Downtown Philipsburg Vacation Packages for 2026

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Top Hotel Deals

Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
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

Seaview Beach Hotel

3 out of 5
#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

MIDTOWN MOTEL SXM

2.5 out of 5
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

Horizon View Beach Hotel

3 out of 5
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 ...
The Pasanggrahan Royal Boutique Hotel

The Pasanggrahan Royal Boutique Hotel

3.5 out of 5
19 Front Sreet Philipsburg
1.03 km from Downtown Philipsburg
Book a stay at this beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Popular attractions Maho Beach and Mullet Bay Beach ...
Alicia's Inn

Alicia's Inn

2.5 out of 5
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

Sea Palace

3 out of 5
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

Philips Scott House Calinago

3 out of 5
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

The Morgan Resort Spa Village

4 out of 5
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

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
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 ...
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
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 ...
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
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. ...
Fourteen at Mullet Bay

Fourteen at Mullet Bay

3.5 out of 5
2 University Drive, Cupecoy Lowlands
8.78 km from Downtown Philipsburg
Book a stay at this beach aparthotel in Lowlands. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff in our reviews. Popular attractions ...
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
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 ...
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Little Bay Road Philipsburg
1.84 km from Downtown 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 ...
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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.

Spirit Airlines
Sun, May 3 - Thu, May 7
PHL
Philadelphia Intl.
SXM
Princess Juliana Intl.
$384 Roundtrip, found 2 days ago
$384
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sun, May 3 from Philadelphia Intl. to Princess Juliana Intl., returning Thu, May 7, priced at $384 found 2 days ago
Air Canada
Fri, Apr 17 - Mon, Apr 20
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$390 Roundtrip, found 12 hours ago
$390
Roundtrip
found 12 hours ago
Select Air Canada flight, departing Fri, Apr 17 from John F. Kennedy Intl. to Princess Juliana Intl., returning Mon, Apr 20, priced at $390 found 12 hours ago
JetBlue Airways
Wed, Apr 29 - Fri, May 8
PHL
Philadelphia Intl.
SXM
Princess Juliana Intl.
$394 Roundtrip, found 2 days ago
$394
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Apr 29 from Philadelphia Intl. to Princess Juliana Intl., returning Fri, May 8, priced at $394 found 2 days ago
Delta
Sun, Apr 12 - Wed, Apr 22
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$402 Roundtrip, found 12 hours ago
$402
Roundtrip
found 12 hours ago
Select Delta flight, departing Sun, Apr 12 from John F. Kennedy Intl. to Princess Juliana Intl., returning Wed, Apr 22, priced at $402 found 12 hours ago
American Airlines
Wed, Apr 15 - Mon, Apr 20
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$412 Roundtrip, found 12 hours ago
$412
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Wed, Apr 15 from John F. Kennedy Intl. to Princess Juliana Intl., returning Mon, Apr 20, priced at $412 found 12 hours ago