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

Find hotels in Cay Bay Hill from CA $96

  • 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 prices for these dates

Tonight
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Filter by

Star rating

Guest rating

Our top choices for Cay Bay Hill hotels

1. condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
Indigo Bay
United States
Muneca
CA $476
CA $686 total
includes taxes & fees
Oct 11 - Oct 12
condostmaarten by the sea -Adults Only-

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

The Atrium Beach Resort and Spa, an Ascend Collection Resort
Simpson Bay
United States
Glenda
CA $143
CA $184 total
includes taxes & fees
Oct 4 - Oct 5
The Atrium Beach Resort and Spa, an Ascend Collection Resort

3. Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
France
Petra bu
CA $165
CA $210 total
includes taxes & fees
Sep 15 - Sep 16
Hilton Vacation Club Flamingo Beach St. Maarten

4. Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
United States
indhira
CA $219
CA $263 total
includes taxes & fees
Sep 13 - Sep 14
Simpson Bay Resort, Marina & Spa

5. Baker's Suites

Baker's Suites
Simpson Bay
United States
Aljean
CA $118
CA $150 total
includes taxes & fees
Oct 11 - Oct 12
Baker's Suites

6. Divi Little Bay Beach Resort

Divi Little Bay Beach Resort
Philipsburg
United States
Sandra Marie
CA $214
CA $280 total
includes taxes & fees
Oct 3 - Oct 4
Divi Little Bay Beach Resort

7. Carls Unique Inn

Carls Unique Inn
Cole Bay
United States
Candy
CA $101
CA $126 total
includes taxes & fees
Sep 12 - Sep 13
Carls Unique Inn

8. Horizon View Beach Hotel

Horizon View Beach Hotel
Downtown Philipsburg
United States
Shavanille
CA $140
CA $172 total
includes taxes & fees
Sep 22 - Sep 23
Horizon View Beach Hotel

9. The Paradise Inn

The Paradise Inn
Philipsburg
United States
Carlisle
CA $127
CA $134 total
includes taxes & fees
Sep 11 - Sep 12
The Paradise Inn

10. Commodore Suites, SureStay Collection by Best Western

Commodore Suites, SureStay Collection by Best Western
Simpson Bay
United States
Xiomara
CA $178
CA $213 total
includes taxes & fees
Sep 14 - Sep 15
Commodore Suites, SureStay Collection by Best Western

11. Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa
Simpson Bay
United States
Christopher
CA $172
CA $207 total
includes taxes & fees
Sep 11 - Sep 12
Mary's Boon Beach Resort & Spa

12. Belair Beach Hotel

Belair Beach Hotel
Belair
United States
Imran
CA $224
CA $271 total
includes taxes & fees
Sep 30 - Oct 1
Belair Beach Hotel

13. Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
Simpson Bay
United States
Kevin
CA $187
CA $232 total
includes taxes & fees
Sep 16 - Sep 17
Hilton Vacation Club Royal Palm St. Maarten

14. The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort
Pelican Key
United States
melissa
CA $248
CA $297 total
includes taxes & fees
Sep 13 - Sep 14
The Villas at Simpson Bay Resort

15. Alicia's Inn

Alicia's Inn
Downtown Philipsburg
United States
Shelda
CA $103
CA $134 total
includes taxes & fees
Oct 10 - Oct 11
Alicia's Inn

16. Oceans at Divi Little Bay

Oceans at Divi Little Bay
Philipsburg
United States
lekisha
CA $268
CA $351 total
includes taxes & fees
Oct 11 - Oct 12
Oceans at Divi Little Bay

17. Azure Hotel and Art Studio

Azure Hotel and Art Studio
Simpson Bay
United States
Erin
CA $147
CA $169 total
includes taxes & fees
Sep 22 - Sep 23
Azure Hotel and Art Studio

18. Seaview Beach Hotel

Seaview Beach Hotel
Downtown Philipsburg
United States
Diurka
CA $117
CA $140 total
includes taxes & fees
Sep 30 - Oct 1
Seaview Beach Hotel

19. Port de Plaisance Resort, Trademark Collection by Wyndham

Port de Plaisance Resort, Trademark Collection by Wyndham
Cole Bay
United States
Janeen
CA $193
CA $203 total
includes taxes & fees
Sep 21 - Sep 22
Port de Plaisance Resort, Trademark Collection by Wyndham

20. L'Esperance Hotel

L'Esperance Hotel
Philipsburg
United States
Linda
CA $170
CA $198 total
includes taxes & fees
Oct 10 - Oct 11
L'Esperance Hotel
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Cay Bay Hill attractions

Indigo Beach

8.0/10 (23 reviews)
Why not spend a lazy afternoon at Indigo Beach during your trip to Cole Bay?
See properties

Learn more about Cay Bay Hill

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

See all hotels in Cay Bay Hill
A calm lake with several boats anchored, surrounded by hills and a cloudy sky.

Top Cay Bay Hill Hotel Reviews

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent
"Our First visit to stay in Sint Maarten. We visited by cruise ship in the past but cannot compare. We typically do one or two visits a year to Aruba; however recently a friend told us about the Hilton Flamingo in Sint Maarten. We traded Aruba for Sint Maarten and were thrilled we did. The resort in outstanding, the property clean, service excellent and the prices were wonderful compared with places such as Aruba and Cost Rica, as well as many other Caribbean islands. We liked it so much, we booked a return in April 2027."
Robert 7-night trip
Posted 1 hour ago
Hilton Vacation Club Flamingo Beach St. Maarten
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

8/10 Good
"Staff was wonderful, food was good for dinner and lunch . Breakfast could have been better and more options."
florence 4-night trip
Posted 1 hour ago
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Fourteen at Mullet Bay

Fourteen at Mullet Bay

10/10 Excellent
"My stay here was amazing. They were able to help me with a rental car and transportation to the airport and they referred me to a bunch of restaurants and things to do. Also they arranged someone to decorate my room for my birthday."
Michelle 3-night trip
Posted 7 hours ago
Fourteen at Mullet Bay
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

10/10 Excellent
"Exactly as expected, beautiful location and room maintained clean, service workers friendly and attentive."
Johanna S 7-night trip
Posted 13 hours ago
Divi Little Bay Beach Resort
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

10/10 Excellent
"Great property, close to many restaurants, happy hour every day from 3-5 pm at the beach bar!!"
Harold James Eleutherius 7-night trip
Posted 13 hours ago
Simpson Bay Resort, Marina & Spa
Royal Islander Resort La Plage

Royal Islander Resort La Plage

10/10 Excellent
"Close to the beach"
Nikita 2-night trip
Posted 21 hours ago
Royal Islander Resort La Plage
The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort

10/10 Excellent
"Great time everytime we go there"
Albert 7-night trip
Posted 22 hours ago
The Atrium Beach Resort and Spa, an Ascend Collection Resort
The Morgan Resort Spa Village

The Morgan Resort Spa Village

8/10 Good
"I will be back!!"
Ashley Raphaelle 4-night trip
Posted 2 days ago
The Morgan Resort Spa Village
Oyster Bay Beach Resort

Oyster Bay Beach Resort

10/10 Excellent
"The Lighthouse side of the property is truly underrated, everything from arrival to departure was an amazing experience! The views, the views, THE VIEWS! We stayed in an Ocean side condo, three beds (two were Master) and a half bath and our own pool. The property itself was phenomenal, there's a small store on site with a restaurant with agreeable prices & they had Happy Hour! The HH drinks were hands down the best I have had at any other vacation property. If traveling as a family of 5-6, or just as a group, please do yourselves a favor and book one of the Lighthouse condos, it will most definitely add that extra WOW factor to your experience."
precious 6-night trip
Posted 2 days ago
Oyster Bay Beach Resort

More cheap stays in Cay Bay Hill

Adonis Cupecoy

Adonis Cupecoy

Jordan Road Lowlands
CA $90
CA $96 total
Sep 28 - Sep 29
includes taxes & fees
7.2/10 Good! (525 reviews)
Adonis Cupecoy
MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM

Kruythoffsteeg#10 Philipsburg
CA $96
CA $117 total
Sep 22 - Sep 23
includes taxes & fees
7.4/10 Good! (72 reviews)
MIDTOWN MOTEL SXM
Carls Unique Inn

Carls Unique Inn

18 Orange Grove Rd Cole Bay
CA $101
CA $126 total
Sep 12 - Sep 13
includes taxes & fees
8.6/10 Excellent! (448 reviews)
Carls Unique Inn
Alicia's Inn

Alicia's Inn

Backstreet 42 Philipsburg
CA $103
CA $134 total
Oct 10 - Oct 11
includes taxes & fees
8.8/10 Excellent! (352 reviews)
Alicia's Inn
L'Esperance Hotel

L'Esperance Hotel

4 Tiger Road Philipsburg
CA $170
CA $198 total
Oct 10 - Oct 11
includes taxes & fees
L'Esperance Hotel
Cocovaa

Cocovaa

34 white sands rd Simpson Bay
CA $168
CA $202 total
Sep 14 - Sep 15
includes taxes & fees
8.6/10 Excellent! (109 reviews)
Cocovaa

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 $96 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.

Explore a world of travel with Expedia