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

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## Flight and Luxury hotel deals in Sint Maarten

Price found within the past 48 hours. Click for updated prices.

![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 $1,305

per person

May 27 - Jun 1

found 20 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

9/10 Wonderful! (1,629 reviews)

We were on the 5th floor on top of the hill dacing ocean. The view is breath taking. It was an amazing place. We can’t wait go back!!

Reviewed on Mar 26, 2026

![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/00ffc84a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Villas at Simpson Bay Resort

Pelican Key

CA $1,387

per person

May 27 - Jun 1

found 20 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

9.2/10 Wonderful! (1,387 reviews)

Nice room. Great view. Staff could be a bit friendlier overall - at the bar, beach staff putting out chairs, etc. overall nice stay

Reviewed on Mar 22, 2026

![Holland House Beach Hotel](https://images.trvl-media.com/lodging/2000000/1170000/1160500/1160500/96029209_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Holland House Beach Hotel

Downtown Philipsburg

CA $1,356

per person

May 27 - Jun 1

found 20 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

9.2/10 Wonderful! (1,010 reviews)

Great Hotel, front desk staff was excellent and caring. Only drawback is if you rent a car there’s a secondary parking that is off the property and you have to rely of the security guard to come to let you in or out the parking. If you are planing to rent a car, call the hotel in advance so they can get you a remote control so you park at the hotel private parking without depending on someone if you want to leave or come back to the off site parking.

Reviewed on Mar 25, 2026

![Coral Beach Club Villas & Marina](https://images.trvl-media.com/lodging/3000000/2310000/2307500/2307470/c60744c8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Coral Beach Club Villas & Marina

Oyster Pond

CA $2,784

per person

Apr 26 - May 1

found 14 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Philipsburg (SXM)

9.2/10 Wonderful! (113 reviews)

The Villa was incredible! With a hot tub with ocean view! The staff just perfect

Reviewed on Jan 1, 2026

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/2026-04-27/2026-05-04/?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/w3837h2556x3y4-c2a46bdf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sonesta Ocean Point All Inclusive, Adults Only Resort

CA $5,590

per person

May 27 - Jun 1

found 20 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

8.6/10 Excellent! (1,006 reviews)

Everything from the time of checking to checkout was top class. The room was spacious and clean. The staff was always ready to go above and beyond. I’m already recommending this place to my friends and family. This place will be my home away from home whenever I’m back to St Maarten.

Reviewed on Mar 26, 2026

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/2026-04-27/2026-05-04/?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.

![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/00ffc84a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Villas at Simpson Bay Resort

Pelican Key

CA $1,072

per person

Jun 4 - Jun 7

found 13 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,387 reviews)

Nice room. Great view. Staff could be a bit friendlier overall - at the bar, beach staff putting out chairs, etc. overall nice stay

Reviewed on Mar 22, 2026

![Holland House Beach Hotel](https://images.trvl-media.com/lodging/2000000/1170000/1160500/1160500/96029209_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Holland House Beach Hotel

Downtown Philipsburg

CA $2,450

per person

Apr 27 - Apr 30

found 13 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,010 reviews)

Great Hotel, front desk staff was excellent and caring. Only drawback is if you rent a car there’s a secondary parking that is off the property and you have to rely of the security guard to come to let you in or out the parking. If you are planing to rent a car, call the hotel in advance so they can get you a remote control so you park at the hotel private parking without depending on someone if you want to leave or come back to the off site parking.

Reviewed on Mar 25, 2026

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/2026-04-27/2026-05-04/?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/1000000/570000/561400/561365/2af67816_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

CA $1,061

per person

May 28 - Jun 1

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,007 reviews)

We have had another wonderful stay at Princess Heights Luxury Hotel. We were there for 12 days and we love the location. We had the ocean view to wake up to every morning which was amazing and lovely to sit on the patio to wake up slowly. Very quiet location, attentive staff, good restaurants within driving distance. Dawn Beach is close to walk to but small. We were lucky to see some monkeys while there also. We highly recommend this location, however, you do need a car or use a taxi to get around. The pool was lovely and such a great way to relax at the end of a busy day of sightseeing.

Reviewed on Mar 26, 2026

![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/00ffc84a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Villas at Simpson Bay Resort

Pelican Key

CA $1,225

per person

May 28 - Jun 1

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,387 reviews)

Nice room. Great view. Staff could be a bit friendlier overall - at the bar, beach staff putting out chairs, etc. overall nice stay

Reviewed on Mar 22, 2026

![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 $1,205

per person

May 28 - Jun 1

found 20 hours ago

Roundtrip flight included

Toronto (YTO) to Philipsburg (SXM)

9/10 Wonderful! (1,629 reviews)

We were on the 5th floor on top of the hill dacing ocean. The view is breath taking. It was an amazing place. We can’t wait go back!!

Reviewed on Mar 26, 2026

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/2026-04-27/2026-05-04/?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 $1,061, 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 53\. 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/w3837h2556x3y4-c2a46bdf_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 $622

CA $753 total

Apr 20 - Apr 21

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 ...

8.8/10 Excellent! (1,006 reviews)

Everything from the time of checking to checkout was top class. The room was spacious and clean. The staff was always ready to go above and beyond. I’m already recommending this place to my friends and family. This place will be my home away from home whenever I’m back to St Maarten.

Reviewed on Mar 26, 2026

[](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/1000000/570000/561400/561365/2af67816_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 $188

CA $226 total

Apr 12 - Apr 13

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! (1,002 reviews)

We have had another wonderful stay at Princess Heights Luxury Hotel. We were there for 12 days and we love the location. We had the ocean view to wake up to every morning which was amazing and lovely to sit on the patio to wake up slowly. Very quiet location, attentive staff, good restaurants within ...

Reviewed on Mar 26, 2026

[](https://expedia.ca/Oyster-Pond-Hotels-Princess-Heights-Luxury-Boutique-Condo-Hotel.h561365.Hotel-Information)

[See all 1,655 properties in Sint Maarten](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=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.

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Sint Maarten Hotels

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\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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