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

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was $1,413, price is now $872 per person
$872
per person
Aug 6 - Aug 12
found 19 hours ago
Roundtrip flight included
New York (NYC) 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 Pinel Island and Grand Case Beach are located nearby.

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Save 100% on your flight
Price was $2,264, price is now $1,123 per person
$1,123
per person
Aug 6 - Aug 12
found 19 hours ago
Roundtrip flight included
New York (NYC) 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.

The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Save 100% on your flight
Price was $2,074, price is now $1,427 per person
$1,427
per person
Aug 6 - Aug 12
found 19 hours ago
Roundtrip flight included
New York (NYC) 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.

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,691, price is now $1,169 per person
$1,169
per person
Aug 6 - Aug 12
found 19 hours ago
Roundtrip flight included
New York (NYC) 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.

Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $1,836, price is now $1,271 per person
$1,271
per person
Aug 6 - Aug 12
found 19 hours ago
Roundtrip flight included
New York (NYC) to Philipsburg (SXM)
Stay at this hotel in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and St. Martin Beaches are located nearby.

Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Price was $1,717, price is now $1,203 per person
$1,203
per person
Aug 6 - Aug 12
found 19 hours ago
Roundtrip flight included
New York (NYC) 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 Mullet Bay Beach are located nearby.

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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 ...
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 ...
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 ...
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 ...
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 ...
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. ...
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Billy Folly Road No. 37A Simpson Bay
4.87 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 ...
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

5 out of 5
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 ...
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 ...
The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort

3 out of 5
6 Billy Folly Road Simpson Bay
4.72 km from Downtown Philipsburg
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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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
Fri, Aug 14 - Sun, Aug 16
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$335 Roundtrip, found 3 days ago
$335
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Aug 14 from Miami Intl. to Princess Juliana Intl., returning Sun, Aug 16, priced at $335 found 3 days ago
American Airlines
Wed, Sep 2 - Sun, Sep 6
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$340 Roundtrip, found 11 hours ago
$340
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Wed, Sep 2 from Miami Intl. to Princess Juliana Intl., returning Sun, Sep 6, priced at $340 found 11 hours ago
JetBlue Airways
Mon, Aug 24 - Wed, Sep 2
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$352 Roundtrip, found 3 days ago
$352
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, Aug 24 from John F. Kennedy Intl. to Princess Juliana Intl., returning Wed, Sep 2, priced at $352 found 3 days ago
United
Tue, Dec 8 - Fri, Dec 25
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$360 Roundtrip, found 3 days ago
$360
Roundtrip
found 3 days ago
Select United flight, departing Tue, Dec 8 from Logan Intl. to Princess Juliana Intl., returning Fri, Dec 25, priced at $360 found 3 days ago
Southwest Airlines
Mon, Nov 9 - Thu, Nov 19
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$438 Roundtrip, found 3 days ago
$438
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Mon, Nov 9 from Logan Intl. to Princess Juliana Intl., returning Thu, Nov 19, priced at $438 found 3 days ago