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

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Sep 29 - Sep 30
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Sep 30 - Oct 1
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Oct 2 - Oct 4
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Oct 9 - Oct 11

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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.
A wooden deck with a table and chairs overlooking a coastal view with boats and greenery.
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 waterfront property with a large boat docked at the pier, surrounded by lush greenery and a beach.

1. The Westin St. John Resort Villas

The Westin St. John Resort Villas
St. John
United States
Shani
￥55,237
￥62,142 total
includes taxes & fees
Oct 14 - Oct 15
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 resort with multiple buildings, a beach, and clear turquoise waters.
A modern living room with a view of turquoise waters and a hilly landscape.
A room with two beds, a view of the ocean, and a balcony with white railings.

2. The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas
St. Thomas
United States
Cindy
￥86,396
￥118,626 total
includes taxes & fees
Oct 11 - Oct 12
The Ritz-Carlton, St. Thomas
A beach with clear turquoise water, a sandy shore, and a palm tree.
A pathway lined with palm trees and colorful flowers, leading to a white building with balconies.
A balcony with a view of a beach, palm trees, and boats.
A hot tub with two people, a towel, and a tray with drinks and snacks.

3. Secret Harbour Beach Resort

Secret Harbour Beach Resort
St. Thomas
United States
Donald Spencer
￥70,880
￥88,423 total
includes taxes & fees
Oct 1 - Oct 2
Secret Harbour Beach Resort
A turquoise building with a window and a door, surrounded by lush greenery.
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.
A turquoise building with two windows, a stone wall, and a staircase leading to a porch.

4. St John Inn

St John Inn
St. John
United States
Liam
￥29,078
￥32,713 total
includes taxes & fees
Oct 4 - Oct 5
St John Inn
A coastal landscape with a beach, clear blue waters, and lush greenery.
A spacious living room with a large grey sofa, a white armchair, and a bench. There is a ceiling fan, a wall-mounted TV, and a large window providing natural light.
A coastal town with buildings, a marina, and boats.
A round wooden dining table set for six with wicker chairs, a vase of yellow flowers, and a hanging light fixture.

5. Villa Island Paradise

Villa Island Paradise
St. John
United States
Zach Ezekiel Azurus
￥14,274
￥79,644 total
includes taxes & fees
Oct 11 - Oct 12
Villa Island Paradise
A room with a TV, wicker furniture, and a view of the ocean.
A resort with a swimming pool, a covered deck, and a view of the ocean.
A kitchen with a view of the ocean, a blender, and a coffee maker.
A clear coastal view with turquoise water, green vegetation, and distant hills.

6. Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
St. John
United States
Sean
￥77,918
￥115,652 total
includes taxes & fees
Oct 1 - Oct 2
Suite St. John at Gallows Point Resort
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, a chair, a desk with a computer, a mirror, and a wall-mounted decorative piece.
A bedroom with a bed, bedside table, lamp, desk, chair, and artwork on the wall.

7. The Saint Resort

The Saint Resort
St. John
United States
Nancy
￥35,368
￥55,530 total
includes taxes & fees
Oct 5 - Oct 6
The Saint Resort
A balcony with a table set for breakfast, overlooking a marina with boats and a clear sky.
A marina at dusk with boats docked, a waterfront town with buildings, and hills in the background.
A spacious interior with a high ceiling, wooden beams, a dining area with a table and chairs, and a view through a glass door.
A bedroom with a bed, a glass door leading to a balcony, and a dining area visible through the door.

8. Two Sandals – A Boutique Hotel

Two Sandals – A Boutique Hotel
St. Thomas
United States
Kimberly
￥44,401
￥58,804 total
includes taxes & fees
Oct 14 - Oct 15
Two Sandals – A Boutique Hotel
A staircase leading to a beach with turquoise water, surrounded by lush greenery and palm trees.
A infinity pool with white lounge chairs, a palm tree, and a gazebo overlooking the ocean.
A spacious lounge area with a bar, comfortable seating, and a view of the ocean.
A terrace with wicker furniture and umbrellas, overlooking a coastal landscape with mountains and a body of water.

9. The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa
St. Thomas
United States
Elizabeth
￥41,300
￥59,428 total
includes taxes & fees
Oct 14 - Oct 15
The Westin St. Thomas Beach Resort & Spa
A wooden deck with a view of a beach and ocean.
A bedroom with a large bed, a TV mounted on the wall, and a view of the kitchen and balcony.
A modern kitchen with white cabinets, a glass dining table, wicker chairs, and a view of the ocean.
A pool area with clear blue water, surrounded by palm trees and a building with a tiled roof.

10. View of Paradise at Sapphire Beach

View of Paradise at Sapphire Beach
St. Thomas
United States
Michael
￥35,141
￥66,983 total
includes taxes & fees
Oct 4 - Oct 5
View of Paradise at Sapphire Beach
A balcony with a table, chairs, and a view of a turquoise sea and green hills.
A bedroom with a large bed, a wooden bench, and arched windows with a view.
A two-story building with a stone tower and a balcony with outdoor seating.
A living room with a sofa, coffee table, and two lamps. There is a painting on the wall and a kitchen area in the background.

11. Peter Bay Gatehouse

Peter Bay Gatehouse
Maho Bay Quarter
United States
Thomas
￥98,356
￥137,208 total
includes taxes & fees
Oct 1 - Oct 2
Peter Bay Gatehouse
A coastal road with parked cars, a marina with boats, and a mountain in the background.
A swimming pool with two people sitting on the edge.
A multi-story hotel with a central courtyard featuring a swimming pool, outdoor seating, and potted plants.
A kitchen with wooden cabinets, a stainless steel oven, and a marble countertop.

12. Windward Passage Hotel

Windward Passage Hotel
St. Thomas
United States
Lynne
￥25,669
￥31,766 total
includes taxes & fees
Oct 1 - Oct 2
Windward Passage Hotel
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.

13. Bluebeard's Castle Resort

Bluebeard's Castle Resort
Charlotte Amalie
United States
Erica
￥29,039
￥35,936 total
includes taxes & fees
Oct 29 - Oct 30
Bluebeard's Castle Resort
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.

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

Buoy Haus Beach Resort St. Thomas, Autograph Collection
St. Thomas
United States
Michael George
￥70,659
￥96,429 total
includes taxes & fees
Oct 10 - Oct 11
Buoy Haus Beach Resort St. Thomas, Autograph Collection
A balcony with a pool, chairs, and potted plants.
A balcony with a view of greenery, a table with chairs, and a potted plant.
A balcony with a tiled floor and a metal railing, overlooking a residential area with red-roofed houses and greenery.
A hotel room with two beds, a nightstand, a lamp, and an air conditioning unit.

15. Bunker Hill Hotel

Bunker Hill Hotel
St. Thomas
United States
Alexander
￥13,830
￥17,114 total
includes taxes & fees
Oct 3 - Oct 4
Bunker Hill Hotel
A beach with clear turquoise water, a sandy shore, and a sailboat in the distance.
An outdoor seating area with tables and chairs, umbrellas, and a view of the beach and ocean.
A pathway leading to a pool with palm trees and potted plants on either side.
A clear blue sky, a swimming pool with lounge chairs, and a view of the ocean.

16. Emerald Beach Resort

Emerald Beach Resort
St. Thomas
United States
Karim S
￥30,602
￥37,869 total
includes taxes & fees
Oct 29 - Oct 30
Emerald Beach Resort
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.
A staircase leading to a building with a sign reading "GALLION HOUSE WELCOME".
A building with a mural of a ship on a blue sea, surrounded by tropical plants.
A counter with a sign reading "COLD drinks" in a room with teal walls, wooden beams, and a ceiling fan.

17. Galleon House Hotel

Galleon House Hotel
St. Thomas
United States
Michael
￥12,042
￥14,751 total
includes taxes & fees
Oct 1 - Oct 2
Galleon House Hotel
A person seated at a table with a view of a coastal area, including a beach and a distant island.
A view from a balcony overlooking a coastal town with a clear sky, palm trees, and a sea view.
A living room with a dining table, chairs, a sofa, and a TV.
A room with a four-poster bed, a television, a lamp, and a painting on the wall.

18. Mafolie Hotel

Mafolie Hotel
St. Thomas
United States
john
￥16,771
￥22,802 total
includes taxes & fees
Oct 1 - Oct 2
Mafolie Hotel
A spacious, modern lounge area with a large sectional sofa, round tables, and a ceiling with wooden beams and recessed lighting.
A modern interior with a wooden leaf-patterned wall, a round table, and multiple seating options.
A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.
A spacious, modern dining area with multiple tables and chairs, a bar area with shelves of bottles, and a large wall with motivational text.

19. Hampton by Hilton St. Thomas

Hampton by Hilton St. Thomas
Havensight
United States
Sophia
￥36,003
￥43,541 total
includes taxes & fees
Oct 8 - Oct 9
Hampton by Hilton St. Thomas
A coastal view with a clear sky, a staircase leading down to a beach, and a palm tree.
A hotel with a yellow facade, a covered entrance, and a garden with palm trees and various plants.
A hotel room with a bed, a desk, a television, and a view of the sea.
A swimming pool with lounge chairs and umbrellas, surrounded by lush greenery and a view of a lake with mountains in the background.

20. Lindbergh Bay Hotel and Villas

Lindbergh Bay Hotel and Villas
St. Thomas
United States
John Paul
￥22,746
￥28,149 total
includes taxes & fees
Oct 27 - Oct 28
Lindbergh Bay Hotel and Villas
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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

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 11 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 13 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 2 weeks ago
The Westin St. John Resort Villas
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 3 weeks ago
Secluded Oceanfront Villa • Pool • Incredible Views • In-House Car Rental
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 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
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
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 2 months ago
Pet friendly. Kayak, paddle board, snorkel, or hike to the beach.

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's the best place for a stay in Estate Chocolate Hole and Great Cruz Bay?
The Westin St. John Resort Villas is one of the top choices for your stay based on our traveler data. This aparthotel offers a full-service spa and 2 restaurants. Other good options for your visit include Blue Dolphin Villa Great Cruz Bay FEATURING A NEW MASTER BEDROOM gorgeous views and Private Pool overlooking ocean, large deck on Estate Property. Great Privacy.. See all available top hotels, or vacation rentals in Estate Chocolate Hole and Great Cruz Bay.
What's the top vacation rental that Estate Chocolate Hole and Great Cruz Bay has to offer?
Private Pool overlooking ocean, large deck on Estate Property. Great Privacy.: Visitors give good reviews to this Estate Chocolate Hole and Great Cruz Bay vacation home rental, which is located by the ocean and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games. Some other homes for rent in Estate Chocolate Hole and Great Cruz Bay include Secluded Oceanfront Villa • Pool • Incredible Views • In-House Car Rental and Poi Pu St John - Great Views, Total Privacy & Tesla Solar Backup System. See all vacation rentals in Estate Chocolate Hole and Great Cruz Bay.
If I need to cancel my hotel reservation in Estate Chocolate Hole and Great Cruz Bay, will I receive a refund?
Yes, the majority of hotel reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Estate Chocolate Hole and Great Cruz Bay.
Where can I learn more about changing or cancelling my trip to Estate Chocolate Hole and Great Cruz Bay?
For additional details about picking new dates or cancelling your trip to Estate Chocolate Hole and Great Cruz Bay, go to https://www.expedia.com/service/.
What's the best place to stay when traveling with kids to Estate Chocolate Hole and Great Cruz Bay?
Westin St John is a hotel with 2 outdoor pools and a kids' club, and it's a top choice on Expedia for families. Other choices for your kid-friendly vacation include 1 Bedroom - Westin St. John Virgin Grand Villas - Full Resort Access and 2 Bedroom Villa - Westin St. John Bay Vista Villas - Full Resort Access. Find more child-friendly accommodations in Estate Chocolate Hole and Great Cruz Bay.
What's the best accommodation for a romantic vacation to Estate Chocolate Hole and Great Cruz Bay?
1 Bedroom - Westin St. John Virgin Grand Villas - Full Resort Access is a favorite resort for couples, and features in-room kitchens and private balconies. Other good options for a romantic stay include 2 Bedroom Villa - Westin St. John Bay Vista Villas - Full Resort Access and Studio - Westin St. John Virgin Grand Villas - Full Resort Access. See all romantic hotels in Estate Chocolate Hole and Great Cruz Bay.
What's the best place to stay near the beach in Estate Chocolate Hole and Great Cruz Bay?
2 Bedroom Villa - Westin St. John Bay Vista Villas - Full Resort Access is a top beachfront resort with in-room kitchens and a hot tub, and it's located close to Chocolate Hole Beach. 3 Bedroom - Westin St. John Bay Vista Villas - Full Resort Access is another good choice to stay near the beach. See more stays near the beach in Estate Chocolate Hole and Great Cruz Bay.
What's the best luxury place to stay in Estate Chocolate Hole and Great Cruz Bay?
Westin St John is a luxury hotel with 4 restaurants and 2 poolside bars, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Find more luxury hotels in Estate Chocolate Hole and Great Cruz Bay.
What are some hotels with pools in Estate Chocolate Hole and Great Cruz Bay?
The Westin St. John Resort Villas: Aparthotel located near Virgin Islands National Park. Features 2 restaurants, an outdoor pool, and a full-service spa. Blue Dolphin Villa Great Cruz Bay FEATURING A NEW MASTER BEDROOM gorgeous views and Private Pool overlooking ocean, large deck on Estate Property. Great Privacy. are two additional hotels with an onsite pool. View all hotels with pools in Estate Chocolate Hole and Great Cruz Bay.
What's it like staying in Estate Chocolate Hole and Great Cruz Bay?
Visitors to Estate Chocolate Hole and Great Cruz Bay are sure to find plenty to explore and enjoy. A top sight in the area is Sapphire Beach. In Estate Chocolate Hole and Great Cruz Bay, there are 547 hotels and other accommodations to choose from. Find out more about Estate Chocolate Hole and Great Cruz Bay.
What are the top places to visit in Estate Chocolate Hole and Great Cruz Bay?
Natural beauty is on display at Chocolate Hole, Great Cruz Bay, and Chocolate Hole Beach. Additionally, you'll find Sapphire Beach in the area. Check out what more to see and do in Expedia's Estate Chocolate Hole and Great Cruz Bay guide.
What's the weather like in Estate Chocolate Hole and Great Cruz Bay?
The hottest months are usually September and October with an average temp of 83°F, while the coldest months are March and February with an average of 78°F. Average annual precipitation for Estate Chocolate Hole and Great Cruz Bay is 38 inches.

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