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

Hotels with Swimming Pool in Estate Chocolate Hole and Great Cruz Bay, St. John

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

Tonight
Oct 10 - Oct 11
Tomorrow
Oct 11 - Oct 12
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

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 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 wooden deck with a table and chairs overlooking a coastal view with boats and greenery.
A modern hotel with multiple floors, large windows, and a well-maintained lawn with palm trees.

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.
P22,050
P24,806 total
includes taxes & fees
Oct 24 - Oct 25
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.
P34,528
P47,408 total
includes taxes & fees
Oct 11 - Oct 12
The Ritz-Carlton, St. Thomas
A hot tub with two people, a towel, and a tray with drinks and snacks.
A couple standing on a balcony overlooking a beach with palm trees and boats.
A room with a dining table, chairs, a sofa, and a view of palm trees and water.
A beach with clear turquoise water, a sandy shore, and a palm tree.

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.
P30,889
P38,534 total
includes taxes & fees
Oct 16 - Oct 17
Secret Harbour Beach Resort
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 wooden deck with potted plants and a red umbrella.
A turquoise building with two windows, a stone wall, and a staircase leading to a porch.

4. St John Inn

St John Inn
St. John
  • Splash into island adventure at this serene outdoor pool retreat with umbrellas and beach gear nearby.
P12,482
P14,042 total
includes taxes & fees
Oct 12 - Oct 13
St John Inn
A resort with a swimming pool, a covered deck, and a view of the ocean.
A clear coastal view with turquoise water, green vegetation, and distant hills.
A spacious room with wicker furniture, a television, and large windows offering a view of the sea.
A room with a TV, wicker furniture, and a view of the ocean.

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.
P40,520
P57,287 total
includes taxes & fees
Oct 12 - Oct 13
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 bedroom with a bed, bedside table, lamp, desk, chair, and artwork on the wall.
A balcony with a view of the sea, two black chairs, and a small table.
A bathroom with a glass-enclosed shower, a toilet, and a sink with a mirror above it.

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.
P14,858
P22,998 total
includes taxes & fees
Oct 21 - Oct 22
The Saint Resort
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 covered outdoor seating area with wicker furniture and white canopies, overlooking a beach with clear turquoise water and distant islands.
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.
P14,025
P26,732 total
includes taxes & fees
Oct 15 - Oct 16
View of Paradise at Sapphire Beach
A infinity pool with white lounge chairs, a palm tree, and a gazebo overlooking the ocean.
A balcony with a view of turquoise waters and boats, surrounded by greenery and hills.
A terrace with wicker furniture and umbrellas, overlooking a coastal landscape with mountains and a body of water.
A staircase leading to a beach with turquoise water, surrounded by lush greenery and palm trees.

8. 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.
P18,222
P25,724 total
includes taxes & fees
Oct 11 - Oct 12
The Westin St. Thomas Beach Resort & Spa
A spacious, modern lounge area with a large sectional sofa, round tables, and a ceiling with wooden beams and recessed lighting.
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 hotel room with a bed, a desk, a chair, a TV, and a window with curtains.
A modern interior with a wooden leaf-patterned wall, a round table, and multiple seating options.

9. Hampton by Hilton St. Thomas

Hampton by Hilton St. Thomas
Havensight
  • Splash into serenity at this St. Thomas hotel, where the pool offers refreshment after exploring Bolongo Bay.
P13,342
P16,135 total
includes taxes & fees
Oct 16 - Oct 17
Hampton by Hilton St. Thomas
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.
An outdoor seating area with tables and chairs under umbrellas, a gift shop in the background, and a statue in the foreground.
A hotel room with a bed, a bedside table with a lamp, a small table, and a view of the sea through large windows.

10. Windward Passage Hotel

Windward Passage Hotel
St. Thomas
  • Dive into sun-kissed bliss with an outdoor pool retreat for casual dips and relaxation.
P11,258
P13,931 total
includes taxes & fees
Oct 25 - Oct 26
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 getaway, 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 like Sapphire Beach, and then relax and unwind poolside at one of the accommodations in Estate Chocolate Hole and Great Cruz Bay that travelers like for their pools.
What are some accommodations 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 are there 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 like 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 into account the local weather in Estate Chocolate Hole and Great Cruz Bay is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually September and October with an average temp of 83°F, while the coldest months are March and February with an average of 78°F. Average annual precipitation for Estate Chocolate Hole and Great Cruz Bay is 38 inches.