Hotels in Windward

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2025 Top 10 Trending Windward Hotels from HK$9,520

Rosewood Le Guanahani St Barth

St. Barthelemy
9.8 out of 10, Exceptional, (57)
"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 HK$11,455
HK$12,027 total
includes taxes & fees
30 Nov - 1 Dec
Rosewood Le Guanahani St Barth

Christopher Hotel

5.0 star property
St. Barthelemy
9.6 out of 10, Exceptional, (226)
"Clean room, wonderful service, very good Staff"
United States
Fabio
The price is HK$7,686
HK$9,520 total
includes taxes & fees
19 Nov - 20 Nov
Christopher Hotel

Le Toiny Hôtel & Beach Club

5.0 star property
St. Barthelemy
9.8 out of 10, Exceptional, (43)
"This is an incredible hotel and service experience. "
United States
Michael
The price is HK$10,018
HK$10,519 total
includes taxes & fees
19 Nov - 20 Nov
Le Toiny Hôtel & Beach Club

Tropical Hotel St Barth

5.0 star property
St. Barthelemy
9.8 out of 10, Exceptional, (94)
"Excellent property, excellent service"
United States
Pedro A
Tropical Hotel St Barth

La Maison Fleur de Lune

Grande Saline
9.8 out of 10, Exceptional, (29)
"If you’re looking for a quiet and relaxing experience, this is the place! You will need a car to venture out to the beaches and attractions. The host was very kind and knowledgeable about places to see and things to do on the island. "
United States
Telma
La Maison Fleur de Lune

Le Barthélemy Hotel & Spa

5.0 star property
St. Barthelemy
9.8 out of 10, Exceptional, (77)
"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 HK$13,403
HK$16,328 total
includes taxes & fees
12 Nov - 13 Nov
Le Barthélemy Hotel & Spa

Amnios St Barth

St. Barthelemy
9.6 out of 10, Exceptional, (114)
"Went well, the owner is extremely nice and cater to our needs."
United States
Madelin Y
Amnios St Barth

Le Sereno

5.0 star property
St. Barthelemy
9.6 out of 10, Exceptional, (61)
"Beautiful property. Staff was amazing!"
United States
Barbara Kuck
The price is HK$10,332
HK$10,848 total
includes taxes & fees
19 Nov - 20 Nov
Le Sereno

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
Hotel Les Ondines Sur La Plage

One bedroom cottage located a step away from Saline beach

Saline
10.0 out of 10, Exceptional, (25)
"Unique and charming property. Walkable to Tamarin restaurant. Short drive to Saline beach. Outdoor bathroom is nicely appointed and private. Beautiful pool onsite. If you like quiet time surrounded by birds and greenery this is for you."
United States
Joseph Nikodemas
One bedroom cottage located a step away from Saline beach

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

Saint Jean
9.4 out of 10, Exceptional, (11)
"The room was clean, the views spectacular!"
United States
Milton
Luxury apartment stunning views /5 minutes from Saint Jean Beach/ swimming pool

Indigold - A Deux pas de la Plage Chambre Indépendante Avec Espace Détente

Marigot
9.2 out of 10, Wonderful, (5)
"Had such an amazing experience at indigo - the host was super accommodating and helpful. She went above and beyond to make sure that everything ran super smoothly. Will absolutely be coming back and staying with them again. "
United States
Kendall M.
Indigold - A Deux pas de la Plage Chambre Indépendante Avec Espace Détente

NEW, INTIMATE BUNGALOW WITH POOL

Marigot
10.0 out of 10, Exceptional, (3)
"This adorable bungalow was the perfect accommodation for a 3 day work trip to St. Barth. It was spotlessly clean, neat, stocked with everything needed for us, with 2 full bathrooms and a pull out sofa bed as well as a full upstairs bedroom. The kitchen is outdoors on the patio next to a small private pool. The property manager, Laura, was very responsive and helpful with questions. Looking forward to my next visit!"
United States
betsy b.
NEW, INTIMATE BUNGALOW WITH POOL

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

Saint Barthelemy
9.8 out of 10, Exceptional, (22)
"This place was perfect for us. We loved the cottage, the cabana kitchen, the pool and the area. Plage Saline is 4 minutes away and it’s the best beach on the island. We were there mid-May and there was literally no more than 5 people on that huge beach with us. The area is more rural and super quiet. Did I mention that two of the BEST restaurants (L’Espirit and Grain de Sel) on the island are 2-3 min away? The host is wonderful, giving you plenty of privacy while there. It is 7 minute drive to...
United States
Beth T.
1 bedroom cottage located a step away from Saline Beach in St-Barth.

Appartement St Jean, Saint-barthélemy

St Jean
10.0 out of 10, Exceptional, (3)
"Very comfortable apartment, well-stocked kitchen. Lovely beach (St Jean) accessed via Eden Rock property several blocks away. Great price for this expensive island. L'Oasis supermarket and Le Choisy bakery (bkfst & lunch items) 1 mile away. Very busy street, lively at night, but apartment well-insulated. Parking could be challenging. Two reasonable restaurants right downstairs (Le Piment and Irish Pub). "
United States
Mara
Appartement St Jean, Saint-barthélemy

BOUGAINVILLIERS Very Private and Charming Villa With Sea View Close to the Beach

Anse de Marigot
10.0 out of 10, Exceptional, (49)
"Nice villa overlooking Marigot Bay. Beach is literally across the street at the base of the steep driveway. Short walk up the hill to Grand Cul de Sac with fine dining or beach cafes. Road work at the base of the hill was not an issue, in fact made it quieter. Turtle colony and cats kept us company. Very nice pool! "
United States
Christopher L.
BOUGAINVILLIERS Very Private and Charming Villa With Sea View Close to the Beach

Lovely 2 bedrooms apartment, sea view and infinity pool

St Jean
9.4 out of 10, Exceptional, (13)
"A wonderful spot that i would highly recommend. And the host was fantastic. "
United States
kathleen t.
Lovely 2 bedrooms apartment, sea view and infinity pool

Indigo cosy seaside apartment 5 mn from saint jean beach swimming pool sea view

St Barthélemy
Indigo cosy seaside apartment 5 mn from saint jean beach swimming pool sea view

Nice 2 bed-rooms Villa at Saint Barth

Gustavia
Nice 2 bed-rooms Villa at Saint Barth

Villa Eclipse

Vitet
Villa Eclipse
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

  • Stunning Beaches: Windward boasts exquisite beaches with soft sand and clear waters, perfect for relaxation and sunbathing.
  • Adventure Activities: Engage in thrilling activities such as surfing lessons at Blue Wings Surf School or boat excursions around the island.
  • Scenic Hiking Trails: Discover breathtaking trails that showcase the natural beauty of St. Barthelemy, ideal for hiking enthusiasts.
  • Charming Accommodations: Enjoy a range of lodging options from cosy bed & breakfasts to luxurious hotels catering to all preferences.
  • Romantic Atmosphere: Windward offers a romantic setting, perfect for leisurely strolls and memorable sunsets.

Find great hotels in Windward

Discover a delightful range of accommodation options in Windward, St. Barthelemy, including charming hotels and cosy bed & breakfasts. Whether you're seeking a beach getaway, an adventurous retreat, or a family-friendly experience, the local lodging caters to every traveller's desires. Notable options include the Absolute Hotel, Aghadoe Heights Hotel, and Ambassadors Residence, ensuring a memorable stay filled with comfort and convenience.

  • Christopher Hotel: Nestled in the heart of Windward, Christopher Hotel offers a unique boutique experience perfect for families and adventure seekers alike. This 5-star hotel is adorned with distinctive decor and artworks that reflect the island's vibrant culture. Guests can participate in a variety of adventure sports such as windsurfing, kayaking, and sailing, all available nearby. Children are well catered for with amenities including bathrobes, pools, and babysitting services, ensuring a family-friendly atmosphere. With stunning views and a commitment to exceptional service, Christopher Hotel promises a memorable stay for those seeking both relaxation and adventure.
  • Rosewood Le Guanahani St Barth: A haven for families and pet owners, Rosewood Le Guanahani St Barth combines luxury with a warm, welcoming atmosphere. Located in Windward, this resort features a full-service spa offering facial treatments and hot stone massages, alongside an outdoor pool for leisurely afternoons. The hotel also provides complimentary cribs and a children’s club, making it ideal for families. Pets are welcomed here, ensuring no family member is left behind. With lush landscapes and refined amenities, this property is perfect for those seeking a rejuvenating getaway with loved ones.
  • Tropical Hotel St Barth: Emphasising beachside relaxation and convenience for business travellers, Tropical Hotel St Barth is perfectly situated in Windward with direct access to the beach. This pet-friendly establishment allows guests to enjoy their stay with furry companions, offering essential amenities for pets. Ideal for both leisure and business visitors, the hotel combines a laid-back atmosphere with professional services, allowing for a seamless blend of work and play. With its inviting environment and essential facilities, Tropical Hotel St Barth ensures a delightful stay for all its guests.

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.