Search Deals onWindward Vacation Packages
Windward Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.


Hotel Manapany
Anse des Cayes
per person
May 28 - Jun 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Gustavia (SBH)
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gustavia Harbor and Anse des Cayes Beach are located nearby.

Le Toiny Hôtel & Beach Club
per person
May 28 - Jun 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Gustavia (SBH)
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gustavia Harbor and Petit Cul de Sac Beach are located nearby.

Christopher Hotel
per person
May 28 - Jun 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Gustavia (SBH)
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Gustavia Harbor and Marigot Beach are located nearby.

Hotel Barrière Le Carl Gustaf St Barth
Lurin
per person
May 28 - Jun 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Gustavia (SBH)
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Gustavia Harbor and Plage du Grand Galet are located nearby.

Le Barthélemy Hotel & Spa
per person
May 28 - Jun 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Gustavia (SBH)
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Gustavia Harbor and Grand Cul de Sac are located nearby.
3-4 Night Vacations in Windward
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Windward
Price found within the past 48 hours. Click for updated prices.



Cheap Hotel Deals in Windward

Christopher Hotel
Pointe Milou, 9, St. Barthelemy
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...

Rosewood Le Guanahani St Barth
Grand Cul De Sac, St. Barthelemy
Book a stay at this beach hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gustavia Harbor and Grand Cul de Sac ...

Tropical Hotel St Barth
Baie de St. Jean, St. Barthelemy
Book a stay at this beach hotel in St. Barthelemy. Enjoy free WiFi, free valet parking, and a 24-hour front desk. Our guests praise the helpful staff and the ...
Save an average of 15% on thousands of hotels when you're signed in

Le Barthélemy Hotel & Spa
Baie de Grand Cul de Sac, St. Barthelemy
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Gustavia Harbor and Grand Cul ...

Le Toiny Hôtel & Beach Club
1 Rue du Toiny, St. Barthelemy
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gustavia Harbor and Petit Cul de Sac ...

Hotel Villa Lodge 4 épices
Lagon de Grand-Cul-de Sac, St. Barthelemy
Book a stay at this boutique hotel in St. Barthelemy. Enjoy free breakfast, free parking, and a free airport shuttle. Popular attractions Gustavia Harbor and ...

Le Sereno
Grand Cul de Sac BP 19, St. Barthelemy
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gustavia Harbor and Grand Cul de Sac ...

La Maison Fleur de Lune
Grande Saline, St. Barthelemy, France
Stay at this hotel in St. Barthelemy. Enjoy free WiFi, free parking, and 2 hot tubs. Popular attractions Gustavia Harbor and Saline Beach are located ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Dec 11 - Mon, Dec 15
ATL
Hartsfield-Jackson Atlanta Intl.
SBH
Gustaf III
$1,019 Roundtrip, found 2 days ago
$1,019
Roundtrip
found 2 days ago

Thu, Dec 11 - Mon, Dec 15
ATL
Hartsfield-Jackson Atlanta Intl.
SBH
Gustaf III
$1,163 Roundtrip, found 2 days ago
$1,163
Roundtrip
found 2 days ago

Thu, Dec 11 - Mon, Dec 15
ATL
Hartsfield-Jackson Atlanta Intl.
SBH
Gustaf III
$1,180 Roundtrip, found 2 days ago
$1,180
Roundtrip
found 2 days ago

Sat, Apr 19 - Fri, Apr 25
MIA
Miami Intl.
SBH
Gustaf III
$1,510 Roundtrip, found 1 day ago
$1,510
Roundtrip
found 1 day ago