A coastal town with buildings, a harbor filled with boats, and a mountainous backdrop.

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Check availability on Estate Chocolate Hole and Great Cruz Bay Hotels with Pool

Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Estate Chocolate Hole and Great Cruz Bay hotels with a pool

A resort with a central pool, palm trees, and a view of the ocean.
A wooden deck with a table and chairs overlooking a coastal view with boats and greenery.
A modern living room with a sofa, a coffee table, and a chair. There is a large window with a view of greenery and a body of water.
A waterfront property with a large boat docked at the pier, surrounded by lush greenery and a beach.

1. The Westin St. John Resort Villas

The Westin St. John Resort Villas
St. John
  • Poolside bliss meets beachfront luxury at this family-friendly resort with cabanas, tennis courts, and watersports.
Rp6.282.549
Rp7.067.877 total
includes taxes & fees
24 Oct - 25 Oct
The Westin St. John Resort Villas
An aerial view of a resort with multiple swimming pools, a beach, and a boat docked near the shore.
A spacious lobby with high ceilings, arched columns, and hanging chandeliers.
A room with two beds, a view of the ocean, and a balcony with white railings.
Room

2. The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas
St. Thomas
  • Escape to island bliss with 2 sparkling pools, waterslide fun, and a white sand beach.
Rp9.826.551
Rp13.492.266 total
includes taxes & fees
11 Oct - 12 Oct
The Ritz-Carlton, St. Thomas
A rooftop pool area with a pool, lounge chairs, and potted plants.
A narrow hallway with colorful doors and windows, a hammock, and potted plants.
A turquoise building with a window and a door, surrounded by lush greenery.
A wooden deck with potted plants and a red umbrella.

3. St John Inn

St John Inn
St. John
  • Splash into island adventure at this serene outdoor pool retreat with umbrellas and beach gear nearby.
Rp3.559.486
Rp4.004.422 total
includes taxes & fees
12 Oct - 13 Oct
St John Inn
A hot tub with two people, a towel, and a tray with drinks and snacks.
A room with a dining table, chairs, a sofa, and a view of palm trees and water.
A couple standing on a balcony overlooking a beach with palm trees and boats.
A beach with clear turquoise water, a sandy shore, and a palm tree.

4. Secret Harbour Beach Resort

Secret Harbour Beach Resort
St. Thomas
  • Dive into pool perfection at a beachfront paradise where crystal water meets pristine white sand beaches.
Rp8.800.885
Rp10.979.103 total
includes taxes & fees
11 Oct - 12 Oct
Secret Harbour Beach Resort
A resort with a swimming pool, a covered deck, and a view of the ocean.
A room with a TV, wicker furniture, and a view of the ocean.
A spacious room with wicker furniture, a television, and large windows offering a view of the sea.
A clear coastal view with turquoise water, green vegetation, and distant hills.

5. Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
St. John
  • Secluded white sand beach retreat with a sparkling outdoor pool offers Caribbean bliss at Virgin Islands National Park's edge.
Rp11.544.855
Rp16.322.277 total
includes taxes & fees
14 Oct - 15 Oct
Suite St. John at Gallows Point Resort
An outdoor pool area with a bar and seating, surrounded by stone arches and a view of the sea.
A dining table set with a black napkin, a clear glass, and a textured glass candle holder.
A balcony with a view of the sea, two black chairs, and a small table.
A bedroom with a bed, bedside table, lamp, desk, chair, and artwork on the wall.

6. The Saint Resort

The Saint Resort
St. John
  • Resort paradise with 2 outdoor pools, swim-up and poolside bars, plus hot springs for relaxation in a Caribbean setting.
Rp4.233.471
Rp6.552.555 total
includes taxes & fees
21 Oct - 22 Oct
The Saint Resort
A infinity pool with white lounge chairs, a palm tree, and a gazebo overlooking the ocean.
A staircase leading to a beach with turquoise water, surrounded by lush greenery and palm trees.
A terrace with wicker furniture and umbrellas, overlooking a coastal landscape with mountains and a body of water.
A balcony with a view of turquoise waters and boats, surrounded by greenery and hills.

7. The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa
St. Thomas
  • Sip sunset cocktails in the swim-up bar at this tropical oasis with 3 sparkling pools.
Rp5.191.963
Rp7.329.407 total
includes taxes & fees
11 Oct - 12 Oct
The Westin St. Thomas Beach Resort & Spa
A pool area with clear blue water, surrounded by palm trees and a building with a tiled roof.
A living room with a sofa, coffee table, and TV, leading to a balcony with a view of the sea.
A wooden deck with a view of the ocean and mountains. There are lounge chairs and a small table with a towel and a bottle.
A wooden deck with a view of a beach and ocean.

8. View of Paradise at Sapphire Beach

View of Paradise at Sapphire Beach
St. Thomas
  • Discover sun-soaked paradise with 2 outdoor pools and a beach right at your doorstep.
Rp3.999.524
Rp7.623.392 total
includes taxes & fees
15 Oct - 16 Oct
View of Paradise at Sapphire Beach
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.
A balcony with a view of the sea and boats.
A bar area with a beer list sign, a glassware display, and a view of a cruise ship in the background.

9. Bluebeard's Castle Resort

Bluebeard's Castle Resort
Charlotte Amalie
Rp3.302.902
Rp4.087.341 total
includes taxes & fees
8 Nov - 9 Nov
Bluebeard's Castle Resort
A swimming pool with two people sitting on the edge.
A multi-story hotel with a central courtyard featuring a swimming pool, outdoor seating, and potted plants.
A covered outdoor area with columns, a gate, 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
  • Dive into sun-kissed bliss with an outdoor pool retreat for casual dips and relaxation.
Rp3.207.501
Rp3.969.283 total
includes taxes & fees
11 Oct - 12 Oct
Windward Passage Hotel
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Choose what matters most at hotels with a pool in Estate Chocolate Hole and Great Cruz Bay

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Estate Chocolate Hole and Great Cruz Bay Hotel Reviews

The Westin St. John Resort Villas

The Westin St. John Resort Villas

8/10 Good
"Beautiful resort, excellent staff. Room - one bedroom, 2 bathrooms, kitchen, living room, washer and dryer was great. Restaurant (Lemongrass) food was just ok and expensive. Better to go downtown. Downtown was decent. Lemongrass Bar at the Westin - very slow service. If you plan on having more than one drink - Order 2 at a time. Pool was closed for repairs but they warned us before time. Besides we went there for the beach. Trunk Bay was nice but we enjoyed and loved Maho Bay- food truck had excellent food. Recommend purchasing some food (specifically breakfast) and drinks to keep at the room. Best to purchase from St Thomas (prices are better)"
Jose 4-night trip
Posted 1 day ago
The Westin St. John Resort Villas

Frequently asked questions

What's it like visiting Estate Chocolate Hole and Great Cruz Bay?
If taking it easy by the pool is your idea of a great holiday, you may want to consider Estate Chocolate Hole and Great Cruz Bay, which has 127 places to stay with pools. While you're visiting, you can explore attractions such as Sapphire Beach, and then unwind poolside at one of the accommodation options in Estate Chocolate Hole and Great Cruz Bay that travellers like for their pools.
What are some accommodation options with pools in Estate Chocolate Hole and Great Cruz Bay?
The Westin St. John Resort Villas: Aparthotel located near Virgin Islands National Park. Features 2 restaurants, an outdoor pool and a full-service spa.
How many pool hotels should I expect to find in Estate Chocolate Hole and Great Cruz Bay?
Expedia's 127 hotels in Estate Chocolate Hole and Great Cruz Bay give you a great choice for your poolside getaway.
What is there to see and do in Estate Chocolate Hole and Great Cruz Bay?
Explore places such as Sapphire Beach while you're in the area. Spend some time experiencing the great outdoors at Chocolate Hole and Great Cruz Bay.
When is the best time to book a hotel with a pool in Estate Chocolate Hole and Great Cruz Bay?
Taking the local weather in Estate Chocolate Hole and Great Cruz Bay into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually September and October, 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 Chocolate Hole and Great Cruz Bay is 961 mm.