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Hotels in Windward

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Our top choices for Windward hotels

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

Christopher Hotel

Christopher Hotel
5.0 star property
Pointe Milou
9.6 out of 10, Exceptional, (248 reviews)
"Our fifth time here, best quality price hotel in SB"
United States
Daniel
The price is HK$5,499
HK$7,203 total
includes taxes & fees
23 Jul - 24 Jul
Christopher Hotel

Rosewood Le Guanahani St Barth

Rosewood Le Guanahani St Barth
Grand Cul-de-Sac
9.8 out of 10, Exceptional, (69 reviews)
"Relaxing, beautiful, chic, helpful, good food."
United States
Nina
The price is HK$17,853
HK$18,746 total
includes taxes & fees
29 Jul - 30 Jul
Rosewood Le Guanahani St Barth

Le Toiny Hôtel & Beach Club

Le Toiny Hôtel & Beach Club
5.0 star property
Toiny
9.8 out of 10, Exceptional, (51 reviews)
"Spectacular property with a wonderful, attentive staff. Couldn’t have been a better stay!"
United States
Clelia
The price is HK$8,578
HK$9,007 total
includes taxes & fees
7 Jul - 8 Jul
Le Toiny Hôtel & Beach Club

Tropical Hotel St Barth

Tropical Hotel St Barth
5.0 star property
Saint-Jean
9.8 out of 10, Exceptional, (123 reviews)
"Perfect place and good location"
United States
Steven
The price is HK$6,045
HK$6,347 total
includes taxes & fees
7 Jul - 8 Jul
Tropical Hotel St Barth

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

Le Barthélemy Hotel & Spa

Le Barthélemy Hotel & Spa
5.0 star property
Grand Cul-de-Sac
9.8 out of 10, Exceptional, (90 reviews)
"Everything there was amazing and the staff"
United States
Salvatore
The price is HK$13,436
HK$16,340 total
includes taxes & fees
30 Jul - 31 Jul
Le Barthélemy Hotel & Spa

Lil' Home

Lil' Home
Devet
9.6 out of 10, Exceptional, (7 reviews)
"Amazing property amazing host"
Canada
Joshua
Lil' Home

Hotel Les Ondines Sur La Plage

Hotel Les Ondines Sur La Plage
Grand Cul-de-Sac
10.0 out of 10, Exceptional, (87 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
Hotel Les Ondines Sur La Plage

House 2 steps from Eden Rock (1 chambre)

House 2 steps from Eden Rock (1 chambre)
Saint-Jean
House 2 steps from Eden Rock (1 chambre)

Luxury apartment stunning views /5 minutes from Saint Jean Beach/ swimming pool

Luxury apartment stunning views /5 minutes from Saint Jean Beach/ swimming pool
Saint-Jean
9.2 out of 10, Wonderful, (23 reviews)
"Outstanding experience!"
United States
Chloe Ivy
Luxury apartment stunning views /5 minutes from Saint Jean Beach/ swimming pool

Tropical Hotel and Beach

Tropical Hotel and Beach
Saint-Jean
Tropical Hotel and Beach

NEW, INTIMATE BUNGALOW WITH POOL

NEW, INTIMATE BUNGALOW WITH POOL
Pointe Milou
10.0 out of 10, Exceptional, (5 reviews)
" Dry nice place "
United States
Steve B.
NEW, INTIMATE BUNGALOW WITH POOL

1 bedroom cottage located a step away from Saline Beach in St-Barth.

1 bedroom cottage located a step away from Saline Beach in St-Barth.
Anse du Gouverneur
9.8 out of 10, Exceptional, (25 reviews)
"Charming cottage, set on beautiful, quiet gardens. The pool cabanas were a god send during the passing showers. Cat is a gracious host. Communication (via WhatsApp) was easy. Location is ideal for a relaxing holiday. Saline feels like the "quite" side of the island, but still walking distance to a couple of the best restaurants on the island (The risotto at La Tamarin was our best meal). Would love to stay here again. "
United States
Mike V.
1 bedroom cottage located a step away from Saline Beach in St-Barth.

Appartement St Jean, Saint-barthélemy

Appartement St Jean, Saint-barthélemy
Saint-Jean
10.0 out of 10, Exceptional, (5 reviews)
"The apartment has everything needed for a nice easy stay. We liked the location."
United States
Nikki W.
Appartement St Jean, Saint-barthélemy

La Maison Fleur de Lune

La Maison Fleur de Lune
Grande Saline
9.8 out of 10, Exceptional, (36 reviews)
"The property and staff were amazing!! We can’t wait to return next year!"
United States
Jillian
La Maison Fleur de Lune

One bedroom cottage located a step away from Saline beach

One bedroom cottage located a step away from Saline beach
Anse du Gouverneur
9.6 out of 10, Exceptional, (30 reviews)
"It was a charming, authentic Saint Bart's experience with an easy walk to Plage de Saline, Tamarin, and L'Esprit. A lovely pool for post beach relaxation, turtles, a parrot and easy access to the whole island. We would definitely do it again. "
United States
Seth S.
One bedroom cottage located a step away from Saline beach

Modern Spacious Private Villa w/ Pool & Sunrise View

Modern Spacious Private Villa w/ Pool & Sunrise View
Vitet
10.0 out of 10, Exceptional, (3 reviews)
"Great property brand new "
United Kingdom
Edoardo M.
Modern Spacious Private Villa w/ Pool & Sunrise View

St Barts New Luxury Villa Roc E Mar, Fantastic Ocean View, Large Pool, Exclusive

St Barts New Luxury Villa Roc E Mar, Fantastic Ocean View, Large Pool, Exclusive
Toiny
9.8 out of 10, Exceptional, (57 reviews)
"The house was beautiful with fabulous views!! It was clean and the beds were super comfortable. The kitchen was well equipped with everything we needed. The host was very kind and attentive. "
United States
mylene p.
St Barts New Luxury Villa Roc E Mar, Fantastic Ocean View, Large Pool, Exclusive

ST BART LUXURY VILLA SKRUTTEN, WITH OCEAN VIEW AND CONTEMPORARY FURNISHING

ST BART LUXURY VILLA SKRUTTEN, WITH OCEAN VIEW AND CONTEMPORARY FURNISHING
Pointe Milou
9.8 out of 10, Exceptional, (58 reviews)
"Villa Skrutten was very nice, very clean, good sleeping arrangements, quite location, nice to have a pool, easy drives to beaches, house has everything you would need, very good location, easy walk to Christopher hotel for drinks or dinner, most importantly is that the owner Goran is extremely easy to communicate with and he is 100% on top of his game! He's likely the most quickly responsive VRBO host I've ever dealt with! "
United States
tom s.
ST BART LUXURY VILLA SKRUTTEN, WITH OCEAN VIEW AND CONTEMPORARY FURNISHING
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.

Showing deals for:10 Jul - 12 Jul

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Top Windward Hotel Reviews

Guide to exploring Windward

Top reasons to visit Windward

  • Stunning Beaches: Windward boasts beautiful, crystal-clear waters and pristine sandy shores perfect for relaxation and water sports.
  • Charming Coastal Towns: Explore quaint towns that offer a unique blend of luxury and seclusion, ideal for romantic escapes.
  • Vibrant Local Culture: Enjoy lively markets and eateries that showcase the rich culture and culinary delights of the region.
  • Scenic Hiking Trails: Experience breathtaking landscapes while hiking through the lush natural beauty surrounding Windward.
  • Exceptional Accommodation: Choose from delightful hotels and bed & breakfasts that provide top-notch services for a memorable stay.

Find great hotels in Windward

Explore the enchanting Windward area of St. Barthelemy, where a variety of accommodation options await, including charming hotels and delightful bed & breakfasts. Whether you're seeking a family-friendly retreat, an adventurous getaway, or a serene beachside escape, Windward offers top-notch hotels with exceptional services. Discover the best reviews and recommendations to ensure a memorable stay in this idyllic Caribbean paradise.

  • Christopher Hotel: This luxurious 5-star hotel, boasting an impressive guest rating of 9.6, is a haven for families and adventure seekers alike. Nestled in Windward, Christopher Hotel provides a stunning backdrop for a family vacation experience. Guests can engage in various adventure sports, with options such as sailing, snorkelling, and motorboating available nearby. The hotel is also well-equipped for children, offering amenities like pool access tailored for younger visitors, alongside babysitting services. With a focus on providing recreational activities both onsite and in the surrounding area, Christopher Hotel is an excellent choice for those seeking both relaxation and excitement.
  • Rosewood Le Guanahani St Barth: Rated 9.8 out of 10, this budget-friendly gem is ideal for couples seeking a romantic getaway. Located in Windward, Rosewood Le Guanahani features direct beach access, allowing guests to bask in the sun and enjoy serene ocean views. The hotel offers enticing romance packages, ensuring a memorable experience for couples. Guests can indulge in a variety of culinary delights, with options such as pool and ocean view dining, complemented by a Champagne service for that extra touch of romance. The full-service spa provides couples’ treatments and hydrotherapy, creating a perfect blend of relaxation and intimacy.
  • Tropical Hotel St Barth: Another 9.8 rated budget-friendly option, Tropical Hotel St Barth is designed for those who crave adventure and luxury by the beach. Situated in Windward, this hotel features direct access to sandy shores and offers a plethora of water sports, including windsurfing and waterskiing, for thrill-seekers. The property elegantly combines a relaxed beach atmosphere with adventure, making it a splendid choice for travellers looking for both leisure and excitement. With its luxurious amenities and proximity to various recreational activities, Tropical Hotel St Barth caters to those wishing to immerse themselves in the vibrant local environment.

Where to stay in Windward

Windward, St. Barthelemy, offers a delightful escape for those seeking a blend of relaxation and adventure. Discover the charming coastal towns, where luxury meets seclusion, perfect for romantic getaways. Explore the stunning beaches and lush landscapes that define this picturesque region. Don't miss the local markets and eateries that showcase the vibrant culture. Whether lounging by the crystal-clear waters or hiking scenic trails, Windward promises an unforgettable holiday experience.

  • Saint-Jean: Nestled close to Windward, Saint-Jean is a vibrant neighbourhood renowned for its stunning beaches and scenic views. The area sees a moderate influx of visitors, especially during the peak season from January to March. Travellers flock to Saint-Jean for its picturesque shoreline, where you can unwind on the golden sands or engage in various water sports. The local marina and dock port add to the charm, offering opportunities for boating and fishing. Don't miss the chance to explore the local eateries serving delicious Caribbean cuisine, making your visit a memorable culinary adventure.
  • Morne Criquet: Located in proximity to Windward, Morne Criquet is a neighbourhood that combines natural beauty with outdoor activities. Popular among tourists, especially between January and March, it offers a plethora of experiences, from relaxing at the beach to hiking along scenic trails. The area boasts beautiful golf courses for enthusiasts and stunning views from its elevated points. Visitors can also explore the nearby marina and bay, perfect for a leisurely afternoon. Morne Criquet's charming resorts provide an ideal retreat, making it a perfect getaway for those seeking both relaxation and adventure.
  • Quartier Lorient: Just a stone’s throw from Windward, Quartier Lorient is a picturesque neighbourhood that attracts visitors year-round, peaking from January to March. Known for its beautiful beaches and outdoor pursuits, Quartier Lorient offers a variety of hiking trails that cater to nature lovers. The area is also home to numerous spas, providing a tranquil escape for those looking to pamper themselves. With its inviting marina and dock port nearby, Quartier Lorient is an ideal base for exploring the coastal beauty of St. Barthelemy while enjoying a relaxed island atmosphere.

Things to do in Windward

Windward, St. Barthelemy, offers a delightful blend of beach and outdoor activities perfect for a scenic getaway. You can enhance your experience with surfing lessons at Blue Wings Surf School, embark on exhilarating boat excursions, or challenge yourself at the Adrenalin Quarry. For avid hikers, the area provides stunning trails that showcase the island's natural beauty, making it an ideal destination for adventure seekers and nature lovers alike.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Windward

To save money on your trip to Windward, visit during the off-peak months of July to September, when accommodation prices are lower. Booking your hotel at least three months in advance can yield significant savings, or consider last-minute deals on Expedia. Mondays are the cheapest days to stay, while Saturdays are the most expensive. Use Expedia's search tools to filter by budget and eco-friendly options, and consider bundling your hotel, flights, and activities for additional discounts. Walking is an excellent way to explore Windward and enjoy free activities.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windward are July to September, where the prices are slightly lower. This is in comparison to January and March to April, where prices are slightly higher.
  • The best time to book a hotel: The cheapest time to book a hotel in Windward is usually 3+ months out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Windward is Monday. The most expensive day to stay in Windward is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, preferred location, and the type of hotel you desire. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To discover the most affordable prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can make significant savings by combining your Windward hotel reservation with your flights and activities through an Expedia package.

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