Estate Chocolate Hole and Great Cruz Bay Hotel & Accommodation Deals 2026 from NZ$185 - Fully Refundable Options

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

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

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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 modern hotel with multiple floors, large windows, and a well-maintained lawn with palm trees.

A waterfront property with a large boat docked at the pier, surrounded by lush greenery and a beach.

A wooden deck with a table and chairs overlooking a coastal view with boats and greenery.

1. The Westin St. John Resort Villas

St. John

Treacy

NZ$703

includes taxes & fees

1 Nov - 2 Nov

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

A wooden deck with potted plants and a red umbrella.

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

Tyrone

NZ$465

includes taxes & fees

15 Nov - 16 Nov

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

A round wooden dining table set for six with wicker chairs, a vase of yellow flowers, and a hanging light fixture.

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

3. Villa Island Paradise

St. John

Zach Ezekiel Azurus

NZ$865

includes taxes & fees

19 Oct - 20 Oct

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

A bedroom with a bed, a chair, a desk with a computer, a mirror, and a wall-mounted decorative piece.

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.

4. The Saint Resort

St. John

Nancy

NZ$654

includes taxes & fees

25 Oct - 26 Oct

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

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.

A bedroom with a large bed, a TV mounted on the wall, and a view of the kitchen and balcony.

5. View of Paradise at Sapphire Beach

St. Thomas

Michael

NZ$757

includes taxes & fees

4 Nov - 5 Nov

An aerial view of a resort with multiple swimming pools, a beach, and a boat docked near the shore.

A spacious lobby with high ceilings, arched columns, and hanging chandeliers.

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.

6. The Ritz-Carlton, St. Thomas

St. Thomas

Cindy

NZ$1,448

includes taxes & fees

21 Oct - 22 Oct

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 pathway lined with palm trees and colorful flowers, leading to a white building with balconies.

7. Secret Harbour Beach Resort

St. Thomas

Donald Spencer

NZ$971

includes taxes & fees

28 Oct - 29 Oct

A balcony with a table set for breakfast, overlooking a marina with boats and a clear sky.

A bedroom with a bed, a glass door leading to a balcony, and a dining area visible through the door.

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

A marina at dusk with boats docked, a waterfront town with buildings, and hills in the background.

8. Two Sandals – A Boutique Hotel

St. Thomas

Tom

NZ$622

includes taxes & fees

17 Nov - 18 Nov

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 marina with numerous sailboats anchored in clear turquoise waters, surrounded by lush greenery and distant hills.

A clear coastal view with turquoise water, green vegetation, and distant hills.

9. Suite St. John at Gallows Point Resort

St. John

Sean

NZ$1,613

includes taxes & fees

13 Nov - 14 Nov

A swimming pool with lounge chairs and umbrellas, a thatched-roof structure, and a sign for 'Chill Beach'.

A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

A compact kitchen with wooden cabinets, a tiled backsplash, and a microwave.

A hotel room with a large bed, a ceiling fan, a nightstand with a lamp, a chair, and a window with a view of palm trees.

10. Margaritaville Vacation Club - St. Thomas

St. Thomas

Chankevia

NZ$539

includes taxes & fees

18 Oct - 19 Oct

A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

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

A sunlit outdoor seating area with umbrellas, a pool, and a view of the sea.

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

11. Bluebeard's Castle Resort

Charlotte Amalie

Freo

NZ$360

includes taxes & fees

17 Nov - 18 Nov

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 hotel room with two beds, a nightstand, a lamp, and an air conditioning unit.

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

12. Bunker Hill Hotel

St. Thomas

jose

NZ$210

includes taxes & fees

19 Oct - 20 Oct

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 beachfront hotel with multiple buildings, palm trees, and a clear blue sky.

A clear blue sky, a swimming pool with lounge chairs, and a view of the ocean.

13. Emerald Beach Resort

St. Thomas

Karim S

NZ$444

includes taxes & fees

18 Oct - 19 Oct

A person seated at a table with a view of a coastal area, including a beach and a distant island.

A living room with a dining table, chairs, a sofa, and a TV.

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.

14. Mafolie Hotel

St. Thomas

Christopher

NZ$258

includes taxes & fees

18 Oct - 19 Oct

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

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

A terrace with wicker furniture and umbrellas, overlooking a coastal landscape with mountains and a body of water.

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

15. The Westin St. Thomas Beach Resort & Spa

St. Thomas

David Josiah

NZ$864

includes taxes & fees

18 Oct - 19 Oct

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.

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

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

16. Windward Passage Hotel

St. Thomas

Kishonda

NZ$363

includes taxes & fees

18 Oct - 19 Oct

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.

17. Hampton by Hilton St. Thomas

Havensight

kenric

NZ$490

includes taxes & fees

28 Oct - 29 Oct

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 coastal property with a view of the sea, a balcony with plants, and a building with a beige facade.

18. Lindbergh Bay Hotel and Villas

St. Thomas

Schantel

NZ$307

includes taxes & fees

31 Oct - 1 Nov

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 balcony with a view of a coastal town, including buildings and boats.

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

19. Galleon House Hotel

St. Thomas

Michael

NZ$185

includes taxes & fees

18 Oct - 19 Oct

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

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.

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

20. Island View Guesthouse

St. Thomas

Robert

NZ$310

includes taxes & fees

19 Oct - 20 Oct

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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?

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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

The Westin St. John Resort Villas

10/10 Excellent

"Everything was amazing! It will always be my go to when I come to visit."

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!"

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

10/10 Excellent

"Great stay and fantastic location!!"

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!"

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

10/10 Excellent

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

At the Beach Villa | On the Beach SUPs | by BookVI

10/10 Excellent

"At The Beach was the perfect home base for our family of five during our week in St. John. We loved starting each morning on the porch overlooking Chocolate Hole with coffee and breakfast. We split our time between relaxing and paddleboarding in Chocolate Hole and exploring the island by boat, fishing, and beach hopping. Having snorkeling and the tidal pond just steps away made it easy to enjoy the water without even getting in the car. We especially appreciated the huge ice machine, beach towels, beach chairs we took on our beach-hopping adventures, the fully equipped kitchen (complete with a great blender for frozen drinks!), and the spacious bedrooms. It was the perfect place to cook our fresh catch after a day on the water. Just minutes from Cruz Bay, it was the ideal mix of convenience and tranquility. The hosts were incredibly responsive whenever we had a question or needed anything. We wouldn't hesitate to stay here again!"

Spacious 2/Bed, 2/Ba, Pool, A/C Bedrooms, Screened Porch, Wi-Fi

8/10 Good

"Property is exactly as described, property manager was awesome. Property was clean and had a great ocean view. The only compliant I would have, is the king sized bed mattress. The king mattress is extremely soft and has sagged so much that the center sinks into a V‑shape. No matter where you lie, you end up sliding toward the middle. It offers almost no back support, and you feel stuck in a dip, which makes it surprisingly hard to get out of bed. Other than the mattress I thought the property was great."

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, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 NZ$185 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. Villa Island Paradise

4. The Saint Resort

5. View of Paradise at Sapphire Beach

6. The Ritz-Carlton, St. Thomas

7. Secret Harbour Beach Resort

8. Two Sandals – A Boutique Hotel

9. Suite St. John at Gallows Point Resort

10. Margaritaville Vacation Club - St. Thomas

11. Bluebeard's Castle Resort

12. Bunker Hill Hotel

13. Emerald Beach Resort

14. Mafolie Hotel

15. The Westin St. Thomas Beach Resort & Spa

16. Windward Passage Hotel

17. Hampton by Hilton St. Thomas

18. Lindbergh Bay Hotel and Villas

19. Galleon House Hotel

20. Island View Guesthouse

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

The Westin St. John Resort Villas

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

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

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

Villa Chez Shell has recently installed Tesla Battery!

Blue Dolphin Villa Great Cruz Bay FEATURING A NEW MASTER BEDROOM gorgeous views

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

At the Beach Villa | On the Beach SUPs | by BookVI

Spacious 2/Bed, 2/Ba, Pool, A/C Bedrooms, Screened Porch, Wi-Fi

More cheap accommodation in Estate Chocolate Hole and Great Cruz Bay

Dolphin Suites

Frequently asked questions

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