Title: Book The Best Hotels in Little Bay for 2025 from CA $113 - Competitive Prices - Expedia.ca [Vacation Rentals in Little Bay](https://expedia.ca/Little-Bay-Vacation-Rentals.d553248635976383999.Travel-Guide-VacationRentals)[Little Bay Car Rentals](https://expedia.ca/Car-Rentals-In-Little-Bay.d553248635976383999.Car-Rental-Guide)[Little Bay Vacation Packages](https://expedia.ca/Little-Bay.d553248635976383999.Destination-Travel-Guides) ![Great Bay Beach which includes general coastal views and a beach as well as a couple](https://images.trvl-media.com/place/6338950/ad76d695-faad-447b-bb46-f50162667d59.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Little Bay from CA $113 - ![](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 ## Go beyond your typical stay in Little Bay Resort [](https://www.expedia.ca/Hotel-Search?destination=Little+Bay%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976383999&latLong=18.026785%2C-63.0648&adults=2&startDate=2025-12-01&d1=2025-12-01&endDate=2025-12-03&d2=2025-12-03&lodging=HOTEL_RESORT) Spa [](https://www.expedia.ca/Hotel-Search?destination=Little+Bay%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976383999&latLong=18.026785%2C-63.0648&adults=2&startDate=2025-12-01&d1=2025-12-01&endDate=2025-12-03&d2=2025-12-03&amenities=SPA_ON_SITE) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Little+Bay%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976383999&latLong=18.026785%2C-63.0648&adults=2&startDate=2025-12-01&d1=2025-12-01&endDate=2025-12-03&d2=2025-12-03&travelerType=family_friendly) Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Little+Bay%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976383999&latLong=18.026785%2C-63.0648&adults=2&startDate=2025-12-01&d1=2025-12-01&endDate=2025-12-03&d2=2025-12-03&lodging=APART_HOTEL) Ocean view [](https://www.expedia.ca/Hotel-Search?destination=Little+Bay%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976383999&latLong=18.026785%2C-63.0648&adults=2&startDate=2025-12-01&d1=2025-12-01&endDate=2025-12-03&d2=2025-12-03&amenities=OCEAN_VIEW) Pool [](https://www.expedia.ca/Hotel-Search?destination=Little+Bay%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976383999&latLong=18.026785%2C-63.0648&adults=2&startDate=2025-12-01&d1=2025-12-01&endDate=2025-12-03&d2=2025-12-03&amenities=POOL) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Little+Bay%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976383999&latLong=18.026785%2C-63.0648&adults=2&startDate=2025-12-01&d1=2025-12-01&endDate=2025-12-03&d2=2025-12-03&amenities=HOT_TUB) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Little+Bay%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976383999&latLong=18.026785%2C-63.0648&adults=2&startDate=2025-12-01&d1=2025-12-01&endDate=2025-12-03&d2=2025-12-03&lodging=APARTMENT) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Little+Bay%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976383999&latLong=18.026785%2C-63.0648&adults=2&startDate=2025-12-01&d1=2025-12-01&endDate=2025-12-03&d2=2025-12-03&amenities=PETS) Condo [](https://www.expedia.ca/Hotel-Search?destination=Little+Bay%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976383999&latLong=18.026785%2C-63.0648&adults=2&startDate=2025-12-01&d1=2025-12-01&endDate=2025-12-03&d2=2025-12-03&lodging=CONDO) Villa [](https://www.expedia.ca/Hotel-Search?destination=Little+Bay%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976383999&latLong=18.026785%2C-63.0648&adults=2&startDate=2025-12-01&d1=2025-12-01&endDate=2025-12-03&d2=2025-12-03&lodging=VILLA) ## Check prices for these dates Tonight [Nov 17 - Nov 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976383999&startDate=2025-11-17&endDate=2025-11-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 18 - Nov 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976383999&startDate=2025-11-18&endDate=2025-11-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976383999&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976383999&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 3,523 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![Property grounds](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/e8112429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/c4ec9aa6.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) ![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) ### Divi Little Bay Beach Resort Philipsburg 8.4/10 Very good (1003) "Lovely stay- perfect for families " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Meaghan Elizabeth CA $229 CA $300 total includes taxes & fees Nov 19 - Nov 20 [](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/904800/904701/214e9415.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) "Staff was great! We had a lovely stay and will be coming back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole CA $254 CA $309 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Philipsburg-Hotels-Belair-Beach-Hotel.h904701.Hotel-Information) ![Swim-up bar](https://images.trvl-media.com/lodging/75000000/74270000/74267800/74267774/fee04e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74270000/74267800/74267774/3c3df0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/75000000/74270000/74267800/74267774/26d4e2b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 1 King Bed with Sofa bed | Terrace/patio](https://images.trvl-media.com/lodging/75000000/74270000/74267800/74267774/60ff747c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceans at Divi Little Bay Philipsburg 8.4/10 Very good (266) "Modern rooms with beautiful view of the pool &/or beach, friendly and accessible staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tywanna CA $292 CA $379 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Philipsburg-Hotels-Oceans-At-Divi-Little-Bay.h74267774.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) ![Suite, 2 Bedrooms, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/4000000/3960000/3953100/3953037/57dfd750.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 (129) "Lounge area outside excellent. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Osbourne CA $171 CA $198 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Philipsburg-Hotels-LEsperance-Hotel.h3953037.Hotel-Information) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/94000000/93240000/93232000/93231967/fd639aa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/94000000/93240000/93232000/93231967/88f738a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/94000000/93240000/93232000/93231967/90e37395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/94000000/93240000/93232000/93231967/adad72cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### JW Marriott St. Maarten Beach Resort & Spa Oyster Pond 8.8/10 Excellent (220) "Absolutely beautiful, very clean, staff was amazing and very nice, recommend the ocean room the view was stunning. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ANTONIO D CA $517 CA $665 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Oyster-Pond-Hotels-The-Westin-Dawn-Beach-Resort-Spa.h93231967.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) ![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) ![Deep-tissue massages, Swedish massages, massages](https://images.trvl-media.com/lodging/1000000/10000/4900/4848/a2f907b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seaview Beach Hotel Downtown Philipsburg 7.2/10 Good (692) "the relaxation at the pool was amazing, clean and very much tranquil" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacquena CA $103 CA $125 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Philipsburg-Hotels-Sea-View-Beach-Hotel.h4848.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) ![Front of property](https://images.trvl-media.com/lodging/2000000/1170000/1160500/1160500/bafa0fd3.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) ### Holland House Beach Hotel Downtown Philipsburg 9.2/10 Wonderful (1003) "Really clean and hotel staff and room was amazing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Curtis CA $360 CA $432 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Philipsburg-Hotels-Holland-House-Beach-Hotel.h1160500.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) ![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) ![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) ![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) ### Simpson Bay Resort, Marina & Spa Pelican Key 9.0/10 Wonderful (1472) "Beautiful suite and wonderful staff. We spent our honeymoon here and will for sure book here again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kyle CA $186 CA $224 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.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) ![Sports facility](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/7b01c7b8.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/1000000/800000/796500/796441/4b190380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Flamingo Beach St. Maarten Pelican Key 9.0/10 Wonderful (1339) "great hotel and beach , highly recommend, clean quite " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) MIRJANA CA $124 CA $167 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/00eb22aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/831ce5ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/1032ec1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/7d07349a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oyster Bay Beach Resort Oyster Pond 8.6/10 Excellent (952) "Had an amazing view overlooking the water. The staff was great and friendly, food at both restaurants we tried was very good. One of our favorite places we have ever stayed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric CA $224 CA $270 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.Hotel-Information) ![In-room safe, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1750000/1746400/1746391/3e2b89c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1750000/1746400/1746391/6d1cdf64.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/2000000/1750000/1746400/1746391/7da4649a.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 (1004) "The room was nice and clean and had a superb view on the bay. The staff was very nice and helpful. Overall very good place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Markku CA $191 CA $244 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Simpson-Bay-Hotels-Atrium-Beach-Resort-And-Spa-St-Maarten-A-Ramada-By-Wyndham.h1746391.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/3eb207bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 2 Bedrooms, Kitchen, Ocean View | Living room](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/ff15ff94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/86acfa67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, premium bedding, Select Comfort beds, in-room safe](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/a949420c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Princess Heights Luxury Boutique Condo Hotel Oyster Pond 9.2/10 Wonderful (973) "Everything was perfect!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rodney CA $172 CA $207 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Oyster-Pond-Hotels-Princess-Heights-Luxury-Boutique-Condo-Hotel.h561365.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/bf19cc27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/557ad7c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Oceanfront Suite | Balcony view](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/9655bb50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/f2f19e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Morgan Resort Spa Village Simpson Bay 9.0/10 Wonderful (1870) "Clean room location staff was friendly and informative pool area was nice " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shalik CA $399 CA $511 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information) ![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/45414036.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/w3840h2557x0y3-53955507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed (1 Bedroom Ocean View Suite)](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/d0493a66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/w3840h2556x0y4-8ba71e3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa Lowlands 8.0/10 Very good (2706) "The staff was pleasant, rooms were clean n food was delicious" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Latesha CA $425 CA $517 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.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) ![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) ![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) ![3 restaurants, breakfast, lunch, dinner served; Mexican cuisine](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/fd994a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Villas at Simpson Bay Resort Simpson Bay 9.2/10 Wonderful (1315) "Best place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Crystal CA $187 CA $225 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/92000000/91180000/91176800/91176794/d9e0c970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/92000000/91180000/91176800/91176794/047753a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91180000/91176800/91176794/c9215170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Penthouse, 2 Bedrooms, 2 Bathrooms, Ocean View](https://images.trvl-media.com/lodging/92000000/91180000/91176800/91176794/10332e5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Royal Islander Resort La Plage Lowlands 8.6/10 Excellent (348) "Very comforable accommodations, housekeeping staff did great job and friendly staff, beautiful pool and surrounding area. Good food and drinks in resort restaurant " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $242 CA $302 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Lowlands-Hotels-Royal-Islander-Resort-La-Plage.h91176794.Hotel-Information) ![2 outdoor pools, open 9:00 AM to 7:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/34000000/33420000/33411200/33411163/11c502bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/34000000/33420000/33411200/33411163/a0335b69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/34000000/33420000/33411200/33411163/32a3fd39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, dinner served, Asian cuisine](https://images.trvl-media.com/lodging/34000000/33420000/33411200/33411163/e4c94680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Port de Plaisance Resort, Trademark Collection by Wyndham Cole Bay 7.6/10 Good (665) "Overall great stay for a short weekend. The staff was very friendly. The view from our suite was great. The property is a bit dated outside but some upgrades to suites were good inside. Location was great for what we needed and we would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Njeri CA $200 CA $210 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Cole-Bay-Hotels-Princess-Port-De-Plaisance.h33411163.Hotel-Information) ![Deluxe Studio, 1 King Bed, Kitchenette](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680374/e9fe4d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680374/d4babcd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680374/79a3f3f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680374/1601489b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carls Unique Inn Cole Bay 8.6/10 Excellent (349) "The staff is always wonderful and accommodating. Excellent breakfast. Convenient location. Very clean and spacious rooms. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lewis CA $127 CA $155 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Cole-Bay-Hotels-Carls-Unique-Inn.h1680374.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/16000000/15090000/15082100/15082011/acd4d986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Mountain View](https://images.trvl-media.com/lodging/16000000/15090000/15082100/15082011/292626fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Penthouse, 1 King Bed, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/16000000/15090000/15082100/15082011/9b7fdefc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Penthouse, 1 King Bed, Ocean View | Living area](https://images.trvl-media.com/lodging/16000000/15090000/15082100/15082011/c59ae5cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Commodore Suites Simpson Bay 8.6/10 Excellent (495) "HUGE rooms, clean and convenient to Simpson Bay. Loved they had a hot tub and were right above a grocery store. I'd stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian [](https://www.expedia.ca/Simpson-Bay-Hotels-Commodore-Suites.h15082011.Hotel-Information) ![Panoramic Apartment, Ocean View | Beach](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/ce6a4abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Apartment, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/4d146ba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/cad300ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/f6baa9f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### condostmaarten by the sea -Adults Only- Indigo Bay 9.6/10 Exceptional (23) "Good location easy access to a private beach " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) All About CA $379 CA $572 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Cay-Bay-Hill-Hotels-Condostmaarten.h93310925.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=2025-12-01&endDate=2025-12-02®ionId=553248635976383999&adults=2&sort=RECOMMENDED&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%2FLittle-Bay-Hotels.d553248635976383999.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLittle-Bay-Hotels.d553248635976383999.Travel-Guide-Hotels) ## Learn more about Little Bay Head to sights like Little Bay Beach and Great Bay Beach as you discover Little Bay. [See all hotels in Little Bay](https://www.expedia.ca/Hotel-Search?startDate=2025-12-01&endDate=2025-12-02&adults=2®ionId=553248635976383999) ![Great Bay Beach which includes general coastal views and a beach as well as a couple](https://images.trvl-media.com/place/6338950/ad76d695-faad-447b-bb46-f50162667d59.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ### Stay near popular Little Bay attractions [](https://expedia.ca/Great-Bay-Beach-Hotels.0-l6338950-0.Travel-Guide-Filter-Hotels) ![Great Bay Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/523000/523223-great-bay-beach.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Great Bay Beach If a restful vacation is part of your travel plans, Great Bay Beach might be the perfect place to seek out during your trip to Philipsburg. Check out the shops and top-notch restaurants in this romantic area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6338950) [](https://expedia.ca/Philipsburg-Boardwalk-Hotels.0-l6338948-0.Travel-Guide-Filter-Hotels) ![Philipsburg Boardwalk](https://mediaim.expedia.com/destination/1/5cb77eb6bed73ec57152e04c66d70d8c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Philipsburg Boardwalk Philipsburg Boardwalk is just one of the places to see in Philipsburg, so why not enjoy the other things to explore during your travels? Stroll along the area's beaches or simply enjoy its restaurants. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6338948) [](https://expedia.ca/Guana-Bay-Beach-Hotels.0-l506436-0.Travel-Guide-Filter-Hotels) ![Guana Bay Beach featuring cuddly or friendly animals, landscape views and a sandy beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/48000/48411-Guana-Bay-Beach.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Guana Bay Beach The picturesque shores of this tranquil bay provide a great opportunity to escape the crowds and jump in the crystal clear water for surfing or swimming. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=506436) [](https://expedia.ca/University-Of-St-Martin-Hotels.0-l6079653-0.Travel-Guide-Filter-Hotels) #### University of St. Martin Enjoy the collegiate vibe at University of St. Martin during your visit to Philipsburg. Wander the beautiful beaches and seaside in this romantic area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6079653) ## More cheap stays in Little Bay ![Adonis Cupecoy](https://images.trvl-media.com/lodging/38000000/37070000/37068800/37068709/18cfa789_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Adonis Cupecoy Jordan Road Lowlands CA $125 CA $131 total Nov 23 - Nov 24 includes taxes & fees 7.2/10 Good! (378 reviews) [](https://expedia.ca/Lowlands-Hotels-Adonis-Cupecoy.h37068709.Hotel-Information) ![Alicia's Inn](https://images.trvl-media.com/lodging/9000000/8820000/8819500/8819437/b0f11a8f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Alicia's Inn Backstreet 42, Philipsburg CA $94 CA $113 total Nov 18 - Nov 19 includes taxes & fees 8.6/10 Excellent! (301 reviews) [](https://expedia.ca/Philipsburg-Hotels-Alicias-Inn.h8819437.Hotel-Information) ![Carls Unique Inn](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680374/e9fe4d21_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Carls Unique Inn 18 Orange Grove Rd, Cole Bay CA $127 CA $155 total Nov 20 - Nov 21 includes taxes & fees 8.6/10 Excellent! (349 reviews) [](https://expedia.ca/Cole-Bay-Hotels-Carls-Unique-Inn.h1680374.Hotel-Information) ![L'Esperance Hotel](https://images.trvl-media.com/lodging/4000000/3960000/3953100/3953037/0b85444b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### L'Esperance Hotel 4 Tiger Road, Cay Hill, Philipsburg CA $171 CA $198 total Nov 18 - Nov 19 includes taxes & fees 8.4/10 Very Good! (128 reviews) [](https://expedia.ca/Philipsburg-Hotels-LEsperance-Hotel.h3953037.Hotel-Information) ![Cocovaa](https://images.trvl-media.com/lodging/94000000/93840000/93830300/93830243/88a3afcc_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Cocovaa 34 white sands rd Simpson Bay [Get rates](https://expedia.ca/Hotel-Search?startDate=01%2F12%2F2025&endDate=02%2F12%2F2025&selected=93830243&PinnedHotelID=93830243&HadPinnedHotel=true®ionId=553248635976383999) 8.2/10 Very Good! (54 reviews) [](https://expedia.ca/Simpson-Bay-Hotels-Cocovaa.h93830243.Hotel-Information) ![New! Apartment with pool and ocean view #3](https://images.trvl-media.com/lodging/107000000/106110000/106108800/106108768/9cee3f22_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### New! Apartment with pool and ocean view #3 Pelican Key Sint Maarten [Get rates](https://expedia.ca/Hotel-Search?startDate=01%2F12%2F2025&endDate=02%2F12%2F2025&selected=106108768&PinnedHotelID=106108768&HadPinnedHotel=true®ionId=553248635976383999) 9.4/10 Exceptional! (3 reviews) [](https://expedia.ca/Simpson-Bay-Hotels-New-Apartment-With-Pool-And-Ocean-View-3.h106108768.Hotel-Information) ## Recent reviews of Little Bay hotels ### The Villas at Simpson Bay Resort 5/5 Excellent "The room and the whole resort was very clean! All the staff were very friendly and helpful. " A verified traveller stayed at The Villas at Simpson Bay Resort Posted 3 days ago [](https://expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) ### Simpson Bay Resort, Marina & Spa 5/5 Excellent "The breakfast menu was fresh and so was the lunch buffet. The room was clean and the staff courteous and friendly." A verified traveller stayed at Simpson Bay Resort, Marina & Spa Posted 3 days ago [](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![La Playa Orient Bay](//images.trvl-media.com/lodging/1000000/910000/908100/908054/42567e6f_y.jpg) ### La Playa Orient Bay 5/5 Excellent "Amazing property. Small boutique hotel right on the beach. Couldn’t have hoped for a better location, close to lots of restaurants/bars. The staff was amazing, we will definitely be back! " A verified traveller stayed at La Playa Orient Bay Posted 4 days ago [](https://expedia.ca/Orient-Bay-Hotels-La-Playa-Orient-Bay.h908054.Hotel-Information) ### The Morgan Resort Spa Village 5/5 Excellent "Good hotel" A verified traveller stayed at The Morgan Resort Spa Village Posted 5 days ago [](https://expedia.ca/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information) ### Hilton Vacation Club Flamingo Beach St. Maarten 5/5 Excellent "Courteous staff and extremely comfortable room, very spacious and clean " A verified traveller stayed at Hilton Vacation Club Flamingo Beach St. Maarten Posted 5 days ago [](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa 5/5 Excellent "Awesome " A verified traveller stayed at Sonesta Maho Beach All Inclusive Resort Casino & Spa Posted 5 days ago [](https://expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information) ### Fourteen at Mullet Bay 5/5 Excellent "The property was wonderful. The staff was amazing. They accommodated me when my flight was cancelled due to Hurricane Erin. This place is walking distance to 3 different beaches (about a mile each walk to Cupecoy and Maho) and right across from Mullet Bay beach. " A verified traveller stayed at Fourteen at Mullet Bay Posted 6 days ago [](https://expedia.ca/Lowlands-Hotels-Fourteen-At-Mullet-Bay.h82868222.Hotel-Information) ### The Atrium Beach Resort and Spa, an Ascend Collection Resort 5/5 Excellent "Very good location, walkable to dining, bars and shopping. We stay here regularly. " A verified traveller stayed at The Atrium Beach Resort and Spa, an Ascend Collection Resort Posted 6 days ago [](https://expedia.ca/Simpson-Bay-Hotels-Atrium-Beach-Resort-And-Spa-St-Maarten-A-Ramada-By-Wyndham.h1746391.Hotel-Information) ### Divi Little Bay Beach Resort 5/5 Excellent "Lovely stay- perfect for families " A verified traveller stayed at Divi Little Bay Beach Resort Posted 6 days ago [](https://expedia.ca/Philipsburg-Hotels-Divi-Little-Bay-Beach-Resort.h470827.Hotel-Information) ## Frequently asked questions ### Can I cancel my hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Little Bay hotel for you. ### How can I save on a Little Bay hotel booking with Expedia? > Members always get our best prices. Find our best Little Bay hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings. ### How much is the nightly rate at a Little Bay hotel? > Prices for hotels in Little Bay often vary, but you can find a great deal from CA $113 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - 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) - [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) - [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) - [Casino Hotels in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Casino-Hotel.0-0-d6143274-tCasinoHotel.Hotel-Filter-Destinations) - [Cheap Hotels in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Cheap-Hotels.0-0-d6143274-tCheapHotels.Hotel-Filter-Destinations) - [Family Hotels in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Family-Hotel.0-0-d6143274-tFamilyHotel.Hotel-Filter-Destinations) - [Golf Hotels in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Golf-Hotel.0-0-d6143274-tGolfHotel.Hotel-Filter-Destinations) - [Hotels with a Lazy River in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Hotels-With-A-Lazy-River.0-0-d6143274-tHotelswithaLazyRiver.Hotel-Filter-Destinations) - 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[Philipsburg Vacation Rentals](https://www.expedia.ca/Philipsburg-Vacation-Rentals.d3331.Travel-Guide-VacationRentals) - [Things to do in Philipsburg](https://www.expedia.ca/Things-To-Do-In-Philipsburg.d3331.Travel-Guide-Activities) - [Things to do in Sint Maarten](https://www.expedia.ca/Things-To-Do-In-Sint-Maarten.d6143274.Travel-Guide-Activities) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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