4 Star Hotels in Simpson Bay

October 2026
1
November 2026

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This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

4 Star Hotels in Simpson Bay

1. Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
$110
$142 total
includes taxes & fees
Oct 9 - Oct 10
Hilton Vacation Club Flamingo Beach St. Maarten

2. Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
$155
$186 total
includes taxes & fees
Oct 4 - Oct 5
Simpson Bay Resort, Marina & Spa

3. The Morgan Resort Spa Village

The Morgan Resort Spa Village
Simpson Bay
$403
$497 total
includes taxes & fees
Oct 7 - Oct 8
The Morgan Resort Spa Village

4. Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
Simpson Bay
$110
$141 total
includes taxes & fees
Oct 11 - Oct 12
Hilton Vacation Club Royal Palm St. Maarten

5. The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort
Pelican Key
$176
$211 total
includes taxes & fees
Oct 4 - Oct 5
The Villas at Simpson Bay Resort

6. Royal Islander Resort La Plage

Royal Islander Resort La Plage
Lowlands
$148
$180 total
includes taxes & fees
Oct 4 - Oct 5
Royal Islander Resort La Plage

7. Royal Islander Resort La Terrasse

Royal Islander Resort La Terrasse
Lowlands
$126
$152 total
includes taxes & fees
Oct 5 - Oct 6
Royal Islander Resort La Terrasse

8. Oceans at Divi Little Bay

Oceans at Divi Little Bay
Philipsburg
$206
$265 total
includes taxes & fees
Oct 15 - Oct 16
Oceans at Divi Little Bay

9. Holland House Beach Hotel

Holland House Beach Hotel
Downtown Philipsburg
$218
$261 total
includes taxes & fees
Oct 4 - Oct 5
Holland House Beach Hotel

10. Oyster Bay Beach Resort

Oyster Bay Beach Resort
Oyster Pond
$176
$211 total
includes taxes & fees
Oct 2 - Oct 3
Oyster Bay Beach Resort

11. Grand Case Beach Club

Grand Case Beach Club
Grand Case
$262
$301 total
includes taxes & fees
Oct 2 - Oct 3
Grand Case Beach Club

12. Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa
Lowlands
$360
$436 total
includes taxes & fees
Oct 4 - Oct 5
Sonesta Maho Beach All Inclusive Resort Casino & Spa

13. Hotel La Plantation

Hotel La Plantation
Orient Bay
$178
$185 total
includes taxes & fees
Oct 15 - Oct 16
Hotel La Plantation

14. La Playa Orient Bay

La Playa Orient Bay
Orient Bay
$370
$408 total
includes taxes & fees
Oct 13 - Oct 14
La Playa Orient Bay

15. Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
Maho
$256
$359 total
includes taxes & fees
Oct 6 - Oct 7
Mullet Bay Suites: Your Luxury Stay Awaits

16. Esmeralda Resort

Esmeralda Resort
Orient Bay
$255
$265 total
includes taxes & fees
Oct 8 - Oct 9
Esmeralda Resort

17. condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
Indigo Bay
$302
$447 total
includes taxes & fees
Oct 14 - Oct 15
condostmaarten by the sea -Adults Only-

18. Divi Little Bay Beach Resort

Divi Little Bay Beach Resort
Philipsburg
$169
$220 total
includes taxes & fees
Oct 14 - Oct 15
Divi Little Bay Beach Resort

19. The Forest Suites at Anse Marcel | Boutique Hotel & Restaurant

The Forest Suites at Anse Marcel | Boutique Hotel & Restaurant
Anse Marcel
$255
$265 total
includes taxes & fees
Oct 3 - Oct 4
The Forest Suites at Anse Marcel | Boutique Hotel & Restaurant

20. Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
Oyster Pond
$629
$755 total
includes taxes & fees
Oct 2 - Oct 3
Dawn Beach Club Resort Sint Maarten
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Top neighborhoods in Simpson Bay

Pelican Key

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

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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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.
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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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