Title: 5 Stars Hotels in Simpson Bay, Sint Maarten from CA $532 - Find Cheap Simpson Bay Hotels With 5 Stars | Expedia.ca [Simpson Bay Travel Guide](https://expedia.ca/Simpson-Bay.dx8941)[Hotels in Simpson Bay](https://expedia.ca/Simpson-Bay-Hotels.d8941.Travel-Guide-Hotels)[Vacation Rentals in Simpson Bay](https://expedia.ca/Simpson-Bay-Vacation-Rentals.d8941.Travel-Guide-VacationRentals)[Flights to Simpson Bay](https://expedia.ca/Cheap-Flights-To-Simpson-Bay.d8941.Travel-Guide-Flights)[Things to do in Simpson Bay](https://expedia.ca/Things-To-Do-In-Simpson-Bay.d8941.Travel-Guide-Activities)[Simpson Bay Car Rentals](https://expedia.ca/Car-Rentals-In-Simpson-Bay.d8941.Car-Rental-Guide)[Simpson Bay Vacation Packages](https://expedia.ca/Simpson-Bay.d8941.Destination-Travel-Guides) ![Kim Sha Beach showing general coastal views and a coastal town](https://images.trvl-media.com/place/6079645/4e72a445-56d2-45d3-858f-efcb71e137a2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6079645/4e72a445-56d2-45d3-858f-efcb71e137a2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Simpson Bay 5 Star Hotels Tonight [Feb 28 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2026-02-28&endDate=2026-03-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 1 - Mar 2](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2026-03-01&endDate=2026-03-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2026-03-06&endDate=2026-03-08&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2026-03-13&endDate=2026-03-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Simpson-Bay-Hotels.s50-0-d8941.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Simpson-Bay-Hotels.s50-0-d8941.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Simpson Bay. ![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hilton Vacation Club Flamingo Beach St. Maarten Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay CA $482 CA $542 total Mar 8 - Mar 9 includes taxes & fees 9/10 Wonderful! (1,450 reviews) [](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/bf19cc27_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Morgan Resort Spa Village 2 Beacon Hill Road Simpson Bay CA $594 CA $726 total Mar 9 - Mar 10 includes taxes & fees 9/10 Wonderful! (2,012 reviews) [](https://expedia.ca/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information) ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Simpson Bay Resort, Marina & Spa Billy Folly Road 37 Simpson Bay CA $432 CA $532 total Mar 3 - Mar 4 includes taxes & fees 9/10 Wonderful! (1,613 reviews) [](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) Still don't see what you're looking for? [See all properties in Simpson Bay.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F03%2F2026&endDate=02%2F03%2F2026®ionId=8941&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F03%2F2026&endDate=02%2F03%2F2026®ionId=8941&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F03%2F2026&endDate=02%2F03%2F2026®ionId=8941&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F03%2F2026&endDate=02%2F03%2F2026®ionId=8941&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F03%2F2026&endDate=02%2F03%2F2026®ionId=8941&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F03%2F2026&endDate=02%2F03%2F2026®ionId=8941&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Simpson Bay Sheltered turquoise waters make Simpson Bay perfect for sailing adventures and waterfront dining at local seafood restaurants. Explore nearby Maho Beach where planes fly dramatically low overhead, or visit the casinos along the bay for evening entertainment. [See all hotels in Simpson Bay](https://www.expedia.ca/Hotel-Search?startDate=2026-03-14&endDate=2026-03-15&adults=2®ionId=8941) ![Kim Sha Beach showing general coastal views and a coastal town](https://images.trvl-media.com/place/6079645/4e72a445-56d2-45d3-858f-efcb71e137a2.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Simpson Bay Hotel Reviews ## Find out more about Simpson Bay ## Five Star Hotels in Simpson Bay There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Simpson Bay so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Simpson Bay and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Simpson Bay Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Simpson Bay The results are in, and Simpson Bay 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Simpson Bay! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Simpson Bay today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### What are the best 5-star hotels in Simpson Bay? ### How much does it cost to stay in a 5-star hotel in Simpson Bay? > - Search for the lowest price per night from CA $532 ### What makes a hotel 5 stars in Simpson Bay? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [4 Star Hotels in Philipsburg ](https://www.expedia.ca/4Star-Philipsburg-Hotels.s40-0-d3331.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Philipsburg ](https://www.expedia.ca/5Star-Philipsburg-Hotels.s50-0-d3331.Travel-Guide-Filter-Hotels) - [Almond Grove Hotels ](https://www.expedia.ca/Almond-Grove-Cole-Bay-Hotels.0-n553248635976400158-0.Travel-Guide-Filter-Hotels) - [Beacon Hill Hotels ](https://www.expedia.ca/Beacon-Hill-Hotels.d6342098.Travel-Guide-Hotels) - [Hotels near Casino Royale ](https://www.expedia.ca/Casino-Royale-Hotels.0-l6079637-0.Travel-Guide-Filter-Hotels) - [Cole Bay Hotels ](https://www.expedia.ca/Cole-Bay-Hotels.d602866.Travel-Guide-Hotels) - [Hotels near Flamingo Beach ](https://www.expedia.ca/Flamingo-Beach-Hotels.0-l553248635977104872-0.Travel-Guide-Filter-Hotels) - [Hotels near Kim Sha Beach ](https://www.expedia.ca/Kim-Sha-Beach-Hotels.0-l6079645-0.Travel-Guide-Filter-Hotels) - [Hotels near Maho Beach ](https://www.expedia.ca/Maho-Beach-Hotels.0-l6079649-0.Travel-Guide-Filter-Hotels) - [Hotels near Paradise Plaza ](https://www.expedia.ca/Paradise-Plaza-Hotels.0-l6079651-0.Travel-Guide-Filter-Hotels) - [Pelican Key Hotels ](https://www.expedia.ca/Pelican-Key-Simpson-Bay-Hotels.0-n553248635976196664-0.Travel-Guide-Filter-Hotels) - [Hotels near Princess Juliana Intl. ](https://www.expedia.ca/Princess-Juliana-Intl-Airport-Hotels.0-aSXM-0.Travel-Guide-Filter-Hotels) - [Flights to Beacon Hill ](https://www.expedia.ca/Cheap-Flights-To-Beacon-Hill.d6342098.Travel-Guide-Flights) - [Flights to Princess Juliana Intl. ](https://www.expedia.ca/Cheap-Flights-To-Princess-Juliana-Intl.d5068883.Travel-Guide-Flights) - [Flights from Princess Juliana Intl. ](https://www.expedia.ca/lp/airports/sxm/flights-from-princess-juliana-intl-airport) - [Flights from Cole Bay ](https://www.expedia.ca/lp/flights/602866/flights-from-cole-bay) - [Flights from Amsterdam (AMS) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/ams/sxm/amsterdam-to-philipsburg) - [Flights from St. John's (ANU) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/anu/sxm/st-johns-to-philipsburg) - [Flights from Bridgetown (BGI) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/bgi/sxm/bridgetown-to-philipsburg) - [Flights from Boston (BOS) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/bos/sxm/boston-to-philipsburg) - [Flights from Burlington (BTV) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/btv/sxm/burlington-to-philipsburg) - [Flights from Buffalo (BUF) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/buf/sxm/buffalo-to-philipsburg) - [Flights from Cancun (CUN) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/cun/sxm/cancun-to-philipsburg) - [Flights from Cincinnati (CVG) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/cvg/sxm/cincinnati-to-philipsburg) - [Flights from Dallas (DFW) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/dfw/sxm/dallas-to-philipsburg) - [Flights from Detroit (DTW) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/dtw/sxm/detroit-to-philipsburg) - [Flights from Tortola (EIS) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/eis/sxm/tortola-to-philipsburg) - [Flights from Newark Liberty Intl. 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