Title: Sint Maarten Mountain Vacations 2026/2027 | Expedia.com ![](https://images.trvl-media.com/place/602829/904d6c1a-f901-4bb5-a277-ae4c807f73b8.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Sint Maarten Mountain Vacations and Getaways ## Book a Mountain Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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 ## Top Mountain vacation packages in Sint Maarten Price found within the past 48 hours. Click for updated prices. ![Oyster Bay Beach Resort](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/00eb22aa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oyster Bay Beach Resort Oyster Pond $716 per person Apr 22 - Apr 25 found 2 hours ago Roundtrip flight included Charlotte (CLT) to Philipsburg (SXM) 8.6/10 Excellent! (952 reviews) We were a group of 6 who stayed at the resort and all enjoyed our stay. The staff were all friendly. The rooms were clean and comfortable. We liked that the hotel was in a quieter spot on the island. The pool is gorgeous and we enjoyed the beach too (even with some sargassum). Reviewed on Feb 18, 2026 ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Simpson Bay Resort, Marina & Spa Pelican Key Save 100% on your flight $857 per person Apr 22 - Apr 25 found 2 hours ago Roundtrip flight included Charlotte (CLT) to Philipsburg (SXM) 9/10 Wonderful! (1,463 reviews) Original room view of parking and building on ground floor not great 2nd day switched room for fee, much better. Beaches nice pools nice restaurants great and location to Simpson Bay Area good. Reviewed on Feb 19, 2026 ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Villas at Simpson Bay Resort Pelican Key Save 100% on your flight $1,133 per person Mar 22 - Mar 25 found 21 hours ago Roundtrip non-stop flight included Columbus (CMH) to Philipsburg (SXM) 9.2/10 Wonderful! (1,309 reviews) The pool, grounds, rooms, lobby, etc. were spotless. The beach was perfect. The staff was friendly, and very helpful. The shuttles added great convenience. It was a really wonderful resort with great people, and we will definitely return. Reviewed on Feb 17, 2026 ![Divi Little Bay Beach Resort](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/e8112429_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Divi Little Bay Beach Resort Save 100% on your flight $1,076 per person Mar 22 - Mar 25 found 21 hours ago Roundtrip non-stop flight included Columbus (CMH) to Philipsburg (SXM) 8.4/10 Very Good! (1,002 reviews) Understaffed, in need of updates (rooms, property), cockroaches in room. Customer service very poor - long wait for service at restaurants. Wait staff can be rude but are also overwhelmed. Reviewed on Feb 15, 2026 ![Coral Beach Club Villas & Marina](https://images.trvl-media.com/lodging/3000000/2310000/2307500/2307470/fee0d610_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Coral Beach Club Villas & Marina Oyster Pond Save 100% on your flight $3,276 per person Mar 22 - Mar 27 found 1 day ago Roundtrip non-stop flight included Charlotte (CLT) to Philipsburg (SXM) 9.2/10 Wonderful! (110 reviews) The Villa was incredible! With a hot tub with ocean view! The staff just perfect Reviewed on Jan 1, 2026 Don't see what you're looking for? See all available trips from Columbus to Sint Maarten [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-20/2026-03-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Mountain vacations in Sint Maarten Price found within the past 48 hours. Click for updated prices. ![Sonesta Ocean Point All Inclusive, Adults Only Resort](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/w3840h2557x0y3-4d27245d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sonesta Ocean Point All Inclusive, Adults Only Resort $1,427 per person Mar 23 - Mar 25 found 1 day ago Roundtrip non-stop flight included Nassau (NAS) to Philipsburg (SXM) 8.6/10 Excellent! (1,001 reviews) The staff was very friendly and accommodating. Reviewed on Feb 19, 2026 Don't see what you're looking for? See all available trips from Columbus to Sint Maarten [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-20/2026-03-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Mountain vacations in Sint Maarten Price found within the past 48 hours. Click for updated prices. ![Oyster Bay Beach Resort](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/00eb22aa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oyster Bay Beach Resort Oyster Pond $716 per person Apr 22 - Apr 25 found 2 hours ago Roundtrip flight included Charlotte (CLT) to Philipsburg (SXM) 8.6/10 Excellent! (952 reviews) We were a group of 6 who stayed at the resort and all enjoyed our stay. The staff were all friendly. The rooms were clean and comfortable. We liked that the hotel was in a quieter spot on the island. The pool is gorgeous and we enjoyed the beach too (even with some sargassum). Reviewed on Feb 18, 2026 ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Simpson Bay Resort, Marina & Spa Pelican Key Save 100% on your flight $857 per person Apr 22 - Apr 25 found 2 hours ago Roundtrip flight included Charlotte (CLT) to Philipsburg (SXM) 9/10 Wonderful! (1,463 reviews) Original room view of parking and building on ground floor not great 2nd day switched room for fee, much better. Beaches nice pools nice restaurants great and location to Simpson Bay Area good. Reviewed on Feb 19, 2026 ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Villas at Simpson Bay Resort Pelican Key Save 100% on your flight $1,133 per person Mar 22 - Mar 25 found 21 hours ago Roundtrip non-stop flight included Columbus (CMH) to Philipsburg (SXM) 9.2/10 Wonderful! (1,309 reviews) The pool, grounds, rooms, lobby, etc. were spotless. The beach was perfect. The staff was friendly, and very helpful. The shuttles added great convenience. It was a really wonderful resort with great people, and we will definitely return. Reviewed on Feb 17, 2026 Don't see what you're looking for? See all available trips from Columbus to Sint Maarten [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-20/2026-03-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain vacations in Sint Maarten Price found within the past 48 hours. Click for updated prices. ![Princess Heights Luxury Boutique Condo Hotel](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/3eb207bd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Princess Heights Luxury Boutique Condo Hotel Oyster Pond $582 per person Apr 22 - Apr 26 found 1 day ago Roundtrip non-stop flight included Atlanta (ATL) to Philipsburg (SXM) 9.2/10 Wonderful! (973 reviews) Very nice rooms, pool and workout room. Staff was very nice, friendly and accommodating. Reviewed on Feb 10, 2026 ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Simpson Bay Resort, Marina & Spa Pelican Key $866 per person Apr 22 - Apr 26 found 1 day ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM) 9/10 Wonderful! (1,463 reviews) Original room view of parking and building on ground floor not great 2nd day switched room for fee, much better. Beaches nice pools nice restaurants great and location to Simpson Bay Area good. Reviewed on Feb 19, 2026 ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Villas at Simpson Bay Resort Pelican Key Save 100% on your flight $1,316 per person Mar 22 - Mar 26 found 20 hours ago Roundtrip non-stop flight included Atlanta (ATL) to Philipsburg (SXM) 9.2/10 Wonderful! (1,309 reviews) The pool, grounds, rooms, lobby, etc. were spotless. The beach was perfect. The staff was friendly, and very helpful. The shuttles added great convenience. It was a really wonderful resort with great people, and we will definitely return. Reviewed on Feb 17, 2026 Don't see what you're looking for? See all available trips from Columbus to Sint Maarten [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-20/2026-03-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=THVAD_SPRING_PROMO_6143274) ## 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](https://www.expedia.com/lp/b/vacations/planning) 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 $582\. 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](https://www.expedia.com/lp/b/vacations/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](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Vacation Club Flamingo Beach St. Maarten Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay - 27 min walk from Maho Beach $378 nightly $397 total Mar 1 - Mar 2 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! (1,441 reviews) Clean room. But didn’t need the 3 to 5 text messages they were sending me everyday I was there. Reviewed on Feb 17, 2026 [](https://expedia.com/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Villas at Simpson Bay Resort Billy Folly Road No. 37A Simpson Bay - 28 min walk from Maho Beach $491 nightly $515 total Feb 28 - Mar 1 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! (1,377 reviews) Great Reviewed on Feb 14, 2026 [](https://expedia.com/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) ![Princess Heights Luxury Boutique Condo Hotel](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/3eb207bd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Princess Heights Luxury Boutique Condo Hotel Oyster Pond Road No 156 Oyster Pond - 12 min drive from Maho Beach $336 nightly $351 total Mar 1 - Mar 2 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! (999 reviews) Very nice rooms, pool and workout room. Staff was very nice, friendly and accommodating. Reviewed on Feb 10, 2026 [](https://expedia.com/Oyster-Pond-Hotels-Princess-Heights-Luxury-Boutique-Condo-Hotel.h561365.Hotel-Information) [See all 1,626 properties in Sint Maarten](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6143274) 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 ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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[Kentucky Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/219/Kentucky) > - [United States of America Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/201/United-States-of-America) > - [South Carolina Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/242/South-Carolina) > - [Iron Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/553248634539843305/Iron) > - [Alabama Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/202/Alabama) > - [Buffalo Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/3000405545/Buffalo) > - [West Virginia Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/250/West-Virginia) ## More Vacation Ideas [Sint Maarten Flights ](https://expedia.com/Destinations-In-Sint-Maarten.d6143274.Flight-Destinations)[ Sint Maarten Hotels ](https://expedia.com/Destinations-In-Sint-Maarten.d6143274.Hotel-Destinations)[ Vacation Rentals in Sint Maarten ](https://expedia.com/Destinations-In-Sint-Maarten.d6143274.Vacation-Rental-Destinations)[ Car Rentals in Sint Maarten ](https://expedia.com/Destinations-In-Sint-Maarten.d6143274.Car-Rental-Destinations)[ Sint Maarten Vacations ](https://expedia.com/Sint-Maarten.d6143274.Destination-Travel-Guides)[ Things to do in Sint Maarten ](https://expedia.com/Things-To-Do-In-Sint-Maarten.d6143274.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app