Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)
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Cheap Flights from OAK to EYW starting at $444 One Way, $822 Round Trip
Prices starting at $822 for return flights and $444 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
$822 Roundtrip, found 1 day ago
$822
Roundtrip
found 1 day ago
OAK
Oakland
EYW
Key West
$852 Roundtrip, found 1 day ago
$852
Roundtrip
found 1 day ago
OAK
Oakland
EYW
Key West
$872 Roundtrip, found 1 day ago
$872
Roundtrip
found 1 day ago
OAK
Oakland
EYW
Key West
$883 Roundtrip, found 1 day ago
$883
Roundtrip
found 1 day ago
OAK
Oakland
EYW
Key West
$887 Roundtrip, found 1 day ago
$887
Roundtrip
found 1 day 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
$294 nightly
The price is $331 total per night from Dec 8 to Dec 9
$331 total
Dec 8 - Dec 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! (1,005 reviews)
Everything was perfect
Reviewed on Nov 16, 2025
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$180 nightly
The price is $202 total per night from Nov 30 to Dec 1
$202 total
Nov 30 - Dec 1
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! (1,259 reviews)
Great location and pool
Reviewed on Nov 18, 2025
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$153 nightly
The price is $172 total per night from Dec 1 to Dec 2
$172 total
Dec 1 - Dec 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 ...
8/10 Very Good! (1,013 reviews)
The shuttel for old key west town was great. Bar by pool was so nice Vasili, the bartender was friendly, funny and knowledgeable about places to eat and visit. We had a nice time. If there was one thing microwave in rooms
Reviewed on Nov 22, 2025
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
$145 nightly
The price is $164 total per night from Nov 30 to Dec 1
$164 total
Nov 30 - Dec 1
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 ...
7.8/10 Good! (1,705 reviews)
Our room and the property were beautiful! All the staff were very friendly and helpful. The shuttle to downtown Key West was great as parking is sometimes hard to find. We are definitely coming back for another visit!
Reviewed on Nov 19, 2025
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
$112 nightly
The price is $126 total per night from Dec 1 to Dec 2
$126 total
Dec 1 - Dec 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
7.8/10 Good! (1,129 reviews)
Parking was easy
Reviewed on Nov 21, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
$217 nightly
The price is $244 total per night from Nov 30 to Dec 1
$244 total
Nov 30 - Dec 1
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 ...
8.8/10 Excellent! (1,743 reviews)
We thoroughly enjoyed our stay at Oceans Edge. It was a beautiful relaxing oasis for us to spend a few days. The weather was not great (windy & a little chilly) so we couldn't use the paddleboards or kayaks. The food at the restaurant was delicious and we ended up eating there for almost all our ...
Reviewed on Nov 18, 2025
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
$153 nightly
The price is $172 total per night from Dec 1 to Dec 2
$172 total
Dec 1 - Dec 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 ...
8/10 Very Good! (1,013 reviews)
The shuttel for old key west town was great. Bar by pool was so nice Vasili, the bartender was friendly, funny and knowledgeable about places to eat and visit. We had a nice time. If there was one thing microwave in rooms
Reviewed on Nov 22, 2025
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$180 nightly
The price is $202 total per night from Nov 30 to Dec 1
$202 total
Nov 30 - Dec 1
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! (1,259 reviews)
Great location and pool
Reviewed on Nov 18, 2025
Eden House
1015 Fleming St Key West FL
$263 nightly
The price is $296 total per night from Nov 25 to Nov 26
$296 total
Nov 25 - Nov 26
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)
Clean place, walking distance to Duval, Mallory square and southern point. A bit small rooms not enough outlets or any chain room to seat.
Reviewed on Nov 18, 2025
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
$166 nightly
The price is $187 total per night from Nov 30 to Dec 1
$187 total
Nov 30 - Dec 1
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! (1,225 reviews)
Clean room, friendly staff, location
Reviewed on Nov 21, 2025
Seashell Motel
718 South Street Key West FL
$142 nightly
The price is $160 total per night from Nov 24 to Nov 25
$160 total
Nov 24 - Nov 25
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 ...
7.8/10 Good! (1,002 reviews)
Yes
Reviewed on Nov 14, 2025
Duval House
815 Duval St Key West FL
$179 nightly
The price is $199 total per night from Nov 25 to Nov 26
$199 total
Nov 25 - Nov 26
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! (1,003 reviews)
Small, clean cheerful room. Very helpful breakfast attendant. Pool & all amenities were perfect, grounds beautiful & relaxing.
Reviewed on Nov 15, 2025
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
$233 nightly
The price is $263 total per night from Dec 15 to Dec 16
$263 total
Dec 15 - Dec 16
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 ...
8.6/10 Excellent! (2,866 reviews)
Room was cozy, but had a very comfortable bed. Great location on the water and at the end of Duval St.
Reviewed on Nov 21, 2025
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 ...
8.2/10 Very Good! (1,000 reviews)
Families like: Outdoor pool, babysitting, close to beach, bicycle rentals
Travelers say...
Stayed here many times. Easy in and out, plenty of parking. Great friendly staff
Reviewed on Sep 1, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$145 nightly
The price is $164 total per night from Nov 30 to Dec 1
$164 total
Nov 30 - Dec 1
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 ...
7.8/10 Good! (1,705 reviews)
Families like: Outdoor pools, miniature golf, game room, bicycle rentals
Travelers say...
Our room and the property were beautiful! All the staff were very friendly and helpful. The shuttle to downtown Key West was great as parking is sometimes hard to find. We are definitely coming back for another visit!
Reviewed on Nov 19, 2025
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)
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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.