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

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Our top choices for Cay Bay Hill hotels

1. condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.2 out of 10, Wonderful, (43 reviews)
"Love love the property was amazing. Will definitely return."
United States
Muneca
The price is CA $483
CA $698 total
includes taxes & fees
Oct 28 - Oct 29
condostmaarten by the sea -Adults Only-

2. The Paradise Inn

The Paradise Inn
3.0 star property
Philipsburg
8.0 out of 10, Very good, (507 reviews)
"Great stay"
United States
ulander
The price is CA $130
CA $138 total
includes taxes & fees
Oct 30 - Oct 31
The Paradise Inn

3. Azure Hotel and Art Studio

Azure Hotel and Art Studio
3.0 star property
Simpson Bay
9.4 out of 10, Exceptional, (435 reviews)
"This place was beautiful and staff was so friendly. I will make this a forever place we visit. Worth keeping this hush because it’s so worth the money for paradise."
United States
MEGAN
The price is CA $176
CA $200 total
includes taxes & fees
Nov 13 - Nov 14
Azure Hotel and Art Studio

4. Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa
3.0 star property
Simpson Bay
8.8 out of 10, Excellent, (1,000 reviews)
"Our stay was great, the staff was very friendly and helpful, and the location was great with the beach being at your doorstep."
United States
Sean
The price is CA $175
CA $210 total
includes taxes & fees
Oct 28 - Oct 29
Mary's Boon Beach Resort & Spa

5. 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
8.8 out of 10, Excellent, (1,005 reviews)
"Wonderful stay!"
United States
Glenda
The price is CA $181
CA $231 total
includes taxes & fees
Nov 23 - Nov 24
The Atrium Beach Resort and Spa, an Ascend Collection Resort

6. 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, (1,814 reviews)
"Excellent location, right on Simpson Bay with 2 excellent sand beaches and a gorgeous infinity pool. Within walking distance of numerous restaurants and attractions."
Canada
David
The price is CA $171
CA $215 total
includes taxes & fees
Nov 3 - Nov 4
Hilton Vacation Club Flamingo Beach St. Maarten

7. Baker's Suites

Baker's Suites
3.5 star property
Simpson Bay
9.2 out of 10, Wonderful, (855 reviews)
"Well located property"
United States
Jocelyn
The price is CA $170
CA $208 total
includes taxes & fees
Nov 4 - Nov 5
Baker's Suites

8. Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
4.0 star property
Pelican Key
9.0 out of 10, Wonderful, (2,152 reviews)
"Great location, close to the strip and the beach"
United States
Isaac Kweku
The price is CA $261
CA $313 total
includes taxes & fees
Nov 1 - Nov 2
Simpson Bay Resort, Marina & Spa

9. Commodore Suites, SureStay Collection by Best Western

Commodore Suites, SureStay Collection by Best Western
3.5 star property
Simpson Bay
8.4 out of 10, Very good, (642 reviews)
"Always a great place to stay and the food in the Supermarket below is always scrumptious."
United States
Althea
The price is CA $175
CA $210 total
includes taxes & fees
Nov 3 - Nov 4
Commodore Suites, SureStay Collection by Best Western

10. Carls Unique Inn

Carls Unique Inn
2.0 star property
Cole Bay
8.6 out of 10, Excellent, (452 reviews)
"Carl’s Unique inn is the place to be in Cole’s bay. The staff were pleasant & welcoming and the room was clean & adequate. It is a short drive away from the tourist spots and it was reasonably priced with breakfast included which makes it the ideal place to be. I would definitely stay there again!"
United States
Tristan
The price is CA $138
CA $171 total
includes taxes & fees
Oct 30 - Oct 31
Carls Unique Inn

11. Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel
3.5 star property
Oyster Pond
9.2 out of 10, Wonderful, (1,002 reviews)
"The service was amazing and they didn’t miss a beat. The views are also incredible from the rooms."
United States
Jason
The price is CA $129
CA $154 total
includes taxes & fees
Oct 29 - Oct 30
Princess Heights Luxury Boutique Condo Hotel

12. Royal Islander Resort La Plage

Royal Islander Resort La Plage
4.0 star property
Lowlands
8.8 out of 10, Excellent, (673 reviews)
"Great hotel & location"
United States
Ashleigh
The price is CA $193
CA $236 total
includes taxes & fees
Oct 28 - Oct 29
Royal Islander Resort La Plage

13. Oyster Bay Beach Resort

Oyster Bay Beach Resort
4.0 star property
Oyster Pond
9.0 out of 10, Wonderful, (1,007 reviews)
"Great place to stay"
United States
Marv
The price is CA $203
CA $249 total
includes taxes & fees
Nov 5 - Nov 6
Oyster Bay Beach Resort

14. Travel Inn Hotel

Travel Inn Hotel
3.0 star property
Simpson Bay
6.8 out of 10, (503 reviews)
"Great stay"
United States
Shelton
The price is CA $139
CA $155 total
includes taxes & fees
Oct 28 - Oct 29
Travel Inn Hotel

15. Horizon View Beach Hotel

Horizon View Beach Hotel
3.0 star property
Downtown Philipsburg
8.2 out of 10, Very good, (531 reviews)
"Great location close to shops and beach area definitely recommend."
United States
Chris De
The price is CA $203
CA $244 total
includes taxes & fees
Oct 28 - Oct 29
Horizon View Beach Hotel

16. Adonis Cupecoy

Adonis Cupecoy
2.5 star property
Maho
7.2 out of 10, Good, (558 reviews)
"Great spot for accommodation purposes and great pricing."
United States
Joshua
The price is CA $113
CA $120 total
includes taxes & fees
Oct 28 - Oct 29
Adonis Cupecoy

17. Cocovaa

Cocovaa
2.5 star property
Simpson Bay
8.6 out of 10, Excellent, (126 reviews)
"This property was so peaceful and beautiful.. the beach was so beautiful to wake up to in the morning . The staff was very friendly and welcoming."
United States
joy
The price is CA $170
CA $203 total
includes taxes & fees
Oct 30 - Oct 31
Cocovaa

18. The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort
4.0 star property
Pelican Key
9.2 out of 10, Wonderful, (1,591 reviews)
"The hotel was nice and comfortable!"
United States
Jessica
The price is CA $283
CA $340 total
includes taxes & fees
Nov 1 - Nov 2
The Villas at Simpson Bay Resort

19. Hommage Hotel & Residences

Hommage Hotel & Residences
Nettle Bay
8.4 out of 10, Very good, (727 reviews)
"Very Good place to stay"
United States
Shelten
The price is CA $227
CA $236 total
includes taxes & fees
Nov 9 - Nov 10
Hommage Hotel & Residences

20. Alicia's Inn

Alicia's Inn
2.5 star property
Downtown Philipsburg
8.8 out of 10, Excellent, (353 reviews)
"Clive to the beach and shopping center"
United States
Shelda
The price is CA $123
CA $154 total
includes taxes & fees
Oct 28 - Oct 29
Alicia's Inn
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.

Hotels recommended for families in Cay Bay Hill

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Stay near popular Cay Bay Hill attractions

Learn more about Cay Bay Hill

Check out Maho Beach—just one of the popular sights to explore around Cay Bay Hill.

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

Top Cay Bay Hill Hotel Reviews

More cheap stays in Cay Bay Hill

Frequently asked questions

What is the best area to stay in Cay Bay Hill?
The best area to stay in Cay Bay Hill is the main stretch along Cay Bay Road, particularly near the intersection with Link One.

This area is the heart of Cay Bay Hill, offering direct access to the beach and a collection of top resorts. You'll find a mix of dining options, from casual beachfront eateries to more refined restaurants, all within easy walking distance. The natural landscape here includes a gentle hill leading down to the bay, providing some lovely views of the Caribbean Sea.

For families, this main area is particularly convenient. Many of the resorts here cater to families with amenities like dedicated children's pools and activities, and the calm waters of Cay Bay itself are ideal for swimming and paddling. Being able to walk to several dining spots means less reliance on taxis or rental cars, adding to the ease of a family holiday.

Couples looking for a relaxing escape will also find plenty to appreciate in this part of Cay Bay Hill. The resorts often feature adults-only areas, spa facilities, and high-end fitness equipment, alongside opportunities for romantic beachfront strolls.
When is the best time to go to Cay Bay Hill?
The best time to visit Cay Bay Hill is during the dry season, which runs from December to May, offering consistently pleasant weather for your trip.

During these months, you can expect plenty of sunshine and comfortable temperatures, typically ranging from 24°C to 29°C. This makes it ideal for enjoying the beaches, water sports, and outdoor activities without the higher humidity and increased chance of rain found in other parts of the year.

The shoulder months of November and June can also be good options. While there's a slightly higher chance of a brief shower, you'll often find fewer crowds and potentially better value on accommodation and flights compared to the peak dry season. However, you'll want to avoid the hurricane season, which generally runs from July to October, as it brings a higher risk of severe weather.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Cay Bay Hill.
How much is the nightly rate at a Cay Bay Hill hotel?
Prices for hotels in Cay Bay Hill often vary, but you can find a great deal from CA $113 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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