Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)
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Cheap Flights from OAK to EYW starting at $573 One Way, $1,232 Round Trip
Prices starting at $1,232 for return flights and $573 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
$1,232 Roundtrip, found 5 days ago
$1,232
Roundtrip
found 5 days ago
OAK
Oakland
EYW
Key West
$1,278 Roundtrip, found 5 days ago
$1,278
Roundtrip
found 5 days ago
OAK
Oakland
EYW
Key West
$1,288 Roundtrip, found 5 days ago
$1,288
Roundtrip
found 5 days ago
OAK
Oakland
EYW
Key West
$1,312 Roundtrip, found 5 days ago
$1,312
Roundtrip
found 5 days ago
OAK
Oakland
EYW
Key West
$1,330 Roundtrip, found 5 days ago
$1,330
Roundtrip
found 5 days ago
OAK
Oakland
EYW
Key West
$1,342 Roundtrip, found 5 days ago
$1,342
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
$287 nightly
The price is $323 total per night from Aug 15 to Aug 16
$323 total
Aug 15 - Aug 16
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! (1,194 reviews)
"I have to start with the pool! The pool area and grounds were absolutely fantastic and the water is recycled & cooled every morning. Very clean and pool was never overcrowded! Balcony is a plus. It is a nice space to utilize to sit and relax out of the sun. Beautiful views. On the other hand, the ..."
Reviewed on Jul 14, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$161 nightly
The price is $181 total per night from Aug 11 to Aug 12
$181 total
Aug 11 - Aug 12
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! (1,436 reviews)
"The pool and hotel grounds (garden) were a HUGE plus. The pool is exceptional."
Reviewed on Jul 15, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$165 nightly
The price is $186 total per night from Aug 9 to Aug 10
$186 total
Aug 9 - Aug 10
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! (1,056 reviews)
"Room# 364 had fleas in the bed that bit me each night!!!"
Reviewed on Jul 14, 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
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$223 nightly
The price is $250 total per night from Jul 16 to Jul 17
$250 total
Jul 16 - Jul 17
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! (2,347 reviews)
"Great location, great service and very clean."
Reviewed on Jul 14, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$218 nightly
The price is $245 total per night from Aug 11 to Aug 12
$245 total
Aug 11 - Aug 12
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! (3,457 reviews)
"Everything was great with our stay except that we couldn’t go on the beach due to the seaweed issue"
Reviewed on Jul 13, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$179 nightly
The price is $201 total per night from Aug 13 to Aug 14
$201 total
Aug 13 - Aug 14
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! (2,531 reviews)
"The room was super clean that was great! AC was super cold and that was huge, definitely need cold AC. There are a lot of amenities, which is great. Though the restaurant/bar closes too early, 10pm seems way too early for a hotel/resort in Key West. Also, would have been nice breakfast was more easily ..."
Reviewed on Jul 14, 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
$165 nightly
The price is $186 total per night from Aug 9 to Aug 10
$186 total
Aug 9 - Aug 10
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! (1,056 reviews)
"Room# 364 had fleas in the bed that bit me each night!!!"
Reviewed on Jul 14, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$161 nightly
The price is $181 total per night from Aug 11 to Aug 12
$181 total
Aug 11 - Aug 12
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! (1,436 reviews)
"The pool and hotel grounds (garden) were a HUGE plus. The pool is exceptional."
Reviewed on Jul 15, 2026
Eden House
1015 Fleming St Key West FL
$199 nightly
The price is $224 total per night from Jul 16 to Jul 17
$224 total
Jul 16 - Jul 17
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! (1,000 reviews)
"Eden house was a great pick for a Key West weekend. Parking is always tricky on Key West but we're lucky to have found a street parking location close by. Beautiful and clean room with king size bed and a porch swing patio. Our favorite part is the pool and hot tub which has the best hours "shhhhhh ..."
Reviewed on Jul 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.
Low Priced Key West Hotels
Southwinds Motel
1321 Simonton Street Key West FL
$145 nightly
The price is $164 total per night from Aug 10 to Aug 11
$164 total
Aug 10 - Aug 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! (1,366 reviews)
"Great overall!"
Reviewed on Jul 14, 2026
Seashell Motel
718 South Street Key West FL
$120 nightly
The price is $135 total per night from Jul 22 to Jul 23
$135 total
Jul 22 - Jul 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! (1,002 reviews)
"Affordable"
Reviewed on Jul 10, 2026
Duval House
815 Duval St Key West FL
$124 nightly
The price is $137 total per night from Jul 19 to Jul 20
$137 total
Jul 19 - Jul 20
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! (1,053 reviews)
"Awesome court yard and pool!"
Reviewed on Jul 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
$218 nightly
The price is $245 total per night from Aug 11 to Aug 12
$245 total
Aug 11 - Aug 12
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! (3,457 reviews)
"Everything was great with our stay except that we couldn’t go on the beach due to the seaweed issue"
Reviewed on Jul 13, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$179 nightly
The price is $201 total per night from Aug 13 to Aug 14
$201 total
Aug 13 - Aug 14
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! (2,531 reviews)
Families like: Outdoor pools, playground, miniature golf, game room
Travelers say...
"The room was super clean that was great! AC was super cold and that was huge, definitely need cold AC. There are a lot of amenities, which is great. Though the restaurant/bar closes too early, 10pm seems way too early for a hotel/resort in Key West. Also, would have been nice breakfast was more easily ..."
Reviewed on Jul 14, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
$197 nightly
The price is $222 total per night from Aug 2 to Aug 3
$222 total
Aug 2 - Aug 3
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! (1,846 reviews)
"Staff was very friendly and helpful. Location while away from the “main event” was easily accessible by their hourly shuttle. They just went through a management/onwership change so it’s also the called the Hilton Marina. Construction during the summer months is pretty typical and wasn’t a major ..."
Reviewed on Jul 14, 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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- Airport Locations
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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
- LGA to MIA
- LAX to SJO
- JFK to LAX
- DCA to LAX
- LAX to JFK
- 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.