
Deals on vacations and trips to Upper Prince's Quarter
Save when you book Upper Prince's Quarter package deals
Upper Prince's Quarter flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Simpson Bay Resort, Marina & Spa
Pelican Key
Save 100% on your flight
Price was $1,263, price is now $640 per person
$640
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This smoke-free resort features a private beach, a full-service spa, and a marina. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site.

The Villas at Simpson Bay Resort
Save 100% on your flight
Price was $1,693, price is now $892 per person
$892
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
A marina, 3 restaurants, and 6 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site.

Hilton Vacation Club Royal Palm St. Maarten
Save 100% on your flight
Price was $1,196, price is now $758 per person
$758
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free aparthotel. Enjoy the gym and perks like free self parking and free WiFi. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

La Playa Orient Bay
Save 100% on your flight
Price was $1,590, price is now $1,015 per person
$1,015
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. Relax with a drink at the beach bar and enjoy free perks like English breakfast and free self parking.

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was $1,022, price is now $655 per person
$655
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This hotel features an outdoor pool and a 24-hour gym. Families will appreciate the waterslide, onsite laundry facilities, and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.
Top Upper Prince's Quarter hotels deals

Oyster Bay Beach Resort
10 Emerald Merit Rd, Oyster Pond
Free Cancellation
Reserve now, pay when you stay
$189 nightly
The price is $197 total per night
$197 total
Sep 11 - Sep 12
Total with taxes and fees
This resort features a full-service spa, a marina, and 2 restaurants. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. Enjoy the outdoor pool and perks like free WiFi.

JW Marriott St. Maarten Beach Resort & Spa
144 Oyster Pond Resort, Building A, Oyster Pond, Sint Maarten
$278 nightly
The price is $293 total per night
$293 total
Sep 15 - Sep 16
Total with taxes and fees
A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond Road No 156, Dawn Beach, Oyster Pond
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $134 total per night
$134 total
Sep 11 - Sep 12
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Families will appreciate the waterslide, onsite laundry facilities, and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.

Dawn Beach Club Resort Sint Maarten
144 Oyster Pond Rd, Oyster Pond, Sint Maarten
Free Cancellation
Reserve now, pay when you stay
This smoke-free condo resort includes 2 restaurants, an outdoor pool, and a 24-hour gym. Relax with a drink at the bar/lounge and enjoy perks like free self parking. A snack bar/deli, WiFi in public areas, and concierge services are also on offer.

Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR
A gym is featured at this villa, along with laundry facilities and concierge services. Families will appreciate the arcade/game room and barbecue grills.

Coral Beach Club Villas & Marina
Emerald Merit Road #3, Oyster Pond
This Mediterranean resort features a full-service spa, a marina, and 2 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare.
Don't see what you're looking for?
See all available properties in Upper Prince's Quarter
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.
Popular places to visit

Great Bay Beach
4.5/5(88 reviews)
If a restful vacation is part of your travel plans, Great Bay Beach might be the perfect place to seek out during your trip to Philipsburg. Check out the shops and top-notch restaurants in this romantic area.

Philipsburg Boardwalk
Philipsburg Boardwalk is just one of the places to see in Philipsburg, so why not enjoy the other things to explore during your travels? Stroll along the area's beaches or simply enjoy its restaurants.

Fort Amsterdam
2/5(2 reviews)
You can find out about the history of Little Bay with a stop at Fort Amsterdam. Stroll along the seaside in this romantic area, or check out its top-notch restaurants.
Frequently asked questions
Photos of local treasures
Browse Upper Prince's Quarter vacation photos for more inspiration




