Search Resorts in Simpson Bay

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Resorts in Simpson Bay

Outdoor pool, sun loungers
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4.0 star property
Pelican Key
9.0 out of 10, Wonderful, (1367)
"Our favorite part was the easy access to the beach. "
United States
Kelly
The price is AED 584
AED 710 total
includes taxes & fees
18 Dec - 19 Dec
Hilton Vacation Club Flamingo Beach St. Maarten
Outdoor pool, sun loungers
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1885)
"A must stay if you wish to be close to Maho Beach."
Canada
Brian
The Morgan Resort Spa Village
Exterior
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4.0 star property
Pelican Key
9.0 out of 10, Wonderful, (1508)
"This was place was the best most amazing place ever would definitely come back with my family again "
United States
Ana
The price is AED 967
AED 1,161 total
includes taxes & fees
15 Dec - 16 Dec
Simpson Bay Resort, Marina & Spa
Exterior
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4.0 star property
Simpson Bay
9.2 out of 10, Wonderful, (1335)
" Great location, nice rooms, good food options, very nice pool"
United States
Simone
The price is AED 1,040
AED 1,247 total
includes taxes & fees
11 Dec - 12 Dec
The Villas at Simpson Bay Resort
2 outdoor pools, open 9:00 AM to 7:00 PM, pool umbrellas, sun loungers
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, (669)
"I was pretty nervous when I read the reviews. So I wasn’t really expecting anything as nice as what we got. Reception was very nice. I took us to our room. Our room was good and it was clean very modern. You know of course a couple things were missing like towel, hooks, and someone but all in all we were very pleased. The bed was very comfortable. There was coffee for the morning and there was a beautiful view looking over the harbor on the boats"
United States
Mary Ann
The price is AED 628
AED 659 total
includes taxes & fees
20 Dec - 21 Dec
Port de Plaisance Resort, Trademark Collection by Wyndham
Outdoor pool, pool umbrellas, sun loungers
Royal Islander Resort La Plage

Royal Islander Resort La Plage

4.0 star property
Lowlands
8.6 out of 10, Excellent, (362)
"Location "
United States
Nicole
Royal Islander Resort La Plage
Outdoor pool, pool umbrellas, sun loungers
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4.0 star property
Oyster Pond
8.6 out of 10, Excellent, (969)
"room was very clean staff very friendly and courteous. "
Canada
John
The price is AED 863
AED 1,036 total
includes taxes & fees
9 Dec - 10 Dec
Oyster Bay Beach Resort
Property grounds
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4.0 star property
Philipsburg
8.4 out of 10, Very Good, (1003)
"Lovely stay- perfect for families "
Canada
Meaghan Elizabeth
The price is AED 735
AED 950 total
includes taxes & fees
9 Dec - 10 Dec
Divi Little Bay Beach Resort
On the beach, white sand, beach towels
Sapphire Beach Club Resort

Sapphire Beach Club Resort

3.0 star property
Maho
7.0 out of 10, Good, (701)
"I loved my stay at this hotel clean, the staff was pleasant and the area was very nice. "
United States
Nadia
Sapphire Beach Club Resort
Pool
Garden View Room with Private Beaches, Pool, Gym & Watersports Adventures

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

Grand-Case
The price is AED 1,006
AED 1,301 total
includes taxes & fees
9 Dec - 10 Dec
Garden View Room with Private Beaches, Pool, Gym & Watersports Adventures
Outdoor pool
Caribbean Sea Luxury Studio

Caribbean Sea Luxury Studio

Maho
6.0 out of 10, (2)
"There were a few issues on check in but our host took care of everything immediately. She answers all communications immediately. We enjoyed the location of the room...the view and the privacy."
United States
Victoria and Brad s.
The price is AED 551
AED 904 total
includes taxes & fees
9 Dec - 10 Dec
Caribbean Sea Luxury Studio
Pool
Peaceful Caribbean Stay | 2 Beaches, Aqua Gym, Snorkeling & Paddleboards

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

Grand-Case
The price is AED 1,006
AED 1,301 total
includes taxes & fees
9 Dec - 10 Dec
Peaceful Caribbean Stay | 2 Beaches, Aqua Gym, Snorkeling & Paddleboards
Pool
Dreamy Coastal Suite | Paddle, Snorkel, Dine & Explore in Tranquility

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

Grand-Case
The price is AED 1,223
AED 1,583 total
includes taxes & fees
9 Dec - 10 Dec
Dreamy Coastal Suite | Paddle, Snorkel, Dine & Explore in Tranquility
Pool
Romantic Island Stay with Beach Access & Guided Ocean Excursions

Romantic Island Stay with Beach Access & Guided Ocean Excursions

Grand-Case
The price is AED 1,223
AED 1,583 total
includes taxes & fees
9 Dec - 10 Dec
Romantic Island Stay with Beach Access & Guided Ocean Excursions
Pool
Sunkissed Shores Await | Studio Suite with Ocean Views & Island Adventures

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

Grand-Case
The price is AED 1,308
AED 1,684 total
includes taxes & fees
16 Dec - 17 Dec
Sunkissed Shores Await | Studio Suite with Ocean Views & Island Adventures
Pool
Seaside Serenity | 2 Beaches, Pool, Balcony w/ Oceanview & Diving Options

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

Grand-Case
The price is AED 1,308
AED 1,684 total
includes taxes & fees
16 Dec - 17 Dec
Seaside Serenity | 2 Beaches, Pool, Balcony w/ Oceanview & Diving Options
Pool
Relaxation Meets Adventure | Beachfront Stay w/ Views & Water Sports

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

Grand-Case
The price is AED 1,410
AED 1,824 total
includes taxes & fees
11 Dec - 12 Dec
Relaxation Meets Adventure | Beachfront Stay w/ Views & Water Sports
Pool
Breezy Island Escape with Jet Ski Tours, Scuba & Sun-Drenched Shores

Breezy Island Escape with Jet Ski Tours, Scuba & Sun-Drenched Shores

Grand-Case
The price is AED 1,410
AED 1,824 total
includes taxes & fees
11 Dec - 12 Dec
Breezy Island Escape with Jet Ski Tours, Scuba & Sun-Drenched Shores
Pool
Balcony Views + Private Beach Access | Paddleboard & Relax in Style

Balcony Views + Private Beach Access | Paddleboard & Relax in Style

Grand-Case
The price is AED 2,442
AED 3,158 total
includes taxes & fees
7 Jan - 8 January 2026
Balcony Views + Private Beach Access | Paddleboard & Relax in Style
Pool
Grand Case Getaway | Ocean Views, Yoga, Pool & Creole Rock Watersports

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

Grand-Case
Grand Case Getaway | Ocean Views, Yoga, Pool & Creole Rock Watersports
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Simpson Bay Hotel Reviews

Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa

10/10 Excellent
"It is always a great stay there."
Tara 2-night trip
Posted 16 hours ago
Mary's Boon Beach Resort & Spa

Frequently asked questions

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 15 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?
The Morgan Resort Spa Village - Spa resort, 5-minute walk from Maho Beach. Features a full-service spa, a fitness center, and a terrace. Popular for its pool. Hilton Vacation Club Flamingo Beach St. Maarten - Beach resort. Has a fitness center, a snack bar/deli, and pool loungers. Highly rated for its pool. Simpson Bay Resort, Marina & Spa - Beach resort. Guests love the pool. Enjoy the 6 outdoor pools, 4 restaurants, and 2 poolside bars. The Villas at Simpson Bay Resort - Beach resort. Amenities include 6 outdoor pools, 3 restaurants, and a marina. Popular for its pool. Flamingo Beach by Hilton: Oceanfront Resort, Pools & Spacious Studios To Relax! - Beach resort. Access to a hot tub.
How many resorts can I expect to find in Simpson Bay?
Choose from Expedia's 15 resort hotels in Simpson Bay where you'll find great entertainment, beautiful rooms, and more.
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. You'll also find top attractions like Maho Beach and Orient Bay Beach in the area.
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.

Explore a world of travel with Expedia