Search the best hotels in Key West

Luxury Hotels in Key West

Key West is one of the most beautiful and unique destinations in the US. With beaches, coral reefs and turquoise waters, it is an idyllic place to spend a few days. But it is also a place of culture and lifestyle, filled with colorful streets, unique architecture, and a friendly local atmosphere. With so much to offer, it's no surprise that the hotels here are of an exceptionally high standard. Our hotel experts have compiled a collection of the best luxury hotels in Key West. From grand historic properties to chic boutique stays — there is something to suit most tastes. Whether you are looking for a romantic getaway or a family break — why not browse through our collection to start planning your next trip?

The Gates Hotel

Key West (Florida)

A chic Floridian property just steps from the beach. Smart rooms are white on white with light wooden furniture and pops of colour coming from pretty soft furnishings. An enormous pool is made for days lounging under the sun. A lively poolside bar and food truck bring some serious cool. Bliss.

  • Total relaxation - Step into the island way of life with lazy days spent by the pool or on one of the stunning beaches.
  • Families - A family friendly property complete with designated suites and plenty to keep everyone entertained.
  • Seaside
  • Romantic
from $199 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Old Town Manor

Key West (Florida)

A relaxing and charming B&B, nestled in the heart of the old town. Spacious and elegant rooms have tropical colour schemes, four-poster beds and large bathrooms with walk-in rainfall showers. Enjoy the organic breakfast served amidst the lush gardens. An intimate and stylish stay.

  • Local exploring - Situated near Duval Street, the location and proximity is fabulous for discovering Key West's main attractions
  • Great walks - Take a picnic to Fort Zachary Taylor
  • Sailing
  • Four poster beds
from $200 for 1 room, 1 night including taxes & fees
Simonton Court Historic Inn & Cottages

Key West (Florida)

An old cigar factory turned into a charming guesthouse and cottages set in historic Key West. Spacious and stylish tropical rooms and cottages have Bahamian patterns and bathrooms with rainfall showers. Set in verdant gardens and boasting no less than four pools. An indulgent base to explore from.

  • Local exploring - In the heart of the Old Town, and many of the most famous bars, restaurants and historic attractions are located just steps away
  • Great walks - Walk to Fort Zachary Taylor Historic State Park and see the beautiful beach
  • Swimming Pool - Four swimming pools, open 24 hours
  • Minimum Stay - Two-night minimum
from $209 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Marker Key West

Key West (Florida)

An elegant luxury hotel on Key West's waterfront. Set in verdant gardens, the conch-inspired house feels traditional on the outside but interiors are chic, minimalist, and contemporary. With three pools, a hip outdoor cocktail bar and excellent restaurant, this is a sophisticated stay.

  • Luxury - A luxurious ocean front property set in 2-acres of lush grounds complete with three pools, indulgent suites and elevated dining
  • Active Holiday - Key West is all about the ocean - spend days trying your hand at watersports, sailing, diving or snorkelling
  • Diving - Key West is surrounded by beautiful coral reefs - perfect for diving
  • Restaurant - Island inspired food at the Starboard
from $214 for 1 room, 1 night including taxes & fees
Southernmost House

Key West (Florida)

A stunning Victorian-era house boasting spectacular sea views and an enviable location on the sophisticated end of Duval street. Romantic rooms are bright and spacious with hardwood floors and four-posters. There's a large pool, breakfast is served, and Key West's main sites are just a stroll away.

  • Romantic Break - An old Victorian house that sings of romance; rooms have four-posters and the property has an exclusive 'hide-away' feel
  • City Style - Set on the quiet end of Duval Street surrounded by art galleries and high-end eateries
  • Adult Only - Must be aged over 18 years
  • Swimming Pool - Outdoor pool
from $288 for 1 room, 1 night including taxes & fees
The Capitana

Key West (Florida)

Family-friendly waterfront suites, cottages, and guestrooms with furnished balconies overlooking the Gulf on the northern edge of Key West. All feature breezy, comfortable furnishings and coastal-chic decor. Water views, a landscaped pool, access to the beach and multiple dining options. Superb.

  • Romantic Break - Breezily styled accommodations with chic interiors, plus buzzing bars and cool pool area
  • Families - Families will love the rooms which have an additional set of bunk beds for the kids
  • Beach Life - One of the few properties in Key West with direct access to a beach
  • Restaurant - Poolside Tiki bar, a beach snack bar, and a breakfast restaurant for guests or fine dining at sister hotel Sunset Key Cottages
from $299 for 1 room, 1 night including taxes & fees
Ella's Cottages - Key West Historic Inns

Key West (Florida)

A luxurious and intimate guesthouse set amongst a lush tropical garden. Charming guestrooms and cottages feature soft hues dotted with bright accents, in-room yoga mats, private patios and large rainfall showers. Sunbathe by the pool cloistered by banana palms or roam Key West by bike. Idyllic!

  • Local exploring - The hotel is the perfect base for discovering Key West's rich culture and its beautiful beaches
  • Total relaxation - Soak up the Florida sun and lounge by the pool with a good book
  • Diving
  • Kayaking
from $300 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Winslow's Bungalows

Key West (Florida)

The largest of the 5 Kimpton hotels on Key West. Chic spacious rooms with artful, bohemian interiors and elegant touches such as summer cane beds and private patios with lush furnishings. The idyllic space has three private pools, an outdoor bar and vibrant gardens. Suitable for groups or couples.

  • Local exploring - Key West offers frequent festivals to tropical open-air bars, the sliver of an island balances revelry and relaxation
  • Groups - The largest of the Kimpton group on Key West with three pools and spacious rooms and suites
  • Swimming Pool - Three outdoor pools
  • Sailing
from $300 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Fitch Lodge - Key West Historic Inns

Key West (Florida)

An eclectic boutique hotel set in the heart of historic Key West. This characterful conch house features chic contemporary rooms with bohemian accents and tropical touches. Enjoy a delicious breakfast and sunbathe by the pool. Only minutes from the seaport; ideal for a coastal break.

  • Active Holiday - Snorkelling, diving, deep-sea fishing and sunset sailing are some of the activies that Key West offers
  • Local exploring - Cycle the historic Old Town and tour Fort Zachary Taylor
  • Swimming Pool
  • Boutique
from $300 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Ridley House - Key West Historic Inns

Key West (Florida)

A luxury boutique hotel, set in the historic and quaint old town of Key West. Romantic Scandi-chic rooms have large white-tiled bathrooms with walk-in showers and Atelier Bloem bath amenities. Private porches, lush gardens and a pool await outside. An elegant central stay.

  • Local exploring - The hotel is nestled in Old Key West- perfect for exploring the nightlife, dining and culture of Key West
  • Total relaxation - Lounge in chic hammocks with a book or by the pool
  • Honeymoons
  • Swimming Pool - Outdoor pool, towels provided and an afternoon poolside refresher
from $320 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Lighthouse Hotel - Key West Historic Inns

Key West (Florida)

A luxury boutique hotel situated right next to the famous Key West Lighthouse. The rooms blend authentic mid-1800s architectural details with modern touches such as tropical cane beds and clean modern hues. Relax on the private patios surrounded by lush greenery or sip cocktails by the pool.

  • Groups - With spacious suites and rooms, a lively pool and bustling bar, the hotel is the perfect setting for groups
  • Sights nearby - The hotel is just a stone's throw away from the iconic Key West Lighthouse and Hemingway’s home
  • Secluded setting
  • Kayaking
from $320 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Ocean Key Resort & Spa

Key West (Florida)

A chic resort set in Key West's most famed nightlife spot (Duval Street). Vibrant suites have a whole lot of character with tropical-inspired colouring, luxury bathrooms and the best have terraces with sea views. There is a fully-fledged spa and three restaurants, one set on a pier. A grown-up stay.

  • Romantic Break - Spacious suites and a spoiling spa offering couples' treatments - this is an ideal choice for a romantic break
  • City Style - Vibrant Floridian style located in Key West's sought after Duval Street
  • Close to nightlife - Just steps from Duval Street's renowned nightlife
  • Swimming Pool - Outdoor pool
from $349 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Pier House Resort & Spa

Key West (Florida)

A luxury hotel and spa located right on the ocean in Key West. Spacious rooms are simply styled with floor-to-ceiling windows, antique-style furniture, and crisp white linen. Boasting Key West's only full-service spa and a romantic seaside restaurant - this is a great choice for a couples' escape.

  • Spa breaks - The Spa at Pier House is Key West's only full-service spa offering a wide range of facials, wraps and massages
  • Active Holiday - Key West is renowned for its watersports from parasailing to jetskiing as well as diving in the coral reefs
  • Restaurant - One Duval offers ocean views and specialises in seafood
  • Whirlpool Bathtub - Book the Presidential Suite for a whirlpool tub
from $379 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Perry Hotel Key West

Key West (Florida)

A new kind of hotel for Florida Keys, this industrial boathouse style hotel sits right on an active marina on Stock Island. The interiors are all raw steels, concrete, wood and salvage materials, add to this nautical theme sculptures and modern furnishings. There's yummy seafood and drinks too.

  • Beach Life - Built right onto a working marina, with direct access to deep sea fishing and diving, plus there is a lush pool
  • Sights nearby - There is a free shuttle bus from the hotel into Old Town Key West, make sure to head in and check out the sights
  • Sailing - Hire a yacht and a skipper and spend the day exploring the Florida Keys and soaking up the coastline
  • Fishing - The fishing here is excellent and the concierge can point you to the best tour guides around
from $407 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Gardens Hotel

Key West (Florida)

This stylish hotel is set in verdant grounds in Key West, Florida. The beautifully appointed guestrooms have elegant, dark wood furniture and unique artwork. Unwind with a cocktail by the outdoor pool or catch a live jazz session in the hotel gardens. A great hideaway for a romantic couples' break.

  • Romantic Break - The relaxed atmosphere at this adults-only hotel is perfect for a couples' retreat; book a massage for a romantic evening in
  • Local exploring - With a prime location close to the best bars and restaurants of Key West, there is plenty to explore local to this hotel
  • Hideaway - Set in a secret garden in the heart of downtown Key West, this hotel makes a great hideaway holiday destination
  • Restrictions on children - Adults-only hotel
from $551 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Sunset Key Cottages

Key West

A luxurious Key West stay. Set on a private island just minutes from the city but feeling a million miles away! Cottages range from two to four bedrooms and the design throughout has a real country club feel. Complete with a spa, exceptional service, a restaurant and a host of on-site activities.

  • Families - Private cottages, some with their own pools, give the feel of a private family holiday with the convenience of hotel amenities
  • Beach Life - Beautiful white sand beaches wrap the tiny island that this resort sits upon
  • Romantic Break - Exclusive and private, the perfect choice for a romantic break
  • Fishing - Charter a deep sea-fishing excursion for the day
from $789 for 1 room, 1 night including taxes & fees