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Compare 2,356 hotels in Windward with room rates, reviews, and availability. Most hotels are fully refundable.

Outdoor pool, pool umbrellas, sun loungers
Oyster Bay Beach Resort
4.0 star property
8.4 out of 10, Very Good, (725)
"Very clean, service from the staff and the food was excellent 👌. Small maintenance issues in the room but nothing that would take away from great experience."
The price is ₩206,197
₩250,069 total
includes taxes & fees
May 24 - May 25
Oyster Bay Beach Resort
Outdoor pool, pool umbrellas, sun loungers
Princess Heights Luxury Boutique Condo Hotel
3.5 star property
9.2 out of 10, Wonderful, (778)
"Property very quiet and private atmosphere staff was great easy to get in and out had a great time breakfast was fabulous "
The price is ₩197,524
₩237,029 total
includes taxes & fees
May 17 - May 18
Princess Heights Luxury Boutique Condo Hotel
Outdoor pool, open 8:00 AM to 9:00 PM, pool umbrellas, sun loungers
Le Barthélemy Hotel & Spa
5.0 star property
9.8 out of 10, Exceptional, (60)
"Overall met all of our needs w a special shout out to the service. A superb staff The food could be a click better( still very good) w one exception- room service which was terrible across board. Then again the lesson is to not stay in room!"
The price is ₩1,481,228
₩1,925,596 total
includes taxes & fees
Jun 9 - Jun 10
Le Barthélemy Hotel & Spa
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Sundeck
Dawn Beach Club Resort Sint Maarten
4.0 star property
8.6 out of 10, Excellent, (14)
"Nice property, but far away from the airport and party area"
The price is ₩827,276
₩1,017,455 total
includes taxes & fees
Jun 13 - Jun 14
Dawn Beach Club Resort Sint Maarten
2 outdoor pools
Rosewood Le Guanahani St Barth
9.8 out of 10, Exceptional, (29)
"Rosewood Le Guanahani St Barth by far the nicest property in Anse du Grand Cul-de-Sac and possibly even the island (I can say the because we explored Le Barthelmy, Eden Roc and others). We enjoyed the properties many amenities, including great beachfront pool and water activities. Easy to paddle board, kayak and snorkel right off the beach. Even swam with sea turtles. The service and attention to detail were amazing, and the grounds of the property are impeccable. A truly special place and...
The price is ₩1,700,021
₩1,785,022 total
includes taxes & fees
Jun 3 - Jun 4
Rosewood Le Guanahani St Barth
Terrace/patio
Christopher Hotel
5.0 star property
9.6 out of 10, Exceptional, (194)
"Staff was fantastic. Room was well done. "
The price is ₩1,258,726
₩1,321,662 total
includes taxes & fees
May 30 - May 31
Christopher Hotel
Outdoor pool, sun loungers
Hotel Villa Lodge 4 épices
9.6 out of 10, Exceptional, (93)
"We had the pleasure of spending 3 nights and mornings at the Lodge. We arose to a breathtaking sunrise view every morning from our bedroom. Each morning Edwige prepared a delicious breakfast by the pool with stunning views in the background. Our Villa was spacious, clean, full of light and equipped with everything necessary to make our stay a wonderful experience. The close proximity of one block to the spectacular beaches and several five star restaurants as well as the delicious sushi...
Hotel Villa Lodge 4 épices
2 outdoor pools, pool umbrellas, sun loungers
Hotel Manapany
5.0 star property
9.4 out of 10, Exceptional, (58)
"We had an incredible 4 night stay here. The staff was amazing especially Victor (the concierge) who went above and beyond and really made the trip special for us. I would highly recommend staying here. "
The price is ₩1,354,434
₩1,479,042 total
includes taxes & fees
May 18 - May 19
Hotel Manapany
Private beach nearby, sun loungers, beach umbrellas, beach towels
Hotel Barrière Le Carl Gustaf St Barth
5.0 star property
9.4 out of 10, Exceptional, (9)
"The rooms were beautiful. The location was great - the housekeeping however is an issue. The front desk is very nice and goes out of their way to help. "
The price is ₩1,318,671
₩1,384,605 total
includes taxes & fees
Jun 2 - Jun 3
Hotel Barrière Le Carl Gustaf St Barth
Private beach, beach umbrellas, beach towels, snorkeling
Le Sereno
5.0 star property
9.6 out of 10, Exceptional, (50)
"Staff was helpful and great. A little removed from the action but a great place to stay "
The price is ₩1,273,535
₩1,337,212 total
includes taxes & fees
Jun 3 - Jun 4
Le Sereno
2 outdoor pools, pool umbrellas, sun loungers
Hotel le Toiny
5.0 star property
10.0 out of 10, Exceptional, (26)
"Complete tranquility in luxe environment. Every employee there is extremely professional "
The price is ₩1,925,111
₩2,021,366 total
includes taxes & fees
Jun 3 - Jun 4
Hotel le Toiny
Apartment | View from room
Reve de Saint Barth
10.0 out of 10, Exceptional, (21)
"Sandra was superb! Great place - great location!"
The price is ₩937,485
₩984,359 total
includes taxes & fees
May 28 - May 29
Reve de Saint Barth
Suite (Pool) | Premium bedding, in-room safe, desk, soundproofing
Tropical Hotel St Barth
9.6 out of 10, Exceptional, (50)
"The Tropical is one of the best hotels on the island. The property is pristine, the rooms are amazing and the staff is incredible!!"
The price is ₩1,074,148
₩1,127,855 total
includes taxes & fees
May 22 - May 23
Tropical Hotel St Barth
Premium bedding, minibar, in-room safe, individually decorated
GYP SEA Saint Barth
5.0 star property
9.6 out of 10, Exceptional, (48)
"Arrived here for an overnight for a 50th bday for my gf…the place was so amazing we stayed a 2nd night and can’t wait for return! The staff, the setting, the accommodations were just off the charts..from the hotel to the Beach club, this pace is a 10 "
The price is ₩853,254
₩895,917 total
includes taxes & fees
Jun 3 - Jun 4
GYP SEA Saint Barth
On the beach, white sand, sun loungers, beach umbrellas
Pearl Beach Hotel
9.4 out of 10, Exceptional, (143)
"Had to book a room last minute and was blown away by the hospitality of this hotel. Gorgeous and amazing location I wish we had stayed here the night before. Cannot wait to be back!"
The price is ₩653,222
₩685,883 total
includes taxes & fees
May 20 - May 21
Pearl Beach Hotel
Terrace/patio
Coral Beach Club Villas & Marina
4.0 star property
9.2 out of 10, Wonderful, (104)
"We stayed in the "penthouse" villa, which was fantastic. Clean, modern, well-appointed, large. Great housekeeping, friendly staff, convenient amenities. The area itself is a bit away from things so you have to want that, which we did."
Coral Beach Club Villas & Marina
On the beach, white sand, sun loungers, beach towels
Hotel Les Ondines Sur La Plage
10.0 out of 10, Exceptional, (62)
"Exceptional "
Hotel Les Ondines Sur La Plage
Exterior
Residence Adam & Eve
9.8 out of 10, Exceptional, (39)
"Sandra and Caroline are the best friendly and full of good tips for the island ,we enjoyed our stay. We would recommend staying here It is kept neat and clean."
The price is ₩365,771
₩380,402 total
includes taxes & fees
Jun 6 - Jun 7
Residence Adam & Eve
Exclusive Cottage, Private Pool, Ocean View (1 or 2 Bedroom for 2 to 4 Guests) | Terrace/patio
Les Balcons d'Oyster Pond
9.4 out of 10, Exceptional, (27)
"Claude is awesome, will give you right advice, and help you book any activities you want."
Les Balcons d'Oyster Pond
Outdoor pool, cabanas (surcharge), pool umbrellas
JW Marriott St. Maarten Beach Resort & Spa
5.0 star property
9.2 out of 10, Wonderful, (26)
"Booked this hotel thru Hotels.com. While I have no complaints about the hotel, the room I reserved was not the one I ordered. I reserved a beach view w/king size bed. When I got there- they said I didn’t have enough Marriott ‘status’ to get that room… After a big to-do, and an upgrade courtesy of our friends, we were able to get the room we reserved. The Hotel was not anywhere near capacity and they claimed they had no availability to accommodate us. "
The price is ₩338,730
₩496,518 total
includes taxes & fees
May 17 - May 18
JW Marriott St. Maarten Beach Resort & Spa
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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.

Windward hotels information

Number of reviews
2,549
Accommodation
2,356 hotels
Lowest Price
₩197,524
Highest Price
₩1,925,111