Windward All Inclusive Resorts

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windward All Inclusive Resorts

Next weekend
26 Jun - 28 Jun
In two weeks
3 Jul - 5 Jul

Our top choices for Windward all-inclusive hotels

Outdoor pool, pool loungers

Tropical Hotel St Barth

Tropical Hotel St Barth
5.0 star property
Saint-Jean
9.8 out of 10, Exceptional, (121 reviews)
The price is RM2,853
RM2,995 total
includes taxes & fees
23 Jun - 24 Jun
Tropical Hotel St Barth
Outdoor pool, pool umbrellas, pool loungers

Christopher Hotel

Christopher Hotel
5.0 star property
Pointe Milou
9.6 out of 10, Exceptional, (246 reviews)
The price is RM2,923
RM3,828 total
includes taxes & fees
1 Jul - 2 Jul
Christopher Hotel
Water view

Rosewood Le Guanahani St Barth

Rosewood Le Guanahani St Barth
Grand Cul-de-Sac
9.8 out of 10, Exceptional, (68 reviews)
The price is RM9,092
RM9,546 total
includes taxes & fees
22 Jun - 23 Jun
Rosewood Le Guanahani St Barth
2 restaurants; breakfast, lunch and dinner served

Le Toiny Hôtel & Beach Club

Le Toiny Hôtel & Beach Club
5.0 star property
Toiny
9.8 out of 10, Exceptional, (51 reviews)
The price is RM4,559
RM4,787 total
includes taxes & fees
1 Jul - 2 Jul
Le Toiny Hôtel & Beach Club
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windward Hotel Reviews

Le Barthélemy Hotel & Spa

Le Barthélemy Hotel & Spa

10/10 Excellent
"My wife and I travel extensively, and we both agreed: Le Barthélemy has the absolute best service of any hotel we have ever visited. It is a true 6-star experience. The staff genuinely cares and goes out of their way for everything—whether it’s arranging a midnight taxi across the island or preparing a custom breakfast box for an early departure. Rooms & Amenities The rooms are spectacular—spacious, modern, and loaded with premium amenities (ours featured a private pool). The property boasts an exceptional spa and a smallish but well-equipped gym that was thankfully empty most of the time. Breakfast was one of the finest we’ve ever had at a luxury resort. Dinner and the restaurant cocktails were superb, though the pool bar drinks weren't quite at that same elite level. Important Caveats While this is a flawless stay for us, note a few things depending on what you seek in St. Barth: The Beach: Incredible for spotting sea turtles and rays, but there is noticeable seaweed, so the water isn't as crystal-clear as other spots. The Vibe: This is a classy, relaxed sanctuary meant for disconnecting. It is not a party hotel. Location: Away from the main action in Gustavia, you will need a car or a taxi for nightlife. The hotel makes renting a vehicle effortless, which suited us perfectly as we ventured out daily. Verdict An absolute masterpiece of hospitality. If you want unmatched service, spacious luxury, and a serene atmosphere to unwind, look no further."
xavier 6-night trip
Posted 3 hours ago
Le Barthélemy Hotel & Spa