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, $2,125 Round Trip
Prices starting at $2,125 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
$2,125 Roundtrip, found 6 days ago
$2,125
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
$205 nightly
The price is $231 total per night from Sep 2 to Sep 3
$231 total
Sep 2 - Sep 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! (1,226 reviews)
"Great location with a view of the sea from the pool. Room was perfect size for family of 5 with everything you needed."
Reviewed on Aug 13, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$118 nightly
The price is $133 total per night from Aug 19 to Aug 20
$133 total
Aug 19 - Aug 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! (1,463 reviews)
"Great breakfast and friendly, helpful staff."
Reviewed on Aug 14, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$156 nightly
The price is $176 total per night from Sep 1 to Sep 2
$176 total
Sep 1 - Sep 2
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 ...
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 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 ...
8.8/10 Excellent! (3,520 reviews)
"Housekeeping was extremely inconsistent—some days our room wasn’t cleaned at all, and supplies weren’t adequately restocked. We even ran out of toilet paper, and after being told someone would bring it “right away,” more than an hour passed with no one showing up. I ended up having to use the lobby ..."
Reviewed on Aug 14, 2026
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
$136 nightly
The price is $153 total per night from Aug 17 to Aug 18
$153 total
Aug 17 - Aug 18
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. ...
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
$156 nightly
The price is $176 total per night from Sep 1 to Sep 2
$176 total
Sep 1 - Sep 2
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 ...
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$118 nightly
The price is $133 total per night from Aug 19 to Aug 20
$133 total
Aug 19 - Aug 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! (1,463 reviews)
"Great breakfast and friendly, helpful staff."
Reviewed on Aug 14, 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! (1,002 reviews)
"Hotel was very clean and the staff were very welcoming and helpful. I loved the pool and the area. Close to downtown but so quiet and peaceful."
Reviewed on Aug 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
$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. ...
8.6/10 Excellent! (1,381 reviews)
"Love this property. Second time staying here. Quaint, nothing fancy but wonderful staff and great location."
Reviewed on Aug 14, 2026
Seashell Motel
718 South Street Key West FL
$105 nightly
The price is $118 total per night from Aug 19 to Aug 20
$118 total
Aug 19 - Aug 20
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)
"The room itself was very nice, clean, and comfortable, and the location was great because it was very close to everything. My main disappointment was that the listing mentioned a shared area, but when we arrived, it was under construction. There appeared to be a new pool that was already filled with ..."
Reviewed on Aug 13, 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 ...
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 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 ...
8.8/10 Excellent! (3,520 reviews)
"Housekeeping was extremely inconsistent—some days our room wasn’t cleaned at all, and supplies weren’t adequately restocked. We even ran out of toilet paper, and after being told someone would bring it “right away,” more than an hour passed with no one showing up. I ended up having to use the lobby ..."
Reviewed on Aug 14, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$166 nightly
The price is $187 total per night from Sep 1 to Sep 2
$187 total
Sep 1 - Sep 2
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 Sep 1 to Sep 2
$225 total
Sep 1 - Sep 2
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! (1,832 reviews)
"The housekeeping was awful. The bathrooms were clearly not cleaned well. Base of shower inside & out was dirty. Had to ask for toilet paper, we were there a week and had to ask for bed to be changed. They knocked on the door at different times so we never knew when they were coming. Garbage in the ..."
Reviewed on Aug 14, 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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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.