Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)
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Cheap Flights from OAK to EYW starting at $529 One Way, $1,467 Round Trip
Prices starting at $1,467 for return flights and $529 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
$1,467 Roundtrip, found 4 days ago
$1,467
Roundtrip
found 4 days ago
OAK
Oakland
EYW
Key West
$1,495 Roundtrip, found 4 days ago
$1,495
Roundtrip
found 4 days ago
OAK
Oakland
EYW
Key West
$1,499 Roundtrip, found 4 days ago
$1,499
Roundtrip
found 4 days ago
OAK
Oakland
EYW
Key West
$1,554 Roundtrip, found 4 days ago
$1,554
Roundtrip
found 4 days ago
OAK
Oakland
EYW
Key West
$1,612 Roundtrip, found 4 days ago
$1,612
Roundtrip
found 4 days ago
OAK
Oakland
EYW
Key West
$1,695 Roundtrip, found 4 days ago
$1,695
Roundtrip
found 4 days ago
OAK
Oakland
EYW
Key West
$1,764 Roundtrip, found 4 days ago
$1,764
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
$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! (1,008 reviews)
Excellent location. Close enough to the action that it wasn’t a hassle going to touristy areas but far enough away it felt more relaxed. The resort was very well maintained and everyone we encountered in the staff were very kind. Loved our stay.
Reviewed on Mar 25, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$359 nightly
The price is $404 total per night from Apr 19 to Apr 20
$404 total
Apr 19 - Apr 20
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)
We had a great stay! Everything was clean, convenient location, beautiful sunrise view, and pool was perfect too.
Reviewed on Mar 22, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$292 nightly
The price is $328 total per night from Apr 19 to Apr 20
$328 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! (1,002 reviews)
Well kept facilities, wonderful pool, comfortable rooms, great food on the property, helpful staff when we had problems with our door lock, also helpful staff after our stay when I called back with a problem with a bill. Someone had charged lunch to my room number with my name after I had checked ...
Reviewed on Mar 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.
Hotels In Key West
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$375 nightly
The price is $421 total per night from Apr 14 to Apr 15
$421 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! (1,800 reviews)
This Margaritaville has different amenities than others, so our expectations might have been high. We were bummed to learn they do not have pool side or beach service. The pool was small, but they do have a small hot tub, however, it is older and not the best. The room we stayed in was a 2 bedroom ...
Reviewed on Mar 25, 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! (1,996 reviews)
Check in staff was great!
Reviewed on Mar 25, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$364 nightly
The price is $409 total per night from Apr 13 to Apr 14
$409 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! (2,086 reviews)
Shuttle times are extremely accurate. Beautfil place with friendly staff. Only wish checkout time was a bit later. Elevators were out our entire stay. We were on third floor. The staff did offer to help carry our luggage up.
Reviewed on Mar 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.
Key West Hotels With Airport Transportation
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$292 nightly
The price is $328 total per night from Apr 19 to Apr 20
$328 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! (1,002 reviews)
Well kept facilities, wonderful pool, comfortable rooms, great food on the property, helpful staff when we had problems with our door lock, also helpful staff after our stay when I called back with a problem with a bill. Someone had charged lunch to my room number with my name after I had checked ...
Reviewed on Mar 22, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$359 nightly
The price is $404 total per night from Apr 19 to Apr 20
$404 total
Apr 19 - Apr 20
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)
We had a great stay! Everything was clean, convenient location, beautiful sunrise view, and pool was perfect too.
Reviewed on Mar 22, 2026
Eden House
1015 Fleming St Key West FL
$356 nightly
The price is $400 total per night from Mar 26 to Mar 27
$400 total
Mar 26 - Mar 27
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)
Excellent service
Reviewed on Mar 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
$320 nightly
The price is $360 total per night from Apr 12 to Apr 13
$360 total
Apr 12 - Apr 13
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! (1,291 reviews)
Check in time was late and the office employees didn’t seem to care about anything
Reviewed on Mar 25, 2026
Seashell Motel
718 South Street Key West FL
$208 nightly
The price is $234 total per night from Mar 29 to Mar 30
$234 total
Mar 29 - Mar 30
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! (1,003 reviews)
Room was very clean and updated. Short walk to Duval Street. We had a main floor suite and could hear the 2nd floor people walking around. Was better 2nd night.
Reviewed on Mar 23, 2026
Duval House
815 Duval St Key West FL
$311 nightly
The price is $347 total per night from Mar 26 to Mar 27
$347 total
Mar 26 - Mar 27
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! (1,014 reviews)
We had a great experience. Would recommend hooks in the bathroom to hang towels and never use pedestal sinks in resorts (no room to set things).
Reviewed on Mar 24, 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! (1,996 reviews)
Families like: Outdoor pools, miniature golf, game room, bicycle rentals
Travelers say...
Check in staff was great!
Reviewed on Mar 25, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
$362 nightly
The price is $407 total per night from Apr 19 to Apr 20
$407 total
Apr 19 - Apr 20
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! (1,835 reviews)
The poolside and the staff were very friendly.
Reviewed on Mar 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.
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
- 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.