5 Key West Hotels & Resorts that Completely Exceed Expectations

Best Hotels in Key West Florida


Where to Stay in Key West


Less than 100 miles from Cuba and the southernmost point in the continental United States, Key West exemplifies everything that’s wonderful about American surf, sand, and sun.

Though its idyllic location is a fantastic choice for couples’ getaways, family vacations, or anything in between, Key West Florida also caters to a more adventurous traveler, with its ripe opportunities for water sports and deep-sea fishing.

Whatever you’re visiting Mile Marker 0 for, keep reading for our favorite places to stay in Key West, FL!




Best Hotels in Key West

To summarize, here’s a handy chart of our recommended Key West hotels. All include free wifi and are known for comfort, good location and great customer service.


Best Key West, Florida Hotels – Summary Comparison Chart

Name Location Best For Price
Sunset Key Cottages Private Key Luxury Check rates: Booking.comHotels.com
Hyatt Centric Key West Old Town Spa & Shopping Check rates: Booking.comHotels.com
Santa Maria Suites Downtown All Check rates: Booking.comHotels.com
The Reach Waldorf Astoria Private Key Luxury Check rates: Booking.com, Hotels.com
Margaritaville Key West Downtown Families Check rates: Booking.com, Hotels.com

Below is more information about each hotel and why we recommend it!





Sunset Key Cottages

Secluded on a private key just seven minutes by boat from Key West, Sunset Key Cottages offers more elevated luxury than anyone could expect.

With a private beach, waterfront restaurants, and adorably cute pastel private cottages (replete with multiple bedrooms and rocking chair-adorned porches), Sunset Key Cottages is the perfect oasis for your Key West vacation!


What makes this one of the best hotels in Key West, Florida?

Just 90 miles from Havana, the Sunset Key Cottages have a brand-new “Cuba, Curated” program available to its guests. Highlights of the package include private flights, meals at famed restaurants including Floridita, and even tours of Havana cigar factories!

Check rates: Booking.com, Hotels.com

Read reviews: TripAdvisor





Hyatt Centric Key West Resort & Spa

Located in historic Old Town, Key West, the Hyatt Centric Key West Resort & Spa offers top-shelf modern amenities set among the architecturally rich and boutique-filled old neighborhood of Key West.

With a signature spa, 120 guest rooms (all with private balconies!), and plenty of dining options, there are plenty of activities for kids and couples alike at the Hyatt Centric Key West!


What stay at this Key West resort?

Because of the Hyatt’s brand and scale, the Centric Key West can offer amazing activity packages at either very affordable rates or even complimentary in some cases.

Whether it’s scuba diving, snorkeling, cabanas, jet ski rentals, or even yacht charters for deep-sea fishing, the Hyatt Centric Key West has an answer for all your Key West wants and desires!

Check rates: Booking.comHotels.com

Read reviews: TripAdvisor





Santa Maria Suites Hotel

Set just a few minutes’ walk from downtown Key West, the Santa Maria Suites Hotel is the perfect spot for both couple’ retreats and vacations with the kids.

All suites at the Santa Maria have at least two bedrooms, come with gourmet kitchens (perfect for grilling out or saving on extended stays!), and pool or garden views.


What makes this one of the top Key West hotels? 

With a private beach, day trips to snorkel with the turtles on the Dry Tortugas islands, or planned trips to the shops and restaurants of Duval Street, the Santa Maria Suites has everything you and the entire family could want to experience in greater Key West.

Throw in a widely-circulated rumor that the Santa Maria Suites has the best key lime pie anywhere on the island, and why wouldn’t you want to stay here?!

Check rates: Booking.comHotels.com

Read reviews: TripAdvisor





The Reach Resort Waldorf Astoria

Though it may be called The Reach, it is far from a stretch to say that this beautiful Waldorf Astoria resort has everything you could need on your Key West vacation.

Set on the only private natural sand beach on Key West, The Reach, offers all its guests private balconies, beachside hammocks, two heated pools, and all the service and amenities you would expect from a Waldorf resort.


What makes this Key West hotel fantastic?

Located in the heart of Old Town, The Reach is perfectly positioned to offer guests of all interests the best activities for their time in Key West.

Whether it’s a shopping spree through the boutiques of Duval Street, paddle boarding, or diving among the Florida Keys Reef Tract, there is plenty for everyone to experience and enjoy at The Reach!

Check rates: Booking.comHotels.com

Read reviews: TripAdvisor





Margaritaville Key West Resort & Spa

As part of the famed Jimmy Buffett brand empire, the Margaritaville Key West Resort & Spa makes sure it knows how to give its guests a good time.

With a full-service spa, heated pool, and rooms ranging from singles to two bedroom suites, any type of vacation can turn into a great time wasting away at the Margaritaville.


What makes this one of the best hotels in Key West for families?

As its name and legacy would suggest, the Margaritaville Key West knows how to do dinner and drinks better than just about anybody on the Keys.

My personal favorite spot?

Check out the Sunset Deck – only open from 6pm until sundown, the Sunset Deck offers everything from ice cold beers to frozen margaritas in a classically tiki-adorned setting. By the time you’re done here, you might actually start to believe Margaritaville is a real place!

Check rates: Booking.com, Hotels.com

Read reviews: TripAdvisor




And that’s it! Our guide to Key West’s top hotels to make the most of your stay.

Whether you’re looking for ultra-luxurious comfort, the best location in town, or no-frills budget cheap hotels, these top hotels along Florida’s Keys are sure to please.




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1 Comment

  1. Angela
    January 2, 2019 / 4:46 pm

    There are so many great spots on your list. The Sunset Key cottages look adorable! And how cool to be just a boat ride away from Key West! Last time we went, my husband and I stayed at the military base and it was a cheap option but next time we are looking for a more unique experience.

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