Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
Cheap Flights from OAK to EYW starting at $602 One Way, $1,007 Round Trip
Prices starting at $1,007 for return flights and $602 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
$1,007 Roundtrip, found 12 hours ago
$1,007
Roundtrip
found 12 hours ago
OAK
Oakland
EYW
Key West
$1,031 Roundtrip, found 12 hours ago
$1,031
Roundtrip
found 12 hours ago
OAK
Oakland
EYW
Key West
$1,037 Roundtrip, found 12 hours ago
$1,037
Roundtrip
found 12 hours ago
OAK
Oakland
EYW
Key West
$1,061 Roundtrip, found 12 hours ago
$1,061
Roundtrip
found 12 hours ago
OAK
Oakland
EYW
Key West
$1,062 Roundtrip, found 12 hours ago
$1,062
Roundtrip
found 12 hours 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
$399 nightly
The price is $449 total per night from Jul 8 to Jul 9
$449 total
Jul 8 - Jul 9
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! (1,149 reviews)
"Nice place ,clean, free parking very spacious"
Reviewed on Jun 21, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$199 nightly
The price is $224 total per night from Jul 7 to Jul 8
$224 total
Jul 7 - Jul 8
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! (1,404 reviews)
"Room and facility was clean. Enjoyed using the pool, pool bar and free buffet breakfast."
Reviewed on Jun 22, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$169 nightly
The price is $190 total per night from Jul 6 to Jul 7
$190 total
Jul 6 - Jul 7
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! (1,045 reviews)
"I’m extremely disappointed with my stay this weekend. The room was not clean and the condition of the bedding was unacceptable. The sheets and covers were visibly dirty, which made me question whether the room had been properly cleaned before we arrived. On top of the cleanliness issues, the way ..."
Reviewed on Jun 21, 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
$175 nightly
The price is $197 total per night from Jul 1 to Jul 2
$197 total
Jul 1 - Jul 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 ...
8.4/10 Very Good! (2,435 reviews)
"Room was really nice and the water bottles are awesome, brought them home and using everyday. Pool was very nice too. Location to Key West was ideal. Property is well maintained and lawn toys are so fun for the family…appreciated it all."
Reviewed on Jun 23, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$266 nightly
The price is $299 total per night from Jun 29 to Jun 30
$299 total
Jun 29 - Jun 30
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 ...
8.8/10 Excellent! (3,398 reviews)
"Clean room Pools Staff very friendly"
Reviewed on Jun 23, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
$132 nightly
The price is $149 total per night from Jun 29 to Jun 30
$149 total
Jun 29 - Jun 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
8/10 Very Good! (1,246 reviews)
"it was nice"
Reviewed on Jun 21, 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
$169 nightly
The price is $190 total per night from Jul 6 to Jul 7
$190 total
Jul 6 - Jul 7
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! (1,045 reviews)
"I’m extremely disappointed with my stay this weekend. The room was not clean and the condition of the bedding was unacceptable. The sheets and covers were visibly dirty, which made me question whether the room had been properly cleaned before we arrived. On top of the cleanliness issues, the way ..."
Reviewed on Jun 21, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$199 nightly
The price is $224 total per night from Jul 7 to Jul 8
$224 total
Jul 7 - Jul 8
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! (1,404 reviews)
"Room and facility was clean. Enjoyed using the pool, pool bar and free buffet breakfast."
Reviewed on Jun 22, 2026
Eden House
1015 Fleming St Key West FL
$159 nightly
The price is $179 total per night from Jun 24 to Jun 25
$179 total
Jun 24 - Jun 25
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)
"Our stay at Eden House was very enjoyable. The hotel was accessible to Duval Street, Mallory Square, and the harbor area. Very easy walks to everything we wanted to do. The hotel is located in a quiet neighborhood and was a welcome respite after a day of exploring. We recommend this property whole-heartedly ..."
Reviewed on Jun 21, 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
$175 nightly
The price is $196 total per night from Jun 24 to Jun 25
$196 total
Jun 24 - Jun 25
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! (1,343 reviews)
"Todo limpio."
Reviewed on Jun 22, 2026
Seashell Motel
718 South Street Key West FL
$131 nightly
The price is $147 total per night from Jun 28 to Jun 29
$147 total
Jun 28 - Jun 29
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)
"Loved the close proximity to walk to the popular Duvall street for shopping and dining. The bathroom was huge!! Upgraded bathroom fixtures and tile. Great water pressure. Adjustable temperature A/C unit which was cold that I chose to turn up. Comfortable plush mattress, though the bed squeaked a ..."
Reviewed on Jun 8, 2026
Duval House
815 Duval St Key West FL
$125 nightly
The price is $138 total per night from Jul 6 to Jul 7
$138 total
Jul 6 - Jul 7
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! (1,040 reviews)
"Clean room, friendly staff"
Reviewed on Jun 22, 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
$266 nightly
The price is $299 total per night from Jun 29 to Jun 30
$299 total
Jun 29 - Jun 30
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 ...
8.8/10 Excellent! (3,398 reviews)
"Clean room Pools Staff very friendly"
Reviewed on Jun 23, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Book a stay at this beach hotel in Key West. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Popular attractions Southernmost Point and Duval Street ...
8.4/10 Very Good! (999 reviews)
Families like: Outdoor pool, babysitting, close to beach, bicycle rentals
Travelers say...
"This is a beautiful resort full of amenities! Margaritas when you arrive, smoothies at the pool each day around noon, free airport and old town shuttles so we didn’t need to Uber anywhere, also coffee/water/cookies in the lobby daily. The beach is an easy walk across the street. The hotel is super ..."
Reviewed on Apr 19, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$175 nightly
The price is $197 total per night from Jul 1 to Jul 2
$197 total
Jul 1 - Jul 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 ...
8.4/10 Very Good! (2,435 reviews)
Families like: Outdoor pools, playground, miniature golf, game room
Travelers say...
"Room was really nice and the water bottles are awesome, brought them home and using everyday. Pool was very nice too. Location to Key West was ideal. Property is well maintained and lawn toys are so fun for the family…appreciated it all."
Reviewed on Jun 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.
OAK to EYW Route Info
Origin Airport | |
|---|---|
Destination Airport | |
Number Of Airlines Serving | |
Distance | |
Shortest Flight Departure Time | |
Shortest Flight Departure Date |
- Airport Locations
- More Popular Flights
- Top Trending
- Flights from Other Cities
- Flights From Other Airports
- Great Travel Ideas
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)
Top Trending
Flights
- DCA to MCO
- LGA to MIA
- LAX to SJO
- JFK to LAX
- DCA to LAX
- LAX to JFK
- DTW to MCO
- LAX to ORD
- LAX to DFW
- SEA to SAN
- JFK to FLL
- LAX to MCO
- SFO to SNA
- EWR to MCO
- SNA to SFO
- SNA to LAS
- LGA to MCO
- MCO to EWR
- ORD to LAX
- ORD to MCO
- MCO to SJU
- SFO to LAX
- PHL to MCO
- BWI to MCO
- JFK to MCO
- JFK to MIA
- LAX to HND
- LAX to SGN
- BWI to LAX
- 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.