Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)
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Cheap Flights from OAK to EYW starting at $463 One Way, $706 Round Trip
Prices starting at $706 for return flights and $463 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
$706 Roundtrip, found 2 days ago
$706
Roundtrip
found 2 days ago
OAK
Oakland
EYW
Key West
$720 Roundtrip, found 2 days ago
$720
Roundtrip
found 2 days ago
OAK
Oakland
EYW
Key West
$758 Roundtrip, found 2 days ago
$758
Roundtrip
found 2 days ago
OAK
Oakland
EYW
Key West
$770 Roundtrip, found 2 days ago
$770
Roundtrip
found 2 days ago
OAK
Oakland
EYW
Key West
$772 Roundtrip, found 2 days ago
$772
Roundtrip
found 2 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
$524 nightly
The price is $589 total per night from Mar 29 to Mar 30
$589 total
Mar 29 - Mar 30
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)
Everything was so clean.
Reviewed on Mar 1, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$404 nightly
The price is $455 total per night from Mar 30 to Mar 31
$455 total
Mar 30 - Mar 31
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! (1,323 reviews)
Over booked and even tho I reserved a room with a balcony almost 2 months ago they gave us a room w no view, no balcony and there were large ants in the bathroom. Only thing they gave us was a coupon for 2 free drinks, an “I’m sorry” and that’s it. We have stayed here multiple times but unfortunately ...
Reviewed on Feb 28, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$417 nightly
The price is $470 total per night from Mar 8 to Mar 9
$470 total
Mar 8 - Mar 9
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! (1,003 reviews)
As usual bed pillows way to soft; typical Hilton but not acceptable. ALL staff very good, welcoming, helpful, professional and caring. Food variety? MUCH to be desired. Too limited. Bed? Good. Cleanliness? Good. Bar? Good. Pool? Very good.
Reviewed on Mar 1, 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
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$530 nightly
The price is $596 total per night from Mar 12 to Mar 13
$596 total
Mar 12 - Mar 13
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! (3,099 reviews)
Staff were very friendly and accommodating. Room was very clean. I really enjoyed the property.
Reviewed on Mar 1, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
$333 nightly
The price is $375 total per night from Mar 3 to Mar 4
$375 total
Mar 3 - Mar 4
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8/10 Very Good! (2,117 reviews)
Friendly staff and housekeepers, tortoise keepers explained age and feeding schedule, loved the property!
Reviewed on Mar 1, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$364 nightly
The price is $410 total per night from Mar 10 to Mar 11
$410 total
Mar 10 - Mar 11
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! (1,964 reviews)
Friendly and well organized!
Reviewed on Mar 1, 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
$417 nightly
The price is $470 total per night from Mar 8 to Mar 9
$470 total
Mar 8 - Mar 9
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! (1,003 reviews)
As usual bed pillows way to soft; typical Hilton but not acceptable. ALL staff very good, welcoming, helpful, professional and caring. Food variety? MUCH to be desired. Too limited. Bed? Good. Cleanliness? Good. Bar? Good. Pool? Very good.
Reviewed on Mar 1, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$404 nightly
The price is $455 total per night from Mar 30 to Mar 31
$455 total
Mar 30 - Mar 31
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! (1,323 reviews)
Over booked and even tho I reserved a room with a balcony almost 2 months ago they gave us a room w no view, no balcony and there were large ants in the bathroom. Only thing they gave us was a coupon for 2 free drinks, an “I’m sorry” and that’s it. We have stayed here multiple times but unfortunately ...
Reviewed on Feb 28, 2026
Eden House
1015 Fleming St Key West FL
$430 nightly
The price is $483 total per night from Mar 4 to Mar 5
$483 total
Mar 4 - Mar 5
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! (1,005 reviews)
Clean, quiet nice inside and out. Pool area is excellent.
Reviewed on Feb 27, 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
$346 nightly
The price is $390 total per night from Mar 29 to Mar 30
$390 total
Mar 29 - Mar 30
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
$318 nightly
The price is $358 total per night from Mar 3 to Mar 4
$358 total
Mar 3 - Mar 4
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! (1,004 reviews)
Under construction. Pool under construction no ice machine. No outside area to hangout.
Reviewed on Mar 1, 2026
Duval House
815 Duval St Key West FL
$401 nightly
The price is $448 total per night from Mar 8 to Mar 9
$448 total
Mar 8 - Mar 9
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! (1,004 reviews)
The room was perfect! The staff was amazing and very helpful! The pool area, gardens and the complementary breakfast was fantastic! Had a great time. I highly recommend the Duvall House.
Reviewed on Mar 1, 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
$530 nightly
The price is $596 total per night from Mar 12 to Mar 13
$596 total
Mar 12 - Mar 13
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! (3,099 reviews)
Staff were very friendly and accommodating. Room was very clean. I really enjoyed the property.
Reviewed on Mar 1, 2026
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! (1,000 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
$364 nightly
The price is $410 total per night from Mar 10 to Mar 11
$410 total
Mar 10 - Mar 11
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! (1,964 reviews)
Families like: Outdoor pools, miniature golf, game room, bicycle rentals
Travelers say...
Friendly and well organized!
Reviewed on Mar 1, 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
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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
- MCO to EWR
- ORD to LAX
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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.