Name: Windward Passage Hotel
Price range: CA $234

Your Estate Haulover Vacation

An easy way to experience this city is with a custom-made Estate Haulover vacation package. Stay in the neighborhood of Wickhams Cay 1, which is good for views, dining and shopping or choose someplace else — our package deals are all about you. Any trip to Estate Haulover needs a well-designed itinerary. Fill yours with big-name attractions like Trunk Bay, Annaberg Plantation and Cinnamon Bay Beach. Don't put off exploring this destination any longer. Your perfect Estate Haulover vacation is a few quick clicks away with Expedia.

Top Estate Haulover Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Windward Passage Hotel

CA $1,076

per person

Nov 2 - Nov 6

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to St. Thomas (STT)

7/10 Good! (1,392 reviews)

Property is okay, it’s a good looking to walk around to lots of shops and restaurants but not much on property itself.

Reviewed on Sep. 1, 2025

Margaritaville Vacation Club - St. Thomas

CA $1,271

per person

Nov 2 - Nov 6

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to St. Thomas (STT)

8/10 Very Good! (2,231 reviews)

Like st croix better

Reviewed on Sep. 7, 2025

Club Wyndham Elysian Beach Resort

CA $2,304

per person

Nov 30 - Dec 5

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to St. Thomas (STT)

7.8/10 Good! (166 reviews)

Clean room. Staff are very slow if you need towels or a refill on shampoo or body wash or staff just doesn’t answer when you call the desk

Reviewed on Sep. 3, 2025

At Home in the Tropics

CA $1,769

per person

Nov 30 - Dec 5

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to St. Thomas (STT)

9.8/10 Exceptional! (148 reviews)

The property managers made me feel very welcomed and this property stays locked so me and my girlfriend felt very safe the entire trip. Planning on saving more money and will come back to visit asap. Would recommend to anyone and everyone visiting st Thomas

Reviewed on Jul. 21, 2025

Limetree Beach Resort by Club Wyndham

CA $2,040

per person

Nov 30 - Dec 5

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to St. Thomas (STT)

8.2/10 Very Good! (196 reviews)

Room very cute and accommodating. Me and my husband brought our 21 yr old daughter and it was nice that our king size bed was in the loft area so our daughter had the downstairs area with the pull out sofa and balcony to give her space as well. The only negative of the room was the carpet had a couple of stains that should have been treated/cleaned.

Reviewed on Aug. 18, 2025

Ready to book your vacation to Estate Haulover?

Choose your dates

Estate Haulover Hotel Deals

Margaritaville Vacation Club - St. Thomas

6080 Estate Smith Bay, St. Thomas

CA $397

CA $447 total

Sep 9 - Sep 10

includes taxes & fees

The Westin St. Thomas Beach Resort & Spa

5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas

Fully refundableReserve now, pay when you stay

CA $331

CA $484 total

Sep 21 - Sep 22

includes taxes & fees

Windward Passage Hotel

Veterans Drive Charlotte Amali, Po Box 640, St. Thomas, St. Thomas

Fully refundableReserve now, pay when you stay

CA $234

CA $286 total

Sep 8 - Sep 9

includes taxes & fees

See all 3,731 properties in Estate Haulover

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.