Top Key West Hotel Deals

Make the Most of Your Key West Stay

Architectural heritage and bohemian spirit

Key West stands apart as a singular American destination where Caribbean-influenced architecture meets a rebellious, inclusive ethos. The city's signature Conch-style homes—wood-frame structures raised on posts to capture breezes—line streets alongside colorful shotgun houses. This compact island, officially embracing the motto "One Human Family," rewards those who appreciate its literary legacy, from Hemingway's Spanish Colonial residence with its famous six-toed cats to the Victorian elegance of Audubon House. The nightly ritual at Mallory Square, where crowds gather for sunset accompanied by street performers, captures the communal atmosphere that defines this southernmost point.

Waterfront dining and maritime excursions

The culinary scene extends beyond typical beach fare, with Latitudes on Sunset Key requiring a private ferry ride for unobstructed sunset views, while Cafe Marquesa offers intimate sophistication within a restored Victorian hotel. The Historic Seaport district provides access to charter fishing and sailing excursions, and Dry Tortugas National Park—70 miles offshore and accessible by seaplane—delivers an exclusive day trip to Fort Jefferson's fortifications and pristine snorkeling. Business travelers will find the Truman Annex and Casa Marina areas offer refined accommodations away from Duval Street's carnival energy.

Navigating the island

The compact geography makes bicycles and the free Duval Loop bus practical alternatives to rental cars. Key West International Airport sits just 2 miles from Old Town, ensuring efficient arrivals.

Frequently Asked Questions about Key West

Can I book hotels in Key West on Delta Stays using miles?

Yes, you can use your Delta miles to book your Key West hotel stay, or you can combine your miles with cash for more flexibility. When you log in to your Delta SkyMiles® account, you will also discover Member offers at select properties that could enhance your travel experience.

What are the benefits if I use Delta Stays to book my hotel stay in Key West?

As a SkyMiles Member, you will earn 2 miles per $1 spent on completed hotel stays and vacation rentals reserved through Delta Stays. Plus, you will receive access to Member promotions at select properties, along with the option to complete payment using miles, cash, or a combination. To ensure you earn your miles, simply sign in to your SkyMiles account or enter your SkyMiles number at checkout when paying with cash. Please allow up to 8 weeks after completing a stay for miles to appear in the SkyMiles account provided. Please also note that if you use miles to pay for any portion of your stay, you will not earn miles on that reservation, including any amount paid with cash.

What is the policy to change or cancel my hotel booking made through Delta Stays?

Cancellation policies vary by property. We recommend reviewing the specific cancellation policy displayed under each hotel's details before finalizing your reservation. Some rates are fully refundable while others are non-refundable. Any modifications or cancellations to your reservation may affect the mileage credits you earn and receive in your account.

Can my Delta SkyMiles® American Express® Card be used for booking?

Yes, your Delta SkyMiles® Gold, Platinum, or Reserve American Express® Card grants you additional miles and valuable benefits, including an annual credit of up to $200 on your statement applicable toward prepaid accommodation or vacation rental reservations made through Delta Cars and Stays. These offers are subject to specific terms. To gain a full understanding of your card's complete benefits package, we recommend visiting the Delta SkyMiles® American Express Credit Cards page where detailed information about all your cardholder privileges is available for review.

Can I earn MQDs on Delta Stays hotel bookings?

Periodically, Delta Stays provides special promotions for SkyMiles Members to earn Medallion® Qualification Dollars on accommodations reserved through their booking service. Be sure to check out the latest MQDs offers and terms at the Delta Stays MQD Offer page.

In order to book a hotel on Delta Stays, do I need to be a Delta SkyMiles Member?

No, Delta Stays accommodations are accessible to all travelers seeking hotel reservations. Nevertheless, enrollment as a SkyMiles Member provides you with opportunities to accumulate miles and gain access to preferential pricing and promotions available only to Members. Members can earn 2 miles per $1 spent (excluding taxes and other fees) on Delta Cars and Stays, and it is free to join. Register today by going to the delta.com.

On Delta Stays, can I book a vacation rental?

Yes, in addition to traditional hotels, Delta Stays provides an extensive collection of vacation rentals for your vacation. You can explore a variety of homes, condos, and specialty lodging powered by Vrbo by visiting the Vacation Rentals page.

Which hotels have good ratings in Key West?

With more than 100 hotels to choose from, you will find lots of top-rated options in Key West when you book on Delta Stays. Southernmost Beach Resort and Guesthouses has a guest rating of 8.8 out of 10, and features a beachfront setting and 3 outdoor pools. Another top-rated hotel is Beachside Resort & Residences and guests love its outdoor pool. Blue Flamingo Resort Key West has a rating of 8.2 including good ratings for the 2 outdoor pools. The hotel has a hot tub and a poolside restaurant.

What area should I consider for my trip to Key West?

Key West is home to a wide variety of fascinating neighborhoods loved by travelers and locals.

Old Town Key West brings together Caribbean-style Victorian architecture and literary history, where you can visit Ernest Hemingway's home with its famous six-toed cats and explore the Truman Little White House among pastel "Conch Houses" lining walkable streets. The neighborhood is home to popular hotels including Southernmost Beach Resort and Guesthouses and Winslow's Bungalows - Key West Historic Inns.

New Town offers a quieter side of Key West where residential streets and local eateries reveal authentic island living away from the crowds. You'll find practical conveniences and easy access to Smathers Beach for a more relaxed stay. Well-reviewed hotels in the neighborhood include Blue Flamingo Resort Key West and Havana Cabana at Key West.

What's a good time of year to visit Key West?

To experience Key West during great weather, consider a visit in May when the temperature averages 82°F and the skies are mostly sunny before summer humidity arrives. For off-peak prices and more deals on hotels, consider visiting during November when temperatures reach a warm 76°F with fewer crowds and rates potentially half the winter pricing.

Which hotels in Key West are located closest to Duval Street?

Duval Street stretches from the Gulf to the Atlantic, lined with live music venues and galleries in historic buildings. Watch for the free-roaming chickens as you explore. Popular hotels include Southernmost Beach Resort and Guesthouses which is steps away. Opal Key Resort & Marina, Key West is another well-reviewed hotel and it is also close by.

Which hotels in Key West are near Mallory Square?

Mallory Square hosts Key West's legendary Sunset Celebration, where street performers and artisans gather nightly as the sun melts into the Gulf of Mexico. Opal Key Resort & Marina, Key West is a popular hotel, which is just steps away. Another hotel is Hyatt Centric Key West Resort and Spa and it is also close by.

Which hotels in Key West are near Smathers Beach?

Key West's largest beach stretches half a mile with soft white sand and calm, shallow waters perfect for swimming. Rent paddleboards or kayaks on-site to explore from the water. Margaritaville Beach House Key West is a popular hotel, which is just steps away. Casa Marina Key West, Curio Collection by Hilton is another well-reviewed hotel and it is within a short drive.

Are there any luxury 4-star and 5-star hotels in Key West?

Key West is home to many luxury hotels. At The Porch on Frances Inn, guests enjoy the location and staff. To explore luxury stays in other destinations, visit the Luxury Stays page.

*Terms and conditions:

Mileage Offer:

SkyMiles Members will earn two (2) miles per US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Opens in a new window on the base hotel rate for a completed hotel stay. Base hotel rate is the cost of the hotel room, before taxes and fees, charged at the time of booking or upon checkout. Taxes and fees, gratuities, room service other booking charges, or any bookings which are paid or reduced by miles, redemption vouchers or discount codes are excluded from mileage credit. For clarity, if miles are used as a form of payment (whether for all or a portion of the booking), no portion of the booking will be eligible to earn miles under this offer. Except with respect to the Hertz Mileage offer (listed below), SkyMiles Members will earn two (2) miles per eligible US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Cars on the base car rental rate for a completed car qualifying rental booking (“Qualifying Dollars”). A qualifying rental booking includes rentals at a participating location for one or more days at rates other than travel industry rates or discounts, wholesale of tour package rates or discounts, wholesale tour package rates, insurance/dealer replacement rates, corporate and government rates, group travel discounts, or rentals in conjunction with a frequent flyer car award, or other corporate agreements applicable to the respective car company. Calculation of the applicable standard mileage offer is listed below by car rental company. Qualifying Dollars include the base car rental rate, which is the cost of the car rental before taxes and fees, charged at the time of booking. Taxes, fees, other incidental charges, or other booking charges or any bookings which are paid or reduced by redemption vouchers or discount codes are excluded from mileage credit and are not included in the Qualifying Dollars.

This mileage offer does not apply to stays or car rentals booked through Delta Vacations or any cruises booked through Delta Cruises.

Standard mileage offer for car rentals booked at https://www.delta.com/Opens in a new window or https://carsandstays.delta.com/Opens in a new window:

Hertz Reservations:

• General SkyMiles Members earn 4 miles per Qualifying Dollar

• Silver Medallions earn 5 miles per Qualifying Dollar

• Gold Medallions earn 6 miles per Qualifying Dollar

• Platinum Medallions earn 7 miles per Qualifying Dollar

• Diamond Medallions earn 8 miles per Qualifying Dollar

Dollar and Thrifty Reservations:

• All SkyMiles Members earn 4 miles per Qualifying Dollar

Alamo, Enterprise, National, Avis, Budget, Payless and SIXT Reservations:

• All SkyMiles Members earn 2 miles per Qualifying Dollar