Those looking to experience a truly tropical vacation in the United States will consider looking at the many great lodging options in Key West, Florida. As we all know, Conch Republic has something for everyone when it comes to choosing a place to stay.
There are many great options for luxury resorts in Key West that can spend a little more, and many of the leading luxury brands are well represented, including the Hyatt, Hilton, and even Waldorf Astoria. There are also a variety of affordable options, including options from well-known budget brands and several other fine places operated by smaller hotel groups that are worth considering.
Generally, the more expensive your stay in Key West, the closer you’ll be to major attractions like Mallory Square and Duval Street. However, getting around is easy, with ample parking at most resorts and shuttle bus and trolleybus services to get you where you need to go.
Resorts in Key West
Whatever your preferences and budget, you’ll find the best places to stay, relax, and unwind with this list of the best resorts in Key West, Florida.
Located on a private 27-acre island easily accessible by boat from Key West and only an 8-minute boat ride away, Sunset Key Cottages offer truly unique and peaceful Florida Keys vacations. Guests can choose from a variety of self-contained one to four-bedroom cottages, each with its own large wraparound balcony complete with comfortable seating and a desk.
All cottages are 4-star quality and feature living and dining areas, sofa beds, and fully equipped kitchens pre-stocked with your choice of food. This massive four-bedroom, two-story units take luxury to a whole new level. These impressive units can seat up to 9 guests and include a private plunge pool with ocean views, access to a private beach, laundry facilities and a master bedroom with jacuzzi and private balcony.
When it’s time to do something fun, there are plenty of things to make you want to stay on the island. In addition to its own beach, the resort has a large progressive pool with waterfall, a full-service spa, tennis courts and a fitness center that offers a variety of programs, including yoga classes.
There are also many water activities that you can enjoy. Some of the most popular are kayaking, diving, snorkeling, fishing, paragliding and sailing, all of which can be booked by the resort staff. A variety of supervised children’s activities and programs are also available.
When it comes to food, Sunset Key knows how to pamper its guests. In addition to the gorgeous, award-winning Latitudes restaurant, guests receive a complimentary breakfast basket delivered to the cottage as well as free afternoon ice cream. It doesn’t get any better than this!
Address: 245 Front Street, Key West, Florida
The newly renovated Opal Key Resort & Marina Key West is the perfect choice for a 4-star resort with 178 spacious bedroom dormitories on the tip of Key West, near Mallory Square and the daily sunset festival and the city’s cruise port.
While couples will appreciate the comfortable and bright standard rooms with ceiling fans and balconies, groups should consider one of the luxury two-bedroom suites. In addition to larger balconies, these spacious 750 square feet units can comfortably sleep up to five people with an additional sofa bed. There is also a separate dining area.
On-site amenities include a beachfront restaurant with a delicious children’s menu, live entertainment, a large swimming pool with a hot tub, and a full-service spa. There is also a marina and fitness centre. Guests also have access to Sunset Key Beach, where they can rent private cabins and enjoy beachside snack service. It offers affordable daily parking and valet parking – a real treat when you’re in Key West when you don’t want to touch your car.
Address: 245 Front Street, Key West, Florida
3. The Reach Key West
Close to the quiet south end of the famous Duval Street, The Reach Key West, Curio Collection by Hilton offers guests an elegant home while enjoying everything this vibrant city has to offer. At this luxury 4-star resort you will find one of Key West’s only private beaches, the perfect place to experience the thrill of swimming in the crystal clear waters of the Caribbean Sea.
Other on-site amenities include an oceanfront pool, hammocks, an in-room dining restaurant, a fitness center, and concierge services. Nearby entertainments include guided snorkeling and diving excursions, deep sea fishing and jet skiing.
Standard hotel-style rooms start with king-size beds and furnished balconies, and there are many suitable rooms for those with reduced mobility. Larger king suite with larger balcony, sofa bed, dining area and large bathroom with glass shower. The larger unit is the Ocean View King Suite with a 2 meter high ceiling and sofa bed seating area.
Address: 1435 Simonton Avenue, Key West, Florida
4. Casa Marina Key West
While it’s a little further from Mallory Square than the other resorts on this list (about a mile away), the 4-star Casa Marina Key West, A Waldorf Astoria Resort makes up for it with the fact of the expansive beach. Approximately 350 meters from end to end, this private beach is the star attraction of this Mediterranean-influenced resort. Besides providing a great place to relax, it is a hub for water activities such as sea kayaking and jet skiing (rental available).
The fun doesn’t end at the beach, either. Other activities and amenities include lounging around (or in) two outdoor swimming pools, pampering at the full-service spa, or dining at the on-site steakhouse. Terrace dining is also available. There are also several room types to choose from. A popular option is the attic room with extra living space, a sofa bed and a furnished balcony.
Address: 1500 Reynolds Street, Key West, Florida
Its prime location at the top of Duval Street has resulted in Ocean Key Resort & Spa has the most sought-after address in Florida: 0 Duval Street, Key West. Not surprisingly, this utterly elegant getaway in Key West is as close to the Gulf of Mexico as the city’s best entertainment and dining venues, each just steps away. No need to leave this elegant 4-star luxury resort. Ocean Key offers everything from premium dining at the Hot Tin Roof restaurant to the full-service SpaTerre spa. Be sure to try the couple’s massage for a truly unforgettable and romantic experience.
There’s also an on-site gift shop, fitness center, and private cabin swimming pool. Various children’s programs are also available for family travelers. The property also has direct access to the famous Sunset Pier, which also overlooks the famous Mallory Square celebrations at the end of each day.
As you’d expect from one of Key West’s most luxurious resorts, the accommodations also offer top-notch benefits and services. These include free pool and beach towels, free weekday newspaper, plush robes and concierge services. The room itself is elegantly decorated with local artwork, king or queen bed, sofa bed, large bathroom with jacuzzi and large balcony. Larger luxury suites, some measuring 600 square feet, feature marble bathrooms and separate showers.
Address: 0 Duval Street, Key West, Florida
You know you’re staying in a special place when your stay includes free ice cream. That’s certainly the case at the majestic Santa Maria Suites Resort, where the ever-popular ice cream is just the tip of the notorious pampering iceberg.
Guests staying at this exclusive 4-star Key West resort can enjoy cold towels in the two heated swimming pools, as well as other great perks, including free bottled water, fresh fruit and delicious smoothies. Daily treats are also available, including freshly baked cakes each morning and desserts from the evening turndown service.
By the way, on the beach, friendly waiters are always available to provide chairs, umbrellas and towels. Add in this world-class onsite dining, concierge services, and a well-equipped fitness center and you’ll be forgiven for not wanting to leave.
The resort’s beautifully decorated luxury suites show the same attention to detail. Composed of two bedrooms and full designer kitchens, these homestays also feature HDTVs, separate living rooms, large balconies/terraces, en suite bathrooms with bathrobes and large closets. If your budget allows, try one of the larger split-level units.
Address: 1401 Simonton Avenue, Key West, Florida
Another new luxury resort in the Florida Keys, the 100-room Perry Hotel & Marina Key West on Stock Island offers guests plenty to do. Highlights of this elegant 4-star hotel include a stunning oceanfront pool with private cabins, fire pit, two restaurants with indoor or outdoor dining, water sports, fitness center, lush gardens to relax in, and concierge services Service and gift shop.
The resort is also home to a number of artist studios and local art exhibitions. When you want to explore the rest of Key West, the resort offers a free shuttle service. Those looking to take a boat tour or charter a boat for themselves can do so at a nearby full-service marina.
Perry Hotel offers a variety of room types, most with views of the water or the adjacent park. Popular options include double or single king rooms, some with outdoor showers. Larger options include studios with sofa beds and large wrap-around patios, or the nearly 700-square-foot Commodore suites. Offering pet-friendly hotel rooms, the hotel is close to two dog parks.
Address: 7001 Shrimp Road, Stock Island Pier, Key West, Florida
One of the few resorts in Key West with a private beach, the historic Pier House Resort & Spa dates back to 1968 when it opened as a creative retreat. Still maintaining the same relaxed atmosphere today, this charming 4-star resort places great emphasis on sun, sea and tranquility.
Everything needed for a peaceful stay is available on site, including a waterside heated outdoor pool, hot tub, and full-service spa. Its top restaurants also offer Caribbean-inspired dining, regular entertainment and a conference centre. It’s also worth noting that singer Jimmy Buffett played here early in his career.
The property’s location at the top of the famous Duval Street also means there’s plenty to do nearby. You’re within easy reach of some of Key West’s best places to visit, including great shopping, great dining, and lots of entertainment. Friendly concierge staff can make reservations for you.
As a result, this luxury all-inclusive resort has 142 deluxe rooms and suites. If you can swing, choose one of the larger suites, many with private balconies overlooking the Gulf of Mexico. Highlights of the largest units include living and living areas, along with oversized bathrooms with separate bathtubs and rain showers.
Address: 1 Duval Street, Key West, Florida
Set on six acres and two city blocks in a prime location in Key West, the southernmost true beach resort offers guests world-class luxury accommodation in a tranquil setting. On-site amenities at this top-of-the-line 4-star hotel include beach and beach chair access, lush gardens, delightful trails, wonderful water features, and hammocks where you can relax while you entertain.
Three swimming pools, an on-site restaurant, live entertainment and a gym with various fitness programs are also at guests’ disposal. Bike rental is also available, which is a real plus as pedal power is one of the best ways to get around Key West.
Off-site activities include easy access to great shopping, restaurants and entertainment. The resort’s small spa is another plus, offering ocean-facing massages and other treatments.
Southernmost Beach Resort is one of Key West’s larger all-inclusive resorts featuring 261 deluxe guest rooms, each with a private balcony and stunning water or city views (including binoculars). The hotel offers a variety of accommodation options, including adults-only buildings that offer rooms with larger king-size beds and spacious bathrooms. Breakfast is included in your stay.
Address: 1319 Duval Street, Key West, Florida
Shown as the city’s newest and largest luxury resort, the 4-star Oceans Edge Resort & Marina Key West offers its guests unlimited entertainment and activities. The resort has six swimming pools and many beachfront activities, including one hour of free use of paddleboards and canoes.
The resort staff can also arrange many outdoor adventures and excursions, including exciting fishing trips, snorkeling, guided jet ski tours, bike rentals, dinner cruises and even a flight over the Keys. The resort also has a marina. A must when staying here is to enjoy al fresco dining at the charming seaside restaurant.
When it comes to accommodation, guests have a variety of options. The romantic ocean views king room is perfect for couples with a private balcony, while the larger two-bedroom suite is perfect for more friends or family. Highlights of these larger, nearly 1,000-square-foot six-person units include en suite bathrooms, separate living areas with sofa beds, and large private balconies with tables and chairs.
Address: 5950 Peninsular Avenue, Key West, Florida