Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)
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Cheap Flights from OAK to EYW starting at $487 One Way, $1,312 Round Trip
Prices starting at $1,312 for return flights and $487 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
$1,312 Roundtrip, found 6 days ago
$1,312
Roundtrip
found 6 days ago
OAK
Oakland
EYW
Key West
$1,332 Roundtrip, found 6 days ago
$1,332
Roundtrip
found 6 days ago
OAK
Oakland
EYW
Key West
$1,422 Roundtrip, found 6 days ago
$1,422
Roundtrip
found 6 days ago
OAK
Oakland
EYW
Key West
$1,442 Roundtrip, found 6 days ago
$1,442
Roundtrip
found 6 days ago
OAK
Oakland
EYW
Key West
$1,510 Roundtrip, found 6 days ago
$1,510
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
$204 nightly
The price is $230 total per night from Aug 31 to Sep 1
$230 total
Aug 31 - Sep 1
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! (1,222 reviews)
"Beautiful resort! Well kept, great staff! Only downfall of the on resort restaurant….. service fees are STEEP!"
Reviewed on Aug 9, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$148 nightly
The price is $166 total per night from Aug 30 to Aug 31
$166 total
Aug 30 - Aug 31
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! (1,472 reviews)
"This is a great hotel; offering a beautiful ocean view on S Roosevelt Rd. It has a nice big pool, a tiki bar right by the pool (although there are no waiters coming by to take order - you must go and get it yourself, not a big deal, but it would be nice). The rooms were spacious, comfortable, and ..."
Reviewed on Aug 11, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$152 nightly
The price is $171 total per night from Aug 20 to Aug 21
$171 total
Aug 20 - Aug 21
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! (1,078 reviews)
"Thanks"
Reviewed on Aug 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.
Hotels In Key West
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$203 nightly
The price is $228 total per night from Sep 1 to Sep 2
$228 total
Sep 1 - Sep 2
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 ...
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$184 nightly
The price is $207 total per night from Aug 18 to Aug 19
$207 total
Aug 18 - Aug 19
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. ...
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
$142 nightly
The price is $160 total per night from Aug 12 to Aug 13
$160 total
Aug 12 - Aug 13
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8.2/10 Very Good! (2,348 reviews)
"Nice property. Didn't love that it was on a busy street but overall a great place to stay. Not close to downtown but if you rent a golf cart it's no problem."
Reviewed on Aug 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.
Key West Hotels With Airport Transportation
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$152 nightly
The price is $171 total per night from Aug 20 to Aug 21
$171 total
Aug 20 - Aug 21
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! (1,078 reviews)
"Thanks"
Reviewed on Aug 9, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$148 nightly
The price is $166 total per night from Aug 30 to Aug 31
$166 total
Aug 30 - Aug 31
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! (1,472 reviews)
"This is a great hotel; offering a beautiful ocean view on S Roosevelt Rd. It has a nice big pool, a tiki bar right by the pool (although there are no waiters coming by to take order - you must go and get it yourself, not a big deal, but it would be nice). The rooms were spacious, comfortable, and ..."
Reviewed on Aug 11, 2026
Eden House
1015 Fleming St Key West FL
$145 nightly
The price is $163 total per night from Aug 16 to Aug 17
$163 total
Aug 16 - Aug 17
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! (1,011 reviews)
"Beautiful property. Staff were very friendly and helpful. Parking is limited which was the only downfall. Would definitely recommend and would book again"
Reviewed on Aug 8, 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
$155 nightly
The price is $174 total per night from Aug 18 to Aug 19
$174 total
Aug 18 - Aug 19
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. ...
Seashell Motel
718 South Street Key West FL
$96 nightly
The price is $108 total per night from Aug 16 to Aug 17
$108 total
Aug 16 - Aug 17
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! (1,004 reviews)
"Well the room was updated however no firealarm and wires were hanging out of th wall. Next room was very loud til 2am and staff wouldnt do anything about it. Pool was under maintenance for over weeks and closed to guests even though at booking nothing was mentioned about it."
Reviewed on Aug 7, 2026
Duval House
815 Duval St Key West FL
$131 nightly
The price is $144 total per night from Aug 26 to Aug 27
$144 total
Aug 26 - Aug 27
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! (1,077 reviews)
"Clean room, amazing staff."
Reviewed on Aug 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
$203 nightly
The price is $228 total per night from Sep 1 to Sep 2
$228 total
Sep 1 - Sep 2
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 ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$171 nightly
The price is $192 total per night from Sep 9 to Sep 10
$192 total
Sep 9 - Sep 10
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
$200 nightly
The price is $225 total per night from Aug 18 to Aug 19
$225 total
Aug 18 - Aug 19
Total with taxes and fees
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,847 reviews)
"everything is way too expensive for what you get. parking should be free. checkin is super late. it was at 6pm. then they want to charge you 50$ for 12 o'clock check out... which they didnt after i requested it removed. breakfast is expensive. Golf kart is more expensive then renting a car."
Reviewed on Aug 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.
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
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- PHL to MCO
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- LAX to HND
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- 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.