Search Hotels with Pool in Upper Prince's Quarter

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Check availability on Upper Prince's Quarter Hotels with Pool

Tonight
21 Dec - 22 Dec
Tomorrow
22 Dec - 23 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

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

Outdoor pool, pool umbrellas, pool loungers
Oyster Bay Beach Resort

Oyster Bay Beach Resort

Oyster Bay Beach Resort
4.0 star property
Oyster Pond
8.6 out of 10, Excellent, (979)
"Good property and staff was very good"
United States
Keith
The price is ฿8,197
฿9,837 total
includes taxes & fees
5 Jan - 6 Jan 2026
Oyster Bay Beach Resort
Outdoor pool, pool umbrellas, pool loungers
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel
3.5 star property
Oyster Pond
9.2 out of 10, Wonderful, (986)
"Clean with wonderful friendly staff"
Canada
James
Princess Heights Luxury Boutique Condo Hotel
Outdoor pool, pool cabanas (surcharge), pool umbrellas
JW Marriott St. Maarten Beach Resort & Spa

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, (221)
"Wonderful stay"
United States
JEAN MARC
The price is ฿16,332
฿20,352 total
includes taxes & fees
4 Jan - 5 Jan 2026
JW Marriott St. Maarten Beach Resort & Spa
Sun deck
Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (21)
"Wonderful vacation spot in st maarten"
United States
Debasis
Dawn Beach Club Resort Sint Maarten
Outdoor pool
Singh Luxury Apartments With sea View, Apt.2

Singh Luxury Apartments With sea View, Apt.2

Singh Luxury Apartments With sea View, Apt.2
3.5 star property
Oyster Pond
The price is ฿14,208
฿17,274 total
includes taxes & fees
22 Dec - 23 Dec
Singh Luxury Apartments With sea View, Apt.2
Outdoor pool
Singh Luxury Apartments With sea View, Apt.1

Singh Luxury Apartments With sea View, Apt.1

Singh Luxury Apartments With sea View, Apt.1
3.0 star property
Oyster Pond
The price is ฿14,208
฿17,274 total
includes taxes & fees
22 Dec - 23 Dec
Singh Luxury Apartments With sea View, Apt.1
Outdoor pool
Singh Luxury Apartments With sea View, Apt.3

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)
The price is ฿26,353
฿30,026 total
includes taxes & fees
22 Dec - 23 Dec
Singh Luxury Apartments With sea View, Apt.3
Outdoor pool, pool loungers
The Morgan Resort Spa Village

The Morgan Resort Spa Village

The Morgan Resort Spa Village
4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1908)
"Beautiful resort and location, staff amazing and nice."
United States
JAMAICA
The Morgan Resort Spa Village
Outdoor pool, pool loungers
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
4.0 star property
Pelican Key
9.0 out of 10, Wonderful, (1375)
"Clean room, great amenities, great location! "
United States
Claudia
The price is ฿9,705
฿11,015 total
includes taxes & fees
23 Dec - 24 Dec
Hilton Vacation Club Flamingo Beach St. Maarten
Surfing/boogie boarding
Grand Case Beach Club

Grand Case Beach Club

Grand Case Beach Club
4.0 star property
Grand Case
9.4 out of 10, Exceptional, (1002)
"Fantastic stay!"
United States
Olga
The price is ฿13,851
฿15,929 total
includes taxes & fees
9 Jan - 10 Jan 2026
Grand Case Beach Club
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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Top Upper Prince's Quarter Hotel Reviews

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

10/10 Excellent
"We stayed in a queen, 1 bedroom room. The room was clean and comfortable. The only issue we had, which was shared by other guests, was TV reception is next to nothing. Make sure you have your streaming services passwords."
Edward P 7-night trip
Posted 1 day ago
Divi Little Bay Beach Resort

Frequently asked questions

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 20 places to stay with pools. During your trip, you can explore sights such as Orient Bay Beach and Maho Beach, and then unwind poolside at one of the accommodation options in Upper Prince's Quarter that guests 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: Offers 3 restaurants, an outdoor pool and a full-service spa. Princess Heights Luxury Boutique Condo Hotel: Provides spa services, an outdoor pool and free self parking. Dawn Beach Club Resort Sint Maarten: Features 2 restaurants, an outdoor pool and free self parking. Coral Beach Club Villas & Marina: Offers an infinity pool, an outdoor pool and 2 restaurants.
How many pool hotels should I expect to find in Upper Prince's Quarter?
Expedia's 20 hotels in Upper Prince's Quarter give you a great choice for your poolside getaway.
What is there to see and do in Upper Prince's Quarter?
Explore places such as Orient Bay Beach and 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.