Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)
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Cheap Flights from OAK to EYW starting at $633 One Way, $1,237 Round Trip
Prices starting at $1,237 for return flights and $633 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
$1,237 Roundtrip, found 5 days ago
$1,237
Roundtrip
found 5 days ago
OAK
Oakland
EYW
Key West
$1,294 Roundtrip, found 5 days ago
$1,294
Roundtrip
found 5 days ago
OAK
Oakland
EYW
Key West
$1,350 Roundtrip, found 5 days ago
$1,350
Roundtrip
found 5 days ago
OAK
Oakland
EYW
Key West
$1,370 Roundtrip, found 5 days ago
$1,370
Roundtrip
found 5 days ago
OAK
Oakland
EYW
Key West
$1,503 Roundtrip, found 5 days ago
$1,503
Roundtrip
found 5 days ago
OAK
Oakland
EYW
Key West
$1,530 Roundtrip, found 5 days ago
$1,530
Roundtrip
found 5 days ago
OAK
Oakland
EYW
Key West
$1,611 Roundtrip, found 5 days ago
$1,611
Roundtrip
found 5 days 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
$362 nightly
The price is $407 total per night from Jun 27 to Jun 28
$407 total
Jun 27 - Jun 28
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! (1,110 reviews)
"loved our stay here!"
Reviewed on Jun 5, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$179 nightly
The price is $201 total per night from Jun 7 to Jun 8
$201 total
Jun 7 - Jun 8
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! (1,378 reviews)
"The property itself is nice, the pool was pretty. Lizards and crabs around. The complimentary breakfast was super nice. They had the works - bacon, sausage, eggs, waffles, it was fire. We liked the room, we had a nice ocean view and patio. The whole free shuttle is kind of a hot mess. To get picked ..."
Reviewed on Jun 5, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$177 nightly
The price is $199 total per night from Jun 14 to Jun 15
$199 total
Jun 14 - Jun 15
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 ...
8.4/10 Very Good! (1,031 reviews)
"Overall, our stay was okay, but it did not quite meet the expectations we typically have for a Hilton property. There were several positive aspects of our visit. Check-in was smooth and efficient, the beds were comfortable, the complimentary cookies were a nice touch, and the bartender was friendly ..."
Reviewed on Jun 2, 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
$175 nightly
The price is $197 total per night from Jun 7 to Jun 8
$197 total
Jun 7 - Jun 8
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 ...
8.4/10 Very Good! (2,330 reviews)
"What a lovely place to stay. The staff were so friendly and helpful. It was our 40th wedding anniversary and unbeknown to us, our daughter contacted the hotel to let them know. They had left a bottle of wine with a red heart balloon attached and a lovely card in our room. It was such a sweet and ..."
Reviewed on Jun 5, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$261 nightly
The price is $294 total per night from Jun 29 to Jun 30
$294 total
Jun 29 - Jun 30
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! (3,361 reviews)
"Look, we had a nice time. I put "OK" for your survey questions which may seem like we didn't enjoy. But, it would be hard to put "Good" for your survey answers. The beach was unusable due to dead, smelly seaweed that permeated the main pool, overall exterior (stairs, pool area, etc.) rooster poop, ..."
Reviewed on Jun 5, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
$140 nightly
The price is $157 total per night from Jun 21 to Jun 22
$157 total
Jun 21 - Jun 22
Total with 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 ...
8/10 Very Good! (1,233 reviews)
"GREAT HOTEL"
Reviewed on Jun 4, 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
$177 nightly
The price is $199 total per night from Jun 14 to Jun 15
$199 total
Jun 14 - Jun 15
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 ...
8.4/10 Very Good! (1,031 reviews)
"Overall, our stay was okay, but it did not quite meet the expectations we typically have for a Hilton property. There were several positive aspects of our visit. Check-in was smooth and efficient, the beds were comfortable, the complimentary cookies were a nice touch, and the bartender was friendly ..."
Reviewed on Jun 2, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$179 nightly
The price is $201 total per night from Jun 7 to Jun 8
$201 total
Jun 7 - Jun 8
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! (1,378 reviews)
"The property itself is nice, the pool was pretty. Lizards and crabs around. The complimentary breakfast was super nice. They had the works - bacon, sausage, eggs, waffles, it was fire. We liked the room, we had a nice ocean view and patio. The whole free shuttle is kind of a hot mess. To get picked ..."
Reviewed on Jun 5, 2026
Eden House
1015 Fleming St Key West FL
$159 nightly
The price is $179 total per night from Jul 1 to Jul 2
$179 total
Jul 1 - Jul 2
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! (1,001 reviews)
"Another great stay at Eden House. Love this property. Great location, friendly and helpful staff, and great amenities."
Reviewed on Jun 4, 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
$164 nightly
The price is $185 total per night from Jun 7 to Jun 8
$185 total
Jun 7 - Jun 8
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! (1,344 reviews)
"Basic bare bones room, not new, its a motel but what else do you need in Key West, place to sleep and shower, this is a place to crash and isnt fancy but location is great, market across the street, bar and liquor store in front of motel, 5 min walk to Duvall and 1 block from beach. It does the job ..."
Reviewed on Jun 5, 2026
Seashell Motel
718 South Street Key West FL
$120 nightly
The price is $135 total per night from Jun 8 to Jun 9
$135 total
Jun 8 - Jun 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! (1,004 reviews)
"it was great!"
Reviewed on Jun 2, 2026
Duval House
815 Duval St Key West FL
$171 nightly
The price is $189 total per night from Jun 8 to Jun 9
$189 total
Jun 8 - Jun 9
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! (1,035 reviews)
"I would highly recommend this hotel from the friendly staff, to the pool, lovely gardens and delicious fresh breakfast. The location is easily walkable to all of Key West attractions but very quiet and relaxing."
Reviewed on May 31, 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
$261 nightly
The price is $294 total per night from Jun 29 to Jun 30
$294 total
Jun 29 - Jun 30
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! (3,361 reviews)
"Look, we had a nice time. I put "OK" for your survey questions which may seem like we didn't enjoy. But, it would be hard to put "Good" for your survey answers. The beach was unusable due to dead, smelly seaweed that permeated the main pool, overall exterior (stairs, pool area, etc.) rooster poop, ..."
Reviewed on Jun 5, 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...
"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
$175 nightly
The price is $197 total per night from Jun 7 to Jun 8
$197 total
Jun 7 - Jun 8
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 ...
8.4/10 Very Good! (2,330 reviews)
Families like: Outdoor pools, playground, miniature golf, game room
Travelers say...
"What a lovely place to stay. The staff were so friendly and helpful. It was our 40th wedding anniversary and unbeknown to us, our daughter contacted the hotel to let them know. They had left a bottle of wine with a red heart balloon attached and a lovely card in our room. It was such a sweet and ..."
Reviewed on Jun 5, 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
Origin Airport | |
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Destination Airport | |
Number Of Airlines Serving | |
Distance | |
Shortest Flight Departure Time | |
Shortest Flight Departure Date |
- Airport Locations
- More Popular Flights
- Top Trending
- Flights from Other Cities
- Flights From Other Airports
- Great Travel Ideas
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
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- 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.