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

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Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

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Our top choices for Leeward hotels

A resort pool area with a curved design, lounge chairs, umbrellas, and a building with a light-colored facade.

1. Oyster Bay Beach Resort

Oyster Bay Beach Resort
4.0 star property
Oyster Pond
9.0 out of 10, Wonderful, (1,002 reviews)
"Great place to stay"
United States
Marv
The price is ￥25,973
￥31,169 total
includes taxes & fees
Nov 5 - Nov 6
Oyster Bay Beach Resort
A pool area with lounge chairs and umbrellas, surrounded by palm trees, and a view of the sea.

2. JW Marriott St. Maarten Beach Resort & Spa

JW Marriott St. Maarten Beach Resort & Spa
5.0 star property
Oyster Pond
8.8 out of 10, Excellent, (420 reviews)
"Great hotel! Staff is amazing in hospitality and customer service!"
United States
Fatima
The price is ￥63,030
￥80,379 total
includes taxes & fees
Nov 16 - Nov 17
JW Marriott St. Maarten Beach Resort & Spa
A beach resort with lounge chairs, a gazebo, and a mountain in the background.

3. Le Sereno

Le Sereno
5.0 star property
Grand Cul-de-Sac
9.6 out of 10, Exceptional, (62 reviews)
"Loved our time at this property! The staff was really warm and the location is so unique! "
United States
babi
Le Sereno
A clear blue pool with a white deck and palm trees, surrounded by a white fence and buildings in the background.

4. Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel
3.5 star property
Oyster Pond
9.2 out of 10, Wonderful, (1,000 reviews)
"The service was amazing and they didn’t miss a beat. The views are also incredible from the rooms."
United States
Jason
The price is ￥28,136
￥33,763 total
includes taxes & fees
Nov 5 - Nov 6
Princess Heights Luxury Boutique Condo Hotel
A large swimming pool surrounded by palm trees and lounge chairs, with a hotel building in the background.

5. Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (33 reviews)
"Large rooms with great ocean views! Helpful staff and good beach access!"
United States
Gavin
The price is ￥113,539
￥136,247 total
includes taxes & fees
Nov 5 - Nov 6
Dawn Beach Club Resort Sint Maarten
A private pool with a view of a marina and buildings.

6. Les Balcons d'Oyster Pond

Les Balcons d'Oyster Pond
Oyster Pond
9.6 out of 10, Exceptional, (155 reviews)
"Beautiful setting, clean room, beautiful view, nice kitchen, nice balcony, easy to drive to Grand Case, Anse Marcel."
Canada
Adrian
Les Balcons d'Oyster Pond
A poolside area with lounge chairs and umbrellas, a person in a white robe, and a view of the sea and hills in the background.

7. Christopher Hotel

Christopher Hotel
5.0 star property
Pointe Milou
9.6 out of 10, Exceptional, (265 reviews)
"Great hotel"
United States
andres felipe
The price is ￥186,394
￥224,227 total
includes taxes & fees
Nov 29 - Nov 30
Christopher Hotel
An infinity pool with a view of the ocean, outdoor dining area with tables and chairs, and palm trees.

8. Le Toiny Hôtel & Beach Club

Le Toiny Hôtel & Beach Club
5.0 star property
Toiny
9.8 out of 10, Exceptional, (59 reviews)
"Nice place to stay and the staff are very friendly"
United States
Keshia
The price is ￥292,558
￥339,158 total
includes taxes & fees
Nov 8 - Nov 9
Le Toiny Hôtel & Beach Club
A resort with a pool, beach, and boats in the water.

9. GYP SEA Saint Barth

GYP SEA Saint Barth
5.0 star property
Colombier
9.8 out of 10, Exceptional, (105 reviews)
"Wonderful hotel. I would definitely stay there again. If you prefer quiet and relaxing, this is the place. "
United States
Richard
The price is ￥172,407
￥181,027 total
includes taxes & fees
Nov 22 - Nov 23
GYP SEA Saint Barth
A poolside area with lounge chairs and a view of the ocean and a hillside with buildings.

10. Tropical Hotel St Barth

Tropical Hotel St Barth
5.0 star property
Saint-Jean
9.8 out of 10, Exceptional, (135 reviews)
"Perfect place and good location"
United States
Steven
The price is ￥125,693
￥131,978 total
includes taxes & fees
Nov 9 - Nov 10
Tropical Hotel St Barth
A person relaxing by a pool with a view of the ocean and mountains.

11. Amnios St Barth

Amnios St Barth
Grand Cul-de-Sac
9.6 out of 10, Exceptional, (129 reviews)
"We had a great experience in Saint "
United States
LILIBETH
Amnios St Barth
A wooden pathway leading to a house with a stone wall and a large pot in the center.

12. La Maison Fleur de Lune

La Maison Fleur de Lune
Grande Saline
9.8 out of 10, Exceptional, (37 reviews)
"The property and staff were amazing!! We can’t wait to return next year!"
United States
Jillian
La Maison Fleur de Lune
A clear blue pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

13. Le Barthélemy Hotel & Spa

Le Barthélemy Hotel & Spa
5.0 star property
Grand Cul-de-Sac
9.8 out of 10, Exceptional, (92 reviews)
"One of the best hotels that I stayed with my wife in the Caribbean."
United States
Luis
Le Barthélemy Hotel & Spa
A beachside lounge with white sofas, round tables, and umbrellas providing shade.

14. Fouquet's Saint-Barth

Fouquet's Saint-Barth
5.0 star property
Lurin
9.6 out of 10, Exceptional, (38 reviews)
"Amazing hotel with wonderful staff."
United States
Vicente Jose
The price is ￥335,786
￥352,575 total
includes taxes & fees
Dec 1 - Dec 2
Fouquet's Saint-Barth
An aerial view of a beachfront resort with a swimming pool, beach umbrellas, and palm trees.

15. Pearl Beach Hotel

Pearl Beach Hotel
Saint-Jean
9.4 out of 10, Exceptional, (212 reviews)
"Amazing location, staff … beautiful hotel"
United States
Juan
Pearl Beach Hotel
A balcony with a sofa, a small table, a towel, and a plant.

16. Reve de Saint Barth

Reve de Saint Barth
Merlette
9.8 out of 10, Exceptional, (71 reviews)
"This place is a hidden gem, our host Ninon was always available to help and answer any questions. I would recommend this place to anyone visiting St Barths."
United States
Albert
Reve de Saint Barth
A poolside view with a clear blue ocean, palm trees, and a mountainous backdrop.

17. Hotel Manapany

Hotel Manapany
5.0 star property
Anse des Cayes
9.4 out of 10, Exceptional, (71 reviews)
"Lovely, “barefoot chic” hotel that is top class in all respects"
United Kingdom
Quintin
The price is ￥166,283
￥181,400 total
includes taxes & fees
Nov 30 - Dec 1
Hotel Manapany
A balcony with a table and chairs, overlooking a swimming pool and greenery.

18. Colombus Résidence

Colombus Résidence
Oyster Pond
9.6 out of 10, Exceptional, (137 reviews)
"Fantastic stay"
United States
Terrance
Colombus Résidence
A stone staircase surrounded by lush greenery and potted plants.

19. Residence Adam & Eve

Residence Adam & Eve
Orient Bay
9.6 out of 10, Exceptional, (59 reviews)
"I had such a beautiful and relaxing stay! The bedroom was absolutely amazing, and the entire property was thoughtfully laid out and so inviting. The pool and hot tub were wonderfully warm, making it so easy to unwind and enjoy the space. The view was incredible and truly added to the experience. The location was also perfect—close to everything I needed while still feeling peaceful and comfortable. The hosts were wonderful as well. They were extremely responsive, helpful, and went above and...
Canada
Niagara Apex
The price is ￥43,652
￥45,398 total
includes taxes & fees
Nov 6 - Nov 7
Residence Adam & Eve
A beach view with umbrellas, lounge chairs, and boats.

20. Hotel Les Ondines Sur La Plage

Hotel Les Ondines Sur La Plage
Grand Cul-de-Sac
10.0 out of 10, Exceptional, (91 reviews)
"This was a wonderful stay, the attentive staff, cleanliness, breakfast and overall experience was just perfect! I would highly recommend this hotel & would gladly return!"
United States
claudia
The price is ￥121,669
￥127,752 total
includes taxes & fees
Nov 23 - Nov 24
Hotel Les Ondines Sur La Plage
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.
View all properties

Compare top hotels in Leeward

A resort pool area with a curved design, lounge chairs, umbrellas, and a building with a light-colored facade.

Oyster Bay Beach Resort

4.0 star property
Oyster Pond
View
A pool area with lounge chairs and umbrellas, surrounded by palm trees, and a view of the sea.

JW Marriott St. Maarten Beach Resort & Spa

5.0 star property
Oyster Pond
View
A clear blue pool with a white deck and palm trees, surrounded by a white fence and buildings in the background.

Princess Heights Luxury Boutique Condo Hotel

3.5 star property
Oyster Pond
View
A large swimming pool surrounded by palm trees and lounge chairs, with a hotel building in the background.

Dawn Beach Club Resort Sint Maarten

4.0 star property
Oyster Pond
View
A poolside area with lounge chairs and umbrellas, a person in a white robe, and a view of the sea and hills in the background.

Christopher Hotel

5.0 star property
Pointe Milou
View
9.0
Wonderful
1,002 reviews
8.8
Excellent
420 reviews
9.2
Wonderful
1,000 reviews
8.8
Excellent
33 reviews
9.6
Exceptional
265 reviews
The price is ￥25,973
￥31,169 total
includes taxes & fees
Nov 5 - Nov 6
The price is ￥63,030
￥80,379 total
includes taxes & fees
Nov 16 - Nov 17
The price is ￥28,136
￥33,763 total
includes taxes & fees
Nov 5 - Nov 6
The price is ￥113,539
￥136,247 total
includes taxes & fees
Nov 5 - Nov 6
The price is ￥186,394
￥224,227 total
includes taxes & fees
Nov 29 - Nov 30
  • No Breakfast included
  • Yes, Pool
  • Yes, Spa
  • No Pet friendly
  • Yes, WiFi included
  • No Parking
  • No Breakfast included
  • Yes, Pool
  • Yes, Spa
  • No Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • Yes, Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet friendly
  • No WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • Yes, Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking
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Top Leeward Hotel Reviews

🏝REAL VILLA ON THE BEACH !SURFSPOT🏝CLOSE TO FLAMANS-STJEAN BEACH .REST.BARS

🏝REAL VILLA ON THE BEACH !SURFSPOT🏝CLOSE TO FLAMANS-STJEAN BEACH .REST.BARS

10/10 Excellent
"We had the best time at this beautiful place. The location is perfect. The place is so peaceful with the most amazing view. Our host was helpful and kind. We truly felt taken care of. We will come again and cannot wait. Thank you!!!"
Amie R. 4-night trip
Posted 3 weeks ago
🏝REAL VILLA ON THE BEACH !SURFSPOT🏝CLOSE TO FLAMANS-STJEAN BEACH .REST.BARS