Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)
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Cheap Flights from OAK to EYW starting at $614 One Way, $999 Round Trip
Prices starting at $999 for return flights and $614 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
$999 Roundtrip, found 1 day ago
$999
Roundtrip
found 1 day ago
OAK
Oakland
EYW
Key West
$1,092 Roundtrip, found 1 day ago
$1,092
Roundtrip
found 1 day ago
OAK
Oakland
EYW
Key West
$1,097 Roundtrip, found 1 day ago
$1,097
Roundtrip
found 1 day ago
OAK
Oakland
EYW
Key West
$1,110 Roundtrip, found 1 day ago
$1,110
Roundtrip
found 1 day ago
OAK
Oakland
EYW
Key West
$1,114 Roundtrip, found 1 day ago
$1,114
Roundtrip
found 1 day 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
$422 nightly
The price is $474 total per night from May 21 to May 22
$474 total
May 21 - May 22
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! (1,049 reviews)
Great
Reviewed on Apr 22, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$246 nightly
The price is $276 total per night from May 19 to May 20
$276 total
May 19 - May 20
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! (1,337 reviews)
The rooms were clean. Shower area has a lot of space. Views were amazing from the balcony. Only downfall was the t.v wasn’t connected to WiFi in the middle building.
Reviewed on Apr 24, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$210 nightly
The price is $236 total per night from May 25 to May 26
$236 total
May 25 - May 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 ...
8.2/10 Very Good! (1,002 reviews)
Yes
Reviewed on Apr 24, 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
$219 nightly
The price is $247 total per night from May 25 to May 26
$247 total
May 25 - May 26
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 ...
8.4/10 Very Good! (2,135 reviews)
staff was fantastic
Reviewed on Apr 24, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$258 nightly
The price is $291 total per night from May 12 to May 13
$291 total
May 12 - May 13
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! (2,171 reviews)
Hot tub was nice, staff was good. Room was humid and less ventilated.
Reviewed on Apr 24, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$259 nightly
The price is $291 total per night from May 20 to May 21
$291 total
May 20 - May 21
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! (1,803 reviews)
Really felt like paradise. The daily treats were always welcoming, the room was stunning and service was amazinc
Reviewed on Apr 24, 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
$210 nightly
The price is $236 total per night from May 25 to May 26
$236 total
May 25 - May 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 ...
8.2/10 Very Good! (1,002 reviews)
Yes
Reviewed on Apr 24, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$246 nightly
The price is $276 total per night from May 19 to May 20
$276 total
May 19 - May 20
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! (1,337 reviews)
The rooms were clean. Shower area has a lot of space. Views were amazing from the balcony. Only downfall was the t.v wasn’t connected to WiFi in the middle building.
Reviewed on Apr 24, 2026
Eden House
1015 Fleming St Key West FL
$227 nightly
The price is $255 total per night from May 18 to May 19
$255 total
May 18 - May 19
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! (1,005 reviews)
I loved staying at Eden House. Far enough away from Duvall, but an easy walk. I cannot say enough about how excellent this hotel is and a special thanks to Gemma who took time every day to tell is some no tourist spots to try. Gemma really went above and beyond to make sure we had a fabulous vacation. ...
Reviewed on Apr 24, 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
$223 nightly
The price is $251 total per night from Apr 27 to Apr 28
$251 total
Apr 27 - Apr 28
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! (1,315 reviews)
Breakfast had a great variety to choise from!
Reviewed on Apr 23, 2026
Seashell Motel
718 South Street Key West FL
$197 nightly
The price is $222 total per night from May 10 to May 11
$222 total
May 10 - May 11
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)
Location! Location! Location! Seashell was a best-kept secret. It was a great deal for being so walkably close to downtown Key West and, to be honest, it looked a bit sketch from the street (faded paint and sign, construction company sign on a building, signs of construction) but the guy checking ...
Reviewed on Apr 19, 2026
Duval House
815 Duval St Key West FL
$220 nightly
The price is $244 total per night from Apr 28 to Apr 29
$244 total
Apr 28 - Apr 29
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! (1,021 reviews)
Breakfast was great with freshly made waffles with fruit every morning. located right in the middle of Duvall street where we could walk or bike everywhere we wanted to go.
Reviewed on Apr 24, 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
$330 nightly
The price is $372 total per night from May 19 to May 20
$372 total
May 19 - May 20
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! (3,232 reviews)
.
Reviewed on Apr 24, 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...
This is a beautiful resort full of amenities! Margaritas when you arrive, smoothies at the pool each day around noon, free airport and old town shuttles so we didn’t need to Uber anywhere, also coffee/water/cookies in the lobby daily. The beach is an easy walk across the street. The hotel is super ...
Reviewed on Apr 19, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$219 nightly
The price is $247 total per night from May 25 to May 26
$247 total
May 25 - May 26
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 ...
8.4/10 Very Good! (2,135 reviews)
Families like: Outdoor pools, playground, miniature golf, game room
Travelers say...
staff was fantastic
Reviewed on Apr 24, 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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- SEA to SAN
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- SFO to SNA
- EWR to MCO
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- SNA to LAS
- LGA to MCO
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- ORD to LAX
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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.