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

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Aug 10 - Aug 11
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Aug 11 - Aug 12
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Our top choices for Upper Prince's Quarter hotels

Hotel
Breakfast included
Air conditioned
Pool
Reserve now, pay later
Outdoor pool, pool umbrellas, sun loungers
View from property
Balcony
Coffee/tea maker, microwave, stovetop, toaster

1. Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
United States
Cyntronia
CA $207
CA $248 total
includes taxes & fees
Sep 1 - Sep 2
Princess Heights Luxury Boutique Condo Hotel
Exterior
Exterior
Point of interest
Lighthouse 3 Bedroom Condo with Private Pool 1A | Terrace/patio

2. Oyster Bay Beach Resort

Oyster Bay Beach Resort
Oyster Pond
United States
Elgetta
CA $229
CA $275 total
includes taxes & fees
Aug 11 - Aug 12
Oyster Bay Beach Resort
Outdoor pool, cabanas (surcharge), pool umbrellas
On the beach, sun loungers, beach umbrellas, beach towels
Balcony view
Hiking

3. JW Marriott St. Maarten Beach Resort & Spa

JW Marriott St. Maarten Beach Resort & Spa
Oyster Pond
Canada
Mark
CA $500
CA $645 total
includes taxes & fees
Aug 11 - Aug 12
JW Marriott St. Maarten Beach Resort & Spa
Outdoor pool
Panoramic Condo, 3 Bedrooms, Ocean View | Living area
On the beach, white sand, sun loungers, beach umbrellas
Panoramic Condo, 3 Bedrooms, Ocean View | Living area

4. Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
Oyster Pond
United States
Gavin
CA $877
CA $1,052 total
includes taxes & fees
Aug 11 - Aug 12
Dawn Beach Club Resort Sint Maarten
Exterior
Property grounds
Apartment (2 Bedrooms) | Private kitchen
Apartment (2 Bedrooms) | Private kitchen

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

Singh Luxury Apartments With sea View, Apt.2
Oyster Pond
CA $443
CA $570 total
includes taxes & fees
Aug 16 - Aug 17
Singh Luxury Apartments With sea View, Apt.2
Beach
Apartment (4 Bedrooms) | Private kitchen
Outdoor pool
Beach

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

Singh Luxury Apartments With sea View, Apt.3
Oyster Pond
CA $965
CA $1,119 total
includes taxes & fees
Aug 16 - Aug 17
Singh Luxury Apartments With sea View, Apt.3
Beach
Apartment (2 Bedrooms) | Private kitchen
Exterior
Beach

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

Singh Luxury Apartments With sea View, Apt.1
Oyster Pond
CA $443
CA $570 total
includes taxes & fees
Aug 16 - Aug 17
Singh Luxury Apartments With sea View, Apt.1
On the beach, white sand, sun loungers, beach umbrellas
Terrace/patio
Lobby lounge
On the beach, white sand, sun loungers, beach umbrellas

8. Holland House Beach Hotel

Holland House Beach Hotel
Downtown Philipsburg
United States
Ashley
CA $330
CA $396 total
includes taxes & fees
Aug 12 - Aug 13
Holland House Beach Hotel
3 outdoor pools, pool umbrellas, sun loungers
5 restaurants; breakfast, lunch, and dinner served
Aerial view
Property grounds

9. Divi Little Bay Beach Resort

Divi Little Bay Beach Resort
Philipsburg
United States
Stephen Michael
CA $226
CA $299 total
includes taxes & fees
Sep 8 - Sep 9
Divi Little Bay Beach Resort
View from property
Premium bedding, in-room safe, laptop workspace, blackout drapes
Reception
Panoramic Penthouse, 2 Bedrooms, Ocean View | Living area

10. Horizon View Beach Hotel

Horizon View Beach Hotel
Downtown Philipsburg
United States
Jean
CA $146
CA $178 total
includes taxes & fees
Aug 14 - Aug 15
Horizon View Beach Hotel
Exterior
Property entrance
Suite, 1 King Bed, Beach View
Suite, 2 Double Beds, Beach View | Beach/ocean view

11. The Crown House Hotel

The Crown House Hotel
Downtown Philipsburg
United States
Elvis
CA $122
CA $148 total
includes taxes & fees
Sep 10 - Sep 11
The Crown House Hotel
Standard Room, 1 Queen Bed | Safe
Dining
Hallway
Hallway

12. Alicia's Inn

Alicia's Inn
Downtown Philipsburg
United States
thomas
CA $122
CA $154 total
includes taxes & fees
Aug 11 - Aug 12
Alicia's Inn
Outdoor pool
Coffee shop
Front of property
Double Room | Living area

13. The Paradise Inn

The Paradise Inn
Philipsburg
United States
Patrick
CA $131
CA $139 total
includes taxes & fees
Aug 14 - Aug 15
The Paradise Inn
Deluxe Double Room
Reception
Front of property
Reception

14. July Apartments

July Apartments
Madame's Estate
United States
Drunisha
CA $123
CA $130 total
includes taxes & fees
Aug 12 - Aug 13
July Apartments
Aerial view
32-inch flat-screen TV with satellite channels, TV, DVD player
Exterior
Point of interest

15. Belair Beach Hotel

Belair Beach Hotel
Belair
Canada
Roman
CA $283
CA $342 total
includes taxes & fees
Sep 7 - Sep 8
Belair Beach Hotel
Comfort Room, 1 King Bed, Non Smoking, Ocean View
Iron/ironing board, WiFi
Standard Triple Room, Non Smoking
Comfort Room, 1 King Bed, Non Smoking, Ocean View

16. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
Downtown Philipsburg
United States
James
CA $99
CA $121 total
includes taxes & fees
Aug 21 - Aug 22
MIDTOWN MOTEL SXM
Exterior
4 restaurants; breakfast, lunch, and dinner served
6 outdoor pools, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers
Exterior

17. Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
United States
Ginnette
CA $215
CA $262 total
includes taxes & fees
Sep 8 - Sep 9
Simpson Bay Resort, Marina & Spa
On the beach, white sand, beach cabanas, sun loungers
Standard Room, 1 Queen Bed, Sea View | Beach/ocean view
Studio Suite, 1 Queen Bed, Balcony, Sea View | Beach/ocean view
Poolside bar

18. Seaview Beach Hotel

Seaview Beach Hotel
Downtown Philipsburg
United States
Marcus
CA $115
CA $142 total
includes taxes & fees
Sep 8 - Sep 9
Seaview Beach Hotel
3 outdoor pools
Restaurant
Interior entrance
Restaurant

19. Oceans at Divi Little Bay

Oceans at Divi Little Bay
Philipsburg
United States
Yoshika
CA $297
CA $387 total
includes taxes & fees
Sep 8 - Sep 9
Oceans at Divi Little Bay
Beach nearby, white sand, beach towels
Daily cooked-to-order breakfast for a fee
Exterior
Deluxe Suite, 1 Bedroom, Ocean View | Private kitchen

20. Baker's Suites

Baker's Suites
Simpson Bay
United States
Jamil
CA $135
CA $168 total
includes taxes & fees
Sep 8 - Sep 9
Baker's Suites
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Stay near popular Upper Prince's Quarter attractions

Guana Bay Beach

9.0/10 (92 reviews)
The picturesque shores of this tranquil bay provide a great opportunity to escape the crowds and jump in the crystal clear water for surfing or swimming.
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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

Head to sights like Dawn Beach and Oyster Bay Marina as you discover Upper Prince's Quarter.

See all hotels in Upper Prince's Quarter
A coastal resort with a turquoise beach, a swimming pool, and hillside buildings.

Top Upper Prince's Quarter Hotel Reviews

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

8/10 Good
"Great stay. Two weeks in unit m410. Beautiful views, spacious room, great staff. All the comforts of home. Only issues were a few days of rowdy guests. Large group of rude guests. Loud, drunk and obnoxious. They smoked cigars in the pool. Once this was brought to the attention of staff, it was handled. I’d stay here again."
Catherine 14-night trip
Posted 6 hours ago
Simpson Bay Resort, Marina & Spa
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

10/10 Excellent
"We liked everything"
Juliana 5-night trip
Posted 7 hours ago
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

10/10 Excellent
"The pictures don’t even capture how beautiful this property is !"
Kenisha 4-night trip
Posted 8 hours ago
Panorama Residences at Monte Vista
Fourteen at Mullet Bay

Fourteen at Mullet Bay

10/10 Excellent
"This hotel was truly amazing, my cousin and I enjoyed our time here immensely. We appreciate the staff and amenities available for us on property. Will be returning next year!"
Zoey 4-night trip
Posted 11 hours ago
Fourteen at Mullet Bay
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent
"I loved my stay here, the location is close to so many food options and the ferry ports. the beach setting is beautiful and so convenient. i had an ocean view room that was stunning with a daybed and table and chairs on the balcony. i love that there was a fully stocked kitchen in the rooms, there was a market just down the street. the room was super clean and well updated, great size lots of closet storage. room was well stocked with towels, i didn’t need any more for my 5 night stay. shower has shampoo, conditioner, and body wash. i saw many reviews about parking prior to my stay. i stayed from August 4-9th and came and went at all different times of day and night and was always able to find a spot in one of the multiple lots they have. service at the front desk was very kind and helpful to answer questions during my stay. staff at the pool and beach very kind, the restaurant staff was great as well. air conditioning and fans work well in the rooms, I have zero complaints. this is the perfect place to stay especially at the price point."
Paige 5-night trip
Posted 11 hours ago
Hilton Vacation Club Flamingo Beach St. Maarten
Oyster Bay Beach Resort

Oyster Bay Beach Resort

8/10 Good
"The staff was very friendly and resourceful. The choices for meals were good. May only thing that did not like was the choice for continental breakfast . I like the idea of have a rental car company on hand,also a laundry facility that was reasonable to use."
Delrose 7-night trip
Posted 13 hours ago
Oyster Bay Beach Resort
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

8/10 Good
"This property is nice.. it almost felt deserted as we didn’t see anyone at night. It was very clean, comfortable and we had everything needed. My only complaint was the room needed more light. I’d stay here again ."
Brandi 3-night trip
Posted 2 days ago
Princess Heights Luxury Boutique Condo Hotel
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach

Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach

10/10 Excellent
"The property was as described and the view was phenomenal! This place has just about all you need and you create your one memories. The host, housekeeper and maintenance personnel were a pleasure to speak to and would recommend this property."
Matt T. 6-night trip
Posted 2 days ago
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach
Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR

Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR

10/10 Excellent
"This house was amazing. Exactly what we expected. Our group of 11, ranging from 5 years old to 77 years old had a wonderful time. From the very beginning, communication with Gabi was fantastic. She never hesitated to answer my questions and was extremely helpful with anything I may have asked not related to the home (such as the best beach for young kids). If you are on the fence about renting this property, don't be, you will not regret it!"
Courtney K. 8-night trip
Posted 3 weeks ago
Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR

More cheap stays in Upper Prince's Quarter

Adonis Cupecoy

Adonis Cupecoy

Jordan Road Lowlands
CA $94
CA $100 total
Sep 8 - Sep 9
includes taxes & fees
7.2/10 Good! (504 reviews)
Adonis Cupecoy
MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM

Kruythoffsteeg#10 Philipsburg
CA $99
CA $121 total
Aug 21 - Aug 22
includes taxes & fees
7.4/10 Good! (70 reviews)
MIDTOWN MOTEL SXM
Alicia's Inn

Alicia's Inn

Backstreet 42 Philipsburg
CA $122
CA $154 total
Aug 11 - Aug 12
includes taxes & fees
8.8/10 Excellent! (350 reviews)
Alicia's Inn
Carls Unique Inn

Carls Unique Inn

18 Orange Grove Rd Cole Bay
CA $134
CA $163 total
Aug 11 - Aug 12
includes taxes & fees
8.6/10 Excellent! (444 reviews)
Carls Unique Inn
Cocovaa

Cocovaa

34 white sands rd Simpson Bay
CA $163
CA $197 total
Sep 10 - Sep 11
includes taxes & fees
8.6/10 Excellent! (102 reviews)
Cocovaa
L'Esperance Hotel

L'Esperance Hotel

4 Tiger Road Philipsburg
CA $175
CA $203 total
Sep 8 - Sep 9
includes taxes & fees
L'Esperance Hotel

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, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 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 much is the nightly rate at a Upper Prince's Quarter hotel?
Prices for hotels in Upper Prince's Quarter often vary, but you can find a great deal from CA $100 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 the cheapest rate.

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