Downtown Philipsburg Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Downtown Philipsburg Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Save 100% on your flight
Price was $1,311, price is now $819 per person
$819
per person
Jul 3 - Jul 9
found 16 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 Grand Case Beach and Dawn Beach are located nearby.
The Villas at Simpson Bay Resort
Pelican Key
Price was $2,697, price is now $1,112 per person
$1,112
per person
Jul 3 - Jul 9
found 16 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
La Playa Orient Bay
Save 100% on your flight
Price was $1,850, price is now $1,147 per person
$1,147
per person
Jul 3 - Jul 9
found 16 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 Grand Case Beach and Green Cay are located nearby.
Oyster Bay Beach Resort
Oyster Pond
Save 100% on your flight
Price was $1,266, price is now $837 per person
$837
per person
Jul 3 - Jul 9
found 16 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Philipsburg (SXM)
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 our reviews. Popular attractions Grand Case Beach and Oyster Bay Marina are located nearby.
Panorama Residences at Monte Vista
Point Blanche
Save 100% on your flight
Price was $1,695, price is now $1,131 per person
$1,131
per person
Jul 3 - Jul 9
found 16 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Philipsburg (SXM)
Book a stay at this luxury aparthotel in Philipsburg. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Maho Beach and Harbour Point Village are located nearby.
Divi Little Bay Beach Resort
Save 100% on your flight
Price was $1,616, price is now $1,094 per person
$1,094
per person
Jul 3 - Jul 9
found 16 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Philipsburg (SXM)
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 in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Don't see what you're looking for?
See all available trips from Columbus to Downtown Philipsburg
View all tripsTop Hotel Deals
Holland House Beach Hotel
Front Street 45 Philipsburg
0.86 km from Downtown 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
0.68 km from Downtown 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 ...
MIDTOWN MOTEL SXM
Kruythoffsteeg#10 Philipsburg
0.78 km from Downtown Philipsburg
Book a stay at this beach aparthotel in Philipsburg. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Maho Beach and Mullet Bay Beach are ...
Horizon View Beach Hotel
Front Street, 49 Philipsburg
0.84 km from Downtown 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 ...
Alicia's Inn
Backstreet 42 Philipsburg
0.79 km from Downtown 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 ...
Sea Palace
Front Street 147 Philipsburg
0.65 km from Downtown Philipsburg
Book a stay at this beach aparthotel in Philipsburg. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Maho Beach and Mullet Bay ...
Philips Scott House Calinago
77 C.A. Cannegieter St Philipsburg
0.52 km from Downtown Philipsburg
Stay at this vacation home in Philipsburg. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Maho Beach and Mullet Bay ...
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
7.67 km from Downtown Philipsburg
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
7.89 km from Downtown Philipsburg
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 ...
Sonesta Ocean Point All Inclusive, Adults Only Resort
1A Rhine Rd. Lowlands
8.04 km from Downtown Philipsburg
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 ...
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
5.08 km from Downtown Philipsburg
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 ...
Oyster Bay Beach Resort
10 Emerald Merit Rd Oyster Pond
4.3 km from Downtown Philipsburg
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 ...
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
5.09 km from Downtown Philipsburg
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. ...
Don't see what you're looking for?
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, May 18 - Fri, May 22
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$270 Roundtrip, found 3 days ago
$270
Roundtrip
found 3 days ago
Sat, Jan 16 - Sat, Jan 23
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$305 Roundtrip, found 1 day ago
$305
Roundtrip
found 1 day ago
Sat, Jan 16 - Sat, Jan 23
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$371 Roundtrip, found 1 day ago
$371
Roundtrip
found 1 day ago
Fri, Jul 10 - Wed, Jul 15
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$404 Roundtrip, found 1 day ago
$404
Roundtrip
found 1 day ago
Tue, Aug 4 - Wed, Aug 5
PHL
Philadelphia Intl.
SXM
Princess Juliana Intl.
$405 Roundtrip, found 5 days ago
$405
Roundtrip
found 5 days ago