Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)

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Cheap Flights from OAK to EYW starting at One Way, $618 Round Trip

Prices starting at $618 for return flights and 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.

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
$309 nightly
The price is $348 total per night from Dec 1 to Dec 2
$348 total
Dec 1 - Dec 2
Total with taxes and fees
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,047 reviews)
All very good!

Reviewed on Nov 4, 2025

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
$203 nightly
The price is $229 total per night from Dec 2 to Dec 3
$229 total
Dec 2 - Dec 3
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! (1,253 reviews)
Very good in all areas.

Reviewed on Nov 1, 2025

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
$173 nightly
The price is $195 total per night from Nov 19 to Nov 20
$195 total
Nov 19 - Nov 20
Total with taxes and fees
Stay at this 4-star 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! (1,016 reviews)
Nice and clean, very curtious staff. Free Shuttle service was great. Food in restaurant was great.

Reviewed on Nov 3, 2025

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

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
$206 nightly
The price is $232 total per night from Nov 16 to Nov 17
$232 total
Nov 16 - Nov 17
Total with taxes and fees
Stay at this 4-star 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 ...
8.8/10 Excellent! (1,728 reviews)
We’ve stayed here twice now. Staff is great, the shuttle into town is super convenient (hi Jeffrey!). We love that you can use the kayaks or paddleboards every day. The tiki hut crew is the best! The place is clean and I feel safe walking around there. It’s well lit and easy to navigate.

Reviewed on Nov 2, 2025

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

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
$157 nightly
The price is $177 total per night from Nov 16 to Nov 17
$177 total
Nov 16 - Nov 17
Total with taxes and fees
Stay at this 4-star family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
7.8/10 Good! (1,641 reviews)
Great Stay Clean Rooms And The Front Desk Clerk Jeena Was Amazing Grest Hospitality Would Recommend This Resort To Anyone 👍

Reviewed on Oct 31, 2025

Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
$193 nightly
The price is $217 total per night from Nov 12 to Nov 13
$217 total
Nov 12 - Nov 13
Total with taxes and fees
Stay at this 3.5-star 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! (1,654 reviews)
Loved the atmosphere. Beautiful & clean room. Heated pool well maintained and open 24 hours. Plan on staying again. future

Reviewed on Nov 2, 2025

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
$173 nightly
The price is $195 total per night from Nov 19 to Nov 20
$195 total
Nov 19 - Nov 20
Total with taxes and fees
Stay at this 4-star 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! (1,016 reviews)
Nice and clean, very curtious staff. Free Shuttle service was great. Food in restaurant was great.

Reviewed on Nov 3, 2025

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
$203 nightly
The price is $229 total per night from Dec 2 to Dec 3
$229 total
Dec 2 - Dec 3
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! (1,253 reviews)
Very good in all areas.

Reviewed on Nov 1, 2025

Hampton Inn Key West FL
Eden House

Eden House

3.5 out of 5
1015 Fleming St, Key West, FL
$250 nightly
The price is $281 total per night from Nov 17 to Nov 18
$281 total
Nov 17 - Nov 18
Total with taxes and fees
Stay at this 3.5-star 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 ...
9/10 Wonderful! (1,004 reviews)
The room was clean, the staff very friendly and we loved the tiki bar!

Reviewed on Nov 2, 2025

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.

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.