Best Resorts in Simpson Bay

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Simpson Bay resorts

A swimming pool with clear blue water, a building with balconies, and palm trees.

1. Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
4.0 star property
Pelican Key
9.2 out of 10, Wonderful, (1,812 reviews)
"Great Stay!"
United States
Nicholas
$147 nightly
The price is $154
Nov 12 - Nov 13
Total with taxes and fees
Hilton Vacation Club Flamingo Beach St. Maarten
A beach with thatched umbrellas and lounge chairs, a palm tree, and a building in the background.

2. Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
4.0 star property
Pelican Key
9.0 out of 10, Wonderful, (2,170 reviews)
"Great location, close to the strip and the beach"
United States
Isaac Kweku
$286 nightly
The price is $298
Nov 7 - Nov 8
Total with taxes and fees
Simpson Bay Resort, Marina & Spa
A clear blue pool with lounge chairs and palm trees, overlooking the ocean.

3. The Morgan Resort Spa Village

The Morgan Resort Spa Village
4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (2,421 reviews)
"Rooms were very clean, beautiful view, friendly staff. Definitely will stay there again"
United States
AMARACHI
$456 nightly
The price is $476
Nov 8 - Nov 9
Total with taxes and fees
The Morgan Resort Spa Village
A resort with multiple hotel buildings, a marina, and a clear blue ocean.

4. The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort
4.0 star property
Pelican Key
9.2 out of 10, Wonderful, (1,604 reviews)
"Great hotel/resort"
Canada
Meghdeep
$313 nightly
The price is $327
Nov 15 - Nov 16
Total with taxes and fees
The Villas at Simpson Bay Resort
A balcony with a view of a beach and pool area, including lounge chairs and umbrellas.

5. Royal Islander Resort La Plage

Royal Islander Resort La Plage
4.0 star property
Lowlands
8.8 out of 10, Excellent, (684 reviews)
"Great hotel & location"
United States
Ashleigh
$215 nightly
The price is $225
Nov 8 - Nov 9
Total with taxes and fees
Royal Islander Resort La Plage
A resort pool area with a curved design, lounge chairs, umbrellas, and a building with a light-colored facade.

6. Oyster Bay Beach Resort

Oyster Bay Beach Resort
4.0 star property
Oyster Pond
9.0 out of 10, Wonderful, (1,002 reviews)
"Great place to stay"
United States
Marv
$203 nightly
The price is $212
Nov 7 - Nov 8
Total with taxes and fees
Oyster Bay Beach Resort
A beach with clear turquoise water, a sandy shore, and a resort building with multiple floors and palm trees.

7. Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa
4.0 star property
Lowlands
8.0 out of 10, Very good, (3,297 reviews)
"Resort was beautiful and the food was great"
United States
Frederick Junior
$415 nightly
The price is $503
Nov 8 - Nov 9
Total with taxes and fees
Sonesta Maho Beach All Inclusive Resort Casino & Spa
A beachside view with a yacht docked at a pier, lounge chairs, and a palm tree.

8. Port de Plaisance Resort, Trademark Collection by Wyndham

Port de Plaisance Resort, Trademark Collection by Wyndham
3.5 star property
Cole Bay
7.6 out of 10, Good, (794 reviews)
"The staff and hotel room view was amazing, bathroom a bit small though."
United States
Janeen
$300 nightly
The price is $315
Nov 6 - Nov 7
Total with taxes and fees
Port de Plaisance Resort, Trademark Collection by Wyndham
A balcony with a pool, clear turquoise water, and a distant ship.

9. Sapphire Beach Club Resort

Sapphire Beach Club Resort
3.0 star property
Maho
7.0 out of 10, Good, (952 reviews)
"Good and safe location"
United States
Jose
$129 nightly
The price is $135
Dec 5 - Dec 6
Total with taxes and fees
Sapphire Beach Club Resort
A resort pool with lounge chairs, palm trees, and a view of the ocean.

10. Divi Little Bay Beach Resort

Divi Little Bay Beach Resort
4.0 star property
Philipsburg
8.2 out of 10, Very good, (1,000 reviews)
"Had great stay Staff is Great Time well spent"
United States
Ronald
$292 nightly
The price is $306
Nov 6 - Nov 7
Total with taxes and fees
Divi Little Bay Beach Resort
A tropical beach with clear turquoise water, palm trees, and rocky terrain.

11. Peaceful Caribbean Stay | 2 Beaches, Aqua Gym, Snorkeling & Paddleboards

Peaceful Caribbean Stay | 2 Beaches, Aqua Gym, Snorkeling & Paddleboards
Grand-Case
$334 nightly
The price is $380
Nov 14 - Nov 15
Total with taxes and fees
Peaceful Caribbean Stay | 2 Beaches, Aqua Gym, Snorkeling & Paddleboards
A tropical beach with clear turquoise water, palm trees, and rocky terrain.

12. Seaside Serenity | 2 Beaches, Pool, Balcony w/ Oceanview & Diving Options

Seaside Serenity | 2 Beaches, Pool, Balcony w/ Oceanview & Diving Options
Grand-Case
10.0 out of 10, Exceptional, (1 review)
$436 nightly
The price is $496
Nov 12 - Nov 13
Total with taxes and fees
Seaside Serenity | 2 Beaches, Pool, Balcony w/ Oceanview & Diving Options
A tropical beach with clear turquoise water, palm trees, and rocky terrain.

13. Sunkissed Shores Await | Studio Suite with Ocean Views & Island Adventures

Sunkissed Shores Await | Studio Suite with Ocean Views & Island Adventures
Grand-Case
$436 nightly
The price is $496
Nov 12 - Nov 13
Total with taxes and fees
Sunkissed Shores Await | Studio Suite with Ocean Views & Island Adventures
A tropical beach with clear turquoise water, palm trees, and rocky terrain.

14. Dreamy Coastal Suite | Paddle, Snorkel, Dine & Explore in Tranquility

Dreamy Coastal Suite | Paddle, Snorkel, Dine & Explore in Tranquility
Grand-Case
$406 nightly
The price is $462
Nov 8 - Nov 9
Total with taxes and fees
Dreamy Coastal Suite | Paddle, Snorkel, Dine & Explore in Tranquility
A tropical beach with clear turquoise water, palm trees, and rocky terrain.

15. Romantic Island Stay with Beach Access & Guided Ocean Excursions

Romantic Island Stay with Beach Access & Guided Ocean Excursions
Grand-Case
$406 nightly
The price is $462
Nov 8 - Nov 9
Total with taxes and fees
Romantic Island Stay with Beach Access & Guided Ocean Excursions
A tropical beach with clear turquoise water, palm trees, and rocky terrain.

16. Grand Case Getaway | Ocean Views, Yoga, Pool & Creole Rock Watersports

Grand Case Getaway | Ocean Views, Yoga, Pool & Creole Rock Watersports
Grand-Case
$477 nightly
The price is $543
Nov 15 - Nov 16
Total with taxes and fees
Grand Case Getaway | Ocean Views, Yoga, Pool & Creole Rock Watersports
A modern hotel with a pool on a rocky outcrop, overlooking the sea.

17. Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort
5.0 star property
Lowlands
8.8 out of 10, Excellent, (1,001 reviews)
"Amazing place for the price and everyone was extremely nice and helpful, I will be staying there once a year from now on !"
United States
MARIO
$851 nightly
The price is $888
Nov 16 - Nov 17
Total with taxes and fees
Sonesta Ocean Point All Inclusive, Adults Only Resort
A tropical beach with clear turquoise water, palm trees, and rocky terrain.

18. Stylish Suite by the Sea with Exclusive Beach Access & Water Activities

Stylish Suite by the Sea with Exclusive Beach Access & Water Activities
Grand-Case
$477 nightly
The price is $543
Nov 15 - Nov 16
Total with taxes and fees
Stylish Suite by the Sea with Exclusive Beach Access & Water Activities
A tropical beach with clear turquoise water, palm trees, and rocky terrain.

19. Garden View Room with Private Beaches, Pool, Gym & Watersports Adventures

Garden View Room with Private Beaches, Pool, Gym & Watersports Adventures
Grand-Case
$334 nightly
The price is $380
Nov 14 - Nov 15
Total with taxes and fees
Garden View Room with Private Beaches, Pool, Gym & Watersports Adventures
A tropical beach with clear turquoise water, palm trees, and rocky terrain.

20. Relaxation Meets Adventure | Beachfront Stay w/ Views & Water Sports

Relaxation Meets Adventure | Beachfront Stay w/ Views & Water Sports
Grand-Case
$477 nightly
The price is $543
Nov 8 - Nov 9
Total with taxes and fees
Relaxation Meets Adventure | Beachfront Stay w/ Views & Water Sports
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Learn more about Simpson Bay

Sheltered turquoise waters make Simpson Bay perfect for sailing adventures and waterfront dining at local seafood restaurants. Explore nearby Maho Beach where planes fly dramatically low overhead, or visit the casinos along the bay for evening entertainment.

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

Top reviews in Simpson Bay

A swimming pool with clear blue water, a building with balconies, and palm trees.
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key

10/10 Excellent

We rented a two bedroom unit (really two one bedroom units connected by a short hallway) with our 21 year-old triplets. It was a perfect setup for us. My wife and I took one unit, and our kids took the other. The resort is in a very convenient location- also very well-maintained. There are a number of restaurants and bars within walking distance, which our kids really liked because they could go out without waiting for us to drive them somewhere. There is a small grocery store about 100...
United States
John
Reviewed January 17, 2025
Hilton Vacation Club Flamingo Beach St. Maarten

Frequently Asked Questions

How many resorts can I expect to find in Simpson Bay?

Choose from Expedia's 16 resort hotels in Simpson Bay where you'll find great entertainment, beautiful rooms, and more.

What can I expect from a resort vacation in Simpson Bay?

Dreaming of a relaxing getaway? You deserve the comforts of a resort, where you can find everything you want for your trip from convenient food and drink options to activities and shopping. Pick from 16 resorts in Simpson Bay and discover the best one for you, whether you envision yourself sipping drinks by a sprawling pool or checking out the on-site boutiques.

What's a top resort for my stay in Simpson Bay?

Simpson Bay Resort, Marina & Spa - Beach resort. Features 6 outdoor pools, 4 restaurants, and 2 poolside bars. Highly rated for its pool. The Morgan Resort Spa Village - Spa resort, 5-minute walk from Maho Beach. Has a full-service spa, a fitness center, and a terrace. Highly rated for its pool. The Villas at Simpson Bay Resort - Beach resort. Guests love the pool. Enjoy the 6 outdoor pools, 3 restaurants, and a marina. Hilton Vacation Club Flamingo Beach St. Maarten - Beach resort. Amenities include a fitness center, a snack bar/deli, and pool loungers. Popular for its pool. Flamingo Beach Resort View Studio - Access to a hot tub.

What can I do in Simpson Bay?

Travelers love exploring the beaches in Simpson Bay, and come here for shopping and other popular activities. Get some time by the water at Kim Sha Beach, or discover the shopping possibilities at Market Garden Supermarket. Flamingo Beach and Hollywood Casino are a few additional attractions in the area that you might like.

What's the weather like in Simpson Bay?

The hottest months are usually September and August with an average temp of 83°F, while the coldest months are February and March with an average of 78°F. Average annual precipitation for Simpson Bay is 37 inches.

What's the best way to get to and around Simpson Bay?

Fly into Princess Juliana Intl. Airport (SXM), which is located 1.1 mi (1.8 km) away from the heart of the city. Otherwise, look for flights into Grand Case (SFG-L'Esperance), which is 5.5 mi (8.8 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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