Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)
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Cheap Flights from OAK to EYW starting at $510 One Way, $645 Round Trip
Prices starting at $645 for return flights and $510 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
$645 Roundtrip, found 3 days ago
$645
Roundtrip
found 3 days ago
OAK
Oakland
EYW
Key West
$666 Roundtrip, found 3 days ago
$666
Roundtrip
found 3 days ago
OAK
Oakland
EYW
Key West
$746 Roundtrip, found 3 days ago
$746
Roundtrip
found 3 days ago
OAK
Oakland
EYW
Key West
$760 Roundtrip, found 3 days ago
$760
Roundtrip
found 3 days ago
OAK
Oakland
EYW
Key West
$772 Roundtrip, found 3 days ago
$772
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
$456 nightly
The price is $513 total per night from Apr 20 to Apr 21
$513 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! (1,014 reviews)
Beautiful property!
Reviewed on Apr 3, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$305 nightly
The price is $343 total per night from May 3 to May 4
$343 total
May 3 - May 4
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! (1,324 reviews)
This hotel is old and tired. The breakfast area is cramped and the offerings, particularly the cereal are boring.
Reviewed on Apr 2, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$265 nightly
The price is $298 total per night from Apr 26 to Apr 27
$298 total
Apr 26 - Apr 27
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! (1,000 reviews)
Yes
Reviewed on Mar 31, 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
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$301 nightly
The price is $339 total per night from Apr 19 to Apr 20
$339 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! (2,029 reviews)
The concierge was very helpful. The beds and rooms were comfortable. The location was good and the pools fun.
Reviewed on Apr 3, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$415 nightly
The price is $467 total per night from May 4 to May 5
$467 total
May 4 - May 5
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! (3,177 reviews)
We stayed in the Adults ONLY Duval Gardens. We enjoyed the privacy and location on Duval Street. It was nice to have the option of the amenities at the resort for the different pools and beach access. Free breakfast too! We would stay here again. The room was clean, staff is friendly no beach view ...
Reviewed on Apr 2, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$327 nightly
The price is $368 total per night from Apr 29 to Apr 30
$368 total
Apr 29 - Apr 30
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! (1,798 reviews)
Ideal for families with smaller children, and the pool was smaller than was indicated in the pictures overall good experience
Reviewed on Apr 2, 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
$265 nightly
The price is $298 total per night from Apr 26 to Apr 27
$298 total
Apr 26 - Apr 27
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! (1,000 reviews)
Yes
Reviewed on Mar 31, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$305 nightly
The price is $343 total per night from May 3 to May 4
$343 total
May 3 - May 4
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! (1,324 reviews)
This hotel is old and tired. The breakfast area is cramped and the offerings, particularly the cereal are boring.
Reviewed on Apr 2, 2026
Eden House
1015 Fleming St Key West FL
$328 nightly
The price is $369 total per night from Apr 5 to Apr 6
$369 total
Apr 5 - Apr 6
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)
It was great overall
Reviewed on Mar 30, 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
$301 nightly
The price is $338 total per night from Apr 26 to Apr 27
$338 total
Apr 26 - Apr 27
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! (1,299 reviews)
The place is very rundown and needs a major overhaul to bring it back to life. Upon seeing the motel from the outside, that was our first indication of how rundown it was , our room inside was just as bad, but it was clean. Both pool areas are decent. The place is very overpriced. I won’t ...
Reviewed on Apr 3, 2026
Seashell Motel
718 South Street Key West FL
$219 nightly
The price is $246 total per night from Apr 5 to Apr 6
$246 total
Apr 5 - Apr 6
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)
It is under construction though It is not advertised.
Reviewed on Apr 2, 2026
Duval House
815 Duval St Key West FL
$271 nightly
The price is $302 total per night from Apr 5 to Apr 6
$302 total
Apr 5 - Apr 6
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! (1,016 reviews)
Very accommodating. Very friendly. Excellent facilities, breakfast, pool. Will definitely stay again!!
Reviewed on Apr 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
$415 nightly
The price is $467 total per night from May 4 to May 5
$467 total
May 4 - May 5
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! (3,177 reviews)
We stayed in the Adults ONLY Duval Gardens. We enjoyed the privacy and location on Duval Street. It was nice to have the option of the amenities at the resort for the different pools and beach access. Free breakfast too! We would stay here again. The room was clean, staff is friendly no beach view ...
Reviewed on Apr 2, 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! (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
$301 nightly
The price is $339 total per night from Apr 19 to Apr 20
$339 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! (2,029 reviews)
Families like: Outdoor pools, miniature golf, game room, bicycle rentals
Travelers say...
The concierge was very helpful. The beds and rooms were comfortable. The location was good and the pools fun.
Reviewed on Apr 3, 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
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- SFO to SNA
- EWR to MCO
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- SNA to LAS
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- PHL to MCO
- BWI to MCO
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- 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.