Simpson Bay Hotel Guide - Hollywood Casino hotels in Simpson Bay, Sint Maarten.

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top Trending Hotels Near Hollywood Casino

condostmaarten by the sea -Adults Only-

4.0 star property
9.8 out of 10, Exceptional, (12)
"Our stay here March/April ‘25 was phenomenal. The views are amazing. The property is clean, well maintained in a quiet and safe neighborhood. The restaurant next door is just a short walk with amazing food and beach chair service. The Concierge services provided by Kevin and Mathilde were fantastic. They were very proactive with communication helping us book great excursions and car rental service in advance of the trip. The property is a short 15-20 minute drive to very active areas of the...
The price is €328
includes taxes & fees
14 Apr - 15 Apr
condostmaarten by the sea -Adults Only-

Baker's Suites

3.5 star property
9.2 out of 10, Wonderful, (602)
"Everyone staff member encountered wonderful. Easy checkin, and the room was sparkling clean. Nice clean comfortable room. Kitchenette had everything to make small simple meals. Large frig and eating table was appreciated. Small boutique hotel that made it easy to step out quickly to restaurants and shopping. Small mini mart next door, with larger supermarket just up the street between Burger King and a casino. Across the street from the larger market is a pharmacy and medical offices. I did...
The price is €146
includes taxes & fees
14 Apr - 15 Apr
Baker's Suites

The Villas at Simpson Bay Resort

4.0 star property
9.2 out of 10, Wonderful, (1154)
"Great location!!"
The price is €205
includes taxes & fees
7 May - 8 May
The Villas at Simpson Bay Resort

Azure Hotel and Art Studio

3.0 star property
9.4 out of 10, Exceptional, (324)
"Very friendly hostess! Def booking this again the next time!! "
The price is €138
includes taxes & fees
29 Apr - 30 Apr
Azure Hotel and Art Studio

Hilton Vacation Club Flamingo Beach St. Maarten

4.0 star property
9.0 out of 10, Wonderful, (1006)
"We had a fabulous vacation. Lots to do at the pool, plenty of beach and pool chaises and multiple beaches to enjoy. The rooms were VERY clean, the bed was amazing, and the use of a kitchenette, especially the coffee maker in the morning, and a large balcony that you did not trip over to sit down made it very comfortable to spend rest time during the day."
The price is €166
includes taxes & fees
27 Apr - 28 Apr
Hilton Vacation Club Flamingo Beach St. Maarten

Simpson Bay Resort, Marina & Spa

4.0 star property
8.8 out of 10, Excellent, (1054)
"Fantastic staff from the front desk to the cleaning staff, the security team and the many bar and restaurant staff! People truly make the difference in a resort experience. "
The price is €161
includes taxes & fees
29 Apr - 30 Apr
Simpson Bay Resort, Marina & Spa

Hilton Vacation Club Royal Palm St. Maarten

4.0 star property
9.0 out of 10, Wonderful, (1004)
"This is an excellent option to stay in the island, peaceful area, very beautiful property with very good services and daily events for entertainment. Highly recommended."
The price is €187
includes taxes & fees
1 May - 2 May
Hilton Vacation Club Royal Palm St. Maarten

Commodore Suites

3.5 star property
8.8 out of 10, Excellent, (453)
"Ve"
The price is €150
includes taxes & fees
19 Apr - 20 Apr
Commodore Suites

The Morgan Resort Spa Village

4.0 star property
9.0 out of 10, Wonderful, (1639)
"Everything was wonderful but the house keeping. When asked for service they did a very poor job. They didn’t change the sheets and didn’t replace all of the towels. They also left food service trays in the hallway for two days. The rest of the staff was very nice and the pool and live music was great! Just wish the cleaning staff did a better job."
The price is €406
includes taxes & fees
13 Apr - 14 Apr
The Morgan Resort Spa Village

Carls Unique Inn

2.0 star property
8.6 out of 10, Excellent, (334)
"The staff was excellent. Joann was very helpful as was the rest of the staff. The breakfast provided at the bakery was wonderful with custom made breakfast sandwiches and fresh pastry. The housekeeping staff was very thorough and friendly.. I just wish the hotel were in a better area. "
The price is €119
includes taxes & fees
13 Apr - 14 Apr
Carls Unique Inn

The Atrium Beach Resort and Spa, Ascend Hotel Collection

3.0 star property
8.4 out of 10, Very good, (944)
"Great stay staff was great"
The price is €129
includes taxes & fees
27 Apr - 28 Apr
The Atrium Beach Resort and Spa, Ascend Hotel Collection

Mary's Boon Beach Resort & Spa

3.0 star property
8.6 out of 10, Excellent, (999)
"Loved my stay here! Right on the beautiful beach, yummy dinning, and a nkce quiet stay overall."
The price is €149
includes taxes & fees
17 Apr - 18 Apr
Mary's Boon Beach Resort & Spa

Cocovaa

2.5 star property
8.6 out of 10, Excellent, (31)
"Nice, quiet, clean beachfront location. Great staff and great food/drinks on site. "
The price is €252
includes taxes & fees
19 Apr - 20 Apr
Cocovaa

Royal Islander Resort La Terrasse

4.0 star property
8.4 out of 10, Very good, (203)
"It was clean and the beach and pool were easily accessible. Everythong was a shortbwalk away. Tortuga restaurant was very good"
The price is €182
includes taxes & fees
15 Apr - 16 Apr
Royal Islander Resort La Terrasse

Royal Islander Resort La Plage

4.0 star property
8.4 out of 10, Very good, (226)
"This was our third time in St Maarten and our first time staying at the Royal Islander La Plage. I can’t imagine staying anywhere else on the island again. The resort was so clean and beautiful. We loved the chairs overlooking the beach and the sparkling clean pool. There were a variety of extra activities available if you felt like it! Easy walking to numerous delicious restaurants. Quiet evenings sitting on our balcony. When our original flights were cancelled due to weather Nina and her staff...
The price is €194
includes taxes & fees
16 Apr - 17 Apr
Royal Islander Resort La Plage

Sonesta Ocean Point All Inclusive, Adults Only Resort

5.0 star property
8.4 out of 10, Very good, (1002)
"EVERYTHING was OUTSTANDING for my wife and I with friends for our 50th Wedding Anniversary EXCEPT when they CLOSED the MAIN pool for some private party at 3 PM!!! EVERYONE at the pool complained about that!!! The food was EXCELLENT, (many choices to choose from), the service OUTSTANDING,ALL the staff, ALL over the grounds were courteous AND friendly!!!"
The price is €396
includes taxes & fees
21 Apr - 22 Apr
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4.0 star property
8.0 out of 10, Very good, (2126)
" "
The price is €230
includes taxes & fees
6 May - 7 May
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Port de Plaisance Resort, Trademark Collection by Wyndham

3.5 star property
7.6 out of 10, Good, (571)
"I enjoy my stay"
The price is €147
includes taxes & fees
19 Apr - 20 Apr
Port de Plaisance Resort, Trademark Collection by Wyndham

Simpson Bay Suites

3.5 star property
6.8 out of 10, (121)
"10 out of 10 "
The price is €138
includes taxes & fees
16 Apr - 17 Apr
Simpson Bay Suites

Travel Inn Hotel

3.0 star property
6.6 out of 10, (420)
"The cigarette smoke in my bathroom coming from another room "
The price is €101
includes taxes & fees
16 Apr - 17 Apr
Travel Inn Hotel
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.
Don't see what you're looking for?
See all available properties in Hollywood Casino
Save an average of 15% on thousands of hotels when you're signed in

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 first-class casinos. If you're looking for a convenient place to stay, take a look at the 340 hotels and other accommodation options you'll find within a mile.

Where is the best place to stay near Hollywood Casino?

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

How many hotels will I find near Hollywood Casino?

Expedia has 340 hotels and other accommodation options 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! Most hotel bookings are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Add dates, click "Search", then use the filter option "fully refundable" to review the best options available near Hollywood Casino.

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 Amsterdam, Fort St. Louis 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.