Photo by Vada Stevens

Estate Chocolate Hole and Great Cruz Bay Hotels

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Check prices for these dates

Tonight
16 Feb - 17 Feb
Tomorrow
17 Feb - 18 Feb
Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar

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Top 10 trending Estate Chocolate Hole and Great Cruz Bay hotels

The Westin St. John Resort Villas
Outdoor pool

The Westin St. John Resort Villas

4.5 star property
8.4 out of 10, Very good, (406)
"Beech and restaurants Huge hill to get to condo, was supposed to have a different condo but this was an 'Upgrade'"
The price is €664
includes taxes & fees
28 Feb - 1 Mar
The Westin St. John Resort Villas
Peter Bay Gatehouse
Honeymoon Suite, 1 Bedroom | Living area

Peter Bay Gatehouse

4.0 star property
8.2 out of 10, Very good, (17)
"Amazing view, loved the style with dark wood trim/doors, arches and turret windows. Comfy bed, soft sheets, loved the stone patio and nooks. Had a grwat breeze and no need for a/c. Slept with windows open and could here the wind, waves, birds and frogs. Great time, so relaxing."
The price is €1,199
includes taxes & fees
25 Feb - 26 Feb
Peter Bay Gatehouse
Sunset Ridge Villas Unit D
Outdoor pool

Sunset Ridge Villas Unit D

3.5 star property
8.0 out of 10, Very good, (1)
Sunset Ridge Villas Unit D
St John Inn
Terrace/patio

St John Inn

3.0 star property
9.0 out of 10, Wonderful, (385)
"We enjoyed our stay at St. John Inn. The staff was very friendly and helpful! Breakfast was adequate to get you started in the morning! The room was wonderful. I loved the sharing area to borrow snorkeling gear, coolers, towels etc. Also, items left behind for other guests such as suntan lotion etc. Would highly recommend this Inn while enjoying your stay on St. John's!"
The price is €472
includes taxes & fees
27 Feb - 28 Feb
St John Inn
Cruz Bay Boutique Hotel
Exterior

Cruz Bay Boutique Hotel

3.0 star property
9.4 out of 10, Exceptional, (280)
"I love this hotel...did not know of it until today. Finding myself unable to get on a flight today, having to spend the night in Miami. What a more than pleasant surprise! Cool vibe, classic design and a lovely restaurant. Located in the middle of it all. A place I would like to come back to!"
The price is €375
includes taxes & fees
19 Feb - 20 Feb
Cruz Bay Boutique Hotel
Suite St. John at Gallows Point Resort
View from property

Suite St. John at Gallows Point Resort

4.0 star property
8.6 out of 10, Excellent, (90)
"Friendly people, nice location, leaking ceiling, property condition declining"
The price is €1,176
includes taxes & fees
27 Feb - 28 Feb
Suite St. John at Gallows Point Resort
The Ritz-Carlton, St. Thomas
View from property

The Ritz-Carlton, St. Thomas

5.0 star property
8.4 out of 10, Very good, (355)
"My wish would be that all could experience this beauty. "
The price is €1,473
includes taxes & fees
2 Mar - 3 Mar
The Ritz-Carlton, St. Thomas
Secret Harbour Beach Resort
On the beach, white sand, sun-loungers, beach umbrellas

Secret Harbour Beach Resort

4.0 star property
8.8 out of 10, Excellent, (1288)
"This is great resort on a calm bay! The snorkeling here is some of the best you can get and they rent the snorkel gear for a reasonable price. The bar is very nice and close to the beach. The water is crystal clear and shallow enough for swimming for ant age. The resort is a bit dated and had a few items that showed this. We will return to Secret Harbor in the future!"
The price is €650
includes taxes & fees
3 Mar - 4 Mar
Secret Harbour Beach Resort
Two Sandals – A Boutique Hotel
Front of property

Two Sandals – A Boutique Hotel

3.5 star property
8.8 out of 10, Excellent, (457)
"Staff was friendly and helpful. Room and bed were comfortable. View of bay was beautiful. "
The price is €464
includes taxes & fees
3 Mar - 4 Mar
Two Sandals – A Boutique Hotel
View of Paradise at Sapphire Beach
2 outdoor pools

View of Paradise at Sapphire Beach

3.5 star property
9.0 out of 10, Wonderful, (168)
"Positive - Definitely a property with one of the best views on the island and is absolutely gorgeous. The room itself looked nice overall however there were some issues that made it a step down for us. The room was not very clean and we located bugs throughout the kitchen and in the cabinets. The shower head was broken so it only provided a full stream of pressure. The showers also even though warm would never get “hot”. Beach towels were supposed to be provided but were not provided until...
The price is €711
includes taxes & fees
19 Feb - 20 Feb
View of Paradise at Sapphire Beach
Crystal Cove Beachfront Pool Tennis
Terrace/patio

Crystal Cove Beachfront Pool Tennis

3.0 star property
9.4 out of 10, Exceptional, (3)
"It is very good, convenient, beautiful beach, friendly, good simple restaurant, burger, pizza, drink, spacious We stayed here 3-4 times already."
The price is €386
includes taxes & fees
3 Mar - 4 Mar
Crystal Cove Beachfront Pool Tennis
Margaritaville Vacation Club - St. Thomas
2 outdoor pools, open 8:00 AM to 10:00 PM, pool umbrellas, pool loungers

Margaritaville Vacation Club - St. Thomas

4.0 star property
8.2 out of 10, Very good, (1789)
"Our rooms were nice and clean. No beach to hang out at. Food was very average, no daily room cleaning. Room service was not available small store with limited drinks and snacks."
The price is €704
includes taxes & fees
17 Feb - 18 Feb
Margaritaville Vacation Club - St. Thomas
Aqua
Luxury Apartment, 1 Bedroom, Sea Facing | Terrace/patio

Aqua

3.0 star property
9.4 out of 10, Exceptional, (3)
"I had the best experience with this property and would recommend it to anyone. The apartment is beautiful and right in the heart of Havensight. Everything is within walking distance, tourist attractions, restaurants, and the marina. "
The price is €528
includes taxes & fees
17 Feb - 18 Feb
Aqua
Boundless Bliss Hotel
Deluxe Single Room, Ocean View | View from room

Boundless Bliss Hotel

2.5 star property
7.0 out of 10, Good, (109)
"Will stay again. "
The price is €179
includes taxes & fees
3 Mar - 4 Mar
Boundless Bliss Hotel
Morningstar Buoy Haus Beach Resort At Frenchman's Reef, Autograph Collection
Outdoor pool

Morningstar Buoy Haus Beach Resort At Frenchman's Reef, Autograph Collection

4.5 star property
9.2 out of 10, Wonderful, (77)
"5 star resort with 2 star service. Some of the wait staff were rude and combative, which is very disappointing considering the price you are paying for drinks and food. Beach and property were amazing. Still had a great time, but likely won't go back. "
The price is €1,027
includes taxes & fees
23 Feb - 24 Feb
Morningstar Buoy Haus Beach Resort At Frenchman's Reef, Autograph Collection
Marriott's Frenchman's Cove
2 outdoor pools

Marriott's Frenchman's Cove

4.0 star property
9.0 out of 10, Wonderful, (171)
"Great place!!"
The price is €1,060
includes taxes & fees
26 Feb - 27 Feb
Marriott's Frenchman's Cove
Hotel Sophia Boutique Hotel
Beach/ocean view

Hotel Sophia Boutique Hotel

4.0 star property
8.6 out of 10, Excellent, (15)
"The view and location were amazing. Paul was very helpful and hospitable. "
The price is €376
includes taxes & fees
26 Feb - 27 Feb
Hotel Sophia Boutique Hotel
Flamboyan on the Bay Resort and Villas
Premium Studio | Terrace/patio

Flamboyan on the Bay Resort and Villas

3.5 star property
8.8 out of 10, Excellent, (551)
"Nice property, decent sized room, beautiful view from the balcony. This place has everything you need. A breakfast cafe that has good coffee and sandwiches and a great bar/restaurant that serves delicious food. We at dinner here every night. Would definitely come back!"
The price is €186
includes taxes & fees
5 Mar - 6 Mar
Flamboyan on the Bay Resort and Villas
The Westin Beach Resort & Spa at Frenchman's Reef
2 bars/lounges, swim-up bar, poolside bar, beach bar

The Westin Beach Resort & Spa at Frenchman's Reef

4.5 star property
8.0 out of 10, Very good, (1008)
"Staff was very welcoming Property is doing extensive maintenance even though they have been reopened only around 3 years Pool bar is great but do not let Grant take care of you. His customer service and attention to guests was horrible "
The price is €853
includes taxes & fees
2 Mar - 3 Mar
The Westin Beach Resort & Spa at Frenchman's Reef
Pirates Pension at Bluebeard's Castle
Exterior

Pirates Pension at Bluebeard's Castle

3.0 star property
8.4 out of 10, Very good, (638)
"I loved our room. Beautiful view, spacious for a studio, newly remodeled. Stayed at Pirates Pension. Will come back. Restaurant food was yummy. "
The price is €270
includes taxes & fees
19 Feb - 20 Feb
Pirates Pension at Bluebeard's Castle
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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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
Photo by Vada Stevens
Open Photo by Vada Stevens

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 a favourite with Expedia customers. This resort offers 2 restaurants and an outdoor pool. See all available top hotels, or vacation rentals in Estate Chocolate Hole and Great Cruz Bay.

What are some of the best holiday rentals that Estate Chocolate Hole and Great Cruz Bay has to offer?

Casa Cielo: This holiday home rental outside of Estate Chocolate Hole and Great Cruz Bay is located near the beach, and has a terrace, a private garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. Another good choice for your trip to Estate Chocolate Hole and Great Cruz Bay is Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!. 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! Most room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you booked a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Estate Chocolate Hole and Great Cruz Bay.

What's the best accommodation for a budget-friendly stay in Estate Chocolate Hole and Great Cruz Bay?

Based on reviews, The Westin St. John Resort Villas is a popular resort for our travellers who want a more economical choice, and features free WiFi and free parking. View all budget hotels in Estate Chocolate Hole and Great Cruz Bay.

What's the best family accommodation in Estate Chocolate Hole and Great Cruz Bay?

The Westin St. John Resort Villas is a resort with an outdoor pool and a free children's club, and it's a top choice on Expedia for families. Find more child-friendly accommodations in Estate Chocolate Hole and Great Cruz Bay.

What's the best place to stay for a romantic holiday in Estate Chocolate Hole and Great Cruz Bay?

3 Bedroom - Westin St. John Virgin Grand Villas - Full Resort Access is a favourite resort for couples, and features in-room kitchens and private balconies. Other good options for a romantic stay include 🌴Virgin Grand Studio Villa at the Westin St. John and 2 Bedroom Townhouse - 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 dog-friendly place to stay in Estate Chocolate Hole and Great Cruz Bay?

The Westin St. John Resort Villas The Coral Vista is a top dog-friendly resort, and offers a fitness centre along with in-room washing machines for its human guests. See more pet-friendly hotel accommodations in Estate Chocolate Hole and Great Cruz Bay.

What's the best hotel to stay near the beach in Estate Chocolate Hole and Great Cruz Bay?

The Westin St. John Resort Villas is a top beach resort offering 2 restaurants and free WiFi, located within a short 14-minute walk of Chocolate Hole 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?

The Westin St. John Resort Villas is a luxury resort with 2 restaurants and 4 outdoor tennis courts, and it's a popular choice for Expedia travellers 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: Resort located near Trunk Bay. Features 2 restaurants, an outdoor pool and 4 outdoor tennis courts. Oceanport Villa : Great location, stunning views with pool and spa and New rental, Newly Renovated 3br/2ba - open main room/beautiful view/large pool are two additional hotels that feature an on-site pool. View all hotels with pools in Estate Chocolate Hole and Great Cruz Bay.

What is the best spa hotel in Estate Chocolate Hole and Great Cruz Bay?

3Bdrm 3Bath Sleeps 10 @ THE WESTIN ST. JOHN RESORT VILLAS - BAY VISTA is a top spa hotel featuring a pool and a fitness centre. Why not spend some time relaxing in the hot tub? See all spa hotels 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 will definitely find plenty to explore and enjoy. A top sight in the area is Trunk Bay. In Estate Chocolate Hole and Great Cruz Bay, there are 486 hotels and other accommodation options to choose from. Find out more about Estate Chocolate Hole and Great Cruz Bay.

What should I do while I'm visiting 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 Trunk Bay in the area. Take a look at what more there is to see and do in Expedia's Estate Chocolate Hole and Great Cruz Bay guide.

What's the seasonal weather like in Estate Chocolate Hole and Great Cruz Bay?

The hottest months are usually September and October, with an average temperature of 28°C, while the coldest months are March and February, with an average of 26°C. Average annual precipitation for Estate Chocolate Hole and Great Cruz Bay is 961 mm.