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

Star rating

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, (1,002 reviews)
"Great place to stay"
United States
Marv
The price is S$216
includes taxes & fees
4 Nov - 5 Nov
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, (413 reviews)
"Great hotel! Staff is amazing in hospitality and customer service!"
United States
Fatima
The price is S$512
includes taxes & fees
31 Oct - 1 Nov
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 S$141
includes taxes & fees
26 Oct - 27 Oct
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 S$964
includes taxes & fees
27 Oct - 28 Oct
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, (154 reviews)
"Beautiful setting, clean room, beautiful view, nice kitchen, nice balcony, easy to drive to Grand Case, Anse Marcel."
Canada
Adrian
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 S$1,168
includes taxes & fees
25 Oct - 26 Oct
Christopher Hotel

8. Le Toiny Hôtel & Beach Club

Le Toiny Hôtel & Beach Club
5.0 star property
Toiny
9.8 out of 10, Exceptional, (57 reviews)
"Nice place to stay and the staff are very friendly"
United States
Keshia
The price is S$1,895
includes taxes & fees
2 Nov - 3 Nov
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)
"Excellent service!!"
United States
Renee
The price is S$1,512
includes taxes & fees
16 Nov - 17 Nov
GYP SEA Saint Barth

10. 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

11. 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 S$1,347
includes taxes & fees
11 Nov - 12 Nov
Tropical Hotel St Barth

12. Pearl Beach Hotel

Pearl Beach Hotel
Saint-Jean
9.4 out of 10, Exceptional, (212 reviews)
"Amazing location, staff … beautiful hotel"
United States
Juan
The price is S$1,339
includes taxes & fees
26 Oct - 27 Oct
Pearl Beach Hotel

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 S$3,165
includes taxes & fees
9 Nov - 10 Nov
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 S$2,781
includes taxes & fees
29 Oct - 30 Oct
Fouquet's Saint-Barth

15. 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

16. 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

17. Residence Adam & Eve

Residence Adam & Eve
Orient Bay
9.6 out of 10, Exceptional, (59 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 S$368
includes taxes & fees
4 Nov - 5 Nov
Residence Adam & Eve

18. Coral Beach Club Villas & Marina

Coral Beach Club Villas & Marina
4.0 star property
Oyster Pond
9.2 out of 10, Wonderful, (119 reviews)
"The condo and property was clean and well decorated and maintained. We had an awesome stay and will return."
United States
Donna
Coral Beach Club Villas & Marina

19. 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 S$1,456
includes taxes & fees
10 Nov - 11 Nov
Hotel Manapany

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 S$1,030
includes taxes & fees
23 Nov - 24 Nov
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.
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 exquisite beaches with crystal-clear waters, ideal for relaxation and water sports.
  • Charming Local Towns: Explore nearby quaint towns that offer a glimpse into local life and culture.
  • Luxury Dining Experiences: Indulge in exceptional culinary delights at upscale restaurants with breathtaking views.
  • Serene Spa Retreats: Enjoy rejuvenating spa services amidst tranquil surroundings, perfect for unwinding.
  • Diverse Accommodation Options: Choose from charming bed and breakfasts to luxurious hotels catering to all preferences.

Find great hotels in Windward

Explore the idyllic Windward area of St. Barthelemy, where you'll find a diverse range of accommodations, from charming bed and breakfasts to luxurious hotels. Whether you're seeking a family-friendly getaway, thrilling beach adventures, or simply a serene escape, Windward's top hotels offer exceptional services and stunning views. Delve into reviews and discover the best lodging options to ensure an unforgettable stay in this Caribbean paradise.

  • Christopher Hotel: Nestled in the picturesque locale of Windward, Christopher Hotel is a luxurious 5-star retreat boasting a remarkable guest rating of 9.6 out of 10. This hotel caters to adventurous families seeking an unforgettable vacation experience. Guests can partake in an array of exciting activities such as sailing, kayaking, and motorboating, all conveniently located nearby. The hotel also offers thoughtful amenities for children, including specially designed bathrobes and a children's pool, ensuring that younger guests feel right at home while parents enjoy the serene environment.
  • Rosewood Le Guanahani St Barth: A budget-friendly gem with an impressive guest rating of 9.8 out of 10, Rosewood Le Guanahani St Barth is perfect for those looking to indulge in a beachside adventure. This property features direct access to the beach, allowing guests to effortlessly transition from relaxation to exploration. Onsite, guests can enjoy snorkelling, while nearby options include hiking and fishing. The hotel’s inviting atmosphere and well-thought-out amenities make it an excellent choice for beach lovers and adventure seekers alike.
  • Tropical Hotel St Barth: Also rated 9.8 out of 10, Tropical Hotel St Barth offers a budget-friendly option for travellers interested in beach, adventure, and business travel. With direct access to the beach, this hotel is ideal for those looking to unwind by the sea. Guests can engage in thrilling activities such as windsurfing and waterskiing, with various adventure sports available nearby. The hotel provides a comfortable setting for both leisure and business, making it a versatile choice for any visitor to Windward.

Where to stay in Windward

Windward, St. Barthelemy, offers a delightful escape for those seeking a romantic and relaxing getaway. With its stunning beaches and breathtaking scenery, this parish is perfect for outdoor enthusiasts. Explore charming nearby towns and indulge in luxury experiences, from exquisite dining to serene spa retreats. The secluded atmosphere allows for a truly peaceful vacation, making Windward an ideal destination for travellers looking to unwind amidst natural beauty.

  • Morne Criquet: Nestled in the vicinity of Windward, Morne Criquet offers a picturesque escape for travellers seeking a blend of relaxation and adventure. This neighbourhood sees a moderate influx of visitors, peaking between January and March. With its stunning beaches, scenic hiking trails, and a nearby golf course, Morne Criquet is perfect for outdoor enthusiasts. The local landmarks, including a beautiful marina and tranquil bay, enhance the area’s charm, making it an ideal spot for those looking to soak in the natural beauty of St. Barthelemy.
  • Quartier Lorient: Located near Windward, Quartier Lorient is a captivating neighbourhood that attracts visitors for its serene beaches and lush scenery. The area experiences a similar seasonal pattern in visitor arrivals, with peak times from January to March. Quartier Lorient is not only known for its picturesque beaches but also for its educational attractions and rejuvenating spa facilities. With hiking trails that wind through the lush landscape and close proximity to a marina and dock port, this neighbourhood offers a delightful mix of relaxation and exploration.
  • Grand Cul-de-Sac: Grand Cul-de-Sac is a charming neighbourhood situated close to Windward, known for its stunning coastal views and outdoor experiences. With a moderate influx of tourists, especially from January to March, this area is perfect for those who appreciate natural beauty. Key attractions include beautiful beaches and a bustling dock port, offering a perfect setting for water sports and relaxation. The nearby harbour adds to the area’s allure, making Grand Cul-de-Sac a must-visit for those looking to immerse themselves in the tranquil environment of St. Barthelemy.

Best time to go to Windward

The best time to visit Windward can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Windward falls in September, when visitor numbers are moderately low and weather is mostly sunny with light rain. The coolest average temperature in Windward falls in March, 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