Sint Maarten Mountain Vacations and Getaways

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Top Mountain vacation packages in Sint Maarten

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Hilton Vacation Club Flamingo Beach St. Maarten
Simpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Resort
Divi Little Bay Beach Resort
Oyster Bay Beach Resort
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5* Mountain vacations in Sint Maarten

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Sonesta Ocean Point All Inclusive, Adults Only Resort
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3 Night Mountain vacations in Sint Maarten

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Holland House Beach Hotel
Simpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Resort
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4 Night Mountain vacations in Sint Maarten

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Sapphire Beach Club Resort
Simpson Bay Resort, Marina & Spa
Princess Heights Luxury Boutique Condo Hotel
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Find amazing mountains vacations in Sint Maarten

How to plan for a mountain vacation in Sint Maarten?

The first step to planning your mountain vacation to Sint Maarten is to decide what dates you want to go. In the winter months, fresh snowfall means you could hit the slopes at ski resorts near Sint Maarten, while summer invites you to enjoy scenic hikes. It's a good idea to choose the type of accommodation you'd prefer, too. On Expedia, you'll encounter a vast array of options in Sint Maarten, from famous chain hotels to charming cabins. The vacation planning page has more tips for organizing your Sint Maarten mountain vacation.


What amenities should I look for when booking a mountain resort in Sint Maarten?

When booking accommodation for your mountain vacation to Sint Maarten, check to see if where you're staying has heating. Sint Maarten's mountain air means it can feel fresh at night. If you're craving a special stay, look to see if the hotel offers mountain view rooms, or has a pool or hot tub to unwind in the evenings. Expedia's handy search filters include all these amenities and more, making it a breeze to book the right place to stay on your Sint Maarten vacation package.


Why should I choose a package for my mountain vacation in Sint Maarten?

Choosing a package for your Sint Maarten vacation often works out cheaper thanks to the savings you get for bundling up your flights and hotel. You'll typically find it costs more when booking these separately. On Expedia, the green label even shows you how much you're saving. Packages also tend to be more flexible, meaning it's more likely you can cancel for free in case your 2026 plans change. You can usually secure your package by paying a small upfront deposit, whereas booking flights separately requires full payment.


What does a Sint Maarten package typically include?

Return flight tickets, your accommodation, and applicable taxes are typically included when you book a mountain vacation package to Sint Maarten from $594. Hotels may include breakfast and Wi-Fi, while the airfare may include checked luggage. Certain resorts may even include ski passes. As each Sint Maarten vacation package is different, be sure to double-check what's included before you confirm. If you want a hassle-free trip, consider booking Sint Maarten all-inclusive vacation packages as these include all meals.


How can I book my Sint Maarten on Expedia?

Comparing some of the best deals using the search wizard is one of the first steps to booking your Sint Maarten mountain vacation on Expedia. Take advantage of the search filters to narrow down hundreds of options at the click of a button. If you've got a strict budget, use the maximum price filter to set your limit. When you've pinned down your Sint Maarten package vacation, book it in just a few clicks. You'll also have the option to spread the cost with Expedia's payment plans.


Why book your Sint Maarten mountain vacation with Expedia?

With meaty exclusive deals you won't find anywhere else, you'll keep more cash in your pocket when booking your Sint Maarten vacation package on Expedia. No matter your preferences or tastes, you'll find the right place to stay thanks to the wide selection of accommodation. There are even last-minute deals, too. And if that's not enough, join One Key for free. Expedia's reward program lets you earn points on eligible trips and also gives you access to juicy member-only discounts.


Can I cancel my mountain vacation package booking?

Yes, as most of Expedia's mountain vacation packages to Sint Maarten are flexible, you can often cancel for free. Doing so is easy, too—log in to the “Trips” section and follow the steps. Don't forget to double-check the cancellation policy before booking, as not all Sint Maarten vacation packages are flexible. The good news is Expedia will display this to you before payment. Take advantage of the free cancellation search filter so you'll be able to narrow down your search to view only flexible Sint Maarten vacation packages.


What types of mountain accommodations are available in Sint Maarten?

5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Sint Maarten. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation.

Top Mountain Sint Maarten Hotels

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
  • 27 min walk from Maho Beach
$197 nightly
The price is $207 total per night from Dec 16 to Dec 17
$207 total
Dec 16 - Dec 17
Total with taxes and fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,372 reviews)
I wish the staff were more friendly

Reviewed on Dec 10, 2025

Hilton Vacation Club Flamingo Beach St. Maarten
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Billy Folly Road No. 37A Simpson Bay
  • 28 min walk from Maho Beach
$301 nightly
The price is $314 total per night from Dec 15 to Dec 16
$314 total
Dec 15 - Dec 16
Total with taxes and fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
9.2/10 Wonderful! (1,336 reviews)
Love it

Reviewed on Dec 8, 2025

The Villas at Simpson Bay Resort
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond Road No 156 Oyster Pond
  • 12 min drive from Maho Beach
$199 nightly
The price is $208 total per night from Dec 13 to Dec 14
$208 total
Dec 13 - Dec 14
Total with taxes and fees
Book a stay at this family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (981 reviews)
Clean with wonderful friendly staff

Reviewed on Dec 8, 2025

Princess Heights Luxury Boutique Condo Hotel
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.

More vacations you might like

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