Resorts in Simpson Bay

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Resorts in Simpson Bay

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

A table set for two with a view of the sea and mountains at sunset.

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

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

1. Simpson Bay Resort, Marina & Spa

Pelican Key

$159

$191 total

includes taxes & fees

Oct 12 - Oct 13

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

A beachfront hotel with a sandy beach, clear turquoise waters, and a rocky shoreline.

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

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

2. Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

$110

$142 total

includes taxes & fees

Oct 23 - Oct 24

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

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

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

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

3. The Morgan Resort Spa Village

Simpson Bay

$382

$472 total

includes taxes & fees

Oct 15 - Oct 16

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

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

A coastal hotel with multiple buildings, a dock, and clear turquoise waters.

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

4. The Villas at Simpson Bay Resort

Pelican Key

$188

$226 total

includes taxes & fees

Oct 8 - Oct 9

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 spacious lobby with a curved blue sofa, a modern chandelier, and a view of the kitchen and dining area.

5. Royal Islander Resort La Plage

Lowlands

$156

$189 total

includes taxes & fees

Oct 12 - Oct 13

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

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

A bar area with wooden chairs and tables, shelves with bottles, and a counter.

6. Port de Plaisance Resort, Trademark Collection by Wyndham

Cole Bay

$200

$210 total

includes taxes & fees

Oct 27 - Oct 28

A gym with various exercise equipment, a large mirror, and a television on the wall.

A restaurant with a modern interior, featuring black wicker chairs, wooden tables, and a decorative ceiling with hanging lights.

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

An outdoor terrace with round tables, white tablecloths, and string lights.

7. Sonesta Maho Beach All Inclusive Resort Casino & Spa

Lowlands

$360

$436 total

includes taxes & fees

Oct 11 - Oct 12

A balcony with a pool, clear turquoise water, and a distant ship.

A deck with two lounge chairs and a railing overlooking turquoise ocean waters.

A staircase with white and blue steps leading to a balcony with a view of the ocean.

A coastal scene with clear turquoise waters, a rocky shoreline, and dense foliage.

8. Sapphire Beach Club Resort

Maho

$104

$125 total

includes taxes & fees

Oct 10 - Oct 11

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

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

A modern living room with a glass coffee table, a beige sofa, a black leather sofa, and a view of a mountainous landscape through large windows.

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

9. Oyster Bay Beach Resort

Oyster Pond

$176

$211 total

includes taxes & fees

Oct 8 - Oct 9

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

A rooftop bar with outdoor seating, overlooking a coastal area.

A coastal hotel with multiple red-roofed buildings, a beach, and a cruise ship in the background.

A hotel lobby with multiple seating areas, a central bar, and a kitchen visible in the background.

10. Divi Little Bay Beach Resort

Philipsburg

$169

$220 total

includes taxes & fees

Oct 25 - Oct 26

A modern hotel with a pool on a rocky outcrop, overlooking the sea.

A dining table set with fine dining utensils and a candle, overlooking a turquoise sea with a sailboat in the distance.

A beach scene with clear turquoise water and a rocky shoreline.

A waiter pouring champagne into a glass at a table with a bottle of champagne, a glass of champagne, and a basket of strawberries.

11. Sonesta Ocean Point All Inclusive, Adults Only Resort

Lowlands

$681

$825 total

includes taxes & fees

Oct 13 - Oct 14

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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 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.

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

Pelican Key

The Pelican Key neighborhood offers attractions such as Hollywood Casino and Flamingo Beach.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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Learn more about Simpson Bay

Admired for its live music and entertainment, Simpson Bay features attractions such as Kim Sha Beach and Flamingo Beach. This beachside city has something for everyone including its casinos, restaurants, and sights like Hollywood Casino and Simpson Bay Beach.

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

Find out more about Simpson Bay

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.