Title: The “Pearl of the Caribbean” - Oyster Bay Beach Resort! - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=88513034&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # The “Pearl of the Caribbean” - Oyster Bay Beach Resort! Escape to this oceanfront haven where duty-free shopping meets water sports adventure. Relax in style with modern amenities. ## Photo gallery for The “Pearl of the Caribbean” - Oyster Bay Beach Resort! ![Outdoor pool - The “Pearl of the Caribbean” - Oyster Bay Beach Resort! (Osyter Bay)](https://images.trvl-media.com/lodging/89000000/88520000/88513100/88513034/413b6594.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Combined shower/tub, bidet - The “Pearl of the Caribbean” - Oyster Bay Beach Resort! (Osyter Bay)](https://images.trvl-media.com/lodging/89000000/88520000/88513100/88513034/813bd8c1.jpg?impolicy=resizecrop&rw=297&ra=fit) ![1 bedroom, iron/ironing board, WiFi - The “Pearl of the Caribbean” - Oyster Bay Beach Resort! (Osyter Bay)](https://images.trvl-media.com/lodging/89000000/88520000/88513100/88513034/839138e2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, dishwasher, blender - The “Pearl of the Caribbean” - Oyster Bay Beach Resort! (Osyter Bay)](https://images.trvl-media.com/lodging/89000000/88520000/88513100/88513034/1b88c89e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - The “Pearl of the Caribbean” - Oyster Bay Beach Resort! (Osyter Bay)](https://images.trvl-media.com/lodging/89000000/88520000/88513100/88513034/bd7476d9.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies Oyster Bay Beach Resort is a tranquil retreat in Oyster Pond, where you can unwind with stunning views from the furnished balcony or relax on your king-size bed. Enjoy the comforts of home with a kitchen, full-size stove, blender, microwave and large refrigerator plus an iron and ironing board for added convenience. ## Popular amenities - Pool - Air conditioning - Parking available - Kitchen ## Check prices for these days [Tonight ](https://www.expedia.ca/Hotel-Search?startDate=2026-02-02&endDate=2026-02-03&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-02&endDate=2026-02-03&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) [Tomorrow ](https://www.expedia.ca/Hotel-Search?startDate=2026-02-03&endDate=2026-02-04&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-03&endDate=2026-02-04&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) [This weekend ](https://www.expedia.ca/Hotel-Search?startDate=2026-02-06&endDate=2026-02-08&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-06&endDate=2026-02-08&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) [Next weekend ](https://www.expedia.ca/Hotel-Search?startDate=2026-02-13&endDate=2026-02-15&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-13&endDate=2026-02-15&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) ## Room options ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. More rewards for more adventures! [Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOyster-Pond-Hotels-The-Pearl-Of-The-Caribbean-Oyster-Bay-Beach-Resort.h88513034.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FOyster-Pond-Hotels-The-Pearl-Of-The-Caribbean-Oyster-Bay-Beach-Resort.h88513034.Hotel-Information) ## About the area Oyster Pond, a neighborhood in Oyster Pond, is home to this resort. The area's natural beauty can be seen at Maho Beach and Grand Case Beach. [Visit our Oyster Pond travel guide](https://www.expedia.ca/Oyster-Pond.dx6025558) [View more Resorts in Oyster Pond](https://www.expedia.ca/Oyster-Pond-Resort-Hotels.d6025558-aaResortHotels.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=18.050285,-63.016773&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:kiemBx%7Dr_K%3FO%3FO%40Q%3FO%40O%3FO%40O%40O%40QBO%40OBOBO%40OBODOBOBODOBMDODODMDODOFMDMFODMFMFMFMFMHMFMHMHKFMHKHMHKJKHKHKJKHKJIJKJIJKJIJIJIJILIJILGJILGLGLGLGJGLGNELGLELELENELENCLENCLCNELCNANCNCLANANANALAN%3FNAN%3FN%3FN%3FL%3FN%3FN%3FN%40N%3FL%40N%40N%40N%40N%40LBNBN%40LBNDLBNBLDNBLDNDLDLDLDLFNDLFJFNFJFLFLFJHLHJFLHJHJHJHJHJJJHJJJHHJJJHJHJJJHJHLHJFLHLHJFLHLFLFLFLFLDLFNDLFLDNDNDLDNDNBNDLBNDNBNBN%40NBNBN%40NBN%40P%40N%40N%3FN%40N%40N%3FP%3FN%3FN%3FP%3FN%3FNANAN%3FPANANANCNANCPCNANCNCNELCNENCNENELENENELGLENGLENGLGLGLGLILGJILILGJILIJIJKLIJIJKHILKHKJKHKHKJKHKHKHMFKHMHKFMFMHKFOFKDMFOFMDMFMDMDODMBODMBODMBOBMBOBOBM%40O%40O%40O%40OBM%3FO%40O%40O%3FO%3FM%3FO%3FO%3FO%3FOAOAM%3FOCOAOAMAOAOCOCMCOCMCOEMCOEMCOEMEMEMGMEOGMGKEMGMGMIMGKGMIKIMGKIKIKIKKKIKIKKKIIMKIIKIKKMIKIKIMGKIMIMGKIMGMGMGMGMEOGMEOGMEMEOEOEMEOCOEOCOCMEOCOAOCOCQAOCOAOAOAO%3FQAO%3FOAO%3FO%3FQ&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=EsJbSy828pg8MFVlO0FgKiiq2VI=) Osyter Bay, Sint Maarten ### What's nearby - ![Dawn Beach showing landscape views, general coastal views and a coastal town](https://images.trvl-media.com/place/6079641/4a242a6a-50bd-4a1f-b159-95bae977ce16.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Oyster Bay Marina 1 min walk \- 0.0 km - ![Dawn Beach featuring a coastal town, general coastal views and landscape views](https://images.trvl-media.com/place/6079641/be29b483-1d6f-4757-be4a-3e89758c8624.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Dawn Beach 10 min walk \- 0.9 km - ![Orient Bay Beach featuring a sandy beach, tropical scenes and general coastal views](https://images.trvl-media.com/place/6005110/6e8f0de8-ac78-4dad-9594-26fe7dd05386.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Orient Bay Beach 13 min drive \- 9.9 km - Coralita Beach 3 min drive \- 2.2 km - Guana Bay 4 min drive \- 2.2 km ### Getting around - Grand Case (SFG-L'Esperance) 21 min drive ### Restaurants - Veranda Market and Bistro 2 min walk - Liguria 17 min walk - McDonald's 4 min drive - Pirate Hideout Beach Bar 11 min drive - Sao 13 min drive ## About this property ### The “Pearl of the Caribbean” - Oyster Bay Beach Resort! Resort located in Oyster Pond The “Pearl of the Caribbean” - Oyster Bay Beach Resort! provides everything you need. Guests can connect to in-room WiFi. Other perks at this resort include: - An outdoor pool - Smoke-free premises Room features All guestrooms at The “Pearl of the Caribbean” - Oyster Bay Beach Resort! include perks such as furnished balconies and air conditioning, in addition to amenities like internet access. Extra conveniences in all rooms include: - Bathrooms with bidets and shower/tub combinations - Flat-screen TVs with DVRs - Furnished balconies or patios, kitchens, and refrigerators ## Similar properties ![Outdoor pool](https://images.trvl-media.com/lodging/89000000/88520000/88512100/88512021/b7b33fb8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The “Pearl of the Caribbean”-ocean views, white sand beach and amenities galore Oyster Pond - Pool - Free WiFi - Air conditioning - Gym [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-16&endDate=2026-02-17&selected=88512021&PinnedHotelID=88512021&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/56000000/55450000/55444100/55444001/bfbde785.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5-STAR DAWN BEACH RESORT (OYSTER BAY) ST MAARTEN 3BR/3BATH NEW OCEANFRONT CONDO Oyster Pond - Pool - Hot tub - Air conditioning - Gym [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-16&endDate=2026-02-17&selected=55444001&PinnedHotelID=55444001&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/102000000/101840000/101834600/101834553/a0d1b7c4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### A111 - Condo with amazing view Sint Maarten - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-16&endDate=2026-02-17&selected=101834553&PinnedHotelID=101834553&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/43000000/42280000/42270700/42270613/75fd6a66.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Maho Beach Escape; Sunset Ocean View Maho, Sint Maarten - Ocean view - Kitchen - Pet friendly - Free WiFi 10 Exceptional 4 reviews CA $417 CA $540 total includes taxes & fees Feb 21 - Feb 22 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22&selected=42270613&PinnedHotelID=42270613&HadPinnedHotel=true®ionId=-1&adults=2) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/101000000/100410000/100402400/100402356/99eb37c8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Residence Alamanda Orient Bay - Pool - Kitchen - Parking included - Free WiFi 9.0 Wonderful 22 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-16&endDate=2026-02-17&selected=100402356&PinnedHotelID=100402356&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/3000000/2320000/2311800/2311743/c831d9d0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Bleu Emeraude Hotel Grand Case - Breakfast included - Spa - Pet friendly - Parking included 9.8 Exceptional 317 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-16&endDate=2026-02-17&selected=2311743&PinnedHotelID=2311743&HadPinnedHotel=true®ionId=-1&adults=2) ![Deluxe Double Room, Ensuite, Pool View (Jacuzzi Privatif) | Terrace/patio](https://images.trvl-media.com/lodging/102000000/101030000/101027900/101027809/aeddcdb8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Pomme Cannelle Luxury Suites & Spa Orient Bay - Pool - Spa - Parking included - Free WiFi 9.8 Exceptional 64 reviews CA $483 CA $502 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-03&endDate=2026-02-04&selected=101027809&PinnedHotelID=101027809&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/86000000/85050000/85045200/85045187/03d20f02.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Le Martin Boutique Hôtel Cul de Sac - Pool - Breakfast included - Parking included - Free WiFi 10 Exceptional 51 reviews CA $745 CA $844 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-04&endDate=2026-02-05&selected=85045187&PinnedHotelID=85045187&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/50000000/49010000/49002500/49002497/9ffa6047.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Paradise Peak - Adults Only Marigot - Pool - Hot tub - Breakfast included - Spa 9.6 Exceptional 16 reviews CA $557 CA $579 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21&selected=49002497&PinnedHotelID=49002497&HadPinnedHotel=true®ionId=-1&adults=2) ![Restaurant](https://images.trvl-media.com/lodging/79000000/78670000/78663500/78663424/dcccb11c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### La Villa Hibiscus Orient Bay - Pool - Pet friendly - Parking included - Free WiFi 9.6 Exceptional 30 reviews CA $426 CA $443 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-04&endDate=2026-02-05&selected=78663424&PinnedHotelID=78663424&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-02-16&endDate=2026-02-17&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=88513034,88512021,55444001,101834553,42270613) ## Property amenities ### Internet - Available in all rooms: WiFi - Available in some public areas: Internet access ### Things to do - Outdoor pool - Stereo ### More - Smoking not allowed ## Room amenities ### Bedroom - Sofa bed ### Bathroom - Bathtub or shower - Bidet ### Entertainment - CD player - DVR - Flat-screen TV ### Food and drink - Blender - Dishwasher - Kitchen - Microwave - Refrigerator ### More - Air conditioning - Iron/ironing board ## Policies ### Check-in Check-in time starts at 4:00 PM ### Check-out Check-out before 11:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ## Frequently asked questions ### Does The “Pearl of the Caribbean” - Oyster Bay Beach Resort! have a pool? ### Is The “Pearl of the Caribbean” - Oyster Bay Beach Resort! pet-friendly? ### How much is parking? ### What time is check-in at The “Pearl of the Caribbean” - Oyster Bay Beach Resort!? ### What time is check-out at The “Pearl of the Caribbean” - Oyster Bay Beach Resort!? ### Where is The “Pearl of the Caribbean” - Oyster Bay Beach Resort! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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