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Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Save up to $378 | Book Flight + Hotel at the same time^
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Save up to $378 | Book Flight + Hotel at the same time^

Leeward Islands vacation package deals

Leeward Islands Vacation Packages - 3 Night Stay

Leeward Islands Vacation Packages - 4 Night Stay

Leeward Islands Vacation Packages - 5 Night Stay

Leeward Islands Vacation Packages - 6-7 Night Stay

Plan the best Leeward Islands vacation

Top Leeward Islands Hotels Deals

$180
The Old Gin House

The Old Gin House

3.0 out of 5.0 Oranjebaai 1, Oranjestad, Sint Eustatius
4.5/5
(2 Reviews)
16.0 km from Leeward Islands
This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the free WiFi in public areas and airport shuttle. Enjoy the outdoor pool and conveniences like a terrace and concierge services.
$395
Belle Mont Farm

Belle Mont Farm

5.0 out of 5.0 The Village Kittitian Hill St. Kitts, Saint Pauls, St. Kitts
4/5
(2 Reviews)
5.5 km from Leeward Islands
A golf course, 3 restaurants, and 2 outdoor tennis courts are all featured at this smoke-free resort. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and free airport shuttle. Enjoy the outdoor pool and perks like free valet parking and a free beach shuttle.
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Statia Lodge

Statia Lodge

3.0 out of 5.0 White Wall, Oranjestad, Sint Eustatius
14.0 km from Leeward Islands
An outdoor pool, free self parking, and barbecue grills are featured at this lodge. Guests will appreciate freebies like cooked-to-order breakfast, WiFi in public areas, and a roundtrip airport shuttle. A terrace, a garden, and express check-in are also on offer.
$150
Orange Bay Hotel

Orange Bay Hotel

3.5 out of 5.0 Oranjebaaiweg 21, Lower Bay, Oranjestad
16.0 km from Leeward Islands
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the laundry service and airport shuttle. A restaurant, a terrace, and laundry facilities are also provided.
$125
Talk of the Town

Talk of the Town

3.0 out of 5.0 Oranjebaaiweg 1 Lowertown, Oranjestad, St. Eustatius
16.0 km from Leeward Islands
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and dry cleaning are also on offer.
$145
K'O- Rooms B&B

K'O- Rooms B&B

3.0 out of 5.0 Carl Nicholson Road #13, Oranjestad, Sint Eustatius
16.0 km from Leeward Islands
This bed & breakfast features free WiFi in public areas, laundry facilities, and free self parking. Free continental breakfast is served. Dry cleaning and luggage storage are also provided.

^Savings based on all package bookings made with Flight + Hotel on Travelocity.com from January 1, 2019 to December 31, 2019, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.