Best Hotels in Leeward

A coastal town with colorful buildings, a marina with boats, and a mountainous backdrop.

Free cancellation options if plans change

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Check out the Leeward hotels guests love right now

An aerial view of a beachfront resort with a swimming pool, beach umbrellas, and palm trees.

A pool with clear blue water, palm trees, and a view of the ocean.

A hotel room with a bed, a wooden headboard, a nightstand, a large window with a view of the beach, and a ceiling with wooden beams.

A beachside restaurant with outdoor seating, tables, and umbrellas.

Pearl Beach Hotel

Saint-Jean

10/10 Exceptional

Just returned from a week stay at the Tom Beach Hotel. We are experienced travelers and this was our second visit to St Barth's. We were very pleased with our room and the overall hotel property with regard to its location and the friendly staff who were always helpful, especially the front desk ladies who also act as the concierges for the hotel. The property is very close to the airport- and part of the "scene" is watching the small aircraft land and take off from the runway nearby. While this...