Sint Maarten Luxury Vacations

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Top Luxury vacation packages in Sint Maarten

Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort
Simpson Bay Resort, Marina & Spa
Divi Little Bay Beach Resort
Holland House Beach Hotel
Hilton Vacation Club Royal Palm St. Maarten
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5* Luxury vacations in Sint Maarten

Price found within the past 48 hours. Click for updated prices.
Sonesta Ocean Point All Inclusive, Adults Only Resort
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3 Night Luxury vacations in Sint Maarten

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Resort
Holland House Beach Hotel
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See all available trips from Columbus to Sint Maarten
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4 Night Luxury vacations in Sint Maarten

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Resort
Holland House Beach Hotel
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See all available trips from Columbus to Sint Maarten
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All you need to know about luxury vacations in Sint Maarten

What can I expect from a luxury Sint Maarten vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Sint Maarten vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

How can I find all-inclusive luxury vacation packages in Sint Maarten?

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap Sint Maarten luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $457. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Sint Maarten?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in Sint Maarten with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in Sint Maarten?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

Can I book a luxury holiday in Sint Maarten with free cancellation and/or flexible dates?

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

Why should I book my luxury trip to Sint Maarten with Expedia?

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.

Top Luxury Sint Maarten Hotels

Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

5 out of 5
1A Rhine Rd., Maho Bay, Lowlands
  • 4 min walk from Maho Beach
$533 nightly
The price is $556 total per night from Aug 30 to Aug 31
$556 total
Aug 30 - Aug 31
Total with taxes and fees
Sonesta Ocean Point All Inclusive, Adults Only Resort is a Lowlands luxury 5-star all-inclusive property where you can pamper yourself with Champagne service, ...
8.4/10 Very Good! (1,006 reviews)
"The overall resort and staff was wonderful. My husband and I enjoyed our stay. The only reason I did not give 5 stars on everything was because when I turned the AC to fan mode the ceiling started to leak, they did send maintenance to fix and clean it up. It happened the next day and no one ever ..."

Reviewed on Aug 20, 2025

Sonesta Ocean Point All Inclusive, Adults Only Resort
Villa Bianca

Villa Bianca

4.5 out of 5
Ruby Drive, Pelican Key, Simpson Bay
  • 4 min drive from Maho Beach
Enjoy a lavish stay at this villa, where you'll find private pools and premium bedding. The outdoor pool and terrace are just some of the popular amenities at ...
Villa Bianca
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond Road No 156, Dawn Beach, Oyster Pond
  • 12 min drive from Maho Beach
$149 nightly
The price is $156 total per night from Aug 24 to Aug 25
$156 total
Aug 24 - Aug 25
Total with taxes and fees
Enjoy a posh stay at Princess Heights Luxury Boutique Condo Hotel, where you'll find jetted bathtubs and premium bedding. The outdoor pool, 24-hour fitness center, ...
9.2/10 Wonderful! (958 reviews)
"This property was very nice and astonishing. The area was quiet and lovely place to have a vacation at. The beds were so comfortable after a day of activities and excursions. The place is very peaceful and beautiful. The staff were amazing as well. The views were amazing. I would definitely ..."

Reviewed on Aug 15, 2025

Princess Heights Luxury Boutique Condo Hotel
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.