Upper Prince's Quarter Hotel & Accommodation Deals 2026 from NZ$139 - Fully Refundable Options

A white gate, a stone wall, and a pink building.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Upper Prince's Quarter

Pet friendly

Villa

Pool

Apartment

Condo

Spa pool

Spa

Resort

Apart hotel

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Upper Prince's Quarter hotels

A resort pool area with a curved design, lounge chairs, umbrellas, and a building with a light-colored facade.

A coastal hotel with multiple buildings, a dock, and a mountainous backdrop.

A modern living room with a glass coffee table, a beige sofa, a black leather sofa, and a view of a mountainous landscape through large windows.

A beach with clear turquoise water, a sandy shore, and white buildings on a hillside.

1. Oyster Bay Beach Resort

Oyster Pond

Marv

NZ$375

includes taxes & fees

4 Oct - 5 Oct

A clear blue pool with a white deck and palm trees, surrounded by a white fence and buildings in the background.

A marina with numerous boats docked, surrounded by buildings and greenery.

A modern kitchen with stainless steel appliances, a granite countertop, and potted plants on the shelves.

A bedroom with a large bed, a bench, a chair, a nightstand, a lamp, and a view of the sea through a window.

2. Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

Jason

NZ$396

includes taxes & fees

3 Oct - 4 Oct

A pool area with lounge chairs and umbrellas, surrounded by palm trees, and a view of the sea.

A balcony with two wooden chairs and a small table, overlooking a beach and ocean.

A coastal resort with a beachfront, multiple hotel buildings, and a swimming pool area.

A coastal town with red-roofed buildings, a marina with boats, and lush greenery.

3. JW Marriott St. Maarten Beach Resort & Spa

Oyster Pond

Aeryn

NZ$722

includes taxes & fees

9 Oct - 10 Oct

A large swimming pool surrounded by palm trees and lounge chairs, with a hotel building in the background.

A hotel room with a large bed, a nightstand, a lamp, and a view of the ocean through a window.

Two wooden beach chairs with striped towels on a sandy beach with a view of the sea and a small island in the background.

A living room with a sofa, a coffee table, and a view of a garden through a sliding glass door.

4. Dawn Beach Club Resort Sint Maarten

Oyster Pond

Gavin

NZ$1,341

includes taxes & fees

3 Oct - 4 Oct

A coastal marina with numerous boats docked, a small island with buildings, and a clear view of the sea.

A multi-story hotel with a pool, set against a mountainous backdrop.

A rectangular swimming pool with a tiled edge, surrounded by a wooden deck.

A beach with white sand and clear blue water. There are palm trees and a volleyball net visible.

5. Singh Luxury Apartments With sea View, Apt.1

Oyster Pond

NZ$735

includes taxes & fees

3 Oct - 4 Oct

A coastal marina with numerous boats docked, a small island with buildings, and a clear view of the ocean.

A kitchen with dark wooden cabinets, a granite countertop, a built-in microwave, and a central island with bar stools.

6. Singh Luxury Apartments With sea View, Apt.3

Oyster Pond

NZ$1,458

includes taxes & fees

3 Oct - 4 Oct

A multi-story building with a pool, surrounded by hilly terrain.

A hotel entrance with a yellow facade, a paved walkway, and various plants and flowers.

A modern living room with a glass coffee table, a red vase, and a grey armchair.

A swimming pool on a wooden deck with a view of the ocean and a building in the background.

7. Singh Luxury Apartments With sea View, Apt.2

Oyster Pond

NZ$735

includes taxes & fees

3 Oct - 4 Oct

A pool area with lounge chairs, palm trees, and a view of the ocean.

A resort with beachfront villas, a pier, and clear turquoise waters.

A modern hotel dining area with a buffet, seating arrangements, and a glass partition.

A rooftop bar with outdoor seating, overlooking a coastal area.

8. Oceans at Divi Little Bay

Philipsburg

Marc

NZ$471

includes taxes & fees

15 Oct - 16 Oct

A beachside lounge with lounge chairs and umbrellas, overlooking the sea.

A person relaxing on a beach chair with a drink, overlooking a clear blue sea and a distant shoreline.

A balcony with a view of a beach and ocean.

A Holland House Beach Hotel reception area with a wooden deck, potted plants, and a signboard.

9. Holland House Beach Hotel

Downtown Philipsburg

James

NZ$483

includes taxes & fees

3 Oct - 4 Oct

A beach with a clear view of the ocean, a sandy shore, and a mountainous backdrop.

A room with a sofa, a glass table with a bottle, curtains, a TV, and a view of the ocean.

A hotel room with a dining area, kitchenette, and a sofa.

A view of a coastal area with a large ship in the water, a small boat, and a building with a red roof.

10. Horizon View Beach Hotel

Downtown Philipsburg

Chris De

NZ$189

includes taxes & fees

3 Oct - 4 Oct

An aerial view of a beach resort with rows of sun loungers and umbrellas, a pool, and a building with a blue facade.

A pool area with a waterfall feature, surrounded by wooden deck chairs and covered seating areas.

A beachfront hotel with multiple balconies, palm trees, and beach umbrellas.

A restaurant with wooden tables and chairs, a bar area, and large windows with a view of the outdoors.

11. Belair Beach Hotel

Belair

Roman

NZ$354

includes taxes & fees

7 Oct - 8 Oct

A neatly made bed with a red bedspread, two matching lamps on either side, and a colorful pillow on the headboard.

Alicia's Inn Guest House with a sign for Victor's Cosmetics.

A living room with a floral sofa, a coffee table, and a lamp.

A corridor with red and white walls, a fire exit sign, and barred windows.

12. Alicia's Inn

Downtown Philipsburg

Shelda

NZ$195

includes taxes & fees

20 Oct - 21 Oct

A view from inside a building looking out to a beach with clear turquoise water and a distant ship.

A hotel room with a bed, a nightstand, a potted plant, a painting, and a view of the sea.

A hotel room with two beds, a chair, a small table, and a potted plant.

A modern living room with a grey sofa, a small dining table, and a refrigerator.

13. MIDTOWN MOTEL SXM

Downtown Philipsburg

Yollanda

NZ$144

includes taxes & fees

5 Oct - 6 Oct

A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

A modern dining area with a mix of yellow and green chairs, a central table, and a ceiling with wooden panels and hanging lights.

A hotel room with a bed, a sofa, a rug, and a patterned wall.

A spacious lobby with a reception desk, seating area with sofas and chairs, a coffee machine, and a refrigerator.

14. July Apartments

Madame's Estate

JoyAnn Carolyn

NZ$173

includes taxes & fees

4 Oct - 5 Oct

A beach view from a covered area with palm trees and a clear blue sea.

A beachfront hotel with a sandy beach, palm trees, and a pool area.

A beach view with palm trees, a sandy area, and a clear blue sky.

A swimming pool with tiled edges, surrounded by tropical vegetation and a building labeled "Departure Lounge".

15. Mary's Boon Beach Resort & Spa

Simpson Bay

Virginia

NZ$266

includes taxes & fees

3 Oct - 4 Oct

A swimming pool with a red roof, surrounded by potted plants and a white fence.

A spacious indoor area with wicker furniture, a television, and potted plants.

A stone-paved courtyard with potted plants and a building with a red roof.

A spacious living area with a red sofa, wooden chairs, a coffee table, and various potted plants.

16. L'Esperance Hotel

Philipsburg

Linda

NZ$276

includes taxes & fees

3 Oct - 4 Oct

A beach with rows of sun loungers and umbrellas, a building with balconies, and a backdrop of dense green foliage.

A living room with a ceiling fan, a sofa, a coffee table, and a dining area with chairs.

A beach view with a palm tree, a wooden fence, and a chair.

A bedroom with a four-poster bed, a bedside table with a lamp, a wooden bench, a desk with a chair, and a wardrobe.

17. The Crown House Hotel

Downtown Philipsburg

Monique

NZ$176

includes taxes & fees

3 Oct - 4 Oct

A resort pool with lounge chairs, palm trees, and a view of the ocean.

A coastal resort with multiple buildings featuring red roofs, a rocky shoreline, and a clear view of the sea.

A hotel lobby with multiple seating areas, a central bar, and a kitchen visible in the background.

18. Divi Little Bay Beach Resort

Philipsburg

Chad

NZ$391

includes taxes & fees

15 Oct - 16 Oct

A circular window view of a beach with a swimming pool, palm trees, and a sandy area with umbrellas.

A view through a window with tropical curtains, revealing a beach with umbrellas and lounge chairs.

A beach scene with a sign that reads "WE LOVE St. Maarten" and a view of boats in the background.

A bartender at Seaview Beach Hotel in St. Maarten, with a bar stocked with various liquor bottles and glasses.

19. Seaview Beach Hotel

Downtown Philipsburg

Anastasia

NZ$180

includes taxes & fees

2 Nov - 3 Nov

A glass table with a white mug and a loaf of bread, a decorative vase, and a poolside lounge area with a view of purple flowers and palm trees.

A modern bedroom with a large bed, a round table, a sofa, and a bathtub.

A living room with a sofa, a coffee table with candles, and a TV mounted on the wall.

A pool area with a lounge chair and a small table, surrounded by lush greenery and a clear blue sky.

20. Pomme Cannelle Luxury Suites & Spa

Orient Bay

Mircea

NZ$544

includes taxes & fees

2 Nov - 3 Nov

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Upper Prince's Quarter attractions

Guana Bay Beach

9.0/10 (92 reviews)

Enjoy this peaceful paradise without the crowds and surf or swim in the warm Caribbean ocean.

See properties

Port of St. Maarten

Explore the waterfront in Philipsburg with a trip to Port of St. Maarten.

See properties

Gibb's Bay Beach

8.0/10 (27 reviews)

Why not spend a lazy afternoon at Gibb's Bay Beach during your trip to Upper Prince's Quarter?

See properties

Learn more about Upper Prince's Quarter

Check out the local area in Upper Prince's Quarter—home to attractions like Dawn Beach and Guana Bay Beach.

See all hotels in Upper Prince's Quarter

A beach with clear turquoise waters, a sandy shore, and houses on a hillside.

Top Upper Prince's Quarter Hotel Reviews

Recent Reviews in Upper Prince's Quarter

Divi Little Bay Beach Resort

10/10 Excellent

"Last year we stayed at Little Debbland we had an ocean view"

The Villas at Simpson Bay Resort

10/10 Excellent

"Amazing breakfast. The Air conditioning was awesome."

Oyster Bay Beach Resort

8/10 Good

"Beach was nice. A lot of seaweed. But it’s cleaned daily. The main restaurant was low on choices. The beach bar is much better for food. Very nice staff."

JW Marriott St. Maarten Beach Resort & Spa

10/10 Excellent

"Everything was wonderful, I would stay there again! The staff is amazing- all of them!"

Sonesta Ocean Point All Inclusive, Adults Only Resort

8/10 Good

"We enjoyed our stay. Only issue was the bathroom. There was not enough lighting. A little update bathroom tile was needed."

Villa Angelina with Amazing Panoramic Views. Enjoy the quiet at Oyster Pond

8/10 Good

"The view was definitely the showstopper. You could not beat the views of the Oyster Bay, the Atlantic Ocean, St. Barth to the east and Anguilla to the north.The inside of the house was clean but needed to be updated. Beds were comfortable and they had all the essentials for the house.The location was great. It was in a quiet neighborhood.And let's face it, Saint Maarten is not that big so you could drive from one point of the island to the other in about 20 to 30 minutes, depending on traffic.We were disappointed upon arrival, how the outside of the property looked. It looked like no one had clean the patio, area where the grill was or the pool area in anticipation of our arrival. There were broken chairs from the patio set laying out.I got up the next morning and washed off those areas myself so that we could use them without feeling like we was stepping in dirty areas. I say all of this the say, the view made up for all of this. I think the property was recently bought, so I just think it needs a little work and they would have a gem on their hands.If you ask, what I stay there again? I would.The view!!"

Panorama Residences at Monte Vista

10/10 Excellent

"I a wonderful stay! The place was clean, comfortable, and exactly as described. The location was convenient, and everything we needed was provided. The host was friendly, responsive, and made the whole experience easy and enjoyable. We really appreciated the attention to detail and would definitely stay here again. Highly recommend!"

FantaSea beachfront, every bedroom facing ocean! Remodeled 2024

10/10 Excellent

"Beautiful stay!"

LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site

10/10 Excellent

"This was an excellent property and was exactly as advertised. Beautiful villa, very roomy and comfortable. We did not rent a car and used a taxi for the week. The expense was about the same and this way we didn’t have to drive. Communication with everyone was so easy and pleasant. We didn’t get to access the ocean because the sargassum was very heavy but they removed as much as they could every morning and there was never an unpleasant smell. By the end of the week, the winds had changed and kept the seaweed to a minimum. My family really enjoyed the quiet area of Oyster Bay/Dawn Beach and the space of the villa for a family of six. Overall, we had an excellent time and enjoyed our stay!!"

More cheap accommodation in Upper Prince's Quarter

Adonis Cupecoy

Jordan Road Lowlands

NZ$139

4 Oct - 5 Oct

includes taxes & fees

7.2/10 Good! (541 reviews)

MIDTOWN MOTEL SXM

Kruythoffsteeg#10 Philipsburg

NZ$144

5 Oct - 6 Oct

includes taxes & fees

7.4/10 Good! (73 reviews)

Alicia's Inn

Backstreet 42 Philipsburg

NZ$195

20 Oct - 21 Oct

includes taxes & fees

8.8/10 Excellent! (352 reviews)

Carls Unique Inn

18 Orange Grove Rd Cole Bay

NZ$199

3 Oct - 4 Oct

includes taxes & fees

8.6/10 Excellent! (449 reviews)

Cocovaa

34 white sands rd Simpson Bay

NZ$261

11 Oct - 12 Oct

includes taxes & fees

L'Esperance Hotel

4 Tiger Road Philipsburg

NZ$276

3 Oct - 4 Oct

includes taxes & fees

8.4/10 Very good! (154 reviews)

Frequently asked questions

When is the best time to go to Upper Prince'S Quarter?

The best time to go to Upper Prince's Quarter is during the dry season, which runs from December to May, offering consistently pleasant weather.During these months, you can expect plenty of sunshine and comfortable temperatures, typically ranging from 24°C to 30°C. This period is ideal for enjoying the outdoor activities and natural beauty of the area, like exploring the local beaches or taking boat trips. The lower humidity also makes for a more enjoyable experience overall.For travellers looking for a more relaxed and less crowded experience, the shoulder months of May and early June can be a good option.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to 'My Trips' and selecting your reservation. To find flexible deals, filter your search by 'Fully refundable property' for hotels in Upper Prince's Quarter.

How can I save on a hotel booking in Upper Prince's Quarter with Expedia?

One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Upper Prince's Quarter hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

How much is the nightly rate for a hotel in Upper Prince's Quarter?

Prices for hotels in Upper Prince's Quarter often vary, but you can find a great deal from NZ$139 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by 'Price: low to high' for our cheapest rates.

Search Upper Prince's Quarter hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Upper Prince's Quarter

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Upper Prince's Quarter hotels

1. Oyster Bay Beach Resort

2. Princess Heights Luxury Boutique Condo Hotel

3. JW Marriott St. Maarten Beach Resort & Spa

4. Dawn Beach Club Resort Sint Maarten

5. Singh Luxury Apartments With sea View, Apt.1

6. Singh Luxury Apartments With sea View, Apt.3

7. Singh Luxury Apartments With sea View, Apt.2

8. Oceans at Divi Little Bay

9. Holland House Beach Hotel

10. Horizon View Beach Hotel

11. Belair Beach Hotel

12. Alicia's Inn

13. MIDTOWN MOTEL SXM

14. July Apartments

15. Mary's Boon Beach Resort & Spa

16. L'Esperance Hotel

17. The Crown House Hotel

18. Divi Little Bay Beach Resort

19. Seaview Beach Hotel

20. Pomme Cannelle Luxury Suites & Spa

Stay near popular Upper Prince's Quarter attractions

Guana Bay Beach

Port of St. Maarten

Gibb's Bay Beach

Learn more about Upper Prince's Quarter

Top Upper Prince's Quarter Hotel Reviews

Recent Reviews in Upper Prince's Quarter

Divi Little Bay Beach Resort

The Villas at Simpson Bay Resort

Oyster Bay Beach Resort

JW Marriott St. Maarten Beach Resort & Spa

Sonesta Ocean Point All Inclusive, Adults Only Resort

Villa Angelina with Amazing Panoramic Views. Enjoy the quiet at Oyster Pond

Panorama Residences at Monte Vista

FantaSea beachfront, every bedroom facing ocean! Remodeled 2024

LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site

More cheap accommodation in Upper Prince's Quarter

Adonis Cupecoy

MIDTOWN MOTEL SXM

Alicia's Inn

Carls Unique Inn

Cocovaa

L'Esperance Hotel

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app