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Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon
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Reviews
9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
5 bedrooms5+ bathroomsSleeps 106500 sq ft
Popular amenities
Rooms & beds
5 bedrooms (sleeps 10)
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
1 King Bed
Bedroom 5
1 King Bed
Master
1 King Bed
5 bathrooms, 1 half bathroom
Bathroom 5
Toilet · Shower only
En suite #2
Toilet · Shower only
En suite #3
Toilet · Shower only
En suite #4
Toilet · Shower only
Main house
Toilet
Master
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Kitchenette
Balcony
Separate dining area
Outdoor play area
Garden
Dining area
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.
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.
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets 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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
We should mention
A car is recommended for transport to and from this property
About the area
Red Hook
Located in St. Thomas, this holiday home is on the beach. The area's natural beauty can be seen at Sapphire Beach and Lindquist Beach. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with ecotours and horse riding.

Cabes Point
What's nearby
- Cabes Point - 1 min walk - 0.0 km
- Sapphire Beach - 9 min walk - 0.8 km
- Lindquist Beach - 19 min walk - 1.6 km
- Vessup Bay - 2 min drive - 1.8 km
- American Yacht Harbor - 3 min drive - 2.2 km
Getting around
Restaurants
- Agave - 4 min drive
- Tarpon’s Table - 3 min drive
- Sapphire Beach Bar - 14 min walk
- Five O'Clock Somewhere Bar - 6 min drive
- Kween Vee Smoothies - 4 min drive
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
9.8/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
1 Mar, 2026
Liked: Cleanliness, check-in, location, listing accuracy
Stayed 7 nights in Feb 2026
Verified
10/10 Excellent
Shelia H.
22 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Shelia H.
Stayed 11 nights in Dec 2025
Verified
10/10 Excellent
Michele M.
9 Jan, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Michele M.
Stayed 7 nights in Dec 2025
Verified
10/10 Excellent
Cheri F.
3 Feb, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cheri F.
Stayed 10 nights in Jan 2026
Verified
10/10 Excellent
Blake S.
12 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy




Blake S.
Stayed 7 nights in Nov 2025
Verified
10/10 Excellent
Steven P.
13 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Steven P.
Stayed 7 nights in Jul 2025
Verified
10/10 Excellent
Dj
8 Feb, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family getaway
Dj
Stayed 7 nights in Feb 2025
Verified
10/10 Excellent
Sean C.
8 Dec, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place
Sean C.
Stayed 7 nights in Nov 2024
Verified
10/10 Excellent
Teri P.
1 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful
Teri P.
Stayed 7 nights in Feb 2025
Verified
10/10 Excellent
Karen G.
14 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Property
Karen G.
Stayed 15 nights in Mar 2025
Verified
10/10 Excellent
Kathie K.
9 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing
Kathie K.
Stayed 7 nights in Jun 2025
Verified
10/10 Excellent
Catherine F.
10 May, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family St Thomas getaway
Catherine F.
Stayed 7 nights in May 2025
Verified
10/10 Excellent
Richard L.
23 Mar, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
great place
Richard L.
Stayed 7 nights in Mar 2024
Verified
10/10 Excellent
Amy C.
24 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Outstanding trip at an outstanding property
Amy C.
Stayed 7 nights in Jun 2025
Verified
10/10 Excellent
Ronald D.
25 Jun, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a great time
Ronald D.
Stayed 7 nights in Jun 2023
Verified
10/10 Excellent
Sara Y.
26 Feb, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great week - nice property
Sara Y.
Stayed 7 nights in Feb 2025
Verified
10/10 Excellent
James G.
4 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Home and Location
James G.
Stayed 7 nights in Feb 2025
Verified
10/10 Excellent
barbara s.
30 Jun, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
The Best
barbara s.
Stayed 7 nights in Jun 2024
Verified
10/10 Excellent
Adrianne L.
7 Jan, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Pictures don't do it justice!
Adrianne L.
Stayed 7 nights in Dec 2024
Verified
10/10 Excellent
Lisa D.
3 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing week
Lisa D.
Stayed 7 nights in Jun 2024
Verified
10/10 Excellent
Christa C.
3 Mar, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
88th birthday celebration
Christa C.
Stayed 7 nights in Feb 2024
Verified
10/10 Excellent
Tom C.
10 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Breathtakingly beautiful Villa!
Tom C.
Stayed 9 nights in Aug 2024
Verified
10/10 Excellent
Elizabeth H.
9 Jul, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great for group stay!
Elizabeth H.
Stayed 7 nights in Jun 2023
Verified
10/10 Excellent
William C.
27 Mar, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great!
William C.
Stayed 7 nights in Mar 2024
Verified
10/10 Excellent
Braulio O.
2 May, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful time!
Braulio O.
Stayed 7 nights in Apr 2023
About the host
Hosted by Joanne Hux
We have owned property on St. Thomas Since 2006 ( Caribbean Castaway property number #320776) and have enjoyed sharing our property with others when we are not on island. We love this part of the world, the culture, the water, the activities, the warmth in the winter.
Why they chose this property
Triton’s Overlook is a beautiful large home on one acre and simply cannot be matched. It’s location on the east end of the island is exactly where you want to be for activities and just plain fun.. Some properties claim to have ocean access but to get to the ocean you need to go down a flight of steps or thru a overgrown path. At Triton’s Overlook you truly step into the water.
What makes this property unique
One and half acres of property
Fifty feet from the water edge
Smart TV’s
Internet
Entire House serviced by 65KW Generator
Entire house Air conditioned
Two bedroom guest house can be added
Fifty feet from the water edge
Smart TV’s
Internet
Entire House serviced by 65KW Generator
Entire house Air conditioned
Two bedroom guest house can be added
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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