Where to Stay in Key West (2025): Best Hotels by Neighborhood + Vibe
Key West is my go-to. After 20+ trips, I’ve stayed in nearly every part of the island—from buzzy bars at sunset to quiet corners with mid-century flair. And while the island’s charm is everywhere, where you stay matters. The difference between a dreamy getaway and a regrettable splurge? One wrong hotel.
This guide breaks down the best places to stay in Key West by neighborhood and vibe—no fluff, no filler. Whether you want beachfront views, boutique style, or a low-key spot with shuttle service, these hotels actually live up to the moment.
For a full breakdown of what to do, eat, and explore on the island, check out my Key West Travel Guide.
Lower Duval: For Sunset Cocktails + Prime Location
Lower Duval is where the island wakes up and winds down. It’s loud in all the right ways—think buzzing bars, ocean views, and walkable everything. If it’s your first time visiting or you want to be in the center of the action, this is where to stay in Key West.
Ocean Key Resort & Spa
Vibe: Waterfront, polished, iconic
Why I love it: One of the best Key West hotels on the water, with front-row seats to sunset. The spa is stellar, and Sunset Pier is unbeatable for cocktails.
Pier House Resort & Spa
Vibe: Private beach energy with a side of spa day
Why I love it: Pier House is one of the most well-known Key West hotels near Old Town. It’s luxe without being flashy, and the private beach makes it feel like a secret.
La Concha Key West
Vibe: Classic, central, slightly chaotic (in a good way)
Why I love it: Recently refreshed, with history and heart. You’re right in the middle of Duval Street, and the rooftop bar has serious views.
Upper Duval: For Boutique Vibes + Laid-Back Luxury
Upper Duval is more gallery than party. It’s walkable, artsy, and a little quieter—perfect for couples or anyone who wants that old-school Key West feel without the late-night chaos. These are some of the best places to stay in Key West if you want personality and style.
Orchid Key Inn
Vibe: Tropical-modern, adults-only
Why I love it: A boutique gem with great service and an even better cocktail bar. The vibe is peaceful but polished. This is my go-to place.
The Mansion on the Sea
Vibe: Historic drama with ocean views
Why I love it: This place has character. Grand staircases, wraparound porches, and a prime location just steps from the beach. Even if you don’t stay the Seaside Cafe is a must visit here.
Casa Marina Key West
Vibe: Grand, historic, beachfront
Why I love it: It’s not perfect, but it’s iconic. In a location of its own, Casa Marina sits directly on the water with sprawling grounds and a private beach. The architecture and oceanfront vibe are unmatched.
New Town: For Space, Quiet, and Better Parking
New Town doesn’t get the spotlight, but it should. It’s one of the most underrated Key West neighborhoods for travelers who want room to breathe. Hotels here offer more space, better parking, and usually a lower price tag.
Bonus: most include shuttle service to Old Town.
Blue Flamingo Resort
Vibe: Clean, casual, easygoing
Why I love it: Great value, solid pool scene, and frequent shuttles into Old Town. Simple, but stylish enough for a design lover.
Parrot Key Hotel & Villas
Vibe: Family-friendly resort that still feels elevated
Why I love it: Spacious suites, four pools, and quiet mornings on the porch. One of the best places to stay in Key West for groups.
Hilton Garden Inn Key West
Vibe: Modern tropical, dependable
Why I love it: Recently refreshed, with a pool, fitness center, and on-site dining. It’s also one of the top-rated hotels in New Town with shuttle service—perfect blend of convenience and comfort.
FAQ: Where to Stay in Key West
Q: What is the best area to stay in Key West?
A: It depends on your vibe. Lower Duval is best for nightlife and walkability. Upper Duval is quieter and more boutique-focused—great for couples. New Town offers more space and better parking, often with shuttles to Old Town.
Q: Are there any beachfront hotels in Key West?
A: Casa Marina is one of the few Key West hotels with a true beach—it’s large, sandy, and private. Ocean Key is waterfront but has no beach access. Pier House has a small beach, but it’s more rocky than relaxing.
Q: Where should couples stay in Key West?
A: Upper Duval is ideal. Boutique hotels like Orchid Key Inn and Southernmost Mansion offer charm, privacy, and a more relaxed setting while still being walkable to everything.
Q: What are the best hotels for first-time visitors to Key West?
A: Stick with Lower Duval. Ocean Key and La Concha put you right in the center of the action, steps from bars, restaurants, and the nightly sunset show at Mallory Square.
Final Take
If you’re wondering where to stay in Key West, start with your vibe. Want to wake up with a view of the pier and stroll to your favorite mojito bar? Lower Duval’s your spot. Prefer a tucked-away pool with tropical style? Head to Upper Duval. Need extra space, quieter nights, or parking that doesn’t involve a scavenger hunt? New Town delivers.
Wherever you land, these are some of the best Key West hotels on the beach, near Old Town, and full of island charm. And they’re all places I’d stay again.
