Search Simpson Bay resorts with pools
Our top choices for a great stay
Amazing Beachfront Condo in Simpson Bay -Walk Out Beach/Pool
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Popular attractions Maho Beach and Orient Bay Beach ...
9.8/10 Exceptional! (60 reviews)
Flamingo Beach by Hilton: Oceanfront Resort, Pools & Spacious Studios To Relax!
Book a stay at this beach resort in Simpson Bay. Enjoy a beach locale, balconies, and an in-room coffeemaker. Popular attractions Maho Beach and Mullet Bay Beach ...
9.4/10 Exceptional! (47 reviews)
The Villas at Simpson Bay Resort
$469 nightly
The price is $489 total per night from Jan 6 to Jan 7
$489 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
9.2/10 Wonderful! (1,338 reviews)
Hilton Vacation Club Flamingo Beach St. Maarten
$349 nightly
The price is $366 total per night from Dec 23 to Dec 24
$366 total
Dec 23 - Dec 24
Total with taxes and fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,374 reviews)
Hilton Vacation Club Royal Palm St. Maarten
$408 nightly
The price is $428 total per night from Jan 6 to Jan 7
$428 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Book a stay at this beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
9/10 Wonderful! (1,163 reviews)
The Morgan Resort Spa Village
$394 nightly
The price is $411 total per night from Jan 6 to Jan 7
$411 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
8.8/10 Excellent! (1,908 reviews)
Simpson Bay Resort, Marina & Spa
$343 nightly
The price is $358 total per night from Jan 5 to Jan 6
$358 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (1,540 reviews)
Great view of Sunset
Stay at this resort in Simpson Bay. Enjoy balconies. Popular attractions Maho Beach and Orient Bay Beach are located nearby.
Xmas and New Years in St. Maarten!
Stay at this resort in Simpson Bay. Enjoy a beach locale, cable/satellite TV service, and air conditioning. Popular attractions Maho Beach and Orient Bay Beach ...
Simpson Bay Beach Resort/Marina offers it all for the perfect Caribbean vacation
Stay at this resort in Simpson Bay. Enjoy cable/satellite TV service, air conditioning, and an outdoor pool. Popular attractions Maho Beach and Mullet Bay Beach ...
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.
