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

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Oct 15 - Oct 16
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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 $429
CA $634 total
includes taxes & fees
Oct 19 - Oct 20
condostmaarten by the sea -Adults Only-

2. Commodore Suites, SureStay Collection by Best Western

Commodore Suites, SureStay Collection by Best Western
Simpson Bay
United States
Ruth
CA $180
CA $216 total
includes taxes & fees
Oct 17 - Oct 18
Commodore Suites, SureStay Collection by Best Western

3. Baker's Suites

Baker's Suites
Simpson Bay
United States
Jocelyn
CA $150
CA $183 total
includes taxes & fees
Oct 18 - Oct 19
Baker's Suites

4. Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
United States
Alicia
CA $156
CA $202 total
includes taxes & fees
Oct 26 - Oct 27
Hilton Vacation Club Flamingo Beach St. Maarten

5. The Paradise Inn

The Paradise Inn
Philipsburg
United States
ulander
CA $127
CA $134 total
includes taxes & fees
Oct 17 - Oct 18
The Paradise Inn

6. Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa
Simpson Bay
United States
Sean
CA $177
CA $213 total
includes taxes & fees
Oct 17 - Oct 18
Mary's Boon Beach Resort & Spa

7. Carls Unique Inn

Carls Unique Inn
Cole Bay
United States
Candy
CA $134
CA $167 total
includes taxes & fees
Oct 25 - Oct 26
Carls Unique Inn

8. Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
United States
Journey Anthony
CA $177
CA $203 total
includes taxes & fees
Oct 24 - Oct 25
Simpson Bay Resort, Marina & Spa

9. Horizon View Beach Hotel

Horizon View Beach Hotel
Downtown Philipsburg
United States
Chris De
CA $161
CA $194 total
includes taxes & fees
Oct 17 - Oct 18
Horizon View Beach Hotel

10. Azure Hotel and Art Studio

Azure Hotel and Art Studio
Simpson Bay
United States
Rumico
CA $153
CA $176 total
includes taxes & fees
Oct 30 - Oct 31
Azure Hotel and Art Studio

11. Adonis Cupecoy

Adonis Cupecoy
Maho
United States
Kalicia
CA $108
CA $114 total
includes taxes & fees
Oct 19 - Oct 20
Adonis Cupecoy

12. Alicia's Inn

Alicia's Inn
Downtown Philipsburg
United States
Shelda
CA $106
CA $139 total
includes taxes & fees
Nov 15 - Nov 16
Alicia's Inn

13. Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
United States
Jason
CA $159
CA $191 total
includes taxes & fees
Oct 17 - Oct 18
Princess Heights Luxury Boutique Condo Hotel

14. 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 $282
CA $359 total
includes taxes & fees
Oct 20 - Oct 21
The Atrium Beach Resort and Spa, an Ascend Collection Resort

15. Royal Islander Resort La Terrasse

Royal Islander Resort La Terrasse
Lowlands
United States
Jeffrey
CA $179
CA $221 total
includes taxes & fees
Oct 19 - Oct 20
Royal Islander Resort La Terrasse

16. Travel Inn Hotel

Travel Inn Hotel
Simpson Bay
United States
Shelton
CA $141
CA $157 total
includes taxes & fees
Oct 17 - Oct 18
Travel Inn Hotel

17. Royal Islander Resort La Plage

Royal Islander Resort La Plage
Lowlands
United States
Zhu Jun Thomas
CA $210
CA $257 total
includes taxes & fees
Oct 18 - Oct 19
Royal Islander Resort La Plage

18. The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort
Pelican Key
United States
Jessica
CA $281
CA $337 total
includes taxes & fees
Oct 20 - Oct 21
The Villas at Simpson Bay Resort

19. Hommage Hotel & Residences

Hommage Hotel & Residences
Nettle Bay
United States
Abigail
CA $230
CA $239 total
includes taxes & fees
Oct 18 - Oct 19
Hommage Hotel & Residences

20. Oyster Bay Beach Resort

Oyster Bay Beach Resort
Oyster Pond
United States
Marv
CA $233
CA $280 total
includes taxes & fees
Oct 17 - Oct 18
Oyster Bay Beach Resort
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Hotels recommended for families in Cay Bay Hill

Modern Indigo Bay Studio – 3 Min Walk To Beach!

Modern Indigo Bay Studio – 3 Min Walk To Beach!
Indigo Bay
CA $258
CA $513 total
includes taxes & fees
Oct 28 - Oct 29
Modern Indigo Bay Studio – 3 Min Walk To Beach!

Luxury 4BR Villa w/ Private Pool & Ocean Views

Luxury 4BR Villa w/ Private Pool & Ocean Views
Indigo Bay
CA $891
CA $1,911 total
includes taxes & fees
Nov 2 - Nov 3
Luxury 4BR Villa w/ Private Pool & Ocean Views

Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Villa Solandra – 3BR Oceanfront Sunset w/ Pool
Indigo Bay
CA $647
CA $1,303 total
includes taxes & fees
Oct 27 - Oct 28
Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
CA $156
CA $202 total
includes taxes & fees
Oct 26 - Oct 27
Hilton Vacation Club Flamingo Beach St. Maarten

Commodore Suites, SureStay Collection by Best Western

Commodore Suites, SureStay Collection by Best Western
Simpson Bay
CA $180
CA $216 total
includes taxes & fees
Oct 17 - Oct 18
Commodore Suites, SureStay Collection by Best Western

Baker's Suites

Baker's Suites
Simpson Bay
CA $150
CA $183 total
includes taxes & fees
Oct 18 - Oct 19
Baker's Suites

Carls Unique Inn

Carls Unique Inn
Cole Bay
CA $134
CA $167 total
includes taxes & fees
Oct 25 - Oct 26
Carls Unique Inn

Azure Hotel and Art Studio

Azure Hotel and Art Studio
Simpson Bay
CA $153
CA $176 total
includes taxes & fees
Oct 30 - Oct 31
Azure Hotel and Art Studio
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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

The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort

8/10 Good
"Quiet, nice room , everything in kitchen functioned, close to everything."
Carl 5-night trip
Posted 6 hours ago
The Atrium Beach Resort and Spa, an Ascend Collection Resort
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent
"Travelled with 2 young boys. Lots of space in the room with a kitchenette. Staff is amazing and helpful. We had a fantastic stay and would definitely come back!"
Amar 7-night trip
Posted 7 hours ago
Hilton Vacation Club Flamingo Beach St. Maarten
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

10/10 Excellent
"Amazing place for the price and everyone was extremely nice and helpful, I will be staying there once a year from now on !"
MARIO 4-night trip
Posted 12 hours ago
Sonesta Ocean Point All Inclusive, Adults Only Resort
The Morgan Resort Spa Village

The Morgan Resort Spa Village

10/10 Excellent
"I enjoyed my stay at the Morgan, the staff were really good and everyone was friendly."
Shemar 4-night trip
Posted 1 day ago
The Morgan Resort Spa Village
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

8/10 Good
"This is my 5th time there in 5 years and I love it. I will get nothing less than the king with murphy beds and full kitchen villa even if it's just me. Clean, beautiful view. Check in and out very smooth. Parking is great. Punch in the lobby. Staff are all helpful. Housekeeping does an excellent job. AC works great. When I asked for a late check out for 10/14, they were accommodating. issues: inconsistencies of security enforcing rules at pool near villas. One day they come down on someone jumping in, the next day, kids jumping in all day and no one said a word one bottled water that was left for me, seal was broken and it had 1/4 water missing need more pool towels available for use Even though I had a one bedroom villa giving me a living room, the people nxt to me had their kids watching cartoons and I could hear every word from their TV from my bedroom, let alone my living room. Pretty disruptive."
Tiffiny 11-night trip
Posted 1 day ago
The Villas at Simpson Bay Resort
Oyster Bay Beach Resort

Oyster Bay Beach Resort

8/10 Good
"The resort gives the perfect (quiet)getaway vibe, which allows you to rest and relax away from the hustle and fast pace tourist spots. The room was clean and furnished with modern amenities. The views were serene and therapeutic. Overall stay was excellent!!!"
Maureen 2-night trip
Posted 1 day ago
Oyster Bay Beach Resort
Sapphire Beach Club Resort

Sapphire Beach Club Resort

10/10 Excellent
"Everything was good"
Abdrahamane 5-night trip
Posted 2 days ago
Sapphire Beach Club Resort
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

10/10 Excellent
"We absolutely loved our beachfront room!!"
Jennifer 3-night trip
Posted 2 days ago
Divi Little Bay Beach Resort
Fourteen at Mullet Bay

Fourteen at Mullet Bay

8/10 Good
"The property was beautiful and we felt safe. The unit was clean and looked just like the pictures. If I would hand anything it would be the shower. Instead of using curtains they should install a shower door. This would help prevent leaks and water from getting onto the floor."
Julissa Monique 3-night trip
Posted 2 days ago
Fourteen at Mullet Bay

More cheap stays in Cay Bay Hill

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM

Kruythoffsteeg#10 Philipsburg
CA $93
CA $114 total
Oct 29 - Oct 30
includes taxes & fees
MIDTOWN MOTEL SXM
Adonis Cupecoy

Adonis Cupecoy

Jordan Road Lowlands
CA $108
CA $114 total
Oct 19 - Oct 20
includes taxes & fees
7.2/10 Good! (550 reviews)
Adonis Cupecoy
Alicia's Inn

Alicia's Inn

Backstreet 42 Philipsburg
CA $106
CA $139 total
Nov 15 - Nov 16
includes taxes & fees
8.8/10 Excellent! (353 reviews)
Alicia's Inn
Carls Unique Inn

Carls Unique Inn

18 Orange Grove Rd Cole Bay
CA $134
CA $167 total
Oct 25 - Oct 26
includes taxes & fees
8.6/10 Excellent! (450 reviews)
Carls Unique Inn
L'Esperance Hotel

L'Esperance Hotel

4 Tiger Road Philipsburg
CA $171
CA $200 total
Nov 15 - Nov 16
includes taxes & fees
8.4/10 Very good! (154 reviews)
L'Esperance Hotel
Cocovaa

Cocovaa

34 white sands rd Simpson Bay
CA $172
CA $206 total
Oct 29 - Oct 30
includes taxes & fees
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 $114 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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