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

Find hotels in Estate Chocolate Hole and Great Cruz Bay from CA $207

  • 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 prices for these dates

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

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

A resort with a central pool, palm trees, and a view of the ocean.

1. The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.4 out of 10, Very good, (512 reviews)
"Everything was amazing! It will always be my go to when I come to visit."
United States
Treacy
The price is CA $547
CA $615 total
includes taxes & fees
Nov 29 - Nov 30
The Westin St. John Resort Villas
An outdoor pool area with a bar and seating, surrounded by stone arches and a view of the sea.

2. The Saint Resort

The Saint Resort
3.0 star property
St. John
9.2 out of 10, Wonderful, (53 reviews)
"Good location. Pool was nice."
United States
J H
The price is CA $313
CA $492 total
includes taxes & fees
Nov 11 - Nov 12
The Saint Resort
A turquoise building with a window and a door, surrounded by lush greenery.

3. St John Inn

St John Inn
3.0 star property
St. John
9.2 out of 10, Wonderful, (480 reviews)
"We can’t wait to come back"
United States
Tyrone
The price is CA $327
CA $368 total
includes taxes & fees
Nov 8 - Nov 9
St John Inn
A coastal landscape with a beach, clear blue waters, and lush greenery.

4. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (41 reviews)
"View was amazing . Unit itself was very unique"
United States
Zach Ezekiel Azurus
The price is CA $181
CA $775 total
includes taxes & fees
Nov 18 - Nov 19
Villa Island Paradise
An aerial view of a coastal area with clear blue waters, a small island, and a resort with buildings and palm trees.

5. Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove
4.0 star property
St. Thomas
9.6 out of 10, Exceptional, (178 reviews)
"Excellent value for the price! Leah and Norma were very kind and great with communication. We thoroughly enjoyed our stay. Crystal Cove is located close to everything. Looking forward to our next trip out!"
United States
Dwayne Lynn
The price is CA $263
CA $709 total
includes taxes & fees
Nov 25 - Nov 26
Beachfront Villas at Crystal Cove
A wooden deck with a view of a beach and ocean.

6. View of Paradise at Sapphire Beach

View of Paradise at Sapphire Beach
3.5 star property
St. Thomas
9.0 out of 10, Wonderful, (279 reviews)
"A nice stay. Room was fine and views were great."
United States
Michael
The price is CA $312
CA $595 total
includes taxes & fees
Nov 6 - Nov 7
View of Paradise at Sapphire Beach
A balcony with a table set for breakfast, overlooking a marina with boats and a clear sky.

7. Two Sandals – A Boutique Hotel

Two Sandals – A Boutique Hotel
3.5 star property
St. Thomas
8.8 out of 10, Excellent, (520 reviews)
"Clean, private, well taken care of."
Canada
Tom
The price is CA $371
CA $496 total
includes taxes & fees
Dec 4 - Dec 5
Two Sandals – A Boutique Hotel
A room with a TV, wicker furniture, and a view of the ocean.

8. Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
4.0 star property
St. John
8.8 out of 10, Excellent, (106 reviews)
"Friendly staff. Beautiful property."
United States
Sean
The price is CA $902
CA $1,275 total
includes taxes & fees
Nov 7 - Nov 8
Suite St. John at Gallows Point Resort
An aerial view of a resort with multiple swimming pools, a beach, and a boat docked near the shore.

9. The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas
5.0 star property
St. Thomas
8.4 out of 10, Very good, (506 reviews)
"We enjoyed the entire experience and the staff were very welcoming."
United States
Cindy
The price is CA $1,117
CA $1,474 total
includes taxes & fees
Nov 15 - Nov 16
The Ritz-Carlton, St. Thomas
A beach with clear turquoise water, a sandy shore, and a palm tree.

10. Secret Harbour Beach Resort

Secret Harbour Beach Resort
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff was very friendly and helpful while visiting the other resorts on the island secret Harbor with the nicest by far"
United States
Donald Spencer
The price is CA $653
CA $815 total
includes taxes & fees
Nov 6 - Nov 7
Secret Harbour Beach Resort
A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

11. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (935 reviews)
"Staff, Food, everything was great!"
United States
Puthearin
The price is CA $256
CA $317 total
includes taxes & fees
Dec 3 - Dec 4
Bluebeard's Castle Resort
A staircase leading to a beach with turquoise water, surrounded by lush greenery and palm trees.

12. The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa
4.5 star property
St. Thomas
8.6 out of 10, Excellent, (1,569 reviews)
"The staff was great, the property was nice and the inclusive breakfast was great."
United States
Maryonne
The price is CA $536
CA $723 total
includes taxes & fees
Nov 30 - Dec 1
The Westin St. Thomas Beach Resort & Spa
A balcony with a pool, chairs, and potted plants.

13. Bunker Hill Hotel

Bunker Hill Hotel
3.0 star property
St. Thomas
8.2 out of 10, Very good, (1,087 reviews)
"Great place for the price"
United States
Christina
The price is CA $167
CA $207 total
includes taxes & fees
Nov 5 - Nov 6
Bunker Hill Hotel
A coastal road with parked cars, a marina with boats, and a mountain in the background.

14. Windward Passage Hotel

Windward Passage Hotel
3.5 star property
St. Thomas
7.2 out of 10, Good, (1,501 reviews)
"Perfect location in the Island!!!!and good service."
United States
cordova
The price is CA $213
CA $264 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.

15. Emerald Beach Resort

Emerald Beach Resort
3.5 star property
St. Thomas
8.0 out of 10, Very good, (1,494 reviews)
"Staff remembered us from our previous visits"
United States
Ana
The price is CA $306
CA $378 total
includes taxes & fees
Dec 4 - Dec 5
Emerald Beach Resort
A person seated at a table with a view of a coastal area, including a beach and a distant island.

16. Mafolie Hotel

Mafolie Hotel
3.0 star property
St. Thomas
8.8 out of 10, Excellent, (1,002 reviews)
"Very clean, great parking and the breakfast was good."
United States
Christopher
The price is CA $172
CA $228 total
includes taxes & fees
Nov 5 - Nov 6
Mafolie Hotel
A coastal view with a clear sky, a staircase leading down to a beach, and a palm tree.

17. Lindbergh Bay Hotel and Villas

Lindbergh Bay Hotel and Villas
3.5 star property
St. Thomas
7.2 out of 10, Good, (1,041 reviews)
"Great cheap stay in an even greater location. A short walk from the airport, a short walk from the beach."
United States
Brad
The price is CA $213
CA $263 total
includes taxes & fees
Nov 27 - Nov 28
Lindbergh Bay Hotel and Villas
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.

18. Galleon House Hotel

Galleon House Hotel
3.0 star property
St. Thomas
8.0 out of 10, Very good, (999 reviews)
"Friendly and helpful front desk staff, nice simple breakfast, and good location."
United States
Michael
The price is CA $118
CA $144 total
includes taxes & fees
Nov 6 - Nov 7
Galleon House Hotel
A balcony with a table, chairs, and a view of a turquoise sea and green hills.

19. Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.2 out of 10, Very good, (21 reviews)
"Outstanding view from the villa"
United States
Thomas
The price is CA $1,095
CA $1,468 total
includes taxes & fees
Nov 11 - Nov 12
Peter Bay Gatehouse
A staircase surrounded by lush tropical plants and palm trees.

20. Hotel 1829

Hotel 1829
3.5 star property
St. Thomas
9.4 out of 10, Exceptional, (46 reviews)
"The staff was incredibly helpful"
United States
Christian
The price is CA $250
CA $310 total
includes taxes & fees
Nov 5 - Nov 6
Hotel 1829
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Estate Chocolate Hole and Great Cruz Bay attractions

Chocolate Hole Beach

Why not spend a lazy afternoon at Chocolate Hole Beach during your trip to Estate Chocolate Hole and Great Cruz Bay?
See properties

Learn more about Estate Chocolate Hole and Great Cruz Bay

Venture to sights like Chocolate Hole and Great Cruz Bay as you discover Estate Chocolate Hole and Great Cruz Bay.

See all hotels in Estate Chocolate Hole and Great Cruz Bay
A coastal town with buildings, a harbor filled with boats, and a mountainous backdrop.

Top Estate Chocolate Hole and Great Cruz Bay Hotel Reviews

Cute Cozy Cottage with private entrance and ocean views in prime neighborhood

Cute Cozy Cottage with private entrance and ocean views in prime neighborhood

10/10 Excellent
"Loved this place, had everything and owners were responsive and kind"
Rachel 5-night trip
Posted 2 weeks ago
Cute Cozy Cottage with private entrance and ocean views in prime neighborhood

More cheap stays in Estate Chocolate Hole and Great Cruz Bay

Dolphin Suites

Dolphin Suites

18-27 boulon center St. John St John
Get rates
9.2/10 Wonderful! (20 reviews)

Frequently asked questions

What is the best area to stay in Estate Chocolate Hole And Great Cruz Bay?
The best area to stay in Estate Chocolate Hole And Great Cruz Bay is along the shores of Chocolate Hole Bay or Great Cruz Bay, which offer a mix of private villas and resorts with direct beach access.

These areas are known for their quiet residential feel and stunning sea views. Many properties are perched on hillsides, providing panoramic vistas of the Caribbean Sea and surrounding cays. You'll find a range of accommodations, from secluded villas with private pools to larger resorts with amenities like restaurants and watersports. The main road connecting these bays, South Shore Road, offers easy access to Cruz Bay town, which is a short drive away.

Couples looking for a private and romantic escape will find Chocolate Hole Bay particularly appealing. The villas here often come with private outdoor spaces, ideal for enjoying sunsets and intimate dinners. The calm waters of the bay are great for swimming and snorkelling directly from your accommodation.

Families travelling with children will appreciate the convenience and amenities offered by properties around Great Cruz Bay. Many resorts in this area provide direct beach access, swimming pools, and activities suitable for all ages.
When is the best time to go to Estate Chocolate Hole And Great Cruz Bay?
The best time to go to Estate Chocolate Hole and Great Cruz Bay is between December and May, during the dry season.

During these months, you'll experience consistently warm temperatures, typically ranging from 25°C to 30°C, with lower humidity and less chance of rain. This makes it ideal for enjoying the beautiful beaches and outdoor activities without interruption. The sea is calm and clear, great for snorkelling, diving, and sailing.

Couples looking for a relaxing getaway will appreciate this period. The weather is consistently pleasant, allowing for romantic beach strolls, sunset cruises, and dining al fresco without worrying about sudden downpours. It's also a popular time for sailing excursions around the islands.

Families will also find this period excellent for a holiday. The stable weather ensures children can enjoy the beaches and water sports daily.
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 Chocolate Hole and Great Cruz Bay.
How much is the nightly rate at a Estate Chocolate Hole and Great Cruz Bay hotel?
Prices for hotels in Estate Chocolate Hole and Great Cruz Bay often vary, but you can find a great deal from CA $207 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.