Title: Tamarind Hill Estates Vacation Packages & Trips 2025 from $580 | Expedia.ca [Hotels in Tamarind Hill Estates](https://expedia.ca/Tamarind-Hill-Estates-Oyster-Pond-Hotels.0-n553248635976659229-0.Travel-Guide-Filter-Hotels)[Flights to Oyster Pond](https://expedia.ca/Cheap-Flights-To-Oyster-Pond.d6025558.Travel-Guide-Flights)[Things to do in Oyster Pond](https://expedia.ca/Things-To-Do-In-Oyster-Pond.d6025558.Travel-Guide-Activities)[Tamarind Hill Estates Car Rentals](https://expedia.ca/Car-Rentals-In-Tamarind-Hill-Estates.d553248635976659229.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Tamarind Hill Estates Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Plan, book, and manage your trip all in one place ## Top Holiday Package Deals in Tamarind Hill Estates Price found within the past 48 hours. Click for updated prices. ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Villas at Simpson Bay Resort CA $1,320 per person Dec 10 - Dec 16 found 1 day ago Roundtrip flight included Toronto (YTO) to Philipsburg (SXM) 9.2/10 Wonderful! (1,241 reviews) Everyone was very friendly and helpful. Reviewed on Oct 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-10/2025-12-16/?FromAirport=YTO&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=4553784&paandie=true&dealMarker=Xbhxw0sFwTYVDPO2l-sm29OE2NlihCAyQV56aLF_Ar9qcrSpvqC7moNT2NFERL0L) ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Simpson Bay Resort, Marina & Spa Pelican Key CA $2,288 per person Dec 31 - Jan 5 found 15 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9/10 Wonderful! (1,345 reviews) Everything was amazing and beyond perfect. I felt 10000% safe as a solo traveler. Reviewed on Oct 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-31/2026-01-05/?FromAirport=YMQ&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1256868&paandie=true&dealMarker=oZlUdScuz_PijCDKzICl2NGlOslpLcdfeCbHt9tuScWmMrQEC_5qQFbmzLziSaN0) ![La Playa Orient Bay](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/42567e6f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### La Playa Orient Bay CA $2,171 per person Nov 8 - Nov 15 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9.4/10 Exceptional! (592 reviews) It was okay, could be better Reviewed on Sep 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-08/2025-11-15/?FromAirport=YMQ&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=908054&paandie=true&dealMarker=qjP3OXpUAoW5KiijzWHy-4yvxaYN8NbqmDeEA3So7gh8yGCAxZ6nGoVCuMUQVERi) ![Oceans at Divi Little Bay](https://images.trvl-media.com/lodging/75000000/74270000/74267800/74267774/fee04e6c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans at Divi Little Bay CA $5,512 per person Dec 28 - Jan 4 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 8.4/10 Very Good! (259 reviews) Property was kept Jo Reviewed on Sep 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-04/?FromAirport=YMQ&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=74267774&paandie=true&dealMarker=r2ckTuSBFZwJSoqjLppqQSQTyBT7tG7S-KRP8b9bBf9-upUNATquuo0jUbIj7T5e) ![Princess Heights Luxury Boutique Condo Hotel](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/3eb207bd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Princess Heights Luxury Boutique Condo Hotel Oyster Pond CA $3,391 per person Dec 28 - Jan 4 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9.2/10 Wonderful! (964 reviews) Keep up your awesome work Team Princess Heghts! Your friends Anvar & Svetlana Reviewed on Sep 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-04/?FromAirport=YMQ&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=561365&paandie=true&dealMarker=twVhyjvkSoBpksTizdAIhIYDmVU73XBuZYaeznEdIi1tYbxNGha2T9slXC7tD9v4) ## Where to stay in Tamarind Hill Estates Find the best Tamarind Hill Estates areas and neighborhoods for the activities you enjoy most. [Learn more about Tamarind Hill Estates](https://expedia.ca/Oyster-Pond-Tamarind-Hill-Estates.dx553248635976659229) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Oyster Pond 2 out of top 10 points of interest in this area 4/5(13 area reviews) Oyster Pond is a destination visitors seek out for is beaches, abundant dining options, and seaside views. You might want to check out attractions like Dawn Beach or Oyster Bay Marina while you're exploring the neighborhood. [Find hotel + flight trips in Oyster Pond](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Oyster%20Pond&DestID=6131289&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Dawn Beach Estates When in Dawn Beach Estates, you can plan a visit to Dawn Beach and Oyster Bay Marina, some noteworthy sights in the nearby area. [Find hotel + flight trips in Dawn Beach Estates](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Dawn%20Beach%20Estates&DestID=553248635976659260&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Red Pond Estates While visiting Red Pond Estates, you might make a stop by sights like Guana Bay Beach and Gibb's Bay Beach. [Find hotel + flight trips in Red Pond Estates](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Red%20Pond%20Estates&DestID=553248635976659228&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Tamarind Hill Estates Hotel Deals ![Sonesta Maho Beach All Inclusive Resort Casino & Spa](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/9a0f47b8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa 1 Rhine Road, Maho Bay, Lowlands CA $266 CA $321 total Oct 13 - Oct 14 includes taxes & fees 7.8/10 Good! (2,625 reviews) "Celebrated my dad birthday and it was amazing !!! The food was great, the staff was sooooooo nice and helpful but most of all it was family friendly! They had an event going on every night & was kid friendly. Our family loved it !" Reviewed on Oct 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=13%2F10%2F2025&endDate=14%2F10%2F2025&selected=565666&PinnedHotelID=565666&HadPinnedHotel=true®ionId=553248635976659229) ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Simpson Bay Resort, Marina & Spa Billy Folly Road 37, Simpson Bay Fully refundableReserve now, pay when you stay CA $147 CA $176 total Oct 19 - Oct 20 includes taxes & fees 8.8/10 Excellent! (1,383 reviews) "Stayed for 1 night. Room was comfortable but a little dated. Steep hills to climb if no shuttle around. Sometimes waited for shuttle down by Burger King and shuttle never came. Not sure if the shuttle drivers were told." Reviewed on Oct 5, 2025 [](https://expedia.ca/Hotel-Search?startDate=19%2F10%2F2025&endDate=20%2F10%2F2025&selected=1256868&PinnedHotelID=1256868&HadPinnedHotel=true®ionId=553248635976659229) ![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Vacation Club Flamingo Beach St. Maarten Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay Fully refundableReserve now, pay when you stay CA $124 CA $167 total Oct 13 - Oct 14 includes taxes & fees 9/10 Wonderful! (1,261 reviews) "Fabulous" Reviewed on Oct 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=13%2F10%2F2025&endDate=14%2F10%2F2025&selected=796441&PinnedHotelID=796441&HadPinnedHotel=true®ionId=553248635976659229) [See all 3,578 properties in Tamarind Hill Estates](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F10%2F2025&endDate=10%2F10%2F2025®ionId=553248635976659229) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Tamarind Hill Estates vacation package cost? > Custom make your Tamarind Hill Estates package from only CA $1,320. Choose from any combination of rental cars, flights and hotels to craft the trip of your dreams. Remember to add on some activities and experiences! ### How do I get a cheap travel package to Tamarind Hill Estates? > Book everything in the one place with our Tamarind Hill Estates vacation packages. You'll discover bargains on hotels, flights and more that'll keep your wallet happy and your adventurous spirit alive. And, with more than 550 air carriers and 1,000,000 properties around the world to select from, you have countless opportunities to mix and match as you please. ### Where should I stay in Tamarind Hill Estates? > A getaway to Tamarind Hill Estates wouldn't be complete without checking out Gibbs Bay Beach. Why not stay within walking distance of this fantastic attraction? ### What are the top hotels in Tamarind Hill Estates? > [Villa Tamarind | Private Oasis | 4bedroom Ocean Views](https://www.expedia.ca/Oyster-Pond-Hotels-Premier-Villa-With-Concierge-Service-Amazing-Views-Total-Serenity-Privacy.h33505544.Hotel-Information) and [Stunning And Secluded Waterfront W](https://www.expedia.ca/Oyster-Pond-Hotels-Stunning-Secluded-Waterfront-WBeach-And-Dawn-Beach-Club-Access.h45498999.Hotel-Information) are a couple of the most sought-after hotels in Tamarind Hill Estates. Why not have a look at the rates and amenities at each and then decide? ### How far in advance should I book my Tamarind Hill Estates vacation? > While prices change from time to time, we generally advise booking your spot as soon as possible. Most international airfares become available on Expedia up to 12 months in advance. If you're booking last minute, you might still be lucky. Discount prices to Tamarind Hill Estates sometimes emerge only weeks before departure. ### What does an Expedia Tamarind Hill Estates travel package include? > Expedia has everything you need to lock in Tamarind Hill Estates escape, but how your package is structured is your choice. Pick from any combination of hotels, rental cars and flights. Looking for some activities or tours to keep you entertained? Once you've made your booking, you can add them on too. No matter your budget, there's a vacation package to suit your needs. ### What should I know before booking a Tamarind Hill Estates travel package? > You'll score terrific savings when you combine your hotels, flights and rental cars into a travel package. Not only that, booking everything in one place just makes things easier. So why waste your time or money? Whether you're putting together a luxury romantic escape or a budget family adventure, explore our package deals today. ### Can I choose my airline with a Tamarind Hill Estates Expedia vacation package? > Yes, and with over 550 airlines to select from worldwide, you're not short on choice. Browse the available options and find out which airline suits your budget and needs. ### If I'm not able to travel, can I cancel my Tamarind Hill Estates vacation package? > You can. We realize even the best-laid plans can fail, so we're happy to help if you have to make changes to your Tamarind Hill Estates vacation package. It may be possible to cancel or change your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if your booking was made more than 24 hours ago. Head to our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105) for more information. Also, check your itinerary for the finer details on change fees. ### Things to do ![Sand Dollar Snorkeling Adventure](https://mediaim.expedia.com/localexpert/253868/cee07738-52cd-498c-b693-2512d348c7bb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Half Day Snorkeling Adventure CA $90 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/half-day-snorkeling-adventure.a253868.activity-details) ![Panoramic view of vibrant St. Martin ](https://mediaim.expedia.com/localexpert/413439/1889a377-cdfa-4a6e-bdf7-cb7a36cef979.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Edge Ferry Tickets to St. Barts CA $138 per adult **84%** of travellers recommend [](https://expedia.ca/things-to-do/edge-ferry-tickets-to-st-barts.a413439.activity-details) ![High-Speed Ferry to St. Barths](https://mediaim.expedia.com/localexpert/176989/803f204c-e59b-47d1-9a40-1a59056c3ffb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### High-Speed Ferry to St. Barths CA $103 per adult **76%** of travellers recommend [](https://expedia.ca/things-to-do/high-speed-ferry-to-st-barths.a176989.activity-details) [See all activities in Oyster Pond](https://expedia.ca/things-to-do/search?rid=553248635976659229) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.