A calm lake with several boats anchored, surrounded by hills and a cloudy sky.

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Check availability on Cay Bay Hill Hotels with a Pool

Tonight
Oct 9 - Oct 10
Tomorrow
Oct 10 - Oct 11
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Cay Bay Hill hotels with a pool

A clear blue sky, a swimming pool with a view of the sea, and a hillside with buildings.
A balcony with a table set for two, overlooking a beach with clear blue waters and a distant shoreline.
A hotel room with a bed, a chair, a hammock, and a view of the ocean.
A coastal scene with clear turquoise waters, a sandy beach, and a hillside with buildings.

1. condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
Indigo Bay
  • Soak in paradise at the adults-only oceanfront retreat with a private pool just steps from the beach.
₩405,680
₩599,561 total
includes taxes & fees
Oct 14 - Oct 15
condostmaarten by the sea -Adults Only-
A resort pool area with a view of the sea and sunset.
An aerial view of a resort with multiple red-roofed buildings, a beach, and a clear blue sea.
A restaurant with tables set for dining, large windows offering a view of the sunset over the ocean, and a ceiling fan.
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
Pelican Key
  • Splash into aquatic bliss at this beachfront resort with six sun-drenched pools.
₩213,413
₩256,096 total
includes taxes & fees
Oct 12 - Oct 13
Simpson Bay Resort, Marina & Spa
A resort with a large pool, palm trees, and a view of the ocean.
A modern living room with a grey sofa, blue ottoman, and a large potted plant.
A gym with various exercise equipment, a large mirror, and a television on the wall.
Room

3. Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa
Lowlands
  • Splash into ocean-side bliss with 2 pools, a free water park, and a swim-up bar serving tropical drinks.
₩482,467
₩583,785 total
includes taxes & fees
Oct 11 - Oct 12
Sonesta Maho Beach All Inclusive Resort Casino & Spa
A resort pool with lounge chairs, palm trees, and a view of the ocean.
A rooftop bar with outdoor seating, overlooking a coastal area.
A coastal hotel with multiple red-roofed buildings, a beach, and a cruise ship in the background.
A balcony with a view of a beach, a pool area, and a dining table with food.

4. Divi Little Bay Beach Resort

Divi Little Bay Beach Resort
Philipsburg
  • Dive into aquatic bliss with 3 sparkling pools and a refreshing beach experience.
₩227,261
₩295,669 total
includes taxes & fees
Oct 26 - Oct 27
Divi Little Bay Beach Resort
A swimming pool with clear blue water, a building with balconies, and palm trees.
A beachfront hotel with a sandy beach, clear turquoise waters, and a rocky shoreline.
A pool with a view of the beach and ocean.
A pathway lined with palm trees and plants leading to a beach.

5. Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
  • Splash into tropical bliss at this beachfront resort with a poolside bar and ocean panoramas.
₩147,642
₩190,257 total
includes taxes & fees
Oct 23 - Oct 24
Hilton Vacation Club Flamingo Beach St. Maarten
A resort pool area with a curved design, lounge chairs, umbrellas, and a building with a light-colored facade.
A dining table set for six with a bottle of wine, surrounded by wicker chairs, overlooking a body of water and a mountainous landscape.
A balcony with a turquoise chair and a book, overlooking a clear blue sea and rocky coastline.
A beach with clear turquoise water, a sandy shore, and white buildings on a hillside.

6. Oyster Bay Beach Resort

Oyster Bay Beach Resort
Oyster Pond
  • Paradise pool sanctuary beckons with sunset views over crystal waters and private beach access.
₩236,175
₩283,410 total
includes taxes & fees
Oct 10 - Oct 11
Oyster Bay Beach Resort
A clear blue pool with lounge chairs and palm trees, overlooking the ocean.
A beachside resort with clear turquoise waters, white sand, and lounge chairs under umbrellas.
A balcony with white lounge chairs, a glass railing, and a view of the ocean and beach.
A modern hotel lobby with a black limousine, a polished floor, and a blue and wooden ceiling.

7. The Morgan Resort Spa Village

The Morgan Resort Spa Village
Simpson Bay
  • Dive into tropical pool paradise with a waterslide, poolside bar, and sun loungers to complete your island getaway.
₩545,853
₩671,656 total
includes taxes & fees
Oct 12 - Oct 13
The Morgan Resort Spa Village
A pool with lounge chairs and umbrellas, surrounded by palm trees and a clear sky.
A person in a pink dress standing on a balcony with a view of the sea and distant land.
A dining table with breakfast items, a view of the ocean, and a balcony railing.
A hotel room with a large bed, a balcony with a view of the sea, and a small table with a bowl of fruit and flowers.

8. Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
  • Splash into Caribbean luxury at this Dawn Beach hotel with a vibrant pool, waterslide, and stunning ocean views.
₩257,029
₩308,434 total
includes taxes & fees
Oct 10 - Oct 11
Princess Heights Luxury Boutique Condo Hotel
A balcony with a view of a beach and pool area, including lounge chairs and umbrellas.
A balcony with a view of the ocean and a beach.
A beachfront hotel with a pool area, palm trees, and ocean views.
Beach

9. Royal Islander Resort La Plage

Royal Islander Resort La Plage
Lowlands
  • Immerse in poolside paradise with 24-hour swim access and beachfront luxury at this resort.
₩189,159
₩228,883 total
includes taxes & fees
Oct 11 - Oct 12
Royal Islander Resort La Plage
A swimming pool with tiled edges, surrounded by tropical vegetation and a building labeled "Departure Lounge".
A balcony with wicker chairs and a table overlooking a beach with lounge chairs and palm trees.
A beach view from a covered area with palm trees and a clear blue sea.
A beachfront hotel with a sandy beach, palm trees, and a pool area.

10. Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa
Simpson Bay
  • Dive into tropical relaxation at this hotel's poolside oasis, where beach meets bliss.
₩167,500
₩201,000 total
includes taxes & fees
Oct 11 - Oct 12
Mary's Boon Beach Resort & Spa
View all properties

Choose what matters most at hotels with a pool in Cay Bay Hill

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Cay Bay Hill Hotel Reviews

Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

10/10 Excellent
"Clean room. Staff was great"
Michael 6-night trip
Posted 2 hours ago
Sonesta Ocean Point All Inclusive, Adults Only Resort
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent
"Clean room"
Marc Lane 3-night trip
Posted 5 hours ago
Hilton Vacation Club Flamingo Beach St. Maarten
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

10/10 Excellent
"The rooms are clean, the staff is very professional, the beach is clean."
Galina 8-night trip
Posted 1 day ago
Simpson Bay Resort, Marina & Spa
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

10/10 Excellent
"We had an amazing experience at Divi Resorts! The resort was beautiful, clean, and well-maintained, with breathtaking views and a relaxing atmosphere. The staff was friendly, welcoming, and always willing to help. The amenities, food, and overall experience made our stay truly enjoyable. It was the perfect getaway to relax, unwind, and create unforgettable memories. We would definitely recommend Divi Resorts to anyone looking for a wonderful vacation experience. We look forward to returning!"
Tyon 7-night trip
Posted 1 day ago
Divi Little Bay Beach Resort
The Morgan Resort Spa Village

The Morgan Resort Spa Village

10/10 Excellent
"Outstanding"
Lazaro 3-night trip
Posted 2 days ago
The Morgan Resort Spa Village
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

10/10 Excellent
"It was great"
frank 7-night trip
Posted 2 days ago
Hilton Vacation Club Royal Palm St. Maarten
Sapphire Beach Club Resort

Sapphire Beach Club Resort

8/10 Good
"Its an older hotel,but I had a huge room,with a living and a bedroom with a full kitchen.A picturesque beach is a short walk in one direction,and a very nice market is a short walk in the other direction!They have a huge pool,and daily breakfast is available.The staff is very friendly and helpful especially Ms Marcia who let's you know the good places to go for entertainment and what a cab ride should and shouldn't cost to get t here!"
Joel K 4-night trip
Posted 4 days ago
Sapphire Beach Club Resort

Frequently asked questions

What are some accommodations with pools in Cay Bay Hill?
Condostmaarten by the sea -Adults Only-: Apartment located near Port of St. Maarten. Features free self parking, an outdoor pool, and complimentary wireless internet access. Simpson Bay Resort, Marina & Spa: Resort located near Maho Beach. Offers 6 outdoor pools, a children's pool, and a private beach. Sonesta Maho Beach All Inclusive Resort Casino & Spa: Provides 2 outdoor pools, a children's pool, and free water-park access. The Morgan Resort Spa Village: Resort, 2-minute walk from Maho Beach. Features a full-service spa, an outdoor pool, and free valet parking. Oyster Bay Beach Resort: Offers a children's pool, an outdoor pool, and 2 restaurants.
What is there to see and do in Cay Bay Hill?
Explore places like Maho Beach while you're in the area. Make a point to visit attractions like Little Bay Beach and Great Bay Beach.
When is the best time to book a hotel with a pool in Cay Bay Hill?
Taking into account the local weather in Cay Bay Hill 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 81°F, while the coldest months are February and March with an average of 77°F. Average annual precipitation for Cay Bay Hill is 37 inches.