Cheap flights from SHD to EYW (Shenandoah Valley Regional to Key West Intl.)

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Hotel Ideas near Key West Intl.

Airport Hotels near Key West Intl.

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
3675 South Roosevelt Boulevard, Key West, FL
$252 nightly
The price is $283 total per night from Sep 15 to Sep 16
$283 total
Sep 15 - Sep 16
Total includes taxes and fees
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,009 reviews)
"Great stay as always, very clean and quiet. The views of the pool and gulf are beautiful. I did not like the Uber and Lyft drivers taking the parking spots."

Reviewed on Aug 17, 2025

Hyatt Vacation Club at Windward Pointe, Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd, Key West, FL
$165 nightly
The price is $186 total per night from Aug 26 to Aug 27
$186 total
Aug 26 - Aug 27
Total includes taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,210 reviews)
"Beautifully decorated rooms and wonderful pool the staff was nice and we had everything we needed we will definitely be back future and this is the place I would stay!"

Reviewed on Aug 16, 2025

Hampton Inn Key West FL
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd, Key West, FL
$159 nightly
The price is $179 total per night from Aug 25 to Aug 26
$179 total
Aug 25 - Aug 26
Total includes taxes and fees
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,003 reviews)
"Ice machine on our floor didn’t work!"

Reviewed on Aug 15, 2025

DoubleTree Resort by Hilton Grand Key - Key West
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.

Hotels In Key West

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
$187 nightly
The price is $210 total per night from Aug 26 to Aug 27
$210 total
Aug 26 - Aug 27
Total includes taxes and fees
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,468 reviews)
gorgeous view
"It was so nice—we ended up with a gorgeous view."

Reviewed on Aug 18, 2025

Beachside Resort & Residences
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
$126 nightly
The price is $142 total per night from Aug 26 to Aug 27
$142 total
Aug 26 - Aug 27
Total includes taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
7.8/10 Good! (1,066 reviews)
"Online info needs to be updated."

Reviewed on Aug 17, 2025

Hilton Garden Inn Key West / The Keys Collection
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
$169 nightly
The price is $190 total per night from Sep 17 to Sep 18
$190 total
Sep 17 - Sep 18
Total includes taxes and fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.8/10 Good! (1,554 reviews)
"Super clean quiet friendly staff and great atmosphere all around"

Reviewed on Aug 18, 2025

Blue Flamingo Resort Key West
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.

Key West Hotels With Airport Transportation

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd, Key West, FL
$159 nightly
The price is $179 total per night from Aug 25 to Aug 26
$179 total
Aug 25 - Aug 26
Total includes taxes and fees
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,003 reviews)
"Ice machine on our floor didn’t work!"

Reviewed on Aug 15, 2025

DoubleTree Resort by Hilton Grand Key - Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd, Key West, FL
$165 nightly
The price is $186 total per night from Aug 26 to Aug 27
$186 total
Aug 26 - Aug 27
Total includes taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,210 reviews)
"Beautifully decorated rooms and wonderful pool the staff was nice and we had everything we needed we will definitely be back future and this is the place I would stay!"

Reviewed on Aug 16, 2025

Hampton Inn Key West FL
Eden House

Eden House

3.5 out of 5
1015 Fleming St, Key West, FL
$144 nightly
The price is $162 total per night from Aug 20 to Aug 21
$162 total
Aug 20 - Aug 21
Total includes taxes and fees
Stay at this 3.5-star hotel in Key West. Enjoy free WiFi, in-room massages, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our ...
9/10 Wonderful! (1,001 reviews)
perfect stay
"I can not speak highly enough of Eden House. the location from airport to main part of the town to places to eat is great. uber shows up within minutes. The room was exactly as described, clean and comfortable. Pool area was so nice, easy to spend a day or night down there just relaxing. The staff ..."

Reviewed on Aug 13, 2025

Eden House
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.

Low Priced Key West Hotels

Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
$150 nightly
The price is $169 total per night from Aug 21 to Aug 22
$169 total
Aug 21 - Aug 22
Total includes taxes and fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,156 reviews)
"Staff was very nice and proficient. Allowed me to check in early that was much appreciated!"

Reviewed on Aug 16, 2025

Southwinds Motel
Seashell Motel & Key West Hostel

Seashell Motel & Key West Hostel

1.5 out of 5
718 South Street, Key West, FL
$120 nightly
The price is $135 total per night from Aug 20 to Aug 21
$135 total
Aug 20 - Aug 21
Total includes taxes and fees
Stay at this hostel in Key West. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
7.8/10 Good! (1,002 reviews)
"The other area needs closer parking and a laundry area. Otherwise, it's excellent."

Reviewed on Aug 4, 2025

Seashell Motel & Key West Hostel
Duval House

Duval House

3 out of 5
815 Duval St, Key West, FL
$120 nightly
The price is $132 total per night from Aug 26 to Aug 27
$132 total
Aug 26 - Aug 27
Total includes taxes and fees
Stay at this 3-star B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. ...
9.4/10 Exceptional! (1,007 reviews)
"It was great"

Reviewed on Aug 18, 2025

Duval House
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.

Family Friendly Hotels in Key West

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
$237 nightly
The price is $266 total per night from Sep 2 to Sep 3
$266 total
Sep 2 - Sep 3
Total includes taxes and fees
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,679 reviews)
"The place was amazing. The bellman were absolutely awesome 10/10, so friendly and helpful. Be sure to ask them for a taxi to the airport when you leave!! Same price if not cheaper than an uber, and great service."

Reviewed on Aug 16, 2025

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Popular attractions Duval Street and Smathers Beach ...
8.2/10 Very Good! (999 reviews)

Families like: Outdoor pool, babysitting, close to beach, bicycle rentals

Travelers say...
"Everything was was great"

Reviewed on May 9, 2025

Margaritaville Beach House Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
$169 nightly
The price is $190 total per night from Sep 17 to Sep 18
$190 total
Sep 17 - Sep 18
Total includes taxes and fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.8/10 Good! (1,554 reviews)

Families like: Outdoor pools, miniature golf, game room, bicycle rentals

Travelers say...
"Super clean quiet friendly staff and great atmosphere all around"

Reviewed on Aug 18, 2025

Blue Flamingo Resort Key West
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.

SHD to EYW Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
SHD Address & GPS
Address:
77 Aviation Circle
Staunton VA, 24486
United States
IATA Code:
SHD
Longitude:
-78.896667
Latitude:
38.263889
Time Zone:
America/New_York
EYW Address & GPS
Address:
3491 South Roosevelt Boulevard
Key West FL, 33040-5260
United States
IATA Code:
EYW
Longitude:
-81.75501
Latitude:
24.553574
Time Zone:
America/New_York

Frequently asked questions

What airlines have the most flights from Shenandoah Valley Regional Airport (SHD) to Key West Intl. Airport?
You'll need to make at least one stopover if you're traveling from SHD to EYW. Unfortunately, you won't find any airlines that advertise direct flights on this route.

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.