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Oct 18 - Oct 19
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Oct 19 - Oct 20
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Oct 23 - Oct 25
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Our top choices for Estate Annas Retreat hotels

A balcony with a pool, chairs, and potted plants.
A balcony with a tiled floor and a metal railing, overlooking a residential area with red-roofed houses and greenery.
A bar area with shelves stocked with various liquor bottles.
A hotel room with two beds, a nightstand, a lamp, and an air conditioning unit.

1. Bunker Hill Hotel

Bunker Hill Hotel
St. Thomas
United States
Christina
CA $122
CA $150 total
includes taxes & fees
Oct 25 - Oct 26
Bunker Hill Hotel
A person seated at a table with a view of a coastal area, including a beach and a distant island.
A living room with a dining table, chairs, a sofa, and a TV.
Two people toasting with wine glasses overlooking a coastal town with a cruise ship in the distance.
A view from a balcony overlooking a coastal town with a clear sky, palm trees, and a sea view.

2. Mafolie Hotel

Mafolie Hotel
St. Thomas
United States
Christopher
CA $151
CA $205 total
includes taxes & fees
Oct 19 - Oct 20
Mafolie Hotel
A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.
A hotel room with a large bed, a desk, a chair, a sofa, and a view of the sea.
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.

3. Bluebeard's Castle Resort

Bluebeard's Castle Resort
Charlotte Amalie
United States
Freo
CA $261
CA $323 total
includes taxes & fees
Nov 16 - Nov 17
Bluebeard's Castle Resort
A coastal road with parked cars, a marina with boats, and a mountain in the background.
A swimming pool with two people sitting on the edge.
A kitchen with wooden cabinets, a stainless steel oven, and a marble countertop.
An outdoor seating area with tables and chairs under umbrellas, a gift shop in the background, and a statue in the foreground.

4. Windward Passage Hotel

Windward Passage Hotel
St. Thomas
United States
Kishonda
CA $226
CA $279 total
includes taxes & fees
Oct 20 - Oct 21
Windward Passage Hotel
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 counter with a sign reading "COLD drinks" in a room with teal walls, wooden beams, and a ceiling fan.
A staircase leading to a building with a sign reading "GALLION HOUSE WELCOME".
A balcony with a view of a coastal town, including buildings and boats.

5. Galleon House Hotel

Galleon House Hotel
St. Thomas
United States
Michael
CA $120
CA $147 total
includes taxes & fees
Oct 19 - Oct 20
Galleon House Hotel
A spacious, modern lounge area with a large sectional sofa, round tables, and a ceiling with wooden beams and recessed lighting.
A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.
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 modern interior with a wooden leaf-patterned wall, a round table, and multiple seating options.

6. Hampton by Hilton St. Thomas

Hampton by Hilton St. Thomas
Havensight
United States
kenric
CA $324
CA $391 total
includes taxes & fees
Oct 24 - Oct 25
Hampton by Hilton St. Thomas
A swimming pool with lounge chairs and umbrellas, a thatched-roof structure, and a sign for 'Chill Beach'.
A yellow building with a sign reading "Buff & Wax" and a door labeled "Soleil Spa".
A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.
A compact kitchen with wooden cabinets, a tiled backsplash, and a microwave.

7. Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas
St. Thomas
United States
Chankevia
CA $381
CA $428 total
includes taxes & fees
Oct 19 - Oct 20
Margaritaville Vacation Club - St. Thomas
A staircase leading to a beach with turquoise water, surrounded by lush greenery and palm trees.
A spacious lounge area with a bar, comfortable seating, and a view of the ocean.
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.

8. The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa
St. Thomas
United States
David Josiah
CA $509
CA $693 total
includes taxes & fees
Nov 2 - Nov 3
The Westin St. Thomas Beach Resort & Spa
A lush garden with palm trees, a stone pathway, and a view of buildings in the background.
A reception area with a green marble counter, a computer, a fire extinguisher, and a chair.
A hotel room with a bed, a television, a desk with a computer, and a window with curtains. There is a bucket labeled "FLEURS & JARDIN" on a table.
A circular building with a balcony and a staircase leading to the entrance.

9. Boundless Bliss Hotel

Boundless Bliss Hotel
St. Thomas
United States
Aleshia
CA $181
CA $224 total
includes taxes & fees
Oct 19 - Oct 20
Boundless Bliss Hotel
A staircase surrounded by lush tropical plants and palm trees.
A stone archway leading to a staircase with potted plants and a hanging lantern.
A bar area with a stone wall, wooden bar counter, and bar stools.
An outdoor seating area with brick flooring, metal chairs, and green umbrellas.

10. Hotel 1829

Hotel 1829
St. Thomas
United States
Steven
CA $194
CA $240 total
includes taxes & fees
Oct 19 - Oct 20
Hotel 1829
Terrace/patio
A stone staircase surrounded by lush greenery, leading to a higher level.
A wooden double door with a sign above reading "PINK PALM HOTEL".
A view from a balcony overlooking a beach with boats, a clear sky, and a tiled floor.

11. The Pink Palm Hotel - Adults Only

The Pink Palm Hotel - Adults Only
St. Thomas
United States
Iroda
CA $304
CA $413 total
includes taxes & fees
Oct 22 - Oct 23
The Pink Palm Hotel - Adults Only
A wooden deck with a view of a beach and ocean.
A covered outdoor seating area with wicker furniture and white canopies, overlooking a beach with clear turquoise water and distant islands.
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.

12. View of Paradise at Sapphire Beach

View of Paradise at Sapphire Beach
St. Thomas
United States
Michael
CA $316
CA $602 total
includes taxes & fees
Nov 4 - Nov 5
View of Paradise at Sapphire Beach
A beach with clear turquoise water, a sandy shore, and a sailboat in the distance.
An outdoor seating area with tables and chairs, umbrellas, and a view of the beach and ocean.
A beachfront hotel with multiple buildings, palm trees, and a clear blue sky.
A pathway leading to a pool with palm trees and potted plants on either side.

13. Emerald Beach Resort

Emerald Beach Resort
St. Thomas
United States
Karim S
CA $282
CA $349 total
includes taxes & fees
Oct 25 - Oct 26
Emerald Beach Resort
A person standing in a swimming pool with arms outstretched, wearing a straw hat, and a tray with food and drinks.
A bedroom with a four-poster bed, a sofa, a glass coffee table, and a view of the outdoors.
A balcony with outdoor furniture, a view of a coastal area, and lush greenery.
A couple seated on a sofa with a glass table in front, surrounded by indoor plants and furniture.

14. Island View Guesthouse

Island View Guesthouse
St. Thomas
United States
Robert
CA $167
CA $249 total
includes taxes & fees
Oct 20 - Oct 21
Island View Guesthouse
A coastal view with a clear sky, a staircase leading down to a beach, and a palm tree.
A hotel room with a bed, a desk, a television, and a view of the sea.
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 with a yellow facade, a covered entrance, and a garden with palm trees and various plants.

15. Lindbergh Bay Hotel and Villas

Lindbergh Bay Hotel and Villas
St. Thomas
United States
Schantel
CA $197
CA $244 total
includes taxes & fees
Oct 31 - Nov 1
Lindbergh Bay Hotel and Villas
A building with a white facade, a black gate, and a statue in the background.
A room with a bed, a wooden cabinet, a television, and wall-mounted artwork.
A corridor with doors, a skylight, and a light-colored floor.
A bedroom with a bed, a TV, a ceiling fan, a desk, a chair, and a balcony with a view of trees.

16. Blackbeard's Castle

Blackbeard's Castle
Charlotte Amalie
United States
Christ
CA $274
CA $308 total
includes taxes & fees
Oct 19 - Oct 20
Blackbeard's Castle
A beach with white lounge chairs and umbrellas, a clear blue sky, and turquoise water.
A spacious living area with a large sofa, a coffee table, and a view of the ocean.
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.

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

Buoy Haus Beach Resort St. Thomas, Autograph Collection
St. Thomas
United States
Alexandria
CA $566
CA $787 total
includes taxes & fees
Oct 25 - Oct 26
Buoy Haus Beach Resort St. Thomas, Autograph Collection
A pool area with lounge chairs and umbrellas, overlooking a coastal town and a bay.
A bedroom with a bed, nightstands, a dresser, a green mat, and a green and white towel.
A small, single-story building with a green door and a sign reading "Green Iguana Hotel".
A balcony with a view of a coastal area, featuring a wooden table and chairs.

18. The Green Iguana Hotel

The Green Iguana Hotel
Charlotte Amalie
United States
Chuck
CA $341
CA $384 total
includes taxes & fees
Nov 12 - Nov 13
The Green Iguana Hotel
A poolside area with a palm tree, a view of the sea, and a red-roofed building.
A hotel room with two beds, each with a wooden headboard, white bedding, and a decorative wall hanging.
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.

19. The Mary Anne Boutique Hotel USVI

The Mary Anne Boutique Hotel USVI
Charlotte Amalie
United States
Gustavo
CA $346
CA $428 total
includes taxes & fees
Oct 19 - Oct 20
The Mary Anne Boutique Hotel USVI
Room
A living room with a sofa, coffee table, and a spiral staircase. There is a dining area with a table and chairs. The room has tiled flooring and a ceiling fan.
A corridor with a stone wall, tiled floor, and a covered area with wooden beams.
A swimming pool with a tiled edge, surrounded by outdoor furniture and a covered patio area.

20. Sunset Gardens Guesthouse

Sunset Gardens Guesthouse
St. Thomas
United States
Seth
CA $155
CA $192 total
includes taxes & fees
Oct 19 - Oct 20
Sunset Gardens Guesthouse
View all properties

Hotels recommended for families in Estate Annas Retreat

A balcony with a pool, chairs, and potted plants.
A balcony with a tiled floor and a metal railing, overlooking a residential area with red-roofed houses and greenery.
A bar area with shelves stocked with various liquor bottles.
A hotel room with two beds, a nightstand, a lamp, and an air conditioning unit.

Bunker Hill Hotel

Bunker Hill Hotel
St. Thomas
CA $122
CA $150 total
includes taxes & fees
Oct 25 - Oct 26
Bunker Hill Hotel
A coastal road with parked cars, a marina with boats, and a mountain in the background.
A swimming pool with two people sitting on the edge.
A kitchen with wooden cabinets, a stainless steel oven, and a marble countertop.
An outdoor seating area with tables and chairs under umbrellas, a gift shop in the background, and a statue in the foreground.

Windward Passage Hotel

Windward Passage Hotel
St. Thomas
CA $226
CA $279 total
includes taxes & fees
Oct 20 - Oct 21
Windward Passage Hotel
A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.
A hotel room with a large bed, a desk, a chair, a sofa, and a view of the sea.
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.

Bluebeard's Castle Resort

Bluebeard's Castle Resort
Charlotte Amalie
CA $261
CA $323 total
includes taxes & fees
Nov 16 - Nov 17
Bluebeard's Castle Resort
A staircase leading to a beach with turquoise water, surrounded by lush greenery and palm trees.
A spacious lounge area with a bar, comfortable seating, and a view of the ocean.
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.

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa
St. Thomas
CA $509
CA $693 total
includes taxes & fees
Nov 2 - Nov 3
The Westin St. Thomas Beach Resort & Spa
A lush garden with palm trees, a stone pathway, and a view of buildings in the background.
A reception area with a green marble counter, a computer, a fire extinguisher, and a chair.
A hotel room with a bed, a television, a desk with a computer, and a window with curtains. There is a bucket labeled "FLEURS & JARDIN" on a table.
A circular building with a balcony and a staircase leading to the entrance.

Boundless Bliss Hotel

Boundless Bliss Hotel
St. Thomas
CA $181
CA $224 total
includes taxes & fees
Oct 19 - Oct 20
Boundless Bliss Hotel
A beach with clear turquoise water, a sandy shore, and a sailboat in the distance.
An outdoor seating area with tables and chairs, umbrellas, and a view of the beach and ocean.
A beachfront hotel with multiple buildings, palm trees, and a clear blue sky.
A pathway leading to a pool with palm trees and potted plants on either side.

Emerald Beach Resort

Emerald Beach Resort
St. Thomas
CA $282
CA $349 total
includes taxes & fees
Oct 25 - Oct 26
Emerald Beach Resort
A wooden deck with a view of a beach and ocean.
A covered outdoor seating area with wicker furniture and white canopies, overlooking a beach with clear turquoise water and distant islands.
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.

View of Paradise at Sapphire Beach

View of Paradise at Sapphire Beach
St. Thomas
CA $316
CA $602 total
includes taxes & fees
Nov 4 - Nov 5
View of Paradise at Sapphire Beach
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.
A marina with a white yacht docked, surrounded by lush greenery and palm trees, with a clear view of the ocean and distant hills.
A swimming pool with lounge chairs and thatched umbrellas, surrounded by palm trees and greenery.
A bedroom with a bed, two nightstands, a sofa, a chair, and a ceiling fan.

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
St. Thomas
CA $57
CA $311 total
includes taxes & fees
Oct 23 - Oct 24
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
Save an average of 15% on thousands of hotels when you're signed in

Top Estate Annas Retreat Hotel Reviews

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

10/10 Excellent
"Beautiful property! The views, the ocean, the beach! The staff, everyone, can’t say enough good things about all of them. Some really special people. I would definitely come back there, without question. Thank you Westin!"
Patrick 14-night trip
Posted 7 hours ago
The Westin St. Thomas Beach Resort & Spa
Bunker Hill Hotel

Bunker Hill Hotel

10/10 Excellent
"Great place for the price"
Christina 1-night trip
Posted 2 days ago
Bunker Hill Hotel
Galleon House Hotel

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."
Zekyia 1-night trip
Posted 3 days ago
Galleon House Hotel
Secret Harbour Beach Resort

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!"
Shawn Thomas 5-night trip
Posted 3 days ago
Secret Harbour Beach Resort
St John Inn

St John Inn

10/10 Excellent
"We can’t wait to come back"
Tyrone 2-night trip
Posted 4 days ago
St John Inn
The Ritz-Carlton, St. Thomas

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"
adrieka 5-night trip
Posted 5 days ago
The Ritz-Carlton, St. Thomas
The Westin St. John Resort Villas

The Westin St. John Resort Villas

10/10 Excellent
"Everything was amazing! It will always be my go to when I come to visit."
Treacy 4-night trip
Posted 8 days ago
The Westin St. John Resort Villas
Hampton by Hilton St. Thomas

Hampton by Hilton St. Thomas

10/10 Excellent
"I wish it had a balcony to over look the harbor"
kenric 4-night trip
Posted 9 days ago
Hampton by Hilton St. Thomas
Bolongo Bay Beach Resort

Bolongo Bay Beach Resort

10/10 Excellent
"This is as small property with a laid back vibe. Not your typical all inclusive resort. It is an older property and dated but that is what gives it charm. The only complaint is the small shower, but we knew about that prior to our visit. No biggie! Rooms are very clean! The staff are great and the food is hands down the best we have ever had at an all inclusive. It is not gourmet, but good food done well! No buffets here! Make sure you meet Big Dog at Iggies. If she does not put a smile on your face, no one will! Then you have Rosie, the resort dog! She is just the sweetest and adds little extra to your stay! Highly recommend Jermaine with Island Life Jeep Tour! He is great, knows the island and it's history. Your day is all customized to what you want to do! We will be back soon for sure!"
Amy 7-night trip
Posted 2 weeks ago
Bolongo Bay Beach Resort

More cheap stays in Estate Annas Retreat

Sunset Gardens Guesthouse

Sunset Gardens Guesthouse

8305 Contant St. Thomas St. Thomas
CA $155
CA $192 total
Oct 19 - Oct 20
includes taxes & fees
Sunset Gardens Guesthouse
The Green Iguana Hotel

The Green Iguana Hotel

1002 Blackbeard's Hill Charlotte Amalie St Thomas
CA $341
CA $384 total
Nov 12 - Nov 13
includes taxes & fees
10/10 Exceptional! (38 reviews)
The Green Iguana Hotel
The Mary Anne Boutique Hotel USVI

The Mary Anne Boutique Hotel USVI

Greater Tower Street Charlotte Amalie St Thomas
CA $346
CA $428 total
Oct 19 - Oct 20
includes taxes & fees
10/10 Exceptional! (30 reviews)
The Mary Anne Boutique Hotel USVI
Windward Passage Hotel Usvi

Windward Passage Hotel Usvi

Veterans Dr St. Thomas St. Thomas Island
Get ratesWindward Passage Hotel Usvi
Villa Santana

Villa Santana

2602 Bjerge Gade St. Thomas
Get ratesVilla Santana
Dolphin Suites

Dolphin Suites

18-27 boulon center St. John St John
Get rates
9.2/10 Wonderful! (20 reviews)
Dolphin Suites

Frequently asked questions

What is the best area to stay in Estate Annas Retreat?
The best area to stay in Estate Annas Retreat is near the waterfront, particularly around the Red Hook area on the eastern side of St. Thomas.This area is the main departure point for ferries to St. John and the British Virgin Islands, making it very convenient for island hopping. It boasts a selection of restaurants, bars, and shops, all within a compact and walkable vicinity. The main road through Red Hook is Route 32, also known as Red Hook Road, which runs parallel to the waterfront. There are also several marinas here, offering various boat excursions and watersports.Couples looking for a relaxing holiday with easy access to dining and activities will find Red Hook ideal. You can enjoy waterfront meals, catch a ferry for a day trip to Trunk Bay in St. John, or simply unwind by the sea. Many accommodations here offer stunning views of the Caribbean Sea and neighbouring islands.For those seeking a more secluded and quiet experience, the hillsides just above Red Hook offer private villas and smaller resorts. These properties often come with their own pools and expansive views, providing a tranquil escape while still being a short drive from Red Hook's amenities.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Estate Annas Retreat.
How much is the nightly rate at a Estate Annas Retreat hotel?
Prices for hotels in Estate Annas Retreat often vary, but you can find a great deal from CA $147 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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