Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)
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Cheap Flights from OAK to EYW starting at $525 One Way, $979 Round Trip
Prices starting at $979 for return flights and $525 for one-way flights to Key West Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
OAK
Oakland
EYW
Key West
$979 Roundtrip, found 18 hours ago
$979
Roundtrip
found 18 hours ago
OAK
Oakland
EYW
Key West
$1,047 Roundtrip, found 18 hours ago
$1,047
Roundtrip
found 18 hours ago
OAK
Oakland
EYW
Key West
$1,079 Roundtrip, found 18 hours ago
$1,079
Roundtrip
found 18 hours ago
OAK
Oakland
EYW
Key West
$1,259 Roundtrip, found 18 hours ago
$1,259
Roundtrip
found 18 hours ago
OAK
Oakland
EYW
Key West
$1,269 Roundtrip, found 18 hours ago
$1,269
Roundtrip
found 18 hours ago
OAK
Oakland
EYW
Key West
$1,337 Roundtrip, found 18 hours ago
$1,337
Roundtrip
found 18 hours ago
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
$541 nightly
The price is $608 total per night from Mar 11 to Mar 12
$608 total
Mar 11 - Mar 12
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! (1,012 reviews)
Friendly staff
Reviewed on Feb 22, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$381 nightly
The price is $429 total per night from Mar 23 to Mar 24
$429 total
Mar 23 - Mar 24
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! (1,018 reviews)
All the staff were very friendly and accommodating as needed. Room and hotel was very clean. Nice place to stay.
Reviewed on Feb 23, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$449 nightly
The price is $505 total per night from Mar 8 to Mar 9
$505 total
Mar 8 - Mar 9
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! (1,321 reviews)
The room was in good condition. Very clean, but for the entirety of our stay we had no internet in the room. No WiFi and on top of that the room never had reception. If we were in the room we had no access to the internet. There is also constantly planes flying overhead very loudly at all hours of ...
Reviewed on Feb 17, 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
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$504 nightly
The price is $567 total per night from Mar 25 to Mar 26
$567 total
Mar 25 - Mar 26
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! (3,104 reviews)
Everything was fine here. Our balcony had a peek at the ocean. The pool and beach are loud during the day. The beachside cafe is pretty good.
Reviewed on Feb 23, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
$413 nightly
The price is $465 total per night from Feb 25 to Feb 26
$465 total
Feb 25 - Feb 26
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8/10 Very Good! (2,109 reviews)
Rooms need a microwave, I went I bought one for $60 at Home Depot in order to have breakfast to eat. The breakfast needs more of a selection, overall pool was great and our view was great. .
Reviewed on Feb 23, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
$405 nightly
The price is $456 total per night from Mar 24 to Mar 25
$456 total
Mar 24 - Mar 25
Total with taxes and fees
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,816 reviews)
Great location. Nice staff. Great pools
Reviewed on Feb 23, 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
$381 nightly
The price is $429 total per night from Mar 23 to Mar 24
$429 total
Mar 23 - Mar 24
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! (1,018 reviews)
All the staff were very friendly and accommodating as needed. Room and hotel was very clean. Nice place to stay.
Reviewed on Feb 23, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$449 nightly
The price is $505 total per night from Mar 8 to Mar 9
$505 total
Mar 8 - Mar 9
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! (1,321 reviews)
The room was in good condition. Very clean, but for the entirety of our stay we had no internet in the room. No WiFi and on top of that the room never had reception. If we were in the room we had no access to the internet. There is also constantly planes flying overhead very loudly at all hours of ...
Reviewed on Feb 17, 2026
Eden House
1015 Fleming St Key West FL
$506 nightly
The price is $569 total per night from Mar 24 to Mar 25
$569 total
Mar 24 - Mar 25
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! (1,003 reviews)
The staff and guests were amazing. We will definitely be booking another stay there!
Reviewed on Feb 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
$383 nightly
The price is $431 total per night from Feb 25 to Feb 26
$431 total
Feb 25 - Feb 26
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. ...
8.8/10 Excellent! (1,289 reviews)
We didn't have hot water in bathroom sink or shower. Reported this an then got hot water in shower, but still not in sink. There was a bar next door to room that played loud music until 11pm. Also air conditioner didn't work well...
Reviewed on Feb 23, 2026
Seashell Motel
718 South Street Key West FL
$296 nightly
The price is $333 total per night from Mar 8 to Mar 9
$333 total
Mar 8 - Mar 9
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! (1,009 reviews)
Enjoyed our stay. Place is under renovation so not at it's best, but nothing we couldn't ignore. Super nice staff. Would definitely return.
Reviewed on Feb 21, 2026
Duval House
815 Duval St Key West FL
$401 nightly
The price is $448 total per night from Mar 5 to Mar 6
$448 total
Mar 5 - Mar 6
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! (1,012 reviews)
Clean and spacious room, amazing outdoor atmosphere, friendly and courteous staff. Will be back! Love Kiss-Kiss the cat who lives on the property.
Reviewed on Feb 22, 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
$504 nightly
The price is $567 total per night from Mar 25 to Mar 26
$567 total
Mar 25 - Mar 26
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! (3,104 reviews)
Everything was fine here. Our balcony had a peek at the ocean. The pool and beach are loud during the day. The beachside cafe is pretty good.
Reviewed on Feb 23, 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! (999 reviews)
Families like: Outdoor pool, babysitting, close to beach, bicycle rentals
Travelers say...
Room was clean and comfortable but after first day towels were shorted. Had to ask for more twice Desk staff were very nice and helpful. Concierge was helpful with rentals Restaurant was not as good as past stays when Sheraton. Food even pancakes were tough and overcooked. Shuttle drivers were very ...
Reviewed on Dec 4, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$373 nightly
The price is $420 total per night from Mar 1 to Mar 2
$420 total
Mar 1 - Mar 2
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! (1,958 reviews)
Families like: Outdoor pools, miniature golf, game room, bicycle rentals
Travelers say...
There was so much to do, the room was clean, view was beautiful. Im excited to go back!
Reviewed on Feb 22, 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)
Top Trending
Flights
- DCA to MCO
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- DTW to MCO
- LAX to ORD
- LAX to DFW
- SEA to SAN
- JFK to FLL
- LAX to MCO
- SFO to SNA
- EWR to MCO
- SNA to SFO
- SNA to LAS
- LGA to MCO
- MCO to EWR
- ORD to LAX
- ORD to MCO
- MCO to SJU
- SFO to LAX
- PHL to MCO
- BWI to MCO
- JFK to MCO
- JFK to MIA
- LAX to HND
- LAX to SGN
- BWI to LAX
- RDU to MCO
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.
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.