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Oct 15 - Oct 16
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Oct 16 - Oct 17
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Our top choices for Estate Calabash Boom hotels

A wooden deck with a view of a beach and ocean.
A bedroom with a large bed, a TV mounted on the wall, and a view of the kitchen and balcony.
A pool area with clear blue water, surrounded by palm trees and a building with a tiled roof.
A covered outdoor seating area with wicker furniture and white canopies, overlooking a beach with clear turquoise water and distant islands.

1. View of Paradise at Sapphire Beach

View of Paradise at Sapphire Beach
St. Thomas
United States
Michael
CA $317
CA $605 total
includes taxes & fees
Nov 4 - Nov 5
View of Paradise at Sapphire Beach
An outdoor pool area with a bar and seating, surrounded by stone arches and a view of the sea.
A bedroom with a bed, a chair, a desk with a computer, a mirror, and a wall-mounted decorative piece.
A dining table set with a black napkin, a clear glass, and a textured glass candle holder.
A bedroom with a bed, bedside table, lamp, desk, chair, and artwork on the wall.

2. The Saint Resort

The Saint Resort
St. John
United States
Nancy
CA $336
CA $521 total
includes taxes & fees
Oct 23 - Oct 24
The Saint Resort
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 balcony with a tiled floor and a metal railing, overlooking a residential area with red-roofed houses and greenery.

3. Bunker Hill Hotel

Bunker Hill Hotel
St. Thomas
United States
Dave
CA $122
CA $151 total
includes taxes & fees
Oct 28 - Oct 29
Bunker Hill Hotel
A turquoise building with a window and a door, surrounded by lush greenery.
An outdoor bar area with wooden furniture, a counter with various items, and red umbrellas.
A turquoise building with two windows, a stone wall, and a staircase leading to a porch.
A rooftop pool area with a pool, lounge chairs, and potted plants.

4. St John Inn

St John Inn
St. John
United States
Liam
CA $327
CA $368 total
includes taxes & fees
Nov 1 - Nov 2
St John Inn
A resort with a central pool, palm trees, and a view of the ocean.
A waterfront property with a large boat docked at the pier, surrounded by lush greenery and a beach.
A modern hotel with multiple floors, large windows, and a well-maintained lawn with palm trees.
A wooden deck with a table and chairs overlooking a coastal view with boats and greenery.

5. The Westin St. John Resort Villas

The Westin St. John Resort Villas
St. John
United States
Treacy
CA $499
CA $561 total
includes taxes & fees
Oct 31 - Nov 1
The Westin St. John Resort Villas
A coastal landscape with a beach, clear blue waters, and lush greenery.
A modern living room with a sofa, coffee table, and TV. There is a mirror, a plant, and a chandelier.
A round wooden dining table set for six with wicker chairs, a vase of yellow flowers, and a hanging light fixture.
A coastal town with buildings, a marina, and boats.

6. Villa Island Paradise

Villa Island Paradise
St. John
United States
Zach Ezekiel Azurus
CA $94
CA $676 total
includes taxes & fees
Oct 16 - Oct 17
Villa Island Paradise
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 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.

7. Lindbergh Bay Hotel and Villas

Lindbergh Bay Hotel and Villas
St. Thomas
United States
Schantel
CA $216
CA $268 total
includes taxes & fees
Oct 20 - Oct 21
Lindbergh Bay Hotel and Villas
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 room with a four-poster bed, a television, a lamp, and a painting on the wall.

8. Mafolie Hotel

Mafolie Hotel
St. Thomas
United States
Christopher
CA $152
CA $206 total
includes taxes & fees
Oct 16 - Oct 17
Mafolie Hotel
A lush garden with palm trees, a stone pathway, and a view of buildings in the background.
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 hotel room with a bed, a view of the sea, and a balcony with a chair.
A reception area with a green marble counter, a computer, a fire extinguisher, and a chair.

9. Boundless Bliss Hotel

Boundless Bliss Hotel
St. Thomas
United States
Aleshia
CA $121
CA $150 total
includes taxes & fees
Oct 17 - Oct 18
Boundless Bliss Hotel
A coastal road with parked cars, a marina with boats, and a mountain in the background.
A kitchen with wooden cabinets, a stainless steel oven, and a marble countertop.
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.

10. Windward Passage Hotel

Windward Passage Hotel
St. Thomas
United States
Shereika
CA $227
CA $281 total
includes taxes & fees
Nov 5 - Nov 6
Windward Passage Hotel
A beach with clear turquoise water, a sandy shore, and a sailboat in the distance.
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.
A clear blue sky, a swimming pool with lounge chairs, and a view of the ocean.

11. Emerald Beach Resort

Emerald Beach Resort
St. Thomas
United States
Karim S
CA $283
CA $351 total
includes taxes & fees
Oct 16 - Oct 17
Emerald Beach Resort
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 balcony with a view of a coastal town, including buildings and boats.
A building with a mural of a ship on a blue sea, surrounded by tropical plants.
A staircase leading to a building with a sign reading "GALLION HOUSE WELCOME".

12. Galleon House Hotel

Galleon House Hotel
St. Thomas
United States
Michael
CA $109
CA $133 total
includes taxes & fees
Oct 16 - Oct 17
Galleon House Hotel
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 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.

13. Island View Guesthouse

Island View Guesthouse
St. Thomas
United States
Robert
CA $166
CA $248 total
includes taxes & fees
Nov 2 - Nov 3
Island View Guesthouse
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 sunlit outdoor seating area with umbrellas, a pool, and a view of the sea.
A balcony with a view of the sea, a table with chairs, and a white building with a red roof.

14. Bluebeard's Castle Resort

Bluebeard's Castle Resort
Charlotte Amalie
United States
Freo
CA $263
CA $325 total
includes taxes & fees
Nov 15 - Nov 16
Bluebeard's Castle Resort
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 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.
A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

15. Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas
St. Thomas
United States
Chankevia
CA $383
CA $431 total
includes taxes & fees
Oct 18 - Oct 19
Margaritaville Vacation Club - St. Thomas
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 marina at dusk with boats docked, a waterfront town with buildings, and hills in the background.
A bedroom with a bed, a glass door leading to a balcony, and a dining area visible through the door.

16. Two Sandals – A Boutique Hotel

Two Sandals – A Boutique Hotel
St. Thomas
Canada
Tom
CA $401
CA $531 total
includes taxes & fees
Oct 23 - Oct 24
Two Sandals – A Boutique Hotel
Room
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.
A compact living space with a kitchenette, a dining area, a sofa, a TV, and a painting on the wall.

17. Sunset Gardens Guesthouse

Sunset Gardens Guesthouse
St. Thomas
United States
Seth
CA $156
CA $193 total
includes taxes & fees
Oct 17 - Oct 18
Sunset Gardens Guesthouse
An aerial view of a resort with multiple swimming pools, a beach, and a boat docked near the shore.
A modern living room with a view of turquoise waters and a hilly landscape.
A room with two beds, a view of the ocean, and a balcony with white railings.
A spacious lobby with high ceilings, arched columns, and hanging chandeliers.

18. The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas
St. Thomas
United States
Cindy
CA $852
CA $1,158 total
includes taxes & fees
Oct 21 - Oct 22
The Ritz-Carlton, St. Thomas
A modern staircase with a glass railing, leading to a high ceiling with recessed lighting.
A bar area with a stone archway, shelves of liquor bottles, a neon sign, and a counter with stools.
A corridor with black doors, each marked with a number.
A hotel room with a large bed, a dark headboard, and a kitchenette area.

19. Starz Hotel

Starz Hotel
St. Thomas
United States
Steve
CA $200
CA $255 total
includes taxes & fees
Oct 16 - Oct 17
Starz Hotel
Terrace/patio
A stone staircase surrounded by lush greenery, leading to a higher level.
A pool area with lounge chairs and a view of the sea.
A wooden double door with a sign above reading "PINK PALM HOTEL".

20. The Pink Palm Hotel - Adults Only

The Pink Palm Hotel - Adults Only
St. Thomas
United States
Iroda
CA $306
CA $415 total
includes taxes & fees
Oct 28 - Oct 29
The Pink Palm Hotel - Adults Only
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Top Estate Calabash Boom Hotel Reviews

Bunker Hill Hotel

Bunker Hill Hotel

10/10 Excellent
"Real good stay"
jose 4-night trip
Posted 7 hours ago
Bunker Hill 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 14 hours 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 21 hours 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 2 days ago
The Ritz-Carlton, St. Thomas
Mafolie Hotel

Mafolie Hotel

8/10 Good
"The staff are excellent."
Roberto 2-night trip
Posted 4 days ago
Mafolie Hotel
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 5 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 7 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 12 days ago
Bolongo Bay Beach Resort
Emerald Beach Resort

Emerald Beach Resort

10/10 Excellent
"A1"
Roberto 3-night trip
Posted 13 days ago
Emerald Beach Resort

More cheap stays in Estate Calabash Boom

Sunset Gardens Guesthouse

Sunset Gardens Guesthouse

8305 Contant St. Thomas St. Thomas
CA $156
CA $193 total
Oct 17 - Oct 18
includes taxes & fees
Sunset Gardens Guesthouse
The Green Iguana Hotel

The Green Iguana Hotel

1002 Blackbeard's Hill Charlotte Amalie St Thomas
CA $343
CA $386 total
Nov 13 - Nov 14
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 $347
CA $430 total
Oct 20 - Oct 21
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 Calabash Boom?
The best area to stay in Estate Calabash Boom is the Upper Carolina area, known for its elevated positions and easy access to the North Shore beaches.This area is characterised by its hillside villas, many of which offer stunning views of Coral Bay and the surrounding islands. It's a quieter, more residential part of Estate Calabash Boom, with properties spaced out amongst the lush tropical landscape. While it feels secluded, it's just a short drive down to Coral Bay for amenities and a little further to the popular North Shore beaches.Couples seeking a romantic and private retreat will find Upper Carolina particularly appealing. The villas here often feature private pools, outdoor showers, and expansive decks, superb for relaxing and enjoying the views together.
When is the best time to go to Estate Calabash Boom?
The best time to go to Estate Calabash Boom is during the dry season, which runs from December to May.This period offers consistently pleasant weather, with warm temperatures and lower humidity, making it ideal for enjoying the island's outdoor activities and beaches. You'll find plenty of sunshine for swimming, snorkelling, and hiking.Couples often prefer visiting between February and April. The weather is particularly stable, and the island is less crowded than during the peak holiday weeks in December and January, allowing for a more relaxed and intimate experience.Families travelling with children will appreciate the April to May window.
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 Calabash Boom.
How much is the nightly rate at a Estate Calabash Boom hotel?
Prices for hotels in Estate Calabash Boom often vary, but you can find a great deal from CA $150 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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