Top Vacation Homes in Windward in 2026

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

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Top Windward Hotel Reviews

Le Barthélemy Hotel & Spa

10/10 Excellent

"One of the best hotels that I stayed with my wife in the Caribbean."

Le Toiny Hôtel & Beach Club

10/10 Excellent

"Le Toiney is everything you can dream of for a vacation. The level of service & the beauty of the property is extraordinary. The staff go above & beyond providing exceptional service. The food is great & the rooms are very nice. Not to mention how special they made my birthday. It makes you want to stay at Le Toiney over & over. Actually I didn’t want to leave."

Rosewood Le Guanahani St Barth

8/10 Good

"Our experience at Rosewood Le Guanahani St. Barth was mixed. The property is beautiful, very well maintained, and in a stunning location. We encountered several friendly and helpful staff members, and the team was especially helpful with arranging taxis and transportation around the island. Unfortunately, one incident significantly affected our overall impression. While at the pool, a staff member told us that the lounge chairs were for “hotel guests,” in a way that made us feel as though we were not guests ourselves. Regardless of the intention, the comment felt discriminatory and was extremely uncomfortable and disappointing. At a luxury property of this caliber, every guest should feel welcomed, respected, and valued. We reported the incident to the manager, who offered a sincere apology and kindly offered to cover our lunch as a gesture of goodwill. We appreciated the manager taking the matter seriously and attempting to make amends. However, the gesture did not erase how the incident made us feel, especially because this should never have happened at such a high-end, well-established hotel. We also found the restaurant options somewhat limited, with less variety and diversity than expected from a luxury resort. Overall, the property is beautiful and has some excellent staff, but this unfortunate incident overshadowed many of the positives. We hope the hotel takes this feedback seriously so that every guest receives the same level of respect and hospitality."

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