Cheap flights to Sint Maarten
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Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| BOS | Simpson Bay | May 24 to May 30 | $422 |
| YYZ | Simpson Bay | May 23 to May 27 | $444 |
| MIA | Simpson Bay | May 24 to May 28 | $476 |
| FLL | Simpson Bay | May 23 to May 27 | $507 |
| YUL | Simpson Bay | May 24 to May 30 | $524 |
| EWR | Simpson Bay | May 24 to May 28 | $641 |
| EWR | Simpson Bay | May 24 to May 28 | $641 |
| JFK | Simpson Bay | May 23 to May 30 | $675 |
| PHL | Simpson Bay | May 22 to May 25 | $1,032 |
Find The Perfect Hotel For After Your Flight
Score Epic Sint Maarten Accommodation Deals
Alicia's Inn
Backstreet 42 Philipsburg
The price is $100 total per night from May 20 to May 21
$100 total
per night
May 20 - May 21
Stay at this hotel in Philipsburg. Enjoy free WiFi, concierge services, and cable TV channels. Our guests praise the helpful staff and the clean rooms in our ...
Holland House Beach Hotel
Front Street 45 Philipsburg
Fully refundableReserve now, pay when you stay
The price is $284 total per night from Jun 11 to Jun 12
$284 total
per night
Jun 11 - Jun 12
Book a stay at this beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
9.2/10 Wonderful! (1,004 reviews)
"We had a great overall experience at this property. The resort is very well maintained, and the staff was consistently friendly and accommodating. The food and drinks were excellent — as they should be considering the prices. Breakfast was included with our stay, and both the selection and service ..."
Reviewed on May 18, 2026
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
The price is $407 total per night from May 20 to May 21
$407 total
per night
May 20 - May 21
Book a stay at this beach property in Lowlands. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (2,941 reviews)
"Nice resort. Close to the airport. Various amenities, restaurants, bars on the property and also close by. Nice beach too."
Reviewed on May 18, 2026
Save an average of 15% on thousands of hotels when you're signed in
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
The price is $159 total per night from May 25 to May 26
$159 total
per night
May 25 - May 26
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! (1,573 reviews)
"Staff was extremely friendly property was very clean. They cleaned the rooms every other day not every day, but they gave us anything we asked for."
Reviewed on May 18, 2026
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.
Our Top Sint Maarten Apartment Hotels
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
The price is $264 total per night from Jun 15 to Jun 16
$264 total
per night
Jun 15 - Jun 16
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 ...
9/10 Wonderful! (1,739 reviews)
"I truly enjoyed my stay at this resort. The location is incredibly convenient—being so close to everything made it easy to get around on foot and saved us money. The staff played a huge role in making our experience enjoyable, everyone was friendly, welcoming, and kept us entertained throughout our ..."
Reviewed on May 18, 2026
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
The price is $159 total per night from May 25 to May 26
$159 total
per night
May 25 - May 26
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! (1,573 reviews)
"Staff was extremely friendly property was very clean. They cleaned the rooms every other day not every day, but they gave us anything we asked for."
Reviewed on May 18, 2026
Hilton Vacation Club Royal Palm St. Maarten
115 Welfare Road Simpson Bay
Fully refundableReserve now, pay when you stay
The price is $195 total per night from Jun 2 to Jun 3
$195 total
per night
Jun 2 - Jun 3
Book a stay at this beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
9/10 Wonderful! (1,226 reviews)
"Loved our 2 bedroom 2 bath. Spacious modern and clean with a beautiful view from the 3rd floor, ocean and pool view. The front desk employees were very friendly and helpful. We could not of asked for anything more. Looking forward to returning next May!!"
Reviewed on May 18, 2026
Save an average of 15% on thousands of hotels when you're signed in
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond Road No 156 Oyster Pond
Fully refundableReserve now, pay when you stay
The price is $171 total per night from Jun 1 to Jun 2
$171 total
per night
Jun 1 - Jun 2
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! (1,001 reviews)
"Suzanna and Hattie front desk ladies were fantastic! They helped me out so much! The driver was wonderful all the staff were so friendly! Love them. I will say if you’re not ready to walk up & down stairs, or don’t have a rental car, it was a little tough. Other than that no issues here friends and ..."
Reviewed on May 12, 2026
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.
Score Epic Sint Maarten Accommodation Deals
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
The price is $363 total per night from Jun 18 to Jun 19
$363 total
per night
Jun 18 - Jun 19
Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
9/10 Wonderful! (2,154 reviews)
"Great location on the Dutch side and the view of the airport runway and Mahoe beach were excellent , and the vibe at the saltwater infinity pool were also outstanding I would recommend this quaint hotel to anyone going to St Martin for the first time.And if the Door man LUKE is on duty just ask him ..."
Reviewed on May 18, 2026
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
The price is $407 total per night from May 20 to May 21
$407 total
per night
May 20 - May 21
Book a stay at this beach property in Lowlands. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (2,941 reviews)
"Nice resort. Close to the airport. Various amenities, restaurants, bars on the property and also close by. Nice beach too."
Reviewed on May 18, 2026
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
The price is $264 total per night from Jun 15 to Jun 16
$264 total
per night
Jun 15 - Jun 16
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 ...
9/10 Wonderful! (1,739 reviews)
"I truly enjoyed my stay at this resort. The location is incredibly convenient—being so close to everything made it easy to get around on foot and saved us money. The staff played a huge role in making our experience enjoyable, everyone was friendly, welcoming, and kept us entertained throughout our ..."
Reviewed on May 18, 2026
Save an average of 15% on thousands of hotels when you're signed in
Oyster Bay Beach Resort
10 Emerald Merit Rd Oyster Pond
Fully refundableReserve now, pay when you stay
The price is $212 total per night from May 21 to May 22
$212 total
per night
May 21 - May 22
Book a stay at this beach resort in Oyster Pond. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
8.8/10 Excellent! (1,008 reviews)
"The staff was very friendly and the restaurants were both top tier in menu and service. I strongly recommend for a perfect getaway."
Reviewed on May 18, 2026
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.
Family Friendly Hotels in Sint Maarten
Hilton Vacation Club Royal Palm St. Maarten
115 Welfare Road Simpson Bay
Fully refundableReserve now, pay when you stay
The price is $195 total per night from Jun 2 to Jun 3
$195 total
per night
Jun 2 - Jun 3
Book a stay at this beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
9/10 Wonderful! (1,226 reviews)
"Loved our 2 bedroom 2 bath. Spacious modern and clean with a beautiful view from the 3rd floor, ocean and pool view. The front desk employees were very friendly and helpful. We could not of asked for anything more. Looking forward to returning next May!!"
Reviewed on May 18, 2026
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
The price is $264 total per night from Jun 15 to Jun 16
$264 total
per night
Jun 15 - Jun 16
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 ...
9/10 Wonderful! (1,739 reviews)
Families like: Outdoor pools, kitchen, playground, babysitting
Travelers say...
"I truly enjoyed my stay at this resort. The location is incredibly convenient—being so close to everything made it easy to get around on foot and saved us money. The staff played a huge role in making our experience enjoyable, everyone was friendly, welcoming, and kept us entertained throughout our ..."
Reviewed on May 18, 2026
The Villas at Simpson Bay Resort
Billy Folly Road No. 37A Simpson Bay
Fully refundableReserve now, pay when you stay
The price is $315 total per night from Jun 15 to Jun 16
$315 total
per night
Jun 15 - Jun 16
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! (1,393 reviews)
Families like: Outdoor pools, waterslide, playground, babysitting
Travelers say...
"Everything was great"
Reviewed on May 18, 2026
Save an average of 15% on thousands of hotels when you're signed in
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
The price is $407 total per night from May 20 to May 21
$407 total
per night
May 20 - May 21
Book a stay at this beach property in Lowlands. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (2,941 reviews)
Families like: Outdoor pools, free waterpark access, kids club, playground
Travelers say...
"Nice resort. Close to the airport. Various amenities, restaurants, bars on the property and also close by. Nice beach too."
Reviewed on May 18, 2026
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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Cheap Flights to St. Marteen
Booking cheap flights to St. Marteen is easy on Orbitz.com. Saint Marteen, also known as Sint Maarten, is the Dutch part of the island of Saint Martin in the Caribbean. It is an exotic combination of the charms of the Dutch and the social graces of the French. The island is home to gourmet food, energetic nightlife and pristine beaches.
Princess Juliana International Airport
Travelers will fly to Princess Juliana International Airport, which serves the country of St. Maarten. It is approximately 8 miles from downtown and is the second-busiest airport in the northeastern Caribbean. Rental cars are the easiest way to get to your next destination, and you can choose from one of the major car rental companies servicing the airport, which include Avis, Hertz, Thrifty, American and Adventure Car Rentals. St. Maarten's Taxi Association provides island-wide taxi services. Fares start at $7 and are good for two passengers; each additional passenger is $5.
Destination and Weather Information
Beaches are the main tourist attractions in St. Maarten. Maho Beach, which is situated near the airport, is a particularly popular beach on the Dutch side. The beach is a matter of yards from the runway of Princess Juliana International Airport, so beachgoers can get a close-up look at low-flying aircraft. Orient Bay is a well-known clothing-optional beach on this side of the island. First-time tourists can join an island tour to see the most beautiful parts of St. Maarten. Be sure to taste the island's delicious gourmet cuisines as well. St. Maarten weather is consistent year-round, and temperatures mainly stay between the low 70s and high 80s. The country is most crowded from December to May. Summer months are the best time to visit if you want to avoid large crowds.
Fair Weather Year-Round
St. Maarten offers a Caribbean experience that is not to be missed. Book cheap flights to St. Marteen on Orbitz.com, and take advantage of the many great promos and discounts offered on the site.
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.
