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Upper Prince's Quarter hotels

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Booking Insights

Best Upper Prince's Quarter hotels

Discover the best hotels in Upper Prince's Quarter and compare prices, ratings, and locations to find the right stay for your trip.
These are the best prices for Oct 10 - 11.
Simpson Bay Resort Marina & Spa - Simpson Bay - Beach
Simpson Bay Resort Marina & Spa - Simpson Bay - Beach
Simpson Bay Resort Marina & Spa
Simpson Bay, St. Maarten
8.2Very good(1622)
Parking
Free Wi-Fi
Pool
Spa
C$ 298+
Check availability
Oceans at Divi Little Bay - Philipsburg - Pool
Oceans at Divi Little Bay - Philipsburg - Pool
Oceans at Divi Little Bay
Philipsburg, St. Maarten
7.3Good(42)
Parking
Free Wi-Fi
Pool
Spa
C$ 420+
Check availability
Seaview Beach Hotel - Philipsburg
Seaview Beach Hotel - Philipsburg
Seaview Beach Hotel
Philipsburg, St. Maarten
6.7Okay(444)
Free Wi-Fi
Pool
Pet friendly
Spa
C$ 140+
Check availability
Hilton Vacation Club Flamingo Beach St. Maarten - Simpson Bay - Beach
Hilton Vacation Club Flamingo Beach St. Maarten - Simpson Bay - Beach
Hilton Vacation Club Flamingo Beach St. Maarten
Simpson Bay, St. Maarten
8.5Very good(903)
Parking
Free Wi-Fi
Pool
C$ 278+
Check availability
Holland House Beach Hotel - Philipsburg - Bar
Holland House Beach Hotel - Philipsburg - Bar
Holland House Beach Hotel
Philipsburg, St. Maarten
8.7Very good(738)
Free Wi-Fi
C$ 408+
Check availability
The Atrium Beach Resort and Spa Sint Maarten, an Ascend Collection Hotel - Simpson Bay - Pool
The Atrium Beach Resort and Spa Sint Maarten, an Ascend Collection Hotel - Simpson Bay - Pool
The Atrium Beach Resort and Spa Sint Maarten, an Ascend Collection Hotel
Simpson Bay, St. Maarten
8.0Very good(1021)
Parking
Free Wi-Fi
Pool
Spa
C$ 282+
Check availability
The Villas at Simpson Bay Resort - Simpson Bay - Bedroom
The Villas at Simpson Bay Resort - Simpson Bay - Bedroom
The Villas at Simpson Bay Resort
Simpson Bay, St. Maarten
8.4Very good(786)
Parking
Free Wi-Fi
Pool
Spa
C$ 322+
Check availability
Port de Plaisance Resort, Trademark Collection by Wyndham - Simpson Bay - Pool
Port de Plaisance Resort, Trademark Collection by Wyndham - Simpson Bay - Pool
Port de Plaisance Resort, Trademark Collection by Wyndham
Simpson Bay, St. Maarten
7.2Good(519)
Parking
Free Wi-Fi
Pool
Spa
C$ 296+
Check availability
Royal Islander Resort La Plage - Simpson Bay - Pool
Royal Islander Resort La Plage - Simpson Bay - Pool
Royal Islander Resort La Plage
Simpson Bay, St. Maarten
8.3Very good(153)
Free Wi-Fi
Pool
Spa
C$ 387+
Check availability
Travel Inn Hotel - Simpson Bay - Outdoors view
Travel Inn Hotel - Simpson Bay - Outdoors view
Travel Inn Hotel
Simpson Bay, St. Maarten
7.1Good(594)
Parking
Free Wi-Fi
Spa
C$ 158+
Check availability

Cheap hotels in Upper Prince's Quarter

These are the cheapest hotels for Oct 10 - 11.
The Paradise Inn - Dutch Cul de Sac - Bedroom
The Paradise Inn
Dutch Cul de Sac, St. Maarten
8.1Very good(3)
Free Wi-Fi
Pool
C$ 123+
Check availability
The Summit Resort - Simpson Bay
The Summit Resort
Simpson Bay, St. Maarten
7.6Good(13)
C$ 138+
Check availability
Carl's Unique Inn - Cole Bay - Bedroom
Carl's Unique Inn
Cole Bay, St. Maarten
7.8Good(533)
Parking
Free Wi-Fi
C$ 150+
Check availability
The Towers at Mullet Bay - Simpson Bay
The Towers at Mullet Bay
Simpson Bay, St. Maarten
7.3Good(10)
C$ 185+
Check availability
L'Esperance Hotel - Little Bay - Pool
L'Esperance Hotel
Little Bay, St. Maarten
8.5Very good(31)
Parking
Free Wi-Fi
Pool
C$ 202+
Check availability
The Crown House Hotel - Philipsburg - Bathroom
The Crown House Hotel
Philipsburg, St. Maarten
9.3Wonderful(4)
Free Wi-Fi
C$ 213+
Check availability

Hotel deals for the weekend

Some of KAYAK users' favourite hotels available Oct 10 - 11.
Simpson Bay Suites - Simpson Bay - Outdoors view
Simpson Bay Suites
Simpson Bay, St. Maarten
7.6Good(154)
Parking
Free Wi-Fi
Spa
C$ 215+
Check availability
Commodore Suites, SureStay Collection by Best Western - Simpson Bay - Bedroom
Commodore Suites, SureStay Collection by Best Western
Simpson Bay, St. Maarten
7.5Good(578)
Parking
Free Wi-Fi
Pool
Spa
C$ 246+
Check availability
Azure Hotel and Art Studio - Simpson Bay - Patio
Azure Hotel and Art Studio
Simpson Bay, St. Maarten
Free Wi-Fi
C$ 203+
Check availability
Divi Little Bay Beach Resort - Little Bay - Pool
Divi Little Bay Beach Resort
Little Bay, St. Maarten
7.6Good(580)
Parking
Free Wi-Fi
Pool
Spa
C$ 359+
Check availability
Adonis Cupecoy - Lowlands - Beach
Adonis Cupecoy
Lowlands, St. Maarten
6.3Okay(343)
Parking
Free Wi-Fi
Pet friendly
C$ 133+
Check availability

Top-rated hotels

Stay at the hotels that our users loved the most Oct 10 - 11.
Princess Heights Luxury Boutique Condo Hotel - Upper Prince's Quarter - Balcony
Princess Heights Luxury Boutique Condo Hotel
Upper Prince's Quarter, St. Maarten
9.2Wonderful(231)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 306+
Check availability
La Vista Hotel - Simpson Bay - Balcony
La Vista Hotel
Simpson Bay, St. Maarten
8.8Very good(231)
Parking
Free Wi-Fi
Pool
Spa
C$ 299+
Check availability
Diamond Gem Residence - Cole Bay - Outdoors view
Diamond Gem Residence
Cole Bay, St. Maarten
8.8Very good(148)
Parking
Free Wi-Fi
C$ 155+
Check availability
Holland House Beach Hotel - Philipsburg - Bar
Holland House Beach Hotel
Philipsburg, St. Maarten
8.7Very good(738)
Free Wi-Fi
C$ 408+
Check availability
Baker's Suites - Simpson Bay
Baker's Suites
Simpson Bay, St. Maarten
8.6Very good(461)
Parking
Free Wi-Fi
C$ 217+
Check availability

Popular filters in Upper Prince's Quarter hotels

Hotels with parking
Simpson Bay Resort Marina & Spa, Oceans at Divi Little Bay, and others
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Hotels with free cancellation
Explore hotel deals with free cancellation in the area
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Hotels with a pool
Simpson Bay Resort Marina & Spa, Oceans at Divi Little Bay, and 8 more
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Booking Insights

KAYAK’s insights for hotels in Upper Prince's Quarter

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Upper Prince's Quarter with confidence.

Which month has the cheapest hotel rates in Upper Prince's Quarter?

Hotels are cheapest in Upper Prince's Quarter in September, with average rates of C$ 221/night. In comparison, March is the most expensive month, with prices at C$ 1,888/night.

What is the cheapest day of the week to book a hotel in Upper Prince's Quarter?

Thursday offers the lowest rates in Upper Prince's Quarter, with an average nightly price of C$ 196/night. The highest prices are found on Monday, with average rates at C$ 807/night.

Find deals

How much is a Upper Prince's Quarter hotel?

Here are our most popular & best value hotels

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

October
January
C$ 909
C$ 805
Cheapest month to stay with an average 49% drop in price.
Most expensive month to stay with an average 69% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Upper Prince's Quarter hotel deals

  • If you’re looking for a cheap hotel in Simpson Bay, you should consider visiting during the low season. You'll find cheaper accommodations in Simpson Bay in September and April.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in Simpson Bay if you stay on a Thursday. The opposite is true for, Saturday, which is usually the most expensive day.
  • How long should you stay? KAYAK users usually book their accommodation in Simpson Bay for 4 days.

FAQs when booking a hotel in Upper Prince's Quarter

  • How do I find a hotel in central Upper Prince's Quarter?

    After you launch a hotel search on KAYAK, you can refine your research by neighbourhood, which allows you to pick the central Upper Prince's Quarter districts. You can also do a search using the city map to choose a specific location, like Upper Prince's Quarter city centre

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

  • Are there Upper Prince's Quarter hotels with free parking?

    There are many hotels in Upper Prince's Quarter that offer both parking and free parking. Popular choices among KAYAK users include Simpson Bay Resort Marina & Spa, Oceans at Divi Little Bay and Hilton Vacation Club Flamingo Beach St. Maarten.

Where to stay in Upper Prince's Quarter?

Our map will help you find the perfect place to stay in Upper Prince's Quarter by showing you the exact location of each hotel.

More options for your stay in Upper Prince's Quarter

Hotel directory for Upper Prince's Quarter

All hotels in Upper Prince's Quarter