Beach Hotels in Simpson Bay

October 2026
18
November 2026

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Beach Hotels in Simpson Bay

1. Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
  • On the beach
  • Outdoor pool
$110
$142 total
includes taxes & fees
Oct 26 - Oct 27
Hilton Vacation Club Flamingo Beach St. Maarten

2. Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
  • On private beach
  • Beach bar
  • Beach loungers
  • 6 outdoor pools
$173
$207 total
includes taxes & fees
Oct 21 - Oct 22
Simpson Bay Resort, Marina & Spa

3. Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa
Simpson Bay
  • On the beach
  • Beachfront dining
  • Beach cabanas included
  • Beach loungers
  • Outdoor pool
$113
$135 total
includes taxes & fees
Oct 25 - Oct 26
Mary's Boon Beach Resort & Spa

4. Baker's Suites

Baker's Suites
Simpson Bay
  • Near the beach
  • Beach towels
$105
$129 total
includes taxes & fees
Oct 19 - Oct 20
Baker's Suites

5. Azure Hotel and Art Studio

Azure Hotel and Art Studio
Simpson Bay
  • On the beach
  • Beach loungers
$117
$133 total
includes taxes & fees
Oct 30 - Oct 31
Azure Hotel and Art Studio

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

The Atrium Beach Resort and Spa, an Ascend Collection Resort
Simpson Bay
  • On the beach
  • Beach loungers
  • Outdoor pool
$199
$253 total
includes taxes & fees
Oct 19 - Oct 20
The Atrium Beach Resort and Spa, an Ascend Collection Resort

7. Commodore Suites, SureStay Collection by Best Western

Commodore Suites, SureStay Collection by Best Western
Simpson Bay
  • Direct access to the beach
  • Outdoor pool
$127
$152 total
includes taxes & fees
Oct 19 - Oct 20
Commodore Suites, SureStay Collection by Best Western

8. Travel Inn Hotel

Travel Inn Hotel
Simpson Bay
  • Near the beach
$99
$111 total
includes taxes & fees
Oct 19 - Oct 20
Travel Inn Hotel

9. Cocovaa

Cocovaa
Simpson Bay
  • On the beach
$121
$145 total
includes taxes & fees
Oct 29 - Oct 30
Cocovaa

10. The Hills Residence

The Hills Residence
Simpson Bay
  • 4 outdoor pools
$153
$257 total
includes taxes & fees
Oct 21 - Oct 22
The Hills Residence

11. Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
Simpson Bay
  • On the beach
  • Beach loungers
  • Outdoor pool
$161
$195 total
includes taxes & fees
Nov 5 - Nov 6
Hilton Vacation Club Royal Palm St. Maarten

12. The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort
Pelican Key
  • On the beach
  • Beach bar
  • Beach loungers
  • 6 outdoor pools
$198
$237 total
includes taxes & fees
Oct 20 - Oct 21
The Villas at Simpson Bay Resort

13. The Morgan Resort Spa Village

The Morgan Resort Spa Village
Simpson Bay
  • Outdoor pool
$428
$525 total
includes taxes & fees
Oct 20 - Oct 21
The Morgan Resort Spa Village

14. Simpson Bay Suites

Simpson Bay Suites
Simpson Bay
  • Near the beach
  • Beach club nearby
  • Beach loungers
  • Full-service spa
$135
$151 total
includes taxes & fees
Oct 20 - Oct 21
Simpson Bay Suites

15. Royal Islander Resort La Plage

Royal Islander Resort La Plage
Lowlands
  • On the beach
  • Beach bar
  • Beach loungers
  • Outdoor pool
$153
$185 total
includes taxes & fees
Oct 19 - Oct 20
Royal Islander Resort La Plage

16. Royal Islander Resort La Terrasse

Royal Islander Resort La Terrasse
Lowlands
  • Near the beach
  • Outdoor pool
$140
$169 total
includes taxes & fees
Oct 26 - Oct 27
Royal Islander Resort La Terrasse

17. Hommage Hotel & Residences

Hommage Hotel & Residences
Nettle Bay
  • Near the beach
  • Beachfront dining
  • Beach loungers
  • 2 outdoor pools
$163
$169 total
includes taxes & fees
Oct 20 - Oct 21
Hommage Hotel & Residences

18. Port de Plaisance Resort, Trademark Collection by Wyndham

Port de Plaisance Resort, Trademark Collection by Wyndham
Cole Bay
  • Near the beach
  • 2 outdoor pools
$200
$210 total
includes taxes & fees
Oct 19 - Oct 20
Port de Plaisance Resort, Trademark Collection by Wyndham

19. Carls Unique Inn

Carls Unique Inn
Cole Bay
  • Near the beach
$115
$140 total
includes taxes & fees
Oct 19 - Oct 20
Carls Unique Inn

20. Diamond Gem Residence

Diamond Gem Residence
Cole Bay
  • Free parking
  • Free WiFi
  • Air conditioning
  • Laundry facilities
$97
$116 total
includes taxes & fees
Oct 19 - Oct 20
Diamond Gem Residence
See more properties

Discover your perfect beach hotel in Simpson Bay

Pool
Breakfast included
4 stars
5 stars
Family-friendly

Beach hotels with pools in Simpson Bay

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
$110
$142 total
includes taxes & fees
Oct 26 - Oct 27
Hilton Vacation Club Flamingo Beach St. Maarten

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
$173
$207 total
includes taxes & fees
Oct 21 - Oct 22
Simpson Bay Resort, Marina & Spa

Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa
Simpson Bay
$113
$135 total
includes taxes & fees
Oct 25 - Oct 26
Mary's Boon Beach Resort & Spa

Commodore Suites, SureStay Collection by Best Western

Commodore Suites, SureStay Collection by Best Western
Simpson Bay
$127
$152 total
includes taxes & fees
Oct 19 - Oct 20
Commodore Suites, SureStay Collection by Best Western

The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort
Simpson Bay
$199
$253 total
includes taxes & fees
Oct 19 - Oct 20
The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Morgan Resort Spa Village

The Morgan Resort Spa Village
Simpson Bay
$428
$525 total
includes taxes & fees
Oct 20 - Oct 21
The Morgan Resort Spa Village

The Hills Residence

The Hills Residence
Simpson Bay
$153
$257 total
includes taxes & fees
Oct 21 - Oct 22
The Hills Residence

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

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
Simpson Bay
$161
$195 total
includes taxes & fees
Nov 5 - Nov 6
Hilton Vacation Club Royal Palm St. Maarten
View all properties

Beach hotels with free breakfast in Simpson Bay

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
$110
$142 total
includes taxes & fees
Oct 26 - Oct 27
Hilton Vacation Club Flamingo Beach St. Maarten

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
$173
$207 total
includes taxes & fees
Oct 21 - Oct 22
Simpson Bay Resort, Marina & Spa

Commodore Suites, SureStay Collection by Best Western

Commodore Suites, SureStay Collection by Best Western
Simpson Bay
$127
$152 total
includes taxes & fees
Oct 19 - Oct 20
Commodore Suites, SureStay Collection by Best Western

The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort
Simpson Bay
$199
$253 total
includes taxes & fees
Oct 19 - Oct 20
The Atrium Beach Resort and Spa, an Ascend Collection Resort

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

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
Simpson Bay
$161
$195 total
includes taxes & fees
Nov 5 - Nov 6
Hilton Vacation Club Royal Palm St. Maarten
View all properties

4-star beach hotels in Simpson Bay

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
$110
$142 total
includes taxes & fees
Oct 26 - Oct 27
Hilton Vacation Club Flamingo Beach St. Maarten

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
$173
$207 total
includes taxes & fees
Oct 21 - Oct 22
Simpson Bay Resort, Marina & Spa

The Morgan Resort Spa Village

The Morgan Resort Spa Village
Simpson Bay
$428
$525 total
includes taxes & fees
Oct 20 - Oct 21
The Morgan Resort Spa Village

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

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
Simpson Bay
$161
$195 total
includes taxes & fees
Nov 5 - Nov 6
Hilton Vacation Club Royal Palm St. Maarten
View all 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

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.