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

Estate Chocolate Hole and Great Cruz Bay Hotels with Swimming Pool

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

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

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 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 modern hotel with multiple floors, large windows, and a well-maintained lawn with palm trees.
A waterfront property with a large boat docked at the pier, surrounded by lush greenery and a beach.
A wooden deck with a table and chairs overlooking a coastal view with boats and greenery.

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.
RM1,434
RM1,613 total
includes taxes & fees
19 Oct - 20 Oct
The Westin St. John Resort Villas
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 two windows, a stone wall, and a staircase leading to a porch.
A wooden deck with potted plants and a red umbrella.

2. St John Inn

St John Inn
St. John
  • Splash into island adventure at this serene outdoor pool retreat with umbrellas and beach gear nearby.
RM812
RM913 total
includes taxes & fees
7 Oct - 8 Oct
St John Inn
A hot tub with two people, a towel, and a tray with drinks and snacks.
A beach with clear turquoise water, a sandy shore, and a palm tree.
A couple standing on a balcony overlooking a beach with palm trees and boats.
A balcony with a view of a beach, palm trees, and boats.

3. 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.
RM2,008
RM2,505 total
includes taxes & fees
19 Oct - 20 Oct
Secret Harbour Beach Resort
An aerial view of a resort with multiple swimming pools, a beach, and a boat docked near the shore.
Room
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.

4. 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.
RM2,244
RM3,081 total
includes taxes & fees
7 Oct - 8 Oct
The Ritz-Carlton, St. Thomas
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.

5. 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.
RM966
RM1,495 total
includes taxes & fees
7 Oct - 8 Oct
The Saint 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 patio with a table and chair overlooking a turquoise sea with boats, a white gazebo, and lush greenery.

6. 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.
RM2,430
RM3,483 total
includes taxes & fees
7 Oct - 8 Oct
Suite St. John at Gallows Point Resort
A pool area with clear blue water, surrounded by palm trees and a building with a tiled roof.
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 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 a beach and ocean.

7. 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.
RM912
RM1,738 total
includes taxes & fees
9 Oct - 10 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 and boats.
A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.
A bar area with a beer list sign, a glassware display, and a view of a cruise ship in the background.

8. Bluebeard's Castle Resort

Bluebeard's Castle Resort
Charlotte Amalie
RM754
RM933 total
includes taxes & fees
4 Nov - 5 Nov
Bluebeard's Castle Resort
A clear blue sky, a swimming pool with lounge chairs, and a view of the ocean.
A pathway leading to a pool with palm trees and potted plants on either side.
A balcony with a view of a beach and ocean, featuring palm trees and a railing.
A beach with clear turquoise water, a sandy shore, and a sailboat in the distance.

9. Emerald Beach Resort

Emerald Beach Resort
St. Thomas
  • Splash into beachfront bliss with crystal-clear waters and poolside loungers for sunsets.
RM969
RM1,199 total
includes taxes & fees
8 Oct - 9 Oct
Emerald Beach Resort
A infinity pool with white lounge chairs, a palm tree, and a gazebo overlooking the ocean.
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.
A spacious lounge area with a bar, comfortable seating, and a view of the ocean.

10. 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.
RM1,185
RM1,673 total
includes taxes & fees
8 Oct - 9 Oct
The Westin St. Thomas Beach Resort & Spa
View all properties

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

10/10 Excellent
"Unfortunately, the pool was under construction during our stay and unusable, but we didn't allow that to stop us. The beach was quite and relaxing, thus Westin has a family vibe and good for children. The staff was friendly. I do think they can do better at advertising the water and children's activities. The rooms were excellent and resturants too. Ferry service and crew were great too. Great stay for a family of 5!"
Shani 6-night trip
Posted 3 weeks 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 28Β°C, while the coldest months are March and February, with an average of 26Β°C. Average annual precipitation for Estate Chocolate Hole and Great Cruz Bay is 961 mm.