Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)
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Cheap Flights from OAK to EYW starting at $430 One Way, $631 Round Trip
Prices starting at $631 for return flights and $430 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
$631 Roundtrip, found 5 days ago
$631
Roundtrip
found 5 days ago
OAK
Oakland
EYW
Key West
$705 Roundtrip, found 5 days ago
$705
Roundtrip
found 5 days ago
OAK
Oakland
EYW
Key West
$765 Roundtrip, found 5 days ago
$765
Roundtrip
found 5 days ago
OAK
Oakland
EYW
Key West
$781 Roundtrip, found 1 hour ago
$781
Roundtrip
found 1 hour ago
OAK
Oakland
EYW
Key West
$786 Roundtrip, found 5 days ago
$786
Roundtrip
found 5 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
$532 nightly
The price is $599 total per night from Feb 5 to Feb 6
$599 total
Feb 5 - Feb 6
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! (1,001 reviews)
Great view, clean property. Beds were very comfortable. Having a telescope to view the stars is a nice touch
Reviewed on Jan 16, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$431 nightly
The price is $485 total per night from Jan 26 to Jan 27
$485 total
Jan 26 - Jan 27
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! (1,301 reviews)
The staff is excellent especially Sam who always helps me when I stay there.
Reviewed on Jan 16, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$379 nightly
The price is $426 total per night from Jan 25 to Jan 26
$426 total
Jan 25 - Jan 26
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! (1,001 reviews)
Very clean. The pool area is fantastic. Good food and bar. Just a heads up though, the planes are extremely loud!
Reviewed on Jan 14, 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 Jan 26 to Jan 27
$596 total
Jan 26 - Jan 27
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! (3,000 reviews)
Small room at first, but they gave us a different one that was nice
Reviewed on Jan 17, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
$329 nightly
The price is $370 total per night from Jan 21 to Jan 22
$370 total
Jan 21 - Jan 22
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! (1,776 reviews)
The entire resort was absolutely beautiful. It was also very welcoming. Not just in appearance but the staff were all so friendly and wonderful to work with!
Reviewed on Jan 16, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$391 nightly
The price is $440 total per night from Jan 21 to Jan 22
$440 total
Jan 21 - Jan 22
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 ...
8/10 Very Good! (1,859 reviews)
Everything was excellent
Reviewed on Jan 15, 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
$379 nightly
The price is $426 total per night from Jan 25 to Jan 26
$426 total
Jan 25 - Jan 26
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! (1,001 reviews)
Very clean. The pool area is fantastic. Good food and bar. Just a heads up though, the planes are extremely loud!
Reviewed on Jan 14, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$431 nightly
The price is $485 total per night from Jan 26 to Jan 27
$485 total
Jan 26 - Jan 27
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! (1,301 reviews)
The staff is excellent especially Sam who always helps me when I stay there.
Reviewed on Jan 16, 2026
Eden House
1015 Fleming St Key West FL
$395 nightly
The price is $445 total per night from Jan 25 to Jan 26
$445 total
Jan 25 - Jan 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)
I will definitely be back.
Reviewed on Jan 15, 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 Jan 21 to Jan 22
$338 total
Jan 21 - Jan 22
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! (1,269 reviews)
Everyone was nice and courteous. Quiet place. Really enjoyed our weekend
Reviewed on Jan 20, 2026
Seashell Motel
718 South Street Key West FL
$274 nightly
The price is $308 total per night from Jan 21 to Jan 22
$308 total
Jan 21 - Jan 22
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! (1,001 reviews)
Check in was great and friendly. Walking distance to the beach. Air conditioning froze out my husband. Hotel was under construction but still very clean and kept. Would definitely stay again.
Reviewed on Jan 17, 2026
Duval House
815 Duval St Key West FL
$361 nightly
The price is $403 total per night from Jan 27 to Jan 28
$403 total
Jan 27 - Jan 28
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! (1,001 reviews)
Yes
Reviewed on Jan 17, 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 Jan 26 to Jan 27
$596 total
Jan 26 - Jan 27
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! (3,000 reviews)
Small room at first, but they gave us a different one that was nice
Reviewed on Jan 17, 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 ...
8.2/10 Very Good! (999 reviews)
Families like: Outdoor pool, babysitting, close to beach, bicycle rentals
Travelers say...
Room was clean and comfortable but after first day towels were shorted. Had to ask for more twice Desk staff were very nice and helpful. Concierge was helpful with rentals Restaurant was not as good as past stays when Sheraton. Food even pancakes were tough and overcooked. Shuttle drivers were very ...
Reviewed on Dec 4, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$391 nightly
The price is $440 total per night from Jan 21 to Jan 22
$440 total
Jan 21 - Jan 22
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 ...
8/10 Very Good! (1,859 reviews)
Families like: Outdoor pools, miniature golf, game room, bicycle rentals
Travelers say...
Everything was excellent
Reviewed on Jan 15, 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
- ORD to MCO
- MCO to SJU
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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.