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
$498 nightly
The price is $560 total per night from Jan 24 to Jan 25
$560 total
Jan 24 - Jan 25
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! (1,011 reviews)
Spacious and comfortable
Reviewed on Jan 4, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$389 nightly
The price is $438 total per night from Jan 14 to Jan 15
$438 total
Jan 14 - Jan 15
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! (1,300 reviews)
It was the perfect hotel. There was a shuttle to the airport and to the downtown which we used every day. The rooms were clean. Breakfast was wonderful. The pool area was fantastic. There is a tiki hut bar restaurant that we ate at multiple times. I could not recommend it enough.
Reviewed on Jan 4, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$304 nightly
The price is $342 total per night from Jan 13 to Jan 14
$342 total
Jan 13 - Jan 14
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 ...
8/10 Very Good! (1,022 reviews)
Clean ok Dripping sink in the kitchenette not ok Tiniest balcony ever, eh. Latin
Reviewed on Jan 4, 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
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$317 nightly
The price is $357 total per night from Jan 11 to Jan 12
$357 total
Jan 11 - Jan 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! (1,879 reviews)
Front desk staff was excellent as was the breakfast staff. Only had breakfast and it was excellent. Room could’ve been cleaner because that was disappointing. Two out of three soaps didn’t work in the shower. Overall a nice stay.
Reviewed on Jan 7, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$283 nightly
The price is $318 total per night from Jan 11 to Jan 12
$318 total
Jan 11 - Jan 12
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 ...
8/10 Very Good! (1,820 reviews)
The property at the resort is beautiful. Lots of fun games out by the pools - ping pong, bocce ball, corn hole, shuffle board, etc. Nice atmosphere and well-kept grounds.
Reviewed on Jan 3, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$427 nightly
The price is $480 total per night from Jan 26 to Jan 27
$480 total
Jan 26 - Jan 27
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 ...
8.6/10 Excellent! (2,976 reviews)
Great staff, Konstantin, the bartender at the pineapple pool was amazing!
Reviewed on Jan 5, 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
$304 nightly
The price is $342 total per night from Jan 13 to Jan 14
$342 total
Jan 13 - Jan 14
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 ...
8/10 Very Good! (1,022 reviews)
Clean ok Dripping sink in the kitchenette not ok Tiniest balcony ever, eh. Latin
Reviewed on Jan 4, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$389 nightly
The price is $438 total per night from Jan 14 to Jan 15
$438 total
Jan 14 - Jan 15
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! (1,300 reviews)
It was the perfect hotel. There was a shuttle to the airport and to the downtown which we used every day. The rooms were clean. Breakfast was wonderful. The pool area was fantastic. There is a tiki hut bar restaurant that we ate at multiple times. I could not recommend it enough.
Reviewed on Jan 4, 2026
Eden House
1015 Fleming St Key West FL
$263 nightly
The price is $296 total per night from Jan 11 to Jan 12
$296 total
Jan 11 - Jan 12
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! (1,002 reviews)
Any small issues were taken care of quickly.
Reviewed on Jan 5, 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
$233 nightly
The price is $262 total per night from Jan 11 to Jan 12
$262 total
Jan 11 - Jan 12
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! (1,266 reviews)
Check-in staff was kind and friendly. We arrived at the hotel earlier and they accommodated an early check in as there was a room ready.
Reviewed on Jan 8, 2026
Seashell Motel
718 South Street Key West FL
$186 nightly
The price is $209 total per night from Jan 11 to Jan 12
$209 total
Jan 11 - Jan 12
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 ...
7.8/10 Good! (1,003 reviews)
Great
Reviewed on Dec 22, 2025
Duval House
815 Duval St Key West FL
$231 nightly
The price is $257 total per night from Jan 14 to Jan 15
$257 total
Jan 14 - Jan 15
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! (1,016 reviews)
Staff was beyond courteous and accommodating, thank you!
Reviewed on Jan 5, 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
$427 nightly
The price is $480 total per night from Jan 26 to Jan 27
$480 total
Jan 26 - Jan 27
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 ...
8.6/10 Excellent! (2,976 reviews)
Great staff, Konstantin, the bartender at the pineapple pool was amazing!
Reviewed on Jan 5, 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 ...
8.2/10 Very Good! (999 reviews)
Families like: Outdoor pool, babysitting, close to beach, bicycle rentals
Travelers say...
Room was clean and comfortable but after first day towels were shorted. Had to ask for more twice Desk staff were very nice and helpful. Concierge was helpful with rentals Restaurant was not as good as past stays when Sheraton. Food even pancakes were tough and overcooked. Shuttle drivers were very ...
Reviewed on Dec 4, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$283 nightly
The price is $318 total per night from Jan 11 to Jan 12
$318 total
Jan 11 - Jan 12
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 ...
8/10 Very Good! (1,820 reviews)
Families like: Outdoor pools, miniature golf, game room, bicycle rentals
Travelers say...
The property at the resort is beautiful. Lots of fun games out by the pools - ping pong, bocce ball, corn hole, shuffle board, etc. Nice atmosphere and well-kept grounds.
Reviewed on Jan 3, 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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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.