Where to Stay in Key West, Florida: Complete Guide!
From key lime pie on a stick to sunset sails and vibrant bars, Key West is hands-down one of my favorite cities in the US. But when it comes to booking a hotel, where you stay on the island can totally shape your experience, especially if it’s your first time visiting.
The island is only about 4 miles long, but it’s divided into two distinct areas: Old Town and New Town.
Old Town is the historic heart of the island, walkable, charming, and full of character. Think Victorian homes, art galleries, and palm-lined streets near Duval Street, Mallory Square, and the historic seaport.
New Town, on the other hand, is quieter and more spacious. It’s where you’ll find larger hotels, easier parking, and chain restaurants. It’s closer to the airport and ideal for families or anyone looking to save a bit without sacrificing comfort.
I’ve stayed in both areas, and the experience really depends on what kind of trip you’re after. So below, I’m breaking down the best hotels in Key West by neighborhood and vibe to help you choose the perfect base.
Key West Trip Planning at a Glance
Don’t have a lot of time? Here’s a quick mini guide to Key West to help plan your epic adventure!
Where to Stay:
Havana Cabana at Key West (Budget/Moderate)
Margaritaville Beach House (Moderate)
Casa Marina Key West (Luxury)
When to Visit:
– April and May for great weather and few crowds; Winter is high season and summer is low season
Things to Do:
Smathers Beach
Ernest Hemingway Home
Duval Street
Snorkeling or jet skiing
Sunset cruise
Key West Overview: Old Town vs New Town
Even though Key West is just four miles long, where you stay on the island really does matter. It’s split into two main areas — Old Town and New Town — and each one offers a totally different experience.
Check out the map below to get a feel for the layout Key West! 🗺️
You’ll see that Old Town takes up the western edge of the island, hugging the coastline and centered around Duval Street and Mallory Square. New Town stretches east toward the airport, with more room to spread out.
What to Expect in Old Town
Old Town is the historic core of the island, and it’s where most first-time visitors want to be. It’s very walkable and packed with charm. This is where you’ll find colorful Victorian cottages and B&Bs.
Plus, the iconic landmarks like the Key West Lighthouse, Ernest Hemingway Home, and the Southernmost Point Buoy, which are all staples on any Key West itinerary.
Most hotels here are small inns, boutique resorts, or vacation rentals. You won’t find many big beachfront hotels because the land is so limited. As a result, the ones that do exist are pricey!
But what you get instead is location: you’re steps from the best restaurants, sunset cruises, galleries, bars, and shops in Key West
That said, staying in Old Town usually means: higher nightly rates, limited parking (you probably won’t need a car), and a more social, energetic vibe, especially near Duval Street.
To me, Old Town is perfect for couples, solo travelers, or anyone who wants to be in the middle of everything. It’s also ideal if you’re only in Key West for a few days and want to make the most of your time.
What to Expect in New Town
New Town sits on the eastern side of Key West and is the first area you’ll reach if you’re driving in from the Overseas Highway or flying into the airport. It’s much newer, with wider streets, modern amenities, and a quieter residential feel, similar to Key Largo vs downtown Key West.
This is where you’ll find larger hotels, chain properties like Hilton and Marriott, and shopping centers like Publix, Home Depot, and even Starbucks. You’ll also have more space, more parking, and often better rates than Old Town.
Even though it’s a few miles from the tourist core, most hotels in New Town offer free shuttles to Old Town, which means you can save money, skip renting a car, and still enjoy everything Key West has to offer.
New Town is ideal for:
- Families looking for space and convenience
- Budget-conscious travelers or points users
- Anyone who wants a quieter retreat after a day of exploring
Next up, you’ll find a table with my top hotel picks in both Old and New Town. After that, I’ll break each one down by budget, vibe, and why I recommend them!
➡️ For more information on Key West, make sure to check out my detailed 3 Day Key West itinerary, and grab your free downloadable version below!
Where to Stay in Key West: Cheat Sheet
If you’re short on time or just want a quick overview, here’s a cheat sheet of my top Key West hotel picks — broken down by neighborhood, budget, and vibe!
And if you’re planning a longer Florida Keys itinerary, make sure to check out my full guide on Where to Stay in the Florida Keys!
| Hotel Name | Area | Price Range | Best For | Standout Features | |
| Duval House | Old Town | $$ | Budget travelers, charming B&B | Pool, garden, good rates, great location | |
| Ocean Key Resort | Old Town | $$$ | Couples, sunset views | Sunset views, luxury pool, great location | |
| Casa Marina Key West | Old Town | $$$$ | Luxury seekers | Largest private beach, pools, fire pits, beachside cottages | |
| Southernmost Beach Resort | Old Town | $$$ | Families, walkability + beach | 3 pools, daily events, beachfront, location | |
| 8-Person Luxury VRBO | Old Town | $$$ | Groups, bachelorette/birthday trips | Great location, pool, sleeps 8 | |
| Margaritaville Beach House | New Town | $$ | Families, beach access | Across from Smathers Beach, kids’ activities, shuttle to Old Town | |
| Doubletree by Hilton Grand Key | New Town | $$ | Budget stays, Hilton points | Free shuttle to Old Town, pool bar, modern amenities | |
| Havana Cabana | New Town | $$ | Couples, festive atmosphere | Largest pool, Cuban flair, rum tasting, shuttle to Old Town | |
| Parrot Key Resort | New Town | $$ | Relaxation, tropical setting | Lush grounds, 4 pools, adults-only options | |
Where to Stay in Old Town Key West
Duval House – Best for Budget-Friendly Charm
💵 Average rates: $200–$500/night depending on season
📍 Location: On Duval Street in the center of Old Town, walkable to Hemingway House, Butterfly Conservatory, and Southernmost Point.
Tucked away behind a vine-covered gate, Duval House is a rare find: a cozy, budget-friendly stay right on Duval Street that doesn’t feel touristy or loud. It is an adults-only property!
With seven historic conch-style buildings surrounding a lush tropical courtyard, it offers a peaceful, garden-like escape while keeping you right in the center of Old Town.
🌴 Standout features:
- Complimentary continental breakfast served in the courtyard
- Outdoor pool surrounded by palms and orchids
- Beautifully restored rooms with vintage touches and local art
- Limited on-site parking (a big plus in Old Town!)
Duval House is a great pick for travelers who want something more personal than a chain hotel but don’t need over-the-top luxury. It’s perfect for couples, solo travelers, or small groups looking to explore on foot.
Ocean Key Resort & Spa – Best for Romantic Sunsets & Waterfront Luxury
💵 Average rates: $450–$750+/night depending on season and room view
📍 Location: End of Duval Street, next to Mallory Square and the Historic Seaport
If you’re looking to splurge on a romantic getaway, Ocean Key Resort & Spa is the place. This waterfront property sits right at the edge of Old Town, offering panoramic Gulf views and the perfect perch for sunset-watching, whether from your balcony, a poolside cabana, or the hotel’s oceanfront restaurant.
The decor is elegant and tropical, with vibrant Caribbean accents and oversized soaking tubs. It feels secluded despite being just steps from the buzz of Duval Street and Mallory Square, making it ideal for couples who want a luxe escape with walkable access to Old Town’s best attractions.
When staying here, you’ll be steps away from the departure points for most Key West sunset cruises and other ocean-based activities!
🌴 Standout features:
- Oceanfront pool with cocktail service and private cabanas
- Hot Tin Roof restaurant with open-air seating and spectacular sunset views (my fav in Key West!)
- SpaTerre, offering island-inspired massages, facials, and body treatments
- In-room balconies with views of the Gulf or harbor
Book your stay at the Ocean Key Resort today!
Casa Marina Key West – Best for Peak Beachfront Luxury
💵 Average rates: $500–$1000+/night depending on room type and season
📍 Location: Southern end of Old Town, right on the beach near the Southernmost Point
Originally built in the 1920s and now newly renovated, Casa Marina Key West is a historic Curio Collection by Hilton resort that offers old-school elegance with modern amenities.
It’s one of the only hotels in Key West with a true private beach, which makes it popular for weddings, honeymoons, and upscale getaways. I actually visited here for my cousin’s wedding, and it was absolutely stunning!
Expect Spanish-style architecture, towering palm trees, and breezy oceanfront suites with lanais that open right onto the sand. It’s peaceful but still within walking or biking distance to all the Old Town action.
🌴 Standout features:
- Largest private beach in Key West with chairside drink and food service
- Two heated, year-round pools plus fire pits and live music
- Newly renovated rooms and suites, many with ocean views
- Fine dining, beachfront bites, and “toes in the sand” private dinners
Casa Marina is one of the few resorts in Key West that feels like a full-service luxury retreat! For this reason, it’s one of my favorite places to recommend for couples visiting Key West!
Southernmost Beach Resort – Best for Families Who Want to Be Close to the Action
💵 Average rates: $300–$750/night depending on season and room view
📍 Location: South end of Duval Street, steps from the Southernmost Point and Butterfly Conservatory
For families or groups who want a resort-style experience and walkability, Southernmost Beach Resort is one of the best options in Old Town.
It’s got something for everyone: three pools, a small private beach, multiple restaurants, and daily events for both kids and adults.
While it’s technically in the quieter end of Duval Street, you’re still within walking distance to top attractions like Hemingway House, Key West Lighthouse, and Fort Zachary Taylor.
The hotel itself feels like a tropical compound with pastel buildings, hammocks, and ocean breezes. Perfect for your Florida Keys vacation!
🌴 Standout features:
- Three pools (including a quiet adults-only pool)
- On-site beach, bar, restaurant, and café
- Free beach yoga, live music, and family-friendly events
- Stunning sunrise views from the beach area
This is the rare property that balances family fun with grown-up vibes. Great for multigenerational trips or anyone wanting full resort perks in a central location!
Book your stay at the Southernmost Beach Resort here!
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8-Person Luxury VRBO – Best for Groups, Girls Trips, and Bachelorettes
💵 Average rates: $1500–$2500+/night depending on season and number of guests
📍 Location: Heart of Old Town, off Duval Street near the Hemingway House
If you’re traveling to the Florida Keys with a group, think girls trip, bachelorette party, or even a family reunion, a private vacation rental in Old Town can be a smart move.
This 8-person luxury VRBO is one of the nicest I’ve found! It’s centrally located and offers a perfect mix of comfort, space, and charm.
This property features multiple bedrooms and bathrooms, a private pool, a full kitchen, and outdoor entertaining areas.
Bonus: having everyone under one roof makes mornings and downtime more fun (and budget-friendly).
🌴 Standout features:
- Prime location walking distance to nightlife, shopping, and waterfront
- Fully equipped kitchen and multiple bathrooms
- Outdoor patio and pool — ideal for relaxing between excursions
- Great alternative to booking multiple hotel rooms
Vacation rentals like this are perfect for groups who want more privacy, shared space, and the ability to cook or hang out at home base.
Just be sure to book early! Properties like this one fill up fast, especially on weekends or holidays!
Need help planning your trip to the Florida Keys?
As a Florida local who’s visited the Keys over 20 times, I’ve put all my knowledge and insider tips into this Florida Keys Digital Travel Guidebook!!
This guide offers everything you need in one place – from where to stay and what to do, to the best times to visit and essential driving tips.
With detailed breakdowns of each Key, 2 sample itineraries, a packing checklist, plus an exclusive Google Map with over 100 pinned locations, it’s designed to make your trip easy and unforgettable!
Where to Stay in New Town Key West
Margaritaville Beach House – Best for Families & Beach Access
💵 Average rates: $200–$650/night depending on season
📍 Location: Across from Smathers Beach on the southern edge of New Town
If you’re traveling with kids or just want an easy, breezy resort experience, Margaritaville Beach House hits the sweet spot.
Located directly across from Smathers Beach (one of the best free things to do in Key West), this resort makes beach days effortless. Plus, it has tons of family-friendly perks.
There’s a laid-back, island-style vibe throughout the property, with tropical decor, on-site dining, and fun daily programming for all ages.
And even though it’s in New Town, you can hop on their free shuttle to Old Town anytime.
🌴 Standout features:
- Poolside cabanas, fire pits, and hammocks
- Daily activities for kids (like popsicles and coloring)
- On-site restaurant and bar
- Spacious suites and standard rooms
Whether you’re road-tripping down the Keys or flying in with the family, Margaritaville Beach House Key West delivers easy comfort, great value, and one of the best locations for beach lovers.
DoubleTree by Hilton Grand Key Resort – Best for Budget Travelers & Hilton Points Users
💵 Average rates: $250–$550/night depending on season
📍 Location: Near the airport in New Town
The DoubleTree by Hilton Grand Key Resort is one of the best budget-friendly resort options in Key West, especially if you’re using Hilton points.
It’s also where we stayed on our last trip in November (one of the best times to visit the Florida Keys!), and it was perfect for a relaxing, no-fuss experience with just enough tropical flair to feel like a real getaway!
The resort has a beautiful lagoon-style pool with a pool bar, cabanas, and comfy loungers. Rooms are clean and modern (recently renovated), and the free shuttle to Old Town runs multiple times a day.
🌴 Standout features:
- Tropical pool with poolside bar and food service
- Free shuttle to Old Town and the beach
- Breakfast buffet available on-site
- Ample parking and close to the airport
This Hilton Doubletree a great base if you’re looking for comfort, convenience, and a solid deal. It’s not ultra-fancy, but it’s super reliable, and a great way to enjoy Key West without blowing your budget.
Havana Cabana at Key West – Best for Couples & Fun Weekend Vibes
💵 Average rates: $150–$350/night depending on season
📍 Location: Roosevelt Blvd, North side of New Town
If you’re craving a little fun flair with your Florida vacation, Havana Cabana at Key West is your spot. This Cuban-inspired hotel is bursting with color and personality, from Vespas available to rent to the mojito bar by the pool.
It’s especially fun for couples or adults who want a social, upbeat atmosphere without being downtown.
There’s also a free shuttle to Old Town and the airport, plus fun extras like churro happy hours, rum tastings, and live music. The pool is also one of the largest in Key West!
🌴 Standout features:
- Huge pool with weekend DJ sets and poolside cabanas
- Floridita food truck serving Cuban-inspired fare
- Fun extras like Vespa rentals, Cuban cigars, and rum-tastings
- Adults-only feel without being stuffy
If you’re looking for a hotel that brings the fun and doesn’t feel like a boring chain, Havana Cabana is a solid pick.
Parrot Key Hotel & Villas – Best for Peace, Privacy & Tropical Gardens
💵 Average rates: $350–$500/night depending on season and room type
📍 Location: North Roosevelt Blvd, North side of New Town
Tucked among five acres of lush gardens, Parrot Key Hotel & Villas offers a calm, secluded vibe while still being close to the action. It’s perfect for couples, solo travelers, or small families who want resort-style amenities with a more laid-back feel.
The hotel features four sparkling pools (including adults-only options), water views, and villa-style suites that feel more like private residences. It’s pet-friendly, eco-conscious, and full of photogenic corners.
🌴 Standout features:
- Four pools (one adults-only), lush tropical landscaping
- Spacious villas with private patios and water views
- Eco-friendly focus and commitment to preserving native beauty
- Free shuttle service and bike rentals available
If you’re after serenity and space, but don’t want to sacrifice resort perks, Parrot Key strikes a perfect balance. It’s one of my favorite New Town picks for travelers who want to unwind in style!
Book your dreamy stay at the Parrot Key Hotel now! 🦜
Frequently Asked Questions
Is it better to stay in Old Town or New Town Key West?
It depends on your travel style! Old Town is best if you want to be in the heart of the action, walkable to bars, restaurants, historic sites, and sunset spots. It’s ideal for first-timers, couples, or short stays. New Town is quieter, more spacious, and often more affordable. It’s great for families, longer stays, or budget-conscious travelers.
Bonus: most hotels in New Town offer free shuttles to Old Town!
What’s the most walkable area of Key West?
Old Town is extremely walkable, especially around Duval Street and the historic seaport. You can easily explore restaurants, bars, shops, and attractions like the Hemingway House or Southernmost Point on foot. If walkability is a top priority, stay at one of the Old Town properties like Duval House or Ocean Key Resort.
Do I need a car in Key West?
Not necessarily. If you’re staying in Old Town, you likely won’t need a car at all, as parking is limited and expensive. If you’re in New Town, many hotels offer free shuttles to Old Town, so you can skip renting a car and still get around easily.
👉 Pro tip: If you’re doing a road trip from Key Largo to Key West, drop off your rental car when you arrive in Key West and fly out of the Key West airport at the end of your trip!
What’s the best area to stay in Key West for families?
New Town is best for families due to larger hotels, free parking, and beach access. Resorts like Margaritaville Beach House and DoubleTree by Hilton offer family-friendly amenities like pools, kid activities, and shuttle service. If your family wants to stay in Old Town, Southernmost Beach Resort is a solid option with multiple pools and a beachfront location.
Where should couples stay in Key West?
Couples looking for romance should stay in Old Town for the atmosphere, nightlife, and sunset views. Ocean Key Resort and Casa Marina are both fantastic luxury picks. For something fun and festive, Havana Cabana in New Town also delivers great vibes with a tropical twist. Check out my full guide on Things to Do in Key West for Couples for more romantic ideas!
What’s the best time of year to visit Key West?
April and May are my favorite months — warm weather, fewer crowds, and lower hotel rates than winter. Winter (December to March) is peak season with ideal temps but higher prices. Summer is low season (hot but budget-friendly) and a great time to find deals. More info here: Should You Visit Key West in December? and Should You Visit Key West in January?
Final Thoughts
Whether you’re heading to Key West for a romantic getaway, a family beach trip, or a fun weekend with friends, finding the right place to stay can make your trip even more memorable.
Old Town puts you right in the middle of the action, while New Town offers space, savings, and a more laid-back vibe. Luckily, you really can’t go wrong with either!
Now that you’ve got your hotel sorted, it’s time to start planning what to do while you’re here. From snorkeling adventures to Key lime pie tastings and the best sunset spots on the island, don’t miss my 25 Epic Things to Do in Key West!
It’s packed with all my top picks to help you make the most of your time in paradise. 🌴
Or, check out my other blog posts about Key West below! ⬇️
The Ultimate 3 Day Key West Itinerary (With A Map Of Key West)
25 EPIC Things You Need To Do In Key West, Florida
Things To Do In Key West For Couples: A Complete Guide!
10 FREE Things To Do In Key West, Florida!
ULTIMATE Guide To The Best Key West Sunset Cruises
What To Wear In Key West: Complete Key West Packing List
Should You Visit Key West In January? Yes! Here’s Why
Should You Visit Key West In December? Yes! Here’s Why
