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 3 days ago
$822
Roundtrip
found 3 days ago
OAK
Oakland
EYW
Key West
$852 Roundtrip, found 3 days ago
$852
Roundtrip
found 3 days ago
OAK
Oakland
EYW
Key West
$872 Roundtrip, found 3 days ago
$872
Roundtrip
found 3 days ago
OAK
Oakland
EYW
Key West
$883 Roundtrip, found 3 days ago
$883
Roundtrip
found 3 days ago
OAK
Oakland
EYW
Key West
$887 Roundtrip, found 3 days ago
$887
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
$333 nightly
The price is $375 total per night from Dec 3 to Dec 4
$375 total
Dec 3 - Dec 4
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! (1,016 reviews)
Friendly staff and clean
Reviewed on Nov 22, 2025
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$212 nightly
The price is $239 total per night from Dec 2 to Dec 3
$239 total
Dec 2 - Dec 3
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! (1,273 reviews)
Handy location with a very nice shuttle service. Clean and quiet. Highly recommended.
Reviewed on Nov 24, 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 2 to Dec 3
$172 total
Dec 2 - Dec 3
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! (1,724 reviews)
The breakfast was fabulous. They gave me so much fruit that I took it on my road trip back to Tampa. The staff was so friendly and I really enjoyed my stay. I’ve already told everybody they have to go to this property if they ever go to Key West.
Reviewed on Nov 25, 2025
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
$120 nightly
The price is $135 total per night from Dec 7 to Dec 8
$135 total
Dec 7 - Dec 8
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! (1,132 reviews)
Great pool and exercise/weight room area!
Reviewed on Nov 23, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
$202 nightly
The price is $227 total per night from Nov 30 to Dec 1
$227 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! (1,745 reviews)
Everything was great!
Reviewed on Nov 20, 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 2 to Dec 3
$172 total
Dec 2 - Dec 3
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
$212 nightly
The price is $239 total per night from Dec 2 to Dec 3
$239 total
Dec 2 - Dec 3
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! (1,273 reviews)
Handy location with a very nice shuttle service. Clean and quiet. Highly recommended.
Reviewed on Nov 24, 2025
Eden House
1015 Fleming St Key West FL
$276 nightly
The price is $311 total per night from Nov 26 to Nov 27
$311 total
Nov 26 - Nov 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! (1,001 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 Dec 1 to Dec 2
$187 total
Dec 1 - Dec 2
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 26 to Nov 27
$160 total
Nov 26 - Nov 27
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
$151 nightly
The price is $167 total per night from Nov 30 to Dec 1
$167 total
Nov 30 - Dec 1
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! (1,011 reviews)
The breakfast menu was fresh and staff very helpful. This was our first time staying there and it was quite relaxing and had easy access to all you needed. The staff was always friendly and helpful.
Reviewed on Nov 24, 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
$240 nightly
The price is $270 total per night from Dec 17 to Dec 18
$270 total
Dec 17 - Dec 18
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! (1,724 reviews)
Families like: Outdoor pools, miniature golf, game room, bicycle rentals
Travelers say...
The breakfast was fabulous. They gave me so much fruit that I took it on my road trip back to Tampa. The staff was so friendly and I really enjoyed my stay. I’ve already told everybody they have to go to this property if they ever go to Key West.
Reviewed on Nov 25, 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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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.