Title: Sint Maarten Hotels with a Pool from CA $428: Book the Right Hotels with a Pool Room in Sint Maarten, Caribbean - 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) ![](https://images.trvl-media.com/place/602829/904d6c1a-f901-4bb5-a277-ae4c807f73b8.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 Sint Maarten Hotels with a Pool Tonight [Feb 6 - Feb 7](https://www.expedia.ca/Hotel-Search?regionId=6143274&startDate=2026-02-06&endDate=2026-02-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 7 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6143274&startDate=2026-02-07&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6143274&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6143274&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Sint Maarten hotels with a pool ![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/651e7935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/d20974d4.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/dd5147c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/1cd581cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Simpson Bay Resort, Marina & Spa [](https://www.expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) Pelican Key 9.0/10 Wonderful (1,593 reviews) "Nice room, helpful staff, good restaurants, convenient location, nice beach and amenities." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Silvana CA $455 CA $547 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/8b76561e.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/4a5ba391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/a25e1bca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Flamingo Beach St. Maarten [](https://www.expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) Pelican Key 9.0/10 Wonderful (1,429 reviews) "Great location, nice room, very good beach" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nataliya CA $437 CA $495 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![3 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/530000/527200/527117/be955587.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) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/530000/527200/527117/de88e85b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Great Bay Beach Resort, Casino & Spa [](https://www.expedia.ca/Philipsburg-Hotels-Great-Bay-Beach-Resort.h527117.Hotel-Information) Philipsburg 7.4/10 Good (486 reviews) "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) ![View from room](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/d24a309e.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/1000000/570000/565700/565666/45414036.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite, 1 King Bed with Sofa bed, Ocean View (Ultimate Adults-Only Loft Suite)](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/f81c3dcf.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 [](https://www.expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information) Lowlands 8.0/10 Very good (2,869 reviews) "Clean, food was good and serviced was also great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracy Ann CA $776 CA $939 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information) ![Beach/ocean view](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/4d352891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/d293fec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/00ffc84a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/fef404a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 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) Pelican Key 9.2/10 Wonderful (1,369 reviews) "Excellent location and amenities " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $573 CA $688 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.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) ![2 Bedroom Ocean View 2 Kings Suite | Living area](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/beabc1d9.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ce7eaf7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Royal Palm St. Maarten [](https://www.expedia.ca/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information) Simpson Bay 9.0/10 Wonderful (1,177 reviews) "Great staff, location and amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deon Oliver CA $525 CA $587 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/19c532b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lighthouse 3 Bedroom Condo with Private Pool 1A | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/d74c3fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![40-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/7fe32732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/aac4e9fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oyster Bay Beach Resort [](https://www.expedia.ca/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.Hotel-Information) Oyster Pond 8.6/10 Excellent (1,006 reviews) "Great stay. Good property and good restaurants choices. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Andre CA $357 CA $428 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.Hotel-Information) ![3 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/w3837h2556x3y4-c2a46bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/w3837h2557x3y3-1469a1e9.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/9000000/8830000/8822400/8822353/w3840h2557x0y3-1395d269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Ocean View (Roof Top Butler Suite)](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/24722772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta Ocean Point All Inclusive, Adults Only Resort [](https://www.expedia.ca/Lowlands-Hotels-Sonesta-Ocean-Point-All-Inclusive.h8822353.Hotel-Information) Lowlands 8.6/10 Excellent (1,006 reviews) "Restaurants and staff all around the resort were great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $1,081 CA $1,309 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Lowlands-Hotels-Sonesta-Ocean-Point-All-Inclusive.h8822353.Hotel-Information) ![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) ![Property grounds](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/fa6b3ba0.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/3305a2a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Divi Little Bay Beach Resort [](https://www.expedia.ca/Philipsburg-Hotels-Divi-Little-Bay-Beach-Resort.h470827.Hotel-Information) Philipsburg 8.2/10 Very good (1,008 reviews) "Wonderful resort, clean room with friendly staff. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mike Di CA $636 CA $803 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Philipsburg-Hotels-Divi-Little-Bay-Beach-Resort.h470827.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/2af67816.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) ![Balcony](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/1db99c02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, Select Comfort beds, in-room safe, laptop workspace](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 [](https://www.expedia.ca/Oyster-Pond-Hotels-Princess-Heights-Luxury-Boutique-Condo-Hotel.h561365.Hotel-Information) Oyster Pond 9.2/10 Wonderful (1,000 reviews) "Room was very clean and staff was friendly. The room was spacious and elegant and had a great view. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine CA $448 CA $538 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Oyster-Pond-Hotels-Princess-Heights-Luxury-Boutique-Condo-Hotel.h561365.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=2026-02-20&endDate=2026-02-21®ionId=6143274&adults=2&amenities=POOL&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%2FDestinations-In-Sint-Maarten-Hotel-With-Pool.0-0-d6143274-tHotelwithPool.Hotel-Filter-Destinations)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Sint-Maarten-Hotel-With-Pool.0-0-d6143274-tHotelwithPool.Hotel-Filter-Destinations) ## Top Sint Maarten Hotel Reviews ![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 "Everything was great would definitely go back" [](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![Princess Heights Luxury Boutique Condo Hotel](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/3eb207bd_y.jpg) ### Princess Heights Luxury Boutique Condo Hotel 10/10 Excellent "Room was very clean and staff was friendly. The room was spacious and elegant and had a great view. " [](https://expedia.ca/Oyster-Pond-Hotels-Princess-Heights-Luxury-Boutique-Condo-Hotel.h561365.Hotel-Information) ![Fourteen at Mullet Bay](https://images.trvl-media.com/lodging/83000000/82870000/82868300/82868222/7de7c76b_y.jpg) ### Fourteen at Mullet Bay 10/10 Excellent "Staff was extremely helpful and the property location was excellent" [](https://expedia.ca/Lowlands-Hotels-Fourteen-At-Mullet-Bay.h82868222.Hotel-Information) ![Seaview Beach Hotel](https://images.trvl-media.com/lodging/1000000/10000/4900/4848/72d983ac_y.jpg) ### Seaview Beach Hotel 10/10 Excellent "The room was clean. Staff was courteous. Pool was great! Location, location, location!!! " [](https://expedia.ca/Philipsburg-Hotels-Sea-View-Beach-Hotel.h4848.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 "We ended up getting one of the newly remodeled rooms. Beautiful with great views. Wonderful beach and beach club. We enjoyed the restaurant, live music, food, yummy drinks in addition to watching New Year's fireworks without the craziness of Phillipsburg. Had so much fun. Go to bakery early as it sells out fast. Great cappuccinos too. Also check out the jewelers there. I bought some very high end pieces. Love them. I will definitely be going back. Have fun!" [](https://expedia.ca/Philipsburg-Hotels-Divi-Little-Bay-Beach-Resort.h470827.Hotel-Information) ![Oyster Bay Beach Resort](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/00eb22aa_y.jpg) ### Oyster Bay Beach Resort 10/10 Excellent "We had a nice and peaceful room . With beautiful views on the Caribbean Sea. The room was clean every day with fresh towels for showers and a pool towels as well. We had a very relaxing and very nice time at Oyster Bay Beach resort!!! " [](https://expedia.ca/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.Hotel-Information) ![Hilton Vacation Club Royal Palm St. Maarten](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ddd10394_y.jpg) ### Hilton Vacation Club Royal Palm St. Maarten 10/10 Excellent "Great staff, location and amenities." [](https://expedia.ca/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information) ![The Paradise Inn](https://images.trvl-media.com/lodging/70000000/69290000/69281400/69281342/82090c97_y.jpg) ### The Paradise Inn 10/10 Excellent "Excellent " [](https://expedia.ca/Philipsburg-Hotels-The-Paradise-Inn.h69281342.Hotel-Information) ![Sonesta Ocean Point All Inclusive, Adults Only Resort](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/w3840h2557x0y3-4d27245d_y.jpg) ### Sonesta Ocean Point All Inclusive, Adults Only Resort 10/10 Excellent "Staff was very pleasant, the food was very good, room was great, service was great. Every day/night we were here was perfect. 10/10 would definitely recommend and be back soon!" [](https://expedia.ca/Lowlands-Hotels-Sonesta-Ocean-Point-All-Inclusive.h8822353.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) - [Dawn Beach Estates Hotels ](https://www.expedia.ca/Dawn-Beach-Estates-Oyster-Pond-Hotels.0-n553248635976659260-0.Travel-Guide-Filter-Hotels) - 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