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

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Check prices for these dates

Tonight
2 Sept - 3 Sept
Tomorrow
3 Sept - 4 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

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

1. The Westin St. John Resort Villas

The Westin St. John Resort Villas
St. John
United States
Rituparna
£292
includes taxes & fees
15 Sept - 16 Sept
The Westin St. John Resort Villas

2. St John Inn

St John Inn
St. John
United States
Alphonse
£150
includes taxes & fees
6 Sept - 7 Sept
St John Inn

3. The Saint Resort

The Saint Resort
St. John
United States
Beth
£258
includes taxes & fees
7 Sept - 8 Sept
The Saint Resort

4. Villa Island Paradise

Villa Island Paradise
St. John
United States
Angelo
£376
includes taxes & fees
7 Sept - 8 Sept
Villa Island Paradise

5. Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
St. John
United States
Sean
£542
includes taxes & fees
7 Sept - 8 Sept
Suite St. John at Gallows Point Resort

6. View of Paradise at Sapphire Beach

View of Paradise at Sapphire Beach
St. Thomas
United States
Robert Kenneth
£307
includes taxes & fees
10 Sept - 11 Sept
View of Paradise at Sapphire Beach

7. Sunset Ridge Villas Unit D

Sunset Ridge Villas Unit D
St. John
United States
Jessica
£464
includes taxes & fees
5 Sept - 6 Sept
Sunset Ridge Villas Unit D

8. Bunker Hill Hotel

Bunker Hill Hotel
St. Thomas
United States
Cathaleen
£79
includes taxes & fees
22 Sept - 23 Sept
Bunker Hill Hotel

9. Galleon House Hotel

Galleon House Hotel
St. Thomas
United States
Michael
£65
includes taxes & fees
4 Sept - 5 Sept
Galleon House Hotel

10. The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas
St. Thomas
United States
Missy Lee
£512
includes taxes & fees
13 Sept - 14 Sept
The Ritz-Carlton, St. Thomas

11. Peter Bay Gatehouse

Peter Bay Gatehouse
Maho Bay Quarter
United States
Thomas
£644
includes taxes & fees
4 Sept - 5 Sept
Peter Bay Gatehouse

12. Mafolie Hotel

Mafolie Hotel
St. Thomas
United States
Morgan
£129
includes taxes & fees
1 Oct - 2 Oct
Mafolie Hotel

13. Windward Passage Hotel

Windward Passage Hotel
St. Thomas
United States
Claude
£135
includes taxes & fees
9 Sept - 10 Sept
Windward Passage Hotel

14. Two Sandals – A Boutique Hotel

Two Sandals – A Boutique Hotel
St. Thomas
United States
Kimberly
£276
includes taxes & fees
4 Sept - 5 Sept
Two Sandals – A Boutique Hotel

15. Lindbergh Bay Hotel and Villas

Lindbergh Bay Hotel and Villas
St. Thomas
United States
Lynette
£117
includes taxes & fees
6 Sept - 7 Sept
Lindbergh Bay Hotel and Villas

16. Secret Harbour Beach Resort

Secret Harbour Beach Resort
St. Thomas
United States
Michael
£415
includes taxes & fees
4 Sept - 5 Sept
Secret Harbour Beach Resort

17. Island View Guesthouse

Island View Guesthouse
St. Thomas
United States
Monica
£142
includes taxes & fees
3 Sept - 4 Sept
Island View Guesthouse

18. The Pink Palm Hotel - Adults Only

The Pink Palm Hotel - Adults Only
St. Thomas
United States
Iroda
£186
includes taxes & fees
3 Sept - 4 Sept
The Pink Palm Hotel - Adults Only

19. Bluebeard's Castle Resort

Bluebeard's Castle Resort
Charlotte Amalie
United States
Tricia
£169
includes taxes & fees
2 Oct - 3 Oct
Bluebeard's Castle Resort

20. The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa
St. Thomas
United States
Takiara
£279
includes taxes & fees
1 Oct - 2 Oct
The Westin St. Thomas Beach Resort & Spa
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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?
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Learn more about Estate Chocolate Hole and Great Cruz Bay

Check out the local area in Estate Chocolate Hole and Great Cruz Bay—home to attractions like 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

Villa Catalina, great views, private pool, full generator, AC, Last minute deals

Villa Catalina, great views, private pool, full generator, AC, Last minute deals

10/10 Excellent
"Was a wonderful property and everything was handled super professionally. Five stars!"
Paul C. 7-night trip
Posted 10 days ago
Villa Catalina, great views, private pool, full generator, AC, Last minute deals
Blue Dolphin Villa Great Cruz  Bay FEATURING A NEW MASTER BEDROOM gorgeous views

Blue Dolphin Villa Great Cruz Bay FEATURING A NEW MASTER BEDROOM gorgeous views

10/10 Excellent
"We had a fantastic stay at Blue Dolphin! The hosts were excellent with communication from the start and provided great recommendations, including help with car rentals. Dwight, the property manager, was wonderful—he met us at the ferry and personally escorted us to the house to make sure we got settled and everything was in order.The outdoor area, pool, and incredible views were definite highlights. You never quite know if a vacation rental will live up to the photos and description, but Blue Dolphin exceeded our expectations. We would absolutely recommend it to anyone visiting St. John!"
Ryan R. 7-night trip
Posted 2 weeks ago
Blue Dolphin Villa Great Cruz Bay FEATURING A NEW MASTER BEDROOM gorgeous views
Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay

Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay

10/10 Excellent
"We had a wonderful stay at the property. It worked great for family with adult children having their own space and a nice common area for us all to be together. We really enjoyed our stay!"
Bill M. 7-night trip
Posted 2 weeks ago
Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay
Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!

10/10 Excellent
"The pools was absolutely amazing! The room we stayed in was very nice, we had plenty of towels and loved the outdoor shower. Kitchen seemed good although we did not do any cooking. Short drive to Cruz Bay!"
Jill L. 7-night trip
Posted 3 weeks ago
Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!
Pet friendly. Kayak, paddle board, snorkel, or hike to the beach.

Pet friendly. Kayak, paddle board, snorkel, or hike to the beach.

10/10 Excellent
"Our family had a wonderful week at Beach Walk Villa!"
Sarah B. 6-night trip
Posted 1 month ago
Pet friendly. Kayak, paddle board, snorkel, or hike to the beach.
At the Beach Villa, Beachfront, Kayaks & SUPs

At the Beach Villa, Beachfront, Kayaks & SUPs

10/10 Excellent
"At The Beach was the perfect home base for our family of five during our week in St. John. We loved starting each morning on the porch overlooking Chocolate Hole with coffee and breakfast. We split our time between relaxing and paddleboarding in Chocolate Hole and exploring the island by boat, fishing, and beach hopping. Having snorkeling and the tidal pond just steps away made it easy to enjoy the water without even getting in the car. We especially appreciated the huge ice machine, beach towels, beach chairs we took on our beach-hopping adventures, the fully equipped kitchen (complete with a great blender for frozen drinks!), and the spacious bedrooms. It was the perfect place to cook our fresh catch after a day on the water. Just minutes from Cruz Bay, it was the ideal mix of convenience and tranquility. The hosts were incredibly responsive whenever we had a question or needed anything. We wouldn't hesitate to stay here again!"
Barak C. 7-night trip
Posted 1 month ago
At the Beach Villa, Beachfront, Kayaks & SUPs
Spacious 2/Bed, 2/Ba, Pool, A/C Bedrooms, Screened Porch, Wi-Fi

Spacious 2/Bed, 2/Ba, Pool, A/C Bedrooms, Screened Porch, Wi-Fi

8/10 Good
"Property is exactly as described, property manager was awesome. Property was clean and had a great ocean view. The only compliant I would have, is the king sized bed mattress. The king mattress is extremely soft and has sagged so much that the center sinks into a V‑shape. No matter where you lie, you end up sliding toward the middle. It offers almost no back support, and you feel stuck in a dip, which makes it surprisingly hard to get out of bed. Other than the mattress I thought the property was great."
Tollie 5-night trip
Posted 2 months ago
Spacious 2/Bed, 2/Ba, Pool, A/C Bedrooms, Screened Porch, Wi-Fi
Tranquil relaxing & private 5 bedroom villa on pond w kayaks paddle boards +++

Tranquil relaxing & private 5 bedroom villa on pond w kayaks paddle boards +++

10/10 Excellent
"St John is a beautiful island! We had an amazing stay at this villa and the property manager was very responsive. Would come back again"
Dominic F. 14-night trip
Posted 3 months ago
Tranquil relaxing & private 5 bedroom villa on pond w kayaks paddle boards +++
Private Pool overlooking ocean, large deck on Estate Property.  Great Privacy.

Private Pool overlooking ocean, large deck on Estate Property. Great Privacy.

10/10 Excellent
"The house had amazing views and Jovanna, the property manager, was absolutely incredible. 10/10"
CHANTELLE C. 4-night trip
Posted 4 months ago
Private Pool overlooking ocean, large deck on Estate Property. Great Privacy.

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)
Dolphin Suites

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 £65 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.

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