Vacation Packages to Sint Maarten for 2026

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Sint Maarten Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel
3.5-star property

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

Oct 18 - Oct 24

6 night stay

Charlotte (CLT) to Philipsburg (SXM)

JetBlue Airways • Non-stop • Coach

Philipsburg (SXM) to Charlotte (CLT)

Air Canada • Non-stop • Coach
Save 100% on your flight
$874
per person
found 19 hours ago
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 clean rooms in our reviews. Popular attractions Port of St. Maarten and Orient Bay are located nearby.
The Villas at Simpson Bay Resort
4.0-star property

The Villas at Simpson Bay Resort

Pelican Key

Oct 18 - Oct 24

6 night stay

Charlotte (CLT) to Philipsburg (SXM)

JetBlue Airways • Non-stop • Coach

Philipsburg (SXM) to Charlotte (CLT)

Air Canada • Non-stop • Coach
$1,028
per person
found 19 hours ago
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 reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
It was a great week at the resort! We were on the second floor so we were close to the pool, beach and parking! Minerva & Sophia were great bartenders at the main pool. Met tons of great people and were in close proximity to shops, restaurants and grocery stores. Catamaran trip to prickly pear & anguilla was a good day trip…clear skies and blue water and sea life snorkeling. Car rental was easy and the weather has been terrific.

Reviewed on Sep 12, 2026

The Morgan Resort Spa Village
4.0-star property

The Morgan Resort Spa Village

Oct 18 - Oct 24

6 night stay

Charlotte (CLT) to Philipsburg (SXM)

JetBlue Airways • Non-stop • Coach

Philipsburg (SXM) to Charlotte (CLT)

Air Canada • Non-stop • Coach
Save 100% on your flight
$1,411
per person
found 19 hours ago
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. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
La Playa Orient Bay
4.0-star property

La Playa Orient Bay

Oct 18 - Oct 24

6 night stay

Charlotte (CLT) to Philipsburg (SXM)

JetBlue Airways • Non-stop • Coach

Philipsburg (SXM) to Charlotte (CLT)

Air Canada • Non-stop • Coach
Save 100% on your flight
$1,155
per person
found 19 hours ago
Book a stay at this beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Orient Bay and Grand Case Beach are located nearby.
Fabulous stay! Beautiful resort right on Orient Bay!

Reviewed on Aug 26, 2026

Holland House Beach Hotel
4.0-star property

Holland House Beach Hotel

Downtown Philipsburg

Oct 18 - Oct 24

6 night stay

Charlotte (CLT) to Philipsburg (SXM)

JetBlue Airways • Non-stop • Coach

Philipsburg (SXM) to Charlotte (CLT)

Air Canada • Non-stop • Coach
Save 100% on your flight
$1,125
per person
found 19 hours ago
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 staff in our reviews. Popular attractions Maho Beach and Port of St. Maarten are located nearby.
Oyster Bay Beach Resort
4.0-star property

Oyster Bay Beach Resort

Oyster Pond

Oct 18 - Oct 24

6 night stay

Charlotte (CLT) to Philipsburg (SXM)

JetBlue Airways • Non-stop • Coach

Philipsburg (SXM) to Charlotte (CLT)

Air Canada • Non-stop • Coach
$908
per person
found 19 hours ago
Book a stay at this spa resort in Oyster Pond. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orient Bay and Port of St. Maarten are located nearby.
Esmeralda Resort
4.0-star property

Esmeralda Resort

Oct 18 - Oct 24

6 night stay

Charlotte (CLT) to Philipsburg (SXM)

JetBlue Airways • Non-stop • Coach

Philipsburg (SXM) to Charlotte (CLT)

Air Canada • Non-stop • Coach
$1,101
per person
found 19 hours ago
Book a stay at this family-friendly hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Orient Bay and Grand Case Beach are located nearby.
Hotel La Plantation
4.0-star property

Hotel La Plantation

Oct 18 - Oct 24

6 night stay

Charlotte (CLT) to Philipsburg (SXM)

JetBlue Airways • Non-stop • Coach

Philipsburg (SXM) to Charlotte (CLT)

Air Canada • Non-stop • Coach
$992
per person
found 19 hours ago
Book a stay at this beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Orient Bay and Grand Case Beach are located nearby.
Best place ever

Reviewed on Sep 8, 2026

Sonesta Ocean Point All Inclusive, Adults Only Resort
5.0-star property

Sonesta Ocean Point All Inclusive, Adults Only Resort

Oct 18 - Oct 24

6 night stay

Charlotte (CLT) to Philipsburg (SXM)

JetBlue Airways • Non-stop • Coach

Philipsburg (SXM) to Charlotte (CLT)

Air Canada • Non-stop • Coach
Save 100% on your flight
$2,440
per person
found 19 hours ago
Book a stay at this luxury property in Lowlands. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
For being an expensive all inclusive resort , I feel that it lacked amenities. We had a small refrigerator but only for water and sodas, no snacks. I thought all inclusive would have various snacks in your room. Our room did not have a microwave. Meals at the restaurants were very good, but the buffet was only fair. I would have been very unhappy if that would have been the only place we could get our meals. The staf At this resort are exceptional. Every employee we encountered, except one, went out of their way to help us, find out information if we needed it, always friendly and helpful. I would mention names but I'm afraid I'd leave somebody out.

Reviewed on Sep 11, 2026

Panorama Residences at Monte Vista
4.5-star property

Panorama Residences at Monte Vista

Point Blanche

Oct 18 - Oct 24

6 night stay

Charlotte (CLT) to Philipsburg (SXM)

JetBlue Airways • Non-stop • Coach

Philipsburg (SXM) to Charlotte (CLT)

Air Canada • Non-stop • Coach
$1,143
per person
found 19 hours ago
Book a stay at this luxury aparthotel in Philipsburg. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Maho Beach and Port of St. Maarten are located nearby.
Belair Beach Hotel
3.0-star property

Belair Beach Hotel

Belair

Oct 18 - Oct 24

6 night stay

Charlotte (CLT) to Philipsburg (SXM)

JetBlue Airways • Non-stop • Coach

Philipsburg (SXM) to Charlotte (CLT)

Air Canada • Non-stop • Coach
$1,020
per person
found 19 hours ago
Book a stay at this beach hotel in Philipsburg. Enjoy free parking, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Port of St. Maarten are located nearby.
Small yet quiet hotel. Very nice beach with Little Bay calm waters.

Reviewed on Sep 6, 2026

Coral Beach Club Villas & Marina
4.0-star property

Coral Beach Club Villas & Marina

Oyster Pond

Oct 18 - Oct 24

6 night stay

Charlotte (CLT) to Philipsburg (SXM)

JetBlue Airways • Non-stop • Coach

Philipsburg (SXM) to Charlotte (CLT)

Air Canada • Non-stop • Coach
$1,189
per person
found 19 hours ago
Book a stay at this spa resort in Oyster Pond. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Orient Bay and Port of St. Maarten are located nearby.
The condo and property was clean and well decorated and maintained. We had an awesome stay and will return.

Reviewed on Jul 19, 2026

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A wooden pier extending into calm waters with sailboats anchored nearby.

Simpson Bay

Simpson Bay
A beach with clear turquoise water, white sand, and palm trees. There are buildings in the background.

Lowlands

Lowlands
A coastal town with a beach, rocky shoreline, and a mountain in the background.

Philipsburg

Philipsburg
A coastal town with a marina, boats, and houses on a hillside.

Oyster Pond

Oyster Pond
A coastal town with a marina, buildings, and hills in the background.

Cole Bay

Cole Bay
A coastal town with a clear blue sea, a winding road, and a mountainous backdrop.

Cul de Sac

Cul de Sac
A sailboat on a calm sea with a mountainous coastline and a clear sky.

Lower Prince's Quarter

Lower Prince's Quarter

Top Hotel Deals

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37 Simpson Bay
4.52 km from city center
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 ...
The Morgan Resort Spa Village

The Morgan Resort Spa Village

2 Beacon Hill Road Simpson Bay
6.88 km from city center
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. ...
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

1 Rhine Road Lowlands
7 km from city center
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 ...
Oyster Bay Beach Resort

Oyster Bay Beach Resort

10 Emerald Merit Rd Oyster Pond
4.4 km from city center
Book a stay at this spa resort in Oyster Pond. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our ...
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

Little Bay Road Philipsburg
2.72 km from city center
Book a stay at this beach resort in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms ...
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

Billy Folly Road No. 37A Simpson Bay
4.27 km from city center
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 ...
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
4.56 km from city center
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. ...
The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort

6 Billy Folly Road Simpson Bay
4.1 km from city center
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

1A Rhine Rd. Lowlands
7.18 km from city center
Book a stay at this luxury property in Lowlands. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Fourteen at Mullet Bay

Fourteen at Mullet Bay

2 University Drive, Cupecoy Lowlands
7.79 km from city center
Book a stay at this beach aparthotel in Lowlands. Enjoy free WiFi, free parking, and private pools. Our guests praise the helpful staff in our reviews. Popular ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, Feb 8 - Tue, Feb 9
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$304
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Feb 8 from John F. Kennedy Intl. to Princess Juliana Intl., returning Tue, Feb 9, priced at $304 found 2 days ago
Southwest Airlines
American Airlines
JetBlue Airways
United