A red boat on a sandy beach with a rocky hill in the background.

Search Windward Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Windward hotels

1. Oyster Bay Beach Resort

Oyster Bay Beach Resort
4.0 star property
Oyster Pond
9.0 out of 10, Wonderful, (1,005 reviews)
"Great place to stay"
United States
Marv
The price is P10,364
P12,437 total
includes taxes & fees
Nov 14 - Nov 15
Oyster Bay Beach Resort

2. JW Marriott St. Maarten Beach Resort & Spa

JW Marriott St. Maarten Beach Resort & Spa
5.0 star property
Oyster Pond
8.8 out of 10, Excellent, (422 reviews)
"Great hotel! Staff is amazing in hospitality and customer service!"
United States
Fatima
The price is P25,150
P32,073 total
includes taxes & fees
Nov 16 - Nov 17
JW Marriott St. Maarten Beach Resort & Spa

3. Le Sereno

Le Sereno
5.0 star property
Grand Cul-de-Sac
9.6 out of 10, Exceptional, (62 reviews)
"Loved our time at this property! The staff was really warm and the location is so unique! "
United States
babi
Le Sereno

4. Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel
3.5 star property
Oyster Pond
9.2 out of 10, Wonderful, (1,001 reviews)
"The service was amazing and they didn’t miss a beat. The views are also incredible from the rooms."
United States
Jason
The price is P11,227
P13,472 total
includes taxes & fees
Nov 8 - Nov 9
Princess Heights Luxury Boutique Condo Hotel

5. Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (33 reviews)
"Large rooms with great ocean views! Helpful staff and good beach access!"
United States
Gavin
The price is P45,305
P54,366 total
includes taxes & fees
Dec 2 - Dec 3
Dawn Beach Club Resort Sint Maarten

6. Les Balcons d'Oyster Pond

Les Balcons d'Oyster Pond
Oyster Pond
9.6 out of 10, Exceptional, (156 reviews)
"Amazing stay! Would recommend - beautiful views, great customer service, and useful amenities!"
United States
Julissa
Les Balcons d'Oyster Pond

7. Christopher Hotel

Christopher Hotel
5.0 star property
Pointe Milou
9.6 out of 10, Exceptional, (265 reviews)
"Great hotel"
United States
andres felipe
The price is P74,986
P90,053 total
includes taxes & fees
Nov 29 - Nov 30
Christopher Hotel

8. Le Toiny Hôtel & Beach Club

Le Toiny Hôtel & Beach Club
5.0 star property
Toiny
9.8 out of 10, Exceptional, (59 reviews)
"Nice place to stay and the staff are very friendly"
United States
Keshia
The price is P108,441
P126,509 total
includes taxes & fees
Dec 7 - Dec 8
Le Toiny Hôtel & Beach Club

9. GYP SEA Saint Barth

GYP SEA Saint Barth
5.0 star property
Colombier
9.8 out of 10, Exceptional, (105 reviews)
"Wonderful hotel. I would definitely stay there again. If you prefer quiet and relaxing, this is the place. "
United States
Richard
The price is P68,537
P71,964 total
includes taxes & fees
Dec 2 - Dec 3
GYP SEA Saint Barth

10. Tropical Hotel St Barth

Tropical Hotel St Barth
5.0 star property
Saint-Jean
9.8 out of 10, Exceptional, (135 reviews)
"Perfect place and good location"
United States
Steven
The price is P49,717
P52,203 total
includes taxes & fees
Nov 9 - Nov 10
Tropical Hotel St Barth

11. Amnios St Barth

Amnios St Barth
Grand Cul-de-Sac
9.6 out of 10, Exceptional, (129 reviews)
"We had a great experience in Saint "
United States
LILIBETH
Amnios St Barth

12. La Maison Fleur de Lune

La Maison Fleur de Lune
Grande Saline
9.8 out of 10, Exceptional, (37 reviews)
"The property and staff were amazing!! We can’t wait to return next year!"
United States
Jillian
La Maison Fleur de Lune

13. Le Barthélemy Hotel & Spa

Le Barthélemy Hotel & Spa
5.0 star property
Grand Cul-de-Sac
9.8 out of 10, Exceptional, (92 reviews)
"One of the best hotels that I stayed with my wife in the Caribbean."
United States
Luis
The price is P139,006
P163,642 total
includes taxes & fees
Nov 9 - Nov 10
Le Barthélemy Hotel & Spa

14. Fouquet's Saint-Barth

Fouquet's Saint-Barth
5.0 star property
Lurin
9.6 out of 10, Exceptional, (38 reviews)
"Amazing hotel with wonderful staff."
United States
Vicente Jose
The price is P134,408
P141,128 total
includes taxes & fees
Nov 29 - Nov 30
Fouquet's Saint-Barth

15. Pearl Beach Hotel

Pearl Beach Hotel
Saint-Jean
9.4 out of 10, Exceptional, (212 reviews)
"Amazing location, staff … beautiful hotel"
United States
Juan
Pearl Beach Hotel

16. Reve de Saint Barth

Reve de Saint Barth
Merlette
9.8 out of 10, Exceptional, (71 reviews)
"This place is a hidden gem, our host Ninon was always available to help and answer any questions. I would recommend this place to anyone visiting St Barths."
United States
Albert
Reve de Saint Barth

17. Hotel Manapany

Hotel Manapany
5.0 star property
Anse des Cayes
9.4 out of 10, Exceptional, (71 reviews)
"Lovely, “barefoot chic” hotel that is top class in all respects"
United Kingdom
Quintin
The price is P67,232
P73,283 total
includes taxes & fees
Nov 10 - Nov 11
Hotel Manapany

18. Colombus Résidence

Colombus Résidence
Oyster Pond
9.6 out of 10, Exceptional, (137 reviews)
"Fantastic stay"
United States
Terrance
Colombus Résidence

19. Residence Adam & Eve

Residence Adam & Eve
Orient Bay
9.4 out of 10, Exceptional, (60 reviews)
"I had such a beautiful and relaxing stay! The bedroom was absolutely amazing, and the entire property was thoughtfully laid out and so inviting. The pool and hot tub were wonderfully warm, making it so easy to unwind and enjoy the space. The view was incredible and truly added to the experience. The location was also perfect—close to everything I needed while still feeling peaceful and comfortable. The hosts were wonderful as well. They were extremely responsive, helpful, and went above and...
Canada
Niagara Apex
The price is P17,473
P18,172 total
includes taxes & fees
Nov 15 - Nov 16
Residence Adam & Eve

20. Hotel Les Ondines Sur La Plage

Hotel Les Ondines Sur La Plage
Grand Cul-de-Sac
10.0 out of 10, Exceptional, (91 reviews)
"This was a wonderful stay, the attentive staff, cleanliness, breakfast and overall experience was just perfect! I would highly recommend this hotel & would gladly return!"
United States
claudia
The price is P48,126
P50,532 total
includes taxes & fees
Nov 23 - Nov 24
Hotel Les Ondines Sur La Plage
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.

Hotels recommended for families in Windward

Save an average of 15% on thousands of hotels when you're signed in

Top Windward Hotel Reviews

Guide to exploring Windward

Top reasons to visit Windward

  • Stunning Beaches: Windward boasts pristine beaches with crystal-clear waters and soft sands, ideal for relaxation and sunbathing.
  • Serene Atmosphere: The tranquil environment provides a romantic setting perfect for leisurely escapes and unwinding.
  • Luxurious Accommodations: A variety of charming hotels and bed and breakfasts offer exceptional amenities and comfort.
  • Scenic Vistas: Enjoy breathtaking views and picturesque landscapes that enhance the natural beauty of the region.
  • Local Cuisine: Indulge in delightful culinary experiences showcasing the flavours of the Caribbean.

Find great hotels in Windward

Windward, St. Barthelemy offers a delightful selection of accommodation options, from charming hotels to inviting bed and breakfasts. Whether you seek a family-friendly retreat, an adventurous getaway, or a peaceful beachside escape, the area caters to all preferences. Discover the best hotels in Windward, complete with top-notch amenities and glowing reviews, ensuring a memorable stay amidst the stunning Caribbean backdrop.

  • Christopher Hotel: With a luxurious 5-star rating and a remarkable guest rating of 9.6, Christopher Hotel is an exquisite choice for families and adventure enthusiasts alike. Nestled in Windward, this hotel offers an array of adventure sports both on-site and nearby, including windsurfing, sailing, and kayaking. The property is particularly accommodating for children, featuring amenities such as bathrobes and slippers designed for young guests, as well as babysitting services available at an additional fee. Guests can indulge in a family-oriented vacation experience while enjoying the stunning views and recreational activities that surround this elegant retreat.
  • Rosewood Le Guanahani St Barth: A budget-friendly option with an impressive guest rating of 9.8, Rosewood Le Guanahani St Barth is the epitome of beachside luxury and adventure. Located directly on the beach in Windward, this accommodation invites guests to partake in various water activities, including sailing and fishing. The serene atmosphere and lush surroundings make it a perfect escape for those seeking relaxation as well as adventure. Its commitment to providing a delightful beach vacation experience ensures that every moment spent here is memorable.
  • Tropical Hotel St Barth: Another budget-friendly gem with a stellar guest rating of 9.8, Tropical Hotel St Barth presents a captivating blend of beach access and luxury. Situated in Windward, this hotel allows guests to immerse themselves in exciting activities such as motorboating, waterskiing, and boat tours. The charming property is designed for those looking for a luxurious adventure vacation, with direct access to the beach and an array of recreational options at hand. With its inviting ambiance, it is an ideal choice for travellers eager to explore the beauty of St. Barthelemy.

Where to stay in Windward

Windward, a charming parish in St. Barthelemy, offers a delightful blend of romantic and relaxing atmospheres, perfect for a tranquil getaway. Explore the idyllic windward side, where stunning beaches and scenic vistas await. The surrounding cities and regions boast luxurious accommodations and secluded spots, ensuring an unforgettable experience for discerning travellers. Whether lounging on pristine sands or indulging in local cuisine, Windward promises a captivating escape filled with beauty and serenity.

  • Morne Criquet: Nestled in the vicinity of Windward, Morne Criquet is a charming neighbourhood that offers a delightful blend of natural beauty and leisure activities. With a seasonal influx of visitors peaking between January and March, it is an ideal destination for those seeking a beach-centric experience. The area is renowned for its stunning outdoor scenery, where you can explore pristine beaches, picturesque bays, and a marina. For those looking to indulge in leisure, Morne Criquet boasts a resort and a golf course, as well as scenic hiking trails that provide breathtaking views of the landscape. It's a perfect spot for both relaxation and adventure.
  • Quartier Lorient: Located near Windward, Quartier Lorient is a vibrant neighbourhood that attracts tourists year-round, with peak visitation in the early months of the year. This area is celebrated for its beautiful beaches and the opportunity to engage in outdoor activities. Visitors can explore scenic hiking trails or unwind in local spas, making it a great choice for those seeking rejuvenation. The proximity to a marina and dock port adds to the charm, offering opportunities for water activities and exploration. Whether you're looking for relaxation or adventure, Quartier Lorient has something for everyone.
  • Grand Cul-de-Sac: Just a short distance from Windward, Grand Cul-de-Sac is a picturesque neighbourhood known for its stunning coastal scenery. With a moderate influx of travellers, particularly from January to March, it remains a sought-after destination for beach lovers. The area features beautiful beaches and is conveniently located near a dock port and harbour, providing ample opportunities for water-based activities and exploration. Whether you wish to relax on the sand or engage in exciting outdoor adventures, Grand Cul-de-Sac offers an idyllic setting for a memorable getaway.

Best time to go to Windward

The best time to visit Windward is dependent on what kind of holiday you are seeking. September is its hottest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain. March is its coolest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with no rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January78.3°F (25.7°C)No RainMostly SunnyModerately HighSlightly High
February77.7°F (25.4°C)No RainMostly SunnyModerately HighSlightly High
March77.5°F (25.3°C)No RainMostly SunnyModerately HighSlightly High
April78.6°F (25.9°C)No RainMostly SunnyAverageAverage
May80.1°F (26.7°C)Light RainMostly SunnyAverageAverage
June81.5°F (27.5°C)Light RainMostly SunnyAverageAverage
July82.0°F (27.8°C)Light RainMostly SunnyAverageSlightly Low
August82.6°F (28.1°C)Light RainMostly SunnyModerately LowSlightly Low
September82.9°F (28.3°C)Light RainMostly SunnyModerately LowSlightly Low
October82.4°F (28.0°C)Light RainMostly CloudyModerately LowAverage
November81.1°F (27.3°C)Light RainMostly CloudyAverageAverage
December79.5°F (26.4°C)No RainMostly SunnyAverageAverage