Sint Maarten Mountain Vacations

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Flight and Mountain hotel deals 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
Coral Beach Club Villas & Marina
Oyster Bay Beach Resort
Divi Little Bay Beach Resort
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5* Mountain holidays in Sint Maarten

Price found within the past 48 hours. Click for updated prices.
Sonesta Ocean Point All Inclusive, Adults Only Resort
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3 Night Mountain holidays in Sint Maarten

Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort
The Villas at Simpson Bay Resort
Divi Little Bay Beach Resort
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4 Night Mountain holidays 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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Mountain Hotels in Sint Maarten

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
The price is CA $167 per night from May 18 to May 19
CA $167
CA $211 total
May 18 - May 19
includes taxes & 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. ...
9.2/10 Wonderful! (1,528 reviews)
Room was nice,front desk staff was great and very helpful only issue was the staff at pelicans beach bar on the property they are very rude an all seems as if they don’t want to be there 😴 other then that my stay was amazing I will be back .

Reviewed on Apr 27, 2026

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
  • 27 min walk from Maho Beach
The price is CA $346 per night from May 18 to May 19
CA $346
CA $423 total
May 18 - May 19
includes taxes & 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! (1,385 reviews)
Property and hotel grounds, pool and beach front were beautiful. Rooms were clean but basic. Only one ice machine in each building. Staff very friendly, helpful and accommodating.

Reviewed on Apr 28, 2026

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
The price is CA $244 per night from May 27 to May 28
CA $244
CA $293 total
May 27 - May 28
includes taxes & 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! (1,004 reviews)
We LOVE the rooms at Princess Heights. The view is amazing. Cooking in our room is ideal. The pool is lovely and clean. We’ve been several times and will return!

Reviewed on Apr 26, 2026

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.

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