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Our top choices for Windward hotels

Rosewood Le Guanahani St Barth

Rosewood Le Guanahani St Barth
St. Barthelemy
9.8 out of 10, Exceptional, (58)
"Wonderful property and beach area. Great free breakfast. Service was impeccable. We traveled around St. Barts and this was the best hotel beach area of them all. "
United States
Kevin
The price is RM8,454
RM8,876 total
includes taxes & fees
14 Dec - 15 Dec
Rosewood Le Guanahani St Barth

Christopher Hotel

Christopher Hotel
5.0 star property
St. Barthelemy
9.6 out of 10, Exceptional, (228)
"We love the St Christopher. It has a beautiful location and very friendly staff!! "
United States
Lorrin Shaye
The price is RM3,934
RM4,899 total
includes taxes & fees
18 Dec - 19 Dec
Christopher Hotel

Tropical Hotel St Barth

Tropical Hotel St Barth
5.0 star property
St. Barthelemy
9.8 out of 10, Exceptional, (96)
"Excellent property, excellent service"
United States
Pedro A
The price is RM10,704
RM11,239 total
includes taxes & fees
5 Jan - 6 Jan 2026
Tropical Hotel St Barth

Amnios St Barth

Amnios St Barth
St. Barthelemy
9.6 out of 10, Exceptional, (115)
"We’re recently stayed at Amnio’s and overall had a very pleasant experience! The room was clean, comfortable and well maintained, with all the basic amenities provided. The staff were friendly and responsive, and during breakfast service ( especially Edwidge. Thanks!). I would recommend this Hotel to travelers looking for great location and comfort."
United States
Ramil
Amnios St Barth

Le Toiny Hôtel & Beach Club

Le Toiny Hôtel & Beach Club
5.0 star property
St. Barthelemy
9.8 out of 10, Exceptional, (46)
"Excellent stay "
United States
Jennifer
The price is RM8,289
RM8,704 total
includes taxes & fees
14 Dec - 15 Dec
Le Toiny Hôtel & Beach Club

Le Barthélemy Hotel & Spa

Le Barthélemy Hotel & Spa
5.0 star property
St. Barthelemy
9.8 out of 10, Exceptional, (80)
"Wonderful Hotel ! Staff was very attentive, friendly, professional. Food was excellent. Can’t wait to return in the future. "
United States
Kathryn
The price is RM9,438
RM11,111 total
includes taxes & fees
13 Dec - 14 Dec
Le Barthélemy Hotel & Spa

La Maison Fleur de Lune

La Maison Fleur de Lune
Grande Saline
9.6 out of 10, Exceptional, (31)
"Fantastic host, beautiful and quiet surroundings, comfortable room and bed."
United States
Georges
La Maison Fleur de Lune

Le Sereno

Le Sereno
5.0 star property
St. Barthelemy
9.6 out of 10, Exceptional, (61)
"Loved our time at this property! The staff was really warm and the location is so unique! "
United States
babi
The price is RM6,744
RM7,081 total
includes taxes & fees
13 Dec - 14 Dec
Le Sereno

Hotel Les Ondines Sur La Plage

Hotel Les Ondines Sur La Plage
St. Barthelemy
10.0 out of 10, Exceptional, (78)
"The staff took incredible care of us! So nice to be cared for in such a personalized way. The hotel, pool, common areas, beach and guest suite were beautiful and clean. Highly recommend!!"
United States
Frances
The price is RM9,037
RM9,489 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hotel Les Ondines Sur La Plage

Le Guanahani

Le Guanahani
St. Barthelemy
9.4 out of 10, Exceptional, (30)
"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

Lil' Home

Lil' Home
St. Barthelemy
Lil' Home

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, (220)
"Absolutely beautiful, very clean, staff was amazing and very nice, recommend the ocean room the view was stunning. "
United States
ANTONIO D
The price is RM1,966
RM2,466 total
includes taxes & fees
13 Dec - 14 Dec
JW Marriott St. Maarten Beach Resort & Spa

Oyster Bay Beach Resort

Oyster Bay Beach Resort
4.0 star property
Oyster Pond
8.6 out of 10, Excellent, (972)
"room was very clean staff very friendly and courteous. "
Canada
John
The price is RM965
RM1,158 total
includes taxes & fees
13 Dec - 14 Dec
Oyster Bay Beach Resort

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel
3.5 star property
Oyster Pond
9.2 out of 10, Wonderful, (985)
"Clean with wonderful friendly staff"
Canada
James
Princess Heights Luxury Boutique Condo Hotel

Les Balcons d'Oyster Pond

Les Balcons d'Oyster Pond
Oyster Pond
9.6 out of 10, Exceptional, (86)
"Best area to stay on the island if u want a quiet stay. Three good restaurants in walking distance. Will return again one day for sure. Thx to the hosts for being so accommodating "
Canada
Jesse
Les Balcons d'Oyster Pond

Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (21)
"Wonderful vacation spot in st maarten"
United States
Debasis
Dawn Beach Club Resort Sint Maarten

GYP SEA Saint Barth

GYP SEA Saint Barth
5.0 star property
St. Barthelemy
9.8 out of 10, Exceptional, (84)
"Location and friendly staff "
United States
Ariel
The price is RM3,849
RM4,042 total
includes taxes & fees
17 Dec - 18 Dec
GYP SEA Saint Barth

Fouquet's Saint-Barth

Fouquet's Saint-Barth
5.0 star property
Lurin
9.8 out of 10, Exceptional, (26)
"A superb hotel in Gustavia with easy access to beach and dining"
United States
nikolay
The price is RM8,406
RM8,826 total
includes taxes & fees
17 Dec - 18 Dec
Fouquet's Saint-Barth

Hotel Manapany

Hotel Manapany
5.0 star property
Anse des Cayes
9.4 out of 10, Exceptional, (66)
"Amazing Service!"
United States
Charles
The price is RM7,088
RM7,442 total
includes taxes & fees
13 Dec - 14 Dec
Hotel Manapany

Reve de Saint Barth

Reve de Saint Barth
St. Barthelemy
10.0 out of 10, Exceptional, (48)
"This place is beautifully appointed , quiet and just idyllic , if I'm ever lucky enough to come to St Barts again I will stay here , also Constantine was really helpful and nothing was an issue , love this place Henry UK "
United Kingdom
leon
Reve de Saint Barth
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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Top Windward Hotel Reviews

Guide to exploring Windward

Top reasons to visit Windward

  • Outdoor Adventures: Windward offers thrilling activities such as exploring the Adrenalin Quarry and hiking scenic trails.
  • Stunning Beaches: The area boasts beautiful beaches with crystal-clear waters, perfect for relaxation and water sports.
  • Surfing Opportunities: The Blue Wings Surf School caters to all skill levels, providing exceptional surfing experiences.
  • Charming Accommodations: Choose from luxurious beachfront hotels or budget-friendly stays along the coast.
  • Romantic Atmosphere: Windward's secluded setting makes it an idyllic destination for both adventure and tranquillity.

Find great hotels in Windward

Discover a range of delightful hotel accommodations in Windward, St. Barthelemy, ideal for beach lovers and adventure seekers alike. Whether you prefer the comfort of a hotel or the charm of a bed and breakfast, Windward offers various options to suit your family vacation needs. Notable establishments include the Aghadoe Heights Hotel and Ambassador's Residence, ensuring a memorable stay amidst the island's stunning landscapes.

  • Rosewood Le Guanahani St Barth: Nestled in Windward, Rosewood Le Guanahani St Barth offers a luxurious spa-themed retreat ideal for families and adventure seekers. This stunning property boasts an array of adventure sports, including kayaking and snorkelling on-site, as well as hiking and motorboating nearby. Families will appreciate the dedicated children’s amenities, such as complimentary cribs and a children’s club. For relaxation, the full-service spa features prenatal massages, body scrubs, and hydrotherapy treatments, ensuring a rejuvenating experience amidst the natural beauty of St. Barthelemy.
  • Le Barthélemy Hotel & Spa: A 5-star gem in Windward, Le Barthélemy Hotel & Spa is perfect for eco-conscious travellers seeking a beachside adventure. With direct access to the pristine beach, guests can indulge in various water sports such as canoeing, fishing, and snorkelling right on the property. The hotel’s eco-certification underscores its commitment to sustainability, making it a fantastic choice for those who cherish the environment. The combination of exquisite amenities and a stunning seaside location creates an unforgettable experience for all guests.
  • Christopher Hotel: Christopher Hotel, another 5-star option in Windward, offers a boutique experience with a focus on eco-friendliness and pet-friendliness. The uniquely designed interiors, showcasing captivating decor and artworks, create a charming atmosphere for guests. This hotel allows pets, providing amenities such as food and water bowls while waiving fees for service animals. With an emphasis on personalised service and sustainability, Christopher Hotel ensures a memorable stay for both you and your furry companions.

Where to stay in Windward

Windward, St. Barthelemy, offers an idyllic retreat with stunning beaches and breathtaking scenery. Enjoy luxurious beachfront options and serene spots perfect for relaxation. Explore nearby beautiful Newquay for charming local experiences, or find budget-friendly stays along the Windward coast. The atmosphere is romantic and secluded, making it an ideal destination for those seeking both adventure and tranquility. Discover the best of beach life while soaking in the picturesque views that Windward has to offer.

  • Morne Criquet: Nestled in the picturesque area of Windward, Morne Criquet is a charming village that attracts a moderately seasonal influx of travellers, particularly from January to March. Known for its stunning beaches and outdoor activities, Morne Criquet offers a delightful blend of scenery and relaxation. Visitors can enjoy the nearby golf course and luxurious resorts, making it a perfect spot for both leisure and adventure. Local landmarks such as the beach, marina, and dock port enhance the travel experience, providing ample opportunities for exploration and enjoyment.
  • Quartier Lorient: Located in the vibrant Windward region, Quartier Lorient is another appealing village that draws visitors year-round, with peak travel occurring from January to March. This area is celebrated for its serene beaches and outdoor beauty, making it an ideal destination for those seeking relaxation and scenic views. Quartier Lorient features a variety of activities, including soothing spa experiences that rejuvenate the body and soul. The proximity to beaches, marinas, and the dock port further enriches the visitor experience, ensuring a fulfilling stay.
  • Morne de Dépoudré: Found in the vicinity of Windward, Morne de Dépoudré is a captivating neighbourhood that attracts a steady stream of tourists, particularly during the peak months of January to March. Known for its breathtaking outdoor scenery and inviting beaches, this area is perfect for those who enjoy hiking and exploring nature. The local hiking trails offer stunning views and a sense of adventure, while the nearby nudist beach and tranquil bay provide unique experiences for visitors looking to unwind. Overall, Morne de Dépoudré is a splendid destination for nature lovers and beach enthusiasts alike.

Things to do in Windward

Windward, St. Barthelemy, is a perfect destination for those seeking outdoor adventures and breathtaking scenery. Thrill-seekers can explore the Adrenalin Quarry, while avid hikers will find numerous trails to enjoy. For a unique experience, consider indulging in boat excursions around the stunning coastline. Additionally, the Blue Wings Surf School offers fantastic opportunities for both beginners and experienced surfers to catch some waves in the crystal-clear waters.

*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 during the off-peak months of July to September when prices are lower. Book your accommodation at least three months in advance for the best rates, and look for last-minute deals on platforms like Expedia. Staying on a Monday can also be cheaper than the weekend. Utilise Expedia’s filters to find eco-friendly options and arrange your bookings to save further by combining flights and activities. Don't forget to explore free local attractions to enhance your experience without overspending.

  • 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: Book your hotel in Windward about 3+ months out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • 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 desired hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the most economical options and offers, simply arrange 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 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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January78.3°F (25.700000000000003°C)No RainMostly SunnyModerately HighSlightly High
February77.7°F (25.4°C)No RainMostly SunnyModerately HighAverage
March77.5°F (25.3°C)No RainMostly SunnyModerately HighSlightly High
April78.6°F (25.9°C)No RainMostly SunnyAverageSlightly High
May80.1°F (26.700000000000003°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