
Key West is one of those rare places where every corner feels like vacation. Whether you’re chasing sunsets at Mallory Square, snorkeling in turquoise waters, or sipping mojitos on Duval Street, choosing the right place to stay can shape your entire island experience.
From charming historic inns to luxurious beachfront resorts, Key West has accommodations for every vibe and budget. Here’s a breakdown to help you find your perfect stay.
For Luxury Lovers
1. Ocean Key Resort & Spa
Perfectly located at the end of Duval Street overlooking the Gulf, this resort is a tropical dream. Think vibrant decor, top-notch spa treatments, and one of the best sunset views in town at Hot Tin Roof Restaurant.
I personally have stayed here several times and am never disappointed! I have stayed in an Oceanview Boutique Suite and Deluxe Oceanfront room. The suite offers an additional 300 sq feet of space on top of the already generous 300 square feet in the Deluxe room. Both had large balconies overlooking the gorgeous turquoise water and offered a breathtaking view of the famous Key West sunset. In my opinion, it is worth the extra cost for an ocean front or ocean view room for this reason!

2. Sunset Key Cottages
Located just offshore on a private island accessible by ferry, Sunset Key Cottages offers unmatched luxury and privacy. Guests enjoy spacious cottages, ocean views, and world-class dining at Latitudes, one of Key West’s most romantic restaurants.

For Couples + Romance
3. Pier House Resort & Spa
Romantic, iconic, and just steps from Mallory Square. Couples love the private beach, relaxing spa, and sunset views right from their balconies.

4. The Gardens Hotel
An adults-only boutique hideaway tucked behind lush gardens. This charming property offers peaceful luxury, wine tastings, and cozy verandas perfect for two.

For Families or Groups
5. Margaritaville Beach House Key West
Fun, colorful, and family-friendly — with a resort-style pool, beach access, and laid-back vibes. The on-site restaurant serves fresh local seafood and island-inspired cocktails.

6. Hyatt Centric Key West Resort & Spa
Steps from Old Town, this resort blends convenience with comfort. Spacious rooms, a waterfront pool, and friendly service make it a great option for families or groups.

For Budget-Friendly Stays
7. Heron House Court
A cozy adults-only guesthouse with complimentary breakfast and a charming pool area. Great location without the resort price tag.

8. Southwinds Motel
Simple, clean, and close to the action. Ideal for travelers who want comfort and convenience without breaking the bank.

Travel by Kelly Tip
Book early! Key West is one of the most popular destinations in the Florida Keys — especially during winter and spring. Prices rise quickly, so securing your stay a few months in advance can save you hundreds.
Explore the latest Key West hotel deals and packages below — and find the perfect stay for your style, budget, and travel goals.
Book your Key West stay on Expedia
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