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
$422 nightly
The price is $474 total per night from May 21 to May 22
$474 total
May 21 - May 22
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! (1,049 reviews)
Beautiful grounds and wonderful rooms. To much airplane noise.
Reviewed on Apr 22, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$246 nightly
The price is $276 total per night from May 18 to May 19
$276 total
May 18 - May 19
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! (1,335 reviews)
The hotel has a beautiful pool area. The rooms are clean with large balconies that offer views of the pool and ocean. The front desk staff are very helpful, especially Putri, she was very friendly and checked up on us by text and remembered us when we came into the lobby. The only drawback is the ...
Reviewed on Apr 22, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$222 nightly
The price is $250 total per night from May 10 to May 11
$250 total
May 10 - May 11
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 ...
8.2/10 Very Good! (1,008 reviews)
We really enjoyed staying at this property. They had a shuttle that made it very convenient to be able to go downtown and get picked up from downtown and come back to the hotel. We flew in, we never needed a car.We stayed there five days and four nights and really liked the property.And the staff ...
Reviewed on Apr 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
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$227 nightly
The price is $256 total per night from May 21 to May 22
$256 total
May 21 - May 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 ...
8.4/10 Very Good! (2,122 reviews)
Great spot!
Reviewed on Apr 22, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$259 nightly
The price is $292 total per night from May 11 to May 12
$292 total
May 11 - May 12
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. ...
8.6/10 Excellent! (2,164 reviews)
The tavern restaurant was really good and accommodating ! The concierge was nice let you know where to go and wha to do around here. The pool was decent come early for the lawn chairs. The beach area was really little don’t expect it to be big. Chicken walk was a good pool bar. Everything is fairly ...
Reviewed on Apr 22, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$265 nightly
The price is $298 total per night from May 20 to May 21
$298 total
May 20 - May 21
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,812 reviews)
Very nice vibe to the lobby are and the entire resort. Food was good, pool area very well maintained
Reviewed on Apr 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.
Key West Hotels With Airport Transportation
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$222 nightly
The price is $250 total per night from May 10 to May 11
$250 total
May 10 - May 11
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 ...
8.2/10 Very Good! (1,008 reviews)
We really enjoyed staying at this property. They had a shuttle that made it very convenient to be able to go downtown and get picked up from downtown and come back to the hotel. We flew in, we never needed a car.We stayed there five days and four nights and really liked the property.And the staff ...
Reviewed on Apr 20, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$246 nightly
The price is $276 total per night from May 18 to May 19
$276 total
May 18 - May 19
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! (1,335 reviews)
The hotel has a beautiful pool area. The rooms are clean with large balconies that offer views of the pool and ocean. The front desk staff are very helpful, especially Putri, she was very friendly and checked up on us by text and remembered us when we came into the lobby. The only drawback is the ...
Reviewed on Apr 22, 2026
Eden House
1015 Fleming St Key West FL
$227 nightly
The price is $255 total per night from May 18 to May 19
$255 total
May 18 - May 19
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)
The aircon is very very noisy which in turn means neighbours TV’s are extremely loud, I would imagine to drown out the noise of the aircon. You couldn’t swing a cat in the room, there is no wardrobe/nowhere to hang clothes and if you have a full sized suitcase then there is no room whatsoever. Eden ...
Reviewed on Apr 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
$252 nightly
The price is $284 total per night from May 10 to May 11
$284 total
May 10 - May 11
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! (1,317 reviews)
The room was ready but staff would not allow us to check in early because we booked on Expedia. The water pressure was the worst I have ever experienced. The ac unit was rusty and leaked water. The entire room smelled like the sewer. Staff member was leaf blowing right outside our room at 6:00 ...
Reviewed on Apr 22, 2026
Seashell Motel
718 South Street Key West FL
$197 nightly
The price is $222 total per night from May 10 to May 11
$222 total
May 10 - May 11
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! (1,006 reviews)
Location! Location! Location! Seashell was a best-kept secret. It was a great deal for being so walkably close to downtown Key West and, to be honest, it looked a bit sketch from the street (faded paint and sign, construction company sign on a building, signs of construction) but the guy checking ...
Reviewed on Apr 19, 2026
Duval House
815 Duval St Key West FL
$220 nightly
The price is $244 total per night from Apr 27 to Apr 28
$244 total
Apr 27 - Apr 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 ...
9.4/10 Exceptional! (1,021 reviews)
Great grounds! Clean and quite! Great staff!
Reviewed on Apr 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
$330 nightly
The price is $372 total per night from May 19 to May 20
$372 total
May 19 - May 20
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! (3,235 reviews)
Great view and pool bars!
Reviewed on Apr 22, 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 Duval Street and Smathers Beach ...
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
$227 nightly
The price is $256 total per night from May 21 to May 22
$256 total
May 21 - May 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 ...
8.4/10 Very Good! (2,122 reviews)
Families like: Outdoor pools, playground, miniature golf, game room
Travelers say...
Great spot!
Reviewed on Apr 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.
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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Flights
- DCA to MCO
- LGA to MIA
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- JFK to LAX
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- DTW to MCO
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- LAX to DFW
- SEA to SAN
- JFK to FLL
- LAX to MCO
- SFO to SNA
- EWR to MCO
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- SNA to LAS
- LGA to MCO
- MCO to EWR
- ORD to LAX
- ORD to MCO
- MCO to SJU
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- PHL to MCO
- BWI to MCO
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- 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.
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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.