Title: Book The Best Hotels in Upper Prince's Quarter for 2025 from CA $115 - Fully Refundable Options - Expedia.ca [Upper Prince's Quarter Travel Guide](https://expedia.ca/Upper-Princes-Quarter.dx553248635976384612)[Vacation Rentals in Upper Prince's Quarter](https://expedia.ca/Upper-Princes-Quarter-Vacation-Rentals.d553248635976384612.Travel-Guide-VacationRentals)[Upper Prince's Quarter Car Rentals](https://expedia.ca/Car-Rentals-In-Upper-Princes-Quarter.d553248635976384612.Car-Rental-Guide)[Upper Prince's Quarter Vacation Packages](https://expedia.ca/Upper-Princes-Quarter.d553248635976384612.Destination-Travel-Guides) ![Guana Bay Beach showing a sandy beach and landscape views](https://images.trvl-media.com/place/506436/3bb80ec1-6647-4091-8031-ab8a2e3c8cb2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Upper Prince's Quarter from CA $115 ![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 ## Go beyond your typical stay in Upper Prince's Quarter Resort [](https://www.expedia.ca/Hotel-Search?destination=Upper+Prince%27s+Quarter%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976384612&latLong=18.032379%2C-63.029476&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&lodging=HOTEL_RESORT) Spa [](https://www.expedia.ca/Hotel-Search?destination=Upper+Prince%27s+Quarter%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976384612&latLong=18.032379%2C-63.029476&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&amenities=SPA_ON_SITE) Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Upper+Prince%27s+Quarter%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976384612&latLong=18.032379%2C-63.029476&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&lodging=APART_HOTEL) Ocean view [](https://www.expedia.ca/Hotel-Search?destination=Upper+Prince%27s+Quarter%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976384612&latLong=18.032379%2C-63.029476&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&amenities=OCEAN_VIEW) Villa [](https://www.expedia.ca/Hotel-Search?destination=Upper+Prince%27s+Quarter%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976384612&latLong=18.032379%2C-63.029476&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&lodging=VILLA) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Upper+Prince%27s+Quarter%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976384612&latLong=18.032379%2C-63.029476&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&travelerType=family_friendly) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Upper+Prince%27s+Quarter%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976384612&latLong=18.032379%2C-63.029476&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&lodging=APARTMENT) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Upper+Prince%27s+Quarter%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976384612&latLong=18.032379%2C-63.029476&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&amenities=HOT_TUB) Pool [](https://www.expedia.ca/Hotel-Search?destination=Upper+Prince%27s+Quarter%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976384612&latLong=18.032379%2C-63.029476&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&amenities=POOL) Condo [](https://www.expedia.ca/Hotel-Search?destination=Upper+Prince%27s+Quarter%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976384612&latLong=18.032379%2C-63.029476&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&lodging=CONDO) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Upper+Prince%27s+Quarter%2C+Philipsburg%2C+Sint+Maarten®ionId=553248635976384612&latLong=18.032379%2C-63.029476&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&amenities=PETS) ## Check prices for these dates Tonight [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976384612&startDate=2025-10-01&endDate=2025-10-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=553248635976384612&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976384612&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976384612&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 3,560 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![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) ![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) ![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) ### JW Marriott St. Maarten Beach Resort & Spa Oyster Pond 8.8/10 Excellent (210) "Beautiful place " CA $416 CA $548 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Oyster-Pond-Hotels-The-Westin-Dawn-Beach-Resort-Spa.h93231967.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) ![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) ![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 (937) "Nice hotel " CA $213 CA $255 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.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) ![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) ![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/1000000/570000/561400/561365/7ecbe3ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Princess Heights Luxury Boutique Condo Hotel Oyster Pond 9.2/10 Wonderful (965) "Its a beautiful property and the customer service experience is wonderful" CA $155 CA $186 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Oyster-Pond-Hotels-Princess-Heights-Luxury-Boutique-Condo-Hotel.h561365.Hotel-Information) ![Sundeck](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/4616eacf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/919c3a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Condo, 3 Bedrooms, Ocean View | Beach/ocean view](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/bf35f2ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 3 Bedrooms, Oceanfront | Terrace/patio](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/07dd2e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dawn Beach Club Resort Sint Maarten Oyster Pond 8.8/10 Excellent (21) "Wonderful vacation spot in st maarten" CA $718 CA $894 total includes taxes & fees Oct 4 - Oct 5 [](https://www.expedia.ca/Oyster-Pond-Hotels-Dawn-Beach-Club-Resort-Sint-Maarten.h68048492.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572432/2d76e223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572432/677453df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (4 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572432/af33cdf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572432/158ccc63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Singh Luxury Apartments With sea View, Apt.3 Oyster Pond 2.0/10 (1) CA $989 CA $1,143 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572432.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572437/8ab47aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572437/126fd89c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572437/19d59169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572437/3eac326a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Singh Luxury Apartments With sea View, Apt.1 Oyster Pond CA $449 CA $576 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572437.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572423/994cdc6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572423/d04b730d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572423/0f678586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572423/cca8955c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Singh Luxury Apartments With sea View, Apt.2 Oyster Pond CA $449 CA $576 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572423.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/1000000/800000/796500/796441/79dad3d8.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) ![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) ![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) ![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) ![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 (2631) "Great stay " CA $265 CA $321 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.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) ![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) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/cfa15203.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1750000/1746400/1746391/aaa78cd3.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) ### 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) ![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) ![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) ![Queen Double Oceanview Guestroom](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/2e3ea571.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) ### The Morgan Resort Spa Village Simpson Bay 9.0/10 Wonderful (1847) "Awesome resort" CA $364 CA $471 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information) ![Surfing/boogie boarding](https://images.trvl-media.com/lodging/1000000/890000/886400/886307/ae480e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/890000/886400/886307/7c9f74b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, espresso maker](https://images.trvl-media.com/lodging/1000000/890000/886400/886307/a65175ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Bedrooms, Oceanfront | Terrace/patio](https://images.trvl-media.com/lodging/1000000/890000/886400/886307/0f50474b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Case Beach Club Grand Case 9.4/10 Exceptional (1016) "The beach was amazing. The staff was really friendly. " CA $292 CA $336 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Grand-Case-Hotels-Grand-Case-Beach-Club.h886307.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4900/4848/045e3749.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) ### Seaview Beach Hotel Downtown Philipsburg 7.2/10 Good (683) "the relaxation at the pool was amazing, clean and very much tranquil" CA $116 CA $139 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Philipsburg-Hotels-Sea-View-Beach-Hotel.h4848.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) ![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) ![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) ![Suite, 1 Bedroom | View from room](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/0ac89950.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Divi Little Bay Beach Resort Philipsburg 8.4/10 Very good (1006) "Beach views were amazing, food and staff excellent. " CA $234 CA $305 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Philipsburg-Hotels-Divi-Little-Bay-Beach-Resort.h470827.Hotel-Information) ![On the beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/42567e6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed with Sofa bed, Ocean View](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/a5bb0cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/49383208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed with Sofa bed, Ocean View](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/e153437d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Playa Orient Bay Orient Bay 9.4/10 Exceptional (594) "Great location, clean property " CA $483 CA $530 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Orient-Bay-Hotels-La-Playa-Orient-Bay.h908054.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) ![LCD TV](https://images.trvl-media.com/lodging/2000000/1170000/1160500/1160500/18d5a4f2.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 (1000) "Great hotel, friendly staff, worth adding the breakfast to your package. Overall very happy with our stay and would come again " CA $290 CA $348 total includes taxes & fees Oct 4 - Oct 5 [](https://www.expedia.ca/Philipsburg-Hotels-Holland-House-Beach-Hotel.h1160500.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/92000000/91180000/91176800/91176794/006e26f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/92000000/91180000/91176800/91176794/d09bf3a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, hypo-allergenic bedding, in-room safe, iron/ironing board](https://images.trvl-media.com/lodging/92000000/91180000/91176800/91176794/f67f5923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/92000000/91180000/91176800/91176794/b01c0ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Royal Islander Resort La Plage Lowlands 8.6/10 Excellent (328) "Clean, walkable to restaurants, casino, bars, small shops" CA $196 CA $237 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Lowlands-Hotels-Royal-Islander-Resort-La-Plage.h91176794.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/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) ### The Villas at Simpson Bay Resort Simpson Bay 9.2/10 Wonderful (1262) "Always the best spot to stay for location " 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) ![Exterior](https://images.trvl-media.com/lodging/73000000/72500000/72495400/72495337/ced271b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room](https://images.trvl-media.com/lodging/73000000/72500000/72495400/72495337/b2b33f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/73000000/72500000/72495400/72495337/42b7085c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/73000000/72500000/72495400/72495337/970b04d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Sail Hotel SXM Anse Marcel 9.4/10 Exceptional (139) "What I loved the most about my stay was the host’s attention. They were incredibly kind, attentive, and always willing to help with anything I needed. Their warm hospitality made the whole experience even better." CA $173 CA $180 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Anse-Marcel-Hotels-Blue-Sail-Hotel-SXM.h72495337.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=553248635976384612&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%2FUpper-Princes-Quarter-Hotels.d553248635976384612.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpper-Princes-Quarter-Hotels.d553248635976384612.Travel-Guide-Hotels) ## Learn more about Upper Prince's Quarter Head to sights like Dawn Beach and Guana Bay Beach as you discover Upper Prince's Quarter. [See all hotels in Upper Prince's Quarter](https://www.expedia.ca/Hotel-Search?startDate=2025-10-15&endDate=2025-10-16&adults=2®ionId=553248635976384612) ![Guana Bay Beach which includes landscape views, a coastal town and a sandy beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/48000/48409-Guana-Bay-Beach.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ### Stay near popular Upper Prince's Quarter 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 4/5(20 reviews) 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 5/5(2 reviews) 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 3/5(1 review) 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 Upper Prince's Quarter ![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 $96 CA $115 total Oct 2 - Oct 3 includes taxes & fees 8.6/10 Excellent! (299 reviews) [](https://expedia.ca/Philipsburg-Hotels-Alicias-Inn.h8819437.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 CA $188 CA $226 total Oct 2 - Oct 3 includes taxes & fees 8.2/10 Very Good! (50 reviews) [](https://expedia.ca/Simpson-Bay-Hotels-Cocovaa.h93830243.Hotel-Information) ![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 [Get rates](https://expedia.ca/Hotel-Search?startDate=15%2F10%2F2025&endDate=16%2F10%2F2025&selected=37068709&PinnedHotelID=37068709&HadPinnedHotel=true®ionId=553248635976384612) 7.2/10 Good! (375 reviews) [](https://expedia.ca/Lowlands-Hotels-Adonis-Cupecoy.h37068709.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 $125 CA $153 total Oct 4 - Oct 5 includes taxes & fees 8.6/10 Excellent! (348 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 $175 CA $202 total Oct 2 - Oct 3 includes taxes & fees 8.4/10 Very Good! (127 reviews) [](https://expedia.ca/Philipsburg-Hotels-LEsperance-Hotel.h3953037.Hotel-Information) ![Stunning Villa Movina with Gym, Two Pools, and Breathtaking Views of St. Barts](https://images.trvl-media.com/lodging/108000000/107840000/107830700/107830652/bbaa738d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Stunning Villa Movina with Gym, Two Pools, and Breathtaking Views of St. Barts Upper Prince's Quarter [Get rates](https://expedia.ca/Hotel-Search?startDate=15%2F10%2F2025&endDate=16%2F10%2F2025&selected=107830652&PinnedHotelID=107830652&HadPinnedHotel=true®ionId=553248635976384612) 10/10 Exceptional! (9 reviews) [](https://expedia.ca/Oyster-Pond-Hotels-Stunning-Villa-Movina-With-Gym.h107830652.Hotel-Information) ## Recent reviews of Upper Prince's Quarter hotels ![Divi Little Bay Beach Resort](//images.trvl-media.com/lodging/1000000/480000/470900/470827/e8112429_y.jpg) ### Divi Little Bay Beach Resort 5/5 Excellent "We have stayed here before. Beautiful ocean view and well cared for property. Excellent beach. Great parking available and the entire staff was friendly." A verified traveller stayed at Divi Little Bay Beach Resort Posted 3 days ago [](https://expedia.ca/Philipsburg-Hotels-Divi-Little-Bay-Beach-Resort.h470827.Hotel-Information) ![Princess Heights Luxury Boutique Condo Hotel](//images.trvl-media.com/lodging/1000000/570000/561400/561365/3eb207bd_y.jpg) ### Princess Heights Luxury Boutique Condo Hotel 5/5 Excellent "Keep up your awesome work Team Princess Heghts! Your friends Anvar & Svetlana" A verified traveller stayed at Princess Heights Luxury Boutique Condo Hotel Posted 6 days ago [](https://expedia.ca/Oyster-Pond-Hotels-Princess-Heights-Luxury-Boutique-Condo-Hotel.h561365.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 5/5 Excellent "I loved everything - my room, the view, the beach" A verified traveller stayed at Hilton Vacation Club Flamingo Beach St. Maarten Posted 6 days ago [](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![Oyster Bay Beach Resort](//images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/00eb22aa_y.jpg) ### Oyster Bay Beach Resort 5/5 Excellent "Staff,ocean view rooms and the infinity pool. Overall everything was great " A verified traveller stayed at Oyster Bay Beach Resort Posted 6 days ago [](https://expedia.ca/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.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 5/5 Excellent "Clean area, usually book here " A verified traveller stayed at Hilton Vacation Club Royal Palm St. Maarten Posted 6 days ago [](https://expedia.ca/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information) ![Sonesta Maho Beach All Inclusive Resort Casino & Spa](//images.trvl-media.com/lodging/1000000/570000/565700/565666/9a0f47b8_y.jpg) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa 5/5 Excellent "Everything was great! " A verified traveller stayed at Sonesta Maho Beach All Inclusive Resort Casino & Spa Posted 6 days ago [](https://expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information) ![Simpson Bay Resort, Marina & Spa](//images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg) ### Simpson Bay Resort, Marina & Spa 5/5 Excellent "Wonderful stay. Clean. Walkable. " A verified traveller stayed at Simpson Bay Resort, Marina & Spa Posted 8 days ago [](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 5/5 Excellent "Amazing location. Friendly staff. Clean environment. Great restaurants. Spacious rooms. I highly recommend. I can’t wait not visit again " A verified traveller stayed at The Villas at Simpson Bay Resort Posted 8 days ago [](https://expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) ![Grand Case Beach Club](//images.trvl-media.com/lodging/1000000/890000/886400/886307/ae480e2f_y.jpg) ### Grand Case Beach Club 5/5 Excellent "Loved it " A verified traveller from forest hills stayed at Grand Case Beach Club Posted 9 days ago [](https://expedia.ca/Grand-Case-Hotels-Grand-Case-Beach-Club.h886307.Hotel-Information) ## Frequently asked questions ### What is the best area to stay in Upper Prince's Quarter? > Oyster Pond is the best area to stay in Upper Prince's Quarter for travellers seeking a tranquil and picturesque escape in Sint Maarten. This stunning location is renowned for its breathtaking views of the Caribbean Sea and lush landscapes, providing a serene backdrop for your holiday. With its close proximity to beautiful beaches and luxurious resorts, Oyster Pond offers an ideal blend of relaxation and adventure. > > > > For couples planning a romantic getaway, Oyster Pond is particularly enchanting. Imagine strolling hand-in-hand along the pristine shoreline or enjoying a candlelit dinner at one of the waterfront restaurants, where fresh seafood and local flavours tantalise the palate. The intimate setting is superb for creating cherished memories together. > > > > Families will also appreciate the family-friendly atmosphere of Oyster Pond. The nearby beaches are ideal for building sandcastles and splashing in the gentle waves, while local activities, such as snorkeling and boat tours, promise fun-filled days for all ages. The sense of safety and community in this area makes it a wonderful choice for those travelling with children. ### Where can I find the best nightlife in Upper Prince's Quarter? > Upper Prince's Quarter in Sint Maarten is a charming area that offers a delightful mix of relaxation and vibrant nightlife options. > > > > For those seeking lively evenings, the nearby Simpson Bay area is known for its energetic atmosphere, filled with an array of beach bars, lounges, and nightclubs. Here, you can dance the night away or enjoy a cocktail while taking in stunning waterfront views. > > > > The Maho Beach area is another hotspot, famous for its lively bars and entertainment venues. It's a great place to experience live music, themed parties, and the excitement of the local nightlife scene. > > > > If you fancy a more laid-back evening, head to Marigot's waterfront, where you can find cosy restaurants and bars great for a quieter night out while still soaking up the lively Caribbean vibe. ### 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 Upper Prince's Quarter hotel for you. ### How can I save on a Upper Prince's Quarter hotel booking with Expedia? > Before booking your Upper Prince's Quarter hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia. ### How much is the nightly rate at a Upper Prince's Quarter hotel? > Prices for hotels in Upper Prince's Quarter often vary, but you can find a great deal from CA $115 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 - [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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