Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)
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Cheap Flights from OAK to EYW starting at $466 One Way, $908 Round Trip
Prices starting at $908 for return flights and $466 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
$908 Roundtrip, found 6 days ago
$908
Roundtrip
found 6 days ago
OAK
Oakland
EYW
Key West
$950 Roundtrip, found 6 days ago
$950
Roundtrip
found 6 days ago
OAK
Oakland
EYW
Key West
$1,015 Roundtrip, found 6 days ago
$1,015
Roundtrip
found 6 days ago
OAK
Oakland
EYW
Key West
$1,020 Roundtrip, found 6 days ago
$1,020
Roundtrip
found 6 days ago
OAK
Oakland
EYW
Key West
$1,071 Roundtrip, found 6 days ago
$1,071
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
$206 nightly
The price is $232 total per night from Oct 4 to Oct 5
$232 total
Oct 4 - Oct 5
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 ...
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$152 nightly
The price is $171 total per night from Oct 1 to Oct 2
$171 total
Oct 1 - Oct 2
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! (1,521 reviews)
"Rooms was spacious for 4 adults. Great pool and breakfast. Hotel shuttle was awesome. Friendly staff. Would highly recommend!!"
Reviewed on Sep 24, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$149 nightly
The price is $167 total per night from Sep 27 to Sep 28
$167 total
Sep 27 - Sep 28
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! (1,106 reviews)
"Our room was always clean with clean towels. The night person (Michelle) was very personable! The only thing that was an inconvenient was the elevator being out of order to where out room was. It was a long walk for me to go to the other side to get in the elevator. My legs don't work very well. ..."
Reviewed on Sep 23, 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
$168 nightly
The price is $189 total per night from Sep 27 to Sep 28
$189 total
Sep 27 - Sep 28
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 ...
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$229 nightly
The price is $258 total per night from Sep 28 to Sep 29
$258 total
Sep 28 - Sep 29
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 Oct 25 to Oct 26
$263 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,798 reviews)
"The room was fantastic, the staff excellent , the frozen drinks weak. We had lots of fun at the pool feeding the iguanas…would definitely recommend"
Reviewed on Sep 23, 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
$149 nightly
The price is $167 total per night from Sep 27 to Sep 28
$167 total
Sep 27 - Sep 28
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! (1,106 reviews)
"Our room was always clean with clean towels. The night person (Michelle) was very personable! The only thing that was an inconvenient was the elevator being out of order to where out room was. It was a long walk for me to go to the other side to get in the elevator. My legs don't work very well. ..."
Reviewed on Sep 23, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$152 nightly
The price is $171 total per night from Oct 1 to Oct 2
$171 total
Oct 1 - Oct 2
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! (1,521 reviews)
"Rooms was spacious for 4 adults. Great pool and breakfast. Hotel shuttle was awesome. Friendly staff. Would highly recommend!!"
Reviewed on Sep 24, 2026
Eden House
1015 Fleming St Key West FL
$142 nightly
The price is $160 total per night from Sep 28 to Sep 29
$160 total
Sep 28 - Sep 29
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! (1,001 reviews)
"Unfortunately our first room was a disaster however the next day the GM immediately apologised and offered a superior room which was a delight. In general the staff were helpful and accommodating."
Reviewed on Sep 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
$155 nightly
The price is $174 total per night from Sep 27 to Sep 28
$174 total
Sep 27 - Sep 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! (1,385 reviews)
"Rooms were clean and beds were very comfortable. All staff were friendly and helpful. This was our 4 th stay here and we will stay here again"
Reviewed on Sep 23, 2026
Seashell Motel
718 South Street Key West FL
$101 nightly
The price is $114 total per night from Sep 27 to Sep 28
$114 total
Sep 27 - Sep 28
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 ...
Duval House
815 Duval St Key West FL
$119 nightly
The price is $131 total per night from Sep 27 to Sep 28
$131 total
Sep 27 - Sep 28
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! (1,102 reviews)
"Love the Duval House! Beautiful and lush tropical property with pool, very friendly staff, excellent continental breakfast in a great location."
Reviewed on Sep 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
$229 nightly
The price is $258 total per night from Sep 28 to Sep 29
$258 total
Sep 28 - Sep 29
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
$168 nightly
The price is $189 total per night from Sep 27 to Sep 28
$189 total
Sep 27 - Sep 28
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
$172 nightly
The price is $193 total per night from Sep 27 to Sep 28
$193 total
Sep 27 - Sep 28
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! (1,811 reviews)
"Nice and comfortable"
Reviewed on Sep 20, 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
Origin Airport | |
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Destination Airport | |
Number Of Airlines Serving | |
Distance | |
Shortest Flight Departure Time | |
Shortest Flight Departure Date |
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
- 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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- PHL to MCO
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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.