Key West, the southernmost city in the continental United States, is a tropical paradise known for its stunning beaches, vibrant nightlife, rich history, and unique culture. This small island city offers a perfect blend of relaxation and adventure, making it a popular destination for travelers from around the world.
When planning a trip to Key West, one of the most important decisions you’ll make is where to stay. With so many diverse neighborhoods and accommodation options, it can be challenging to choose the perfect place to base your Key West getaway.
Our pick of the best hotels in Key West 🏨
- 💎 Luxury Hotel: Pier House Resort & Spa
- 🏨 4-Star: The Capitana Key West
- 🛏️ 3-Star: Silver Palms Inn
- 💸 Cheap: Duval House
- 🏢 Apartament: Hampton Inn Key West FL
- 👨👩👧👦 For Families: Fairfield Inn & Suites by Marriott
- 🏩 For Couples: H2O Suites- Adults Only
In this article, we’ll explore the best areas to stay in Key West, highlighting the top hotels and resorts in each neighborhood. Whether you’re seeking luxury, history, nightlife, or family-friendly activities, our guide will help you find the ideal place to call home during your Key West vacation.
So, sit back, relax, and let us help you discover the perfect accommodations for your unforgettable Key West adventure.
1. Old Town – Best Place to Stay in Key West for the First Time 👀
🏰 Historic heart: Old Town is the heart of Key West’s historic district, offering visitors a chance to immerse themselves in the island’s rich history and vibrant culture. This neighborhood is home to many of Key West’s most popular attractions, including the famous Duval Street and Mallory Square.
📍 Key features of Old Town:
- Proximity to top attractions
- Wide variety of accommodations
- Charming architecture and colorful buildings
- Lively atmosphere day and night
🌴 Must-see: When exploring Old Town, be sure to visit some of these iconic attractions:
- Duval Street: Known for its lively bars, restaurants, and shops
- Mallory Square: Famous for its nightly sunset celebration and street performers
- Hemingway House: Former home of author Ernest Hemingway, now a museum
- Southernmost Point: A popular photo spot marking the southernmost point in the continental U.S.
🏨 Diverse stays: Old Town offers a diverse range of accommodations to suit every traveler’s needs and budget. From charming inns to luxury resorts, you can find the perfect place to stay within walking distance of the area’s top attractions.
Where to stay in Old Town? 🏨
Best hotels in Old Town
- The Gardens Hotel – The Queen’s residence was incredibly spacious and beautifully furnished, with a wonderful front veranda and private patio perfect for relaxing. The two outdoor pools and lush gardens added to the tranquil atmosphere.
- Winslow's Bungalows – These charming bungalows are set in nicely landscaped grounds with three swimming pools, hammocks, and swings. My room had a beachy vibe and was amazingly quiet and relaxing. The location just off Duval Street couldn’t be better for exploring Key West’s top attractions.
- Ella's Cottages – My room was super comfortable with a great bed, AC and ceiling fan. I really enjoyed relaxing in the tropical garden and the delicious poolside breakfast.
- The Grand Guesthouse – For an affordable place to stay near Duval Street, this guesthouse is an excellent choice. My room was clean and cozy, with fun Key West inspired decor. The grounds include a nice pool area with lounge chairs and umbrellas.
Best cheap/moderate hotels
- Duval House – You can’t beat the location of this hotel right on Duval Street in the middle of the action. My room was comfortable and a great value for the price. I loved hanging out on the sundeck by the pool.
- Courtney's Place – Staying in one of the historic cottages at Courtney’s Place feels like having your own place in Key West. I had a cute and cozy room, and really enjoyed the garden pool area with its tropical landscaping. Great location close to everything too.
- Silver Palms Inn – If you’re looking for affordable luxury, Silver Palms is a fantastic choice. My room was spacious and stylish, with upscale amenities. The pool area is gorgeous and I loved the poolside breakfast.
2. Historic Seaport – Where to Stay for Water Activities 🛶
🌊 Picturesque waterfront: The Historic Seaport is a picturesque waterfront area in Key West, perfect for travelers who love being close to the water and enjoying outdoor activities. This neighborhood offers a laid-back atmosphere with plenty of seafood restaurants and bars, making it an ideal spot for a relaxing vacation.
⭐ Key features of the Historic Seaport:
- Scenic waterfront views
- Ideal for boating and water sports enthusiasts
- Laid-back atmosphere
🦞 Seafood hotspots: The Historic Seaport is also home to several renowned seafood restaurants and bars, including:
- Conch Republic Seafood Company: Known for its fresh seafood, waterfront dining, and lively atmosphere
- Schooner Wharf Bar: A popular spot for live music, drinks, and casual dining by the water
- Half Shell Raw Bar: Offers a wide selection of raw oysters, clams, and other seafood favorites
⚓ Perfect choice: For travelers seeking a waterfront location with easy access to boating, fishing, and other water activities, the Historic Seaport is an excellent choice.
Where to stay in Historic Seaport? 🏩
Best hotels in Historic Seaport
- Hyatt Key West Resort – The rooms are spacious and modern, many with stunning ocean views. The pool area is gorgeous and the perfect place to relax with a cocktail. You can’t beat the location in the heart of the Historic Seaport.
- Rose Lane Villas – I was impressed by how spacious and nicely decorated the villas are, with full kitchens. The heated pool is small but very private and relaxing. The location on a quiet lane just a block from Duval Street can’t be beat, especially for the reasonable price.
- Simonton Court Historic Inn & Cottages – Orchids, palms and four small pools are tucked away in a quiet courtyard. The continental breakfast was perfect to enjoy on my cottage porch. An ideal romantic getaway spot that is still very affordable.
Best cheap/moderate hotels
- Ridley House - Key West Historic Inns – My room had charming Key West character but with all the modern amenities. The location is so convenient to the waterfront and Duval Street. The complimentary breakfast and liming hour were a nice touch.
- Eden House – The rooms are clean and comfortable, if a bit dated. But the lush grounds, large pool area and friendly staff more than make up for it. Great for a laid-back, inexpensive stay just a short walk to Duval Street.
- Garden House – Simple, spotless rooms at very affordable rates and a stellar location just off Duval Street – the Garden House is perfect for budget-conscious travelers who still want to be close to the action. The garden cottage I stayed in was cute and quiet. Nothing fancy but a great deal for the price.
- Seaport Inn – This charming inn has a real old Key West vibe. The rooms are cozy and well-appointed. I enjoyed having my morning coffee on the lovely sundeck overlooking the harbor. It’s an easy walk to all the attractions, bars and best restaurants in the Historic Seaport district.
3. Casa Marina – Best Beaches in Key West 🏄🏻♀️
🌴 Upscale living: Casa Marina is an upscale residential area located on the southern side of Key West. This neighborhood is known for its beautiful beaches, luxurious resorts, and quieter atmosphere, making it an excellent alternative to the bustling Old Town.
🏖️ Popular beaches: Some of the most popular beaches in Casa Marina include:
- Higgs Beach: A public beach with soft sand, clear water, and a pier for fishing
- Smathers Beach: The largest beach in Key West, offering water sports rentals and food vendors
- Dog Beach: A pet-friendly beach where dogs can play and swim off-leash
🐾 Nearby attractions: While staying in Casa Marina, be sure to visit these nearby attractions:
- Higgs Beach Dog Park: A popular spot for dog owners to let their furry friends run and play
- West Martello Tower: A historic fort turned garden and event space
- Key West Wildlife Center: A rehabilitation center for injured and orphaned animals
💆♀️ Luxurious getaway: Casa Marina is the perfect choice for travelers seeking a luxurious and relaxing getaway in Key West.
Where to stay in Casa Marina? 🏨
Best hotels in Casa Marina
- Santa Maria Suites Resort – It’s just a block from Duval Street but feels tucked away in a tranquil oasis with two beautiful pools surrounded by lush gardens. The suites have full kitchens and the resort offers a daily happy hour with wine and hummus.
- H2O Suites – This adults-only boutique hotel is sleek and stylish, with modern rooms featuring iPod docks and sitting areas. I enjoyed the rooftop pool with a sun terrace and the complimentary welcome drink. It’s just 200 meters from the action on Duval Street but still feels secluded.
- Douglas House – Douglas House is a charming, intimate inn with a lovely garden courtyard and pool. The rooms are cozy and well-appointed, some with kitchenettes.
Best cheap/moderate hotels
- The Speakeasy Inn – This prohibition-themed inn has a fun speakeasy bar onsite. The renovated rooms are comfortable with private entrances, and the location just 400 meters from the center of Key West can’t be beat for the reasonable price.
- Blue Marlin Motel – The Blue Marlin offers great value in a prime Old Town location near Duval Street. My room was clean and comfortable, and I loved relaxing by the pool in the interior courtyard. The staff was very welcoming and helpful.
- Southwinds Motel – This small inn is a hidden gem, located in a quiet neighborhood but still an easy walk to Duval Street and the beach. The rooms are well-kept and equipped with fridges, microwaves and coffee makers. The lush grounds and friendly owners made me feel right at home.
4. New Town – Budget-friendly Area near Airport 💸
🏬 Modern living: New Town is a modern area located on the eastern side of Key West, offering visitors a more contemporary and budget-friendly alternative to the historic districts. This neighborhood features shopping centers, chain restaurants, and convenient access to the Key West International Airport.
🛍️ Shopping centers: Some of the popular shopping centers in New Town include:
- Key Plaza: A large shopping center with grocery stores, clothing shops, and restaurants
- Searstown Mall: An outdoor shopping mall featuring retail stores, fast-food chains, and a movie theater
🏰 Nearby attractions: While staying in New Town, be sure to check out these nearby attractions:
- Key West Golf Club: An 18-hole golf course with scenic views and challenging greens
- Fort East Martello Museum: A historic fort turned museum showcasing local history and art exhibits
- Key West Tropical Forest & Botanical Garden: A lush garden with native plants, birds, and butterflies
🏖️ Beach access: For those interested in water activities, New Town is just a short drive from Smathers Beach and Higgs Beach. Dining options in New Town include a mix of chain restaurants and local eateries, such as Denny’s restaurant, Subway and Goldman’s Bagel Deli.
💰 Budget-friendly: New Town is an excellent choice for budget-conscious travelers who prefer modern amenities and convenient access to the airport.
Where to stay in New Town? 🏩
Best hotels in New Town
- The Capitana Key West – The outdoor spaces, pool, and bar are great for relaxing, and the beds are incredibly comfortable. It’s a small, well-organized property with a restaurant, fitness center, and rooms featuring fridges, microwaves and coffee makers. The location is a bit outside downtown but still very convenient.
- Parrot Key Hotel & Villas – I enjoyed the four outdoor pools, casual poolside cafe, and activities like kayaking. The spacious rooms have 55-inch TVs, mini-fridges and private terraces with lovely views. It’s a short drive from Old Town but they offer a complimentary shuttle.
Best cheap/moderate hotels
- The Laureate Key West – I was impressed by the beautiful ocean views from every room at this hotel. The pool area is fantastic, with games, a fridge of cold drinks, and plenty of space for larger groups. Rooms are well-appointed with coffee machines, fridges, dishwashers and balconies.
- Courtyard by Marriott Key West Waterfront – This waterfront hotel offers good value and a convenient location near the airport. My room was clean and comfortable, with a mini-fridge and large work desk. The pool is great for swimming and the Bistro serves tasty meals.
5. Bahama Village – Best Area in Key West for Culture 🌟
🎨 Vibrant culture: Bahama Village is a vibrant neighborhood located just southwest of Old Town, known for its colorful buildings, unique shops, art galleries, and Caribbean-inspired restaurants. This historic area offers a unique blend of African-Bahamian and Key West culture, making it a fascinating place to explore.
🍹 Some of the must-visit attractions in Bahama Village include:
- Blue Heaven: A famous restaurant known for its delicious Caribbean-inspired dishes, live music, and laid-back atmosphere
- Bahama Village Market: A small outdoor market featuring local vendors selling handmade crafts, jewelry, and souvenirs
- Hemingway Rum Company: A local distillery offering tours and tastings of their handcrafted rums
🖼️ Art scene: Art enthusiasts will love exploring the numerous galleries in Bahama Village, such as:
- Key West Pottery: A working pottery studio and gallery showcasing handmade ceramics by local artists
- Jag Gallery: A contemporary art gallery featuring paintings, sculptures, and mixed media works by local and national artists
🛍️ For a unique shopping experience, check out boutiques and specialty stores like Besame Mucho and Local Color. Foodies will love the diverse dining options in Bahama Village, including Santiago’s Bodega, Firefly Key West and Sarabeth’s Kitchen.
🌴 Cultural gem: Bahama Village is a must-visit neighborhood for those seeking a unique cultural experience in Key West.
6. Truman Annex – Where to Stay for History 🎖
🏰 Historic community: Truman Annex is a former U.S. Navy base turned upscale residential community, located just west of Old Town. This quiet, gated neighborhood features lush landscaping, beautiful homes, and a rich history, making it a unique and desirable place to stay in Key West.
🏛️ Main attraction: One of the main attractions in Truman Annex is the Harry S. Truman Little White House, a historic home that served as the winter White House for President Harry S. Truman. You can take guided tours of the museum and learn about the history of the property and its famous occupants. Truman Annex is also home to the Truman Waterfront Park, a beautiful public space featuring:
- Amphitheater for outdoor concerts and events
- Playground for children
- Picnic areas and walking paths
🌴 Nearby recreation: For those interested in history and outdoor recreation, Fort Zachary Taylor Historic State Park is just a short walk from Truman Annex. While staying in Truman Annex, be sure to explore the nearby attractions in Old Town, such as:
- Duval Street: Known for its lively bars, restaurants, and shops
- Mallory Square: Famous for its nightly sunset celebration and street performers
- Key West Aquarium: Home to a variety of tropical fish, sharks, and other marine life
🎩 Unique blend: Truman Annex offers visitors a unique blend of history, luxury, and tranquility in the heart of Key West.
Where to stay in Truman Annex? 🏩
Best hotels in Truman Annex
- Opal Key Resort & Marina – I absolutely loved the location of this resort, right next to Mallory Square in the heart of Old Town. The pool area is beautiful and the rooms are well-appointed with great views. I enjoyed dining at the on-site Bistro 245 and sipping cocktails at the poolside Castaways bar.
- Hyatt Sunset Harbor Resort – This resort offers very comfortable and spacious accommodations, perfect for families or groups. I stayed in a lovely one-bedroom suite with a full kitchen, balcony, and stunning views of the harbor. The pool area is also very nice.
- Weatherstation Inn – This charming adults-only bed and breakfast has an unbeatable location close to the Hemingway House and Duval Street. My room was cozy and well-equipped, and I loved relaxing by the small outdoor pool. The daily continental breakfast was a nice touch.
Best cheap/moderate hotels
- L'Habitation Guesthouse – The rooms are individually decorated with local art and have private entrances opening onto the lush grounds. The heated pool is perfect for a refreshing dip and the daily happy hour is a great chance to mingle with other guests.
- Marrero's Guest Mansion – I stayed in one of the elegant rooms furnished with antiques and had access to the wraparound porch and outdoor pool. The made-to-order breakfast was delicious, and the location just a block from Duval Street was very convenient.
- Casa 325 – I loved the lush, secluded grounds with hammocks and a small pool. My room was bright and airy with its own porch. The hosts were so friendly and helpful with local recommendations. It’s a great value for the location.
Best Hotels near Key West International Airport 🛫
Margaritaville Beach House Key West
I had a fantastic stay at this tropical oasis just a mile from the airport. The rooms are bright and cheerful, with a beachy vibe. I loved lounging by the large lagoon-style pool surrounded by lush landscaping.
The Tin Cup Chalice Bar & Chill serves up tasty food and drinks poolside. It’s also right across the street from Smathers Beach.
This hotel offers great value and convenience, located just over a mile from the airport. My room was clean and comfortable, with a mini-fridge and microwave.
The pool area is lovely and the on-site restaurant serves a delicious breakfast. The free airport shuttle was a nice perk.
Hyatt Vacation Club at Windward Pointe
This beautiful resort is just a 5-minute drive from the airport, located on the waterfront near Smathers Beach. I stayed in a spacious two-bedroom villa with a full kitchen, living room, and private balcony overlooking the ocean.
The resort has a lovely pool area right on the water, perfect for relaxing. There’s also a fitness center and on-site restaurant. It’s a bit outside the main tourist areas but still very convenient.
Best Areas & Hotels in Key West on a Map 🗺
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FAQs about Visiting Key West ❔
Which area of Key West is the best to stay in?
The Historic District/Old Town is the best area to stay, especially for first-time visitors. It’s very walkable and close to many attractions, restaurants and bars. Specific neighborhoods to consider include the Heart of Old Town, Downtown, Casa Marina, and the Historic Seaport.
How many days is enough for Key West?
3-4 days is generally sufficient to experience the highlights of Key West. A long weekend trip works well. With more time you can enjoy additional activities like snorkeling, visiting the Dry Tortugas, or relaxing on the beach.
Is Key West a walkable city?
Key West is very walkable, especially in the compact Old Town/Historic District area. However, some hotels are 2+ miles from the main sights which can be a long walk in the heat. Staying centrally in Old Town allows you to walk to most places. Free hotel shuttles, the Duval Loop bus, taxis and rideshares help get around as well.
What is the safest part of Key West?
Key West is a very safe city overall. Busy tourist areas like Duval Street, the Historic Seaport, and the Truman Annex are particularly secure. Residential New Town is also quite safe. Like any city, it’s best to be cautious on dark, quiet streets late at night.
What is the best month to go to Key West?
March to May is the best time to visit Key West. The weather is great, with warm temperatures in the 70s-80s°F. Winter crowds subside but it’s before the hot, rainy summer season begins. Hotel rates also become more reasonable compared to the expensive winter high season.
