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

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Check prices for these dates

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Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

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Our top choices for Leeward hotels

A resort with a swimming pool, palm trees, and a view of the ocean.

1. Oyster Bay Beach Resort

Oyster Bay Beach Resort
4.0 star property
Oyster Pond
9.0 out of 10, Wonderful, (1,004 reviews)
"Great place to stay"
United States
Marv
The price is ￥26,282
￥31,540 total
includes taxes & fees
Nov 14 - Nov 15
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, (426 reviews)
"The hotel is beautiful. Very clean and the staff were very nice and helpful. The food was good and the pools and beach area were nice as well."
United States
Tatyana
The price is ￥63,780
￥81,336 total
includes taxes & fees
Nov 16 - Nov 17
JW Marriott St. Maarten Beach Resort & Spa
A poolside area with lounge chairs and palm trees, overlooking a body of water.

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 hotel room with a large bed, a balcony with a view of the sea, and a small table with a bowl of fruit and flowers.

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 ￥28,472
￥34,167 total
includes taxes & fees
Nov 14 - Nov 15
Princess Heights Luxury Boutique Condo Hotel
A pool area with lounge chairs and umbrellas, overlooking the ocean.

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 ￥114,977
￥137,973 total
includes taxes & fees
Nov 22 - Nov 23
Dawn Beach Club Resort Sint Maarten
A bathroom with a wooden vanity, a white sink, a glass shower enclosure, and a towel hanging on the door.

6. Les Balcons d'Oyster Pond

Les Balcons d'Oyster Pond
Oyster Pond
9.6 out of 10, Exceptional, (157 reviews)
"Amazing stay! Would recommend - beautiful views, great customer service, and useful amenities!"
United States
Julissa
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, (266 reviews)
"Great hotel"
United States
andres felipe
The price is ￥183,509
￥221,137 total
includes taxes & fees
Nov 29 - Nov 30
Christopher Hotel
A beach with thatched umbrellas, lounge chairs, and a view of the ocean.

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 ￥248,001
￥292,298 total
includes taxes & fees
Dec 13 - Dec 14
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 ￥175,354
￥184,681 total
includes taxes & fees
Nov 30 - Dec 1
GYP SEA Saint Barth
A wooden pathway flanked by lush tropical plants and ambient lighting, leading to a building entrance.

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 ￥138,968
￥145,916 total
includes taxes & fees
Nov 16 - Nov 17
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 pool area with lounge chairs and a table, surrounded by wooden decking and greenery.

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 long pool with a wooden deck, leading to a beach with boats and palm trees.

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
The price is ￥377,758
￥441,001 total
includes taxes & fees
Nov 17 - Nov 18
Le Barthélemy Hotel & Spa
A beach with rows of sun loungers under umbrellas, a rocky cliff in the background, and a clear blue sea.

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 ￥335,644
￥352,426 total
includes taxes & fees
Nov 29 - Nov 30
Fouquet's Saint-Barth
A modern building with a staircase, surrounded by lush greenery and a clear blue sky.

15. Reve de Saint Barth

Reve de Saint Barth
Merlette
9.8 out of 10, Exceptional, (71 reviews)
"Excellent stay. "
United States
Ali
Reve de Saint Barth
A poolside view with a clear blue ocean, palm trees, and a mountainous backdrop.

16. 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 ￥166,213
￥181,324 total
includes taxes & fees
Nov 16 - Nov 17
Hotel Manapany
An aerial view of a beachfront resort with a swimming pool, beach umbrellas, and palm trees.

17. Pearl Beach Hotel

Pearl Beach Hotel
Saint-Jean
9.4 out of 10, Exceptional, (213 reviews)
"Amazing location, staff … beautiful hotel"
United States
Juan
Pearl Beach Hotel
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, (138 reviews)
"Fantastic stay"
United States
Terrance
Colombus Résidence
A person reclining on a pink flamingo float in a clear pool.

19. Residence Adam & Eve

Residence Adam & Eve
Orient Bay
9.4 out of 10, Exceptional, (60 reviews)
"Nice room,friendly staff"
Canada
keith
The price is ￥43,770
￥45,521 total
includes taxes & fees
Nov 15 - Nov 16
Residence Adam & Eve
A beachside resort with thatched umbrellas, lounge chairs, and a view of the ocean and distant hills.

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 ￥121,387
￥127,456 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 with a swimming pool, palm trees, and a view of the ocean.

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 hotel room with a large bed, a balcony with a view of the sea, and a small table with a bowl of fruit and flowers.

Princess Heights Luxury Boutique Condo Hotel

3.5 star property
Oyster Pond
View
A pool area with lounge chairs and umbrellas, overlooking the ocean.

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
1,004 reviews
8.8
Excellent
426 reviews
9.2
Wonderful
1,000 reviews
8.8
Excellent
33 reviews
9.6
Exceptional
266 reviews
The price is ￥26,282
￥31,540 total
includes taxes & fees
Nov 14 - Nov 15
The price is ￥63,780
￥81,336 total
includes taxes & fees
Nov 16 - Nov 17
The price is ￥28,472
￥34,167 total
includes taxes & fees
Nov 14 - Nov 15
The price is ￥114,977
￥137,973 total
includes taxes & fees
Nov 22 - Nov 23
The price is ￥183,509
￥221,137 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

Luxury villa with a stunning ocean view

Luxury villa with a stunning ocean view

10/10 Excellent
"The view was spectacular! The pool was delightful!! And all 3 couples had privacy. Clement and Diana were very helpful!"
Cindy M. 7-night trip
Posted 6 days ago
Luxury villa with a stunning ocean view