A wooden pier extending into calm waters with sailboats anchored nearby.

Find Hotels with a Pool in Simpson Bay

  • 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 availability on Simpson Bay Hotels with a Pool

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

Our top choices for Simpson Bay hotels with a pool

Outdoor pool, sun loungers

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
4.0 star property
Pelican Key
9.2 out of 10, Wonderful, (1,667 reviews)
  • cleanliness
    Splash into tropical bliss at this beachfront resort with a poolside bar and ocean panoramas.
The price is ₩175,920
₩223,199 total
includes taxes & fees
Aug 9 - Aug 10
Hilton Vacation Club Flamingo Beach St. Maarten
6 outdoor pools, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
4.0 star property
Pelican Key
9.0 out of 10, Wonderful, (1,908 reviews)
  • cleanliness
    Splash into aquatic bliss at this beachfront resort with six sun-drenched pools.
The price is ₩330,266
₩396,319 total
includes taxes & fees
Aug 24 - Aug 25
Simpson Bay Resort, Marina & Spa
Outdoor pool, sun loungers

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1,258 reviews)
  • cleanliness
    Dreamy beach escape with a fabulous swim-up bar and ocean views that make poolside days simply spectacular.
The price is ₩221,659
₩271,225 total
includes taxes & fees
Aug 25 - Aug 26
Hilton Vacation Club Royal Palm St. Maarten
View from property

Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa
3.0 star property
Simpson Bay
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Dive into tropical relaxation at this hotel's poolside oasis, where beach meets bliss.
The price is ₩182,375
₩218,850 total
includes taxes & fees
Aug 8 - Aug 9
Mary's Boon Beach Resort & Spa
Outdoor pool, sun loungers

Commodore Suites, SureStay Collection by Best Western

Commodore Suites, SureStay Collection by Best Western
3.5 star property
Simpson Bay
8.6 out of 10, Excellent, (611 reviews)
  • cleanliness
    Tropical retreat with rooftop hot tubs offers seaside relaxation just steps from Simpson Bay Beach and local eateries.
The price is ₩210,096
₩252,115 total
includes taxes & fees
Aug 9 - Aug 10
Commodore Suites, SureStay Collection by Best Western
Exterior

The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort
3.0 star property
Simpson Bay
8.6 out of 10, Excellent, (1,013 reviews)
  • cleanliness
    Pristine pools and white sand beach access create an idyllic island retreat experience.
The price is ₩203,774
₩260,582 total
includes taxes & fees
Aug 11 - Aug 12
The Atrium Beach Resort and Spa, an Ascend Collection Resort
Beach/ocean view

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort
4.0 star property
Pelican Key
9.2 out of 10, Wonderful, (1,489 reviews)
  • cleanliness
    Splash into paradise with six pools, a waterslide, and swim-up bars by the bay.
The price is ₩405,108
₩486,129 total
includes taxes & fees
Aug 25 - Aug 26
The Villas at Simpson Bay Resort
Ocean Front Studio | In-room safe, blackout drapes, iron/ironing board, WiFi (free)

La Vista Hotel

La Vista Hotel
3.0 star property
Pelican Key
9.6 out of 10, Exceptional, (145 reviews)
  • cleanliness
    Sun-drenched paradise with 2 outdoor pools and beach access makes for aquatic bliss.
The price is ₩356,238
₩374,050 total
includes taxes & fees
Jul 31 - Aug 1
La Vista Hotel
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, (766 reviews)
  • cleanliness
    Dive into sun-soaked bliss at this Caribbean resort featuring 2 outdoor pools with pool loungers and panoramic Cole Bay views.
The price is ₩262,620
₩275,751 total
includes taxes & fees
Aug 4 - Aug 5
Port de Plaisance Resort, Trademark Collection by Wyndham
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, (2,315 reviews)
  • cleanliness
    Dive into tropical pool paradise with a waterslide, poolside bar, and sun loungers to complete your island getaway.
The price is ₩631,841
₩773,632 total
includes taxes & fees
Aug 20 - Aug 21
The Morgan Resort Spa Village
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

Choose what matters most at hotels with a pool in Simpson Bay

Breakfast included
4 stars

Hotels with pools and free breakfast in Simpson Bay

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

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, (1667)
The price is ₩175,920
₩223,199 total
includes taxes & fees
Aug 9 - Aug 10
Hilton Vacation Club Flamingo Beach St. Maarten
View all properties

4-star hotels with pools in Simpson Bay

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

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, (1667)
The price is ₩175,920
₩223,199 total
includes taxes & fees
Aug 9 - Aug 10
Hilton Vacation Club Flamingo Beach St. Maarten
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

Top Simpson Bay Hotel Reviews

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

8/10 Good
"Room was very nice with a great view (junior suite - oceanfront). The bathroom however needs a renovation (room PM203B). It is dated. The bath tap was hanging off the wall and the old & worn out plug/drain wasn’t the most pleasing to the eye. Plenty pools to choose from for kids or adults and great access to the beach. Conveniently located shop within surroundings which has all the supplies you could need. Staff were mainly friendly however there were a few who came across very unhelpful/unhappy"
Callum 8-night trip
Posted 9 hours ago
The Villas at Simpson Bay Resort

Frequently asked questions

What's it like visiting Simpson Bay?
If lounging by a pool is your idea of the perfect getaway, you may want to consider romantic Simpson Bay, which offers 26 places to stay with pools. During your visit, you can explore sights such as Maho Beach, and then relax poolside at one of the accommodations in Simpson Bay that travelers like for their pools.
What are some accommodations with pools in Simpson Bay?
The Morgan Resort Spa Village: Resort, 2-minute walk from Maho Beach. Features a full-service spa, an outdoor pool, and free valet parking. Simpson Bay Resort, Marina & Spa: Resort located near Maho Beach. Offers 6 outdoor pools, a children's pool, and a private beach. Hilton Vacation Club Flamingo Beach St. Maarten: Resort located near Maho Beach. Provides a snack bar/deli, an outdoor pool, and free self parking. The Atrium Beach Resort and Spa, an Ascend Collection Resort: Hotel located near Maho Beach. Features a children's pool, an outdoor pool, and a full-service spa. Hilton Vacation Club Royal Palm St. Maarten: Aparthotel located near Maho Beach. Offers a full-service spa, an outdoor pool, and a snack bar/deli.
How many hotels with pools can I expect to find in Simpson Bay?
Expedia's 26 hotels in Simpson Bay give you a great choice for your poolside getaway.
What is there to see and do in Simpson Bay?
Explore places like Maho Beach while you're in the area. Spend some time experiencing the great outdoors at Kim Sha Beach and Flamingo Beach. Simpson Bay appeals to visitors with its beautiful beaches, array of dining options, and bar scene.
When is the best time to book a hotel with a pool in Simpson Bay?
Taking into account the local weather in Simpson Bay can help you maximize your time at the pool during your trip. 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.