The KeysLuxury Resorts

List Of Best Luxury Resorts The Keys

We have created a list with the best luxury resorts in The Keys, USA. Hope you enjoy it. We think it might be the best of its kind around

luxury hotels in The Keys
Cheeca Lodge & Spa
Resort
81801 Overseas Highway Mile Marker 82, Islamorada, FL 33036, USA

Welcome to Cheeca Lodge & Spa, a beautiful resort nestled in Islamorada, Florida, surrounded by 27 acres of stunning gardens and offering a private waterfront for your enjoyment. Whether you're looking to relax or have an adventure, our resort has something for everyone. You can play a round of golf on our charming 9-hole par 3 course, or treat yourself to some well-deserved pampering at our on-site spa. With a variety of accommodations available, we strive to create a comfortable and inviting atmosphere for all our guests. We believe that every visitor deserves a special experience, and our friendly staff is here to help you make the most of your stay. Come discover the beauty and tranquility of Cheeca Lodge & Spa, where you can unwind and connect with nature in a welcoming environment.

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Luxury Amenities:

  1. Enjoy the serenity of your own private beach, with soft sands and endless ocean views.
  2. Wake up to breathtaking ocean views, a stunning start to every morning.
  3. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  4. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
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luxury hotels in The Keys
Playa Largo Resort & Spa, Autograph Collection
Resort
97450 Overseas Highway, Key Largo, FL 33037, USA

Welcome to Playa Largo Resort & Spa, a beautiful destination where you can unwind in one of our 155 luxurious rooms, all filled with natural light and stunning views of Florida Bay. Enjoy breathtaking sunsets that paint the sky in vibrant colors every evening. We are proud to be the first new resort built in the Florida Keys in over 23 years, bringing fresh energy and modern comforts to this stunning area. Whether you're here for a family vacation, a romantic getaway, or a solo retreat, our goal is to create a welcoming and memorable experience for everyone who visits us.

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Luxury Amenities:

  1. Enjoy the serenity of your own private beach, with soft sands and endless ocean views.
  2. Wake up to breathtaking ocean views, a stunning start to every morning.
  3. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  4. Stay productive with top-notch business services available at your fingertips.
Show more
luxury hotels in The Keys
Isla Bella Beach Resort & Spa - Florida Keys
Resort
1 Knights Key Boulevard MM47, Marathon, FL 33050, USA

Welcome to Isla Bella Beach Resort, a beautiful getaway located in Marathon. Here, you can enjoy a stunning private beach that’s perfect for relaxation and fun in the sun. We’re conveniently close to exciting attractions like Conch-Air Florida Keys Scenic Flights, just 7 km away, and the Florida Keys Aquarium Encounters, which is only 10 km from our resort. With so much to see and do nearby, you’ll have plenty of opportunities to explore and create lasting memories with your loved ones. We can’t wait to welcome you!

Show more

Luxury Amenities:

  1. Enjoy the serenity of your own private beach, with soft sands and endless ocean views.
  2. Wake up to breathtaking ocean views, a stunning start to every morning.
  3. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  4. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
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luxury hotels in The Keys
Oceans Edge Key West
Resort
5950 Peninsular Ave, Key West, FL 33040, USA

Experience breathtaking views of the water at Oceans Edge Key West, part of the Preferred Hotels & Resorts Collection. Enjoy a refreshing dip in one of our six swimming pools or relax at our waterfront bar and restaurant, where you can savor delicious meals and drinks. We want all our guests to feel connected, so we offer complimentary WiFi throughout the property. Your comfort and enjoyment are our top priorities!

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Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  4. Stay productive with top-notch business services available at your fingertips.
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luxury hotels in The Keys
The Perry Hotel & Marina Key West
Resort
7001 Shrimp Rd, Key West, 33040, USA

Welcome to The Perry Hotel & Marina Key West! Nestled at Stock Island Marina, we’re just a short bridge away from the vibrant heart of Key West. Our hotel offers comfortable and welcoming accommodations that cater to everyone. Take a refreshing dip in our waterfront pool or enjoy delicious meals at our two dockside restaurants, where we proudly serve fresh, local seafood. We look forward to making your stay enjoyable and memorable!

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Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  4. Stay productive with top-notch business services available at your fingertips.
Show more
luxury hotels in The Keys
Santa Maria Suites Resort
Resort
1401 Simonton Street, Downtown Key West, Key West, FL 33040, USA

Just a short stroll from the beautiful Atlantic Ocean and vibrant Duval Street, our Key West hotel offers stunning all-suite accommodations designed for your comfort. We aim to create a welcoming atmosphere where everyone can relax and enjoy the unique charm of Key West, FL. Whether you're here for a romantic getaway, a family vacation, or a friends' retreat, we want to make sure you have an unforgettable experience that meets your needs. Come and discover the beauty of Key West with us!

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Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Keep active with a range of sports and activities designed for adventure and fitness.
  4. Rejuvenate at the state-of-the-art wellness facilities designed for your complete relaxation.
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luxury hotels in The Keys
H2O Suites- Adults Only
Resort
1212 Simonton Street, Downtown Key West, Key West, FL 33040, USA

Welcome to Key West H2O Suites, a peaceful retreat designed just for adults. Located just a short 200-meter walk from the vibrant Duval Street, our hotel offers a relaxing getaway. You can unwind at our beautiful rooftop pool all year round, complete with a sun terrace where you can soak up the sun. Feel free to visit our on-site bar to enjoy a refreshing drink during your stay. Each suite is equipped with a flat-screen TV and all the comforts you need to feel right at home. We can't wait to welcome you!

Show more

Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Keep active with a range of sports and activities designed for adventure and fitness.
  4. Rejuvenate at the state-of-the-art wellness facilities designed for your complete relaxation.
Show more
luxury hotels in The Keys
Ocean Key Resort & Spa, a Noble House Resort
Resort
Zero Duval, Downtown Key West, Key West, FL 33040, USA

Experience the beauty of the Gulf of Mexico at our inviting Key West resort and spa. Enjoy relaxing moments by our outdoor pool, where you can take in stunning views of the water. We want to make your stay comfortable, so we offer free WiFi for all our guests. If you’re looking to unwind, visit SpaTerre on-site, where our skilled therapists offer a variety of massage treatments designed just for you. Your comfort and enjoyment are our top priorities!

Show more

Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Stay productive with top-notch business services available at your fingertips.
  4. Keep active with a range of sports and activities designed for adventure and fitness.
Show more
luxury hotels in The Keys
JW Marriott Marco Island Beach Resort
Resort
400 South Collier Boulevard, Marco Island, FL 34145, USA

Welcome to our beautiful beachfront resort on Marco Island, Florida! Here, you can relax by one of our three outdoor pools or enjoy a round of golf at one of our two private 18-hole courses. We offer a variety of dining options with ten different restaurants to suit all tastes. Plus, there are plenty of activities available for everyone, including volleyball and more. Whether you're looking to unwind or stay active, we have something for everyone to enjoy during your stay!

Show more

Luxury Amenities:

  1. Enjoy the serenity of your own private beach, with soft sands and endless ocean views.
  2. Wake up to breathtaking ocean views, a stunning start to every morning.
  3. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  4. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
Show more
luxury hotels in The Keys
Holiday Inn Club Vacations Sunset Cove Resort, an IHG Hotel
Resort
571 West Elkcam Circle, Marco Island, FL 34145, USA

Tigertail Beach is just a short 2-kilometer walk from our resort on beautiful Marco Island, Florida. We want you to feel at home here, so we offer a lovely outdoor pool with a relaxing terrace for you to enjoy. Getting to the beach is easy too, thanks to our complimentary shuttle service. Our spacious apartments come with fully equipped kitchens, perfect for preparing your favorite meals or snacks during your stay. We’re here to make your experience as enjoyable and comfortable as possible!

Show more

Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  4. Stay productive with top-notch business services available at your fingertips.
Show more
luxury hotels in The Keys
Naples Bay Resort and Marina
Resort
1500 5th Avenue South, Naples, FL 34102, USA

Welcome to Naples Bay Resort and Marina, a place where you can relax and enjoy the beautiful surroundings. Our resort offers a lovely marina and a spacious 5,000-square-foot outdoor pool—perfect for soaking up the sun or enjoying a refreshing swim. Each of our comfortable rooms is equipped with free WiFi, so you can stay connected during your visit. Plus, we’re conveniently located just under a mile from the scenic Naples Pier, where you can take in stunning views and explore local attractions. Whether you're here for a family vacation, a romantic getaway, or a solo retreat, we strive to make your stay enjoyable and memorable. We look forward to welcoming you!

Show more

Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  4. Stay productive with top-notch business services available at your fingertips.
Show more

Most booked hotels in The Keys

luxury hotels in The Keys
5950 Peninsular Ave, Key West, FL 33040, United States of America
8.6
1243 reviews
From $884
luxury hotels in The Keys
81801 Overseas Highway Mile Marker 82, Islamorada, FL 33036, United States of America
8.6
1061 reviews
From $865
luxury hotels in The Keys
1 Knights Key Boulevard MM47, Marathon, FL 33050, United States of America
8.7
637 reviews
From $2572

Budget hotels in The Keys

luxury hotels in The Keys
571 West Elkcam Circle, Marco Island, FL 34145, United States
9.3
126 reviews
From $320
luxury hotels in The Keys
1500 5th Avenue South, Naples, FL 34102, United States of America
9.6
7 reviews
From $369
luxury hotels in The Keys
1401 Simonton Street, Downtown Key West, Key West, FL 33040, United States of America
9.3
634 reviews
From $808

Compare the Top Luxury Resorts in The Keys – Addresses, Prices, Stars, Rating, and Review Count

Resort Name Address Price ($) Star Rating Review Count Book
Cheeca Lodge & Spa 81801 Overseas Highway Mile Marker 82, Islamorada, FL 33036, USA 865 5 8.6 1061
Playa Largo Resort & Spa, Autograph Collection 97450 Overseas Highway, Key Largo, FL 33037, USA 989 5 8.6 344
Isla Bella Beach Resort & Spa - Florida Keys 1 Knights Key Boulevard MM47, Marathon, FL 33050, USA 2572 5 8.7 637
Oceans Edge Key West 5950 Peninsular Ave, Key West, FL 33040, USA 884 4 8.6 1243
The Perry Hotel & Marina Key West 7001 Shrimp Rd, Key West, 33040, USA 883 4 8.9 289
Santa Maria Suites Resort 1401 Simonton Street, Downtown Key West, Key West, FL 33040, USA 808 4 9.3 634
H2O Suites- Adults Only 1212 Simonton Street, Downtown Key West, Key West, FL 33040, USA 1688 4 9.3 533
Ocean Key Resort & Spa, a Noble House Resort Zero Duval, Downtown Key West, Key West, FL 33040, USA 2138 4 8.4 141
JW Marriott Marco Island Beach Resort 400 South Collier Boulevard, Marco Island, FL 34145, USA 1356 4 8.6 397
Holiday Inn Club Vacations Sunset Cove Resort, an IHG Hotel 571 West Elkcam Circle, Marco Island, FL 34145, USA 320 5 9.3 126
Naples Bay Resort and Marina 1500 5th Avenue South, Naples, FL 34102, USA 369 4 9.6 7

Note: The prices for each resorts in The Keys do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here>) to get the latest prices.

Frequently Asked Questions

Some of the best luxury resorts in The Keys include the Ocean Key Resort & Spa, Cheeca Lodge & Spa, and the Casa Marina Resort. Each offers stunning ocean views, top-notch amenities, and a unique atmosphere that captures the spirit of the Florida Keys.

Luxury resorts in The Keys typically offer a range of high-end amenities such as private beaches, infinity pools, gourmet dining options, full-service spas, and water sports activities. Many also provide personalized services to ensure a memorable stay.

While all-inclusive resorts are less common in The Keys, some luxury properties do offer package deals that can include meals, drinks, and activities. It's best to check with each resort for specific offerings tailored to your needs.

Family-friendly luxury resorts in The Keys include the Hawks Cay Resort and the Islander Resort, which feature kid-friendly activities and amenities. These resorts provide a mix of relaxation for adults and fun for children, making them perfect for family vacations.

The best time to visit luxury resorts in The Keys is from December to April when the weather is mild and pleasant. However, if you prefer lower rates and fewer crowds, consider visiting during the shoulder seasons of late spring or early fall.

Yes, many luxury resorts in The Keys offer various water sports activities, including snorkeling, scuba diving, kayaking, and sailing. Resorts often have rental services and guided tours available to help guests explore the beautiful waters of the Keys.

When choosing a luxury resort in The Keys, consider factors like location, amenities, price, and the type of vacation experience you desire. Reading reviews and checking online resources can also help you find the resort that best fits your preferences.

Pet policies vary by resort in The Keys, so it's essential to check with individual properties. Some luxury resorts are pet-friendly and may offer special amenities for your furry companions.

3-Day The Keys Itinerary If You're Staying at a Luxury Hotel

Day 1:

  • Morning: Start your day with a leisurely breakfast at Breakfast Club, known for its gourmet omelets and fresh pastries.
  • Afternoon: Explore the charming streets of Key West Historic District, where you can admire the colorful Victorian architecture and visit local boutiques.
  • Evening: Dine at Mallory Square, a perfect spot to watch the sunset while enjoying fresh seafood.

Day 2:

  • Morning: Kick off your day with a morning stroll through Duval Street, famous for its vibrant atmosphere and lively shops.
  • Afternoon: Visit the Ernest Hemingway Home and Museum to explore the life and works of the legendary author.
  • Evening: Enjoy an elegant dinner at Little White House, the former residence of President Harry S. Truman.

Day 3:

🛏️ Hotels perfect for this itinerary: Rosewood Miramar Beach, The Ritz-Carlton Key Biscayne, Ocean Key Resort & Spa

Where to Stay in The Keys: Best Areas by Traveler Type

Choosing the right area to stay in The Keys is essential for a memorable vacation, as it depends on each traveler's unique needs and preferences. With diverse neighborhoods that offer everything from romance to family-friendly activities, this guide will help you find the perfect fit for your getaway in this tropical paradise. Whether you're seeking adventure, relaxation, or a cultural experience, The Keys has something for everyone.

👫 Where to Stay in The Keys for Couples

Best Areas: Key West, Islamorada

Why it’s perfect: Intimate dining options with sunset views Secluded beaches for romantic getaways Charming atmospheres that enhance connection

Top Hotels: Ocean Key Resort & Spa, Cheeca Lodge & Spa, The Reach Key West, Curio Collection by Hilton

Top Features: Romantic views, Private balconies, Cozy fire pits


👨‍👩‍👧 Where to Stay in The Keys with Family

Best Areas: Marathon, Key Largo

Why it’s perfect: Family-friendly attractions and activities Spacious accommodations for larger groups Safe and welcoming atmosphere

Top Hotels: Tranquility Bay Beachfront Hotel, Hawks Cay Resort, Key Largo Bay Marriott Beach Resort

Top Features: Kid-friendly pools, On-site water sports, Fun family excursions


🧳 Where to Stay in The Keys for Solo Travelers

Best Areas: Key West, Islamorada

Why it’s perfect: Vibrant nightlife and social scenes Plenty of opportunities for self-exploration Easy access to local tours and activities

Top Hotels: Santa Maria Suites Resort, Postcard Inn Beach Resort & Marina, Bungalows Key Largo

Top Features: Community vibe, Social events and mixers, Adventure-filled excursions


👵👴 Where to Stay in The Keys for Seniors

Best Areas: Key West, Marathon

Why it’s perfect: Peaceful environments with plenty of amenities Easier access to attractions and dining Variety of leisure activities tailored for older adults

Top Hotels: The Southernmost Inn, Lighthouse Court Hotel, Islander Watersports Resort

Top Features: Accessibility features, Relaxing pool areas, Cultural experiences


💸 Where to Stay in The Keys on a Budget

Best Areas: Big Pine Key, Tavernier

Why it’s perfect: Affordable accommodations without sacrificing quality Access to beautiful natural attractions Less touristy spots providing a local experience

Top Hotels: Big Pine Key Fishing Lodge, Dolphin Point Villas, Kona Kai Resort

Top Features: Budget-friendly rates, Local charm, Proximity to natural wonders


💎 Where to Stay in The Keys for Luxury

Best Areas: Key West, Islamorada

Why it’s perfect: High-end resorts offering top-tier amenities Exclusive access to pristine beaches and luxurious services Gourmet dining and spa options

Top Hotels: The Marquesa Hotel, Little Palm Island Resort & Spa, Sunset Key Cottages

Top Features: Private cottages, World-class spas, Fine dining experiences


Where to Stay in The Keys - Quick Guide

Traveler Type Best Areas Top Features
Couples Key West, Islamorada Romantic views, Private balconies, Cozy fire pits
Family Marathon, Key Largo Kid-friendly pools, On-site water sports, Fun family excursions
Solo Key West, Islamorada Community vibe, Social events and mixers, Adventure-filled excursions
Seniors Key West, Marathon Accessibility features, Relaxing pool areas, Cultural experiences
Budget Big Pine Key, Tavernier Budget-friendly rates, Local charm, Proximity to natural wonders
Luxury Key West, Islamorada Private cottages, World-class spas, Fine dining experiences