15 Best Resorts in Key West (Florida)
Imagine a place where turquoise waters meet vibrant sunsets, where palm trees sway to the rhythm of live music, and every corner holds a story. Welcome to Key West, Florida, the southernmost point of the continental United States, a captivating island paradise unlike any other. This quirky, charming, and endlessly alluring destination beckons with its unique blend of history, laid-back island vibes, and lively nightlife. From historic gingerbread houses to pristine beaches and world-class dining, Key West offers an escape that’s both adventurous and deeply relaxing.
You’ll discover a destination steeped in literary legend, brimming with colorful characters, and perpetually bathed in a golden glow. To truly immerse yourself in this tropical haven, choosing the right resort is key. This guide will navigate you through the 15 best resorts in Key West, providing rich practical information and detailed cost insights to help you plan your dream getaway. The best time to visit Key West is typically from November to May, when the weather is cooler and drier, avoiding the peak heat and hurricane season of summer. Book your accommodations well in advance, especially for popular events or during peak season, to secure the best rates and availability.
💰 Travel Cost Overview
| Category | Budget (per night/day) | Mid-range (per night/day) | Luxury (per night/day) |
| ———————— | ———————— | ————————— | ———————— |
| Accommodation | $150 – $250 | $250 – $500 | $500 – $1000+ |
| Food & Dining | $40 – $70 | $70 – $150 | $150 – $300+ |
| Transportation | $10 – $25 (Bikes/Walk) | $25 – $50 (Trolley/Taxi) | $50 – $100 (Car Rental/Valet) |
| Activities & Attractions | $20 – $50 | $50 – $100 | $100 – $250+ |
| Total Daily Budget (Low) | $220 | $400 | $800 |
| Total Daily Budget (High) | $395 | $800 | $1650+ |
| Weekly Budget Estimates | $1540 – $2765 | $2800 – $5600 | $5600 – $11550+ |
Hyatt Centric Key West Resort and Spa
The Hyatt Centric Key West Resort and Spa offers an exquisite blend of upscale comfort and quintessential Key West charm, perfectly positioned on the waterfront with stunning views of the Gulf of Mexico. What makes this resort truly special is its prime location, just steps away from Mallory Square’s famous Sunset Celebration, yet offering a secluded, tranquil atmosphere. You can expect to wake up to the gentle lapping of waves, enjoy a leisurely breakfast on your private balcony, and spend your days lounging by the sparkling pool or indulging in a rejuvenating spa treatment. The resort also boasts direct access to water activities from its private dock, making it easy to embark on snorkeling trips, fishing charters, or sunset sails.
The elegant, modern design seamlessly integrates with tropical elements, creating a sophisticated yet relaxed ambiance. This resort is ideal for couples seeking a romantic getaway, solo travelers looking for a luxurious escape, or small families desiring convenience and comfort. Its proximity to Duval Street means you are never far from the action, but always have a serene retreat to return to. Best times to visit are during the shoulder seasons (spring and fall) when the weather is pleasant and crowds are slightly thinner than peak winter months.
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The Reach Key West Resort
The Reach Key West Resort, a Curio Collection by Hilton, stands out as one of the few resorts in Key West boasting its own natural, private sandy beach. This unique feature immediately sets it apart, offering guests a tranquil oasis away from the bustling crowds. You can expect to spend your days basking on the soft sands, swimming in the warm, clear waters, or enjoying various beach activities like paddleboarding and kayaking. The resort itself exudes a relaxed elegance, with spacious rooms and suites that offer stunning ocean or garden views.
Beyond the beach, The Reach features a beautiful outdoor pool, a fitness center, and delightful dining options focused on fresh, local seafood. It’s an ideal choice for families seeking a safe and enjoyable beach experience, couples desiring a romantic beachfront escape, or anyone who prioritizes direct beach access. The resort also participates in the Hilton Honors program, offering perks for loyal guests. Its location, while slightly off the main Duval Street drag, provides a peaceful retreat while still being within easy reach of Key West’s main attractions via a short walk or taxi.
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Ocean Key Resort and Spa
Ocean Key Resort and Spa offers an unparalleled luxury experience, perched directly at the nexus of Key West’s vibrant energy – where Duval Street meets Mallory Square and the Gulf of Mexico. This resort is truly special for its breathtaking sunset views from nearly every vantage point, especially from its iconic Sunset Pier restaurant and bar. You can expect to immerse yourself in an atmosphere of refined elegance combined with Key West’s playful spirit.
Spend your days lounging by the oceanfront pool, indulging in a treatment at the boutique spa, or simply watching the parade of boats from your private balcony. The rooms are spacious and exquisitely appointed, often featuring Jacuzzi tubs and large balconies overlooking the water. Ocean Key is perfect for couples celebrating a special occasion, luxury travelers seeking prime location and impeccable service, or anyone who wants to be at the heart of Key West’s lively scene while enjoying top-tier comfort. Its direct adjacency to Mallory Square means you are perfectly positioned for the daily Sunset Celebration, vibrant street performers, and easy access to fishing charters and water sports.
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Santa Maria Suites
Santa Maria Suites offers a unique proposition in Key West: spacious, multi-bedroom suites that feel more like private residences than typical hotel rooms. This makes it exceptionally special, providing ample space and privacy for families or groups traveling together. Each suite comes with a full kitchen, living area, and often multiple bathrooms, giving you the comfort and convenience of home. You can expect to unwind by one of the two lush, tropical pools, surrounded by waterfalls and beautiful landscaping, creating a serene oasis.
The resort also offers complimentary bottled water, snacks, and fresh fruit daily, adding to the feeling of being pampered. Located just a short walk from the Southernmost Point and the tranquil end of Duval Street, it offers a peaceful retreat while still being accessible to attractions. Santa Maria Suites is perfectly suited for families with children, groups of friends, or extended stays where self-catering options are desired. Its quiet residential setting ensures a relaxing stay, and the attentive service makes every guest feel valued.
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Parrot Key Hotel and Resort
Parrot Key Hotel and Villas provides a tranquil, lush escape slightly removed from the frenetic energy of downtown Key West, offering a true sense of resort relaxation. What makes this property unique is its expansive, beautifully landscaped grounds featuring four distinct swimming pools, each with its own character – from serene adults-only to family-friendly. You can expect to find spacious rooms, suites, and villas, many with private patios or balconies overlooking the tropical gardens or the bay.
The resort emphasizes a laid-back, upscale atmosphere, encouraging guests to unwind by the pool, enjoy a drink at the poolside bar, or take advantage of the on-site watersports rentals for kayaking or paddleboarding in the bay. This resort is ideal for couples seeking a romantic and peaceful retreat, families who appreciate multiple pool options and space, or anyone looking for a more resort-centric experience away from the constant buzz of Duval Street. A complimentary shuttle service makes exploring downtown Key West convenient without the parking hassle.
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Sunset Key Cottages
Sunset Key Cottages offers an exclusive, luxurious island escape just a seven-minute ferry ride from Key West’s Mallory Square. What makes this resort truly special is its private island setting, ensuring unparalleled tranquility and seclusion. You can expect to stay in charming, beautifully appointed cottages, each with a private porch, many offering stunning ocean views. Days here are spent relaxing on the pristine, white-sand beach, swimming in the zero-entry pool, or indulging in world-class dining at Latitudes restaurant, famous for its beachfront setting and exquisite cuisine.
The resort provides a dedicated concierge service to arrange everything from in-cottage spa treatments to fishing charters. This is the ultimate destination for romantic getaways, honeymoons, or discerning travelers seeking a high-end, private island experience. Its unique location allows you to enjoy the vibrant energy of Key West when desired, then retreat to your private oasis. The sense of peace and exclusivity is unmatched, making it a truly memorable stay.
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Margaritaville Resort and Marina
Margaritaville Key West Resort and Marina embodies the fun-loving, laid-back spirit of Key West, perfectly situated on the waterfront overlooking the historic Key West Bight. What makes this resort special is its lively atmosphere, direct marina access, and proximity to Mallory Square and the beginning of Duval Street. You can expect to immerse yourself in the carefree Margaritaville lifestyle, complete with a fantastic pool area, multiple dining options including the iconic Sunset Deck, and easy access to charter boats, fishing excursions, and sunset cruises directly from the marina.
The rooms are comfortable and bright, many offering marina or ocean views. This resort is ideal for families, groups of friends, or solo travelers who want to be at the heart of the action, enjoy water activities, and embrace the quintessential Key West party vibe. Its central location makes exploring the island on foot or by bike incredibly convenient, and the resort often features live music, adding to the festive ambiance.
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Pier House Resort and Spa
Pier House Resort and Spa is a historic gem, a charming and luxurious retreat that predates many of its modern counterparts, offering a deep sense of Key West authenticity. What makes it truly unique is its prime location at the very end of Duval Street, combined with its own private sandy beach – a rarity in Key West. You can expect to enjoy a sophisticated yet relaxed atmosphere, lounging on the beach, swimming in the heated pool, or indulging in treatments at the award-winning spa.
The resort’s iconic Chart Room Bar, a local favorite, is rumored to be where Jimmy Buffett got his start. The rooms are elegantly appointed, many with balconies offering stunning water views. This resort is perfect for couples seeking a romantic and historic escape, travelers who appreciate understated luxury and a prime location, and anyone who desires direct beach access without leaving the heart of Key West. Its rich history and charming ambiance make it a beloved choice for returning visitors.
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The Marker Waterfront Resort
The Marker Waterfront Resort offers a contemporary and chic experience, standing out with its three sparkling pools nestled within lush tropical gardens, just steps from the historic seaport. What makes this resort special is its modern design and vibrant energy, providing a fresh take on Key West luxury. You can expect to find spacious, stylish rooms with private balconies, many offering views of the marina or pools.
Spend your days lounging by one of the unique pool areas, enjoying craft cocktails from the poolside bar, or strolling along the waterfront boardwalk. The resort seamlessly blends a lively atmosphere with pockets of tranquility, making it appealing to various travelers. It’s ideal for stylish couples, groups of friends looking for a trendy base, or solo travelers who appreciate modern amenities and a social atmosphere. Its location offers easy access to fishing charters, watersports, and the array of restaurants and bars lining the historic seaport, just a short walk from Duval Street.
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Casa Marina
Casa Marina, a Waldorf Astoria Resort, is a historic landmark that exudes grandeur and timeless elegance, boasting a magnificent oceanfront setting. What truly makes this resort special is its rich history, dating back to 1920, and its expansive private beach – the largest in Key West. You can expect to step into a world of sophisticated luxury, with beautifully restored architecture, lush tropical gardens, and two oceanfront pools.
Days here are for relaxation: lounging on the private beach, enjoying watersports directly from the resort, or indulging in a spa treatment. The resort’s grand lobby and oceanfront dining options provide a sense of old-world charm. Casa Marina is perfect for couples seeking a romantic and luxurious escape, families who desire ample space and direct beach access, or history buffs who appreciate a resort with a story. Its location provides a serene retreat while still being a short drive or bike ride from the vibrancy of Duval Street, offering the best of both worlds.
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Ibis Bay Beach Resort
Ibis Bay Beach Resort offers a quirky, retro-Florida vibe that sets it apart from the more polished resorts, providing a fun and authentic Key West experience. What makes it special is its unique 1950s motor court charm combined with a private sandy beach and a focus on watersports. You can expect to find colorful, individually decorated rooms, a lively pool area, and direct access to a range of activities like paddleboarding, kayaking, and even private snorkeling trips from its own dock.
The resort also features a popular on-site restaurant, The Stoned Crab, known for its fresh seafood. Ibis Bay is ideal for budget-conscious travelers, families looking for a relaxed and activity-filled stay, or anyone who appreciates a laid-back, unpretentious atmosphere with character. While it’s located slightly outside the immediate downtown hustle, a complimentary shuttle service makes exploring Duval Street and other attractions easy, offering a peaceful retreat after a day of adventure.
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Galleon Resort and Marina
Galleon Resort and Marina offers a prime waterfront location and a fantastic array of amenities, making it a popular choice for those who love being on or near the water. What makes this resort special is its full-service marina, private sandy beach, and a large, inviting pool area with a tiki bar, all within walking distance of Mallory Square and Duval Street. You can expect to enjoy spacious accommodations, many with kitchens and balconies overlooking the marina or Gulf.
Spend your days lounging by the pool, relaxing on the small private beach, or watching the boats come and go. The resort is also home to a popular sunset deck, offering stunning views. Galleon Resort is ideal for boaters, families, or groups of friends who want convenient access to water activities and the vibrant downtown scene. Its combination of marina facilities, beach access, and central location provides a comprehensive Key West experience.
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La Concha Hotel and Spa
La Concha Hotel and Spa stands as a historic icon, majestically towering over Duval Street, offering a unique blend of vintage charm and modern amenities. What makes this hotel special is its rich history as Key West’s tallest building, providing unparalleled panoramic views of the island from its rooftop bar, Top Deck. You can expect to stay in elegantly appointed rooms that evoke a sense of classic Key West, while enjoying contemporary comforts.
Spend your days exploring Duval Street right outside your door, then retreat to the hotel’s pool area for a refreshing dip, or indulge in a spa treatment. The rooftop bar is a must-visit for sunset cocktails and breathtaking vistas. La Concha is perfect for history enthusiasts, couples seeking a romantic and centrally located base, or solo travelers who want to be immersed in the heart of Key West’s lively culture. Its prime location means all the action, from live music to art galleries and restaurants, is just steps away.
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DoubleTree Resort Grand Key
DoubleTree Resort by Hilton Grand Key offers a comfortable and value-oriented option for travelers seeking a resort experience slightly removed from the downtown bustle, yet easily accessible. What makes this resort special is its tropical, spacious grounds featuring a large, beautiful zero-entry pool with a waterfall, providing a relaxing oasis. You can expect well-appointed rooms, a friendly atmosphere, and convenient amenities like a fitness center and on-site dining.
The resort provides a complimentary shuttle service to downtown Key West, making it easy to explore attractions without the hassle of parking. This resort is ideal for families looking for good value and a kid-friendly pool, couples who prefer a quieter base, or travelers arriving by car who appreciate ample parking. Its slightly out-of-the-way location often translates to more competitive pricing, allowing you to stretch your budget further while still enjoying resort comforts.
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Plan Your Visit
Key West truly is a destination that captures the heart, offering a vibrant tapestry of experiences from serene beachfront escapes to lively cultural immersion. As you’ve discovered, the island’s best resorts cater to every desire, whether you seek the ultimate in luxury, a family-friendly oasis, a historic hideaway, or a lively social hub. Each of these 15 resorts promises a unique gateway to the magic of the Florida Keys, ensuring your stay is as memorable as the island itself.
From the private shores of Sunset Key to the historic charm of Pier House and the modern allure of The Marker, your perfect Key West adventure awaits. Start planning your trip today, keeping in mind that booking early, especially for peak seasons, is key to securing your preferred resort and potentially better rates. Dive into the turquoise waters, savor the fresh seafood, and let the laid-back rhythm of Key West wash over you. This island paradise isn’t just a place to visit; it’s a feeling to experience.
