Find & Book the Best Hotels in Windward for 2025

Compare 2,379 hotels in Windward with room rates, reviews, and availability. Most hotels are fully refundable.

Relax by the ocean with lounge chairs and thatched umbrellas.

"A real retreat and wonderful experience. "

₩1,706,372 total

includes taxes & fees

Aug 10 - Aug 11

Relax by the infinity pool overlooking the ocean, surrounded by lounge chairs and umbrellas.

"Beautiful location, excellent restaurant!"

₩1,536,882 total

includes taxes & fees

Aug 8 - Aug 9

Relax by the serene infinity pool surrounded by lush palm trees and breathtaking ocean views.

"It was perfect . It’s a beautiful property and the service was a dream. They thought about and catered to everything proactively. "

₩1,408,766 total

includes taxes & fees

Aug 11 - Aug 12

Relax in a serene bedroom with a view of the pool, surrounded by lush tropical plants and a picturesque view of the surrounding greenery.

"Excellent property, excellent service"

₩949,723 total

includes taxes & fees

Aug 8 - Aug 9

Relax by the oceanfront pool surrounded by palm trees and lounge chairs.

"Beautiful property with excellent staff. Highly recommended "

₩2,085,538 total

includes taxes & fees

Aug 16 - Aug 17

"Wonderful boutique hotel on the beach"

Relax by the ocean with a clear view, surrounded by lush greenery and palm trees.

"Thank you for hosting us in such cozy and beautifull place. "

Relax by the serene pool surrounded by lush greenery and a pergola.

"Fantastic host, beautiful and quiet surroundings, comfortable room and bed."

Relax on the beach with stunning sea views and enjoy dining or socializing in the covered outdoor seating area.

"Loved our time at this property! The staff was really warm and the location is so unique! "

"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...

Relax by the ocean-view pool surrounded by palm trees and lounge chairs, with a bar nearby to enjoy refreshments.

"Beautiful property with amazing staff. "

₩466,100 total

includes taxes & fees

Sep 1 - Sep 2

Relax by the infinity pool overlooking the ocean, surrounded by palm trees and a rocky island.

"The resort was very nice and the staff was awesome. "

₩254,010 total

includes taxes & fees

Sep 1 - Sep 2

Relax by the serene pool surrounded by palm trees and adjacent to comfortable accommodations.

"The hotel was a great place to stay. The staff was great and the place is beautiful."

₩216,074 total

includes taxes & fees

Aug 8 - Aug 9

"Wonderful vacation spot in st maarten"

₩1,046,137 total

includes taxes & fees

Aug 8 - Aug 9

"Location and friendly staff "

₩1,058,812 total

includes taxes & fees

Aug 13 - Aug 14

Enjoy stunning views of the turquoise sea from our beachfront deck, featuring lounge chairs and umbrellas.

"Fantastic place Strongly recommend !"

₩818,654 total

includes taxes & fees

Aug 10 - Aug 11

Relax by the pool with a view of the marina and distant buildings.

"Great property for the off season! It was quite and although the bay smelled bad due to the algae bloom it didn’t affect the beautiful scenery Les balcons offered! Will definitely be staying here next time I come back"