Title: Luxury Vacations in Sint Maarten 2025/2026 | 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.

![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 $810

per person

Dec 14 - Dec 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

9/10 Wonderful! (1,116 reviews)

Restaurants are nearby. Hotel is very nice and the room was very nice and comfortable. Upon arrival and departure, the receptionists were very cordial and helpful. I will definitely stay at this place again. Thank you for your hospitality.

Reviewed on Oct 5, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-14/2025-12-18/?FromAirport=YTO&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=807815&paandie=true&HotelClass=40&dealMarker=G1ieO2BOfAWBst9r1cvVn_uWIviSBCETsJ16emw1zaKIyqTS8Cg9snvfHA75aVQ8)

![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 $967

per person

Dec 14 - Dec 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

9.2/10 Wonderful! (1,241 reviews)

This property is excellent for the money that you spend. It’s a budget hotel with budget people. The pool bar will get crowded during happy hour and that’s ok. They Don’t over decorate the property and that’s ok. The grass and garden is gorgeous. The view of the ocean is gorgeous. Everything is walking distance. The restaurants are FANTASTIC! The red piano bar is amazing! We loved it. The staff was great! The internet was slow.

Reviewed on Oct 11, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-14/2025-12-18/?FromAirport=YTO&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=4553784&paandie=true&HotelClass=40&dealMarker=8znkno0VW5bIPUjDQozvB8qSRf9hW92UssoCW_ECl2DvA8IHJc8GqXfjdQwipbyN)

![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 $1,568

per person

Dec 14 - Dec 21

found 21 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

9/10 Wonderful! (1,345 reviews)

Great stay at the Simpsonbay Resort. Resort is nearby to the best entertainment spots and dinner as well.

Reviewed on Oct 13, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-14/2025-12-21/?FromAirport=YTO&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1256868&paandie=true&HotelClass=40&dealMarker=XbGNTcoMvSyjOjyDVVyt8mxG0WM8sIR3G3vdWRgXRveKrkokQ0KmpghEFVryElvM)

![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 $983

per person

Dec 14 - Dec 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

9.2/10 Wonderful! (1,004 reviews)

The breakfast options were amazing, dinner was amazing .. the view amazing.. definitely consider booking at this resort Check in process was easy

Reviewed on Oct 2, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-14/2025-12-18/?FromAirport=YTO&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1160500&paandie=true&HotelClass=40&dealMarker=qp_h8LWZBWG4WJlEZYslp2xfqRSQEeJX0qJctQufWb0EItYWBp6cUWSFCIvwLPwF)

![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 $894

per person

Dec 14 - Dec 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

9/10 Wonderful! (1,227 reviews)

The room was not ready for 4:00 PM check-in. The room was clean, as pictured and in fairly decent condition. The grounds and pool area were well maintained. The beach was nice with calm waters for swimming or snorkeling. The surrounding area has many dining and grocery options close by. The staff we encountered were all friendly and helpful.

Reviewed on Oct 13, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-14/2025-12-18/?FromAirport=YTO&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=796441&paandie=true&HotelClass=40&dealMarker=qp_h8LWZBWG4WJlEZYslp-k5CU_ep-u5sGmftpALb1xcwNYbU_GE0qKCcckHnv13)

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/2025-11-14/2025-11-21/?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/w3837h2557x3y3-1f5c4ad2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

CA $1,743

per person

Dec 14 - Dec 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

8.6/10 Excellent! (1,003 reviews)

From the time we arrived.The service was awesome.Clean rooms Excellent food and beverages. Amazing staff.Great choice of swimming pools to select from.We stayed on the adult side,but could use all of the amenities on both sides.I would recommend Sonesta Ocean point.

Reviewed on Oct 14, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-14/2025-12-18/?FromAirport=YTO&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=8822353&paandie=true&HotelClass=50&dealMarker=8znkno0VW5bIPUjDQozvB8qSRf9hW92UssoCW_ECl2CAo1CDwGi90l7oof1QxXVQ)

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/2025-11-14/2025-11-21/?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.

![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 $815

per person

Nov 15 - Nov 18

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

9/10 Wonderful! (1,345 reviews)

Great stay at the Simpsonbay Resort. Resort is nearby to the best entertainment spots and dinner as well.

Reviewed on Oct 13, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-15/2025-11-18/?FromAirport=YTO&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1256868&paandie=true&HotelClass=40&dealMarker=kV4-fVRxcF5pCeCEp2TCtpMqHeudElO_4PKx2i4qChkkhV901NPMs7anDjwTK4AK)

![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 $1,312

per person

Jan 5 - Jan 8

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,241 reviews)

This property is excellent for the money that you spend. It’s a budget hotel with budget people. The pool bar will get crowded during happy hour and that’s ok. They Don’t over decorate the property and that’s ok. The grass and garden is gorgeous. The view of the ocean is gorgeous. Everything is walking distance. The restaurants are FANTASTIC! The red piano bar is amazing! We loved it. The staff was great! The internet was slow.

Reviewed on Oct 11, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-05/2026-01-08/?FromAirport=YYZ&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=4553784&paandie=true&HotelClass=40&dealMarker=YgnW5ebX0HCatK1dn2ssFIkyEko3VHOzbocXBbdTe5T-oOG09Sr2d6bAyQ_F-ZFI)

![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 $1,287

per person

Jan 5 - Jan 8

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,004 reviews)

The breakfast options were amazing, dinner was amazing .. the view amazing.. definitely consider booking at this resort Check in process was easy

Reviewed on Oct 2, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-05/2026-01-08/?FromAirport=YYZ&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1160500&paandie=true&HotelClass=40&dealMarker=YgnW5ebX0HCatK1dn2ssFPUm04-ltNqMYkPHRUMFBnamPajXZdiXbB5_JcEYwNtZ)

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/2025-11-14/2025-11-21/?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.

![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 $810

per person

Dec 14 - Dec 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

9/10 Wonderful! (1,116 reviews)

Restaurants are nearby. Hotel is very nice and the room was very nice and comfortable. Upon arrival and departure, the receptionists were very cordial and helpful. I will definitely stay at this place again. Thank you for your hospitality.

Reviewed on Oct 5, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-14/2025-12-18/?FromAirport=YTO&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=807815&paandie=true&dealMarker=G1ieO2BOfAWBst9r1cvVn_uWIviSBCETsJ16emw1zaKIyqTS8Cg9snvfHA75aVQ8)

![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 $967

per person

Dec 14 - Dec 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

9.2/10 Wonderful! (1,241 reviews)

This property is excellent for the money that you spend. It’s a budget hotel with budget people. The pool bar will get crowded during happy hour and that’s ok. They Don’t over decorate the property and that’s ok. The grass and garden is gorgeous. The view of the ocean is gorgeous. Everything is walking distance. The restaurants are FANTASTIC! The red piano bar is amazing! We loved it. The staff was great! The internet was slow.

Reviewed on Oct 11, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-14/2025-12-18/?FromAirport=YTO&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=4553784&paandie=true&dealMarker=8znkno0VW5bIPUjDQozvB8qSRf9hW92UssoCW_ECl2DvA8IHJc8GqXfjdQwipbyN)

![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 $975

per person

Dec 14 - Dec 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) 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/2025-12-14/2025-12-18/?FromAirport=YTO&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=561365&paandie=true&dealMarker=rF3q3WsoxfZMM53Mx3365bCFJFDC4H1bp0srKgiEFwmqFbElC8nohhalGfFspPX7)

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/2025-11-14/2025-11-21/?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 $810, 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 42. 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/w3837h2557x3y3-1f5c4ad2_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Sonesta Ocean Point All Inclusive, Adults Only Resort

1A Rhine Rd., Maho Bay, Lowlands

-   4 min walk from Maho Beach
    

CA $504

CA $610 total

Oct 26 - Oct 27

includes taxes & fees

Stay at this 5-star 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 ...

8.4/10 Very Good! (1,003 reviews)

"Wonderful time at this resort , the best dining place was Azul our waitress was Jenneal she was great . Absolutely loved her she made our night each night and was personable thanks sis lol. We had a clean room and every staff member that we encountered was so polite and helpful. Sonesta exceeded ..."

Reviewed on Oct 10, 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
    

Stay at this 4.5-star luxury villa in Simpson Bay. Enjoy free WiFi, free parking, and private pools. Popular attractions Maho Beach and Mullet Bay Beach are ...

[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, Dawn Beach, Oyster Pond

-   12 min drive from Maho Beach
    

CA $156

CA $188 total

Oct 15 - Oct 16

includes taxes & fees

Stay at this 3.5-star family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...

9.2/10 Wonderful! (963 reviews)

"Keep up your awesome work Team Princess Heghts! Your friends Anvar & Svetlana"

Reviewed on Sep 25, 2025

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

[See all 1,688 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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> -   [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)

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