Find hotels near Hollywood Casino, Simpson Bay from CA $82

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Find properties with these dates

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
1
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top Hotels Close to Hollywood Casino

condostmaarten
4.0 star property
10.0 out of 10, Exceptional, (1)
"Lovely property and incredible view! Our host, Bruno, was great. I highly recommend a stay here. You will not be disappointed!!! Excellent!"
condostmaarten
Standard Double Room
10.0 out of 10, Exceptional, (1)
"Muy buena"
Standard Double Room
Your apartment awaits
10.0 out of 10, Exceptional, (1)
"Host provided airport transfer and a rental car as well as extended tips and recommendations for local cuisine and activities. "
The price is CA $82
CA $150 total
includes taxes & fees
May 26 - May 27
Your apartment awaits
Save an average of 15% on thousands of hotels when you're signed in
Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!
10.0 out of 10, Exceptional, (19)
"Beautiful beach front unit. The planes landing and taking off add an option that was unexpected but not bothersome at all. A bit more comfortable seating and dinner/cookware would be nice but 6 of us survived quite nicely. Definitely a place we’ll return to."
Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!
Grand Getaway Royal Retreats at Maho Beach Studio
10.0 out of 10, Exceptional, (13)
"This place was perfect, it was in walking distance of everything you would need to have a great trip. The view of the planes landing and taking off was amazing. We will definitely be back !!!"
Grand Getaway Royal Retreats at Maho Beach Studio
3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!!
10.0 out of 10, Exceptional, (80)
"As advertised. There is a security guard shack steps from the property which is manned 6 pm - 6am."
3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!!
Sleeps 4 ppl. Directly ON beach, no walk necessary; gated w underground parking!
9.8 out of 10, Exceptional, (16)
"Ya know how it is with these vacation rentals; hope for the best, but prepare for the worst. Well, when you rent this property, along with the stunning views, the easy beach access, the proximity to the casino & resorts with enough distance for quiet evenings (& mornings), and the cleanliness of the unit, you are also renting peace of mind. Avoid the stress of wondering whether the neighborhood is safe, or if the property is well represented by the posted photos, by staying here, where you’ll...
The price is CA $539
CA $713 total
includes taxes & fees
Jun 1 - Jun 2
Sleeps 4 ppl. Directly ON beach, no walk necessary; gated w underground parking!
Fourteen at Mullet Bay
3.5 star property
9.6 out of 10, Exceptional, (113)
"Great. Love it here we will def stay again"
Fourteen at Mullet Bay
Residence Anse des Sables... studio Marigot on the island of Saint Martin
9.6 out of 10, Exceptional, (59)
"Safe and secure. Clean, cute... perfect for a couple. Host is awesome."
Residence Anse des Sables... studio Marigot on the island of Saint Martin
The Horny Toad Guesthouse
3.0 star property
9.4 out of 10, Exceptional, (51)
"Deb & Doug are accommodating and great to talk to to get ideas of things to do. Perfect place to stay!"
The price is CA $234
CA $304 total
includes taxes & fees
May 17 - May 18
The Horny Toad Guesthouse
The Hotel Porto Cupecoy
3.5 star property
9.4 out of 10, Exceptional, (30)
"It is completely dead at this time of year. We liked it ! The road leading to the hotel from the airport is in complete disrepair with speed bumps every 100 yards."
The price is CA $638
CA $736 total
includes taxes & fees
Jun 7 - Jun 8
The Hotel Porto Cupecoy
Diamond Gem Residence
3.0 star property
9.4 out of 10, Exceptional, (21)
"I can see why some people would love this property. The suites are spacious and have everything that you need for an extended stay. Unfortunately, our stay was marred by a significant ant intrusion and poor internet (none one evening). That being said, there is a good grocery store a short walk away, in suite laundry and twice weekly housekeeping. Hopefully, that issues we ran into will be resolved and this will be the wonderful property it can be."
The price is CA $83
CA $102 total
includes taxes & fees
May 16 - May 17
Diamond Gem Residence
The best Orient Beach Front View
9.4 out of 10, Exceptional, (27)
"This is a fabulous place to stay, it's quiet but within walking distance to a little excitement, great places to eat. You can take a 10 minute drive to more action if you wish. Excellent water sports on the beach. The room was clean had all the supplies you could need to cook yourself a meal if you want. (Food is a little pricey since it is an island). But delicious."
The best Orient Beach Front View
Azure Hotel and Art Studio
3.0 star property
9.2 out of 10, Wonderful, (278)
"Close to many restaurants "
The price is CA $157
CA $166 total
includes taxes & fees
Jun 5 - Jun 6
Azure Hotel and Art Studio
July Apartments
3.0 star property
9.2 out of 10, Wonderful, (67)
"That you have to park outside the premises of the resort."
The price is CA $102
CA $123 total
includes taxes & fees
May 16 - May 17
July Apartments
Hilton Vacation Club Royal Palm St. Maarten
3.5 star property
9.0 out of 10, Wonderful, (1000)
"We really enjoyed our stay. The rooms are great and the beach is beautiful. Walking distance to a bunch of restaurants. Loved our time here!!"
The price is CA $232
CA $280 total
includes taxes & fees
May 27 - May 28
Hilton Vacation Club Royal Palm St. Maarten
Simpson Bay Resort, Marina & Spa
4.0 star property
8.8 out of 10, Excellent, (1001)
"It’s an amazing resort. Love the ocean view suites. Very spacious & has a fully equipped kitchenette. Only downside is the walking up the hill but there’s a shuttle that can take you back & forth. "
The price is CA $136
CA $164 total
includes taxes & fees
Jun 2 - Jun 3
Simpson Bay Resort, Marina & Spa
The Best Little Beach Bar Condo in Maho - next to The Morgan Resort
8.8 out of 10, Excellent, (5)
"Awsome location "
The Best Little Beach Bar Condo in Maho - next to The Morgan Resort
Mary's Boon Beach Resort & Spa
3.0 star property
8.6 out of 10, Excellent, (991)
"Nice comfy and affordable place with nice staff, good food and cold beer close to airport. The place has character as well and feels very homely. Used as a base for visiting nearby islands."
The price is CA $109
CA $131 total
includes taxes & fees
May 21 - May 22
Mary's Boon Beach Resort & Spa
Divi Little Bay Beach Resort
4.0 star property
8.4 out of 10, Very good, (1002)
"Liked everything about the st. Maarten Divi"
The price is CA $307
CA $385 total
includes taxes & fees
May 16 - May 17
Divi Little Bay Beach Resort
Don't see what you're looking for?
See all available properties in Hollywood Casino
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's the area like around Hollywood Casino?

Hollywood Casino is located in an area of Simpson Bay known for its beautiful beaches, array of dining options, and top-notch casinos. If you're looking for a convenient place to stay, check out the 299 hotels and other accommodations you'll find within a mile.

Where is the best place to stay near Hollywood Casino?

Adjacent to Hollywood Casino, The Villas at Simpson Bay Resort is one of the top choices for your stay based on our traveler data, and this resort offers a marina and 6 outdoor pools. Other good options within a short distance include Simpson Bay Resort, Marina & Spa and Hilton Vacation Club Flamingo Beach St. Maarten.

How many hotels should I expect to find near Hollywood Casino?

Expedia has 299 hotels and other accommodations within a mile from Hollywood Casino.

If I need to cancel the hotel reservation for my stay near Hollywood Casino, will I receive a refund?

Yes! The majority of hotel reservations are fully refundable if cancelled before the hotel’s cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within 24 hours of booking. Put your dates in and click on "Search", then you can filter by "fully refundable" to review top deals close to Hollywood Casino.

Where can I learn more about changing or cancelling my trip in the area near Hollywood Casino?

For more information about updating your stay near Hollywood Casino or cancelling it, go to https://www.expedia.com/service/.

What can I see and do near Hollywood Casino?

You'll want to browse the exhibits at St-Martin Archaeological Museum and Museum of Sint Maarten. Fort St. Louis, Fort Amsterdam, and Tahuna Shipwreck are well-known local landmarks worth a visit. You might spend a leisurely day outdoors at Seaside Nature Park and Cyrus Wathey Square.