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 15 hours ago
$1,467
Roundtrip
found 15 hours ago
OAK
Oakland
EYW
Key West
$1,495 Roundtrip, found 15 hours ago
$1,495
Roundtrip
found 15 hours ago
OAK
Oakland
EYW
Key West
$1,499 Roundtrip, found 15 hours ago
$1,499
Roundtrip
found 15 hours ago
OAK
Oakland
EYW
Key West
$1,554 Roundtrip, found 15 hours ago
$1,554
Roundtrip
found 15 hours ago
OAK
Oakland
EYW
Key West
$1,612 Roundtrip, found 15 hours ago
$1,612
Roundtrip
found 15 hours ago
OAK
Oakland
EYW
Key West
$1,695 Roundtrip, found 15 hours ago
$1,695
Roundtrip
found 15 hours ago
OAK
Oakland
EYW
Key West
$1,764 Roundtrip, found 15 hours ago
$1,764
Roundtrip
found 15 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
$431 nightly
The price is $485 total per night from Apr 20 to Apr 21
$485 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! (1,002 reviews)
Beautiful property
Reviewed on Mar 20, 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! (1,326 reviews)
Beware!! As of mid March 2026 there were approximately 20-23 deck chairs in pool area. For a property of this size and with a beautiful pool in Key West this was terrible. Went to go to pool at 0900 and every chair was taken. The guest who had been there a day or so knew the game. I observed many ...
Reviewed on Mar 21, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$319 nightly
The price is $359 total per night from Apr 21 to Apr 22
$359 total
Apr 21 - Apr 22
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! (1,001 reviews)
It’s totally awesome. The people there were outstanding hospitality was amazing so friendly. The pool was gorgeous and you have shuttles that go to the beach and go to town every hour and pick you up. Every hour rooms clean great time and love of those warm chocolate chip cookies amazing.
Reviewed on Mar 20, 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
$415 nightly
The price is $466 total per night from Apr 13 to Apr 14
$466 total
Apr 13 - Apr 14
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! (1,786 reviews)
Clean, nice pool area with great drinks. The hot tub was dirty. The elevator didn’t work. Our waiter was not very attentive but a chef or other staff was extremely helpful when she noticed we had not been served. Waiter was eventually helpful, probably just new. The room layout was good for the kids. ...
Reviewed on Mar 20, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$284 nightly
The price is $320 total per night from Apr 19 to Apr 20
$320 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! (1,988 reviews)
Clean room, excelent breakfast
Reviewed on Mar 21, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$358 nightly
The price is $403 total per night from Mar 23 to Mar 24
$403 total
Mar 23 - Mar 24
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! (2,082 reviews)
Staff was excellent. Restaurant was 5 star. Pool side service was excellent with a great lunch menu.
Reviewed on Mar 20, 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
$319 nightly
The price is $359 total per night from Apr 21 to Apr 22
$359 total
Apr 21 - Apr 22
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! (1,001 reviews)
It’s totally awesome. The people there were outstanding hospitality was amazing so friendly. The pool was gorgeous and you have shuttles that go to the beach and go to town every hour and pick you up. Every hour rooms clean great time and love of those warm chocolate chip cookies amazing.
Reviewed on Mar 20, 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! (1,326 reviews)
Beware!! As of mid March 2026 there were approximately 20-23 deck chairs in pool area. For a property of this size and with a beautiful pool in Key West this was terrible. Went to go to pool at 0900 and every chair was taken. The guest who had been there a day or so knew the game. I observed many ...
Reviewed on Mar 21, 2026
Eden House
1015 Fleming St Key West FL
$430 nightly
The price is $483 total per night from Mar 31 to Apr 1
$483 total
Mar 31 - Apr 1
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)
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
$339 nightly
The price is $382 total per night from Apr 5 to Apr 6
$382 total
Apr 5 - Apr 6
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
$230 nightly
The price is $259 total per night from Mar 25 to Mar 26
$259 total
Mar 25 - Mar 26
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)
Good location
Reviewed on Mar 14, 2026
Duval House
815 Duval St Key West FL
$311 nightly
The price is $347 total per night from Mar 22 to Mar 23
$347 total
Mar 22 - Mar 23
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! (1,006 reviews)
Staff was wonderful very helpful. The gardens were beautiful. Very quiet and peaceful. Great location, easy access to all restaurants and shops and attractions.
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.
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
$284 nightly
The price is $320 total per night from Apr 19 to Apr 20
$320 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! (1,988 reviews)
Families like: Outdoor pools, miniature golf, game room, bicycle rentals
Travelers say...
Clean room, excelent breakfast
Reviewed on Mar 21, 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 12 to Apr 13
$407 total
Apr 12 - Apr 13
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! (1,831 reviews)
Nice property, nice rooms. Loved everything but our dining experience. Understaffed, undercooked meal and the service was lacking. Otherwise, it was a great stay
Reviewed on Mar 20, 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
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- 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.