Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)
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Cheap Flights from OAK to EYW starting at $488 One Way, $1,101 Round Trip
Prices starting at $1,101 for return flights and $488 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
$1,101 Roundtrip, found 6 days ago
$1,101
Roundtrip
found 6 days ago
OAK
Oakland
EYW
Key West
$1,157 Roundtrip, found 6 days ago
$1,157
Roundtrip
found 6 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
$387 nightly
The price is $435 total per night from May 12 to May 13
$435 total
May 12 - May 13
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! (1,029 reviews)
Stayed for 5 nights and it could not have been better. Amazing views of the ocean and beautiful room. We were out on the balcony more than inside. Incredibly spacious and more than enough room for our family. Very quiet and away from the craziness of duval
Reviewed on Apr 11, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$229 nightly
The price is $258 total per night from Apr 13 to Apr 14
$258 total
Apr 13 - Apr 14
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! (1,329 reviews)
The staff was super friendly and courteous. The free shuttle to Old Town was convenient but if you don’t want to wait there are plenty of Lyft drivers. The building and grounds were well kept. The only downfalls were the birds that were there every morning and tried to steal your food as you ate ...
Reviewed on Apr 10, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$238 nightly
The price is $267 total per night from May 10 to May 11
$267 total
May 10 - May 11
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! (1,014 reviews)
The breakfast was very bland, I was very disappointed. Even more disappointed it cost me approximately $100 + tip. Only went once.
Reviewed on Apr 12, 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
$229 nightly
The price is $258 total per night from May 10 to May 11
$258 total
May 10 - May 11
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! (2,084 reviews)
Overall, our stay at the Blue Flamingo was very good. The staff was excellent. A few things: more lounge chairs by the pool would be good as they fill up quickly.
Reviewed on Apr 11, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$302 nightly
The price is $340 total per night from May 13 to May 14
$340 total
May 13 - May 14
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! (1,812 reviews)
Hotel pictures online have not been updated to current condition. All room doors are located outside. Gaps under the door which can let bugs in. After checking into our room, my family brought dinner to the room. After about 15 mins our counter and food was covered in ants. Ants were also in the ...
Reviewed on Apr 8, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$364 nightly
The price is $409 total per night from May 6 to May 7
$409 total
May 6 - May 7
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! (3,211 reviews)
Clean, great location
Reviewed on Apr 12, 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
$238 nightly
The price is $267 total per night from May 10 to May 11
$267 total
May 10 - May 11
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! (1,014 reviews)
The breakfast was very bland, I was very disappointed. Even more disappointed it cost me approximately $100 + tip. Only went once.
Reviewed on Apr 12, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$229 nightly
The price is $258 total per night from Apr 13 to Apr 14
$258 total
Apr 13 - Apr 14
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! (1,329 reviews)
The staff was super friendly and courteous. The free shuttle to Old Town was convenient but if you don’t want to wait there are plenty of Lyft drivers. The building and grounds were well kept. The only downfalls were the birds that were there every morning and tried to steal your food as you ate ...
Reviewed on Apr 10, 2026
Eden House
1015 Fleming St Key West FL
$275 nightly
The price is $310 total per night from May 10 to May 11
$310 total
May 10 - May 11
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! (1,002 reviews)
Overall a really nice place. Easy walk and bike ride to all the local sites. Only issue, if you can call it that, is the room was very small for the price.
Reviewed on Apr 9, 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
$252 nightly
The price is $284 total per night from May 10 to May 11
$284 total
May 10 - May 11
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! (1,303 reviews)
Great location! Wonderful, pleasant and informative staff.
Reviewed on Apr 11, 2026
Seashell Motel
718 South Street Key West FL
$186 nightly
The price is $209 total per night from Apr 13 to Apr 14
$209 total
Apr 13 - Apr 14
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! (1,006 reviews)
The room was nice and clean. Very pleasant staff and great parking. The only thing missing was the whole pool area. It was completely under construction but overall a nice place
Reviewed on Apr 9, 2026
Duval House
815 Duval St Key West FL
$261 nightly
The price is $290 total per night from Apr 20 to Apr 21
$290 total
Apr 20 - Apr 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! (1,015 reviews)
What a lovely place to celebrate my birthday! Centrally located right on Duval Street, it's a quiet little oasis in the middle of all the fun! Staff was super friendly. Breakfast was yummy and until 10 a.m!! Property and rooms were very clean and the pool was just the perfect spot for recovering ...
Reviewed on Apr 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.
Family Friendly Hotels in Key West
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$364 nightly
The price is $409 total per night from May 6 to May 7
$409 total
May 6 - May 7
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! (3,211 reviews)
Clean, great location
Reviewed on Apr 12, 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
$229 nightly
The price is $258 total per night from May 10 to May 11
$258 total
May 10 - May 11
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! (2,084 reviews)
Families like: Outdoor pools, playground, miniature golf, game room
Travelers say...
Overall, our stay at the Blue Flamingo was very good. The staff was excellent. A few things: more lounge chairs by the pool would be good as they fill up quickly.
Reviewed on Apr 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.
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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Flights
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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
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- PHL to MCO
- BWI to MCO
- JFK 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.