Best Places to Stay in Key West, From Budget to Luxury

Island City House is situated in a quieter section of Old Town, offering a welcome change from the crowds on Duval Street. A 10-minute walk from Duval, Island City comprises three distinct buildings (the Arch House, Island City House, and Cigar House), each ensconced by lush, tropical gardens. 

The historic atmosphere of the property overtakes you from the moment you step inside. The grand windows, wide porches, and wooden staircases evoke a calm, unmistakably Key West aura.

Accommodations here include a 2-bedroom suite with one king-sized bed and one queen bed. Most accommodations come with separate living areas, a full kitchen, and a private porch overlooking Key West. If you're looking for a boutique hotel with character and a non-commercial feel, consider this hotel for your stay.

This unassuming motel near South Beach offers great value in an area known for not being exactly the most affordable. The Best Western Hibiscus may not be an architectural marvel, but it's clean, comfortable, and won't break the bank. It's also within walking distance to the Keys' Southernmost Point and Smathers Beach (two of the most popular beaches in Key West).

The spacious rooms and unexpectedly large pool make it a reasonable option for families or anyone who prefers a low-key retreat. Its single-level design also means no noisy elevators or upstairs foot traffic.

The modern Hilton Garden Inn property is part of The Keys Collection, a group of hotels located at the entrance of Key West. It caters to guests who want more space, parking, and a resort-like feel at a lower price point than most premium hotels in the downtown area. 

The Hilton Garden Inn on-site restaurant, The Salty Lime Cabana Bar, serves lunch, dinner, and drinks you can enjoy poolside. Other hotel services include a shuttle to downtown and the beach, as well as a 24-hour convenience store.

The Pier House Resort & Spa describes itself as "island-chic beachfront," featuring live music and a private white-sand beach; it has been a favorite among travelers for good reason. The hotel sits on the north end of Duval Street, just steps from Mallory Square, yet its grounds feel secluded and private. 

There are two on-site restaurants: their signature waterfront restaurant, One Duval, and Harbour View Cafe, which serves breakfast and lunch. The Beach Bar serves casual fare and drinks, while the Chart Room Bar is a more upscale establishment offering premium cocktails in a sophisticated, speakeasy-style setting.

Just next door to Pier House, Ocean Key takes luxury to another level. Every room here is a suite, and most include balconies overlooking either the Gulf of Mexico or historic Duval Street. The decor combines Caribbean flair with upscale finishes, creating a romantic and refined atmosphere.

It’s a standout choice for honeymooners or couples looking for a luxurious base in the heart of town. The on-site restaurant, Hot Tin Roof, serves up waterfront dining with a strong local following. If you're the type to sip wine while watching the sunset from your private balcony, Ocean Key makes that vision a reality.

This adult-only boutique property, located just off Duval Street, is elegant, intimate, and was once the largest private estate in Key West, FL. The women-owned establishment comprises 21 guest suites spread over an acre of tropical, utopic gardens. 

The Gardens is a signature Key West hotel for obvious reasons—its unbeatable location, right off Duval, gives you direct access to the best restaurants, as well as everything else that Duval has to offer. That, paired with palm trees, a secluded setting, and excellent guest service, contextualizes the near-perfect rating.

Southernmost Beach Resort is situated where the Atlantic Ocean meets the southern edge of the island, which means you can access two trademark Key West sites—the beach and the historic Old Town. Spread across several pastel-colored buildings, Southernmost Beach is one of the larger properties in the area. With a casual vibe, it's ideal for larger groups, weddings, and families.

Casa Marina is one of Key West’s most iconic stays, with expansive views of the Atlantic and a private beach lined with Floridian palms. The building itself dates back to 1920 and exudes old Florida charm. It’s a bit away from Duval Street, giving a quieter setting while still being within biking distance of town.

The resort features two oceanfront pools, a beachside restaurant, and water sport rentals are available. While some parts of the resort evoke a classic feel, recent renovations have introduced modern comforts to the rooms and suites.