Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)
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Cheap Flights from OAK to EYW starting at $1,081 One Way, $1,512 Round Trip
Prices starting at $1,512 for return flights and $1,081 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
$1,512 Roundtrip, found 4 days ago
$1,512
Roundtrip
found 4 days ago
OAK
Oakland
EYW
Key West
$1,567 Roundtrip, found 4 days ago
$1,567
Roundtrip
found 4 days ago
OAK
Oakland
EYW
Key West
$1,577 Roundtrip, found 4 days ago
$1,577
Roundtrip
found 4 days ago
OAK
Oakland
EYW
Key West
$1,594 Roundtrip, found 4 days ago
$1,594
Roundtrip
found 4 days ago
OAK
Oakland
EYW
Key West
$1,617 Roundtrip, found 4 days ago
$1,617
Roundtrip
found 4 days ago
OAK
Oakland
EYW
Key West
$1,724 Roundtrip, found 4 days ago
$1,724
Roundtrip
found 4 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
$199 nightly
The price is $223 total per night from Oct 4 to Oct 5
$223 total
Oct 4 - Oct 5
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! (1,276 reviews)
"Beautiful property and rooms!!"
Reviewed on Sep 13, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$134 nightly
The price is $151 total per night from Sep 21 to Sep 22
$151 total
Sep 21 - Sep 22
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! (1,504 reviews)
"What a wonderful stay! All of the staff were personable and helpful- I would even say the front desk and concierge were exceptional! Room was a great size and clean, the grounds are well-maintained, and it is in a convenient location with frequent shuttle service from the hotel (close) to Duval St. ..."
Reviewed on Sep 13, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$133 nightly
The price is $150 total per night from Sep 27 to Sep 28
$150 total
Sep 27 - Sep 28
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 ...
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
3841 N Roosevelt Blvd Key West FL
$185 nightly
The price is $208 total per night from Sep 14 to Sep 15
$208 total
Sep 14 - Sep 15
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. ...
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$239 nightly
The price is $269 total per night from Sep 27 to Sep 28
$269 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this spa 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 ...
8.6/10 Excellent! (3,592 reviews)
"Liked the location, didn’t like that I wasn’t aware until check in about the seaweed issue and the humidity in Key West at this time of year. Smell was terrible. Couldn’t sit outside and enjoy the view that we paid extra for due to the smell. Couldn’t even get in the ocean until we went on a charter ..."
Reviewed on Sep 13, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$160 nightly
The price is $180 total per night from Sep 14 to Sep 15
$180 total
Sep 14 - Sep 15
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 ...
8.6/10 Excellent! (2,669 reviews)
"The appearance of the hotel is definitely better on photos . The rooms were clean though. It has a nice pool"
Reviewed on Sep 13, 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
$133 nightly
The price is $150 total per night from Sep 27 to Sep 28
$150 total
Sep 27 - Sep 28
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 ...
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$134 nightly
The price is $151 total per night from Sep 21 to Sep 22
$151 total
Sep 21 - Sep 22
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! (1,504 reviews)
"What a wonderful stay! All of the staff were personable and helpful- I would even say the front desk and concierge were exceptional! Room was a great size and clean, the grounds are well-maintained, and it is in a convenient location with frequent shuttle service from the hotel (close) to Duval St. ..."
Reviewed on Sep 13, 2026
Eden House
1015 Fleming St Key West FL
$142 nightly
The price is $160 total per night from Sep 28 to Sep 29
$160 total
Sep 28 - Sep 29
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! (1,002 reviews)
"Great hotel , very close to everything, bike hire outside and free car parking. Hotel pool and area is lovey ."
Reviewed on Sep 10, 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
$155 nightly
The price is $174 total per night from Sep 14 to Sep 15
$174 total
Sep 14 - Sep 15
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. ...
Seashell Motel
718 South Street Key West FL
$83 nightly
The price is $94 total per night from Sep 24 to Sep 25
$94 total
Sep 24 - Sep 25
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! (1,000 reviews)
"Comfortable and clean."
Reviewed on Sep 10, 2026
Duval House
815 Duval St Key West FL
$119 nightly
The price is $131 total per night from Sep 16 to Sep 17
$131 total
Sep 16 - Sep 17
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 ...
9.6/10 Exceptional! (1,093 reviews)
"Everything and everyone was perfect"
Reviewed on Sep 13, 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
$239 nightly
The price is $269 total per night from Sep 27 to Sep 28
$269 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this spa 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 ...
8.6/10 Excellent! (3,592 reviews)
"Liked the location, didn’t like that I wasn’t aware until check in about the seaweed issue and the humidity in Key West at this time of year. Smell was terrible. Couldn’t sit outside and enjoy the view that we paid extra for due to the smell. Couldn’t even get in the ocean until we went on a charter ..."
Reviewed on Sep 13, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$160 nightly
The price is $180 total per night from Sep 14 to Sep 15
$180 total
Sep 14 - Sep 15
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 ...
8.6/10 Excellent! (2,669 reviews)
Families like: Outdoor pools, playground, miniature golf, game room
Travelers say...
"The appearance of the hotel is definitely better on photos . The rooms were clean though. It has a nice pool"
Reviewed on Sep 13, 2026
Hilton Key West Resort & Marina
5950 Peninsular Avenue Key West FL
$159 nightly
The price is $179 total per night from Sep 20 to Sep 21
$179 total
Sep 20 - Sep 21
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 ...
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
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- 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
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- 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.