Hotels with a Pool in Simpson Bay

October 2026
November 2026

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Sep 25 - Sep 27
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Oct 2 - Oct 4

Hotels with a Pool in Simpson Bay

1. Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On the beach
$120
$152 total
includes taxes & fees
Sep 21 - Sep 22
Hilton Vacation Club Flamingo Beach St. Maarten

2. Simpson Bay Resort, Marina & Spa

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
Sep 23 - Sep 24
Simpson Bay Resort, Marina & Spa

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

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
The Atrium Beach Resort and Spa, an Ascend Collection Resort

4. Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa
Simpson Bay
  • Outdoor pool
  • Pool loungers
  • On the beach
  • Full-service spa
$125
$150 total
includes taxes & fees
Sep 21 - Sep 22
Mary's Boon Beach Resort & Spa

5. The Morgan Resort Spa Village

The Morgan Resort Spa Village
Simpson Bay
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Full-service spa
$443
$542 total
includes taxes & fees
Sep 20 - Sep 21
The Morgan Resort Spa Village

6. Commodore Suites, SureStay Collection by Best Western

Commodore Suites, SureStay Collection by Best Western
Simpson Bay
  • Outdoor pool
  • Pool loungers
  • Direct access to the beach
  • 2 hot tubs
$124
$149 total
includes taxes & fees
Sep 21 - Sep 22
Commodore Suites, SureStay Collection by Best Western

7. The Hills Residence

The Hills Residence
Simpson Bay
  • 4 outdoor pools
$169
$285 total
includes taxes & fees
Oct 4 - Oct 5
The Hills Residence

8. Hilton Vacation Club Royal Palm St. Maarten

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
Hilton Vacation Club Royal Palm St. Maarten

9. The Villas at Simpson Bay Resort

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
The Villas at Simpson Bay Resort

10. Port de Plaisance Resort, Trademark Collection by Wyndham

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 20 - Sep 21
Port de Plaisance Resort, Trademark Collection by Wyndham

11. Royal Islander Resort La Plage

Royal Islander Resort La Plage
Lowlands
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On the beach
  • Hot tub
$168
$203 total
includes taxes & fees
Sep 29 - Sep 30
Royal Islander Resort La Plage

12. Hommage Hotel & Residences

Hommage Hotel & Residences
Nettle Bay
  • 2 outdoor pools
  • Pool loungers
  • Near the beach
  • Full-service spa
$174
$181 total
includes taxes & fees
Sep 20 - Sep 21
Hommage Hotel & Residences

13. Divi Little Bay Beach Resort

Divi Little Bay Beach Resort
Philipsburg
  • 3 outdoor pools
  • Poolside bar
  • Pool loungers
  • On the beach
  • Full-service spa
$156
$203 total
includes taxes & fees
Oct 3 - Oct 4
Divi Little Bay Beach Resort

14. Royal Islander Resort La Terrasse

Royal Islander Resort La Terrasse
Lowlands
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
  • Hot tub
$151
$182 total
includes taxes & fees
Sep 28 - Sep 29
Royal Islander Resort La Terrasse

15. Grand Case Beach Club

Grand Case Beach Club
Grand Case
  • Outdoor pool
  • Pool loungers
  • On the beach
$249
$286 total
includes taxes & fees
Oct 19 - Oct 20
Grand Case Beach Club

16. Oyster Bay Beach Resort

Oyster Bay Beach Resort
Oyster Pond
  • Outdoor pool
  • Pool loungers
  • Near the beach
  • Hot tub
$176
$211 total
includes taxes & fees
Sep 20 - Sep 21
Oyster Bay Beach Resort

17. Sonesta Maho Beach All Inclusive Resort Casino & Spa

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 5 - Oct 6
Sonesta Maho Beach All Inclusive Resort Casino & Spa

18. L'Esperance Hotel

L'Esperance Hotel
Philipsburg
  • Outdoor pool
  • Near the beach
$135
$155 total
includes taxes & fees
Sep 21 - Sep 22
L'Esperance Hotel

19. Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
  • Outdoor pool
  • Pool loungers
  • Near the beach
$173
$208 total
includes taxes & fees
Sep 20 - Sep 21
Princess Heights Luxury Boutique Condo Hotel

20. Hotel La Plantation

Hotel La Plantation
Orient Bay
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Direct access to the beach
$180
$187 total
includes taxes & fees
Oct 15 - Oct 16
Hotel La Plantation
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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

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
$120
$152 total
includes taxes & fees
Sep 21 - Sep 22
Hilton Vacation Club Flamingo Beach St. Maarten

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
$159
$191 total
includes taxes & fees
Sep 23 - Sep 24
Simpson Bay Resort, Marina & Spa

The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort
Simpson Bay
$109
$140 total
includes taxes & fees
Oct 4 - Oct 5
The Atrium Beach Resort and Spa, an Ascend Collection Resort

Commodore Suites, SureStay Collection by Best Western

Commodore Suites, SureStay Collection by Best Western
Simpson Bay
$124
$149 total
includes taxes & fees
Sep 21 - Sep 22
Commodore Suites, SureStay Collection by Best Western

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
Simpson Bay
$144
$177 total
includes taxes & fees
Oct 4 - Oct 5
Hilton Vacation Club Royal Palm St. Maarten

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort
Pelican Key
$179
$215 total
includes taxes & fees
Oct 4 - Oct 5
The Villas at Simpson Bay Resort
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4-star hotels with pools in Simpson Bay

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
$120
$152 total
includes taxes & fees
Sep 21 - Sep 22
Hilton Vacation Club Flamingo Beach St. Maarten

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
$159
$191 total
includes taxes & fees
Sep 23 - Sep 24
Simpson Bay Resort, Marina & Spa

The Morgan Resort Spa Village

The Morgan Resort Spa Village
Simpson Bay
$443
$542 total
includes taxes & fees
Sep 20 - Sep 21
The Morgan Resort Spa Village

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
Simpson Bay
$144
$177 total
includes taxes & fees
Oct 4 - Oct 5
Hilton Vacation Club Royal Palm St. Maarten

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort
Pelican Key
$179
$215 total
includes taxes & fees
Oct 4 - Oct 5
The Villas at Simpson Bay Resort
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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 beach with blue and yellow umbrellas, a sandy shore, and a hotel in the background.

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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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.