Discover the Finest Luxury Resorts in Key West, FL

7 nights
2
1
  • onefinestay
  • plumguide
  • villanovo
  • booking
  • airbnb
  • marriott
  • hilton
  • hyatt
  • ihg
  • expedia
  • hotelscom
  • vrbo
Key West, FL resorts

Compare Key West, FL Luxury Resorts

Doubletree By Hilton Grand Key Resort - Key West, FL
8.3 1920 reviews

Doubletree By Hilton Grand Key Resort

resort, Key West
Just a 2-minute drive from Duval Street and Key West International Airport, the DoubleTree by Hilton Grand Key Resort offers a luxury escape just outside historic Old Town Key West.
Enjoy complimentary shuttle service to Old Town, an outdoor cabana, a sparkling pool with a tiki bar, and on-site dining at Palm Haven, featuring fresh seafood and regional specialties.
The Marker Key West Harbor Resort - Key West, FL
9.2 1238 reviews

The Marker Key West Harbor Resort

resort, Key West
Just 5,280 feet from Mallory Square and the Florida Keys National Marine Sanctuary, The Marker Key West Harbor Resort offers a prime Key West Historic District location.
Experience luxury with three outdoor pools and on-site dining at this welcoming resort.
Casa Marina Key West, Curio Collection By Hilton - Key West, FL
8.1 1515 reviews

Casa Marina Key West, Curio Collection By Hilton

resort, Key West
Directly on a private beach, Casa Marina Key West, Curio Collection By Hilton is a historic 1920s resort just a 7-minute drive from Duval Street.
This luxury accommodation offers two oceanfront pools, Spa al Mare, and easy access to water sports, providing an upscale, welcoming retreat in Key West.
Southernmost Beach Resort And Guesthouses - Key West, FL
8.6 3814 reviews

Southernmost Beach Resort And Guesthouses

resort, Key West
Prime beachfront in Key West's Old Town, Southernmost Beach Resort And Guesthouses is steps from South Beach and Southernmost Point, with Fort Zachary Taylor Historic State Park 2.1 km away.
Enjoy three outdoor pools, a spa, and a fitness center at this luxury resort, offering a premium coastal experience.
Hyatt Centric Key West Resort And Spa - Key West, FL
No reviews

Hyatt Centric Key West Resort And Spa

resort, Key West
Perfectly situated at the westernmost point of the Florida Keys, the Hyatt Centric Key West Resort And Spa is just a 20-minute walk to the Ernest Hemingway Museum.
Experience a luxury aquatic complex and exceptional culinary delights at this premium resort, offering spacious rooms with balconies.
Hyatt Centric Key West Resort & Spa - Key West, FL
8.9 1647 reviews

Hyatt Centric Key West Resort & Spa

resort, Key West
On Key West Island's prime waterfront, the Hyatt Centric Key West Resort & Spa is a mere 3-minute walk from Duval Street's renowned nightlife and dining.
This luxury resort offers a welcoming escape with an on-site spa, outdoor pool, and two distinct dining options, complemented by a daily service fee that includes bike rentals and live music.
Coconut Beach Resort Timeshare - Key West, FL
9.0 2 reviews

Coconut Beach Resort Timeshare

resort, Key West
Prime Old Town Key West location places you steps from Southernmost Point and the Ernest Hemingway Home and Museum, with Florida Keys Beaches and Duval Street a short stroll away.
Enjoy a tranquil garden setting and complimentary self-parking at the Coconut Beach Resort Timeshare, offering a smoke-free environment and barbecue grills for an upscale experience.
The Perry Hotel & Marina Key West - Key West, FL
9.3 1873 reviews

The Perry Hotel & Marina Key West

resort, Stock Island
Conveniently located one bridge away from Key West at the Stock Island Marina, The Perry Hotel & Marina Key West offers direct access to premier water activities and dockside sea-to-table dining.
This luxury resort provides a welcoming environment with a waterfront pool, complimentary shuttle to Old Town Key West, and oversized private balconies for an upscale stay.

Luxury Resorts with a Pool in Key West, FL

Among the 76 accommodations in Key West, FL, here are the 4 best resorts with a pool

The Reach Key West, Curio Collection By Hilton - Key West, FL
8.4 1324 reviews

The Reach Key West, Curio Collection By Hilton

resort, Key West
Prime beachfront in Key West's Old Town, The Reach Key West, Curio Collection by Hilton is a 15-minute walk from Duval Street and a 10-minute walk from the Earnest Hemingway Museum.
This luxury resort offers a private beach, outdoor pool, and access to a full-service spa, with rooms featuring private balconies for an exclusive stay.
Pier House Resort & Spa - Key West, FL
8.8 44 reviews

Pier House Resort & Spa

resort, Key West
Directly on Key West's shoreline, Pier House Resort & Spa offers immediate ocean access and a prime location for enjoying the island's unique atmosphere.
This luxury resort provides a welcoming escape with a refreshing swimming pool, a poolside bar, and a comprehensive spa for an upscale guest experience.
Charming One Bedroom With See Front - Key West, FL
9.1 502 reviews

Charming One Bedroom With See Front

hotel, Key West
Just 1,800 feet from South Beach, this luxury studio in Key West offers an exclusive escape with a private beach area and a welcoming bar.
Enjoy premium amenities including a swimming pool, hot tub, and a full kitchen, all within steps of Duval Street and the Ernest Hemingway Home and Museum.
Ocean Key Resort & Spa, A Noble House Resort - Key West, FL
9.0 7696 reviews

Ocean Key Resort & Spa, A Noble House Resort

resort, Key West
Directly on a private beach in Old Town Key West, Pier House Resort & Spa is a minute's walk from Duval Street and 5 miles from the Hemingway Home and Museum.
This luxury resort offers a full-service spa, waterfront swimming, and on-site dining, providing a premium Key West escape.

Luxury Resorts with a Jacuzzi in Key West, FL

Among the 76 accommodations in Key West, FL, here are the 2 best resorts with a jacuzzi

Ocean Key Resort & Spa - Key West, FL
9.1 56 reviews

Ocean Key Resort & Spa

resort, Key West
Perfectly situated on the western edge of Key West, Ocean Key Resort & Spa offers direct Gulf of Mexico access and is steps from Mallory Square's sunset celebrations and historic Old Town.
Experience luxury with a private terrace, spa, and fitness center, complemented by complimentary Wi-Fi and car hire for effortless exploration.
Hyatt Vacation Club At Beach House - Key West, FL
9.3 1836 reviews

Hyatt Vacation Club At Beach House

resort, Key West
Located 1.9 miles from Key West International Airport, Hyatt Vacation Club At Beach House offers a luxury resort experience in Key West.
Enjoy spacious suites featuring full kitchens and private screened balconies, with on-site amenities including an outdoor pool, hot tub, and bike hire for exploring the island.

Nearby regions

Luxury Spa Resorts in Key West, FL

Ocean Key Resort & Spa, A Noble House Resort - Key West, FL
9.0 7696 reviews

Ocean Key Resort & Spa, A Noble House Resort

resort, Key West
Directly on a private beach in Old Town Key West, Pier House Resort & Spa is a minute's walk from Duval Street and 5 miles from the Hemingway Home and Museum.
This luxury resort offers a full-service spa, waterfront swimming, and on-site dining, providing a premium Key West escape.
Casa Marina Key West, Curio Collection By Hilton - Key West, FL
8.1 1515 reviews

Casa Marina Key West, Curio Collection By Hilton

resort, Key West
Directly on a private beach, Casa Marina Key West, Curio Collection By Hilton is a historic 1920s resort just a 7-minute drive from Duval Street.
This luxury accommodation offers two oceanfront pools, Spa al Mare, and easy access to water sports, providing an upscale, welcoming retreat in Key West.
Pier House Resort & Spa - Key West, FL
8.8 44 reviews

Pier House Resort & Spa

resort, Key West
Directly on Key West's shoreline, Pier House Resort & Spa offers immediate ocean access and a prime location for enjoying the island's unique atmosphere.
This luxury resort provides a welcoming escape with a refreshing swimming pool, a poolside bar, and a comprehensive spa for an upscale guest experience.
Southernmost Beach Resort And Guesthouses - Key West, FL
8.6 3814 reviews

Southernmost Beach Resort And Guesthouses

resort, Key West
Prime beachfront in Key West's Old Town, Southernmost Beach Resort And Guesthouses is steps from South Beach and Southernmost Point, with Fort Zachary Taylor Historic State Park 2.1 km away.
Enjoy three outdoor pools, a spa, and a fitness center at this luxury resort, offering a premium coastal experience.

Luxury Beachfront Resorts in Key West, FL

Experience the ultimate coastal getaway with our top selection of Key West, FL resorts, offering a fantastic range of activities and comforts right by the shoreline

Santa Maria Suites Resort - Key West, FL
9.4 104 reviews

Santa Maria Suites Resort

resort, Key West
Prime Old Town Key West, Santa Maria Suites Resort is just 1,000 feet from Duval Street and South Beach, offering a luxury escape.
Enjoy complimentary Wi-Fi, bicycle rentals, and two inviting outdoor swimming pools at this upscale resort.
Ibis Bay Resort - Key West, FL
8.0 3845 reviews

Ibis Bay Resort

resort, Key West
Directly on the Key West beachfront, Ibis Bay Resort offers a prime escape just 1.2 miles from Key West International Airport and 2.5 miles from the Ernest Hemingway Home and Museum.
Experience luxury with sea views, air-conditioned rooms featuring balconies and full kitchens, complimentary WiFi and parking, and direct access to a private beach.
The Blue Flamingo Resort Key West - Key West, FL
No reviews

The Blue Flamingo Resort Key West

resort, Key West
Located 3 miles from Key West's city center, The Blue Flamingo Resort Key West offers a luxury escape near the Key West Tropical Forest and Botanical Garden.
This welcoming resort provides a fitness center, live music, and multiple swimming options for an upscale experience.
Santa Maria Suites Resort - Key West, FL
9.3 20 reviews

Santa Maria Suites Resort

resort, Key West
Resort listing with an excellent rating of 93% based on 20 reviews. Your accommodation will be located in Key West.
Facilities and services: a restaurant, 24-hour entry and a food shop. This resort also has air conditioning!
©2026 thechicstay.com