Estate Haulover Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Boundless Bliss Hotel

Boundless Bliss Hotel

2.5 out of 5
Price was CA $2,085, price is now CA $1,657 per person
CA $1,657
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
6.8/10 (173 reviews)
Ocean view is misleading property is out of the way on top of a hill.Shuttle and taxis do not want the fare.Sole staff member was fantastic.Rooms are outdated 1960’s .

Reviewed on Jun 28, 2026

Calichi at Picture Point

Calichi at Picture Point

4 out of 5
Price was CA $3,566, price is now CA $2,867 per person
CA $2,867
per person
Sep 20 - Sep 25
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to St. Thomas (STT)
9.8/10 Exceptional! (83 reviews)
Our villa was great with incredible views. Any issues or questions we had were quickly resolved. Would highly recommend Calichi to anyone looking to stay on the quiet side of the island.

Reviewed on Jun 15, 2026

Shibui Cove

Shibui Cove

2 out of 5
Price was CA $2,508, price is now CA $2,034 per person
CA $2,034
per person
Aug 24 - Aug 31
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to St. Thomas (STT)
7.4/10 Good! (6 reviews)
Not everything was operational in the apt. Lights/fans etc. but was an awesome place to stay.

Reviewed on May 15, 2026

Two Sandals – A Boutique Hotel

Two Sandals – A Boutique Hotel

3.5 out of 5
Price was CA $2,484, price is now CA $2,014 per person
CA $2,014
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8.8/10 Excellent! (517 reviews)
Air conditioning insufficient. Appearance not as advertised.

Reviewed on Jun 24, 2026

The Hideaway Hull Bay

The Hideaway Hull Bay

3.5 out of 5
Price was CA $3,367, price is now CA $2,792 per person
CA $2,792
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to St. Thomas (STT)
9.4/10 Exceptional! (65 reviews)
What a delightful, beautiful place! Very clean and easy staff to deal with.

Reviewed on Jun 4, 2026

Ready to book your vacation to Estate Haulover?

 

Choose your dates

Estate Haulover Hotel Deals

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe St. Thomas St. Thomas
The price is CA $457 per night from Aug 3 to Aug 4
CA $457
CA $632 total
Aug 3 - Aug 4
includes taxes & fees
8.4/10 Very good! (1,329 reviews)
"Nice place"

Reviewed on Jul 14, 2026

The Westin St. Thomas Beach Resort & Spa
Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
The price is CA $261 per night from Aug 13 to Aug 14
CA $261
CA $352 total
Aug 13 - Aug 14
includes taxes & fees
9/10 Wonderful! (621 reviews)
"3rd time here. Love it! Great view of the sea and cruiseships. Restaurant was great too!"

Reviewed on Jul 14, 2026

Bluebeard's Castle Resort
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay St. Thomas
8/10 Very good! (2,470 reviews)
"Everything was great it was just a smell"

Reviewed on Jul 13, 2026

Get rates
Margaritaville Vacation Club - St. Thomas
See all 3,719 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an Estate Haulover vacation package cost?
You can grab a vacation package to this destination from CA $1,657 on Expedia. However, how much your vacation to Estate Haulover costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Estate Haulover?
If you're hoping to snag a cheap Estate Haulover vacation package, consider travelling in September, October and November. You'll generally find lower rates on hotels and flights during these quieter months — perfect for budget-conscious travellers.
How many days is enough for Estate Haulover?
To get the most out of your Estate Haulover vacation, we recommend booking for 2 days. Split your time between visiting Cinnamon Bay Beach, Maho Beach and other well-known attractions, as well as exploring neighbourhoods like Estate Concordia An and Estate Rendezvous and Ditlef. If you've got some time to spare, add a tour or day trip to your Estate Haulover vacation itinerary.
How to find the best Estate Haulover package deals?
Start your search for an Estate Haulover package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Estate Haulover package deal right away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Estate Haulover escape underway.
Is it cheaper to book an Estate Haulover vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component individually. And you'll still get the freedom to create a personalized Estate Haulover vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Estate Haulover?
If you have your Estate Haulover travel dates finalized, book early to snap up some unbeatable deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for quick escapes.
How to plan a trip to Estate Haulover?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to travel to Estate Haulover.
  2. Set your budget: Factor in expenses such as transportation, flights and meals when calculating how much to set aside for your trip to Estate Haulover. Then, pick a hotel that works with your budget, whether that's an economical stay or a deluxe retreat.
  3. Determine how many days away: Start by making a list of all the attractions you want to get to in Estate Haulover. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your accommodations and airfare: Once you've settled on your travel dates and duration, lock in the ideal Estate Haulover vacation package for you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.