Title: 10 Historic Hotels in Sint Maarten for 2025 | Expedia.ca [Sint Maarten Travel Guide](https://expedia.ca/Sint-Maarten.dx6143274)[Sint Maarten Hotels](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Hotel-Destinations)[Vacation Rentals in Sint Maarten](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Vacation-Rental-Destinations)[Sint Maarten Flights](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Flight-Destinations)[Sint Maarten Car Rentals](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Car-Rental-Destinations)[Sint Maarten Vacations](https://expedia.ca/Sint-Maarten.d6143274.Destination-Travel-Guides) ![Cupecoy which includes landscape views, tropical scenes and a sandy beach](https://images.trvl-media.com/place/602829/904d6c1a-f901-4bb5-a277-ae4c807f73b8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Historic Hotels in Sint Maarten - ![](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 ## Top Cities in Sint Maarten ![Guana Bay Beach showing a sandy beach and landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/48000/48401-Guana-Bay-Beach.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Philipsburg [](https://expedia.ca/Philipsburg-Hotels-Historic-Hotel.0-0-d3331-tHistoricHotel.Travel-Guide-Filter-Hotels) ## Check availability on Sint Maarten Historic Hotels Tonight [Nov 28 - Nov 29](https://www.expedia.ca/Hotel-Search?regionId=6143274&startDate=2025-11-28&endDate=2025-11-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 29 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6143274&startDate=2025-11-29&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6143274&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6143274&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Sint Maarten Historic Hotels ![Dining](https://images.trvl-media.com/lodging/19000000/18770000/18767800/18767773/30f7b040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach towels](https://images.trvl-media.com/lodging/19000000/18770000/18767800/18767773/2cf46b0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18767800/18767773/ca45d38a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/19000000/18770000/18767800/18767773/aa900093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms Philipsburg 9.0/10 Wonderful (18) "Wonderful private site off the busy areas. Right next to the pool and quick walk to a beach that was almost deserted MostOf the time. Only twenty two minute drive to our favorite beach at orient bay. Would love to go back, maybe next year." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick A. [](https://www.expedia.ca/Philipsburg-Hotels-The-Waves-Oceanfront-2-Bedroom-Gorgeous-Sunrises-Relax-With-The-Wave-Rythyms.h18767773.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/16000000/15140000/15137300/15137272/82338714.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15140000/15137300/15137272/0529a93d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15140000/15137300/15137272/af38fb06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/16000000/15140000/15137300/15137272/b46ae86f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pasanggrahan Royal Boutique Hotel Downtown Philipsburg 8.0/10 Very good (90) "Perfect location, very helpful staff at this boutique hotel. It felt like we were part of the family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kerry CA $348 CA $417 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Philipsburg-Hotels-The-Pasanggrahan-Royal-Boutique-Hotel.h15137272.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/e8112429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/c4ec9aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/584363fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/0da191d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Divi Little Bay Beach Resort Philipsburg 8.4/10 Very good (1008) "Lovely stay- perfect for families " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Meaghan Elizabeth CA $255 CA $331 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Philipsburg-Hotels-Divi-Little-Bay-Beach-Resort.h470827.Hotel-Information) ![Outdoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/910000/904800/904701/0a50a2e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Suite, 2 Bedrooms, Beach View, Beachfront](https://images.trvl-media.com/lodging/1000000/910000/904800/904701/w6033h4022x0y0-f5a33f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/910000/904800/904701/18e0c71d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch flat-screen TV with satellite channels, TV, DVD player](https://images.trvl-media.com/lodging/1000000/910000/904800/904701/a5e3363d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Belair Beach Hotel Belair 8.6/10 Excellent (115) "I had an amazing time at this hotel! I’d definitely stay again. It was super clean and quiet, and everyone was so friendly and welcoming. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Venice CA $257 CA $310 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Philipsburg-Hotels-Belair-Beach-Hotel.h904701.Hotel-Information) ![On the beach, white sand, beach cabanas, beach umbrellas](https://images.trvl-media.com/lodging/1000000/530000/527200/527117/8b1a8cb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/1000000/530000/527200/527117/59bd0d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/530000/527200/527117/5d6279b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/530000/527200/527117/07241049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Bay Beach Resort, Casino & Spa Philipsburg 7.4/10 Good (486) "Food was great! A majority of the staff was great! Tried the rooms with Bali beds out front and that was a waste of money. No view and filled with ants. Get a higher room with an ocean view. The beach was useless as it is steep and ground seashells for sand. That said, you cannot beat the view of Simpson Bay. Great island and will be back when they rebuild. I would just stay at a sister property near the airport next time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) madaged [](https://www.expedia.ca/Philipsburg-Hotels-Great-Bay-Beach-Resort.h527117.Hotel-Information) ![On the beach, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/10000000/9820000/9810600/9810579/28d21fed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms, Beachfront](https://images.trvl-media.com/lodging/10000000/9820000/9810600/9810579/bfd29b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms, Beachfront | View from room](https://images.trvl-media.com/lodging/10000000/9820000/9810600/9810579/6663b614.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/10000000/9820000/9810600/9810579/ad59d05c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean's Luxury 2 Bedroom Suites Downtown Philipsburg 8.0/10 Very good (1) "The boardwalk is right there. Steps away from town. Shopping!!!!! Literally on the beach. OMG. Will definitely go back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.ca/Philipsburg-Hotels-Oceans-Luxury-2-Bedroom-Suites.h9810579.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/4000000/3960000/3953100/3953037/0b85444b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3960000/3953100/3953037/082b0486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3960000/3953100/3953037/c79bd62a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3960000/3953100/3953037/bda1a524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L'Esperance Hotel Philipsburg 8.4/10 Very good (130) "Lounge area outside excellent. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Osbourne CA $196 CA $225 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Philipsburg-Hotels-LEsperance-Hotel.h3953037.Hotel-Information) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/4900/4848/72d983ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/4900/4848/48f25fb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, City View | City view](https://images.trvl-media.com/lodging/1000000/10000/4900/4848/96825bc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4900/4848/045e3749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seaview Beach Hotel Downtown Philipsburg 7.2/10 Good (698) "Great location for shopping and walking. Perfect for a one night layover. Good value." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Victoria CA $117 CA $140 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Philipsburg-Hotels-Sea-View-Beach-Hotel.h4848.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/8000000/7850000/7842200/7842174/c0a80d7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, laptop workspace](https://images.trvl-media.com/lodging/8000000/7850000/7842200/7842174/2b6e7a71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/8000000/7850000/7842200/7842174/c113d5d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/8000000/7850000/7842200/7842174/d6ec328c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Horizon View Beach Hotel Downtown Philipsburg 8.0/10 Very good (432) "We enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $243 CA $291 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Philipsburg-Hotels-Horizon-View-Beach-Hotel.h7842174.Hotel-Information) ![On the beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/2000000/1170000/1160500/1160500/ef6e99b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1160500/1160500/59c98923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1160500/1160500/b1790fc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV](https://images.trvl-media.com/lodging/2000000/1170000/1160500/1160500/18d5a4f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holland House Beach Hotel Downtown Philipsburg 9.2/10 Wonderful (1005) "The room was spacious very well cleaned and the food was excellent " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Francis CA $360 CA $432 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Philipsburg-Hotels-Holland-House-Beach-Hotel.h1160500.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=2025-12-12&endDate=2025-12-13®ionId=6143274&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_6143274) ![](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%2FDestinations-In-Sint-Maarten-Historic-Hotel.0-0-d6143274-tHistoricHotel.Hotel-Filter-Destinations)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Sint-Maarten-Historic-Hotel.0-0-d6143274-tHistoricHotel.Hotel-Filter-Destinations) ## Top Sint Maarten Hotel Reviews ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg) ### The Villas at Simpson Bay Resort 10/10 Excellent "I want to see the place first and I wasn't disappointed here.i would recommend this hotel fto ay" [](https://expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg) ### Simpson Bay Resort, Marina & Spa 10/10 Excellent "Love the property and the View is to die for .. it was so amazing.. would recommend this property to everyone…. Lovely experience.. I have to go bk" [](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg) ### Hilton Vacation Club Flamingo Beach St. Maarten 10/10 Excellent "The property is beautiful and has all of the amenities one may want during their stay (a kitchen, laundry, on site food, easy access to supermarkets, daily activities, a pool, and beaches you can snorkel right off of. Aside from one staff when we checked in, all the staff were fabulous, friendly, and helpful." [](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![Sonesta Maho Beach All Inclusive Resort Casino & Spa](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/45414036_y.jpg) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa 10/10 Excellent "The food was really good! & the property was nice. " [](https://expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information) ![Sapphire Beach Club Resort](https://images.trvl-media.com/lodging/1000000/870000/861000/860944/46903e22_y.jpg) ### Sapphire Beach Club Resort 10/10 Excellent "Clean room. Great staff. Good location. " [](https://expedia.ca/Lowlands-Hotels-Sapphire-Beach-Club-Resort.h860944.Hotel-Information) ![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/bf19cc27_y.jpg) ### The Morgan Resort Spa Village 10/10 Excellent "Ok" [](https://expedia.ca/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information) ![Royal Islander Resort La Plage](https://images.trvl-media.com/lodging/92000000/91180000/91176800/91176794/d9e0c970_y.jpg) ### Royal Islander Resort La Plage 10/10 Excellent "Very friendly staff! " [](https://expedia.ca/Lowlands-Hotels-Royal-Islander-Resort-La-Plage.h91176794.Hotel-Information) ![Divi Little Bay Beach Resort](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/e8112429_y.jpg) ### Divi Little Bay Beach Resort 10/10 Excellent "My birthday vacation was one for the books! The resort is nice the ocean view and location of my room was spectacular! I would recommend giving Divi Little Bay Resort a try. Don’t get talked into a timeshare seminar of 90 minutes that the only drawback. Vee and Lou the bartenders at Gizmo’s were kind and attentive and please be sure the ask about Gizmo the more than 40 year old parrot name for the place that roams and rules the place." [](https://expedia.ca/Philipsburg-Hotels-Divi-Little-Bay-Beach-Resort.h470827.Hotel-Information) ![The Atrium Beach Resort and Spa, an Ascend Collection Resort](https://images.trvl-media.com/lodging/2000000/1750000/1746400/1746391/3e2b89c6_y.jpg) ### The Atrium Beach Resort and Spa, an Ascend Collection Resort 10/10 Excellent "Staff was excellent!! Especially dawn at the front desk " [](https://expedia.ca/Simpson-Bay-Hotels-Atrium-Beach-Resort-And-Spa-St-Maarten-A-Ramada-By-Wyndham.h1746391.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [3 Star Hotels in Oyster Pond](https://www.expedia.ca/3Star-Oyster-Pond-Hotels.s30-0-d6025558.Travel-Guide-Filter-Hotels) - [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) - [Cay Bay Hill Hotels](https://www.expedia.ca/Cay-Bay-Hill-Hotels.d553248635976196227.Travel-Guide-Hotels) - [Cole Bay Hotels](https://www.expedia.ca/Cole-Bay-Hotels.d602866.Travel-Guide-Hotels) - [Cul de Sac Hotels](https://www.expedia.ca/Cul-De-Sac-Hotels.d11649.Travel-Guide-Hotels) - 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[Car rental Philipsburg](https://www.expedia.ca/Car-Rentals-In-Philipsburg.d3331.Car-Rental-Guide) - [Things to do in Cul de Sac](https://www.expedia.ca/Things-To-Do-In-Cul-De-Sac.d11649.Travel-Guide-Activities) - [Things to do in Oyster Pond](https://www.expedia.ca/Things-To-Do-In-Oyster-Pond.d6025558.Travel-Guide-Activities) - [Things to do in Philipsburg](https://www.expedia.ca/Things-To-Do-In-Philipsburg.d3331.Travel-Guide-Activities)