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

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Check prices for these dates

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

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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
Treacy
£296
includes taxes & fees
1 Nov - 2 Nov
The Westin St. John Resort Villas

2. The Saint Resort

The Saint Resort
St. John
United States
Nancy
£255
includes taxes & fees
25 Oct - 26 Oct
The Saint Resort

3. St John Inn

St John Inn
St. John
United States
Tyrone
£194
includes taxes & fees
7 Nov - 8 Nov
St John Inn

4. Villa Island Paradise

Villa Island Paradise
St. John
United States
Zach Ezekiel Azurus
£384
includes taxes & fees
28 Oct - 29 Oct
Villa Island Paradise

5. View of Paradise at Sapphire Beach

View of Paradise at Sapphire Beach
St. Thomas
United States
Michael
£319
includes taxes & fees
4 Nov - 5 Nov
View of Paradise at Sapphire Beach

6. The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas
St. Thomas
United States
Cindy
£611
includes taxes & fees
21 Oct - 22 Oct
The Ritz-Carlton, St. Thomas

7. Secret Harbour Beach Resort

Secret Harbour Beach Resort
St. Thomas
United States
Donald Spencer
£412
includes taxes & fees
21 Oct - 22 Oct
Secret Harbour Beach Resort

8. Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas
St. Thomas
United States
Chankevia
£227
includes taxes & fees
19 Oct - 20 Oct
Margaritaville Vacation Club - St. Thomas

9. Bunker Hill Hotel

Bunker Hill Hotel
St. Thomas
United States
Christina
£75
includes taxes & fees
20 Oct - 21 Oct
Bunker Hill Hotel

10. Mafolie Hotel

Mafolie Hotel
St. Thomas
United States
Christopher
£109
includes taxes & fees
19 Oct - 20 Oct
Mafolie Hotel

11. Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
St. John
United States
Sean
£684
includes taxes & fees
19 Oct - 20 Oct
Suite St. John at Gallows Point Resort

12. Bluebeard's Castle Resort

Bluebeard's Castle Resort
Charlotte Amalie
United States
Freo
£171
includes taxes & fees
16 Nov - 17 Nov
Bluebeard's Castle Resort

13. Two Sandals – A Boutique Hotel

Two Sandals – A Boutique Hotel
St. Thomas
Canada
Tom
£264
includes taxes & fees
18 Nov - 19 Nov
Two Sandals – A Boutique Hotel

14. Emerald Beach Resort

Emerald Beach Resort
St. Thomas
United States
Karim S
£185
includes taxes & fees
20 Oct - 21 Oct
Emerald Beach Resort

15. The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa
St. Thomas
United States
David Josiah
£368
includes taxes & fees
1 Nov - 2 Nov
The Westin St. Thomas Beach Resort & Spa

16. Hotel 1829

Hotel 1829
St. Thomas
United States
Steven
£127
includes taxes & fees
19 Oct - 20 Oct
Hotel 1829

17. Boundless Bliss Hotel

Boundless Bliss Hotel
St. Thomas
United States
Aleshia
£79
includes taxes & fees
22 Oct - 23 Oct
Boundless Bliss Hotel

18. Galleon House Hotel

Galleon House Hotel
St. Thomas
United States
Michael
£76
includes taxes & fees
18 Nov - 19 Nov
Galleon House Hotel

19. Lindbergh Bay Hotel and Villas

Lindbergh Bay Hotel and Villas
St. Thomas
United States
Schantel
£130
includes taxes & fees
31 Oct - 1 Nov
Lindbergh Bay Hotel and Villas

20. Island View Guesthouse

Island View Guesthouse
St. Thomas
United States
Robert
£137
includes taxes & fees
20 Oct - 21 Oct
Island View Guesthouse
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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?
See properties

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

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 owner was very responsive to all questions. Location was great, pool was awesome! Glad they have a generator now!"
Brandy B. 7-night trip
Posted 8 hours ago
Private Pool overlooking ocean, large deck on Estate Property. Great Privacy.
The Westin St. John Resort Villas

The Westin St. John Resort Villas

10/10 Excellent
"Everything was amazing! It will always be my go to when I come to visit."
Treacy 4-night trip
Posted 7 days ago
The Westin St. John Resort Villas
4 bedroom, 4 bathroom. Private Pool, Ocean views. Chocolate Hole, Cruz Bay.

4 bedroom, 4 bathroom. Private Pool, Ocean views. Chocolate Hole, Cruz Bay.

10/10 Excellent
"Everything was great.The only request is to please provide a backup generator. We lost power for 16 hrs and no backup generator. With 10People 2 being babies 1,3 and 2 being 73 and 72. It was a pretty rough go with no running water, no toilets and no a/c. Other thank that the management ladies are amazing and Ricki the cab driver was definitely the highlights. ThankYou for an amazing week."
Danny M. 7-night trip
Posted 1 month ago
4 bedroom, 4 bathroom. Private Pool, Ocean views. Chocolate Hole, Cruz Bay.
Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay

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

10/10 Excellent
"Great location, amazing views! Can’t wait to come back!"
Ellen H. 4-night trip
Posted 1 month ago
Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay
Secluded Oceanfront Villa • Pool • Incredible Views • In-House Car Rental

Secluded Oceanfront Villa • Pool • Incredible Views • In-House Car Rental

10/10 Excellent
"Great stay and fantastic location!!"
Tracy B. 7-night trip
Posted 2 months ago
Secluded Oceanfront Villa • Pool • Incredible Views • In-House Car Rental
Villa Chez Shell has recently installed Tesla Battery!

Villa Chez Shell has recently installed Tesla Battery!

10/10 Excellent
"We had a wonderful stay! The location was amazing—close to everything we wanted to explore—and the views were absolutely breathtaking. The pool was another highlight, especially with the incredible views from the pool area. It was such a beautiful place to come back to after a day of exploring the beaches.One thing we missed in the fine print before booking is that the main living area does not have air conditioning. We visited in August, during the hottest time of year, and the living space could get almost unbearably warm during the afternoon and evening. Thankfully, the bedrooms do have AC and were always cool and extremely comfortable, and the mornings in the main living area were very pleasant.For us, the lack of AC in the living area wasn’t a major issue since we spent most of our days out exploring and enjoying the beaches. It is just something to keep in mind if you’re traveling with anyone who may need to stay at the property during the day.Overall, the incredible location, beautiful pool, and absolutely breathtaking views made this a memorable stay. We’re very glad we got to experience it!"
Denise B. 7-night trip
Posted 2 months ago
Villa Chez Shell has recently installed Tesla Battery!
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 months ago
Blue Dolphin Villa Great Cruz Bay FEATURING A NEW MASTER BEDROOM gorgeous views
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 3 months ago
Pet friendly. Kayak, paddle board, snorkel, or hike to the beach.
Sunset Beach: Beachfront Villa! Pool! Hot Tub!

Sunset Beach: Beachfront Villa! Pool! Hot Tub!

10/10 Excellent
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Four adults, three kids. House was perfect. Pool was shaded in the afternoon so the kids could swim without concerns of getting burned. Kitchen very well equipped. No AC in main area not an issue, we were there in mid June as doors and windows on all four sides. Great covered porch on upper level perfect for coffee in the morning and relaxing anytime. They provide beach towels, huge packing help. And washing machine and dryer allowed us to wash bathing suits mid trip. Not far from grocery store. Would return every year if the kids would come"
Marilyn L.
Posted 3 months ago
Sunset Beach: Beachfront Villa! Pool! Hot Tub!

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 £75 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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