Windward Vacations
Book a Hotel + Flight together to unlock savings
Photo by Charles Guerrero
- Plan, book, travel with confidence
- Better togetherSave up to SARĀ 5,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Windward Hotel Deals
Christopher Hotel
Pointe Milou, 9 St. Barthelemy
The price is SARĀ 2,612 per night from Jul 20 to Jul 21
SARĀ 2,612
SARĀ 3,429 total
20 Jul - 21 Jul
includes taxes & fees
9.6/10 Exceptional! (250 reviews)
"El servicio excelente, muy atentos en todo y amables. El desayuno muy rico y la mejor vista la tiene el hotel."
Reviewed on 5 July 2026
Rosewood Le Guanahani St Barth
Grand Cul De Sac St. Barthelemy
The price is SARĀ 8,206 per night from Jul 31 to Aug 1
SARĀ 8,206
SARĀ 8,616 total
31 Jul - 1 Aug
includes taxes & fees
9.8/10 Exceptional! (71 reviews)
"Weāve stayed at many luxury resorts around the world, and Rosewood Le Guanahani easily ranks among our favorites. It exceeded every expectation and created memories weāll cherish for years to come. We cannot wait to return to this extraordinary slice of paradise. Highly recommended."
Reviewed on 6 July 2026
Le BarthƩlemy Hotel & Spa
Baie de Grand Cul de Sac St. Barthelemy
The price is SARĀ 6,324 per night from Aug 9 to Aug 10
SARĀ 6,324
SARĀ 7,719 total
9 Aug - 10 Aug
includes taxes & fees
9.8/10 Exceptional! (90 reviews)
"My wife and I travel extensively, and we both agreed: Le BarthĆ©lemy 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 everythingāwhether itās arranging a midnight taxi across the island or preparing ..."
Reviewed on 20 June 2026
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.
