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

GYP SEA Saint Barth
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Flamands Beach are located nearby.

Hotel Manapany
Anse des Cayes
Save 100% on your flight
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.

Tropical Hotel St Barth
Save 100% on your flight
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Gustavia (SBH)
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Gustavia Harbor and St. Jean Beach are located nearby.

Le Toiny Hôtel & Beach Club
Save 100% on your flight
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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
Jul 22 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.

Le Barthélemy Hotel & Spa
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.

Hotel Barrière Le Carl Gustaf St Barth
Lurin
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
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
Les Hauts de Saint Jean, St. Barthelemy
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the helpful staff and the property ...
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 ...

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 ...

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 ...

Hotel Les Ondines Sur La Plage
Grand Cul De Sac Plage, St. Barthelemy
Book a stay at this beach hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
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, Aug 28 - Tue, Sep 2
ATL
Hartsfield-Jackson Atlanta Intl.
SBH
Gustaf III
$1,602 Roundtrip, found 5 hours ago
$1,602
Roundtrip
found 5 hours ago

Thu, Aug 28 - Tue, Sep 2
ATL
Hartsfield-Jackson Atlanta Intl.
SBH
Gustaf III
$1,752 Roundtrip, found 5 hours ago
$1,752
Roundtrip
found 5 hours ago

Thu, Aug 28 - Tue, Sep 2
ATL
Hartsfield-Jackson Atlanta Intl.
SBH
Gustaf III
$1,762 Roundtrip, found 5 hours ago
$1,762
Roundtrip
found 5 hours ago

Thu, Aug 28 - Tue, Sep 2
ATL
Hartsfield-Jackson Atlanta Intl.
SBH
Gustaf III
$1,857 Roundtrip, found 5 hours ago
$1,857
Roundtrip
found 5 hours ago