Best Luxury Hotels in The Keys

List Of Best Luxury Hotels The Keys

We have created a list with the best luxury hotels 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.
Show more
luxury hotels in The Keys
Grassy Flats Resort & Beach Club
Hotel
58182 Overseas Hwy,Marathon FL 3305, Marathon, FL 33050, USA

Grassy Flats Resort & Beach Club is a welcoming place to stay in Marathon, just 8.6 km from the Florida Keys Aquarium Encounters. Here, you can relax by the outdoor swimming pool, enjoy delicious meals at our restaurant, and unwind with a drink at the bar. We also offer free private parking for your convenience, ensuring a stress-free experience during your visit. Whether you’re looking for adventure or relaxation, we’re here to make your stay enjoyable and comfortable.

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. Keep active with a range of sports and activities designed for adventure and fitness.
Show more

List of other Luxury Hotels near The Keys

We have created a list with the best luxury hotels near The Keys. Hope you enjoy it. We think it might be the best of its kind around

luxury hotels in The Keys
Oceans Edge Key West
Hotels
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.
Show more
luxury hotels in The Keys
The Perry Hotel & Marina Key West
Hotels
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
Hotels
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!

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.
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luxury hotels in The Keys
H2O Suites- Adults Only
Hotels
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
The Gardens Hotel
Hotels
526 Angela Street, Downtown Key West, Key West, FL 33040, USA

Welcome to our adult-only hotel in the beautiful Key West, Florida! Here, you can unwind and enjoy two inviting outdoor pools. We’re conveniently located just a minute’s walk from lively Duval Street, where you can explore shops, restaurants, and nightlife. If you’re interested in nature, the Key West Butterfly and Nature Conservatory is only a quick 3-minute drive away. We look forward to helping you create wonderful memories during your stay!

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
The Saint Hotel Key West, Autograph Collection
Hotels
417 Eaton Street, Downtown Key West, Key West, FL 33040, USA

The Saint Hotel Key West welcomed its guests on February 1, 2015, after six months of thoughtful renovations. We transformed a standard hotel into a charming boutique experience inspired by the allure of a historical bordello. Our goal was to create a welcoming space that feels both unique and comfortable for everyone who walks through our doors. The updates include stylish decor and inviting communal areas designed for relaxation and connection. We are dedicated to making your stay enjoyable and memorable!

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Luxury Amenities:

  1. Stay productive with top-notch business services available at your fingertips.
  2. Keep active with a range of sports and activities designed for adventure and fitness.
  3. Savor gourmet dishes at an exquisite restaurant without ever leaving the hotel.
  4. Delight in premium entertainment options that ensure fun-filled evenings throughout your stay.
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luxury hotels in The Keys
Ocean Key Resort & Spa, a Noble House Resort
Hotels
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
Hotels
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
Hotels
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
Hotels
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
417 Eaton Street, Downtown Key West, Key West, FL 33040, United States
8.2
41 reviews
From $723

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

Hotel 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
Grassy Flats Resort & Beach Club 58182 Overseas Hwy,Marathon FL 3305, Marathon, FL 33050, USA 2344 3 9 541
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
The Gardens Hotel 526 Angela Street, Downtown Key West, Key West, FL 33040, USA 1074 4 9.6 146
The Saint Hotel Key West, Autograph Collection 417 Eaton Street, Downtown Key West, Key West, FL 33040, USA 723 4 8.2 41
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 hotels 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

These 3 star hotels received great reviews from other travelers:

Some of the best luxury hotels in The Keys include the Ocean Key Resort & Spa, Little Palm Island Resort & Spa, and the Casa Marina Key West. Each offers stunning ocean views, top-notch amenities, and a unique island experience.

While The Keys may not have typical all-inclusive resorts like those found in other destinations, some luxury hotels offer packages that include meals, drinks, and activities. It's best to check with individual hotels for specific offerings.

The Ocean Key Resort & Spa is renowned for its breathtaking sunset views over the Gulf of Mexico. Guests can enjoy the scenery from private balconies or by the hotel's pool area.

Several luxury hotels in The Keys are pet-friendly, including the Kimpton Winslow's Bungalows and the Hyatt Centric Key West Resort & Spa. These hotels often provide special amenities for your furry friends.

The average price range for luxury hotels in The Keys typically starts around $300 per night and can go up to $800 or more depending on the season and amenities offered. Booking in advance may also yield better rates.

Yes, many luxury hotels in The Keys offer direct beachfront access, such as the Casa Marina Key West and the Reach Resort. Guests can enjoy sunbathing, water sports, and dining right by the beach.

Luxury hotels in The Keys typically feature upscale amenities like infinity pools, spas, fine dining restaurants, and concierge services. You'll also find beautiful gardens and recreational activities tailored to the tropical setting.

For couples seeking a romantic getaway, Little Palm Island Resort & Spa is a top choice. This private, adults-only resort offers secluded accommodations, spa treatments, and intimate dining experiences.

It's advisable to book your luxury hotel in The Keys at least 3 to 6 months in advance, especially during peak seasons like winter and spring break. Early bookings often secure better rates and availability.

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

Day 1:

  • Morning: Start your day with a delectable breakfast at Breakfast at Tiffany's, renowned for its gourmet offerings and ocean views. Afterward, explore the charming streets of Islamorada, visiting local shops and art galleries.
  • Afternoon: Head to The Museum of History in Islamorada to learn about the rich cultural heritage of the Florida Keys. Enjoy a leisurely lunch at Morada Bay Beach Cafe, famous for its stunning sunset views.
  • Evening: Dine at Lighthouse Beer and Wine Bar for an eclectic menu paired with local brews. Cap off the night with a stroll along the beach, soaking in the tranquil seaside ambiance.

Day 2:

  • Morning: Savor a luxurious brunch at Doc's Docks, offering fresh seafood and tropical cocktails. Post-brunch, take a guided tour of the Florida Keys National Marine Sanctuary to witness the area's vibrant marine life.
  • Afternoon: Anne's Beach is a perfect spot for relaxation; enjoy sunbathing or swimming in the clear waters. For lunch, visit Hungry Horse for hearty American fare.
  • Evening: Indulge in fine dining at Great Escape Charters where seafood dishes are crafted with local ingredients. Wind down with a cocktail on the patio, enjoying the warm breeze.

Day 3:

  • Morning: Treat yourself to breakfast at Down The Hatch, known for its hearty portions and waterfront seating. Then, embark on a scenic drive to Key Largo Scenic Byway, taking in breathtaking views along the way.
  • Afternoon: Visit the John Pennekamp Coral Reef State Park for snorkeling adventures amidst vibrant coral reefs. Sample a delicious lunch at Cheeca Lodge and Spa featuring fresh catches of the day.
  • Evening: Conclude your journey with a memorable meal at Havana Meze, offering exquisite Latin-influenced cuisine. Relax with a nightcap while watching the stars illuminate the sky.

🛏️ Hotels perfect for this itinerary: Cheeca Lodge & Spa, Postcard Inn Beach Resort & Marina, Islander Watersports

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

Choosing the right area to stay in The Keys greatly depends on your specific travel needs and preferences. With its diverse neighborhoods, each offering unique experiences and amenities, this guide will help you find the perfect fit for your vacation. Whether you're seeking romance, family fun, or a solo retreat, there’s a place in The Keys that caters to your desires.

👫 Where to Stay in The Keys for Couples

Best Areas: Key West, Islamorada

Why it’s perfect: Tranquil atmosphere perfect for romantic getaways. Scenic sunsets and beachfront dining options. Variety of intimate activities such as snorkeling and sunset cruises.

Top Hotels: The Southernmost Inn, Cheeca Lodge & Spa, The Reach Key West

Top Features: Romantic views, Quiet alleys, Secluded beaches


👨‍👩‍👧 Where to Stay in The Keys with Family

Best Areas: Marathon, Key Largo

Why it’s perfect: Family-friendly attractions and activities available. Easy access to water sports and nature parks. Spacious accommodations suitable for larger groups.

Top Hotels: Tranquility Bay Beachfront Hotel, Holiday Inn Resort Key Largo, Islander Watersports Resort

Top Features: Kid-friendly amenities, Outdoor pools, Proximity to family activities


🧳 Where to Stay in The Keys for Solo Travelers

Best Areas: Key West, Big Pine Key

Why it’s perfect: Vibrant nightlife and social scenes for making new friends. Plenty of opportunities for self-exploration and adventure. Diverse dining options catering to all tastes.

Top Hotels: Havana Cabana at Key West, The Perry Hotel Key West, Sunset Key Cottages

Top Features: Social hubs, Exciting nightlife, Individualized experiences


👵👴 Where to Stay in The Keys for Seniors

Best Areas: Islamorada, Key Colony Beach

Why it’s perfect: Relaxed pace with easy access to scenic views. Accessibility features in many hotels and resorts. Various recreational activities that are senior-friendly.

Top Hotels: Pelican Cove Resort & Marina, The Islander Resort, Lime Tree Bay Resort

Top Features: Peaceful environment, Accessible facilities, Charming local culture


💸 Where to Stay in The Keys on a Budget

Best Areas: Tavernier, Key Largo

Why it’s perfect: Affordable lodging options without sacrificing quality. Access to beautiful beaches and local attractions. Great deals on activities and excursions.

Top Hotels: Bayside Inn Key Largo, Key Largo Bay Marriott Beach Resort, Motel 6 Key Largo

Top Features: Value for money, Simple comforts, Local charm


💎 Where to Stay in The Keys for Luxury

Best Areas: Key West, Islamorada

Why it’s perfect: High-end accommodations with world-class amenities. Stunning ocean views and exclusive service. Proximity to upscale dining and elite experiences.

Top Hotels: Ocean Key Resort & Spa, The Moorings Village, Casa Marina Key West, A Waldorf Astoria Resort

Top Features: Private beaches, Luxury spas, Fine dining experiences


Where to Stay in The Keys - Quick Guide

Traveler Type Best Areas Top Features
Couples Key West, Islamorada Romantic views, Quiet alleys, Secluded beaches
Family Marathon, Key Largo Kid-friendly amenities, Outdoor pools, Proximity to family activities
Solo Key West, Big Pine Key Social hubs, Exciting nightlife, Individualized experiences
Seniors Islamorada, Key Colony Beach Peaceful environment, Accessible facilities, Charming local culture
Budget Tavernier, Key Largo Value for money, Simple comforts, Local charm
Luxury Key West, Islamorada Private beaches, Luxury spas, Fine dining experiences