Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)
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Cheap Flights from OAK to EYW starting at $510 One Way, $645 Round Trip
Prices starting at $645 for return flights and $510 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
$645 Roundtrip, found 18 hours ago
$645
Roundtrip
found 18 hours ago
OAK
Oakland
EYW
Key West
$666 Roundtrip, found 18 hours ago
$666
Roundtrip
found 18 hours ago
OAK
Oakland
EYW
Key West
$746 Roundtrip, found 18 hours ago
$746
Roundtrip
found 18 hours ago
OAK
Oakland
EYW
Key West
$760 Roundtrip, found 18 hours ago
$760
Roundtrip
found 18 hours ago
OAK
Oakland
EYW
Key West
$772 Roundtrip, found 18 hours ago
$772
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
$456 nightly
The price is $513 total per night from Apr 20 to Apr 21
$513 total
Apr 20 - Apr 21
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)
Room was very spacious and clean!
Reviewed on Mar 30, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$314 nightly
The price is $353 total per night from Apr 27 to Apr 28
$353 total
Apr 27 - Apr 28
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! (1,322 reviews)
Property has amazing views, pool is wonderful and entire area was a great tropical island feel. Cheekie Bar service was amazing. Room was spacious and clean. Very Nice Front Desk- missing that focus on GREETING, and Eye contact. Felt like being busy super cedes that wonderful smile and customer service ...
Reviewed on Mar 29, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$279 nightly
The price is $314 total per night from Apr 19 to Apr 20
$314 total
Apr 19 - Apr 20
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)
Yes
Reviewed on Mar 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.
Hotels In Key West
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$310 nightly
The price is $349 total per night from Apr 19 to Apr 20
$349 total
Apr 19 - Apr 20
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! (2,017 reviews)
Pool area was great. Music all day, bar has good drinks and lunch.
Reviewed on Mar 31, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$327 nightly
The price is $368 total per night from Apr 14 to Apr 15
$368 total
Apr 14 - Apr 15
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! (1,805 reviews)
Fun, clean and relaxing
Reviewed on Mar 31, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$333 nightly
The price is $374 total per night from Apr 13 to Apr 14
$374 total
Apr 13 - Apr 14
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! (2,101 reviews)
Staff very accommodating, restaurants delicious! Rooms beyond beautiful! The only thing missing is lounge chairs on the beach that would be nice
Reviewed on Mar 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.
Key West Hotels With Airport Transportation
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$279 nightly
The price is $314 total per night from Apr 19 to Apr 20
$314 total
Apr 19 - Apr 20
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)
Yes
Reviewed on Mar 31, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$314 nightly
The price is $353 total per night from Apr 27 to Apr 28
$353 total
Apr 27 - Apr 28
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! (1,322 reviews)
Property has amazing views, pool is wonderful and entire area was a great tropical island feel. Cheekie Bar service was amazing. Room was spacious and clean. Very Nice Front Desk- missing that focus on GREETING, and Eye contact. Felt like being busy super cedes that wonderful smile and customer service ...
Reviewed on Mar 29, 2026
Eden House
1015 Fleming St Key West FL
$342 nightly
The price is $385 total per night from Apr 2 to Apr 3
$385 total
Apr 2 - Apr 3
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)
It was great overall
Reviewed on Mar 30, 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
$301 nightly
The price is $338 total per night from Apr 26 to Apr 27
$338 total
Apr 26 - Apr 27
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! (1,296 reviews)
Nice place. Laid back really liked it only problem is they charged me 3 days parking an extra vehicle but only parks 1 day even after i notified front desk.
Reviewed on Mar 27, 2026
Seashell Motel
718 South Street Key West FL
$263 nightly
The price is $296 total per night from Apr 5 to Apr 6
$296 total
Apr 5 - Apr 6
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! (1,006 reviews)
What a little gem this was. We decided to head to Key West for a day trip with our kids and needed a place to land for the night. This place was perfect. Close to everything, Hader was amazing at check in, kind and thoughtful. The room was Beautiful! They are renovating, so theres some evidence of ...
Reviewed on Mar 31, 2026
Duval House
815 Duval St Key West FL
$271 nightly
The price is $302 total per night from Apr 1 to Apr 2
$302 total
Apr 1 - Apr 2
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! (1,013 reviews)
Loved our stay at Duvall House! Friendly staff & lovely space!
Reviewed on Mar 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
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...
Great visit
Reviewed on Feb 27, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$310 nightly
The price is $349 total per night from Apr 19 to Apr 20
$349 total
Apr 19 - Apr 20
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! (2,017 reviews)
Families like: Outdoor pools, miniature golf, game room, bicycle rentals
Travelers say...
Pool area was great. Music all day, bar has good drinks and lunch.
Reviewed on Mar 31, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
$278 nightly
The price is $313 total per night from Apr 29 to Apr 30
$313 total
Apr 29 - Apr 30
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! (1,842 reviews)
The room was clean and bright with beautiful decor. The food was top shelf. The pool was perfect temp and the seating was comfy. The shuttle was reliable, clean. And friendly
Reviewed on Mar 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.
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
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- SEA to SAN
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- SFO to SNA
- EWR to MCO
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- SNA to LAS
- LGA to MCO
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- ORD to LAX
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- PHL to MCO
- BWI to MCO
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- 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.