Title: Luxury Vacations in Sint Maarten 2026 | Expedia.ca ![](https://images.trvl-media.com/place/602829/904d6c1a-f901-4bb5-a277-ae4c807f73b8.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Sint Maarten Luxury Vacations ## 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 ## Flight and Luxury hotel deals in Sint Maarten Price found within the past 48 hours. Click for updated prices. ![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Vacation Club Flamingo Beach St. Maarten Pelican Key CA $1,288 per person Feb 9 - Feb 13 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9/10 Wonderful! (1,339 reviews) Just had a problem with stove error code. It was fixed immediately. As well the shower head. It was having very low water flow. Fixed within 2 hours. Resort was kept very clean. This is a great property. We will return! Reviewed on Dec 10, 2025 ![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 $2,139 per person Feb 9 - Feb 13 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,309 reviews) From check in to check out, and everything in between, it was a perfect stay. The staff were all friendly and helpful. The accommodations clean, comfortable and supplied with everything we needed. The location is wonderful. We look forward to staying here again soon. Reviewed on Dec 9, 2025 ![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 $1,744 per person Feb 9 - Feb 13 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9/10 Wonderful! (1,463 reviews) Nice location however with there being no side walks it’s a bit rough when having to make your way up the hill to the resort to the B section of the resort. Possibly extend the shuttle hours. Reviewed on Dec 9, 2025 ![Holland House Beach Hotel](https://images.trvl-media.com/lodging/2000000/1170000/1160500/1160500/ef6e99b8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holland House Beach Hotel Downtown Philipsburg CA $1,771 per person Feb 9 - Feb 13 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,002 reviews) Room clean and tide. Breakfast good variations and well done. property well maintained. Reviewed on Dec 7, 2025 ![Divi Little Bay Beach Resort](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/e8112429_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Divi Little Bay Beach Resort CA $2,018 per person Feb 9 - Feb 13 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 8.4/10 Very Good! (1,002 reviews) Beautiful property, fantastic beach resort was extremely clean.Staff were very kind and helpful. The food at both gizmo's beach bar and the mix rooftop restaurant was exceptional. I would highly recommend visiting mix on barbecue night. Reviewed on Dec 7, 2025 Don't see what you're looking for? See all available trips from Columbus to Sint Maarten [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Luxury holidays in Sint Maarten Price found within the past 48 hours. Click for updated prices. ![Sonesta Ocean Point All Inclusive, Adults Only Resort](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/w3840h2557x0y3-4d27245d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sonesta Ocean Point All Inclusive, Adults Only Resort CA $4,736 per person Feb 9 - Feb 13 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 8.6/10 Excellent! (1,001 reviews) Room was nice. Food delicious especially Azul. Staff are wonderful and really made our stay extra special! Everyone’s super nice! Reviewed on Dec 6, 2025 Don't see what you're looking for? See all available trips from Columbus to Sint Maarten [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Luxury holidays in Sint Maarten Price found within the past 48 hours. Click for updated prices. ![Holland House Beach Hotel](https://images.trvl-media.com/lodging/2000000/1170000/1160500/1160500/ef6e99b8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holland House Beach Hotel Downtown Philipsburg CA $1,596 per person Feb 27 - Mar 2 found 1 day ago Roundtrip flight included Toronto (YYZ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,002 reviews) Room clean and tide. Breakfast good variations and well done. property well maintained. Reviewed on Dec 7, 2025 ![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 $1,712 per person Feb 16 - Feb 19 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,309 reviews) From check in to check out, and everything in between, it was a perfect stay. The staff were all friendly and helpful. The accommodations clean, comfortable and supplied with everything we needed. The location is wonderful. We look forward to staying here again soon. Reviewed on Dec 9, 2025 ![Hilton Vacation Club Royal Palm St. Maarten](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ddd10394_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Vacation Club Royal Palm St. Maarten CA $1,937 per person Feb 27 - Mar 2 found 1 day ago Roundtrip flight included Toronto (YYZ) to Philipsburg (SXM) 9/10 Wonderful! (1,149 reviews) One of my favorite places to stay. Reviewed on Dec 2, 2025 Don't see what you're looking for? See all available trips from Columbus to Sint Maarten [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Luxury holidays in Sint Maarten Price found within the past 48 hours. Click for updated prices. ![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 $1,342 per person Feb 9 - Feb 13 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9.2/10 Wonderful! (973 reviews) The stay at Princess Heights was wonderful as usual, staff was friendly and courteous as always. The room was clean, bed was comfortable and the continental breakfast was fantastic. We asked for a room directly off the parking lot and they delivered. I would highly recommend Princess Heights. Reviewed on Nov 29, 2025 ![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 $1,705 per person Jan 19 - Jan 23 found 16 hours ago Roundtrip flight included Fort Lauderdale (FLL) to Philipsburg (SXM) 9.2/10 Wonderful! (1,309 reviews) From check in to check out, and everything in between, it was a perfect stay. The staff were all friendly and helpful. The accommodations clean, comfortable and supplied with everything we needed. The location is wonderful. We look forward to staying here again soon. Reviewed on Dec 9, 2025 ![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 $1,744 per person Feb 9 - Feb 13 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9/10 Wonderful! (1,463 reviews) Nice location however with there being no side walks it’s a bit rough when having to make your way up the hill to the resort to the B section of the resort. Possibly extend the shuttle hours. Reviewed on Dec 9, 2025 Don't see what you're looking for? See all available trips from Columbus to Sint Maarten [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect luxury Sint Maarten vacation with Expedia #### What are some benefits when booking luxury Sint Maarten vacations? When you book a luxury Sint Maarten vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax. #### How can I find all-inclusive luxury vacations in Sint Maarten? If you're looking for something luxurious in Sint Maarten, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together. #### Can I book a cheap luxury vacation? While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $1,288, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 22\. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first. #### Are there luxury spa vacations? Yes, luxury spa vacations are available and quite popular in Sint Maarten. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search. #### What should I look for in a luxury family vacation in Sint Maarten? When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Sint Maarten. #### Can I book last-minute luxury vacations? Yes, last-minute bookings are often available in Sint Maarten. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces. #### What can help me find the best luxury vacation deals in Sint Maarten? You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Sint Maarten or travelling to more obscure destinations altogether can often lead to lower prices. #### Can I book a luxury vacation that is fully refundable? Yes, fully refundable reservations are sometimes available on luxury vacation packages in Sint Maarten. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking. #### Why should I book my luxury vacation with Expedia? When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings. ## Luxury Hotels in Sint Maarten ![Sonesta Ocean Point All Inclusive, Adults Only Resort](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/w3840h2557x0y3-4d27245d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sonesta Ocean Point All Inclusive, Adults Only Resort 1A Rhine Rd. Lowlands - 4 min walk from Maho Beach CA $760 CA $920 total Dec 15 - Dec 16 includes taxes & fees Book a stay at this luxury property in Lowlands. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ... 8.6/10 Excellent! (1,004 reviews) Room was nice. Food delicious especially Azul. Staff are wonderful and really made our stay extra special! Everyone’s super nice! Reviewed on Dec 6, 2025 [](https://expedia.ca/Lowlands-Hotels-Sonesta-Ocean-Point-All-Inclusive.h8822353.Hotel-Information) ![Villa Bianca](https://images.trvl-media.com/lodging/12000000/11540000/11534800/11534701/ad64f185_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa Bianca Ruby Drive, Pelican Key Simpson Bay - 4 min drive from Maho Beach Book a stay at this luxury villa in Simpson Bay. Enjoy free WiFi, free parking, and private pools. Popular attractions Maho Beach and Mullet Bay Beach are located ... [Get rates](https://expedia.ca/Simpson-Bay-Hotels-Villa-Bianca.h11534701.Hotel-Information) [](https://expedia.ca/Simpson-Bay-Hotels-Villa-Bianca.h11534701.Hotel-Information) ![Princess Heights Luxury Boutique Condo Hotel](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/3eb207bd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Princess Heights Luxury Boutique Condo Hotel Oyster Pond Road No 156 Oyster Pond - 12 min drive from Maho Beach CA $240 CA $288 total Dec 11 - Dec 12 includes taxes & fees Book a stay at this family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ... 9.2/10 Wonderful! (981 reviews) Clean with wonderful friendly staff Reviewed on Dec 8, 2025 [](https://expedia.ca/Oyster-Pond-Hotels-Princess-Heights-Luxury-Boutique-Condo-Hotel.h561365.Hotel-Information) [See all 1,677 properties in Sint Maarten](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6143274) 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. ## More vacations you might like ![](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) ### Top Luxury Vacation Destinations > - [Luxury vacations in India ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/80/India) > - [Luxury vacations in France ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/59/France) > - [Luxury vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/174/Switzerland) > - [Luxury vacations in Canada ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/31/Canada) > - [Luxury vacations in Jamaica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/88/Jamaica) > - [Luxury vacations in Italy ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/86/Italy) > - [Luxury vacations in New Zealand ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/133/New-Zealand) > - [Luxury vacations in the Maldives ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/109/Maldives) > - [Luxury vacations in Costa Rica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/42/Costa-Rica) > - [Luxury vacations in Florida Keys ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6023765/Florida-Keys) > - [Luxury vacations in Mexico ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/117/Mexico) > - [Luxury vacations in the Caribbean ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6022969/Caribbean) > - [Luxury vacations in Zanzibar ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/4186/Zanzibar) > - [Luxury vacations in Cancun ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/179995/Cancun) > - [Luxury vacations in Kerala ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/602187/Kerala) > - [Luxury vacations in Australia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/10/Australia) > - [Luxury vacations in Puglia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6048562/Puglia) > - [Luxury vacations in Cuba ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/44/Cuba) > - [Luxury vacations in Cyprus ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/45/Cyprus) ## More Vacations Ideas [Sint Maarten Flights ](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Flight-Destinations)[ Sint Maarten Hotels ](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Hotel-Destinations)[ Sint Maarten Vacation Rentals ](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Vacation-Rental-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)[ Things to do in Sint Maarten ](https://expedia.ca/Things-To-Do-In-Sint-Maarten.d6143274.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](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. Scan the QR code with your device camera and download our app