Search Deals on
Windward Islands Vacation Packages

Windward Islands Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Virgin Hotels Las Vegas, Curio Collection by Hilton

Virgin Hotels Las Vegas, Curio Collection by Hilton

4.5 out of 5
Save 100% on your flight
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Las Vegas (LAS)
Stay at this 4.5-star luxury resort in Las Vegas. Enjoy free parking, an outdoor pool, and 7 restaurants. Our guests praise the pool and the restaurant in our reviews. Popular attractions MGM Grand Casino and The Cosmopolitan Casino are located nearby.
Hollywood Inn Suites Hotel

Hollywood Inn Suites Hotel

2.5 out of 5
per person
Aug 5 - Aug 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Los Angeles (LAX)
Stay at this hotel in Gardena. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions SoFi Stadium and Kia Forum are located nearby.
Westgate Las Vegas Resort & Casino

Westgate Las Vegas Resort & Casino

4 out of 5
Save 100% on your flight
per person
Aug 21 - Aug 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Las Vegas (LAS)
Stay at this 4-star spa hotel in Las Vegas. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Sahara Las Vegas Casino and Casino at Circus Circus are located nearby.
One Bedroom Balcony 1.5 BTH Palms Place StripSuite

One Bedroom Balcony 1.5 BTH Palms Place StripSuite

4.5 out of 5
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Las Vegas (LAS)
Stay at this 4.5-star luxury aparthotel in Las Vegas. Enjoy free WiFi, free parking, and 2 indoor pools. Popular attractions Bellagio Casino and Casino at Aria are located nearby.
StripSuite Palms Place Hotel/Resort & Casino

StripSuite Palms Place Hotel/Resort & Casino

4.5 out of 5
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Las Vegas (LAS)
Stay at this 4.5-star luxury aparthotel in Las Vegas. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Bellagio Casino and Casino at Aria are located nearby.
Las Vegas Hilton at Resorts World

Las Vegas Hilton at Resorts World

4.5 out of 5
Save 100% on your flight
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Las Vegas (LAS)
Stay at this 4.5-star luxury resort in Las Vegas. Enjoy free WiFi, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Casino at Circus Circus and Treasure Island Casino are located nearby.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
Save 100% on your flight
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 3.5-star beach hotel in Miami Beach. Enjoy a beach locale, valet parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
The Venetian Resort Las Vegas

The Venetian Resort Las Vegas

5 out of 5
Save 100% on your flight
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Las Vegas (LAS)
Stay at this 5-star luxury resort in Las Vegas. Enjoy 4 outdoor pools, a full-service spa, and 20 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions The Venetian Casino and Treasure Island Casino are located nearby.
The LEEF Hotel

The LEEF Hotel

2 out of 5
Save 100% on your flight
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Los Angeles (LAX)
Stay at this hotel in Glendale. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Popular attractions Dodger Stadium and Rose Bowl Stadium are located nearby.
Creekside Inn Islamorada

Creekside Inn Islamorada

2.5 out of 5
Save 100% on your flight
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Keys Dive Center and Old Road Gallery are located nearby.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
per person
Aug 15 - Aug 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 5-star luxury condo in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
President Hotel

President Hotel

3.5 out of 5
Save 100% on your flight
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy free breakfast, valet parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

3-4 Night Vacations in Windward Islands

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Vista Balcony Bliss Palms Place by Strip Suite

Vista Balcony Bliss Palms Place by Strip Suite

4.5 out of 5
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Las Vegas (LAS)
One Bedroom Balcony 1.5 BTH Palms Place StripSuite

One Bedroom Balcony 1.5 BTH Palms Place StripSuite

4.5 out of 5
per person
Aug 18 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Las Vegas (LAS)
StripSuite Palms Place Hotel/Resort & Casino

StripSuite Palms Place Hotel/Resort & Casino

4.5 out of 5
per person
Aug 18 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Las Vegas (LAS)

5-7 Night Vacations in Windward Islands

Price found within the past 48 hours. Click for updated prices.
Westgate Las Vegas Resort & Casino

Westgate Las Vegas Resort & Casino

4 out of 5
Save 100% on your flight
per person
Aug 21 - Aug 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Las Vegas (LAS)
Hollywood Inn Suites Hotel

Hollywood Inn Suites Hotel

2.5 out of 5
West Athens
per person
Aug 5 - Aug 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Los Angeles (LAX)
Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
per person
Aug 16 - Aug 23
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Las Vegas Hilton at Resorts World

Las Vegas Hilton at Resorts World

4.5 out of 5
Las Vegas Strip
Save 100% on your flight
per person
Aug 21 - Aug 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Las Vegas (LAS)

Windward Islands Last Minute Hotel Deals

Coconut Bay Beach Resort & Spa All Inclusive
Coconut Bay Beach Resort & Spa All Inclusive
4 out of 5
Eau Piquant, Vieux Fort
Stay at this 4-star beach property in Vieux Fort. Enjoy free WiFi, free parking, and 5 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Coconut Bay Beach Resort & Spa All Inclusive
Sugar Beach, A Viceroy Resort
Sugar Beach, A Viceroy Resort
5 out of 5
Val des Pitons, Soufrière
Stay at this 5-star luxury resort in Soufrière. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition ...
Sugar Beach, A Viceroy Resort
Sandals St. Vincent and the Grenadines Couples Only
Sandals St. Vincent and the Grenadines Couples Only
4 out of 5
Buccament Bay Valley, Kingstown, Saint Andrew
Stay at this 4-star all-inclusive resort in Kingstown. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions Fort Charlotte and Barrouallie ...
Sandals St. Vincent and the Grenadines Couples Only
Beachcombers Hotel
Beachcombers Hotel
3.5 out of 5
Villa beach, Villa
Stay at this 3.5-star family-friendly resort in Villa. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in ...
Beachcombers Hotel
Ladera Resort - Adults Only
Ladera Resort - Adults Only
5 out of 5
Rabot Estate, Soufrière
Book a stay at this beach resort in Soufrière. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Ladera Resort - Adults Only
Sunset Shores Beach Hotel
Sunset Shores Beach Hotel
3 out of 5
Windward Highway, Villa Beach, Villa
Stay at this 3-star beach hotel in Villa. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the restaurant and the helpful staff in our reviews. ...
Sunset Shores Beach Hotel
Grenadine House
Grenadine House
4 out of 5
Kingstown Park, P.O. Box 2523, Kingstown
Stay at this 4-star spa hotel in Kingstown. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition ...
Grenadine House
Holiday Inn Express & Suites Diamond by IHG
Holiday Inn Express & Suites Diamond by IHG
3 out of 5
Windward Highway, Diamond
Stay at this 3-star hotel in Diamond. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Argyle Beach and Villa Beach are located ...
Holiday Inn Express & Suites Diamond by IHG
See all 6,493 properties in Windward Islands
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.