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

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Sep 22 - Sep 23
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Sep 23 - Sep 24
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Sep 25 - Sep 27
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Oct 2 - Oct 4

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

A swimming pool with lounge chairs and umbrellas, a thatched-roof structure, and a sign for 'Chill Beach'.
A hotel room with a large bed, a wooden headboard, a ceiling fan, a nightstand with a phone, a seating area with a sofa and armchairs, and a view through a glass door.
A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.
A modern office space with two desks, computers, and chairs.

1. Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas
St. Thomas
United States
Adraine
Margaritaville Vacation Club - St. Thomas
A staircase leading to a beach with turquoise water, surrounded by lush greenery and palm trees.
A terrace with wicker furniture and umbrellas, overlooking a coastal landscape with mountains and a body of water.
A infinity pool with white lounge chairs, a palm tree, and a gazebo overlooking the ocean.
A modern bar area with a view of a cityscape and mountains.

2. The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa
St. Thomas
United States
Taylor
$336 nightly
$378 total
Oct 7 - Oct 8
Total with taxes and fees
The Westin St. Thomas Beach Resort & Spa
A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.
A bar area with a beer list sign, a glassware display, and a view of a cruise ship in the background.
A sunlit outdoor seating area with umbrellas, a pool, and a view of the sea.
A hotel room with a large bed, a desk, a chair, a sofa, and a view of the sea.

3. Bluebeard's Castle Resort

Bluebeard's Castle Resort
Charlotte Amalie
United States
Nicholas L
$203 nightly
$228 total
Oct 21 - Oct 22
Total with taxes and fees
Bluebeard's Castle Resort
A resort with a central pool, palm trees, and a view of the ocean.
A modern living room with a sofa, a coffee table, and a chair. There is a large window with a view of greenery and a body of water.
A modern hotel with multiple floors, large windows, and a well-maintained lawn with palm trees.
A wooden deck with a table and chairs overlooking a coastal view with boats and greenery.

4. The Westin St. John Resort Villas

The Westin St. John Resort Villas
St. John
United States
Shani
$351 nightly
$395 total
Oct 6 - Oct 7
Total with taxes and fees
The Westin St. John Resort Villas
An aerial view of a resort with multiple swimming pools, a beach, and a boat docked near the shore.
A room with two beds, a view of the ocean, and a balcony with white railings.
A modern living room with a view of turquoise waters and a hilly landscape.
A resort with multiple buildings, a beach, and clear turquoise waters.

5. The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas
St. Thomas
United States
Bruce
$621 nightly
$694 total
Sep 23 - Sep 24
Total with taxes and fees
The Ritz-Carlton, St. Thomas
A beach with a row of blue chairs, a palm tree, and boats in the water.
A four-poster bed with white linens, a wooden ceiling, and a balcony with a view of the sea.
A modern interior with a wooden staircase, a small wooden table with a plant, and a fire extinguisher.
A neatly made bed with white linens and pillows, a woven headboard, and two hanging wicker lamps.

6. Wharfside Village Hotel

Wharfside Village Hotel
St. John
United States
Sanborn
Wharfside Village Hotel

7. Sea Shore Allure

Sea Shore Allure
St. John
United States
Jennifer
Sea Shore Allure
A coastal resort with multiple buildings, a swimming pool, and a rocky shoreline.
A spacious room with a large window overlooking a beach, wicker furniture, a television, and a potted plant.
A coastal hotel with a view of the sea, palm trees, and a large bush of pink flowers.
A coastal resort with multiple buildings, a swimming pool, and a rocky shoreline.

8. Gallows Point Resort

Gallows Point Resort
St. John
United States
Sean
Gallows Point Resort
A beach with clear turquoise water, a sandy shore, and a palm tree.
A hot tub with two people, a towel, and a tray with drinks and snacks.
A balcony with a view of a beach, palm trees, and boats.
A dining area with a view of the sea, a bar with a wine rack, and a ceiling fan.

9. Secret Harbour Beach Resort

Secret Harbour Beach Resort
St. Thomas
United States
Donald Spencer
$477 nightly
$536 total
Sep 27 - Sep 28
Total with taxes and fees
Secret Harbour Beach Resort
A coastal view with a marina filled with boats, buildings, and lush greenery.
A bedroom with a bed, a chair, a desk lamp, and a door leading to an outdoor area.
A restaurant with multiple tables and chairs, a central bar area, and various wall decorations.
A bedroom with a bed, pillows, a nightstand, a lamp, and a chair.

10. Cruz Bay Boutique Hotel

Cruz Bay Boutique Hotel
St. John
United States
Miriam
Cruz Bay Boutique Hotel
A turquoise building with a window and a door, surrounded by lush greenery.
A rooftop pool area with a pool, lounge chairs, and potted plants.
A wooden deck with potted plants and a red umbrella.
An outdoor bar area with wooden furniture, a counter with various items, and red umbrellas.

11. St John Inn

St John Inn
St. John
United States
Vaughn
$181 nightly
$203 total
Sep 24 - Sep 25
Total with taxes and fees
St John Inn
An outdoor pool area with a bar and seating, surrounded by stone arches and a view of the sea.
A dining table set with a black napkin, a clear glass, and a textured glass candle holder.
A bedroom with a bed, bedside table, lamp, desk, chair, and artwork on the wall.
A balcony with a view of the sea, two black chairs, and a small table.

12. The Saint Resort

The Saint Resort
St. John
United States
Beth
$304 nightly
$329 total
Oct 4 - Oct 5
Total with taxes and fees
The Saint Resort
A room with a TV, wicker furniture, and a view of the ocean.
A clear coastal view with turquoise water, green vegetation, and distant hills.
A kitchen with a view of the ocean, a blender, and a coffee maker.
A marina with numerous sailboats anchored in clear turquoise waters, surrounded by lush greenery and distant hills.

13. Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
St. John
United States
Grady
$670 nightly
$735 total
Oct 1 - Oct 2
Total with taxes and fees
Suite St. John at Gallows Point Resort
A clear tropical beach with palm trees and a starfish visible in the shallow water.
A resort with multiple buildings, a beach area with umbrellas, and a view of the sea and hills.
A spacious dining area with multiple tables and chairs, large windows offering a view of the ocean, and a ceiling fan.
A beach with clear shallow water, a starfish, and palm trees.

14. Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort
St. Thomas
United States
Denika K
Club Wyndham Elysian Beach Resort
A modern living room with a white sofa, a round dining table with clear chairs, a TV displaying a beach scene, and a colorful abstract painting.
A multi-level atrium with a central open space, railings, and potted plants.
A modern living room with a white sofa, a round glass table, and a painting on the wall.
A modern hotel room with a sofa, a coffee table, a bed with pillows, a painting, a kitchen area with cabinets and a microwave, and a nightstand with a lamp.

15. Marketplace Suites

Marketplace Suites
St. John
United States
Joanna
Marketplace Suites
A balcony with a white railing, a green door, and a view of greenery and buildings in the background.
A beach with clear turquoise water, white sand, and green foliage.
A restaurant with wooden walls and a bar area. There are tables and chairs for dining, and a map is displayed on the wall.
A room with a bed, a window with a view of trees, and a door leading outside.

16. Inn at Tamarind Court

Inn at Tamarind Court
St. John
United States
Cristen
Inn at Tamarind Court
A wooden deck with a view of a beach and ocean.
A covered outdoor seating area with wicker furniture and white canopies, overlooking a beach with clear turquoise water and distant islands.
A pool area with clear blue water, surrounded by palm trees and a building with a tiled roof.
A modern kitchen with white cabinets, a glass dining table, wicker chairs, and a view of the ocean.

17. View of Paradise at Sapphire Beach

View of Paradise at Sapphire Beach
St. Thomas
United States
Lisa
$378 nightly
$426 total
Oct 4 - Oct 5
Total with taxes and fees
View of Paradise at Sapphire Beach
A beach with white lounge chairs and umbrellas, a clear blue sky, and turquoise water.
A spacious living area with a large sofa, a coffee table, and a view of the ocean.
A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.
A balcony with a glass railing overlooking the sea, furnished with chairs and a table, and a wooden ceiling.

18. Buoy Haus Beach Resort St. Thomas, Autograph Collection

Buoy Haus Beach Resort St. Thomas, Autograph Collection
St. Thomas
United States
Michael George
$520 nightly
$585 total
Sep 23 - Sep 24
Total with taxes and fees
Buoy Haus Beach Resort St. Thomas, Autograph Collection
A person seated at a table with a view of a coastal area, including a beach and a distant island.
A room with a four-poster bed, a television, a lamp, and a painting on the wall.
Two people toasting with wine glasses overlooking a coastal town with a cruise ship in the distance.
A living room with a dining table, chairs, a sofa, and a TV.

19. Mafolie Hotel

Mafolie Hotel
St. Thomas
United States
Diane
$132 nightly
$145 total
Sep 23 - Sep 24
Total with taxes and fees
Mafolie Hotel
A pool area with blue lounge chairs and umbrellas, a clear pool, and a building with balconies in the background.
A reception desk with a map, framed certificates, a clock, and a wooden cabinet.
A spacious indoor area with tiled flooring, wicker furniture, and large windows offering views of the outdoors.
A conference room with multiple round tables, each set with white tablecloths, black chairs, and floral centerpieces.

20. Bolongo Bay Beach Resort

Bolongo Bay Beach Resort
St. Thomas
United States
Karla Jan
$434 nightly
$488 total
Oct 17 - Oct 18
Total with taxes and fees
Bolongo Bay Beach Resort
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Stay near popular attractions in and around Estate Chocolate Hole and Great Cruz Bay

Discover the enchanting beauty of Estate Chocolate Hole and Great Cruz Bay, where stunning beaches and breathtaking scenery await. Perfect for outdoor enthusiasts and beach lovers, this idyllic destination offers a wealth of natural wonders to explore and enjoy. Your tropical paradise adventure starts here!
A tropical beach with clear turquoise waters, lush green hills, and a small red building on a hill.

Trunk Bay

9.6/10 (1,107 reviews)
Experience the best of relaxation at Trunk Bay, a stunning beach known for its serene vibes and picturesque scenery. Located about 5 miles by car from Estate Chocolate Hole and Great Cruz Bay, this tropical paradise offers a perfect getaway for beach lovers, making it a convenient spot for your vacation.
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A tropical beach with clear turquoise waters, lush green hills, and a small red building on a hill.

Virgin Islands National Park

9.6/10 (899 reviews)
Often cited as a favorite among outdoor enthusiasts, Virgin Islands National Park offers stunning scenery and adventure. Located about 3 miles by car from Estate Chocolate Hole and Great Cruz Bay, it provides easy access to breathtaking landscapes, making it a perfect spot for your vacation.
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A beach with clear turquoise water, people swimming and walking along the shore, and a forested hill in the background.

Honeymoon Beach

9.4/10 (641 reviews)
Highly recommended for beach lovers, Honeymoon Beach offers a picturesque escape with its inviting atmosphere and beautiful surroundings. Located about 2 miles by car from Estate Chocolate Hole and Great Cruz Bay, this beach provides easy access for a relaxing day in paradise, making it a convenient choice for your stay.
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A turquoise sea with a paddleboarder, a sailboat, and a small motorboat. In the background, there is a hill with buildings and a clear sky.

Cinnamon Bay Beach

9.4/10 (472 reviews)
No trip is complete without a visit to Cinnamon Bay Beach, a favorite among beachgoers looking for stunning scenery and vibrant outdoor vibes. Located about 4 miles by car from Estate Chocolate Hole and Great Cruz Bay, it offers a perfect escape to sun and surf, making your stay truly enjoyable.
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A turquoise sea with several sailboats anchored near a sandy beach surrounded by dense greenery.

Maho Beach

9.6/10 (567 reviews)
Beyond its reputation for stunning beach vibes, Maho Beach offers a unique experience of watching planes soar low overhead as they approach the nearby airport. Located about 7 miles by car from Estate Chocolate Hole and Great Cruz Bay, it’s a perfect spot for a memorable day in paradise.
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A pathway leading to a beach with clear turquoise water and a mountainous backdrop.
Photo by Jordan Maupin

Hawksnest Beach

9.4/10 (145 reviews)
A must-see for beach lovers, Hawksnest Beach offers a stunning tropical escape with its serene atmosphere and picturesque views. Located about 3 miles by car from Estate Chocolate Hole and Great Cruz Bay, it’s an easily accessible spot for relaxation and enjoying the beautiful island vibes.
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Battery

8.0/10 (50 reviews)
An essential stop for romantic travelers, Battery offers a unique blend of tropical beauty and local charm. With its scenic excursions, this civic invites you to immerse yourself in the enchanting atmosphere. Located about 1 mile by car from Estate Chocolate Hole and Great Cruz Bay, it's a convenient spot to explore while enjoying the island's allure.
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Chocolate Hole Beach

Perfectly suited for beach lovers, Chocolate Hole Beach offers a serene escape with its inviting sands and relaxing atmosphere. Nestled within Estate Chocolate Hole and Great Cruz Bay, this picturesque spot is easily accessible, making it a convenient choice for your St. John getaway.
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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

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 4 days 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 5 days ago
Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay
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 10 days ago
The Westin St. John Resort Villas
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 property was amazing! Would recommend to anyone looking to stay in St. John. Perfect distance from everything on the island"
Brooke D. 7-night trip
Posted 3 weeks ago
Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!
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 1 month ago
Villa Catalina, great views, private pool, full generator, AC, Last minute deals
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 1 month 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 1 month ago
Blue Dolphin Villa Great Cruz Bay FEATURING A NEW MASTER BEDROOM gorgeous views
Villa Colada, a 4-Bedroom St. John Villa Above Rendezvous Bay

Villa Colada, a 4-Bedroom St. John Villa Above Rendezvous Bay

10/10 Excellent
"A wonderful family getaway.Easy to get to. Check in was a breeze. We had 7 guests and we fit fine. Beautiful villa, clean with a great kitchen. Many games to choose from for inside and next to pool. Great views all around. Definitely a great option for a good size family getaway."
Scott F. 6-night trip
Posted 1 month ago
Villa Colada, a 4-Bedroom St. John Villa Above Rendezvous Bay
Villa Capiz: Luxury Hilltop Villa with Pool, Jacuzzi and Panoramic Ocean Views

Villa Capiz: Luxury Hilltop Villa with Pool, Jacuzzi and Panoramic Ocean Views

10/10 Excellent
"Our stay here was amazing! The house was beautiful and unique. It had tons of space and the kitchen was stocked. The decor was great and every detail of the house was perfect. There were yoga mats provided and so many perfect spots to roll out a mat and practice. We enjoyed the pool and the hottub. The view was absolutely incredible, it was the best and most memorable part of our trip."
Stacy R. 5-night trip
Posted 2 months ago
Villa Capiz: Luxury Hilltop Villa with Pool, Jacuzzi and Panoramic Ocean Views

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 ridgeline overlooking Chocolate Hole Bay, where you'll find a concentration of upscale villas.This area is characterized by private, well-appointed homes located into the hillsides, offering panoramic views of the Caribbean Sea and surrounding bays. Properties here are often designed with luxury in mind, featuring amenities like private pools, expansive outdoor living spaces, and modern kitchens. It's a bit more secluded than other parts of the island, providing a tranquil escape.Couples seeking a private and romantic getaway will find this area particularly appealing. The villas offer an intimate setting with stunning sunsets, ideal for relaxation without the crowds. Proximity to secluded beaches like Hart Bay and Chocolate Hole Beach means you can enjoy the natural beauty of the island in a more personal way.Families looking for a luxurious and convenient base will also appreciate this location. Many villas are spacious, providing ample room for everyone, and often include features like multiple bedrooms, private recreation areas, and fully equipped kitchens for preparing meals.
When is the best time to go to Estate Chocolate Hole And Great Cruz Bay?
The best time to visit Estate Chocolate Hole And Great Cruz Bay is during the dry season, which runs from December to May, offering consistently pleasant weather.During these months, you'll experience less rainfall and comfortable temperatures, typically in the 70s and 80s Fahrenheit, making it ideal for outdoor activities and enjoying the beaches. This period is particularly good for couples looking for a sunny escape without the disruption of frequent rain showers.For travelers interested in water sports like snorkeling, diving, and sailing, the calm seas and clear visibility during this dry season are excellent. Families will find this time superb for beach days at iconic spots like Trunk Bay or Cinnamon Bay, as the weather is consistently agreeable for children to play and swim.
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 $88 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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