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Search Hotels with Pool in Upper Prince's Quarter

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Check prices for these dates

Tonight
12 Nov - 13 Nov
Tomorrow
13 Nov - 14 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Our top choices for Upper Prince's Quarter hotels with a pool

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

1. JW Marriott St. Maarten Beach Resort & Spa

JW Marriott St. Maarten Beach Resort & Spa
5.0 star property
Oyster Pond
8.8 out of 10, Excellent, (425 reviews)
  • cleanliness
    Indulge in poolside luxury with swim-up bar and private cabanas at this St. Maarten beach retreat.
The price is ฿13,421
฿17,115 total
includes taxes & fees
16 Nov - 17 Nov
JW Marriott St. Maarten Beach Resort & Spa
A resort pool area with a curved design, lounge chairs, umbrellas, and a building with a light-colored facade.

2. Oyster Bay Beach Resort

Oyster Bay Beach Resort
4.0 star property
Oyster Pond
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Paradise pool sanctuary beckons with sunset views over crystal waters and private beach access.
The price is ฿5,530
฿6,637 total
includes taxes & fees
13 Nov - 14 Nov
Oyster Bay Beach Resort
A pool with lounge chairs and umbrellas, surrounded by palm trees and a clear sky.

3. Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel
3.5 star property
Oyster Pond
9.2 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Splash into Caribbean luxury at this Dawn Beach hotel with a vibrant pool, waterslide, and stunning ocean views.
The price is ฿6,018
฿7,222 total
includes taxes & fees
13 Nov - 14 Nov
Princess Heights Luxury Boutique Condo Hotel
A large swimming pool surrounded by palm trees and lounge chairs, with a hotel building in the background.

4. Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (33 reviews)
  • cleanliness
    Immerse in beachside bliss at Dawn Beach Club Resort, where a sun-drenched pool oasis complements the pristine white sand shore.
The price is ฿24,175
฿29,011 total
includes taxes & fees
22 Nov - 23 Nov
Dawn Beach Club Resort Sint Maarten
A swimming pool on a wooden deck with a view of the ocean and a building in the background.

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

Singh Luxury Apartments With sea View, Apt.2
3.5 star property
Oyster Pond
  • cleanliness
    Refreshing outdoor pool with scenic views awaits after beach adventures at this seaside apartment retreat.
The price is ฿10,854
฿13,918 total
includes taxes & fees
23 Nov - 24 Nov
Singh Luxury Apartments With sea View, Apt.2
A rectangular swimming pool with a tiled edge, surrounded by a wooden deck.

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

Singh Luxury Apartments With sea View, Apt.3
3.0 star property
Oyster Pond
2.0 out of 10, (1 review)
  • cleanliness
    Take a refreshing dip in the outdoor pool, nestled in a tranquil garden setting with scenic sea views at this Orient Bay retreat.
The price is ฿23,886
฿27,601 total
includes taxes & fees
13 Nov - 14 Nov
Singh Luxury Apartments With sea View, Apt.3
A rectangular swimming pool with a tiled edge, surrounded by a wooden deck.

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

Singh Luxury Apartments With sea View, Apt.1
3.0 star property
Oyster Pond
  • cleanliness
    Serene seaside pool experience with garden views awaits at these luxury apartments offering a refreshing escape on Orient Bay.
The price is ฿10,854
฿13,918 total
includes taxes & fees
23 Nov - 24 Nov
Singh Luxury Apartments With sea View, Apt.1
A pool area with lounge chairs, palm trees, and a view of the ocean.

8. Oceans at Divi Little Bay

Oceans at Divi Little Bay
4.0 star property
Philipsburg
8.4 out of 10, Very good, (614 reviews)
  • cleanliness
    Plunge into paradise at this beachfront hotel with 3 sparkling outdoor pools and refreshing swim-up bar service.
The price is ฿7,887
฿10,125 total
includes taxes & fees
3 Dec - 4 Dec
Oceans at Divi Little Bay
A pool area with yellow umbrellas, lounge chairs, and a view of the sea.

9. Belair Beach Hotel

Belair Beach Hotel
3.0 star property
Belair
8.8 out of 10, Excellent, (226 reviews)
  • cleanliness
    Splash into beachfront bliss at this oceanfront hotel with pool loungers and views of paradise.
The price is ฿5,551
฿6,703 total
includes taxes & fees
30 Nov - 1 Dec
Belair Beach Hotel
A pool with a waterfall feature, a gazebo, and a stone wall.

10. La Playa Orient Bay

La Playa Orient Bay
4.0 star property
Orient Bay
9.4 out of 10, Exceptional, (800 reviews)
  • cleanliness
    Soak up the sun at this pristine hotel pool, steps away from Orient Bay's turquoise waters.
The price is ฿15,500
฿16,930 total
includes taxes & fees
5 Dec - 6 Dec
La Playa Orient Bay
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.
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Choose what matters most at hotels with a pool in Upper Prince's Quarter

Breakfast included
4 stars

Top Upper Prince's Quarter Hotel Reviews

A pool area with a lounge chair and a small table, surrounded by lush greenery and a clear blue sky.
Pomme Cannelle Luxury Suites & Spa

Pomme Cannelle Luxury Suites & Spa

Pomme Cannelle Luxury Suites & Spa
Orient Bay

10/10 Excellent

Amazing experience. The accommodation was superb, the location was great and the pool area was amazing. Jeremie , Pauline and Paloma did everything to ensure any extra requests were promptly addressed and were always on hand to provide advice and information. Overall has been wonderful.😎
United Kingdom
Lisa
Reviewed January 23, 2026
Pomme Cannelle Luxury Suites & Spa

Frequently Asked Questions

How many pool hotels should I expect to find in Upper Prince's Quarter?

Expedia's 22 hotels in Upper Prince's Quarter give you a great choice for your poolside getaway.

What's it like visiting Upper Prince's Quarter?

If lounging next to a pool is your idea of a great getaway, you may want to look at Upper Prince's Quarter, which has 22 places to stay with pools. During your trip, you can explore sights such as Maho Beach, and then unwind poolside at one of the accommodation options in Upper Prince's Quarter that travellers like for their pools.

What are some hotels with pools in Upper Prince's Quarter?

Oyster Bay Beach Resort: Features a children's pool, an outdoor pool and 2 restaurants. JW Marriott St. Maarten Beach Resort & Spa: Hotel located near Port of St. Maarten. Offers 3 restaurants, an outdoor pool and a full-service spa. Princess Heights Luxury Boutique Condo Hotel: Hotel located near Port of St. Maarten. Provides spa services, an outdoor pool and free self parking. Panorama Residences at Monte Vista: Aparthotel located near Port of St. Maarten. Features free self parking, an outdoor pool and complimentary wireless Internet access. Dawn Beach Club Resort Sint Maarten: Aparthotel located near Port of St. Maarten. Offers 2 restaurants, an outdoor pool and free self parking.

What is there to see and do in Upper Prince's Quarter?

Explore places such as Maho Beach while you're in the area. Make a point to visit attractions such as Dawn Beach and Guana Bay Beach.

When is the best time to book a hotel with a pool in Upper Prince's Quarter?

Taking the local weather in Upper Prince's Quarter into account can help you maximise your time at the pool during your trip. The hottest months are usually September and August, with an average temperature of 27°C, while the coldest months are February and March, with an average of 25°C. Average annual precipitation for Upper Prince's Quarter is 945 mm.