Find hotels in Estate Great Cinnamon Bay from CA $150

  • Plan, book, stay with confidence

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

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top 10 Estate Great Cinnamon Bay hotels and places to stay

Peter Bay Gatehouse

4.0 star property
8.4 out of 10, Very good, (18)
"We absolutely adored our stay at the Peter Bay Gatehouse, Penthouse! It was one of the best places we’ve ever had the pleasure of staying in. The location was simply stunning, with easy access to some of the world’s most beautiful beaches. The view from the penthouse was breathtaking, and we never wanted to leave because of its breathtaking beauty. We’re already looking forward to our next stay here in the future!"
The price is CA $1,141
CA $1,805 total
includes taxes & fees
Mar 25 - Mar 26
Peter Bay Gatehouse

The Westin St. John Resort Villas

4.5 star property
8.4 out of 10, Very good, (412)
"Staff in the kitchen wasn’t friendly. However, the lady from Dominica in the Mango Cafe was fantastic. The staff in the main grill didn’t have a care in the world. I felt extremely uncomfortable. "
The price is CA $890
CA $1,001 total
includes taxes & fees
Apr 7 - Apr 8
The Westin St. John Resort Villas

St John Inn

3.0 star property
9.2 out of 10, Wonderful, (391)
"Had a wonderful time at the Inn. The staff was incredibly helpful and friendly. Budget friendly and easy walk down into town. Will definitely stay again."
The price is CA $510
CA $574 total
includes taxes & fees
Apr 5 - Apr 6
St John Inn

Suite St. John at Gallows Point Resort

4.0 star property
8.6 out of 10, Excellent, (91)
"Friendly people, nice location, leaking ceiling, property condition declining"
The price is CA $1,141
CA $1,771 total
includes taxes & fees
Mar 27 - Mar 28
Suite St. John at Gallows Point Resort

The Ritz-Carlton, St. Thomas

5.0 star property
8.4 out of 10, Very good, (368)
"I think the food could have been better. The options were very limited "
The price is CA $1,433
CA $1,870 total
includes taxes & fees
Mar 31 - Apr 1
The Ritz-Carlton, St. Thomas

Secret Harbour Beach Resort

4.0 star property
8.8 out of 10, Excellent, (1305)
"Great location on a beautiful beach. The restaurants often could not handle the number of guests who wished to eat. We have stayed here previously but the facility has aged and could use a facelift."
The price is CA $754
CA $931 total
includes taxes & fees
Apr 24 - Apr 25
Secret Harbour Beach Resort

Two Sandals – A Boutique Hotel

3.5 star property
8.8 out of 10, Excellent, (460)
"The rooms was functional with a nice balcony overlooking a small harbor. Unfortunately our yaxi van was too large to get up the winding driveway so we had to drag our bag up a steep hill. Also a busy and noisy road was right beside the hotel and our room. "
The price is CA $549
CA $698 total
includes taxes & fees
Apr 7 - Apr 8
Two Sandals – A Boutique Hotel

View of Paradise at Sapphire Beach

3.5 star property
9.0 out of 10, Wonderful, (171)
"We were staying one night on our way to St. John and this location was perfect. With a beautiful beach and several dining options at the far end it was an easy location to get in the island spirit. Live entertainment topped off the evening while dining above the beach overlooking the ocean."
The price is CA $782
CA $1,352 total
includes taxes & fees
Apr 1 - Apr 2
View of Paradise at Sapphire Beach

Margaritaville Vacation Club - St. Thomas

4.0 star property
8.2 out of 10, Very good, (1871)
"Loved the hillside infinity pool and access to several excursions right off the property. Would recommend."
The price is CA $606
CA $681 total
includes taxes & fees
Mar 26 - Mar 27
Margaritaville Vacation Club - St. Thomas

Tillett Gardens Guest House

3.0 star property
7.8 out of 10, Good, (11)
"Exellent"
Tillett Gardens Guest House

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 CA $314
CA $707 total
includes taxes & fees
Apr 1 - Apr 2
Aqua

Boundless Bliss Hotel

2.5 star property
7.0 out of 10, Good, (118)
"The view from our room was amazing. The room and amenities were great and the staff was very friendly. I would definitely stay again and recommend to friends and family."
The price is CA $227
CA $278 total
includes taxes & fees
Apr 6 - Apr 7
Boundless Bliss Hotel

Buoy Haus Beach Resort St. Thomas, Autograph Collection

3.5 star property
9.4 out of 10, Exceptional, (81)
"Beautiful and peaceful, it wasn't crowded...couldn't have wanted anything more"
The price is CA $1,290
CA $1,624 total
includes taxes & fees
Apr 20 - Apr 21
Buoy Haus Beach Resort St. Thomas, Autograph Collection

Marriott's Frenchman's Cove

4.0 star property
9.0 out of 10, Wonderful, (173)
"Everything you need for a relaxing vacation is in one place, the pool, beach, bar, convenience shop, and casual restaurant with good food."
The price is CA $1,276
CA $1,435 total
includes taxes & fees
Apr 21 - Apr 22
Marriott's Frenchman's Cove

Hotel Sophia Boutique Hotel

4.0 star property
8.8 out of 10, Excellent, (21)
"Property is in a good location. There are dining options that are walkable. The beach is just down the hill. Communication was great. I always got a response to my emails within minutes."
The price is CA $282
CA $566 total
includes taxes & fees
Mar 30 - Mar 31
Hotel Sophia Boutique Hotel

Flamboyan on the Bay Resort and Villas

3.5 star property
8.8 out of 10, Excellent, (572)
"Nice restaurant. Good service"
The price is CA $150
CA $184 total
includes taxes & fees
Mar 31 - Apr 1
Flamboyan on the Bay Resort and Villas

The Westin St. Thomas Beach Resort & Spa

4.5 star property
8.0 out of 10, Very good, (1004)
"Great"
The price is CA $752
CA $989 total
includes taxes & fees
Apr 22 - Apr 23
The Westin St. Thomas Beach Resort & Spa

Pirates Pension at Bluebeard's Castle

3.0 star property
8.4 out of 10, Very good, (667)
"Really great views. Nice restaurant. The road leading to the hotel is pretty beat up though."
The price is CA $286
CA $351 total
includes taxes & fees
Apr 6 - Apr 7
Pirates Pension at Bluebeard's Castle

Hilltop Villas at Bluebeard's Castle

3.0 star property
8.6 out of 10, Excellent, (1496)
"The room was spacious and clean. The property was attractive and if you are driving, there seemed to be plenty of parking. I was able to catch a shuttle to the airport for a modest fee. The restaurant on the premises served delicious food but the service was neutral (neither good nor bad). "
The price is CA $309
CA $379 total
includes taxes & fees
Apr 6 - Apr 7
Hilltop Villas at Bluebeard's Castle

Castle Villas at Bluebeard's

2.5 star property
8.4 out of 10, Very good, (1020)
"Absolutely beautiful and the staff were so sweet they even helped with good spots to go to"
The price is CA $292
CA $357 total
includes taxes & fees
Apr 1 - Apr 2
Castle Villas at Bluebeard's
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.
Don't see what you're looking for?
See all available properties in Estate Great Cinnamon Bay
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Estate Great Cinnamon Bay

Check out the local area in Estate Great Cinnamon Bay—home to attractions like Cinnamon Bay Beach and Cinnamon Bay.

Cinnamon Bay showing forest scenes

Frequently asked questions

Where is the best place to stay in Estate Great Cinnamon Bay?

Located 7.6 mi (12.2 km) from the heart of Estate Great Cinnamon Bay, Margaritaville Vacation Club - St. Thomas is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Windward Passage Hotel and Hilltop Villas at Bluebeard's Castle. See all available top hotels, or vacation rentals in Estate Great Cinnamon Bay.

What's the top vacation rental that Estate Great Cinnamon Bay has to offer?

The Cottage at Villa Indigo: You might want to consider this Estate Great Cinnamon Bay vacation home rental for your stay. It is located in the mountains and offers a private yard, Netflix, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave. See all vacation rentals in Estate Great Cinnamon Bay.

If I need to cancel my hotel reservation in Estate Great Cinnamon Bay, will I receive a refund?

Yes, you'll find most room reservations are fully refundable provided that you cancel before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a non-refundable reservation, you might still have the option 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 Great Cinnamon Bay.

Where can I learn more about changing or cancelling my trip to Estate Great Cinnamon Bay?

To find more details about updating your trip to Estate Great Cinnamon Bay or cancelling it, head over to our customer service page.

What are some hotels with pools in Estate Great Cinnamon Bay?

Windward Passage Hotel: 3.5-star hotel, 14-minute walk from Blackbeard's Castle. Features free parking, an outdoor pool, and free WiFi. Margaritaville Vacation Club by Wyndham - St. Thomas and The Ritz-Carlton, St. Thomas are two additional hotels that offer an onsite pool. View all hotels with pools in Estate Great Cinnamon Bay.

What's it like to stay in Estate Great Cinnamon Bay?

Visitors are sure to enjoy all that Estate Great Cinnamon Bay has to offer. Top sights around the area include Trunk Bay and Sapphire Beach. There are 3752 hotels and other accommodations in the surrounding area. Find out more about Estate Great Cinnamon Bay.

What should I see while I'm in Estate Great Cinnamon Bay?

Natural beauty is on display at Cinnamon Bay Beach, Cinnamon Bay, and Maho Beach. Additionally, you'll find Trunk Bay and Sapphire Beach in the area. Check out what more to see and do in Expedia's Estate Great Cinnamon Bay guide.

What's the weather like in Estate Great Cinnamon Bay?

The hottest months are usually September and October with an average temp of 83°F, while the coldest months are March and February with an average of 78°F. Average annual precipitation for Estate Great Cinnamon Bay is 38 inches.