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

Search Hotels with Swimming Pool in Estate Chocolate Hole and Great Cruz Bay

  • 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 Pool

Tonight
21 Sept - 22 Sept
Tomorrow
22 Sept - 23 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

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

Outdoor pool, pool cabanas (surcharge), pool loungers
Exterior
Loft, 2 Bedrooms, Resort View (Balcony) | 1 bedroom, premium bedding, down duvets, in-room safe
Ferry terminal shuttle

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.
₹33,653
₹37,859 total
includes taxes & fees
4 Oct - 5 Oct
The Westin St. John Resort Villas
Terrace/patio
Property grounds
Standard Room, 1 Queen Bed | Balcony
Front of property

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.
₹17,525
₹19,716 total
includes taxes & fees
27 Sept - 28 Sept
St John Inn
Swim-up bar
In-room safe, free WiFi
Terrace/patio
Restaurant

3. 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.
₹22,325
₹34,703 total
includes taxes & fees
27 Sept - 28 Sept
The Saint Resort
Outdoor pool
Luxury Suite Ocean View Lower 15B | Terrace/patio
Luxury Suite Ocean View Lower 8B | Terrace/patio
Luxury Suite Ocean View Upper 15D | View from room

4. 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.
₹47,459
₹70,442 total
includes taxes & fees
1 Oct - 2 Oct
Suite St. John at Gallows Point Resort
Outdoor wedding area
View from room
Exterior
Luxury Apartment, 1 King Bed with Sofa bed, Balcony, Oceanfront D-208 | In-room safe, laptop workspace, iron/ironing board, free WiFi

5. 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.
₹21,404
₹40,798 total
includes taxes & fees
4 Oct - 5 Oct
View of Paradise at Sapphire Beach
Daily cooked-to-order breakfast for a fee
Breakfast, lunch and brunch served
Outdoor pool
Exterior

6. Bluebeard's Castle Resort

Bluebeard's Castle Resort
Charlotte Amalie
₹17,692
₹21,894 total
includes taxes & fees
20 Oct - 21 Oct
Bluebeard's Castle Resort
View from property
Couples treatment room(s), steam room, body treatments, hydrotherapy
(Club Presidential Suite) King Bed | Premium bedding, in-room safe, desk, blackout curtains
(Club Presidential Suite) King Bed | Premium bedding, in-room safe, desk, blackout curtains

7. 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.
₹47,842
₹66,519 total
includes taxes & fees
22 Sept - 23 Sept
The Ritz-Carlton, St. Thomas
Outdoor pool, pool umbrellas
Condo, 1 Bedroom, Beachfront | Terrace/patio
Condo, 2 Bedrooms, Beachfront | Living area | Flat-screen TV, DVD player
Beach nearby, white sand, sun-loungers, beach umbrellas

8. 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.
₹43,668
₹54,476 total
includes taxes & fees
22 Sept - 23 Sept
Secret Harbour Beach Resort
Indoor spa tub
Interior
Superior Room, 2 Double Beds, Balcony, Hill View | Balcony
Lunch and dinner served

9. Bunker Hill Hotel

Bunker Hill Hotel
St. Thomas
  • Dreamy pool paradise with mesmerising city views makes this island oasis unforgettable.
₹8,515
₹10,538 total
includes taxes & fees
21 Oct - 22 Oct
Bunker Hill Hotel
Lobby
Iron/ironing board, free WiFi
Bathroom
Bar (on property)

10. 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.
₹21,935
₹26,527 total
includes taxes & fees
27 Sept - 28 Sept
Hampton by Hilton St. Thomas
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 9 days 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 125 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 125 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.