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

Find the best 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

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

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 Rp12.596.451
Rp16.498.079 total
includes taxes & fees
27 Jul - 28 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 Rp39.139.772
Rp41.096.761 total
includes taxes & fees
2 Aug - 3 Aug
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 Rp23.577.866
Rp24.756.759 total
includes taxes & fees
10 Jul - 11 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, (125 reviews)
"Perfect place and good location"
United States
Steven
The price is Rp14.766.422
Rp15.504.743 total
includes taxes & fees
2 Aug - 3 Aug
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 Rp40.181.860
Rp47.303.149 total
includes taxes & fees
19 Jul - 20 Jul
Le Barthélemy Hotel & Spa

Lil' Home

Lil' Home
Devet
9.6 out of 10, Exceptional, (7 reviews)
"Clean, beautiful view, great communication but the pool was cold. "
United States
Edwin
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

Tropical Hotel and Beach

Tropical Hotel and Beach
Saint-Jean
Tropical Hotel and Beach

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

Le Guanahani

Le Guanahani
Grand Cul-de-Sac
9.4 out of 10, Exceptional, (30 reviews)
"This was our first stay at the Guanahani, after having previously stayed at another perfectly lovely hotel in St Barth's, and we could not have been happier. The staff were exceptionally helpful, pleasant, quick and accommodating - from locating and delivering our lost luggage, to renting a car, making (and changing) dinner reservations, supplying us with water and a cooler every time we left the property, etc. Special shout-outs to Simon at the reception, Julie in the main restaurant, and...
United States
Bridget
Le Guanahani

Le Toiny

Le Toiny
Toiny
Le Toiny

Villa Coco

Villa Coco
Camaruche
Villa Coco

Villa Coco

Villa Coco
Camaruche
Villa Coco

Villa La Danse du Soleil

Villa La Danse du Soleil
Devet
Villa La Danse du Soleil

Villa La Danse du Soleil

Villa La Danse du Soleil
Devet
Villa La Danse du Soleil

Villa La Danse du Soleil

Villa La Danse du Soleil
Devet
Villa La Danse du Soleil

Villa La Magnifica

Villa La Magnifica
Devet
Villa La Magnifica

Villa Marigot Bay

Villa Marigot Bay
Marigot
Villa Marigot Bay
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 features luxurious, pristine beaches perfect for relaxation and sunbathing.
  • Charming Coastal Villages: Explore quaint villages that offer a glimpse into local life and culture.
  • Lush Outdoor Spaces: Enjoy the region's beautiful nature with opportunities for hiking and outdoor activities.
  • Romantic Atmosphere: Windward provides a serene, romantic setting ideal for couples seeking tranquillity.
  • Diverse Accommodation Options: Choose from charming hotels and bed and breakfasts tailored to various preferences.

Find great hotels in Windward

In Windward, St. Barthelemy, you'll discover a delightful array of accommodation options, ranging from charming hotels to inviting bed and breakfasts. Whether seeking a family-friendly retreat, an adventure-filled getaway, or a tranquil beachside escape, the region offers top-notch hotels equipped with excellent facilities. With numerous reviews and insights available, finding the perfect lodging to enhance your vacation experience is both easy and enjoyable.

  • Christopher Hotel: Nestled in the picturesque Windward area, Christopher Hotel is a luxurious 5-star retreat with a remarkable guest rating of 9.6 out of 10. This hotel is ideal for families and adventure seekers, offering a plethora of exhilarating activities such as snorkelling, motorboating, and sailing, all within close proximity. Families will appreciate the thoughtful amenities tailored for children, including babysitting services, dedicated children’s pools, and comfortable bathrobes. The hotel combines elegance with a family-friendly atmosphere, making it an excellent choice for those seeking both relaxation and adventure.
  • Rosewood Le Guanahani St Barth: With a stellar guest rating of 9.8 out of 10, Rosewood Le Guanahani St Barth is a charming budget-friendly option that embraces the coastal beauty of Windward. This delightful hotel provides direct access to the beach, perfect for sunbathers and water sports enthusiasts alike. Guests can enjoy various activities such as hiking, kayaking, and swimming, all within easy reach. The inviting atmosphere and proximity to the ocean make it an appealing choice for those desiring a beach-centric holiday with adventure at their fingertips.
  • Tropical Hotel St Barth: Also boasting a guest rating of 9.8 out of 10, Tropical Hotel St Barth offers a friendly budget-conscious option for travellers. Situated in Windward, this hotel features direct beach access, catering to those keen on soaking up the sun and engaging in water activities. Adventure seekers can indulge in nearby boat tours, waterskiing, and windsurfing, ensuring an exciting getaway. With its focus on both leisure and business travel, Tropical Hotel is well-suited for diverse needs, providing a welcoming environment for all visitors.

Where to stay in Windward

Windward, a picturesque parish in St. Barthelemy, offers an idyllic escape for those seeking relaxation and stunning scenery. Explore the charming windward side, where luxurious beaches and secluded spots invite you to unwind. With an array of destinations, from quaint coastal villages to lush outdoor spaces, you'll find the perfect blend of romance and tranquillity. Immerse yourself in the serene atmosphere of this enchanting region, where every moment is a delightful experience.

  • Saint-Jean: Nestled around the vibrant area of Windward, Saint-Jean is renowned for its stunning beaches and picturesque scenery. With a moderately seasonal influx of visitors peaking from January to March, this neighbourhood is a haven for those seeking outdoor adventures. Expect to unwind on golden sands, explore the marina, and immerse yourself in the local atmosphere. The nearby dock port offers a glimpse into the island's maritime life, making it an ideal spot for both relaxation and exploration.
  • Morne Criquet: Located in close proximity to Windward, Morne Criquet is another charming neighbourhood that draws tourists seeking sun-soaked beaches and captivating outdoor experiences. The area witnesses a similar seasonal trend, with peak visitor numbers from January to March. Activities abound here, from enjoying the luxurious resorts to tackling the scenic hiking trails and the nearby golf course. The beautiful beach and serene bay invite you to take in the natural beauty of St. Barthelemy, making it a delightful destination for outdoor enthusiasts.
  • Quartier Lorient: Quartier Lorient, also situated near Windward, is famed for its stunning coastline and outdoor activities. Like its neighbouring areas, it experiences seasonal variations in tourist numbers, with a peak from January to March. Visitors are treated to various experiences, including invigorating hikes along scenic trails, relaxation at local spas, and the opportunity to learn about the island's rich culture. The proximity to beautiful beaches and a bustling marina further enhances your experience in this tranquil neighbourhood.

Things to do in Windward

Windward, St. Barthelemy, is a haven for beach lovers and outdoor enthusiasts alike. Embrace the waves at Blue Wings Surf School, embark on exciting boat excursions, and seek thrills at Adrenalin Quarry. For those who enjoy exploring nature, the area offers numerous trails perfect for avid hikers. With its stunning scenery, Windward promises an unforgettable vacation experience.

*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, consider visiting between July and September for lower accommodation rates. Booking your hotel at least three months in advance can yield better prices, while last-minute deals on Expedia may offer additional savings. Monday is the most economical day to stay, while Saturday tends to be pricier. Utilise Expedia’s tools to filter for your budget and preferences, and consider bundling your hotel, flights, and activities for extra discounts. Look for eco-certified options for a more sustainable stay without breaking the bank.

  • 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, desired location, and ideal type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To discover the most affordable prices and best deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money 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 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