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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.
Hosts were attentive and accommodating.

Reviewed on Feb 28, 2026

Opens in a new window Cute Cozy Cottage with private entrance and ocean views in prime neighborhood
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

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.
Our plans had to change due to weather related flight issues. The host was able to get the cottage ready one day early and we certainly appreciated that. Also, appreciated the manager meeting us in town upon our arrival and leading us up to the cottage the first time.

Reviewed on Mar 4, 2026

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.
It was a pretty house. Comfy beds, and stocked kitchen. Beautiful views!The driveway is steep and the roads getting you back are tight. It was a little farther away from Cruz Bay than we had planned. But we had a great time!!

Reviewed on Mar 3, 2026

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.
Beautiful view. Amazing sunsets. Very clean, comfortable nice bedrooms. This was once a much larger property that was partly demolished prob after the last big hurricane. Outdoor kitchen area is pretty basic. Grill with a side burner was the only way to cook. Bring KUERIG pods from home they are ...

Reviewed on Feb 21, 2026

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

Opens in a new windowNew rental, Newly Renovated 3br/2ba - open main room/beautiful view/large pool
Sunset Beach: Beachfront Villa! Pool! Hot Tub!

Sunset Beach: Beachfront Villa! Pool! Hot Tub!

St. John Virgin Islands
A hot tub is featured at this villa, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Family Fun ( or couple's dream) Home
Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This house had an extremely well ...

Reviewed on Mar 11, 2026

Opens in a new windowSunset Beach: Beachfront Villa! Pool! Hot Tub!
The Westin St. John Resort Villas

The Westin St. John Resort Villas

4.5 out of 5
300B Chocolate Hole St. John
$729 nightly
The price is $820 total per night from Mar 25 to Mar 26
$820 total
Mar 25 - Mar 26
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 ...
This place is a little pricey but amazing

Reviewed on Mar 8, 2026

Opens in a new windowThe Westin St. John Resort Villas
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.
Opens in a new windowTranquil relaxing & private 5 bedroom villa on pond w kayaks paddle boards +++
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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 $820. 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 513 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