Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)
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Cheap Flights from OAK to EYW starting at $629 One Way, $716 Round Trip
Prices starting at $716 for return flights and $629 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
$716 Roundtrip, found 3 days ago
$716
Roundtrip
found 3 days ago
OAK
Oakland
EYW
Key West
$747 Roundtrip, found 3 days ago
$747
Roundtrip
found 3 days ago
OAK
Oakland
EYW
Key West
$819 Roundtrip, found 3 days ago
$819
Roundtrip
found 3 days ago
OAK
Oakland
EYW
Key West
$827 Roundtrip, found 3 days ago
$827
Roundtrip
found 3 days ago
OAK
Oakland
EYW
Key West
$859 Roundtrip, found 3 days ago
$859
Roundtrip
found 3 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
$216 nightly
The price is $243 total per night from Sep 8 to Sep 9
$243 total
Sep 8 - Sep 9
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! (1,256 reviews)
"The hotel does not connect to the beach! We had a great time the hotel it’s self was very comfortable well kept and had its resort appeal but it is not connected to a walk ing path to the beach which was very disappointing and the main reason we picked this hotel. Pictures can be misleading."
Reviewed on Aug 26, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$139 nightly
The price is $156 total per night from Sep 1 to Sep 2
$156 total
Sep 1 - Sep 2
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 ...
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$144 nightly
The price is $162 total per night from Sep 1 to Sep 2
$162 total
Sep 1 - Sep 2
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! (1,088 reviews)
"Joe at the front desk was very helpful. We did have a few issues with housekeeping and being able to get into our room. On four separate occasions, we had to come and have someone readjust the lock on our door because our keys did not work. We did enjoy the complementary coffee each morning."
Reviewed on Aug 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.
Hotels In Key West
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$203 nightly
The price is $228 total per night from Sep 1 to Sep 2
$228 total
Sep 1 - Sep 2
Total with taxes and fees
Book a stay at this spa 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! (3,582 reviews)
"Do NOT stay here! This hotel is over-hyped. I am very displeased. There were small ants in our room; I am covered in bites. The shower had a soft spot in it, close to the drain. There was a daily service charge of $60. Most days the sheets weren’t changed, nor was the bed made. They would simply ..."
Reviewed on Aug 26, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
$136 nightly
The price is $153 total per night from Aug 27 to Aug 28
$153 total
Aug 27 - Aug 28
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. ...
8.2/10 Very Good! (2,368 reviews)
"This hotel is very dated and has more of a motel vibe. It is not a resort. You cannot swim in the “beach area”, the photos are very deceiving. They charged $129 resort fee for wifi, beach, breakfast, and pool. Again, this is not a resort and the charge felt ridiculous. They advertise a shuttle to ..."
Reviewed on Aug 26, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$200 nightly
The price is $225 total per night from Sep 10 to Sep 11
$225 total
Sep 10 - Sep 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9/10 Wonderful! (1,850 reviews)
"Loved staying here and was one of the best experiences I've had in a long time! Staff took care of me and my party and we turned them into a great friendship! Breakfast was great! Hot and fresh made to my order, simply love it! Hanging by the pool was so relaxing and we even had lunch in our pool ..."
Reviewed on Aug 25, 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
$144 nightly
The price is $162 total per night from Sep 1 to Sep 2
$162 total
Sep 1 - Sep 2
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! (1,088 reviews)
"Joe at the front desk was very helpful. We did have a few issues with housekeeping and being able to get into our room. On four separate occasions, we had to come and have someone readjust the lock on our door because our keys did not work. We did enjoy the complementary coffee each morning."
Reviewed on Aug 24, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$139 nightly
The price is $156 total per night from Sep 1 to Sep 2
$156 total
Sep 1 - Sep 2
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 ...
Eden House
1015 Fleming St Key West FL
$133 nightly
The price is $149 total per night from Aug 27 to Aug 28
$149 total
Aug 27 - Aug 28
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)
"Staff was fantastic! Very nice pool area. Rooms are comfy. Great location."
Reviewed on Aug 25, 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
$152 nightly
The price is $171 total per night from Sep 7 to Sep 8
$171 total
Sep 7 - Sep 8
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! (1,393 reviews)
"Nice little property, and great location!"
Reviewed on Aug 25, 2026
Seashell Motel
718 South Street Key West FL
$87 nightly
The price is $98 total per night from Aug 31 to Sep 1
$98 total
Aug 31 - Sep 1
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)
"The room itself was very nice, clean, and comfortable, and the location was great because it was very close to everything. My main disappointment was that the listing mentioned a shared area, but when we arrived, it was under construction. There appeared to be a new pool that was already filled with ..."
Reviewed on Aug 13, 2026
Duval House
815 Duval St Key West FL
$119 nightly
The price is $131 total per night from Aug 30 to Aug 31
$131 total
Aug 30 - Aug 31
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 ...
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
$203 nightly
The price is $228 total per night from Sep 1 to Sep 2
$228 total
Sep 1 - Sep 2
Total with taxes and fees
Book a stay at this spa 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! (3,582 reviews)
"Do NOT stay here! This hotel is over-hyped. I am very displeased. There were small ants in our room; I am covered in bites. The shower had a soft spot in it, close to the drain. There was a daily service charge of $60. Most days the sheets weren’t changed, nor was the bed made. They would simply ..."
Reviewed on Aug 26, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$166 nightly
The price is $187 total per night from Aug 27 to Aug 28
$187 total
Aug 27 - Aug 28
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 ...
Hilton Key West Resort & Marina
5950 Peninsular Avenue Key West FL
$167 nightly
The price is $188 total per night from Sep 7 to Sep 8
$188 total
Sep 7 - Sep 8
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! (1,826 reviews)
"Agustín at the front desk always making sure everything was good.. they are finally remodeling the place. It needed a touch up already. Still place is clean."
Reviewed on Aug 25, 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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- JFK to LAX
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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.