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
The price is CA $427 per night from Jan 6 to Jan 7
CA $427
CA $512 total
Jan 6 - Jan 7, 2026
includes taxes & 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! (1,336 reviews)
Hilton Vacation Club Flamingo Beach St. Maarten
The price is CA $412 per night from Jan 5 to Jan 6
CA $412
CA $469 total
Jan 5 - Jan 6, 2026
includes taxes & 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! (1,369 reviews)
Hilton Vacation Club Royal Palm St. Maarten
The price is CA $529 per night from Jan 6 to Jan 7
CA $529
CA $591 total
Jan 6 - Jan 7, 2026
includes taxes & 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! (1,158 reviews)
The Morgan Resort Spa Village
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
The price is CA $373 per night from Jan 7 to Jan 8
CA $373
CA $448 total
Jan 7 - Jan 8, 2026
includes taxes & 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! (1,529 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.
