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

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Aug 29 - Aug 30
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Aug 30 - Aug 31
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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-
Indigo Bay
United States
Muneca
CA $419
CA $619 total
includes taxes & fees
Sep 1 - Sep 2
condostmaarten by the sea -Adults Only-

2. Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
United States
Yasmira
CA $196
CA $240 total
includes taxes & fees
Sep 24 - Sep 25
Simpson Bay Resort, Marina & Spa

3. Divi Little Bay Beach Resort

Divi Little Bay Beach Resort
Philipsburg
United States
sidney
CA $220
CA $292 total
includes taxes & fees
Sep 29 - Sep 30
Divi Little Bay Beach Resort

4. Baker's Suites

Baker's Suites
Simpson Bay
United States
Jamil
CA $146
CA $178 total
includes taxes & fees
Sep 2 - Sep 3
Baker's Suites

5. Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
France
Petra bu
CA $182
CA $227 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Vacation Club Flamingo Beach St. Maarten

6. 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 $183
CA $234 total
includes taxes & fees
Aug 30 - Aug 31
The Atrium Beach Resort and Spa, an Ascend Collection Resort

7. Horizon View Beach Hotel

Horizon View Beach Hotel
Downtown Philipsburg
United States
Impossible
CA $140
CA $172 total
includes taxes & fees
Sep 4 - Sep 5
Horizon View Beach Hotel

8. Commodore Suites, SureStay Collection by Best Western

Commodore Suites, SureStay Collection by Best Western
Simpson Bay
United States
Xiomara
CA $180
CA $216 total
includes taxes & fees
Sep 19 - Sep 20
Commodore Suites, SureStay Collection by Best Western

9. Belair Beach Hotel

Belair Beach Hotel
Belair
United States
Imran
CA $228
CA $275 total
includes taxes & fees
Sep 3 - Sep 4
Belair Beach Hotel

10. Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa
Simpson Bay
United States
Christopher
CA $173
CA $208 total
includes taxes & fees
Aug 30 - Aug 31
Mary's Boon Beach Resort & Spa

11. Azure Hotel and Art Studio

Azure Hotel and Art Studio
Simpson Bay
United States
Matt
CA $123
CA $130 total
includes taxes & fees
Sep 19 - Sep 20
Azure Hotel and Art Studio

12. The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort
Pelican Key
Canada
Paul
CA $215
CA $263 total
includes taxes & fees
Sep 13 - Sep 14
The Villas at Simpson Bay Resort

13. Oceans at Divi Little Bay

Oceans at Divi Little Bay
Philipsburg
United States
BRYAN C
CA $289
CA $379 total
includes taxes & fees
Sep 26 - Sep 27
Oceans at Divi Little Bay

14. Carls Unique Inn

Carls Unique Inn
Cole Bay
United States
Candy
CA $118
CA $148 total
includes taxes & fees
Aug 30 - Aug 31
Carls Unique Inn

15. Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
Simpson Bay
United States
Shawn
CA $188
CA $234 total
includes taxes & fees
Sep 19 - Sep 20
Hilton Vacation Club Royal Palm St. Maarten

16. The Paradise Inn

The Paradise Inn
Philipsburg
United States
Nathan
CA $126
CA $133 total
includes taxes & fees
Sep 4 - Sep 5
The Paradise Inn

17. Seaview Beach Hotel

Seaview Beach Hotel
Downtown Philipsburg
United States
Diurka
CA $117
CA $141 total
includes taxes & fees
Sep 14 - Sep 15
Seaview Beach Hotel

18. Alicia's Inn

Alicia's Inn
Downtown Philipsburg
United States
thomas
CA $122
CA $152 total
includes taxes & fees
Sep 21 - Sep 22
Alicia's Inn

19. Travel Inn Hotel

Travel Inn Hotel
Simpson Bay
United States
Sabreena
CA $123
CA $138 total
includes taxes & fees
Sep 2 - Sep 3
Travel Inn Hotel

20. L'Esperance Hotel

L'Esperance Hotel
Philipsburg
United States
Linda
CA $171
CA $199 total
includes taxes & fees
Sep 29 - Sep 30
L'Esperance Hotel
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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

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

10/10 Excellent
"the beach was amazing i enjoyed the beach chairs and umbrellas you get included. the staff was very helpful. food was very good and they have different deals through the week. i recommend upgrading your room to the ocean front views , the other rooms are outdated and so far from everything"
sasha 4-night trip
Posted 5 hours ago
Simpson Bay Resort, Marina & Spa
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

8/10 Good
"Traveled end of August, family of 4. If you are looking to book the 2 bedroom villa, expect to have two separate 1br. Apartments connected with a connecting door found in hotels with double rooms. So essentially we had two kitchens and two bathrooms. This info is not mentioned anywhere when booking I would have looked elsewhere if I was aware of this. Units were clean and kitchens well equipped with basics. Both apt have washer/dryer combo but their functionality is somewhat questlionable. A units are with a garden view and bedrooms have no windows (poor building design and planning imo), B units are ocean view and have much better layout. Since day 1 there was mildew odor in apt A that we though just by using the AC and the fans will go away, but when it didn't I found out that actually it was the dryer unit that was leaking and odor was coming from that closet. We stayed most of the time in unit B so not a big issues but if you are staying in 6102A definitely inspect on day 1.Resort is on a private beach with plenty of beach chairs and umbrellas. Water was not very clear due to some of the overgrown seaweed bed on the beach. Water shoes are must since there are rocks here and there entering the water. If you are looking to order food while at the beach you can do so from the pelican grill or from the pool bar just if you do order from the bar expect to wait at least 1 h for food that is mediocre at best. Shout out to Jimmy security guy, overall we had a great time."
Dusko 6-night trip
Posted 7 hours ago
Hilton Vacation Club Flamingo Beach St. Maarten
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

10/10 Excellent
"The hotel was situated in a little Bay Area with great snorkeling and great food in the restaurant’s walking distance to Philipsburg you have to go it was great"
Vincent 5-night trip
Posted 10 hours ago
Divi Little Bay Beach Resort
Royal Islander Resort La Plage

Royal Islander Resort La Plage

10/10 Excellent
"Beautiful property. Amazing staff. They are super helpful and so friendly. Every room has ocean view. The planes landing are awesome! The water is ice blue clear and beach is super clean here. No seaweed at all. You are literally at the pool and on beach in 2 minutes from every room. Rooms are so spacious and nice kitchen. A bit older resort but would definitely stay here again. Very relaxing big pool and not crowded. Can always grab a chair and umbrella or sit under the palm trees for shade. For the price, it’s great value. Great location!!! Grocery store across the street. Steakhouse, Greek, Italian restaurants all within walking distances. A/C vans are at front lobby passing every few minutes. $2.00 per person to Philipsburg, French Quarter, Marigot areas. LOCATION a plus."
Mary Ann 6-night trip
Posted 19 hours ago
Royal Islander Resort La Plage
Oceans at Divi Little Bay

Oceans at Divi Little Bay

8/10 Good
"Clean but not the most luxurious, beautiful views of phillisburg bay. Nice restaurant, definitely a 4 star hotel."
Xguery 4-night trip
Posted 20 hours ago
Oceans at Divi Little Bay
Holland House Beach Hotel

Holland House Beach Hotel

10/10 Excellent
"Very exciting and fun. Great location, great staff!!"
Antonio 3-night trip
Posted 1 day ago
Holland House Beach Hotel
Fourteen at Mullet Bay

Fourteen at Mullet Bay

10/10 Excellent
"Good location; good vibes. You will not be disappointed"
LANCELOT 6-night trip
Posted 2 days ago
Fourteen at Mullet Bay
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

8/10 Good
"Location is prime!"
Tiffany 4-night trip
Posted 6 days ago
Hilton Vacation Club Royal Palm St. Maarten
Hommage Hotel & Residences

Hommage Hotel & Residences

10/10 Excellent
"Very clean, friendly and helpful staff."
jacqueline 1-night trip
Posted 9 days ago
Hommage Hotel & Residences

More cheap stays in Cay Bay Hill

Adonis Cupecoy

Adonis Cupecoy

Jordan Road Lowlands
CA $91
CA $96 total
Sep 9 - Sep 10
includes taxes & fees
7.2/10 Good! (514 reviews)
Adonis Cupecoy
MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM

Kruythoffsteeg#10 Philipsburg
CA $95
CA $114 total
Sep 19 - Sep 20
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 $118
CA $148 total
Aug 30 - Aug 31
includes taxes & fees
8.6/10 Excellent! (446 reviews)
Carls Unique Inn
Alicia's Inn

Alicia's Inn

Backstreet 42 Philipsburg
CA $122
CA $152 total
Sep 21 - Sep 22
includes taxes & fees
Alicia's Inn
Cocovaa

Cocovaa

34 white sands rd Simpson Bay
CA $164
CA $199 total
Sep 11 - Sep 12
includes taxes & fees
Cocovaa
L'Esperance Hotel

L'Esperance Hotel

4 Tiger Road Philipsburg
CA $171
CA $199 total
Sep 29 - Sep 30
includes taxes & fees
L'Esperance Hotel

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.

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