Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)
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Cheap Flights from OAK to EYW starting at One Way, $631 Round Trip
Prices starting at $631 for return flights and 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 11 hours ago
$631
Roundtrip
found 11 hours ago
OAK
Oakland
EYW
Key West
$705 Roundtrip, found 11 hours ago
$705
Roundtrip
found 11 hours ago
OAK
Oakland
EYW
Key West
$765 Roundtrip, found 11 hours ago
$765
Roundtrip
found 11 hours ago
OAK
Oakland
EYW
Key West
$786 Roundtrip, found 11 hours ago
$786
Roundtrip
found 11 hours ago
OAK
Oakland
EYW
Key West
$910 Roundtrip, found 11 hours ago
$910
Roundtrip
found 11 hours ago
OAK
Oakland
EYW
Key West
$988 Roundtrip, found 4 days ago
$988
Roundtrip
found 4 days ago
OAK
Oakland
EYW
Key West
$1,000 Roundtrip, found 4 days ago
$1,000
Roundtrip
found 4 days ago
OAK
Oakland
EYW
Key West
$1,018 Roundtrip, found 4 days ago
$1,018
Roundtrip
found 4 days ago
OAK
Oakland
EYW
Key West
$1,043 Roundtrip, found 4 days ago
$1,043
Roundtrip
found 4 days ago
OAK
Oakland
EYW
Key West
$1,060 Roundtrip, found 4 days ago
$1,060
Roundtrip
found 4 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 2 to Feb 3
$599 total
Feb 2 - Feb 3
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! (1,019 reviews)
Very clean and spacious
Reviewed on Jan 9, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$422 nightly
The price is $475 total per night from Jan 22 to Jan 23
$475 total
Jan 22 - Jan 23
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! (1,302 reviews)
It was the perfect hotel. There was a shuttle to the airport and to the downtown which we used every day. The rooms were clean. Breakfast was wonderful. The pool area was fantastic. There is a tiki hut bar restaurant that we ate at multiple times. I could not recommend it enough.
Reviewed on Jan 4, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$339 nightly
The price is $382 total per night from Jan 19 to Jan 20
$382 total
Jan 19 - Jan 20
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! (1,004 reviews)
did not have one
Reviewed on Jan 10, 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
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$399 nightly
The price is $449 total per night from Jan 19 to Jan 20
$449 total
Jan 19 - Jan 20
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,902 reviews)
All very nice
Reviewed on Jan 13, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$346 nightly
The price is $389 total per night from Jan 19 to Jan 20
$389 total
Jan 19 - Jan 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 ...
8/10 Very Good! (1,859 reviews)
Everything was excellent
Reviewed on Jan 15, 2026
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! (3,002 reviews)
Beautiful room, we loved the location, the breakfasts, and the convenience. It was a luxury experience
Reviewed on Jan 11, 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
$339 nightly
The price is $382 total per night from Jan 19 to Jan 20
$382 total
Jan 19 - Jan 20
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! (1,004 reviews)
did not have one
Reviewed on Jan 10, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$422 nightly
The price is $475 total per night from Jan 22 to Jan 23
$475 total
Jan 22 - Jan 23
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! (1,302 reviews)
It was the perfect hotel. There was a shuttle to the airport and to the downtown which we used every day. The rooms were clean. Breakfast was wonderful. The pool area was fantastic. There is a tiki hut bar restaurant that we ate at multiple times. I could not recommend it enough.
Reviewed on Jan 4, 2026
Eden House
1015 Fleming St Key West FL
$395 nightly
The price is $445 total per night from Jan 19 to Jan 20
$445 total
Jan 19 - Jan 20
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)
Very nice, clean and great location.
Reviewed on Jan 13, 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! (1,272 reviews)
Location was great, close to 2 beaches. Property was nice and clean. Rooms were small but fine. Was there 4 days and basically had bad oranges and no other fruit for the time spent. Had plenty of bagged muffins, yogurt, and cereals. One beaches supplier you with towels and chair you just have to ...
Reviewed on Jan 13, 2026
Seashell Motel
718 South Street Key West FL
$285 nightly
The price is $321 total per night from Jan 22 to Jan 23
$321 total
Jan 22 - Jan 23
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)
They are renovation so be aware of that but everything else is as listed. Very clean extremely polite. I highly recommend for people looking for a place to rest their head at night
Reviewed on Jan 13, 2026
Duval House
815 Duval St Key West FL
$321 nightly
The price is $358 total per night from Jan 20 to Jan 21
$358 total
Jan 20 - Jan 21
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! (1,018 reviews)
Duval House is right in the middle of everything. Yet, the rooms are very quiet. The breakfast is nice. Very comfortable rooms.
Reviewed on Jan 10, 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
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! (3,002 reviews)
Beautiful room, we loved the location, the breakfasts, and the convenience. It was a luxury experience
Reviewed on Jan 11, 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
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
- LGA to MIA
- LAX to SJO
- JFK to LAX
- DCA to LAX
- LAX to JFK
- 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.