Find & Book the Best Hotels in Windward for 2025

Compare 2,291 hotels in Windward with room rates, reviews, and availability. Most hotels are fully refundable.

Our top choices for Windward hotels

"Will be back! Staff is extre Accommodating, and General Manager is A1"

"Beautiful location, excellent restaurant!"

2 outdoor pools, pool umbrellas, sun loungers

"Amazing hotel "

₩1,468,292 total

includes taxes & fees

Oct 15 - Oct 16

Suite (Pool) | Premium bedding, in-room safe, desk, soundproofing

"Excellent property, excellent service"

Outdoor pool, open 8:00 AM to 9:00 PM, pool umbrellas, sun loungers

"Wonderful Hotel ! Staff was very attentive, friendly, professional. Food was excellent. Can’t wait to return in the future. "

"Went well, the owner is extremely nice and cater to our needs."

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

"Wonderful boutique hotel on the beach"

Private beach, beach umbrellas, beach towels, snorkeling

"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...

Outdoor pool, cabanas (surcharge), pool umbrellas

"Beautiful place "

₩469,814 total

includes taxes & fees

Sep 22 - Sep 23

Outdoor pool, pool umbrellas, sun loungers

"Nice hotel "

₩256,033 total

includes taxes & fees

Sep 22 - Sep 23

"Its a beautiful property and the customer service experience is wonderful"

₩186,682 total

includes taxes & fees

Sep 22 - Sep 23

"Wonderful vacation spot in st maarten"

₩1,054,472 total

includes taxes & fees

Sep 22 - Sep 23

On the beach, white sand, sun loungers, beach umbrellas

"Fantastic place Strongly recommend !"

₩837,292 total

includes taxes & fees

Sep 22 - Sep 23

"Location and friendly staff "

Exclusive Cottage, Private Pool, Ocean View (1 or 2 Bedroom for 2 to 4 Guests) | Terrace/patio

"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"

"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 "

₩669,834 total

includes taxes & fees

Sep 22 - Sep 23