Estate Chocolate Hole and Great Cruz Bay Hotel & Accommodation Deals 2026 from AU$124 - Compare prices by date

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Estate Chocolate Hole and Great Cruz Bay

Pet friendly

Villa

Apartment

Resort

Spa

Pool

Condo

Spa pool

Apart hotel

Cottage

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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 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.

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.

1. The Westin St. John Resort Villas

St. John

"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

AU$555

includes taxes & fees

7 Oct - 8 Oct

A turquoise building with a window and a door, surrounded by lush greenery.

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.

A rooftop pool area with a pool, lounge chairs, and potted plants.

2. St John Inn

St. John

Katie

AU$292

includes taxes & fees

25 Sept - 26 Sept

An outdoor pool area with a bar and seating, surrounded by stone arches and a view of the sea.

A balcony with a view of the sea, two black chairs, and a small table.

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.

3. The Saint Resort

St. John

Nancy

AU$490

includes taxes & fees

26 Sept - 27 Sept

A coastal landscape with a beach, clear blue waters, and lush greenery.

A coastal town with buildings, a marina, and boats.

A modern living room with a sofa, coffee table, and TV. There is a mirror, a plant, and a chandelier.

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.

4. Villa Island Paradise

St. John

Zach Ezekiel Azurus

AU$727

includes taxes & fees

11 Oct - 12 Oct

A room with a TV, wicker furniture, 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.

A resort with a swimming pool, a covered deck, and a view of the ocean.

5. Suite St. John at Gallows Point Resort

St. John

Sean

AU$1,033

includes taxes & fees

2 Oct - 3 Oct

A wooden deck with a view of a beach and ocean.

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.

A covered outdoor seating area with wicker furniture and white canopies, overlooking a beach with clear turquoise water and distant islands.

6. View of Paradise at Sapphire Beach

St. Thomas

Michael

AU$604

includes taxes & fees

4 Oct - 5 Oct

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.

7. The Ritz-Carlton, St. Thomas

St. Thomas

Ciera

AU$986

includes taxes & fees

27 Sept - 28 Sept

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 modern building with a blue roof, solar panels, and a view of a marina with boats.

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

St. Thomas

Kimberly

AU$525

includes taxes & fees

2 Oct - 3 Oct

A beach with clear turquoise water, a sandy shore, and a palm tree.

A dining area with a view of the sea, a bar with a wine rack, and a ceiling fan.

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.

9. Secret Harbour Beach Resort

St. Thomas

Donald Spencer

AU$808

includes taxes & fees

26 Sept - 27 Sept

A balcony with a pool, chairs, and potted plants.

A balcony with a tiled floor and a metal railing, overlooking a residential area with red-roofed houses and greenery.

A bar area with shelves stocked with various liquor bottles.

A balcony with a view of greenery, a table with chairs, and a potted plant.

10. Bunker Hill Hotel

St. Thomas

Alexander

AU$156

includes taxes & fees

30 Sept - 1 Oct

A staircase surrounded by lush tropical plants and palm trees.

A stone archway leading to a staircase with potted plants and a hanging lantern.

An outdoor seating area with brick flooring, metal chairs, and green umbrellas.

A bar area with wooden bar stools, a stone wall, and a variety of bottles on shelves.

11. Hotel 1829

St. Thomas

Jared

AU$277

includes taxes & fees

26 Sept - 27 Sept

A coastal road with parked cars, a marina with boats, and a mountain in the background.

A multi-story hotel with a central courtyard featuring a swimming pool, outdoor seating, and potted plants.

A swimming pool with two people sitting on the edge.

An outdoor seating area with tables and chairs under umbrellas, a gift shop in the background, and a statue in the foreground.

12. Windward Passage Hotel

St. Thomas

Lynne

AU$287

includes taxes & fees

26 Sept - 27 Sept

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 building with a mural of a ship on a blue sea, surrounded by tropical plants.

A staircase leading to a building with a sign reading "GALLION HOUSE WELCOME".

A counter with a sign reading "COLD drinks" in a room with teal walls, wooden beams, and a ceiling fan.

13. Galleon House Hotel

St. Thomas

Michael

AU$124

includes taxes & fees

25 Sept - 26 Sept

A balcony with a table, chairs, and a view of a turquoise sea and green hills.

A stone pathway leading to a building with a rounded tower and arched entrance.

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.

14. Peter Bay Gatehouse

Maho Bay Quarter

Thomas

AU$1,226

includes taxes & fees

26 Sept - 27 Sept

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.

A view from a balcony overlooking a coastal town with a clear sky, palm trees, and a sea view.

Two people toasting with wine glasses overlooking a coastal town with a cruise ship in the distance.

15. Mafolie Hotel

St. Thomas

Morgan

AU$204

includes taxes & fees

27 Sept - 28 Sept

A staircase leading to a beach with turquoise water, surrounded by lush greenery and palm trees.

A spacious lounge area with a bar, comfortable seating, and a view of the ocean.

A modern bar area with a view of a cityscape and mountains.

A infinity pool with white lounge chairs, a palm tree, and a gazebo overlooking the ocean.

16. The Westin St. Thomas Beach Resort & Spa

St. Thomas

david

AU$531

includes taxes & fees

10 Oct - 11 Oct

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 balcony with a view of the sea, a table with chairs, and a white building with a red roof.

A hotel room with a large bed, a desk, a chair, a sofa, and a view of the sea.

17. Bluebeard's Castle Resort

Charlotte Amalie

Erica

AU$321

includes taxes & fees

24 Oct - 25 Oct

A lush garden with palm trees, a stone pathway, and a view of buildings in the background.

A reception area with a green marble counter, a computer, a fire extinguisher, and a chair.

A circular building with a balcony and a staircase leading to the entrance.

A hotel room with a bed, a television, a desk with a computer, and a window with curtains. There is a bucket labeled "FLEURS & JARDIN" on a table.

18. Boundless Bliss Hotel

St. Thomas

Sumanna

AU$234

includes taxes & fees

26 Sept - 27 Sept

A person standing in a swimming pool with arms outstretched, wearing a straw hat, and a tray with food and drinks.

A balcony with outdoor furniture, a view of a coastal area, and lush greenery.

A bedroom with a four-poster bed, a sofa, a glass coffee table, and a view of the outdoors.

A couple seated on a sofa with a glass table in front, surrounded by indoor plants and furniture.

19. Island View Guesthouse

St. Thomas

Robert

AU$270

includes taxes & fees

13 Oct - 14 Oct

A pool area with lounge chairs and a view of the sea.

A wooden double door with a sign above reading "PINK PALM HOTEL".

A stone staircase surrounded by lush greenery, leading to a higher level.

20. The Pink Palm Hotel - Adults Only

St. Thomas

Iroda

AU$410

includes taxes & fees

30 Sept - 1 Oct

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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

Top Estate Chocolate Hole and Great Cruz Bay Hotel Reviews

Recent Reviews in Estate Chocolate Hole and Great 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."

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

10/10 Excellent

"Great location, amazing views! Can’t wait to come back!"

The Westin St. John Resort Villas

10/10 Excellent

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

10/10 Excellent

"Great stay and fantastic location!!"

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!"

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!"

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!"

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."

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

10/10 Excellent

"Our family had a wonderful week at Beach Walk Villa!"

More cheap accommodation in Estate Chocolate Hole and Great Cruz Bay

Dolphin Suites

18-27 boulon center St. John St John

Get rates

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$124 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.

Search Estate Chocolate Hole and Great Cruz Bay hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Estate Chocolate Hole and Great Cruz Bay

Check prices for these dates

Filter by

Property class

Guest rating

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

1. The Westin St. John Resort Villas

2. St John Inn

3. The Saint Resort

4. Villa Island Paradise

5. Suite St. John at Gallows Point Resort

6. View of Paradise at Sapphire Beach

7. The Ritz-Carlton, St. Thomas

8. Two Sandals – A Boutique Hotel

9. Secret Harbour Beach Resort

10. Bunker Hill Hotel

11. Hotel 1829

12. Windward Passage Hotel

13. Galleon House Hotel

14. Peter Bay Gatehouse

15. Mafolie Hotel

16. The Westin St. Thomas Beach Resort & Spa

17. Bluebeard's Castle Resort

18. Boundless Bliss Hotel

19. Island View Guesthouse

20. The Pink Palm Hotel - Adults Only

Stay near popular Estate Chocolate Hole and Great Cruz Bay attractions

Chocolate Hole Beach

Learn more about Estate Chocolate Hole and Great Cruz Bay

Top Estate Chocolate Hole and Great Cruz Bay Hotel Reviews

Recent Reviews in Estate Chocolate Hole and Great Cruz Bay

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

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

The Westin St. John Resort Villas

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

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

Villa Chez Shell has recently installed Tesla Battery!

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

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

More cheap accommodation in Estate Chocolate Hole and Great Cruz Bay

Dolphin Suites

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app