Hollywood Casino Vacation Deals: Hollywood Casino, Pelican Key Holidays

Hollywood Casino vacation package deals

Price found within the past 48 hours. Click for updated prices.

Holland House Beach Hotel

per person

Feb. 8 - Feb. 11

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Philipsburg (SXM)

Stay at this 4-star beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.

Simpson Bay Resort, Marina & Spa

Pelican Key

Save 100% on your flight

per person

Feb. 24 - Mar. 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Philipsburg (SXM)

Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

Belair Beach Hotel

Belair

per person

Feb. 2 - Feb. 7

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Philipsburg (SXM)

Stay at this 3-star beach hotel in Philipsburg. Enjoy free parking, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.

The Cliff

Maho

Save 100% on your flight

per person

Jan. 23 - Jan. 30

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Philipsburg (SXM)

Stay at this 3-star beach aparthotel in Lowlands. Enjoy a private beach, a sauna, and parking (surcharge). Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

Blue Marine Penthouse

Save 100% on your flight

per person

Feb. 10 - Feb. 15

found 22 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Philipsburg (SXM)

Stay at this 3.5-star condo in Lowlands. Enjoy furnished balconies, an in-room coffeemaker, and air conditioning. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

Villa Amalia

Save 100% on your flight

per person

Feb. 10 - Feb. 15

found 22 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Philipsburg (SXM)

Stay at this 5-star luxury vacation home in Philipsburg. Enjoy free WiFi, free parking, and private pools. Popular attractions Orient Bay Beach and Guana Bay Beach are located nearby.

Frequently asked questions

How much are vacation packages to Hollywood Casino?

Let Travelocity take all the stress out of organizing your next big trip to Hollywood Casino. Book our awesome CA $1,358 package deal and save both money and time. With your hotel and flights sorted, you can concentrate on the fun parts of your adventure — like visiting those must-do attractions!

Where can I get the best vacation package deals for Hollywood Casino?

Travelocity has endless ways to score an awesome Hollywood Casino package deal. Select from as many as 400 partner airlines and 665,000 properties around the globe and craft a vacation package that’s suited to you. With almost endless choice, it’s time to start planning your next big adventure.

Why should I purchase my Hollywood Casino vacation package with Travelocity?

By booking your flights, hotel, activities and car rental altogether, you’ll save time and money. We have a dedicated team of experts available 24/7, and you’ll know that you’re always getting the lowest price possible with our Price Match Guarantee. So, what’s stopping you? Book the vacation of your dreams today and get packing!

Can I go on vacation to Hollywood Casino at this time?

We have the local knowledge to help make your vacation dreams come true, so before arranging your trip to Hollywood Casino, take a look at our Covid-19 Travel Advisor. Here you’ll discover up-to-date info on quarantine policies, travel restrictions and much more.

Top Hollywood Casino hotel deals

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37, Simpson Bay

CA $349

CA $419 total

includes taxes & fees

19 Dec - 20 Dec

Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

The Villas at Simpson Bay Resort

Billy Folly Road No. 37A, Simpson Bay

CA $522

CA $627 total

includes taxes & fees

19 Dec - 20 Dec

Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay

CA $383

CA $439 total

includes taxes & fees

19 Dec - 20 Dec

Stay at this 3.5-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

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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.