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
$470 nightly
The price is $528 total per night from Apr 12 to Apr 13
$528 total
Apr 12 - Apr 13
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! (1,002 reviews)
This property is tired and needs a deep cleaning. The staff is non existent. We stayed 5 days and asked for/but didn’t receive any housekeeping- including towels! I ended up taking some off one of the cleaning carts.

Reviewed on Mar 14, 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
$377 nightly
The price is $424 total per night from Apr 12 to Apr 13
$424 total
Apr 12 - Apr 13
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! (1,326 reviews)
Very good breakfast, clean hotel.

Reviewed on Mar 12, 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
$325 nightly
The price is $366 total per night from Mar 29 to Mar 30
$366 total
Mar 29 - Mar 30
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! (1,001 reviews)
Amazing place! The pool was super nice to relax in. The food at the restaurant was top notch. Everything was clean and tidy. Would for sure stay here again

Reviewed on Mar 11, 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

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
$399 nightly
The price is $449 total per night from Apr 13 to Apr 14
$449 total
Apr 13 - Apr 14
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! (1,784 reviews)
We did not have a beach view but we were hardly in the room so it didnt matter

Reviewed on Mar 14, 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
$341 nightly
The price is $383 total per night from Apr 12 to Apr 13
$383 total
Apr 12 - Apr 13
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! (1,970 reviews)
If I came back I would book a room high up maybe that would help with the noise early morning from the chickens that roam the island. Shuttle drivers and service were amazing. Property is nice had a nice pool and lots of games around to play.

Reviewed on Mar 14, 2026

Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
$394 nightly
The price is $443 total per night from Apr 13 to Apr 14
$443 total
Apr 13 - Apr 14
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! (2,069 reviews)
The hotel was adequate. There were no vending machines nor ice machines available to guests. We had rented a cart and at no time could we pull up to the bank of chargers to plug in. The same carts were in the same spots at all times. The pool definitely needs more chairs and towels.

Reviewed on Mar 13, 2026

Beachside Resort & Residences
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
$325 nightly
The price is $366 total per night from Mar 29 to Mar 30
$366 total
Mar 29 - Mar 30
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! (1,001 reviews)
Amazing place! The pool was super nice to relax in. The food at the restaurant was top notch. Everything was clean and tidy. Would for sure stay here again

Reviewed on Mar 11, 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
$377 nightly
The price is $424 total per night from Apr 12 to Apr 13
$424 total
Apr 12 - Apr 13
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! (1,326 reviews)
Very good breakfast, clean hotel.

Reviewed on Mar 12, 2026

Hampton Inn Key West FL
Eden House

Eden House

4 out of 5
1015 Fleming St Key West FL
$484 nightly
The price is $544 total per night from Apr 12 to Apr 13
$544 total
Apr 12 - Apr 13
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! (1,000 reviews)
Charming hotel with a great pool and a very friendly and accommodating staff. Our bedroom was well appointed and very quiet, except for a noisy air-conditioning window unit.i would recoomend it very highly.

Reviewed on Mar 8, 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
$318 nightly
The price is $358 total per night from Apr 5 to Apr 6
$358 total
Apr 5 - Apr 6
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. ...
8.8/10 Excellent! (1,288 reviews)
Large spacious room. Good location.

Reviewed on Mar 14, 2026

Southwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
$318 nightly
The price is $358 total per night from Apr 1 to Apr 2
$358 total
Apr 1 - Apr 2
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)
Good location

Reviewed on Mar 14, 2026

Seashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$331 nightly
The price is $369 total per night from Mar 24 to Mar 25
$369 total
Mar 24 - Mar 25
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! (1,005 reviews)
Great location!

Reviewed on Mar 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

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
$341 nightly
The price is $383 total per night from Apr 12 to Apr 13
$383 total
Apr 12 - Apr 13
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! (1,970 reviews)

Families like: Outdoor pools, miniature golf, game room, bicycle rentals

Travelers say...
If I came back I would book a room high up maybe that would help with the noise early morning from the chickens that roam the island. Shuttle drivers and service were amazing. Property is nice had a nice pool and lots of games around to play.

Reviewed on Mar 14, 2026

Blue Flamingo Resort Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
$369 nightly
The price is $415 total per night from Apr 13 to Apr 14
$415 total
Apr 13 - Apr 14
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 ...
9/10 Wonderful! (1,823 reviews)
Room was nice, but the toilet had a terrible smell the last day. It was clean, but stunk of what seemed like sewer gas coming up. It was gross.

Reviewed on Mar 14, 2026

Oceans Edge Key West Resort, Hotel & Marina
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.