𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Estate Annas Retreat (2026)

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Our top choices for Estate Annas Retreat hotels

A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

A balcony with a view of the sea, a table with chairs, and a white building with a red roof.

A bar area with a beer list sign, a glassware display, and a view of a cruise ship in the background.

A sunlit outdoor seating area with umbrellas, a pool, and a view of the sea.

1. Bluebeard's Castle Resort

Charlotte Amalie

Freo

S$275

includes taxes & fees

16 Nov - 17 Nov

A balcony with a pool, chairs, and potted plants.

A balcony with a view of greenery, a table with chairs, and a potted plant.

A hotel room with two beds, a nightstand, a lamp, and an air conditioning unit.

A bar area with shelves stocked with various liquor bottles.

2. Bunker Hill Hotel

St. Thomas

Christina

S$141

includes taxes & fees

20 Oct - 21 Oct

A person seated at a table with a view of a coastal area, including a beach and a distant island.

Two people toasting with wine glasses overlooking a coastal town with a cruise ship in the distance.

A living room with a dining table, chairs, a sofa, and a TV.

A room with a four-poster bed, a television, a lamp, and a painting on the wall.

3. Mafolie Hotel

St. Thomas

Christopher

S$185

includes taxes & fees

20 Oct - 21 Oct

A coastal road with parked cars, a marina with boats, and a mountain in the background.

A multi-story hotel with a central courtyard featuring a swimming pool, outdoor seating, and potted plants.

An outdoor seating area with tables and chairs under umbrellas, a gift shop in the background, and a statue in the foreground.

A kitchen with wooden cabinets, a stainless steel oven, and a marble countertop.

4. Windward Passage Hotel

St. Thomas

Kishonda

S$264

includes taxes & fees

18 Oct - 19 Oct

A swimming pool with lounge chairs and umbrellas, a thatched-roof structure, and a sign for 'Chill Beach'.

A compact kitchen with wooden cabinets, a tiled backsplash, and a microwave.

A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

A hotel room with a large bed, a ceiling fan, a nightstand with a lamp, a chair, and a window with a view of palm trees.

5. Margaritaville Vacation Club - St. Thomas

St. Thomas

Chankevia

S$387

includes taxes & fees

18 Oct - 19 Oct

A spacious, modern lounge area with a large sectional sofa, round tables, and a ceiling with wooden beams and recessed lighting.

A modern interior with a wooden leaf-patterned wall, a round table, and multiple seating options.

A spacious, modern dining area with multiple tables and chairs, a bar area with shelves of bottles, and a large wall with motivational text.

A Hampton by Hilton hotel with a modern facade, a covered entrance, and a clear sky.

6. Hampton by Hilton St. Thomas

Havensight

kenric

S$354

includes taxes & fees

24 Oct - 25 Oct

A swimming pool with blue tiles, surrounded by lounge chairs and a table with chairs. There are stairs leading up to a building with a stone wall and greenery.

A staircase leading to a building with a sign reading "GALLION HOUSE WELCOME".

A building with a mural of a ship on a blue sea, surrounded by tropical plants.

A counter with a sign reading "COLD drinks" in a room with teal walls, wooden beams, and a ceiling fan.

7. Galleon House Hotel

St. Thomas

Michael

S$133

includes taxes & fees

20 Oct - 21 Oct

A staircase surrounded by lush tropical plants and palm trees.

A stone archway leading to a staircase with potted plants and a hanging lantern.

An outdoor seating area with brick flooring, metal chairs, and green umbrellas.

A bar area with a stone wall, wooden bar counter, and bar stools.

8. Hotel 1829

St. Thomas

Steven

S$135

includes taxes & fees

22 Oct - 23 Oct

A staircase leading to a beach with turquoise water, surrounded by lush greenery and palm trees.

A modern bar area with a view of a cityscape and mountains.

A terrace with wicker furniture and umbrellas, overlooking a coastal landscape with mountains and a body of water.

A infinity pool with white lounge chairs, a palm tree, and a gazebo overlooking the ocean.

9. The Westin St. Thomas Beach Resort & Spa

St. Thomas

David Josiah

S$621

includes taxes & fees

18 Oct - 19 Oct

A wooden deck with a view of a beach and ocean.

A pool area with clear blue water, surrounded by palm trees and a building with a tiled roof.

A bedroom with a large bed, a TV mounted on the wall, and a view of the kitchen and balcony.

A modern kitchen with white cabinets, a glass dining table, wicker chairs, and a view of the ocean.

10. View of Paradise at Sapphire Beach

St. Thomas

Michael

S$544

includes taxes & fees

4 Nov - 5 Nov

A pool area with lounge chairs and a view of the sea.

A stone staircase surrounded by lush greenery, leading to a higher level.

A wooden double door with a sign above reading "PINK PALM HOTEL".

11. The Pink Palm Hotel - Adults Only

St. Thomas

Iroda

S$373

includes taxes & fees

18 Oct - 19 Oct

A person standing in a swimming pool with arms outstretched, wearing a straw hat, and a tray with food and drinks.

A couple seated on a sofa with a glass table in front, surrounded by indoor plants and furniture.

A couple dining at a table with a view of the sea and mountains in the background.

A balcony with outdoor furniture, a view of a coastal area, and lush greenery.

12. Island View Guesthouse

St. Thomas

Robert

S$223

includes taxes & fees

19 Oct - 20 Oct

A poolside area with a palm tree, a view of the sea, and a red-roofed building.

A stone wall with a metal gate and a door with a colorful floral design.

A stone staircase leading to a pool area with red flowers, palm trees, and a view of the sea.

A tropical outdoor area with palm trees, a brick planter with plants, and a statue.

13. The Mary Anne Boutique Hotel USVI

Charlotte Amalie

Gustavo

S$387

includes taxes & fees

18 Oct - 19 Oct

A lush garden with palm trees, a stone pathway, and a view of buildings in the background.

A hotel room with a bed, a view of the sea, and a balcony with a chair.

A circular building with a balcony and a staircase leading to the entrance.

A reception area with a green marble counter, a computer, a fire extinguisher, and a chair.

14. Boundless Bliss Hotel

St. Thomas

Aleshia

S$135

includes taxes & fees

29 Oct - 30 Oct

A beach with clear turquoise water, a sandy shore, and a sailboat in the distance.

A pathway leading to a pool with palm trees and potted plants on either side.

A beachfront hotel with multiple buildings, palm trees, and a clear blue sky.

A clear blue sky, a swimming pool with lounge chairs, and a view of the ocean.

15. Emerald Beach Resort

St. Thomas

Karim S

S$312

includes taxes & fees

18 Oct - 19 Oct

A building with a white facade, a black gate, and a statue in the background.

A bedroom with a bed, a TV, a ceiling fan, a desk, a chair, and a balcony with a view of trees.

A room with a bed, a wooden cabinet, a television, and wall-mounted artwork.

A pool area with lounge chairs and umbrellas, a covered seating area, and a view of the sea.

16. Blackbeard's Castle

Charlotte Amalie

"In all my travels throughout the Caribbean… none have been cleaner, friendlier or in a better location. I appreciate how creative this place is and will become in its growing future. Staff is both local and import and very kind. For anyone seeking the type of adventure that travel promises… this place is a must. On a side note….. the accommodations were the cleanest I’ve stayed in hundreds of stays in the Caribbean. Thank guys and keep up the creativity and awesome customer service!!!!"

Christ

S$309

includes taxes & fees

21 Oct - 22 Oct

A pool area with lounge chairs and umbrellas, overlooking a coastal town and a bay.

A small, single-story building with a green door and a sign reading "Green Iguana Hotel".

A bedroom with a bed, nightstands, a dresser, a green mat, and a green and white towel.

A balcony with a view of a coastal area, featuring a wooden table and chairs.

17. The Green Iguana Hotel

Charlotte Amalie

Chuck

S$347

includes taxes & fees

15 Nov - 16 Nov

A beach with white lounge chairs and umbrellas, a clear blue sky, and turquoise water.

A balcony with a glass railing overlooking the sea, furnished with chairs and a table, and a wooden ceiling.

A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.

A coastal hotel with white roofs, palm trees, and a view of the ocean.

18. Buoy Haus Beach Resort St. Thomas, Autograph Collection

St. Thomas

Alexandria

S$711

includes taxes & fees

25 Oct - 26 Oct

A coastal view with a clear sky, a staircase leading down to a beach, and a palm tree.

A coastal property with a view of the sea, a balcony with plants, and a building with a beige facade.

A swimming pool with lounge chairs and umbrellas, surrounded by lush greenery and a view of a lake with mountains in the background.

A hotel room with a bed, a desk, a television, and a view of the sea.

19. Lindbergh Bay Hotel and Villas

St. Thomas

Schantel

S$221

includes taxes & fees

31 Oct - 1 Nov

A balcony with a table set for breakfast, overlooking a marina with boats and a clear sky.

A spacious interior with a high ceiling, wooden beams, a dining area with a table and chairs, and a view through a glass door.

A modern building with a blue roof, solar panels, and a view of a marina with boats.

A marina at dusk with boats docked, a waterfront town with buildings, and hills in the background.

20. Two Sandals – A Boutique Hotel

St. Thomas

Tom

S$462

includes taxes & fees

19 Oct - 20 Oct

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Top Estate Annas Retreat Hotel Reviews

The Westin St. Thomas Beach Resort & Spa

8/10 Good

"We had a wonderful stay at The Westin St. Thomas! Beautiful ocean views, a relaxing atmosphere, and an overall amazing experience. The perfect getaway!"

Bluebeard's Castle Resort

10/10 Excellent

"Everything was good"

Bunker Hill Hotel

10/10 Excellent

"Great place for the price"

Galleon House Hotel

10/10 Excellent

"Real great for solo trips. Kind staff. The room was clean. The hotel is gate and safe for solo travellers. Although I did not personally get in the pool it was well kept and clean as well. Just be prepared to share a bathroom."

Secret Harbour Beach Resort

8/10 Good

"The room was nice, a little outdated, but the view of the ocean made up for it. It was very clean though. There was a kitchenette, bathroom, living room and kitchen all in one space. It was all just open (except the bathroom that obviously had a door.) Make sure you really like the person you’re going with because the space is tight! The bed was so comfortable though, we slept like babies when we were there. If you want to use the pool no one tells you that it is up on a hill and you have to climb a million steps to get to it. It is not even attached to the resort itself. It is beautiful though, and huge. So if you cannot climb stairs, you can’t get to the pool. Forget asking anyone for help, they are all so hard to understand so my boyfriend and I just explored everywhere finding things. Also, the workout room is very small and barely has any equipment. Just driving around the island is terrible. First of all, you drive on the left side of the road. Secondly, drivers cut you off and flip you the bird. They are so hostile for no reason. It’s worse than driving in New York City! I recommend not leaving the resort if you don’t have to. You’re taking a chance risking your life by driving on this island! Secret Harbour is the most beautiful beach. Crystal clear water. You can see little fish swimming around your feet. The problem is there is hardly any beach frontage. It’s only a couple hundred feet, so forget those long walks on the beach. Overall a wonderful adventure!"

St John Inn

10/10 Excellent

"We can’t wait to come back"

The Ritz-Carlton, St. Thomas

8/10 Good

"The property was beautiful! If you’re looking for a quiet, relaxing stay this is the place. Otherwise nothing going on"

The Westin St. John Resort Villas

10/10 Excellent

"Everything was amazing! It will always be my go to when I come to visit."

Hampton by Hilton St. Thomas

10/10 Excellent

"I wish it had a balcony to over look the harbor"

More cheap stays in Estate Annas Retreat

Sunset Gardens Guesthouse

8305 Contant St. Thomas St. Thomas

S$174

19 Oct - 20 Oct

includes taxes & fees

The Green Iguana Hotel

1002 Blackbeard's Hill Charlotte Amalie St Thomas

S$347

15 Nov - 16 Nov

includes taxes & fees

10/10 Exceptional! (38 reviews)

The Mary Anne Boutique Hotel USVI

Greater Tower Street Charlotte Amalie St Thomas

S$387

18 Oct - 19 Oct

includes taxes & fees

10/10 Exceptional! (30 reviews)

Windward Passage Hotel Usvi

Veterans Dr St. Thomas St. Thomas Island

Get rates

Villa Santana

2602 Bjerge Gade St. Thomas

Get rates

Dolphin Suites

18-27 boulon center St. John St John

Get rates

9.2/10 Wonderful! (20 reviews)

Frequently asked questions

What's the best place to stay in Estate Annas Retreat?

Bluebeard's Castle Resort, located 2.5 mi (4 km) from the heart of Estate Annas Retreat, is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are The Westin St. Thomas Beach Resort & Spa and Margaritaville Vacation Club - St. Thomas. See all available top hotels, or vacation rentals in Estate Annas Retreat.

If I need to cancel my hotel reservation in Estate Annas Retreat, will I receive a refund?

Yes, most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Estate Annas Retreat.

What are some hotels with pools in Estate Annas Retreat?

Bluebeard's Castle Resort: Aparthotel located near Magens Bay Beach. Features complimentary wireless Internet access, an outdoor pool and flat-screen televisions. The Westin St. Thomas Beach Resort & Spa and Margaritaville Vacation Club - St. Thomas are two additional hotels with an on-site pool. View all hotels with pools in Estate Annas Retreat.

What's it like to stay in Estate Annas Retreat?

Those travelling to Estate Annas Retreat will definitely enjoy the sights to see and things to do. A top sight in the area is Sapphire Beach. In Estate Annas Retreat, there are 18 hotels and other accommodation options to choose from. Find out more about Estate Annas Retreat.

What are the top places to visit in Estate Annas Retreat?

Sapphire Beach is a notable place to visit in the area. You'll also find Coki Point Beach and Caribbean Genealogy Library in the area. Take a look at what more there is to see and do in Expedia's Estate Annas Retreat guide.

What's the seasonal weather in Estate Annas Retreat?

The hottest months are usually September and August, with an average temperature of 28°C, while the coldest months are March and February, with an average of 26°C. Average annual precipitation for Estate Annas Retreat is 1028 mm.

Estate Annas Retreat Hotels from S$133

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Estate Annas Retreat

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Estate Annas Retreat hotels

1. Bluebeard's Castle Resort

2. Bunker Hill Hotel

3. Mafolie Hotel

4. Windward Passage Hotel

5. Margaritaville Vacation Club - St. Thomas

6. Hampton by Hilton St. Thomas

7. Galleon House Hotel

8. Hotel 1829

9. The Westin St. Thomas Beach Resort & Spa

10. View of Paradise at Sapphire Beach

11. The Pink Palm Hotel - Adults Only

12. Island View Guesthouse

13. The Mary Anne Boutique Hotel USVI

14. Boundless Bliss Hotel

15. Emerald Beach Resort

16. Blackbeard's Castle

17. The Green Iguana Hotel

18. Buoy Haus Beach Resort St. Thomas, Autograph Collection

19. Lindbergh Bay Hotel and Villas

20. Two Sandals – A Boutique Hotel

Top Estate Annas Retreat Hotel Reviews

The Westin St. Thomas Beach Resort & Spa

Bluebeard's Castle Resort

Bunker Hill Hotel

Galleon House Hotel

Secret Harbour Beach Resort

St John Inn

The Ritz-Carlton, St. Thomas

The Westin St. John Resort Villas

Hampton by Hilton St. Thomas

More cheap stays in Estate Annas Retreat

Sunset Gardens Guesthouse

The Green Iguana Hotel

The Mary Anne Boutique Hotel USVI

Windward Passage Hotel Usvi

Villa Santana

Dolphin Suites

Frequently asked questions

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