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

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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
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 AU$641
includes taxes & fees
22 Nov - 23 Nov
The Westin St. John Resort Villas

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 AU$523
includes taxes & fees
11 Nov - 12 Nov
The Saint Resort

3. St John Inn

St John Inn
3.0 star property
St. John
9.2 out of 10, Wonderful, (481 reviews)
"We can’t wait to come back"
United States
Tyrone
The price is AU$383
includes taxes & fees
12 Nov - 13 Nov
St John Inn

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 AU$818
includes taxes & fees
9 Nov - 10 Nov
Villa Island Paradise

5. View of Paradise at Sapphire Beach

View of Paradise at Sapphire Beach
3.5 star property
St. Thomas
9.0 out of 10, Wonderful, (280 reviews)
"You have everything you need right there, coffee, breakfast, 2 lunch/dinner options and an elegant restaurant option as well. Right on the beach, the whole resort."
United States
Teresa
The price is AU$620
includes taxes & fees
16 Nov - 17 Nov
View of Paradise at Sapphire Beach

6. Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove
4.0 star property
St. Thomas
9.6 out of 10, Exceptional, (179 reviews)
"We had great 8 days at this property. We are so happy with our stay. We got everything we need for wonderful vacation. Location is excellent, villa very clean and staffed with everything and has a lot of extras."
United States
Olena
The price is AU$738
includes taxes & fees
25 Nov - 26 Nov
Beachfront Villas at Crystal Cove

7. Two Sandals – A Boutique Hotel

Two Sandals – A Boutique Hotel
3.5 star property
St. Thomas
8.8 out of 10, Excellent, (521 reviews)
"Fine for an overnight stay prior to hitting the ferry for St. John."
United States
Sean
The price is AU$526
includes taxes & fees
8 Dec - 9 Dec
Two Sandals – A Boutique Hotel

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 AU$1,070
includes taxes & fees
9 Nov - 10 Nov
Suite St. John at Gallows Point Resort

9. The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas
5.0 star property
St. Thomas
8.4 out of 10, Very good, (507 reviews)
"We were very happy with our stay. Lived the cabana near the beach and lived having the club level. Very impressed with the staff, food, and drinks. Highly recommend."
United States
Jeffrey
The price is AU$1,535
includes taxes & fees
10 Nov - 11 Nov
The Ritz-Carlton, St. Thomas

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 AU$849
includes taxes & fees
13 Nov - 14 Nov
Secret Harbour Beach Resort

11. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (957 reviews)
"All around great place"
United States
Hector
The price is AU$376
includes taxes & fees
23 Nov - 24 Nov
Bluebeard's Castle Resort

12. Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas
4.0 star property
St. Thomas
8.0 out of 10, Very good, (2,453 reviews)
"Great pools, friendly staff."
United States
Stephen
The price is AU$647
includes taxes & fees
9 Nov - 10 Nov
Margaritaville Vacation Club - St. Thomas

13. Emerald Beach Resort

Emerald Beach Resort
3.5 star property
St. Thomas
8.0 out of 10, Very good, (1,497 reviews)
"They truly very helpful and welcoming def know how to treat guest!"
United States
Marisela
The price is AU$408
includes taxes & fees
10 Nov - 11 Nov
Emerald Beach Resort

14. Bunker Hill Hotel

Bunker Hill Hotel
3.0 star property
St. Thomas
8.2 out of 10, Very good, (1,083 reviews)
"Great place for the price"
United States
Christina
The price is AU$181
includes taxes & fees
8 Dec - 9 Dec
Bunker Hill Hotel

15. 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, (1,576 reviews)
"Resort was wonderful staff was very helpful and nice would recommend when visiting."
United States
Gregrion
The price is AU$753
includes taxes & fees
29 Nov - 30 Nov
The Westin St. Thomas Beach Resort & Spa

16. Windward Passage Hotel

Windward Passage Hotel
3.5 star property
St. Thomas
7.2 out of 10, Good, (1,501 reviews)
"Great pool and courtyard!"
United States
Daniel
The price is AU$294
includes taxes & fees
9 Nov - 10 Nov
Windward Passage Hotel

17. Mafolie Hotel

Mafolie Hotel
3.0 star property
St. Thomas
8.8 out of 10, Excellent, (1,006 reviews)
"Very clean, great parking and the breakfast was good."
United States
Christopher
The price is AU$238
includes taxes & fees
9 Nov - 10 Nov
Mafolie Hotel

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 AU$150
includes taxes & fees
9 Nov - 10 Nov
Galleon House Hotel

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 AU$1,529
includes taxes & fees
11 Nov - 12 Nov
Peter Bay Gatehouse

20. 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 AU$274
includes taxes & fees
27 Nov - 28 Nov
Lindbergh Bay Hotel and Villas
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.
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Stay near popular Estate Chocolate Hole and Great Cruz Bay attractions

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.

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

Top Estate Chocolate Hole and Great Cruz Bay Hotel Reviews

Recent Reviews in Estate Chocolate Hole and Great Cruz Bay

More cheap accommodation in Estate Chocolate Hole and Great Cruz Bay

Dolphin Suites

Dolphin Suites

18-27 boulon center St. John St John
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 cancelled 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 can I save on a hotel booking in Estate Chocolate Hole and Great Cruz Bay with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Estate Chocolate Hole and Great Cruz Bay hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Estate Chocolate Hole and Great Cruz Bay?
Prices for hotels in Estate Chocolate Hole and Great Cruz Bay often vary, but you can find a great deal from AU$181 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 our cheapest rates.