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
$519 nightly
The price is $584 total per night from Mar 5 to Mar 6
$584 total
Mar 5 - Mar 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! (1,013 reviews)
Everything was great.

Reviewed on Jan 26, 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
$399 nightly
The price is $449 total per night from Feb 4 to Feb 5
$449 total
Feb 4 - Feb 5
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! (1,306 reviews)
Large rooms, convenient especially with shuttle, you don’t need a car, close to airport, beautiful pool and tikki bar, great breakfast. Highly recommend.

Reviewed on Jan 28, 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
$439 nightly
The price is $494 total per night from Feb 11 to Feb 12
$494 total
Feb 11 - Feb 12
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! (1,003 reviews)
Clean room and very nice staff. No complaints! We will be back!

Reviewed on Jan 31, 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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$511 nightly
The price is $574 total per night from Feb 4 to Feb 5
$574 total
Feb 4 - Feb 5
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! (3,046 reviews)
Always our favorite spot. Staff is wonderful. Can’t beat the views and amenities.

Reviewed on Feb 1, 2026

Southernmost Beach Resort and Guesthouses
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
$288 nightly
The price is $324 total per night from Feb 4 to Feb 5
$324 total
Feb 4 - Feb 5
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8/10 Very Good! (2,058 reviews)
Nice room, cute motel, the parrots and turtles, the private patio, the beach/all very nice! Had everything we needed and a nice breakfast and eating area!

Reviewed on Jan 30, 2026

Ibis Bay Beach Resort
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
$350 nightly
The price is $394 total per night from Feb 4 to Feb 5
$394 total
Feb 4 - Feb 5
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 ...
8.8/10 Excellent! (1,785 reviews)
Awesome pools.

Reviewed on Jan 29, 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.

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
$439 nightly
The price is $494 total per night from Feb 11 to Feb 12
$494 total
Feb 11 - Feb 12
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! (1,003 reviews)
Clean room and very nice staff. No complaints! We will be back!

Reviewed on Jan 31, 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
$399 nightly
The price is $449 total per night from Feb 4 to Feb 5
$449 total
Feb 4 - Feb 5
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! (1,306 reviews)
Large rooms, convenient especially with shuttle, you don’t need a car, close to airport, beautiful pool and tikki bar, great breakfast. Highly recommend.

Reviewed on Jan 28, 2026

Hampton Inn Key West FL
Eden House

Eden House

3.5 out of 5
1015 Fleming St Key West FL
$369 nightly
The price is $415 total per night from Feb 4 to Feb 5
$415 total
Feb 4 - Feb 5
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)
Nice, quiet location. Super friendly staff. Brand new bicycles for hire right out front- reasonable rates. Can walk around the corner to bake shop. Close to ferry and waterfront. Nice pool and hot tub. In room hot water access repairs in process.

Reviewed on Jan 30, 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
$411 nightly
The price is $463 total per night from Feb 9 to Feb 10
$463 total
Feb 9 - Feb 10
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! (1,270 reviews)
Location

Reviewed on Jan 27, 2026

Southwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
$241 nightly
The price is $271 total per night from Feb 4 to Feb 5
$271 total
Feb 4 - Feb 5
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! (1,001 reviews)
The room was beautifully done, clean and welcoming. The shower was fabulous! We were in a private spot in the back so it was something of a trek to the car. It was nice to have a quiet outside table & chairs. Once the renovations are done, it should be a really great place.

Reviewed on Jan 29, 2026

Seashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$371 nightly
The price is $414 total per night from Feb 5 to Feb 6
$414 total
Feb 5 - Feb 6
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! (1,010 reviews)
Clean room

Reviewed on Jan 28, 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
$511 nightly
The price is $574 total per night from Feb 4 to Feb 5
$574 total
Feb 4 - Feb 5
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! (3,046 reviews)
Always our favorite spot. Staff is wonderful. Can’t beat the views and amenities.

Reviewed on Feb 1, 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 ...
8.2/10 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

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
$418 nightly
The price is $470 total per night from Feb 4 to Feb 5
$470 total
Feb 4 - Feb 5
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! (1,916 reviews)

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

Travelers say...
Hotel was clean, and offered loads of amenities and overall was a nice place. The only issue I had with it was they have hidden fees they don't tell you about until checkout. We stayed for 2 nights and had to pay $100 ($50/day) amenity fee. Amenities that we did not use. That was frustrating!

Reviewed on Feb 2, 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.