Hotels in Simpson Bay

October 2026
7
November 2026

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Check prices for these dates

This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Where to stay in Simpson Bay?

1. Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa
Lowlands
$360
$436 total
includes taxes & fees
Oct 11 - Oct 12
Sonesta Maho Beach All Inclusive Resort Casino & Spa

2. The Morgan Resort Spa Village

The Morgan Resort Spa Village
Simpson Bay
$382
$472 total
includes taxes & fees
Oct 15 - Oct 16
The Morgan Resort Spa Village

3. Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
$159
$191 total
includes taxes & fees
Oct 12 - Oct 13
Simpson Bay Resort, Marina & Spa

4. 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

5. Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort
Lowlands
$681
$825 total
includes taxes & fees
Oct 13 - Oct 14
Sonesta Ocean Point All Inclusive, Adults Only Resort

6. Divi Little Bay Beach Resort

Divi Little Bay Beach Resort
Philipsburg
$169
$220 total
includes taxes & fees
Oct 25 - Oct 26
Divi Little Bay Beach Resort

7. The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort
Pelican Key
$188
$226 total
includes taxes & fees
Oct 8 - Oct 9
The Villas at Simpson Bay Resort

8. Fourteen at Mullet Bay

Fourteen at Mullet Bay
Maho
Fourteen at Mullet Bay

9. Oyster Bay Beach Resort

Oyster Bay Beach Resort
Oyster Pond
$176
$211 total
includes taxes & fees
Oct 8 - Oct 9
Oyster Bay Beach Resort

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

The Atrium Beach Resort and Spa, an Ascend Collection Resort
Simpson Bay
$159
$203 total
includes taxes & fees
Oct 22 - Oct 23
The Atrium Beach Resort and Spa, an Ascend Collection Resort

11. Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
Simpson Bay
$124
$156 total
includes taxes & fees
Oct 11 - Oct 12
Hilton Vacation Club Royal Palm St. Maarten

12. Royal Islander Resort La Plage

Royal Islander Resort La Plage
Lowlands
$156
$189 total
includes taxes & fees
Oct 12 - Oct 13
Royal Islander Resort La Plage

13. Oceans at Divi Little Bay

Oceans at Divi Little Bay
Philipsburg
$206
$265 total
includes taxes & fees
Oct 25 - Oct 26
Oceans at Divi Little Bay

14. Baker's Suites

Baker's Suites
Simpson Bay
$105
$129 total
includes taxes & fees
Oct 9 - Oct 10
Baker's Suites

15. La Vista Hotel

La Vista Hotel
Pelican Key
$203
$213 total
includes taxes & fees
Oct 28 - Oct 29
La Vista Hotel

16. JW Marriott St. Maarten Beach Resort & Spa

JW Marriott St. Maarten Beach Resort & Spa
Oyster Pond
$305
$401 total
includes taxes & fees
Oct 13 - Oct 14
JW Marriott St. Maarten Beach Resort & Spa

17. Commodore Suites, SureStay Collection by Best Western

Commodore Suites, SureStay Collection by Best Western
Simpson Bay
$140
$168 total
includes taxes & fees
Oct 8 - Oct 9
Commodore Suites, SureStay Collection by Best Western

18. Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa
Simpson Bay
$113
$135 total
includes taxes & fees
Oct 14 - Oct 15
Mary's Boon Beach Resort & Spa

19. Royal Islander Resort La Terrasse

Royal Islander Resort La Terrasse
Lowlands
$139
$168 total
includes taxes & fees
Oct 12 - Oct 13
Royal Islander Resort La Terrasse

20. Holland House Beach Hotel

Holland House Beach Hotel
Downtown Philipsburg
$245
$294 total
includes taxes & fees
Oct 15 - Oct 16
Holland House Beach Hotel
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Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
$196
per night
$471 total
includes taxes & fees
Sign in for extra savings
Simpson Bay Resort, Marina & Spa

Baker's Suites

Baker's Suites
Simpson Bay
$94
per night
$231 total
includes taxes & fees
Baker's Suites

The Hills Residence

The Hills Residence
Simpson Bay
$35 off
$158
per night
$532 total
includes taxes & fees
The Hills Residence

The Morgan Resort Spa Village

The Morgan Resort Spa Village
Simpson Bay
$439
per night
$1,074 total
includes taxes & fees
Sign in for extra savings
The Morgan Resort Spa Village

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort
Pelican Key
$208
per night
$498 total
includes taxes & fees
Sign in for extra savings
The Villas at Simpson Bay Resort

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
$187
per night
$450 total
includes taxes & fees
Sign in for extra savings
Simpson Bay Resort, Marina & Spa

Baker's Suites

Baker's Suites
Simpson Bay
$94
per night
$231 total
includes taxes & fees
Baker's Suites

Azure Hotel and Art Studio

Azure Hotel and Art Studio
Simpson Bay
$146
per night
$306 total
includes taxes & fees
Sign in for extra savings
Azure Hotel and Art Studio

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
Simpson Bay
$69 off
$254
per night
$585 total
includes taxes & fees
Hilton Vacation Club Royal Palm St. Maarten

The Hills Residence

The Hills Residence
Simpson Bay
$34 off
$153
per night
$514 total
includes taxes & fees
The Hills Residence

The Morgan Resort Spa Village

The Morgan Resort Spa Village
Simpson Bay
$439
per night
$1,074 total
includes taxes & fees
Sign in for extra savings
The Morgan Resort Spa Village

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort
Pelican Key
$222
per night
$532 total
includes taxes & fees
Sign in for extra savings
The Villas at Simpson Bay Resort

You can also stay at hotels with a pool in Simpson Bay

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
$159
$191 total
includes taxes & fees
Oct 12 - Oct 13
Simpson Bay Resort, Marina & Spa

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

The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort
Simpson Bay
$159
$203 total
includes taxes & fees
Oct 22 - Oct 23
The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Morgan Resort Spa Village

The Morgan Resort Spa Village
Simpson Bay
$382
$472 total
includes taxes & fees
Oct 15 - Oct 16
The Morgan Resort Spa Village

Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa
Simpson Bay
$113
$135 total
includes taxes & fees
Oct 14 - Oct 15
Mary's Boon Beach Resort & Spa

Commodore Suites, SureStay Collection by Best Western

Commodore Suites, SureStay Collection by Best Western
Simpson Bay
$140
$168 total
includes taxes & fees
Oct 8 - Oct 9
Commodore Suites, SureStay Collection by Best Western

La Vista Hotel

La Vista Hotel
Pelican Key
$203
$213 total
includes taxes & fees
Oct 28 - Oct 29
La Vista Hotel

The Hills Residence

The Hills Residence
Simpson Bay
$169
$285 total
includes taxes & fees
Oct 22 - Oct 23
The Hills Residence

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort
Pelican Key
$188
$226 total
includes taxes & fees
Oct 8 - Oct 9
The Villas at Simpson Bay Resort

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
Simpson Bay
$124
$156 total
includes taxes & fees
Oct 11 - Oct 12
Hilton Vacation Club Royal Palm St. Maarten
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Go beyond your typical stay in Simpson Bay

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Waterpark
Our prices for hotels in Simpson Bay are cheapest in September

Price trends for hotels in Simpson Bay

Pricing is based on two traveler single night rates
View properties in October

October

High 29°C / low 27°C. Cloudy most days.
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Monthly weather averages (˚C)

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 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.
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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.

See all hotels in Simpson Bay
A coastal town with a marina, mountains in the background, and a clear sky.

Check out reviews of Simpson Bay hotels guests love

Azure Hotel and Art Studio

Azure Hotel and Art Studio
Simpson Bay

10/10 Exceptional

United States
Mitchell
Azure Hotel and Art Studio

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort
Pelican Key

10/10 Exceptional

United States
Angelice
The Villas at Simpson Bay Resort

Baker's Suites

Baker's Suites
Simpson Bay

10/10 Exceptional

United States
Kathy
Baker's Suites

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key

10/10 Exceptional

United States
John
Hilton Vacation Club Flamingo Beach St. Maarten

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key

10/10 Exceptional

United States
Clifford
Simpson Bay Resort, Marina & Spa

The Morgan Resort Spa Village

The Morgan Resort Spa Village
Simpson Bay

10/10 Exceptional

United States
Jevon Christian
The Morgan Resort Spa Village

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
Simpson Bay

10/10 Exceptional

United States
Anonymous traveler
Hilton Vacation Club Royal Palm St. Maarten

The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort
Simpson Bay

10/10 Exceptional

United States
Zoya
The Atrium Beach Resort and Spa, an Ascend Collection Resort

Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa
Simpson Bay

10/10 Exceptional

United States
willem
Mary's Boon Beach Resort & Spa

Cocovaa

Cocovaa
Simpson Bay

10/10 Exceptional

United States
Kevin
Cocovaa

Commodore Suites, SureStay Collection by Best Western

Commodore Suites, SureStay Collection by Best Western
Simpson Bay

10/10 Exceptional

United States
Bryan
Commodore Suites, SureStay Collection by Best Western

The Hills Residence

The Hills Residence
Simpson Bay

10/10 Exceptional

United States
LaShawn
The Hills Residence

Simpson Bay Suites

Simpson Bay Suites
Simpson Bay

10/10 Exceptional

United States
barry
Simpson Bay Suites

The Forest Suites at Anse Marcel | Boutique Hotel & Restaurant

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

10/10 Exceptional

United States
Peter
The Forest Suites at Anse Marcel | Boutique Hotel & Restaurant

Pomme Cannelle Luxury Suites & Spa

Pomme Cannelle Luxury Suites & Spa
Orient Bay

10/10 Exceptional

United States
Lara Abigail
Pomme Cannelle Luxury Suites & Spa

Le Martin Boutique Hôtel

Le Martin Boutique Hôtel
Cul de Sac

10/10 Exceptional

United States
Elizabeth
Le Martin Boutique Hôtel

Villa Jwi Lavi Boutique Hotel

Villa Jwi Lavi Boutique Hotel
Cul de Sac

10/10 Exceptional

United States
Cameron
Villa Jwi Lavi Boutique Hotel

Orient Beach Hotel

Orient Beach Hotel
Orient Bay

10/10 Exceptional

United States
Anonymous traveler
Orient Beach Hotel

Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
Maho

10/10 Exceptional

United States
Juanita
Mullet Bay Suites: Your Luxury Stay Awaits

Frequently Asked Questions

What accommodations do travelers like in Simpson Bay?

Where can I find free parking with my stay in Simpson Bay?

Azure Hotel and Art Studio offers the perk of free parking.

Can I book a refundable hotel in Simpson Bay?

If you're looking for the flexibility to change your plans to Simpson Bay, most properties provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Simpson Bay if I want a vacation home instead of a traditional hotel?

If you want to find a good alternative to a hotel, browse our selection of 38 vacation homes. In addition, there are 173 apartments and 111 condos.

What will the weather in Simpson Bay be like during my visit?

Simpson Bay is a great place to visit any time of year with an average temperature of 78°F during the coldest months.

Why should I book my Simpson Bay accommodation with Hotels.com?

There are lots of reasons to book your Simpson Bay trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.