Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)
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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
$230 nightly
The price is $259 total per night from Oct 29 to Oct 30
$259 total
Oct 29 - Oct 30
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! (1,322 reviews)
"Very nice staff. Walking distance to airport. Great views."
Reviewed on Oct 20, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$159 nightly
The price is $179 total per night from Oct 21 to Oct 22
$179 total
Oct 21 - Oct 22
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! (1,565 reviews)
"Staff were wonderful. We had a room that faced the pool which is well maintained. Beautiful to sit outside by the pool and see the Florida Straight! This hotel is a Hop On site, so very convenient to to the many eating and shopping areas. Would definitely stay again."
Reviewed on Oct 19, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$137 nightly
The price is $154 total per night from Oct 29 to Oct 30
$154 total
Oct 29 - Oct 30
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! (1,123 reviews)
"I didn’t like the front desk clerk who check us in, not friendly AT ALL!!! Did not feel welcome."
Reviewed on Oct 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.
Hotels In Key West
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
$275 nightly
The price is $310 total per night from Oct 25 to Oct 26
$310 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! (1,805 reviews)
"All around pretty good"
Reviewed on Oct 20, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$228 nightly
The price is $256 total per night from Oct 21 to Oct 22
$256 total
Oct 21 - Oct 22
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9/10 Wonderful! (1,889 reviews)
"IMPROVE THE LOBBY. TOO MANY HALLOWEEN DECORATIONS."
Reviewed on Oct 20, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$166 nightly
The price is $187 total per night from Oct 25 to Oct 26
$187 total
Oct 25 - Oct 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 ...
8.6/10 Excellent! (2,742 reviews)
"Absolutely loved this hotel!!! Can’t wait to come back again. The staff was so friendly and helpful, the room was clean and the property was so nice. The whole property is wheelchair accessible, my room was on the ground floor so very easy to access. Loved how accommodating the staff was and how ..."
Reviewed on Oct 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.
Key West Hotels With Airport Transportation
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$137 nightly
The price is $154 total per night from Oct 29 to Oct 30
$154 total
Oct 29 - Oct 30
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! (1,123 reviews)
"I didn’t like the front desk clerk who check us in, not friendly AT ALL!!! Did not feel welcome."
Reviewed on Oct 20, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$159 nightly
The price is $179 total per night from Oct 21 to Oct 22
$179 total
Oct 21 - Oct 22
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! (1,565 reviews)
"Staff were wonderful. We had a room that faced the pool which is well maintained. Beautiful to sit outside by the pool and see the Florida Straight! This hotel is a Hop On site, so very convenient to to the many eating and shopping areas. Would definitely stay again."
Reviewed on Oct 19, 2026
Eden House
1015 Fleming St Key West FL
$183 nightly
The price is $206 total per night from Oct 25 to Oct 26
$206 total
Oct 25 - Oct 26
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! (1,006 reviews)
"I liked it but I didn't like that you have to pay for parking, it doesn't include breakfast. So I think for the amount of money you pay, you can get something better."
Reviewed on Oct 19, 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
$169 nightly
The price is $190 total per night from Oct 26 to Oct 27
$190 total
Oct 26 - Oct 27
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! (1,387 reviews)
"Tipsey Rooster out front is an EXCELLENT little outdoor bar....GREAT Music daily! Daytime Front Desk Ladies are Super sweet. Muffins are Amazing!"
Reviewed on Oct 19, 2026
Seashell Motel
718 South Street Key West FL
$131 nightly
The price is $147 total per night from Oct 26 to Oct 27
$147 total
Oct 26 - Oct 27
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)
"Great Place for one day but more I might look for a bigger place"
Reviewed on Oct 16, 2026
Duval House
815 Duval St Key West FL
$171 nightly
The price is $189 total per night from Oct 25 to Oct 26
$189 total
Oct 25 - Oct 26
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! (1,121 reviews)
"Amazing location balcony was great to see gombay parade come by will be back"
Reviewed on Oct 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.
Family Friendly Hotels in Key West
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$239 nightly
The price is $269 total per night from Oct 25 to Oct 26
$269 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this spa hotel in Key West. Enjoy 3 outdoor pools, a full-service spa, and 2 poolside bars. Our guests praise the pool and the helpful staff in ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$166 nightly
The price is $187 total per night from Oct 25 to Oct 26
$187 total
Oct 25 - Oct 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 ...
8.6/10 Excellent! (2,742 reviews)
Families like: Outdoor pools, playground, miniature golf, game room
Travelers say...
"Absolutely loved this hotel!!! Can’t wait to come back again. The staff was so friendly and helpful, the room was clean and the property was so nice. The whole property is wheelchair accessible, my room was on the ground floor so very easy to access. Loved how accommodating the staff was and how ..."
Reviewed on Oct 20, 2026
Hilton Key West Resort & Marina
5950 Peninsular Avenue Key West FL
$170 nightly
The price is $191 total per night from Oct 29 to Oct 30
$191 total
Oct 29 - Oct 30
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 ...
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)
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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.