Title: Book the Best Simpson Bay LUXURY Hotels - Upscale Hotels in Simpson Bay | 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/523000/523274-kim-sha-beach.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Simpson Bay ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Luxury Hotels Tonight [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2025-10-01&endDate=2025-10-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2025-10-02&endDate=2025-10-03&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Simpson Bay Luxury Hotels ![Outdoor pool](https://images.trvl-media.com/lodging/12000000/11540000/11534800/11534701/ad64f185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Villa, 5 Bedrooms, Private Pool, Ocean View | Balcony](https://images.trvl-media.com/lodging/12000000/11540000/11534800/11534701/a9c1d4ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Villa, 5 Bedrooms, Private Pool, Ocean View](https://images.trvl-media.com/lodging/12000000/11540000/11534800/11534701/f1961136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Villa, 5 Bedrooms, Private Pool, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/12000000/11540000/11534800/11534701/edd4655b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Bianca Pelican Key [](https://www.expedia.ca/Simpson-Bay-Hotels-Villa-Bianca.h11534701.Hotel-Information) ![Sports facility](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/fc70b386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio, 1 King Bed, Beachside](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/4affbc80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/dc8805ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed, Beachside](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/b25a5a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mary's Boon Beach Resort & Spa Simpson Bay 8.6/10 Excellent (999) "Mary's Boon is always a great place to stay." CA $174 CA $209 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Simpson-Bay-Hotels-Marys-Boon-Beach-Resort-Spa.h1802437.Hotel-Information) ![On the beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/2000000/1750000/1746400/1746391/0308f8df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 6:30 AM to 6:30 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1750000/1746400/1746391/bd9b5ac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1750000/1746400/1746391/d6486a03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1750000/1746400/1746391/aaa78cd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Atrium Beach Resort and Spa, an Ascend Collection Resort Simpson Bay 8.4/10 Very good (1000) "Great place to stay. " CA $129 CA $167 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Simpson-Bay-Hotels-Atrium-Beach-Resort-And-Spa-St-Maarten-A-Ramada-By-Wyndham.h1746391.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 outdoor pools, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/5ecb34d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; barbecue](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/61d06472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; barbecue](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/9e796f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Simpson Bay Resort, Marina & Spa Pelican Key 9.0/10 Wonderful (1365) "Great place to stay with family. " CA $143 CA $172 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ddd10394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/dfa126bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/7c6ac7fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/d586056b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Royal Palm St. Maarten Simpson Bay 9.0/10 Wonderful (1121) "Clean area, usually book here " CA $192 CA $238 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/4b190380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/79cdb485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/79dad3d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Flamingo Beach St. Maarten Pelican Key 9.0/10 Wonderful (1259) "Beautiful property would definitely stay here again " CA $124 CA $166 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/3712236a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/937793bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/fd58af72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Villas at Simpson Bay Resort Simpson Bay 9.2/10 Wonderful (1262) "Great resort" CA $179 CA $215 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) ![Breakfast served](https://images.trvl-media.com/lodging/1000000/800000/794400/794333/4ea4d6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/800000/794400/794333/42a2ef7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served](https://images.trvl-media.com/lodging/1000000/800000/794400/794333/251c6fcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/800000/794400/794333/20c9407d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travel Inn Hotel Simpson Bay 6.6/10 (439) "Older property in excellent location. Property was clean and safe. It is attached to a restaurant and in walking distance of many more." CA $124 CA $139 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Simpson-Bay-Hotels-Travel-Inn-Hotel.h794333.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-15&endDate=2025-10-16®ionId=8941&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Simpson Bay ### Simpson Bayand its attractions for luxury travelers Simpson Bay in Sint Maarten is a hidden gem for luxury travellers looking for a blend of relaxation and adventure. Start your day at the exclusive beaches, such as Maho Beach, where you can witness stunning aircraft landings right above your head, all while enjoying a cocktail at a nearby beach bar. For those who appreciate fine dining, the waterfront restaurants in Simpson Bay offer gourmet cuisine, with fresh seafood and international dishes served in a lavish setting, perfect for a memorable family dinner. Explore the vibrant nightlife by visiting upscale lounges and beach clubs, where you can sip on handcrafted cocktails as you enjoy live music under the stars. Water sports enthusiasts can indulge in private yacht charters or guided scuba diving excursions to explore the vibrant coral reefs, ensuring an unforgettable experience. For accommodation, consider the luxurious resorts along the bay, such as the Royal Palm Beach Resort, which boasts spacious suites with ocean views and direct beach access, making it a perfect base for exploring the area while enjoying top service and amenities. ### Find the best luxury hotels and resorts in Simpson Bay For those seeking a lavish escape in Simpson Bay, Sint Maarten, these top hotels provide an unparalleled level of luxury and comfort. Each hotel showcases exquisite amenities that cater to discerning travellers looking for a refined experience. [The Villas at Simpson Bay Resort](https://www.expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) - **Why it's great for a luxury retreat:** With a stellar review rating of 9.2, The Villas at Simpson Bay Resort epitomises luxury living. Guests can revel in premium bedding and the unique swim-up bar, offering a seamless way to enjoy refreshing cocktails while soaking in the sun. The attentive concierge service ensures that every aspect of your stay is tailored to perfection. - **Other amenities:** The resort features an outdoor pool, tennis courts, and a variety of on-site dining options with beautiful garden views. Guests can enjoy sailing, parasailing, and a variety of water sports, ensuring a thrilling getaway. The villas also provide kitchenettes and balconies, allowing for both comfort and privacy during your stay. - **Nearby attractions:** Little Bay Beach - 4.9 km, Flamingo Beach - 0.4 km, Simpson Bay Beach - 1 km [Hilton Vacation Club Flamingo Beach St. Maarten](https://www.expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) - **Why it's great for a luxury retreat:** Hilton Vacation Club Flamingo Beach is a luxurious retreat rated 9.0 by guests, celebrated for its stunning views and resort-style amenities. The poolside bar invites guests to sip cocktails while enjoying the beautiful surroundings, and the attentive concierge service enhances the luxury experience. - **Other amenities:** Guests have access to an outdoor pool, beach access with sun loungers, and a variety of watersport activities nearby. The hotel also features a restaurant with an ocean view, a fitness centre, and convenient on-site shopping. Each accommodation is equipped with modern amenities, including kitchens and balconies, ensuring a comfortable and sophisticated stay. - **Neighborhood:** Pelican Key - **Nearby attractions:** Flamingo Beach - 0.1 km, Hollywood Casino - 0.2 km, Simpson Bay Beach - 1.6 km [Hilton Vacation Club Royal Palm St. Maarten](https://www.expedia.ca/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information) - **Why it's great for a luxury retreat:** At Hilton Vacation Club Royal Palm, luxury meets comfort with a guest review rating of 9.0. This exquisite hotel features a swim-up bar and a dedicated concierge, offering guests a personalised experience in a stunning tropical setting. - **Other amenities:** The hotel provides an outdoor pool, on-site dining options, and access to various water activities such as snorkelling and sailing. Guests can also benefit from manicures and pedicures at the spa, ensuring a pampering getaway. With spacious rooms featuring premium bedding and ocean views, each stay is designed for relaxation and indulgence. - **Nearby attractions:** Casino Royale - 4.7 km, Flamingo Beach - 1.2 km, Simpson Bay Beach - 0.6 km [Simpson Bay Resort, Marina & Spa](https://www.expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) - **Why it's great for a luxury retreat:** Experience the pinnacle of luxury at Simpson Bay Resort, Marina & Spa, an excellent review rating of 9.0. This resort features exclusive amenities such as a private beach and a swim-up bar, perfect for those who wish to unwind in style. The concierge service is always on hand to assist with reservations and recommendations, ensuring an easy experience. - **Other amenities:** The hotel includes a variety of dining options with ocean views, a full-service spa, and outdoor pools with sun loungers. Guests can enjoy direct beach access, tennis courts, and nearby scuba diving and windsurfing adventures. With spacious rooms that include air conditioning and premium bedding, comfort is guaranteed at every turn. - **Neighborhood:** Pelican Key - **Nearby attractions:** Flamingo Beach - 0.1 km, Hollywood Casino - 0.2 km, Simpson Bay Beach - 1.4 km [The Morgan Resort Spa Village](https://www.expedia.ca/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information) - **Why it's great for a luxury retreat:** The Morgan Resort Spa Village offers a perfect blend of indulgence and relaxation, making it an ideal choice for luxury seekers. Guests appreciate the high guest review rating of 9.0, complemented by amenities like a stunning poolside bar and designer toiletries that enhance the overall experience. The resort view and dedicated concierge service ensure that all needs are met with utmost elegance. - **Other amenities:** Guests can enjoy additional features such as a full-service spa, outdoor pool, and yoga classes on-site. The accommodations come equipped with air conditioning, balconies, and kitchenettes for added convenience. With nearby snorkelling and boat tours, there’s no shortage of adventure, while valet parking and a 24-hour airport shuttle service make travel effortless. - **Nearby attractions:** Casino Royale - 0.6 km, Maho Beach - 0.2 km, Maho Bay - 0.1 km ## Top Simpson Bay Hotel Reviews ![Mary's Boon Beach Resort & Spa](//images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/fc70b386_y.jpg) ### Mary's Boon Beach Resort & Spa 10/10 Excellent "Our favorite place too stay on the island. Quaint place, with a top notch staff. Great beach too walk and guests all interact as if you’ve been friends for life. Recently remodeled rooms all have a new modern look. Can’t wait too return!" [](https://expedia.ca/Simpson-Bay-Hotels-Marys-Boon-Beach-Resort-Spa.h1802437.Hotel-Information) ![Hilton Vacation Club Flamingo Beach St. Maarten](//images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg) ### Hilton Vacation Club Flamingo Beach St. Maarten 10/10 Excellent "I loved everything - my room, the view, the beach" [](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![Hilton Vacation Club Royal Palm St. Maarten](//images.trvl-media.com/lodging/1000000/810000/807900/807815/ddd10394_y.jpg) ### Hilton Vacation Club Royal Palm St. Maarten 10/10 Excellent "Clean area, usually book here " [](https://expedia.ca/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information) ![Simpson Bay Resort, Marina & Spa](//images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg) ### Simpson Bay Resort, Marina & Spa 10/10 Excellent "Wonderful stay. Clean. Walkable. " [](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![The Villas at Simpson Bay Resort](//images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg) ### The Villas at Simpson Bay Resort 10/10 Excellent "Amazing location. Friendly staff. Clean environment. Great restaurants. Spacious rooms. I highly recommend. I can’t wait not visit again " [](https://expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) ![The Atrium Beach Resort and Spa, an Ascend Collection Resort](//images.trvl-media.com/lodging/2000000/1750000/1746400/1746391/0308f8df_y.jpg) ### The Atrium Beach Resort and Spa, an Ascend Collection Resort 10/10 Excellent "Convenient. Very close to the airport lots of restaurants around " [](https://expedia.ca/Simpson-Bay-Hotels-Atrium-Beach-Resort-And-Spa-St-Maarten-A-Ramada-By-Wyndham.h1746391.Hotel-Information) ![Travel Inn Hotel](//images.trvl-media.com/lodging/1000000/800000/794400/794333/4ea4d6f2_y.jpg) ### Travel Inn Hotel 10/10 Excellent "In tge heart of Simpson bay, enjoy having everything close by" [](https://expedia.ca/Simpson-Bay-Hotels-Travel-Inn-Hotel.h794333.Hotel-Information) ## Frequently asked questions ### Are you searching for a great accommodation for your luxury holiday in Simpson Bay? > Use Expedia to arrange your flight to Princess Juliana Intl. Airport (SXM) airport or Grand Case (SFG-L'Esperance) airport, and then select from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you'd like to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can help you find the best luxury hotel experience that Simpson Bay has to offer. During your visit, you might want to enjoy the beaches and shopping which Simpson Bay is known for. ### When can I expect good weather in Simpson Bay? > Planning for the weather is a good way to make your trip to Simpson Bay relaxing and enjoyable, especially when you're splurging. The hottest months are usually September and August with an average temp of 83°F, while the coldest months are February and March with an average of 78°F. Average annual precipitation for Simpson Bay is 37 inches. ### What's there to see and do in Simpson Bay? > Take in some sights and attractions while you're in Simpson Bay by visiting Flamingo Beach, Simpson Bay Beach, and Kim Sha Beach. If you have extra time while you're in the area, you might want to see Hollywood Casino and Lay Bay Beach. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [Cole Bay Hotels](https://www.expedia.ca/Cole-Bay-Hotels.d602866.Travel-Guide-Hotels) - [Beach Hotel Hotels in Cupecoy](https://www.expedia.ca/Cupecoy-Hotels-Beach-Hotel.0-0-d602829-tBeachHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Adults-Only-Resorts.0-0-d6143274-tAdultsOnlyResorts.Hotel-Filter-Destinations) - [All Inclusive Resorts and in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-All-Inclusive-Hotel.0-0-d6143274-tAllInclusiveHotel.Hotel-Filter-Destinations) - [Beach Hotel Hotels in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Beach-Hotel.0-0-d6143274-tBeachHotel.Hotel-Filter-Destinations) - [Boutique Hotels in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Boutique-Hotel.0-0-d6143274-tBoutiqueHotel.Hotel-Filter-Destinations) - 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