A short walk from Sapphire Beach, Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon provides a garden, a playground, and an arcade/game room. In addition to laundry facilities, guests can connect to in-room WiFi.
Reviews
9.89.8 out of 10
Exceptional
Entire home
5 bedrooms6 bathroomsSleeps 10604 sq m
Popular amenities
Ocean view
Kitchen
Washer
Dryer
Air conditioning
Add dates for prices
About this property
Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon
Named because of it's magnificent views, Triton's Overlook is situated right on the water's edge and offers stunning,unobstructed views of the Caribbean Sea, nine islands including the British Virgin Islands, and St John. Triton's Overlook, a former local estate known as Villa Maitland, has undergone an extensive renovation over the past few years. While much of the house is new, nods to the past still abound-from the massive mahogany doors , to the old West Indies parquet floor in the Master Bedroom. And with large glass windows and doors spanning across the open-concept home, you can take in the unbelievable views and enjoy the gentle breeze from the couch, or even while working in the kitchen. From the comfort of the Overlook Family Room and porch look for large yachts passing thru Pillsbury Sound on their way to St John or look below thru the clear Caribbean water for sea rays, dolphins and fish swimming by . There is always something to look for. Our photos barely do it justice! The fully optioned gourmet kitchen includes a dishwasher, five burner gas stove with dual-oven, microwave, toaster, and Keurig. Plenty of space for all the "cooks" in the group ! The Theater Room, just off of the main living area, offers a 75” high definition SmartTV with surround sound in a enclosed setting for twelve to enjoy a special show or movie. All five bedrooms feature en-suite bathrooms and King size beds. Four bedrooms have "down island views". The Master Bedroom and two others are located off of the main living area. The master bedroom is palatial, offering a full view of the Caribbean from the comfort of a king size Sleep Number bed. It also includes a large walk-in-closet with a bathroom featuring an open floor shower big enough for two (gotta save water). A second bedroom also offers a Sleep Number king size bed, an ocean view and opens up to a private balcony. A third bedroom offers a king size bed high open ceiling and a view of the water overlooking gorgeous grounds.This room is convenient to the main living area and makes a perfect Au Pair suite. Two bedrooms on the lower level offer the same ocean view as above, and open up to a private ground level porch for easy access to the pool and grounds. ( Great for those late night swims ). The downstairs entertainment area includes a wet bar, ice maker, large curved high definition Smart TV and a large bar top for games, eating, drinking or just gathering to talk or meet to plan the day's activities. The sliding glass doors open directly to the pool deck. The house is fully air conditioned and has a large generator to power the entire house in case of power outages during your stay. Internet is available through the house and pool area for those who need to stay connected. For those music lovers Sonos services the pool deck, lower level activity room, theater room, foyer/dining room and master bedroom. All TV’s are Smart TV’s with Net Flix, Amazon Prime and Utube.
NEED MORE BEDROOMS ? GUEST HOUSE CAN ADD UP TO TWO MORE BEDROOMS: The property also features a separate two bedroom guest house , Triton’s Hideaway, which is only rented with the house. The spacious master bedroom features a king size bed with large en-suite bathroom. The second bedroom is a loft bedroom with a king size bed and private bathroom. Downstairs, which is on level with the pool deck and grounds, features a family room, a full bathroom, and kitchen all with direct water view. The guest house is fully air conditioned, has its own generator, Wi-Fi and Smart TV’s. When renting the main house you can rent the Guest House’s Master Bedroom alone as an additional separate bedroom or the full house. Your choice. The guest house is not included in the price for the house so please ask for a quote adding the Guest house. The Guest House is only available as additional accommodations when renting the full property. We never rent the guest house out to a different party. The entire property is only available to you. ADDING TRITON’S HIDEAWAY, ( the guest house ) to TRITON’S OVERLOOK CAN INCREASE THE NUMBER OF GUESTS FROM 10 TO 12, OR 14.
Triton's Overlook is conveniently located about one mile outside of Red Hook on the East End of St. Thomas. Red Hook offers many restaurants and bars, shopping, groceries, a marina, and the ferry to St. John and the British Virgin Islands. Many tours and charters are also booked out of Red Hook. What makes Triton's Overlook so special and unique is that there are so many areas to escape to your "own space", whether inside the house or outside on the expansive, lush grounds. It's more than just a house, it's a experience that very few can match. With over one acre of enclosed grounds, fruit and palm trees, and other tropical flowering plants there is always something new to see every day. Enjoy the breeze under the palm trees and sea grapes on your own private beach area, step directly and swim in you own lagoon, snorkel on the coral reef right in front of the house, or lay out at the pool. Once you've arrived at Triton's Overlook, the rest is up to you ! In addition to Triton’s Overlook we have owned the adjacent property, Caribbean Castaway since 2006. If you find Triton’s Overlook booked for the dates you requested or are interested in booking the two properties together, (for a total of 13 bedrooms) accommodating up to 26 guests in beds with their own bathroom. check out Caribbean Castaway, property #320776.
Property amenities
Beach
On a private beach
Beach towels
Pool/Spa
Outdoor pool
Private pool
Internet
Available in the house: WiFi
Parking and transportation
Car recommended
Onsite parking options include a garage
Kitchen
Blender
Coffee grinder
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Ice maker
Kitchen island
Kitchenette
Lobster/crab pot
Microwave
Oven
Paper towels
Refrigerator
Spices
Stovetop
Toaster
Dining
Dining table
Bedrooms
5 bedrooms
Bedsheets provided
Bathroom
5.5 private bathrooms
Hair dryer
Shower
Soap
Towels provided
Living spaces
Dining table
Living room
Separate dining area
Entertainment
Books
DVD player
Netflix
Smart TV with cable/satellite channels
Stereo
Streaming services
Outdoor areas
Balcony
Barbecue grill
Garden
Outdoor furniture
Laundry
Laundry facilities
Washing machine
Work spaces
Printer
Comfort
Air conditioning
Pets
No pets allowed
Suitability/Accessibility
Smoking not allowed
Services and conveniences
Concierge services
Iron/ironing board
Location highlights
Near a health/beauty spa
Near a hospital
Near the marina
On the waterfront
Things to do
Arcade/game room
Birdwatching nearby
Ecotours nearby
Fishing nearby
Horseback riding nearby
Jet skiing nearby
Motor boating nearby
Sailing nearby
Scuba diving nearby
Snorkeling nearby
Swimming nearby
Windsurfing nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
We should mention
A car is recommended for transportation to and from this property
About the neighborhood
Located in St. Thomas, this vacation home is on the beach. The area's natural beauty can be seen at Sapphire Beach and Coki Point Beach. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with ecotours and horse riding. Visit our Red Hook travel guide
Does Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon have a pool?
Yes, this property has an outdoor pool.
Is Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon?
Check-in begins at 4:00 PM.
What time is check-out at Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon?
Check-out is at 10:00 AM.
Where is Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon located?
Nestled on the beach, this St. Thomas vacation home is within a 5-minute walk of Cabes Point and Sapphire Beach. Lindquist Beach and Turquoise Beach are also within 1 mi (2 km).
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Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Wonderful villa with gorgeous views from nearly every window, with tons of natural light. The pool area was super clean and even in winter, pool is in the sun. The little beach and cove area were great for snorkeling when the seas weren't too rough. The kitchen is very well stocked, the showers hot, and the a/c all over worked great! Importantly, the road to the villa is pretty easily navigated, even without a Jeep. Most of all, I want to thank the owners and the property manager for helping us in our time of need. We were caught in St. Thomas during the Caribbean airspace closures, resulting in massive airline cancellations all over, and they were responsive and so helpful during this stressful time. They helped us through those first crazy 24 hours and we are very grateful. Thank you Dawn, Dave, and Joanne!
Such a blessing to be able stay at this villa! Perfect for families, kids of all ages! Pool so much fun! Views are crazy and proximity 5 minute walk to one of the most beautiful beaches in the world! Thank you! Thank you! Highly recommend this property and location. See ya next year!
Beautiful villa room for all! Location to other beaches & excursions was easy. Pool was a big hit.. especially after beach days..lots of nighttime swimming.. would definitely recommend to friends & family..
We had a great week - the suites, kitchen, recreation areas were well appointed. Our only slight disappointment was not being able to walk to any beaches- they were close enough but the traffic was way too fast and there is no area to walk. We did a private charter on a catamaran out of red hook (just one mile away) with Stormy Pirates and it was fantastic. The pool area was nice and clean with plenty of lounge chairs. The grill was also a plus.
All was as described and was perfect for our group of 9. Beautiful views and a wonderful property that was clean, had tons of space, and everything you need for a home away from home. Thank you!
This was such a beautiful home for our group of 9 adults. Everything was perfect! There is tons of space for relaxing, and enjoying the beautiful scenery. The kitchen was well stocked with everthing we needed for family meals. The pool was a hit! The pool and grounds was spotless. All in all, it was a wonderful stay! Thank you!
Triton's Overlook is an amazing property. The house was more than big enough for our 8 person family. It was easy to gather in either of the large family rooms or hide away for some alone time by the pool or beach area. The welcome gift of large fruit basket was greatly appreciated. We had hoped to be able to swim and snorkel in the cove but the rocks and waves made this a little challenging. Overall a spectacular home that helped our family have a wonderful experience.
Our family of 8 (all adults) stayed for 1 week. House is exactly as described. Beautiful location, great snorkeling, pool & beach area were perfect for hanging out and relaxing. It was a wonderful setting for a family vacation. HIGHLY RECOMMEND!!!!!
The home was perfect for our crew of 9 ranging in age from 3 to 75. It was as advertised. The pool was used early and often. Communications with the owner before our stay and with the property managers during our stay was excellent. St. Thomas, St. John and Triton's Overlook did not disappoint. If we go back to St. Thomas, we'll hope to stay at Triton's Overlook.
First of all, I would like To thank the owners for sharing your beautiful home with the greatest view. I could not have asked for anything better. The kitchen had everything we needed. The beds were comfortable. We loved having our own beach. The pool was great. This place is top-notch. Thank you again.
Gorgeous home and views of all the islands. Our group of 9 had an amazing stay at Tritons Overlook. Plenty of space for gathering together or looking for a little alone time. Close to Sapphire Beach (beautiful beach and restaurants) and Marina ( Sunshine Charters will pick you up there for excursions) as well as over the hill from Red Hook( great restaurants). House manager was there when needed and we needed for nothing. Don’t delay and book your stay.
We did a family vacation with kids and grandkids and we couldn't have found a more perfect place to stay. There are essentially four levels to the home which creates the ability to create some privacy while at the same time there are large common gathering areas. The bedrooms are all a great size with their own bathrooms and the views are fantastic! The grandkids loved the pool as well as the lagoon where they did some snorkeling. Red Hook was only a five minute drive away and one beach was walkable.We had a minor air conditioning unit leak that we called about and Dave got someone out that day to repair it. Always responsive and great answering any questions and requests.We loved it and wished we could have stayed another week! Highly recommend and hope to return.
The pictures do not do this property justice. It is so beautiful inside and out. All the high end finishes and decorating was very pleasing to the eye. Beds were comfortable and we had everything we needed. A few of the remote blinds didn’t work which obstructed our view a bit from the kitchen but we did not let that get in our way of having a fabulous time. Thank you for sharing your piece of paradise with us!
The Weidner Family
Best Vacation EVER. There were 10 of us in the main house (8 adults and 2 teenagers) and 1 adult in the guest house master bedroom. There was ample space for us to all sprawl out and do our own thing during the day and regroup in the evenings. The views are simply breathtaking. We had incredible weather all week and took full advantage of the pool, private beach and snorkeling cove. Red Hook offered everything we needed off-property (market, restaurants Etc.) which was convenient. The property managers were very friendly and helpful. We were all sad to see the week come to an end and agreed that this vacation will be hard to beat. Thank you for sharing your piece of paradise with us!
We stayed at this property 10 years ago when it was Villa Maitland. It was spectacular then and is even more beautiful now with all the wonderful updates.
My family was so excited to be able to repeat this trip. This was a gift to my adult children this year.
This house is perfect for an all adult family. Plenty of room to spread out. We also included a few friends who rented the guest house.
I would highly recommend this home. The owner was very responsive during the rental process and the property managers were extremely responsive and knowledgeable about the property.
This home and location should be on everyone’s bucket list.
Thank you for sharing your home with my family.
We had a wonderful week at Triton’s Overlook. It’s a beautiful, clean, spacious house with so many extras. The large kitchen was perfect for our group of 10 and has everything you would need. We spent lots of time in the pool and on the deck. Several of the kids snorkeled right off the property. The rooms were all clean and spacious, and they all had lovely views of the Caribbean. The theater room was perfect for a family movie night.
We were able to take a short walk over to Sapphire Beach for a change of pace. We spent two days exploring the waters around the islands. We snorkeled, hiked, and spent time at Scott beach which has some of the clearest waters I’ve ever seen. The kids did a cliff jump on the other side of Thatch Cay which is the island you can see just north of the house.
There were rolling power outages for a few days, but it didn’t affect us since the home has a generator. The property managers were very helpful with any questions we had.
If you get the chance, stay here- you won’t regret it!
Angela M.
Stayed 7 nights in May 2024
Verified
2/10 Terrible
Brandon S.
Apr 29, 2025
Liked: Cleanliness, check-in, location
Disliked: Communication, listing accuracy
False Advertising
I searched on VRBO and found the perfect luxury oceanfront property with a pool and HOT TUB. The listing mentioned the property even had a lagoon for the our family to swim in. Upon arrival the property was in a great location but it was not what was listed. The photos of the listing showed a hot tub and there was not one to be found. I didn't make a big deal about it while there because I wanted to enjoy the vacation while being there with my family. My daughter started playing in the lagoon on the first day and got stung by sea urchin. Upon further review of the lagoon, it was full of rusty metal, pipes, and sea urchin everywhere. There is not practical use of the lagoon other than making the view less desirable. Like I said, we were there and I didn't want to spend multiple hours trying to cancel my nonrefundable stay so I just made the most of it. At the end of the trip, I reached out to the host and ask for a small discount (10%) since there was not a hot tub. After some back and forth, the host offered a discount toward a future stay at the property. I explained to them I didn't come to the Virgin Islands often and that I would want a property with a hot tub. I asked for a discount and ultimately got told I was trying to extort money. If a property has photos of a hot tub beside the pool of property, then it should have a hot tub. The host should be willing to discount the property if they are good and honest people. Sometimes I guess money is all that matters.
We enjoyed everything about this house. Best location, close to RedHook for food and activities. The decorations and cleanliness of the house were fabulous, and the pool was a great area to hang out. The lagoon gives another place to hang out and take in the sights. Just one more perk of this house. We also enjoyed movies at night in the theatre room. An unexpected treat of this house. I would say this is the best spot in St.Thomas. We could not have asked a better vacation or a better place to stay. This house seems unique, as it sits right on the water. The concrete pier offers a great perspective and the whole house has 270 degrees of the best views around. St Thomas and the Virgin Islands are amazing and will hopefully return.
The house is just what we wanted and perfectly fit our family of ten. The location on the ocean provided very good snorkeling and the pool was fun too.