A coastal town with a marina, mountains in the background, and a clear sky.

Hotels with a Pool in Simpson Bay

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Hotels with a Pool in Simpson Bay

A swimming pool with clear blue water, a building with balconies, and palm trees.

A resort with multiple-story buildings, a well-maintained lawn, and a view of the ocean.

A pool with a view of the beach and ocean.

A pathway lined with palm trees and plants leading to a beach.

1. Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

Outdoor pool
Poolside bar
Pool loungers
On the beach

$122

$155 total

includes taxes & fees

Oct 4 - Oct 5

A resort pool area with a view of the sea and sunset.

A restaurant with tables set for dining, large windows offering a view of the sunset over the ocean, and a ceiling fan.

An aerial view of a resort with multiple red-roofed buildings, a beach, and a clear blue sea.

A beach with thatched umbrellas and lounge chairs, a palm tree, and a building in the background.

2. Simpson Bay Resort, Marina & Spa

Pelican Key

6 outdoor pools
2 poolside bars
Pool loungers
On private beach
Hot tub

$159

$191 total

includes taxes & fees

Oct 12 - Oct 13

A swimming pool with tiled edges, surrounded by tropical vegetation and a building labeled "Departure Lounge".

A beach view from a covered area with palm trees and a clear blue sea.

A beach view with palm trees, a sandy area, and a clear blue sky.

A beachfront hotel with a sandy beach, palm trees, and a pool area.

3. Mary's Boon Beach Resort & Spa

Simpson Bay

Outdoor pool
Pool loungers
On the beach
Full-service spa

$113

$135 total

includes taxes & fees

Oct 8 - Oct 9

A swimming pool with lounge chairs and umbrellas, a high-rise building in the background, and a clear sky.

A hotel room with a large bed, a bench, a TV, and a view of the city through the sliding doors.

A beach with rows of blue and white sun loungers under large blue umbrellas, a hotel building in the background, and a clear blue sky.

A spa interior with a reception desk, a blue chair, and a wall with a sign reading "Aquarius Spa".

4. The Atrium Beach Resort and Spa, an Ascend Collection Resort

Simpson Bay

Outdoor pool
Pool loungers
On the beach
Full-service spa

$109

$140 total

includes taxes & fees

Oct 4 - Oct 5

A rooftop pool with a view of the ocean and buildings.

A hot tub with a control panel, surrounded by outdoor furniture and plants, with a modern building in the background.

A hotel room with a bed, two chairs, a small table, and a large window with curtains.

A modern hotel room with a flat-screen TV, a desk with a chair, a large window with curtains, and a wall-mounted circular artwork.

5. Commodore Suites, SureStay Collection by Best Western

Simpson Bay

Outdoor pool
Pool loungers
Direct access to the beach
2 hot tubs

$109

$131 total

includes taxes & fees

Sep 26 - Sep 27

A swimming pool with a view of a marina and a hillside town.

A modern living room with a sofa, coffee table, and chairs, overlooking a scenic harbor and mountains.

A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

A modern living room with a large window offering a scenic view of a coastal town and mountains.

6. The Hills Residence

Simpson Bay

4 outdoor pools

$169

$285 total

includes taxes & fees

Oct 4 - Oct 5

A clear blue pool with lounge chairs and palm trees, overlooking the ocean.

A beachside resort with clear turquoise waters, white sand, and lounge chairs under umbrellas.

A modern hotel with a glass infinity pool overlooking the ocean, lounge chairs, and a clear view of the sea.

A modern hotel lobby with a black limousine, a polished floor, and a blue and wooden ceiling.

7. The Morgan Resort Spa Village

Simpson Bay

Outdoor pool
Poolside bar
Pool loungers
Full-service spa

$443

$542 total

includes taxes & fees

Sep 27 - Sep 28

A hotel pool area with lounge chairs, a covered seating area, and a sign for 'Calama'.

A modern living room with a flat-screen TV, a ceiling fan, and a large window offering a view of the sea.

A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

A beach with lounge chairs and a thatched umbrella.

8. Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

Outdoor pool
Poolside bar
Pool loungers
On the beach
Full-service spa

$144

$177 total

includes taxes & fees

Oct 4 - Oct 5

A balcony with two chairs overlooking a swimming pool and a marina with boats.

A resort with multiple hotel buildings, a marina, and a clear blue ocean.

A buffet setup with various food items and a view of the marina through large windows.

A coastal hotel with a marina, clear turquoise water, and a backdrop of lush mountains.

9. The Villas at Simpson Bay Resort

Pelican Key

6 outdoor pools
Poolside bar
Pool loungers
On the beach

$179

$215 total

includes taxes & fees

Oct 4 - Oct 5

A multi-level restaurant with a tropical theme, featuring a glass facade, outdoor seating, and a thatched roof structure.

A beachside view with a yacht docked at a pier, lounge chairs, and a palm tree.

A modern hotel room with a bed, sofa, TV, and balcony with a view.

10. Port de Plaisance Resort, Trademark Collection by Wyndham

Cole Bay

2 outdoor pools
Poolside bar
Pool loungers
Near the beach
Full-service spa

$140

$147 total

includes taxes & fees

Sep 26 - Sep 27

A balcony with a view of a beach and pool area, including lounge chairs and umbrellas.

A spacious room with a large glass door leading to a balcony with a view of the beach and ocean.

A beachfront hotel with a pool area, palm trees, and ocean views.

A balcony with a view of the ocean and a beach.

11. Royal Islander Resort La Plage

Lowlands

Outdoor pool
Poolside bar
Pool loungers
On the beach
Hot tub

$170

$206 total

includes taxes & fees

Sep 29 - Sep 30

A balcony with a view of a pool and beach, a table with a vase of flowers, and a chair.

A wooden table with chairs on a balcony overlooking a beach and ocean.

A beach with clear turquoise water, a sandy shore, and a hotel with multiple balconies overlooking the sea.

A modern living room with a sofa, a coffee table, a TV, and a large window with a view of a resort.

12. Royal Islander Resort La Terrasse

Lowlands

Outdoor pool
Poolside bar
Pool loungers
Near the beach
Hot tub

$154

$186 total

includes taxes & fees

Oct 3 - Oct 4

A hotel with multiple floors, a swimming pool, and outdoor seating areas.

A beach setting with palm trees, a swing chair, and beach chairs.

Two people relaxing in wicker swing chairs under palm trees on a sandy beach.

A modern living room with a staircase, a dining area with a view, and a balcony with tropical plants.

13. Hommage Hotel & Residences

Nettle Bay

2 outdoor pools
Pool loungers
Near the beach
Full-service spa

$165

$171 total

includes taxes & fees

Oct 3 - Oct 4

A resort pool area with a curved design, lounge chairs, umbrellas, and a building with a light-colored facade.

A coastal hotel with multiple buildings, a dock, and a mountainous backdrop.

A beach with clear turquoise water, a sandy shore, and white buildings on a hillside.

A balcony with a turquoise chair and a book, overlooking a clear blue sea and rocky coastline.

14. Oyster Bay Beach Resort

Oyster Pond

Outdoor pool
Pool loungers
Near the beach
Hot tub

$176

$211 total

includes taxes & fees

Sep 26 - Sep 27

A pool area with lounge chairs, palm trees, and a view of the ocean.

A hotel room with a bed, desk, chair, and a view of the ocean.

A resort with beachfront villas, a pier, and clear turquoise waters.

A balcony with two chairs and a table, overlooking a resort with a pool and mountains.

15. Oceans at Divi Little Bay

Philipsburg

3 outdoor pools

$209

$269 total

includes taxes & fees

Oct 9 - Oct 10

A pool with lounge chairs and umbrellas, surrounded by palm trees and a clear sky.

A dining table with breakfast items, a view of the ocean, and a balcony railing.

A person in a pink dress standing on a balcony with a view of the sea and distant land.

A balcony with a white balustrade, a round table with a bowl of fruit, and a view of the ocean and buildings.

16. Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

Outdoor pool
Pool loungers
Near the beach

$173

$208 total

includes taxes & fees

Sep 26 - Sep 27

A resort with a large pool, palm trees, and a view of the ocean.

A modern hotel room with a balcony, a dining area with blue chairs, a wooden table, and a kitchen area with a refrigerator.

A hotel room with two beds, a desk, a TV, and a window with a view of the city and mountains.

A family dining at a table with wine glasses, chopsticks, and a teapot.

17. Sonesta Maho Beach All Inclusive Resort Casino & Spa

Lowlands

2 outdoor pools
Poolside bar
Pool loungers
On the beach
Full-service spa

$360

$436 total

includes taxes & fees

Oct 4 - Oct 5

A coastal resort with a swimming pool, beach access, and lush greenery.

An aerial view of a coastal resort with a swimming pool, beach, and ocean views.

A balcony with a view of the ocean, a table, and chairs.

A balcony with a view of the ocean, two wine glasses, and a chair.

18. Grand Case Beach Club

Grand Case

Outdoor pool
Pool loungers
On the beach

$259

$298 total

includes taxes & fees

Sep 27 - Sep 28

An aerial view of a resort with a swimming pool, palm trees, and a paved walkway.

A balcony with wicker furniture, a tray with breakfast items, and a view of the beach and ocean.

A multi-story hotel with a landscaped garden and palm trees.

A beach resort with palm trees, a pathway, and a view of the ocean.

19. Orient Beach Hotel

Orient Bay

Outdoor pool
On the beach

$254

$264 total

includes taxes & fees

Oct 9 - Oct 10

A resort with a swimming pool, lounge chairs, and a view of the ocean.

A beachside area with thatched umbrellas, wooden seating, and a bar area.

A wooden table with a variety of snacks and a fruit bowl, set on a balcony with a view of a beach and ocean.

A beach with white lounge chairs and umbrellas, a palm tree, and a clear blue sky.

20. Hotel La Plantation

Orient Bay

Outdoor pool
Poolside bar
Pool loungers
Direct access to the beach

$179

$186 total

includes taxes & fees

Oct 15 - Oct 16

See more properties

Discover your perfect hotel with a pool in Simpson Bay

Breakfast included

4 stars

Hot tub

5 stars

Spa

Hotels with pools and free breakfast in Simpson Bay

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

$122

$155 total

includes taxes & fees

Oct 4 - Oct 5

Simpson Bay Resort, Marina & Spa

Pelican Key

$159

$191 total

includes taxes & fees

Oct 12 - Oct 13

A heart-shaped structure with text, a wooden pier, and boats on water.

A modern kitchen with grey cabinets, a stainless steel countertop, and a built-in oven.

A hotel room with a bed, desk, chair, television, and a large window with a view of a landscape.

Commodore Suites, SureStay Collection by Best Western

Simpson Bay

$109

$131 total

includes taxes & fees

Sep 26 - Sep 27

A coastal hotel with multiple floors, a prominent hill in the background, and a body of water in the foreground.

A modern bedroom with a large bed, a wooden ceiling, and a painting on the wall.

The Atrium Beach Resort and Spa, an Ascend Collection Resort

Simpson Bay

$109

$140 total

includes taxes & fees

Oct 4 - Oct 5

The Villas at Simpson Bay Resort

Pelican Key

$179

$215 total

includes taxes & fees

Oct 4 - Oct 5

Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

$144

$177 total

includes taxes & fees

Oct 4 - Oct 5

View all properties

4-star hotels with pools in Simpson Bay

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

$122

$155 total

includes taxes & fees

Oct 4 - Oct 5

The Villas at Simpson Bay Resort

Pelican Key

$179

$215 total

includes taxes & fees

Oct 4 - Oct 5

A hotel room with a large bed, a TV, and a view of the ocean.

The Morgan Resort Spa Village

Simpson Bay

$443

$542 total

includes taxes & fees

Sep 27 - Sep 28

Simpson Bay Resort, Marina & Spa

Pelican Key

$159

$191 total

includes taxes & fees

Oct 12 - Oct 13

Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

$144

$177 total

includes taxes & fees

Oct 4 - Oct 5

View all properties

Top neighborhoods in Simpson Bay

Pelican Key

A beach with thatched umbrellas, a pier, and boats in the background.

A beach with clear turquoise water, palm trees, and beach umbrellas. There are buildings with blue and white exteriors in the background.

A sunset over a harbor with several boats and a large cloud formation.

A marina with a dock, a small white building, and a sailboat in the water.

A marina with several sailboats docked near a rocky shoreline and a beach in the background.

Pelican Key

The Pelican Key neighborhood offers attractions such as Flamingo Beach and Lay Bay Beach.

See properties

Top landmarks in Simpson Bay

A wooden pier extending into calm waters with sailboats anchored nearby.

Kim Sha Beach

8.8/10 (591 reviews)

If being by the water is a major draw, Kim Sha Beach is a spot you might want to check out, located 0.3 mi (0.5 km) from central Simpson Bay. If you want to continue walking by the waves, head to Flamingo Beach and Lay Bay Beach, both within a short walk.

See properties

A casino interior with slot machines, blackjack tables, and colorful lighting.

Hollywood Casino

8.2/10 (583 reviews)

Looking to hit the casinos? Why not spend the evening at Hollywood Casino in Pelican Key to find out if luck is your lady. Hotels.com travelers also say the area is great for couples and has lots of nice beaches.

See properties

Simpson Bay Beach

9.2/10 (1,834 reviews)

When the beach is calling your name, you might want to head down to Simpson Bay Beach, located 1 mi (1.6 km) from central Simpson Bay. If you want to continue walking by the waves, head to Maho Beach located nearby.

See properties

Flamingo Beach

9.0/10 (768 reviews)

If want to top up your tan, you might want to head out to Flamingo Beach, located 0.5 mi (0.8 km) from central Simpson Bay. If you want to continue walking by the waves, head to Kim Sha Beach and Lay Bay Beach, both within a short walk.

See properties

Lay Bay Beach

8.4/10 (212 reviews)

Whether you want to hunt for sand dollars or smell the fresh air, Lay Bay Beach is a spot you might want to check out, located 0.7 mi (1.1 km) from central Simpson Bay. Enjoy the sunset by the shore at Flamingo Beach, Kim Sha Beach, and Burgeaux Bay Beach, all 3 within a short walk.

See properties

Dunes Casino

8.0/10 (249 reviews)

Hoping to do some gaming? Try your luck at Dunes Casino when visiting the center of Beacon Hill. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches. It's also full of great shops and restaurants, so you can spend the afternoon having a wander.

See properties

Market Garden Supermarket

9.4/10 (8 reviews)

If you like shopping, take time out to go to Market Garden Supermarket when in Simpson Bay.

See properties

About the destination

Simpson Bay is a romantic destination known for its restaurants and bars. Hunt for sand dollars at Kim Sha Beach and Flamingo Beach. Popular sights in the surrounding area include Maho Beach.