Sint Maarten Mountain Vacations and Getaways

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Top Mountain vacation packages in Sint Maarten

Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort
Simpson Bay Resort, Marina & Spa
Oyster Bay Beach Resort
Divi Little Bay Beach Resort
Holland House Beach Hotel
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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

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Resort
Oyster Bay Beach Resort
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See all available trips from Columbus to Sint Maarten
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4 Night Mountain vacations in Sint Maarten

Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort
Simpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Resort
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See all available trips from Columbus to Sint Maarten
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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 2025 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 $475. 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
$145 nightly
The price is $152 total per night from Aug 24 to Aug 25
$152 total
Aug 24 - Aug 25
Total includes taxes and fees
Stay at this 4-star 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! (1,168 reviews)
"Staff were very helpful and friendly. Room was clean and well equipped."

Reviewed on Aug 20, 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
$126 nightly
The price is $131 total per night from Sep 19 to Sep 20
$131 total
Sep 19 - Sep 20
Total includes taxes and fees
Stay at this 4-star 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! (1,228 reviews)
"The property is within walking distance to restaurants, bars and lounges. There are several restaurants on site as well."

Reviewed on Aug 17, 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, Dawn Beach, Oyster Pond
  • 12 min drive from Maho Beach
$149 nightly
The price is $156 total per night from Aug 22 to Aug 23
$156 total
Aug 22 - Aug 23
Total includes taxes and fees
Stay at this 3.5-star family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
9.2/10 Wonderful! (958 reviews)
"This property was very nice and astonishing. The area was quiet and lovely place to have a vacation at. The beds were so comfortable after a day of activities and excursions. The place is very peaceful and beautiful. The staff were amazing as well. The views were amazing. I would definitely ..."

Reviewed on Aug 15, 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.