Book Hotels in Cay Bay Hill

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Tonight
May 3 - May 4
Tomorrow
May 4 - May 5
Next weekend
May 8 - May 10
In two weeks
May 15 - May 17

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top Cay Bay Hill hotels

condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-

4 out of 5
38 Marina Terrace Cole Bay
$328 nightly
The price is $343 total per night from Jun 2 to Jun 3
$343 total
Jun 2 - Jun 3
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this apartment. WiFi in public areas is free. A terrace and a garden are also ...
We loved everything about this spot and the staff. We will definitely stay here again. The property is very clean, safe and comfortable.

Reviewed on Apr 24, 2026

Opens in a new windowcondostmaarten by the sea -Adults Only-
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $151 total per night from May 18 to May 19
$151 total
May 18 - May 19
Total with taxes and fees
This resort features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the gym and perks like free self parking and free WiFi. A 24-hour business center, ...
Everything was great except there was no housekeeping throughout our stay.

Reviewed on May 2, 2026

Opens in a new windowHilton Vacation Club Flamingo Beach St. Maarten
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Billy Folly Road No. 37A Simpson Bay
$290 nightly
The price is $304 total per night from May 17 to May 18
$304 total
May 17 - May 18
Total with taxes and fees
A marina, 3 restaurants, and 6 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink ...
Beach staff and chairs/umbrellas/food/drink as well as cleanliness was great. Mexican restaurant was good food but staff slow and forgetful/inattentive. It appeared you had to pay a fee to use the gym $6/day but never bothered to confirm.

Reviewed on May 2, 2026

Opens in a new windowThe Villas at Simpson Bay Resort
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
$373 nightly
The price is $388 total per night from May 4 to May 5
$388 total
May 4 - May 5
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this resort. Enjoy the gym and perks like free valet parking and a free airport shuttle. ...
Notable staff: Maarten and Chris. Food was good. Accommodations seemed dated/worn out. Service for the rest was meh. Guests can make the experience less classy.

Reviewed on May 2, 2026

Opens in a new windowThe Morgan Resort Spa Village
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
$239 nightly
The price is $250 total per night from May 14 to May 15
$250 total
May 14 - May 15
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a marina. Relax with sun loungers and beach umbrellas, and cool off with a drink at ...
We had a fantastic time at this resort! Our room was in the perfect location in the marina building, ocean front and also beside a pool and bar. We had the breakfast buffet every morning, it was delicious with fresh fruit and a mix of different items every day. Service here was great and the staff ...

Reviewed on May 3, 2026

Opens in a new windowSimpson Bay Resort, Marina & Spa
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

5 out of 5
1A Rhine Rd. Lowlands
$625 nightly
The price is $652 total per night from May 11 to May 12
$652 total
May 11 - May 12
Total with taxes and fees
This smoke-free property features a casino, a full-service spa, and 3 restaurants. Spend a day at the beach snorkeling, or relax with sun loungers and beach ...
Entire experience was great

Reviewed on May 2, 2026

Opens in a new windowSonesta Ocean Point All Inclusive, Adults Only Resort
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
10 Emerald Merit Rd Oyster Pond
Fully refundableReserve now, pay when you stay
$203 nightly
The price is $212 total per night from May 4 to May 5
$212 total
May 4 - May 5
Total with taxes and fees
This resort features a full-service spa, a marina, and 2 restaurants. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. ...
I had an awesome stay the customer service was excellent each and every staff was polite and helpful definitely would revisit.

Reviewed on May 3, 2026

Opens in a new windowOyster Bay Beach Resort
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Little Bay Road Philipsburg
Fully refundableReserve now, pay when you stay
$288 nightly
The price is $302 total per night from May 7 to May 8
$302 total
May 7 - May 8
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this resort. Relax with free beach cabanas, sun loungers, and beach umbrellas. Relax ...
Very clean property, rooms were so clean and very nice. Staff were friendly, great beach front , clean pools.

Reviewed on May 1, 2026

Opens in a new windowDivi Little Bay Beach Resort
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road Lowlands
$391 nightly
The price is $407 total per night from May 5 to May 6
$407 total
May 5 - May 6
Total with taxes and fees
This property features free water park access, a casino, and a full-service spa. Relax with sun loungers and beach umbrellas, and cool off with a drink at the ...
Pleasant staff

Reviewed on May 1, 2026

Opens in a new windowSonesta Maho Beach All Inclusive Resort Casino & Spa
Don't see what you're looking for?
See all available properties in Cay Bay Hill
View all properties
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.

Frequently asked questions

What are the top kid-friendly hotels in Cay Bay Hill?
Take some of the worries out of traveling with young ones by choosing a family-friendly hotel in Cay Bay Hill. From fun amenities to extra-helpful services, these properties offer perks that'll help make your trip run smoothly: Put your bags down at New Listing Villa Numa luxurious design villa. It comes with a swimming pool, a king bed and a flair for making families feel at home. Joy Estate - Extensive Property with Amazing Views is another great choice. After a big day of sightseeing, come home to your comfortable room and amenities like internet access and clothes washing facilities.
Where can I find cheap hotels in Cay Bay Hill?
At Travelocity you'll find really nice hotels in Cay Bay Hill at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Cay Bay Hill rather than in Cay Bay Hill. We may find you even better rates, too.
How do I find the best Cay Bay Hill hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Cay Bay Hill then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Cay Bay Hill?
The cheapest hotel in Cay Bay Hill is $151. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Cay Bay Hill?
There are 3,581 hotels in Cay Bay Hill on Travelocity.
What are the best hotels in Cay Bay Hill?
Cay Bay Hill has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Cay Bay Hill for you!
When is the best time to visit Cay Bay Hill?
If you want the joy of a fun-filled trip in peak season, visit Cay Bay Hill during February, March and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as June, October and December.
When is the cheapest time to stay in Cay Bay Hill?
Based on historic data is usually the cheapest month to visit Cay Bay Hill. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Cay Bay Hill?
There are multiple hotels in Cay Bay Hill that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Cay Bay Hill. We have plenty of kid-friendly hotels in Cay Bay Hill to choose from on Travelocity!
Why book a hotel in Cay Bay Hill through Travelocity?
Because we have the top hotels in Cay Bay Hill! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Cay Bay Hill on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Cay Bay Hill hotel reviews by fellow wanderers

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

5 out of 5
Posted 3 hours ago
Travelocity Verified Review
"We had a fantastic time at this resort! Our room was in the perfect location in the marina building, ocean front and also beside a pool and bar. We had the breakfast buffet every morning, it was delicious with fresh fruit and a mix of different items every day. Service here was great and the staff are amazing. The resort is located within walking distance of bars and restaurants, also a few supermarkets. The market garden supermarket is about 10min walk but they have a much better selection."
A verified traveler stayed at Simpson Bay Resort, Marina & Spa
Simpson Bay Resort, Marina & Spa

Explore More Ways to Travel with Travelocity