Cheap flights from OAK to EYW (Oakland Intl. 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
3675 South Roosevelt Boulevard Key West FL
$399 nightly
The price is $449 total per night from May 21 to May 22
$449 total
May 21 - May 22
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (1,045 reviews)
Beautiful view over the pool. The room was spacious had two bathrooms, which was really nice.
Reviewed on Apr 20, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$246 nightly
The price is $276 total per night from May 19 to May 20
$276 total
May 19 - May 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,339 reviews)
Awesome stay! Everything was perfect!
Reviewed on Apr 21, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$222 nightly
The price is $250 total per night from May 10 to May 11
$250 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.2/10 Very Good! (1,008 reviews)
We really enjoyed staying at this property. They had a shuttle that made it very convenient to be able to go downtown and get picked up from downtown and come back to the hotel. We flew in, we never needed a car.We stayed there five days and four nights and really liked the property.And the staff ...
Reviewed on Apr 20, 2026
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
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$227 nightly
The price is $256 total per night from May 20 to May 21
$256 total
May 20 - May 21
Total with taxes and fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (2,128 reviews)
Overall, it's pretty good!!
Reviewed on Apr 21, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$260 nightly
The price is $293 total per night from May 11 to May 12
$293 total
May 11 - May 12
Total with taxes and fees
Book a stay at this 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. ...
8.6/10 Excellent! (2,164 reviews)
The hotel is beautiful and the staff is very kind & professional p
Reviewed on Apr 20, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$283 nightly
The price is $319 total per night from May 18 to May 19
$319 total
May 18 - May 19
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,809 reviews)
This place is fabulous. Easy to get to town on the shuttle Only down side is airport noise
Reviewed on Apr 19, 2026
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
3990 S Roosevelt Blvd Key West FL
$222 nightly
The price is $250 total per night from May 10 to May 11
$250 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.2/10 Very Good! (1,008 reviews)
We really enjoyed staying at this property. They had a shuttle that made it very convenient to be able to go downtown and get picked up from downtown and come back to the hotel. We flew in, we never needed a car.We stayed there five days and four nights and really liked the property.And the staff ...
Reviewed on Apr 20, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$246 nightly
The price is $276 total per night from May 19 to May 20
$276 total
May 19 - May 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,339 reviews)
Awesome stay! Everything was perfect!
Reviewed on Apr 21, 2026
Eden House
1015 Fleming St Key West FL
$227 nightly
The price is $255 total per night from May 18 to May 19
$255 total
May 18 - May 19
Total with taxes and fees
Stay at this 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 reviews. ...
9/10 Wonderful! (1,008 reviews)
Helpful staff, great pool and convenient location are big pluses for the Eden Hotel. The rooms are all different so it a luck of the draw situation but we made the best of it. I would return.
Reviewed on Apr 19, 2026
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
1321 Simonton Street Key West FL
$252 nightly
The price is $284 total per night from May 10 to May 11
$284 total
May 10 - May 11
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,315 reviews)
This motel was perfect for what we needed. It had breakfast, two pools, a bar and an ice cream shop with donuts. The location was great with the Deli across the street and the food truck across the other street. It was super close to this other most hotel where you can utilize their lounge chairs ...
Reviewed on Apr 21, 2026
Seashell Motel
718 South Street Key West FL
$197 nightly
The price is $222 total per night from Apr 22 to Apr 23
$222 total
Apr 22 - Apr 23
Total with 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 ...
8/10 Very Good! (1,005 reviews)
Location! Location! Location! Seashell was a best-kept secret. It was a great deal for being so walkably close to downtown Key West and, to be honest, it looked a bit sketch from the street (faded paint and sign, construction company sign on a building, signs of construction) but the guy checking ...
Reviewed on Apr 19, 2026
Duval House
815 Duval St Key West FL
$219 nightly
The price is $244 total per night from Apr 22 to Apr 23
$244 total
Apr 22 - Apr 23
Total with taxes and fees
Stay at this B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.4/10 Exceptional! (1,019 reviews)
The AC worked very well. Kept the humidity and temp down as needed. Staff friendly and responsive. Very casual relaxing vibe and right outside is the Main Street for entertainment.
Reviewed on Apr 21, 2026
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
1319 Duval Street Key West FL
$330 nightly
The price is $372 total per night from May 19 to May 20
$372 total
May 19 - May 20
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,228 reviews)
Room floor was dirty and pillows could have been more comfortable, but otherwise, the property is beautiful and peaceful
Reviewed on Apr 20, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Book a stay at this beach hotel in Key West. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Popular attractions Duval Street and Smathers Beach ...
8.4/10 Very Good! (1,000 reviews)
Families like: Outdoor pool, babysitting, close to beach, bicycle rentals
Travelers say...
This is a beautiful resort full of amenities! Margaritas when you arrive, smoothies at the pool each day around noon, free airport and old town shuttles so we didn’t need to Uber anywhere, also coffee/water/cookies in the lobby daily. The beach is an easy walk across the street. The hotel is super ...
Reviewed on Apr 19, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$227 nightly
The price is $256 total per night from May 20 to May 21
$256 total
May 20 - May 21
Total with taxes and fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (2,128 reviews)
Families like: Outdoor pools, playground, miniature golf, game room
Travelers say...
Overall, it's pretty good!!
Reviewed on Apr 21, 2026
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.
OAK to EYW Route Info
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OAK Address & GPS
Address:
1 Airport Drive
Oakland CA, 94621
United States
IATA Code:
OAK
Longitude:
-122.212011
Latitude:
37.71188
Time Zone:
America/Los_Angeles
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
Other Flights from Oakland Intl. Airport (OAK)
Other Flights to Key West Intl. Airport (EYW)
- San Francisco Intl. Airport (SFO)
- Buchanan Field Airport (CCR)
- Norman Y. Mineta San Jose Intl. Airport (SJC)
- Stockton Municipal Airport (SCK)
- Watsonville Municipal Airport (WVI)
- Sonoma County Airport (STS)
- Sacramento Intl. Airport (SMF)
- Salinas Municipal Airport (SNS)
- Monterey Peninsula Airport (MRY)
- Merced Municipal Airport (MCE)
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Frequently asked questions
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.
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