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

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Check availability on Simpson Bay Hotels with Pool

Our top choices for Simpson Bay hotels with a pool

Outdoor pool, pool 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, (1,653 reviews)
  • cleanliness
    Splash into tropical bliss at this beachfront resort with a poolside bar and ocean panoramas.
The price is 3.508.138 ₫
4.373.658 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Hilton Vacation Club Flamingo Beach 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, (1,001 reviews)
  • cleanliness
    Dive into tropical relaxation at this hotel's poolside oasis, where beach meets bliss.
The price is 3.286.250 ₫
3.943.500 ₫ total
includes taxes & fees
27 Jul - 28 Jul
Mary's Boon Beach Resort & Spa
Outdoor pool, pool 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, (1,254 reviews)
  • cleanliness
    Dreamy beach escape with a fabulous swim-up bar and ocean views that make poolside days simply spectacular.
The price is 5.236.968 ₫
6.188.929 ₫ total
includes taxes & fees
16 Aug - 17 Aug
Hilton Vacation Club Royal Palm St. Maarten
Outdoor pool, pool 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, (610 reviews)
  • cleanliness
    Tropical retreat with rooftop hot tubs offers seaside relaxation just steps from Simpson Bay Beach and local eateries.
The price is 3.445.042 ₫
4.134.103 ₫ total
includes taxes & fees
25 Jul - 26 Jul
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, (1,011 reviews)
  • cleanliness
    Pristine pools and white sand beach access create an idyllic island retreat experience.
The price is 3.654.310 ₫
4.673.048 ₫ total
includes taxes & fees
27 Jul - 28 Jul
The Atrium Beach Resort and Spa, an Ascend Collection Resort
6 outdoor pools, open 7:00 AM to 10:00 PM, pool umbrellas, pool loungers

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
4.0 star property
Pelican Key
9.0 out of 10, Wonderful, (1,899 reviews)
  • cleanliness
    Splash into aquatic bliss at this beachfront resort with six sun-drenched pools.
The price is 7.213.023 ₫
8.655.627 ₫ total
includes taxes & fees
4 Aug - 5 Aug
Simpson Bay Resort, Marina & Spa
2 outdoor pools, open 9:00 AM to 7:00 PM, pool umbrellas, pool 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, (762 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 4.732.200 ₫
4.968.810 ₫ total
includes taxes & fees
24 Jul - 25 Jul
Port de Plaisance Resort, Trademark Collection by Wyndham
Penthouse, 2 Bedrooms, 2 Bathrooms, Ocean View | View from room

Royal Islander Resort La Plage

Royal Islander Resort La Plage
4.0 star property
Lowlands
8.6 out of 10, Excellent, (565 reviews)
  • cleanliness
    Immerse in poolside paradise with 24-hour swim access and beachfront luxury at this resort.
The price is 5.048.995 ₫
6.109.284 ₫ total
includes taxes & fees
5 Aug - 6 Aug
Royal Islander Resort La Plage
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, (1,476 reviews)
  • cleanliness
    Splash into paradise with six pools, a waterslide, and swim-up bars by the bay.
The price is 9.439.748 ₫
11.327.697 ₫ total
includes taxes & fees
17 Aug - 18 Aug
The Villas at Simpson Bay Resort
Comfort Apartment | Exterior

The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (159 reviews)
The price is 4.453.237 ₫
7.481.439 ₫ total
includes taxes & fees
22 Jul - 23 Jul
The Hills Residence
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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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

Exterior
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
4.0 star property
Pelican Key
9.0 out of 10, Wonderful, (1899)
The price is 7.213.023 ₫
8.655.627 ₫ total
includes taxes & fees
4 Aug - 5 Aug
Simpson Bay Resort, Marina & Spa
View all properties

4-star hotels with pools in Simpson Bay

Exterior
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
4.0 star property
Pelican Key
9.0 out of 10, Wonderful, (1899)
The price is 7.213.023 ₫
8.655.627 ₫ total
includes taxes & fees
4 Aug - 5 Aug
Simpson Bay Resort, Marina & Spa
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

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

10/10 Excellent
"The rooms were very clean, the lobby is beautiful and clean. The washcloths and sheets were scratchy though. If you stay in the B building, the hills are very steep to walk up to the building. The entire complex is huge and it takes a bit of time to figure out how to walk to places. there are numerous pools and bars. most of the staff were nice but some staff seemed uninterested and were just doing their jobs. The mexican restaurant was very good. The beach was great and the water was perfect. there is some snorkling right off the beach."
Theresa 4-night trip
Posted 1 hour ago
Simpson Bay Resort, Marina & Spa

Frequently asked questions

What's it like visiting Simpson Bay?
If laying by the 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 accommodation options in Simpson Bay that travellers like for their pools.
How many hotels with pools will I be able 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 such as 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 the local weather in Simpson Bay into account can help you maximise your time at the pool during your trip. The hottest months are usually September and August, with an average temperature of 28°C, while the coldest months are February and March, with an average of 26°C. Average annual precipitation for Simpson Bay is 931 mm.