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 1 day ago
$908
Roundtrip
found 1 day ago
OAK
Oakland
EYW
Key West
$950 Roundtrip, found 1 day ago
$950
Roundtrip
found 1 day ago
OAK
Oakland
EYW
Key West
$1,015 Roundtrip, found 1 day ago
$1,015
Roundtrip
found 1 day ago
OAK
Oakland
EYW
Key West
$1,020 Roundtrip, found 1 day ago
$1,020
Roundtrip
found 1 day ago
OAK
Oakland
EYW
Key West
$1,071 Roundtrip, found 1 day ago
$1,071
Roundtrip
found 1 day 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
$196 nightly
The price is $221 total per night from Oct 4 to Oct 5
$221 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 ...
9.4/10 Exceptional! (1,282 reviews)
"The staff was very rude. Upon checkin we were not greeted. We chose this hotel for"
Reviewed on Sep 19, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$134 nightly
The price is $151 total per night from Sep 21 to Sep 22
$151 total
Sep 21 - Sep 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! (1,512 reviews)
"The rooms were dirty, and there were insects crawling around. The pool was filthy; no one even swam in it. We had a service dog with us; we were charged an extra fee for the dog twice, and the money was never refunded to our account. There shouldn't be a charge for service dogs, but the staff refused ..."
Reviewed on Sep 20, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$133 nightly
The price is $150 total per night from Sep 27 to Sep 28
$150 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 ...
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
$225 nightly
The price is $253 total per night from Sep 28 to Sep 29
$253 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 ...
8.6/10 Excellent! (3,601 reviews)
"Southernmost was in a great location. We were happy with our stay. But we were very disappointed that the largest pool was closed for repairs (without being notified) causing the pineapple pool to be over crowded and and wild in the off season. The tranquility pool was nice and was quiet at night. ..."
Reviewed on Sep 20, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$160 nightly
The price is $180 total per night from Sep 21 to Sep 22
$180 total
Sep 21 - Sep 22
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! (2,679 reviews)
"Room was not to clean and the resort fee is way to much for the place not to be as fun or lit."
Reviewed on Sep 19, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
$234 nightly
The price is $263 total per night from Oct 4 to Oct 5
$263 total
Oct 4 - Oct 5
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 ...
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
$133 nightly
The price is $150 total per night from Sep 27 to Sep 28
$150 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 ...
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$134 nightly
The price is $151 total per night from Sep 21 to Sep 22
$151 total
Sep 21 - Sep 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! (1,512 reviews)
"The rooms were dirty, and there were insects crawling around. The pool was filthy; no one even swam in it. We had a service dog with us; we were charged an extra fee for the dog twice, and the money was never refunded to our account. There shouldn't be a charge for service dogs, but the staff refused ..."
Reviewed on Sep 20, 2026
Eden House
1015 Fleming St Key West FL
$142 nightly
The price is $160 total per night from Sep 21 to Sep 22
$160 total
Sep 21 - Sep 22
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)
"We love Eden house, this was our 5th stay and itcontinues to improve."
Reviewed on Sep 18, 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 21 to Sep 22
$174 total
Sep 21 - Sep 22
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)
"Place was ok, Bar on premise and they had music, my room had ants(I told em and came and sprayed), pool was clean, the roosters were cool, They want 22.50 a day to park, waived it I'm handicap"
Reviewed on Sep 19, 2026
Seashell Motel
718 South Street Key West FL
$101 nightly
The price is $114 total per night from Sep 23 to Sep 24
$114 total
Sep 23 - Sep 24
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)
"Friendly staff. Clean room with comfortable bed and air conditioner. Onsite parking."
Reviewed on Sep 20, 2026
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 ...
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
$225 nightly
The price is $253 total per night from Sep 28 to Sep 29
$253 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 ...
8.6/10 Excellent! (3,601 reviews)
"Southernmost was in a great location. We were happy with our stay. But we were very disappointed that the largest pool was closed for repairs (without being notified) causing the pineapple pool to be over crowded and and wild in the off season. The tranquility pool was nice and was quiet at night. ..."
Reviewed on Sep 20, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$160 nightly
The price is $180 total per night from Sep 21 to Sep 22
$180 total
Sep 21 - Sep 22
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! (2,679 reviews)
Families like: Outdoor pools, playground, miniature golf, game room
Travelers say...
"Room was not to clean and the resort fee is way to much for the place not to be as fun or lit."
Reviewed on Sep 19, 2026
Hilton Key West Resort & Marina
5950 Peninsular Avenue Key West FL
$159 nightly
The price is $179 total per night from Sep 28 to Sep 29
$179 total
Sep 28 - Sep 29
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
Origin Airport | |
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Destination Airport | |
Number Of Airlines Serving | |
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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
- 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.