If you’re planning a Florida Keys vacation, you’re probably wondering where to find the best Key West resorts. Key West offers a variety of accommodations ranging from luxury resorts and family-friendly hotels to bed and breakfast inns, guest houses, and vacation cottages.
The best hotels in Key West are near historic attractions, dining, shopping, and neighborhoods filled with pastel houses sporting gingerbread trim, swaying palm trees, and white picket fences overhanging with trailing vines and tropical flowers. Oh, and chickens. Lots and lots of chickens. And maybe even an iguana or two.
Whether you’re traveling solo or flying out with family, friends, or another couple, we’ve compiled a list of the best places to stay in Key West for honeymooners, families with kids, and LGBTQ+ travelers.
Keep scrolling to check out our picks for the best resorts in Key West. Any one of them makes an excellent anchorage for vacations spent sightseeing, deep sea fishing, snorkeling and diving the coral reefs, dining and dancing, or relaxing by the pool.
Best Resorts in Key West, Florida
1. Southernmost Beach Resort
Address: 1319 Duval Street, Key West, Florida 33040
The Southernmost Beach Resort is found at the Southernmost Point of the continental United States. Located on the Atlantic Ocean, this Key West hotel is in Old Town near the action, attractions, and nightlife of Duval Street. It was fully renovated in 2021 and features guest rooms in cool and serene settings with a tropical atmosphere.
Hotel amenities include a fitness room and banquet facilities. Choose from rooms with ocean, oceanfront, or pool views.
There are three outdoor swimming pools surrounded by palm trees and offering sun loungers, hammocks, and a poolside bar for those necessary frosty beverages (emphasis on the word necessary).
Things to do near the Southernmost Beach Resort
- The Southernmost Point buoy
- Key West Lighthouse
- Sandy’s Café for authentic Cuban coffee and cuisine
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2. The Southernmost Inn
Address: 525 United Street, Key West, Florida 33040
Not to be confused with the above-mentioned Southernmost Beach Resort, the Southernmost Inn is an adults-only hotel. It’s the perfect place to stay in Key West for honeymooners and those wanting a peaceful experience with easy access to dining, nightlife, and activities.
Located in the Uptown area – on United Street between Simonton and Duval Streets – the hotel has two outdoor pools, a courtyard, and a garden. Enjoy free breakfast and Wi-Fi at this Key West resort.
Things to do near The Southernmost Inn
- Key West Butterfly and Nature Conservatory
- Ponce de Leon Fishing Pier
- Key West Firehouse Museum
3. Pier House Resort & Spa
Address: 1 Duval, Key West, Florida 33040
The pet-friendly Pier House Resort & Spa is one of the best places to stay in Key West for families, groups, or couples. It’s close to Mallory Square and Duval St., which makes it easy to walk to Key West’s many dining, shopping, and activity options. If you like to gaze at boats, this is where you’ll want to be as the charter boat and luxury yacht docks are right around the corner.
Hotel amenities at Pier House Resort include an outdoor pool with umbrellas and sun loungers, a private beach, a fitness center, outdoor banquet facilities, a poolside bar, a beachside bar, on-site dining, and a full-service spa. Enjoy spacious rooms with free internet access, a mini fridge, and water or garden views. Free cribs or infant beds are available if needed.
Things to do near the Pier House Resort & Spa
- Old Town Trolley Tours
- Conch Republic Seafood Company
- Dolphin Watch by Honest Eco dolphin watching tours
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4. Santa Maria Suites Resort
Address: 1401 Simonton Street, Key West, Florida 33040
The Santa Maria Suites Resort, on Simonton Street, combines luxury, privacy, and convenience to create the perfect Key West vacation. Two-bedroom suites have a full kitchen and a living room with a sleeper sofa.
Santa Maria’s suites are bright and elegant with marble countertops, vessel sinks, and stainless steel appliances. Guests can enjoy complimentary Wi-Fi, Keurig coffee makers, in-room laundry facilities, and a nightly happy hour.
Hotel amenities include an on-site restaurant, two outdoor heated pools, and a fitness room. Enjoy complimentary bottled water, fresh fruit, and smoothies during your stay. This all-suite hotel is near Dog Beach and Duval Street Pocket Park.
Things to do near the Santa Maria Suites Resort
- The Southernmost Point buoy
- Louie’s Backyard Caribbean restaurant
- Higgs Memorial Beach Park
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5. Hyatt Residence Club Key West, Beach House Resort
Address: 5051 Overseas Highway, Key West, Florida 33040
The Hyatt Residence Club Key West, Beach House offers two-bedroom residential-style accommodations in a tropical setting of palm trees and water views. Rooms have kitchen facilities and can accommodate up to six guests. Amenities include a luxurious lagoon-shaped zero-entry pool, on-site dining, and a dock for those spectacular Keys sunsets.
Located just off the Overseas Highway, as you’re entering the island from Stock Island, the Hyatt Residence Club is a terrific choice for travelers who like to explore other areas of the Keys. You’ll have easy access to downtown Key West and historic Old Town while enjoying privacy and seclusion.
Things to do near the Hyatt Residence Club
- Key West Tropical Forest and Botanical Garden
- Key West Golf Club
- Night Kayak Key West
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6. Kimpton Lighthouse Hotel, an IHG Hotel
Address: 902 Whitehead Street, Key West, Florida 33040
If your group is into history, lighthouses, and literary travel, you’ll enjoy a stay at the Kimpton Lighthouse Hotel. It’s across from Key West’s Hemingway Home and Museum and the Key West Lighthouse, making it convenient to explore without having to worry about parking or plunking addresses into the GPS. The Southernmost Point and Duval St. are also near this Key West resort.
Guest rooms are decked out in neutral tones with bamboo and rattan furniture and décor. Hotel amenities include an outdoor heated pool, a poolside bar, free daily breakfast, free internet access, shared bicycles, hammocks, and outdoor dining and relaxing areas.
Things to do near the Kimpton Lighthouse Hotel
- Croissants de France Bakery & Restaurant
- Shopping and dining on Duval Street
- Key West Lighthouse
- Hemingway Home and Museum
See Related: Best Beach Resorts In Florida
7. Opal Key Resort & Marina, Key West
Address: 245 Front St, Key West, FL 33040
The Opal Key Resort & Marina is right next to all the action of Mallory Square and within walking distance of Duval Street. This waterfront pet-friendly hotel has an outdoor pool, a fitness center, a spa, a restaurant, and three bars/lounges. Spacious rooms offer a tranquil setting for a romantic getaway or family vacation in a prime location.
Formerly the Margaritaville Hotel, which has moved to the sandy beach of the Smathers Beach area, the luxurious Opal Key has a 37-slip marina for those traveling by or with a boat. Marina rates include the use of hotel amenities such as the pool, fitness center, and hot tub, making it one of the best resorts in Key West for boaters to relax and recharge.
Things to do near the Opal Key Resort & Marina
- Florida Keys Eco-Discovery Center
- The Key West Amphitheater
- Fort Zachary Taylor Historic State Park
See Related: Where to Stay in Key West: Best Areas & Neighborhoods
8. Sunset Key Cottages
Address: 245 Front St, Key West, Florida 33040 (the Opal Key Resort marina)
For privacy, romance, and secluded luxury, you can’t get much better than Sunset Key Cottages. Located on the private island of Sunset Key, about 500 yards off of Mallory Square, it’s all about a luxurious Keys experience on this 27-acre tropical island.
Guests can enjoy an on-site restaurant, private balconies, a private beach, and other on-site amenities at this Key West resort. There’s a free shuttle to the mainland from Sunset Key (the marina at the property’s sister resort, the Opal Key Resort) where guests can also use the spa at the Opal Key Resort.
Pastel-colored cottages offer one, two, three, or four bedrooms with full kitchens and a waterfront balcony. Cottages start around $1,000 a night (depending on the time of year, of course).
Hey, we said it was luxury. This is the only resort on the island (and there are only 40 cottages), so you’re all but guaranteed top-notch hospitality, an intimate setting, an attentive staff, and a once-in-a-lifetime experience.
Things to do at the Sunset Key Cottages
- Spa treatments at the sister resort, Opal Key Resort & Marina, near Mallory Square on the mainland
- Practice your serve on the tennis courts
- Relax on the private white sand beach
See Related: Best Restaurants in Key West
9. Casa Marina Key West, Curio Collection by Hilton
Address: 1500 Reynolds Street, Key West, Florida 33040
The Casa Marina Key West, Curio Collection by Hilton is a former Waldorf Astoria resort property (so if it sounds familiar, that could be why). Wondering where to stay in Key West for a truly luxurious experience? This would be the place. Even though it’s no longer a Waldorf Astoria resort, it’s one of the most luxurious resorts you’ll find in Key West for weddings, honeymoons, or any luxury Florida Keys vacation.
Flanked by stately palm trees, the 1920s Casa Marina is on the National Register of Historic Places and has hosted celebrities such as Ethel Merman, Gregory Peck, President Warren G. Harding, and Rita Hayworth. The hotel was railroad tycoon Henry Flagler’s promise of a luxury resort after the completion of the Overseas Railway, which linked Key West to the Florida mainland. When not in use as a luxury hotel, the property was used for Peace Corps training and was commandeered by the U.S. military during the Cuban Missile Crisis in the 1960s.
The Casa Marina Key West has two oceanfront swimming pools, an on-site restaurant, a coffee shop, a fitness center, and one of the largest private beaches in Key West. Check into the Spa al Maré for oceanfront massages, facials, and aromatherapy at this former Waldorf Astoria resort.
Things to do near the Casa Marina Key West
- West Martello Tower and Key West Garden Club
- Higgs Memorial Beach Park
- Barefoot Billy’s Watersports
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10. Parrot Key Hotel & Villas
Address: 2801 N Roosevelt Blvd, Key West, FL 33040
Set among tropical gardens, the all-inclusive resort Parrot Key Hotel & Villas is in the New Town neighborhood of Key West. It’s one of the best all-inclusive resorts in Key West for families, couples, or groups looking for relaxation in a tropical setting. A resort fee could apply for things like bar tabs.
Spacious guest rooms are dressed in crisp white linens and neutral tones for a soothing ambiance. Relax in comfort after a day of kayaking, swimming, fishing, or snorkeling. Enjoy free internet access, a mini fridge, and private terraces.
There are four outdoor pools, a café, and a poolside snack bar. Complimentary shuttles are available to transport guests to and from downtown Key West. No need to worry about finding a parking spot (which, let’s face it, can sometimes be hard).
Things to do near the Parrot Key Hotel & Villas
- Sunset Jet Ski and Waverunner Tours and Rentals
- Key West Nature Preserve
- Fort East Martello Museum
11. The Perry Hotel & Marina
Address: 7001 Shrimp Road, Key West, Florida 33040
Formerly known as Stock Island Marina, the Perry Hotel & Marina is on the next island over on Stock Island. It features a unique blend of island industrial ambiance and coastal décor. The pet-friendly hotel offers a guest room with hardwood floors, leather accents, private balconies, and water and marina views.
Boaters will be happy to hear that the 288-slip marina is the largest deep-water harbor in the Florida Keys. The marina has state-of-the-art floating docks, fuel docks that can accommodate vessels up to 450 feet, and a large liveaboard community. Marina guests can enjoy hotel amenities, including free internet access, shuttle service to reach Key West, several pools, on-site restaurants, a fitness center, laundry facilities, and two dog parks.
The When and If schooner is docked at the Perry Hotel. Should you get the chance to sail, I highly recommend it. Commissioned by General George S. Patton and designed by renowned yacht designer John Alden, the stunning ship was built in 1939.
As the story goes, Patton said, “When the war is over and if I return, Bea and I are going to sail the world.” Well, the war did end, and he did return, but he didn’t sail around the world. He used the ship in the Chesapeake Bay and along the U.S. East Coast. It now winters in Key West and summers in Massachusetts (some boats have all the luck).
Things to do near the Perry Hotel & Marina
- Sunset cruise on the When and If schooner (seasonal availability)
- Hogfish Bar and Grill
- Key West deep sea fishing charters
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12. Hyatt Centric Key West Resort & Spa
Address: 601 Front St, Key West, FL 33040
Located near the Key West Bight, the Hyatt Centric Key West Resort & Spa is one of the best places to stay in Key West to be near the nightlife of Mallory Square and Duval St. You’re just a walk away from the live music and local bands playing at Sloppy Joe’s or the Hog’s Breath Saloon. Guest rooms at the Hyatt Centric are pet-friendly and have a mini fridge, free internet access, and a private balcony.
The Hyatt Centric has two on-site restaurants, a swimming pool, a hot tub, and a fitness center. Jala Spa features a wide array of facial and body treatments, deep tissue massages, and nail services.
Things to do near the Hyatt Centric Resort
- The Key West Aquarium
- Mel Fisher Maritime Museum
- Key West Shipwreck Museum
13. Galleon Resort and Marina
Address: 617 Front St, Key West, FL 33040
The Galleon Resort and Marina, located near the cruise docks at Mallory Square, is one of the best Key West hotels for those wanting to be near all the action of Old Town. Amenities include an outdoor pool, on-site watersports facilities, a restaurant, a poolside tiki bar, a fitness center, a private beach on the Gulf of Mexico, and docks for fishing.
Spacious studios and suites feature free Wi-Fi, a microwave, a mini fridge, and a sofa bed. Suites have a fully-equipped kitchen and a balcony. Island ambiance flows all around with tile floors, ceiling fans, rattan furnishings, and tropical prints.
Things to do near the Galleon Resort and Marina
- The Shipwreck Museum
- Truman Little White House
- Sails to Rails Museum at Flagler Station
- Turtle Cannery Museum
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14. Crowne Plaza Key West-La Concha, an IHG Hotel
Address: 430 Duval Street, Key West, Florida 33040
The historic Crowne Plaza Key West-La Concha is an ideal anchorage for any vacation in Key West. It’s conveniently located along Duval Street, so you’ll be able to walk almost anywhere for shopping, dining, and activities. It’s one of the best resorts in Key West for families, couples, or solo travelers.
Opened in 1926, the La Concha has seen the likes of celebrities such as Ernest Hemingway and Tennessee Williams. It’s even believed to be haunted, so there’s another thing it’s got going for it.
Full disclosure: I did not witness even one apparition or orb during my stay. I must admit, I was a little disappointed. But you may consider that a positive thing.
Double rooms have a large sofa, which is nice for extra seating even if you don’t have a large family or group. Resort amenities include a rooftop pool, a pool bar, a fitness center, a restaurant, a wine bar, free Wi-Fi, and on-site free parking. There’s a Starbucks on the ground level of the hotel for that all-important cup of get-up-and-go after a night of partying.
Things to do near the Crowne Plaza
- Blue Heaven for breakfast, brunch, or lunch (get there early)
- Nancy Forrester’s Secret Garden rescued parrot sanctuary
- Oldest House & Gardens Key West
15. Margaritaville Beach House Key West
Address: 2001 South Roosevelt Boulevard, Key West, Florida 33040
The Margaritaville Beach House Key West is one of the best places to stay in Key West for families, couples, or groups. What else can you expect from the King of the Keys himself, Jimmy Buffett? Kids can participate in resort activities like s’mores by the fire or homemade cookies while the adults partake in rum tastings and paint-and-sip events.
Recently moved from its former location near Mallory Square, the Margaritaville Beach House Resort now sits across from Smathers Beach. The property was originally the Barbary Beach House Key West.
The resort offers an on-site restaurant (the Tin Cup Chalice Bar & Chill), hammocks, lawn games, a fitness center, an outdoor pool, and a hot tub. There’s a garden and courtyards with outdoor seating for relaxing and enjoying the warm Florida sunshine. Complimentary shuttle service to Duval Street, the Seaport Harbor, and Key West International Airport (EYW) is available for resort guests.
Things to do near the Margaritaville Beach House
- Smathers Beach
- Key West Nature Preserve
- Higgs Memorial Beach Park
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16. Ibis Bay Beach Resort
Address: 3101 North Roosevelt Boulevard, Key West, Florida 33040
An industrial vibe meets island ambiance at Ibis Bay Beach Resort with its mix of stainless steel, leather, and bamboo furnishings. Open since 1956, this modern resort boasts an outdoor pool, hammocks (don’t you just love the inclusion of hammocks?), a beach, a bar, and a watersports facility (at an extra charge). It’s within a quick walk to beach access at Bay Beach.
All guest rooms have seating areas, a mini fridge, and views of the ocean or courtyard. Enjoy lunch or dinner at the Stoned Crab Restaurant or book a paddleboarding excursion with Ibis Bay Paddle Sports.
The resort also offers bike rentals, fishing, diving, and snorkeling (at an additional resort fee). It’s one of the best resorts in Key West for travelers seeking water sports and outdoor recreation.
Things to do near the Ibis Bay Beach Resort
- Capt. Hook’s Dive Key West dive shop
- Key West Veteran’s Memorial Garden at Bayview Park
- Historic Key West Cemetery
17. Ocean Key Resort & Spa, a Noble House Resort
Address: Zero Duval St, Key West, FL 33040
The Ocean Key Resort & Spa is located right within the action of Mallory Square. It’s just a walk away from local attractions and the nightlife of historic Old Town and the famous Duval Street. Enjoy a beverage or two at LIQUID, the resort’s bar, or dine on local seafood at the Hot Tin Roof restaurant, inspired by Tennessee Williams’ play Cat on a Hot Tin Roof.
Elegant rooms at the Ocean Key Resort feature four-poster beds, colorful accents, luxury linens, local art, and stunning views. Hotel amenities include complimentary internet access, a swimming pool, a fitness room, a poolside bar, two restaurants, and room service. A full-service spa offers aromatherapy, body scrubs, massages, and more, which makes it one of the best resorts in Key West for the spa-goers in your crew.
There’s a $15 daily resort fee, which covers things like Wi-Fi, newspapers, the fitness room, and off-site beach towels.
Things to do near the Ocean Key Resort and Spa
- Bagatelle restaurant for brunch, happy hour, or dinner
- Fort Zachary Taylor Historic State Park
- Sunset celebrations at Mallory Square
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