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

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
3675 South Roosevelt Boulevard Key West FL
$434 nightly
The price is $489 total per night from May 5 to May 6
$489 total
May 5 - May 6
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! (1,030 reviews)
Clean room, amazing outdoor pool

Reviewed on Apr 13, 2026

Hyatt Vacation Club at Windward Pointe, Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd Key West FL
$239 nightly
The price is $269 total per night from Apr 15 to Apr 16
$269 total
Apr 15 - Apr 16
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! (1,328 reviews)
Very satisfied

Reviewed on Apr 14, 2026

Hampton Inn Key West FL
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
$238 nightly
The price is $267 total per night from May 10 to May 11
$267 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! (1,020 reviews)
Very clean room. Beautiful pool.

Reviewed on Apr 14, 2026

DoubleTree Resort by Hilton Grand Key - Key West
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

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$247 nightly
The price is $278 total per night from Apr 19 to Apr 20
$278 total
Apr 19 - Apr 20
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 ...
8.2/10 Very Good! (2,085 reviews)
The pool was nice. The frozen drinks were not good. Mixed drinks were fine. The hot tub is at the sister property Hilton down the street. An 18% gratuity is added to everything in addition to the daily resort fee . Also need to reserve spot on shuttle to go into Key West runs every hour and not available ...

Reviewed on Apr 14, 2026

Blue Flamingo Resort Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
$309 nightly
The price is $347 total per night from May 12 to May 13
$347 total
May 12 - May 13
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! (1,814 reviews)
Food prices were a little bit expensive compared to surrounding areas. Some room updates are needed. Having beach access across the property is an huge plus. The hourly shuttles to downtown, as well as the on-call airport shuttle, being part of the amenities, is top-notch! Overall, we had a great ...

Reviewed on Apr 13, 2026

Margaritaville Beach House Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$372 nightly
The price is $419 total per night from May 12 to May 13
$419 total
May 12 - May 13
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! (3,219 reviews)
The resort overall was amazing! Close proximity to the beach and Duval Street was so accessible. It would have been nice if the pool bars were open later in the evening. Our room was basic but clean. A full length mirror would have been great as well as a longer vanity in the bathroom. Not enough ...

Reviewed on Apr 14, 2026

Southernmost Beach Resort and Guesthouses
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

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
$238 nightly
The price is $267 total per night from May 10 to May 11
$267 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! (1,020 reviews)
Very clean room. Beautiful pool.

Reviewed on Apr 14, 2026

DoubleTree Resort by Hilton Grand Key - Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd Key West FL
$239 nightly
The price is $269 total per night from Apr 15 to Apr 16
$269 total
Apr 15 - Apr 16
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! (1,328 reviews)
Very satisfied

Reviewed on Apr 14, 2026

Hampton Inn Key West FL
Eden House

Eden House

4 out of 5
1015 Fleming St Key West FL
$234 nightly
The price is $263 total per night from May 10 to May 11
$263 total
May 10 - May 11
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! (1,003 reviews)
Really nice stay once again. Love this little resort.

Reviewed on Apr 13, 2026

Eden House
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

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
$243 nightly
The price is $273 total per night from Apr 27 to Apr 28
$273 total
Apr 27 - Apr 28
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! (1,306 reviews)
Nice place to stay, within 30 minute walk to all fun places in old Key West. Very weak water supply during our stay.

Reviewed on Apr 14, 2026

Southwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
$164 nightly
The price is $185 total per night from Apr 15 to Apr 16
$185 total
Apr 15 - Apr 16
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! (1,008 reviews)
Great location in key west top of Duval st motel is no frills but clean and comfortable bed one thing bad was no ice machine at the motel also they were in the process of putting in a small pool

Reviewed on Apr 13, 2026

Seashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$241 nightly
The price is $268 total per night from Apr 20 to Apr 21
$268 total
Apr 20 - Apr 21
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! (1,019 reviews)
Property was OK sufficient I guess

Reviewed on Apr 14, 2026

Duval House
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

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$372 nightly
The price is $419 total per night from May 12 to May 13
$419 total
May 12 - May 13
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! (3,219 reviews)
The resort overall was amazing! Close proximity to the beach and Duval Street was so accessible. It would have been nice if the pool bars were open later in the evening. Our room was basic but clean. A full length mirror would have been great as well as a longer vanity in the bathroom. Not enough ...

Reviewed on Apr 14, 2026

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
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...
Great visit

Reviewed on Feb 27, 2026

Margaritaville Beach House Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$247 nightly
The price is $278 total per night from Apr 19 to Apr 20
$278 total
Apr 19 - Apr 20
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 ...
8.2/10 Very Good! (2,085 reviews)

Families like: Outdoor pools, playground, miniature golf, game room

Travelers say...
The pool was nice. The frozen drinks were not good. Mixed drinks were fine. The hot tub is at the sister property Hilton down the street. An 18% gratuity is added to everything in addition to the daily resort fee . Also need to reserve spot on shuttle to go into Key West runs every hour and not available ...

Reviewed on Apr 14, 2026

Blue Flamingo Resort Key West
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
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

Frequently asked questions

What airlines have the most flights from Oakland Intl. Airport (OAK) to Key West Intl. Airport?
You won't find any airlines that operate direct flights from Oakland Intl. Airport (OAK) to Key West Intl. Airport (EYW). Plan ahead and reserve a multi or single-stop plane ticket.

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.