Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)
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Cheap Flights from OAK to EYW starting at $616 One Way, $1,350 Round Trip
Prices starting at $1,350 for return flights and $616 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
$1,350 Roundtrip, found 6 days ago
$1,350
Roundtrip
found 6 days ago
OAK
Oakland
EYW
Key West
$1,405 Roundtrip, found 6 days ago
$1,405
Roundtrip
found 6 days ago
OAK
Oakland
EYW
Key West
$1,469 Roundtrip, found 6 days ago
$1,469
Roundtrip
found 6 days ago
OAK
Oakland
EYW
Key West
$1,487 Roundtrip, found 6 days ago
$1,487
Roundtrip
found 6 days ago
OAK
Oakland
EYW
Key West
$1,535 Roundtrip, found 6 days ago
$1,535
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
$226 nightly
The price is $254 total per night from Sep 16 to Sep 17
$254 total
Sep 16 - Sep 17
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! (1,261 reviews)
"This is my third time visiting this resort Nice grounds large rooms This visit was not great. Dirty. Floors,carpet, kitchen. Black feet from dirt. Mold on the shower curtain the shower heads thick mold shower curtain mold, mold in the jacuzzi tub. My special needs son took a bath in mold. Cleaned ..."
Reviewed on Sep 3, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$139 nightly
The price is $156 total per night from Sep 20 to Sep 21
$156 total
Sep 20 - Sep 21
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! (1,485 reviews)
"Nice property. Very pleasant stay."
Reviewed on Sep 3, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$140 nightly
The price is $158 total per night from Sep 17 to Sep 18
$158 total
Sep 17 - Sep 18
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 ...
8.4/10 Very Good! (1,083 reviews)
"My husband and I joined the hotel. I would definitely recommend this place. I felt like I was in a mini resort."
Reviewed on Aug 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
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$195 nightly
The price is $219 total per night from Sep 7 to Sep 8
$219 total
Sep 7 - Sep 8
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. ...
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$210 nightly
The price is $237 total per night from Sep 13 to Sep 14
$237 total
Sep 13 - Sep 14
Total with taxes and fees
Book a stay at this spa 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 ...
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
$234 nightly
The price is $263 total per night from Sep 20 to Sep 21
$263 total
Sep 20 - Sep 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! (1,801 reviews)
"Outdoor pool and beach access are nice. A little far from old town, but you can use shuttle every hour."
Reviewed on Sep 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
$140 nightly
The price is $158 total per night from Sep 17 to Sep 18
$158 total
Sep 17 - Sep 18
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 ...
8.4/10 Very Good! (1,083 reviews)
"My husband and I joined the hotel. I would definitely recommend this place. I felt like I was in a mini resort."
Reviewed on Aug 31, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$139 nightly
The price is $156 total per night from Sep 20 to Sep 21
$156 total
Sep 20 - Sep 21
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! (1,485 reviews)
"Nice property. Very pleasant stay."
Reviewed on Sep 3, 2026
Eden House
1015 Fleming St Key West FL
$142 nightly
The price is $160 total per night from Sep 8 to Sep 9
$160 total
Sep 8 - Sep 9
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. ...
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
$152 nightly
The price is $171 total per night from Sep 7 to Sep 8
$171 total
Sep 7 - Sep 8
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! (1,375 reviews)
"Great location. Nice pool. Parking. Thirsty Rooster 🐓 bar out front was so much fun and a great vibe. Not to mention a close distance to Duval St. Where the action is. Deli and groceries across the street as well. We will be back"
Reviewed on Sep 3, 2026
Seashell Motel
718 South Street Key West FL
$96 nightly
The price is $108 total per night from Sep 9 to Sep 10
$108 total
Sep 9 - Sep 10
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! (1,001 reviews)
"Maintenance was going on but still they were helpful and made out visit amazing."
Reviewed on Aug 29, 2026
Duval House
815 Duval St Key West FL
$119 nightly
The price is $131 total per night from Sep 16 to Sep 17
$131 total
Sep 16 - Sep 17
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 ...
9.6/10 Exceptional! (1,094 reviews)
"Duval House is a beautiful historic Caribbean styled property. It is charming, lush, private and full of charm. The rooms are quaint, clean and updated. The grounds are lush and tropical. The staff is very nice and helpful. The continental breakfast is set in the beautiful garden. The Duval House ..."
Reviewed on Sep 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.
Family Friendly Hotels in Key West
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$210 nightly
The price is $237 total per night from Sep 13 to Sep 14
$237 total
Sep 13 - Sep 14
Total with taxes and fees
Book a stay at this spa 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 ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$160 nightly
The price is $180 total per night from Sep 7 to Sep 8
$180 total
Sep 7 - Sep 8
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 ...
Hilton Key West Resort & Marina
5950 Peninsular Avenue Key West FL
$167 nightly
The price is $188 total per night from Sep 16 to Sep 17
$188 total
Sep 16 - Sep 17
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 ...
9/10 Wonderful! (1,820 reviews)
"Liked everything but restaurant prices were extremely high for breakfast. Outrageous breakfast prices for simple breakfast. Cannot recommend restaurant."
Reviewed on Sep 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)
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Flights
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- SEA to SAN
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- LAX to MCO
- SFO to SNA
- EWR to MCO
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- SNA to LAS
- LGA to MCO
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- PHL 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.