15 Key West Hotels For A Comforting Stay

Key West is the kind of place where schedules disappear, and no one blinks if you’re ordering fish tacos before noon. It’s casual, colorful, and packed with personality. Still, figuring out where to stay can get overwhelming. So, here are 15 of the best hotels in Key West that are worth checking into, no matter what kind of getaway you’re planning.

Ocean Key Resort & Spa

Located at the iconic Zero Duval Street, Ocean Key Resort & Spa offers guests a unique blend of luxury and history. Once a bustling pier, this site has converted into a premier destination, providing panoramic Gulf views and proximity to Mallory Square.

Pier House Resort & Spa

Established in 1967, Pier House Resort & Spa combines traditional island style with modern amenities. Guests can enjoy a personal beach, spa services, and rooms featuring patios or balconies, all within walking distance of Old Town Key West’s attractions.

Sunset Key Cottages

Sunset Key Cottages provides a secluded island experience just minutes from Key West. The resort features 40 guest cottages, an award-winning restaurant, and a luxury spa, making it an ideal retreat for those seeking upscale amenities.

The Gardens Hotel

This adults-only boutique hotel feels like staying in a private conservatory. Each room is individually styled with polished antiques and hand-picked textiles. Lastly, the real joy here lies in the stillness, a rare commodity on an island known for its buzz. 

Casa Marina Key West, Curio Collection By Hilton

Originally developed by Henry Flagler’s railroad company, this hotel has welcomed many dignitaries. Its expansive grounds include two oceanfront pools and one of the largest private beaches in Key West, dotted with cabanas and hammocks made for lingering. 

The Reach Key West, Curio Collection By Hilton

The Reach features something surprisingly rare in Key West: a true natural sand beach. Here, you’ll spot guests heading to breakfast barefoot, towel in hand, just moments before finding their perfect sunlit spot on the sand. Plus, the rooms are light-filled, with balconies made for catching breezes.

Hyatt Centric Key West Resort & Spa

Situated on the quieter western edge of Old Town, Hyatt Centric combines resort polish with coastal casualness in a way that feels effortless. Inside, rooms are comfortable and modern, with subtle nautical details and sliding doors that open to breezy balconies. 

The Marker Key West Harbor Resort

Built in recent years, this resort is styled with nods to local design. The three pools, each set in different courtyards, create peaceful little enclaves between the white buildings, while its proximity to the harbor means you’re only minutes away from sunset sails.

Parrot Key Hotel & Villas

With four glimmering pools spread throughout the grounds, you’ll find no shortage of nooks to hide away at the Parrot Key Hotel & Villas. Though it’s just off Roosevelt Boulevard, once you’re inside the gates, it feels like your own secret slice of the Keys.

The Perry Hotel & Marina Key West

Built alongside a working marina on Stock Island, this hotel captures the essence of Key West before it became a postcard. Moreover, rooms offer nautical touches, including features like huge windows that frame the harbor.

H2O Suites

This adults-only retreat provides rare indulgences in an intimate package—private plunge pools and rainfall showers that wash away whatever you carried in. The rooftop pool is quiet, often hushed to a near-whisper, offering panoramic views.

Southernmost Beach Resort

Spread across multiple pastel-painted buildings—including restored Victorians—Southernmost Beach Resort provides options for nearly every kind of traveler. What unites them all is the feeling of openness and light, as the rooms are sunny and spacious.

The Capitana Key West

For travelers who want a bit of distance from the buzz, The Capitana feels like a cozy refuge. Here, suites include kitchenettes and plush seating areas that make even short stays feel lived-in. The pool is ringed with palms and cabanas, while the beach area is ideal for barefoot strolls.

The Marquesa Hotel

Located within a series of beautifully restored conch houses in Old Town, this hotel is a masterclass in quiet luxury. Its grounds feel residential, with vine-draped archways. Moreover, there are three pools—yes, three—for a property with just over 40 rooms, so solitude is never hard to find.

The Saint Hotel Key West, Autograph Collection

The Saint occupies the historic Edgar House, once a boarding home dating back to the early 1900s. Inside, each room is uniquely styled with boutique-style decor. As part of Marriott’s Autograph Collection, it blends bold personality with high service standards.