4 Star Hotels 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
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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 23 - Oct 24
Hilton Vacation Club Flamingo Beach St. Maarten

2. Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
$169
$203 total
includes taxes & fees
Oct 14 - Oct 15
Simpson Bay Resort, Marina & Spa

3. The Morgan Resort Spa Village

The Morgan Resort Spa Village
Simpson Bay
$364
$453 total
includes taxes & fees
Oct 14 - Oct 15
The Morgan Resort Spa Village

4. The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort
Pelican Key
$198
$237 total
includes taxes & fees
Oct 20 - Oct 21
The Villas at Simpson Bay Resort

5. Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
Simpson Bay
$144
$177 total
includes taxes & fees
Oct 22 - Oct 23
Hilton Vacation Club Royal Palm St. Maarten

6. Royal Islander Resort La Plage

Royal Islander Resort La Plage
Lowlands
$148
$180 total
includes taxes & fees
Oct 14 - Oct 15
Royal Islander Resort La Plage

7. Royal Islander Resort La Terrasse

Royal Islander Resort La Terrasse
Lowlands
$140
$169 total
includes taxes & fees
Oct 14 - Oct 15
Royal Islander Resort La Terrasse

8. Oceans at Divi Little Bay

Oceans at Divi Little Bay
Philipsburg
$206
$265 total
includes taxes & fees
Oct 28 - Oct 29
Oceans at Divi Little Bay

9. Grand Case Beach Club

Grand Case Beach Club
Grand Case
$262
$301 total
includes taxes & fees
Oct 17 - Oct 18
Grand Case Beach Club

10. Holland House Beach Hotel

Holland House Beach Hotel
Downtown Philipsburg
$245
$294 total
includes taxes & fees
Oct 17 - Oct 18
Holland House Beach Hotel

11. Oyster Bay Beach Resort

Oyster Bay Beach Resort
Oyster Pond
$176
$212 total
includes taxes & fees
Oct 14 - Oct 15
Oyster Bay Beach Resort

12. Hotel La Plantation

Hotel La Plantation
Orient Bay
$175
$182 total
includes taxes & fees
Oct 17 - Oct 18
Hotel La Plantation

13. Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
Maho
$232
$333 total
includes taxes & fees
Oct 21 - Oct 22
Mullet Bay Suites: Your Luxury Stay Awaits

14. Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa
Lowlands
$360
$436 total
includes taxes & fees
Oct 14 - Oct 15
Sonesta Maho Beach All Inclusive Resort Casino & Spa

15. Esmeralda Resort

Esmeralda Resort
Orient Bay
$251
$261 total
includes taxes & fees
Oct 14 - Oct 15
Esmeralda Resort

16. La Playa Orient Bay

La Playa Orient Bay
Orient Bay
$389
$429 total
includes taxes & fees
Nov 1 - Nov 2
La Playa Orient Bay

17. condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
Indigo Bay
$302
$447 total
includes taxes & fees
Oct 19 - Oct 20
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 28 - Oct 29
Divi Little Bay Beach Resort

19. Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
Oyster Pond
$629
$755 total
includes taxes & fees
Oct 14 - Oct 15
Dawn Beach Club Resort Sint Maarten
See more properties

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.
See properties
A Hollywood Casino building with a red roof, yellow walls, and a signboard.

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