Hotels in Cay Bay Hill

Tue, Dec 23
Thu, Dec 25
December 2025
13
January 2026

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Check prices for these dates

Tonight
Dec 13 - Dec 14
Tomorrow
Dec 14 - Dec 15
Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28

Where to stay in Cay Bay Hill?

United States
Janina
CA $496
CA $711 total
includes taxes & fees
Jan 6 - Jan 7, 2026
condostmaarten by the sea -Adults Only-
Canada
Meike
Oceans at Divi Little Bay
United States
Venice
CA $384
CA $463 total
includes taxes & fees
Dec 14 - Dec 15
Belair Beach Hotel
CA $98
CA $120 total
includes taxes & fees
Jan 7 - Jan 8, 2026
MIDTOWN MOTEL SXM
United States
Tanika
The Hills Residence
United States
Jessica
CA $292
CA $342 total
includes taxes & fees
Dec 17 - Dec 18
Hilton Vacation Club Royal Palm St. Maarten
United States
Annesta
CA $364
CA $437 total
includes taxes & fees
Dec 15 - Dec 16
The Villas at Simpson Bay Resort
United States
Anonymous traveller
CA $209
CA $235 total
includes taxes & fees
Dec 16 - Dec 17
Simpson Bay Suites
United States
Maurice
CA $354
CA $424 total
includes taxes & fees
Dec 16 - Dec 17
Holland House Beach Hotel
Canada
Anonymous traveller
CA $274
CA $348 total
includes taxes & fees
Dec 14 - Dec 15
The Atrium Beach Resort and Spa, an Ascend Collection Resort
United States
Kerry
CA $342
CA $410 total
includes taxes & fees
Dec 14 - Dec 15
The Pasanggrahan Royal Boutique Hotel
United States
lindsay
CA $274
CA $354 total
includes taxes & fees
Dec 16 - Dec 17
Divi Little Bay Beach Resort
Canada
Anonymous traveller
CA $252
CA $265 total
includes taxes & fees
Dec 17 - Dec 18
Sea Palace
United States
Italo
CA $259
CA $272 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Port de Plaisance Resort, Trademark Collection by Wyndham
United States
Daniel
CA $103
CA $165 total
includes taxes & fees
Dec 14 - Dec 15
Calinago Friendly Family Sxm Home
United States
Kelly
CA $237
CA $285 total
includes taxes & fees
Dec 16 - Dec 17
Hilton Vacation Club Flamingo Beach St. Maarten
United States
Victoria
CA $427
CA $449 total
includes taxes & fees
Dec 19 - Dec 20
La Vista Hotel
United States
Neil
CA $318
CA $382 total
includes taxes & fees
Dec 16 - Dec 17
Simpson Bay Resort, Marina & Spa
United States
Michael
CA $114
CA $137 total
includes taxes & fees
Dec 14 - Dec 15
Seaview Beach Hotel
United States
Maren
CA $133
CA $159 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Alicia's Inn
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Top landmarks in Cay Bay Hill

Indigo Beach

2.7/5 (3 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

Around Cay Bay Hill are top attractions including Maho Beach and Orient Bay Beach.

See all hotels in Cay Bay Hill
Drone view of boats at Caye Chateau Saint Martin Sint Maarten at sunset

Check out reviews of Cay Bay Hill hotels guests love

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

10/10 Excellent
"Location, Location, Location Love the Divi. Everyone was very friendly and helpful. . "
David 3-night trip
Posted 2 days ago
Divi Little Bay Beach Resort
Oyster Bay Beach Resort

Oyster Bay Beach Resort

10/10 Excellent
"Amazing staff !!! Room was superb very clean great view . Food was delicious!! A definite return destination "
Christopher 9-night trip
Posted 3 days ago
Oyster Bay Beach Resort
Fourteen at Mullet Bay

Fourteen at Mullet Bay

10/10 Excellent
"Very well maintained and clean. Great location, amazing view. Will definitely return!! "
Francesco 5-night trip
Posted 4 days ago
Fourteen at Mullet Bay
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

10/10 Excellent
"Great staff, easy check in, clean room with daily cleaning, full kitchen. Amenities at resort were great including several restaurants, grocery, several pools, beach area, pool towels provided. Easy walk or short drive to additional variety of other off-site restaurants and shopping. . "
Billy 7-night trip
Posted 4 days ago
Simpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

10/10 Excellent
"Love it "
Ja-ki 3-night trip
Posted 5 days ago
The Villas at Simpson Bay Resort
Oceans at Divi Little Bay

Oceans at Divi Little Bay

10/10 Excellent
"This was our second stay and it didn’t disappoint. We were sad that Seabreeze restaurant and pool were shut as we liked that area but there was a new a la carte in the buffet . The food was good and the resort was clean . My only criticism would be the staff as the majority weren’t particularly friendly. "
Sarah 7-night trip
Posted 5 days ago
Oceans at Divi Little Bay
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

10/10 Excellent
"Good"
Iryna 5-night trip
Posted 5 days ago
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Port de Plaisance Resort, Trademark Collection by Wyndham

Port de Plaisance Resort, Trademark Collection by Wyndham

10/10 Excellent
"Balcony had a great view of the Marina "
Daniel 1-night trip
Posted 6 days ago
Port de Plaisance Resort, Trademark Collection by Wyndham
The Morgan Resort Spa Village

The Morgan Resort Spa Village

10/10 Excellent
"This resort is the epitome of quiet luxury. Ec"
Elisa 3-night trip
Posted 6 days ago
The Morgan Resort Spa Village

Frequently asked questions

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.

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