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Top Estate Chocolate Hole and Great Cruz Bay hotels

Cute Cozy Cottage with private entrance and ocean views in prime neighborhood

Cute Cozy Cottage with private entrance and ocean views in prime neighborhood

St. John USVI
This cottage features barbecue grills.
Super value. Cottage is well stocked, clean, and great location. Views from deck are fantastic. Lovely welcome basket with treats upon arrival and you’re met at the ferry and escorted to property. Nice touch.

Reviewed on Mar 18, 2026

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Opens in a new window Cute Cozy Cottage with private entrance and ocean views in prime neighborhood
Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries !

Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries !

St. John St John
An outdoor pool is featured at this villa, along with laundry facilities and barbecue grills.
This was our 9th vacation at Castaway Villa and was lovely as always. We highly recommend it!

Reviewed on Mar 11, 2026

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Opens in a new windowPoolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries !
Tranquil relaxing & private 5 bedroom villa on pond w kayaks paddle boards +++

Tranquil relaxing & private 5 bedroom villa on pond w kayaks paddle boards +++

Cruz Bay St John
A hot tub is featured at this villa, along with a garden and laundry facilities. Concierge services and barbecue grills are also provided.
The house was very lovely. Matthew the property manager was very responsive and helped with questions. The house has nice decor throughout. There are three kitchens with the top floor being the nicest. It is well stocked with pans and utensils. Large space to eat even for large families. We enjoyed ...

Reviewed on Mar 6, 2026

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Opens in a new windowTranquil relaxing & private 5 bedroom villa on pond w kayaks paddle boards +++
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

Cruz Bay St John
This villa features an outdoor pool and a gym. A garden, laundry facilities, and barbecue grills are also on offer.
everything was great really good house we had a great time.

Reviewed on Jan 19, 2026

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Opens in a new windowBlue Dolphin Villa Great Cruz Bay FEATURING A NEW MASTER BEDROOM gorgeous views
Anestasi Cottage Brand new charming cottage with water views close to Cruz Bay

Anestasi Cottage Brand new charming cottage with water views close to Cruz Bay

Cruz Bay St John
This cottage includes a garden and barbecue grills.
All excellent! Shawna was great.

Reviewed on Apr 1, 2026

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Opens in a new windowAnestasi Cottage Brand new charming cottage with water views close to Cruz Bay
Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay

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

cruz bay
This villa featured laundry facilities and barbecue grills.
The Vilma was perfect for us, grandparents, adult children and young grandchildren!

Reviewed on Mar 27, 2026

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Opens in a new windowStunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay
Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!

St John
This vacation home includes a garden and barbecue grills.
We enjoyed our week stay. The property was clean and Chris was amazing! He took really good care of us and stayed in contact with me throughout the week. Despite the island losing power, we made the best of our time there. The two separated rooms were perfect our family. The only suggestion that ...

Reviewed on Mar 24, 2026

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Opens in a new windowSecluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!
New rental, Newly Renovated 3br/2ba - open main room/beautiful view/large pool

New rental, Newly Renovated 3br/2ba - open main room/beautiful view/large pool

Cruz Bay St John
An outdoor pool is featured at this villa, along with limo/town car service and a garden. Laundry facilities, concierge services, and barbecue grills are also ...
We had a terrific time, the villa was clean and well equipped, the pool was fantastic and the views were beautiful. James was great to deal with and provided his contact should we have any issues ( which we did not) The location is great, no problem with getting taxis and an easy walk to the Westin, ...

Reviewed on Feb 19, 2026

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Opens in a new windowNew rental, Newly Renovated 3br/2ba - open main room/beautiful view/large pool
The Westin St. John Resort Villas

The Westin St. John Resort Villas

4.5 out of 5
300B Chocolate Hole St. John
$620 nightly
The price is $698 total per night from May 4 to May 5
$698 total
May 4 - May 5
Total with taxes and fees
This smoke-free condo resort features 2 restaurants, 4 outdoor tennis courts, and an outdoor pool. Enjoy beachfront dining and relax with sun loungers and beach ...
we had a horrible time getting to the resort by the staff and they didn’t take responsibility

Reviewed on Mar 30, 2026

Opens in a new windowThe Westin St. John Resort Villas
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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.

Frequently asked questions

What are the top kid-friendly hotels in Estate Chocolate Hole and Great Cruz Bay?
From unique amenities to rooms with bunk beds, kid-friendly hotels come with features that can help turn a standard family vacation into an extraordinary one. These Estate Chocolate Hole and Great Cruz Bay properties make vacationing with the youngsters easier: The whole gang will love staying at Fabulous Westin St. John, 2BR/2BA Coral Vista -- Priced to Move. A swimming pool and internet access are a few of the things that help make this place a sought-after option. Newly renovated kitchen! Private cottage in great location with path to beach. is another great choice. After a long day of exploring Estate Chocolate Hole and Great Cruz Bay, return to your cozy room and amenities like animal viewing activities and a barbecue grill.
Where can I find cheap hotels in Estate Chocolate Hole and Great Cruz Bay?
At Travelocity you'll find really nice hotels in Estate Chocolate Hole and Great Cruz Bay at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Estate Chocolate Hole and Great Cruz Bay rather than in Estate Chocolate Hole and Great Cruz Bay. We may find you even better rates, too.
How do I find the best Estate Chocolate Hole and Great Cruz Bay hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Estate Chocolate Hole and Great Cruz Bay then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Estate Chocolate Hole and Great Cruz Bay?
The cheapest hotel in Estate Chocolate Hole and Great Cruz Bay is $698. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Estate Chocolate Hole and Great Cruz Bay?
There are 515 hotels in Estate Chocolate Hole and Great Cruz Bay on Travelocity.
What are the best hotels in Estate Chocolate Hole and Great Cruz Bay?
Estate Chocolate Hole and Great Cruz Bay has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Estate Chocolate Hole and Great Cruz Bay for you!
When is the best time to visit Estate Chocolate Hole and Great Cruz Bay?
If you want the joy of a fun-filled trip in peak season, visit Estate Chocolate Hole and Great Cruz Bay during January, February and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as June, October and December.
When is the cheapest time to stay in Estate Chocolate Hole and Great Cruz Bay?
Based on historic data is usually the cheapest month to visit Estate Chocolate Hole and Great Cruz Bay. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Estate Chocolate Hole and Great Cruz Bay?
There are multiple hotels in Estate Chocolate Hole and Great Cruz Bay that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Estate Chocolate Hole and Great Cruz Bay. We have plenty of kid-friendly hotels in Estate Chocolate Hole and Great Cruz Bay to choose from on Travelocity!
Why book a hotel in Estate Chocolate Hole and Great Cruz Bay through Travelocity?
Because we have the top hotels in Estate Chocolate Hole and Great Cruz Bay! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Estate Chocolate Hole and Great Cruz Bay on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Estate Chocolate Hole and Great Cruz Bay hotel reviews by fellow wanderers

Anestasi Cottage Brand new charming cottage with water views close to Cruz Bay

Anestasi Cottage Brand new charming cottage with water views close to Cruz Bay

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"All excellent! Shawna was great."
A verified traveler stayed at Anestasi Cottage Brand new charming cottage with water views close to Cruz Bay
Anestasi Cottage Brand new charming cottage with water views close to Cruz Bay