Downtown Philipsburg Vacation Packages for 2026
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Downtown Philipsburg Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
$874
per person
Oct 18 - Oct 24
found 18 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Philipsburg (SXM)
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
Pelican Key
$1,028
per person
Oct 18 - Oct 24
found 18 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Philipsburg (SXM)
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
$1,411
per person
Oct 18 - Oct 24
found 18 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Philipsburg (SXM)
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
$1,155
per person
Oct 18 - Oct 24
found 18 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Philipsburg (SXM)
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
Downtown Philipsburg
$1,125
per person
Oct 18 - Oct 24
found 18 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Philipsburg (SXM)
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
Oyster Pond
$908
per person
Oct 18 - Oct 24
found 18 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Philipsburg (SXM)
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.
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See all available trips from Columbus to Downtown Philipsburg
View all tripsTop Hotel Deals
Holland House Beach Hotel
Front Street 45 Philipsburg
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 ...
Seaview Beach Hotel
#85C Front Street Philipsburg
Book a stay at this beach hotel in Philipsburg. Enjoy free WiFi, 2 restaurants, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
Horizon View Beach Hotel
Front Street, 49 Philipsburg
Book a stay at this beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and 5 beach bars. Our guests praise the helpful staff in our reviews. Popular ...
Sea Palace
Front Street 147 Philipsburg
Book a stay at this beach aparthotel in Philipsburg. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Maho Beach and Port of St. ...
MIDTOWN MOTEL SXM
Kruythoffsteeg#10 Philipsburg
Stay at this aparthotel in Philipsburg. Enjoy free parking and daily housekeeping. Popular attractions Maho Beach and Port of St. Maarten are located ...
The Crown House Hotel
19 Voorstraat Philipsburg
Book a stay at this beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Popular attractions Maho Beach and Port of St. Maarten ...
Alicia's Inn
Backstreet 42 Philipsburg
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 ...
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
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
2 Beacon Hill Road Simpson Bay
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
1 Rhine Road Lowlands
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
10 Emerald Merit Rd Oyster Pond
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
Little Bay Road Philipsburg
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
Billy Folly Road No. 37A Simpson Bay
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
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
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
6 Billy Folly Road Simpson Bay
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 ...
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See all available properties in Downtown Philipsburg
View all propertiesLowest 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.
Mon, Feb 8 - Tue, Feb 9
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$304
Roundtrip
found 2 days ago
Mon, Nov 9 - Thu, Nov 19
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$320
Roundtrip
found 1 day ago
Mon, Feb 8 - Tue, Feb 9
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$360
Roundtrip
found 2 days ago
Mon, Nov 9 - Fri, Nov 20
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$362
Roundtrip
found 1 hour ago
Sat, Jan 23 - Sat, Jan 30
LGA
LaGuardia
SXM
Princess Juliana Intl.
$364
Roundtrip
found 2 days ago
Best points of interest in Philipsburg
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