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

Hotels in Cay Bay Hill

Q: What accommodations do travelers like in Cay Bay Hill?

Guests like condostmaarten by the sea -Adults Only- , Simpson Bay Resort, Marina & Spa and Sonesta Maho Beach All Inclusive Resort Casino & Spa .

Where to?

Dates

November 2026

December 2026

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Where to stay in Cay Bay Hill?

A balcony with a table set for two, overlooking a pool and a beach.

1. Sonesta Maho Beach All Inclusive Resort Casino & Spa

Lowlands

$482 total

includes taxes & fees

Nov 23 - Nov 24

A beach with thatched umbrellas and lounge chairs, a palm tree, and a building in the background.

2. Simpson Bay Resort, Marina & Spa

Pelican Key

$233 total

includes taxes & fees

Dec 11 - Dec 12

A clear blue pool with lounge chairs and palm trees, overlooking the ocean.

3. The Morgan Resort Spa Village

Simpson Bay

$582 total

includes taxes & fees

Nov 11 - Nov 12

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

4. Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

$158 total

includes taxes & fees

Nov 18 - Nov 19

A resort pool area with a curved design, lounge chairs, umbrellas, and a building with a light-colored facade.

5. Oyster Bay Beach Resort

Oyster Pond

$197 total

includes taxes & fees

Nov 17 - Nov 18

A resort pool with lounge chairs, palm trees, and a view of the ocean.

6. Divi Little Bay Beach Resort

Philipsburg

$273 total

includes taxes & fees

Nov 24 - Nov 25

A modern hotel with a pool on a rocky outcrop, overlooking the sea.

7. Sonesta Ocean Point All Inclusive, Adults Only Resort

Lowlands

$888 total

includes taxes & fees

Nov 16 - Nov 17

A resort with multiple hotel buildings, a marina, and a clear blue ocean.

8. The Villas at Simpson Bay Resort

Pelican Key

$283 total

includes taxes & fees

Nov 15 - Nov 16

A modern living room with a large glass door leading to a balcony overlooking the sea.

9. Fourteen at Mullet Bay

Maho

A pool area with lounge chairs and umbrellas, surrounded by palm trees, and a view of the sea.

10. JW Marriott St. Maarten Beach Resort & Spa

Oyster Pond

$509 total

includes taxes & fees

Nov 16 - Nov 17

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a sunset sky.

11. The Atrium Beach Resort and Spa, an Ascend Collection Resort

Simpson Bay

$203 total

includes taxes & fees

Nov 22 - Nov 23

A pool area with lounge chairs, palm trees, and a view of the ocean.

12. Oceans at Divi Little Bay

Philipsburg

$301 total

includes taxes & fees

Dec 3 - Dec 4

A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

13. Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

$223 total

includes taxes & fees

Nov 11 - Nov 12

A balcony with a view of a beach and ocean.

14. Holland House Beach Hotel

Downtown Philipsburg

$352 total

includes taxes & fees

Dec 7 - Dec 8

A balcony with a view of a beach and hotel buildings.

15. Baker's Suites

Simpson Bay

$110 total

includes taxes & fees

Nov 28 - Nov 29

A balcony with a view of the ocean, a bottle of champagne, two wine glasses, and a book titled "Linda Van Rijn Zoutelande".

16. La Vista Hotel

Pelican Key

$325 total

includes taxes & fees

Nov 28 - Nov 29

A balcony with a view of a beach and pool area, including lounge chairs and umbrellas.

17. Royal Islander Resort La Plage

Lowlands

$290 total

includes taxes & fees

Nov 11 - Nov 12

A hot tub with a control panel, surrounded by outdoor furniture and plants, with a modern building in the background.

18. Commodore Suites, SureStay Collection by Best Western

Simpson Bay

$152 total

includes taxes & fees

Nov 16 - Nov 17

A swimming pool with clear blue water, steps leading into the pool, and a few lounge chairs by the poolside.

19. The Paradise Inn

Philipsburg

$109 total

includes taxes & fees

Nov 12 - Nov 13

A modern pool area with a view of the ocean, surrounded by palm trees and lounge chairs.

20. Panorama Residences at Monte Vista

Point Blanche

View all properties

Go beyond your typical stay in Cay Bay Hill

Top landmarks in Cay Bay Hill

Indigo Beach

8.0/10 (23 reviews)

Whether you want to hunt for sand dollars or smell the fresh air, Indigo Beach is a spot you might want to check out, located 1.4 mi (2.3 km) from central Cole Bay. Catch the sunset by the shore at Little Bay Beach and Burgeaux Bay Beach, located nearby.

See properties

Learn more about Cay Bay Hill

The region around Cay Bay Hill is home to attractions such as Maho Beach and Little Bay Beach.

See all hotels in Cay Bay Hill

Check out reviews of Cay Bay Hill hotels guests love

A swimming pool with clear water, a grassy area, and a view of a coastal landscape with buildings.

condostmaarten by the sea -Adults Only-

Indigo Bay

10/10 Exceptional

Had a wonderful time at Condo St. Maarten. The views were astounding and the space was huge. The pool was also wonderful as was the nearby Indigo Beach. The concierges were also wonderful and were very quick to answer questions, coordinate making the stay on the island easier, and help us out. If you'll be staying here, and you are looking for a quiet and relaxing escape, you wont be disappointed. One thing important to note: if you plan on traveling around the island or visiting more...

Jason

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

10/10 Exceptional

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...

John

Baker's Suites

Simpson Bay

10/10 Exceptional

Kathy

The Villas at Simpson Bay Resort

Pelican Key

10/10 Exceptional

Angelice

Simpson Bay Resort, Marina & Spa

Pelican Key

10/10 Exceptional

Clifford

A beachfront hotel with a pool, palm trees, and a clear blue sky.

Azure Hotel and Art Studio

Simpson Bay

10/10 Exceptional

Mitchell

A glass table with a white mug and a loaf of bread, a decorative vase, and a poolside lounge area with a view of purple flowers and palm trees.

Pomme Cannelle Luxury Suites & Spa

Orient Bay

10/10 Exceptional

Pauline & Jeremy!!! Fantastic warm welcome! You can tell that these owners absolutely love their guests. Too many details to mention from the private jacuzzi to concierge services provided by Pauline. Beautiful interiors, comfortable beds. Gated neighborhood 5 minutes on foot to Orient Bay beaches and restaurants. Good old fashioned bed and breakfast atmosphere. Oh!! The amazing, not-to-miss breakfast! Highly recommended.

Lara Abigail

Holland House Beach Hotel

Downtown Philipsburg

10/10 Exceptional

Ellen Wyszynski

A pool area with a waterfall feature, surrounded by wooden deck chairs and covered seating areas.

Belair Beach Hotel

Belair

10/10 Exceptional

Have been going to Sint Maarten for 7 years now. Stayed at a few places, next door at Divi twice. Last year, Divi changed exchange rules.Would not let us exchange.(3-5 yr rule?) We loved that area/the employees at Divi.Knew Belair was next door. I was very tentative about how our unit at Belair was going to compare. I can now tell you-I have already booked my exchange for this year back at Belair!! The fact that all unit are RIGHT ON THE BEACH is great. Even if you don't like being in the water,...

luvsintmaaten

A beach view from a covered area with palm trees and a clear blue sea.

Mary's Boon Beach Resort & Spa

Simpson Bay

10/10 Exceptional

willem

The Atrium Beach Resort and Spa, an Ascend Collection Resort

Simpson Bay

10/10 Exceptional

Zoya

A person sitting at a table with a book, a croissant, and a cup.

Le Martin Boutique Hôtel

Cul de Sac

10/10 Exceptional

Elizabeth

A swimming pool with lounge chairs and a table on a wooden deck, surrounded by greenery and a mountain view.

Villa Jwi Lavi Boutique Hotel

Cul de Sac

10/10 Exceptional

My wife and I loved this place. It was smaller and quieter than your typical hotel or resort. The hosts provide a nice little breakfast each morning (croissants and baguettes with local jams, plus fresh fruit and juice). The pool is nice, as are the views. The property is a good location on the island, in my opinion. Easy drive to Anse Marcel on the northern tip (phenomenal beach up there). Also easy drive to Grand Case (best food ever) and Orient Beach (great scene in general). The hosts were...

Cameron

Royal Islander Resort La Plage

Lowlands

10/10 Exceptional

Heather

A coastal resort with a swimming pool, beach access, and lush greenery.

Grand Case Beach Club

Grand Case

10/10 Exceptional

First time to the island. This resort was absolutely beautiful. Two areas for sun and beach. Beach chairs and umbrellas, water sports… we never had to wake up super early to get a chair which was awesome! We snorkeled around the resort, saw lots of fish, star fish, and found about 10 whole sand dollars! Food was very reasonably priced and delicious. Drinks were good - not watered down. Staff was very helpful and kind, check in was easy and our room was ready when we arrived. Rooms had all the...

Karrie

Commodore Suites, SureStay Collection by Best Western

Simpson Bay

10/10 Exceptional

Bryan

A covered outdoor seating area with wicker furniture and a view of the sea.

La Villa Hibiscus

Orient Bay

10/10 Exceptional

We spent 4 nights at La Hibiscus. Really enjoyed everything about it. Florian gave us a free upgrade to the Jasmine suite. Large, comfortable bed, great shower and bathroom. Great terrace for sunning and looking at the mountains. We had the pool to ourselves which we loved. Very hands off approach by management which meant great privacy which we like. Only 5 minutes to Orient Beach….great choice of restaurants including a couple of breakfast places. Will definitely come back. FYI….renting a car...

Sid

Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

10/10 Exceptional

Anonymous traveler

A breakfast table with croissants, a watermelon slice, and a glass of orange juice, overlooking the ocean.

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

10/10 Exceptional

Third stay in St Maarten/Martin since 1993. By far the nicest hotel of my 3 stays. While not directly on a beach, a short drive to Orient, or across the street to Dawn Beach at the Westin. We were on the upper level, building B and had a great view of the ocean across the street. Actually you can drove about anywhere on the island in 30 to 45 minutes depending on traffic. We stayed the first week of November 2015 and full season had not kicked in. The traffic is slow and you have to be...

Island visitor

Frequently Asked Questions

What accommodations do travelers like in Cay Bay Hill?

Guests like condostmaarten by the sea -Adults Only-, Simpson Bay Resort, Marina & Spa and Sonesta Maho Beach All Inclusive Resort Casino & Spa.

Can I book a refundable hotel in Cay Bay Hill?

If you need the flexibility to change your travel plans to Cay Bay Hill, most hotels provide refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Cay Bay Hill be like during my vacation?

Cay Bay Hill is a great place to visit any time of year with an average temperature of 77°F during the coldest months.

Why should I book my Cay Bay Hill hotel with Hotels.com?

There are lots of reasons to book your Cay Bay Hill trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.