed our visit to this villa in St. Kitts. We had a group of 10 people all 17 years old. We agreed with the owner/property manager to rent the apartment, which resulted in 6 comfortable bedrooms. The house is absolutely beautiful, spacious, has a gorgeous view and was a comfortable space for everyone to unwind. They have done a wonderful job maintaining the home and property to a very high standard. We enjoyed the location, on the south end of the island (close to the Park Hyatt). One of the benefits was the abundance of activities — jet skis / water sports at Reggae Beach (short drive / steep hill), a pier where we were met for a fishing charter, and make sure to reserve Friday night lobster dinner at Reggae Beach Bar. We were also impressed that the house is outfitted with both US and UK power outlets. The property manager Dwayne met us at the airport and was a wonderful host. We had a few minor questions / issues and he was very responsive. For sports fans, the house has cable with ESPN (was great for college bowl games) and the internet/wifi worked well. We also had a flight issue and worked with Dwayne and the owner, who were very helpful collaborating with us to extend our stay. St. Kitts was much more advanced than many Caribbean islands we visited. The roads / infrastructure were in great shape, people are friendly and hard working, etc — everything just worked. I can’t recommend a vacation to St. Kitts to Hillside Villa enough!
10 / 10Outstanding·Jul 2025
very nice facility
8 / 10Excellent·Jun 2025
Awesome view, we had a great time
6 / 10Average·Apr 2024
Absolute hands-down best parts of the hillside villa were the view and the pool. We spent more time at the dining table with the huge window open, on the deck and in the pool than anywhere else. We loved that part of it.
Expectations are important so don’t expect a luxury house. It looks like it needs a lot of TLC. The outside paint has rust in areas. The only filtered water in the entire house was from the kitchen faucet with a brita filter at the end. The ice maker and the water dispenser in the refrigerator door were both broken. The high-end stereo equipment was not usable because a component had broken. The treadmill, located on a bedroom balcony broke a couple of days before we got there. A bedroom toilet had been leaking for so long that it was dripping onto the washing machine on 1st floor and a large piece of paint was peeling from the ceiling. The tiles surrounding the pool are coming off- in one place you could see the webbing. Where the tiles were not peeling, there was either rusted areas or bleached tiles.the most dangerous issue were the pool ladders. I do not understand how anyone could not know these were a hazard. One person was on the ladder when it came out of the deck and broke in half. He could have been very badly hurt. Brenda, manager extraordinaire, had a new one installed the next day. Pool is not fenced in on all 4 sides. nor is there a pool alarm or any safety measure for kids.
But my group would still go back- the view is priceless.
$$$$
Top rated by guests
9.7Outstanding
(60 Ratings)
The view from the Hillside Villa is absolutely incredible, providing a priceless experience for guests. The property manager, Brenda, was outstanding and the house had everything needed and more. Would definitely return!
From real guest reviews summarized by AIDon't miss out! Price and availability may change
