SD › Key West Best Hotels
Updated: January 28, 2022
By Santorini Dave
The 8 Best Hotels & Resorts in Key West
1. Casa Marina
Hotel Phone: (305) 296-3535
Luxurious Waldorf-Astoria resort with over 1,100 feet of private beach. Housed in a landmark 1920’s building, guest rooms in Casa Marina feature elegant contemporary furnishing; many have private balconies with ocean views. There are two waterfront swimming pools with cabana rental, an all-day café, two bars, and a beachfront bar and grill with live music. Their full-service spa offers a full range of indoor and outdoor treatments, and a water sports rental facility is on site. Located on the south of the island in the Casa Marina district, less than one mile from the Hemingway Home and Museum.
• Hotel Website • Check prices for Casa Marina
2. Kimpton Lighthouse Hotel
Hotel Phone: (305) 294-9588
Charming boutique hotel with lush gardens in Bahama Village. Rooms are small but well designed, sleeping 2-4 guests; all have crisp furnishing and original architectural details, some add furnished balconies or garden patios. There’s a heated outdoor pool with poolside cocktail bar, snorkel kits and yoga mats for guest use, and the daily continental breakfast is complimentary. All set on beautifully landscaped grounds across from Hemingway’s House and next to the historic Key West Lighthouse. It’s pet-friendly, too.
• Hotel Website • Check prices for Kimpton Lighthouse
3. H20 Suites
Hotel Phone: (305) 296-3432
Excellent adults-only (25+) all-suite 3-star resort. Suites are designed like residences, with chic contemporary furnishing, marble bathrooms, and living room areas with wet bar. All have either a private furnished balcony or plunge pool. There’s a rooftop deck with pool and bar, beautiful tropical courtyard, fitness center, and complimentary happy hour every day. No restaurant, but its excellent Heart of Old Town location ensures there are plenty of great ones close by.
• Hotel Website • Check prices for H2O Suites
4. Hyatt Residence Club
Hotel Phone: (305) 294-0059
Great waterfront residential hotel in New Town. All suites here have 2 bedrooms, 2 bathrooms, and sleep 6; in-unit kitchens and dining rooms, living areas with sofa bed, and private screened balconies are included. All are well-appointed and feature traditional island-inspired décor. There’s an on-site beach and dock, zero-entry outdoor pool, oceanfront tiki bar, and barbecue grills for guest use. Located on the northeastern corner of Key West, just across from the botanical garden and golf club.
• Hotel Website • Check prices for Hyatt Residence Club
5. Orchid Key Inn
Hotel Phone: (305) 296-9915
Fun adults-only (18+) boutique hotel on Duvall Street and Truman Avenue. Rooms and suites feature tropical décor, Terrazzo marble floors, and local artwork. There’s a heated pool with sun deck, lush tropical landscaping, and complimentary happy hour at the on-site Orchid Bar. Complimentary breakfast, too. Centrally located in the main crossroads of Historic Old Town Key West near the lighthouse, Hemingway house, and Southernmost Point.
• Hotel Website • Check prices for Orchid Key Inn
6. Gardens Hotel
Hotel Phone: (305) 294-2661
Charming adults-only (16+) resort offering 21 traditional rooms, suites, and cottages on an acre of mature tropical foliage near Duvall Street. All units are spacious, with elegant plantation-style décor, luxury linens, and private furnished porches or verandas; most have jacuzzi tubs. There are 2 shared outdoor pools in the courtyard, pool bar, self-serve wine gallery, complimentary breakfast, and live music every Sunday evening. Pet, eco, and LGBTQ-friendly. Excellent central location.
• Hotel Website • Check prices for Gardens Hotel
7. Weatherstation Inn
Hotel Phone: (305) 294-7277
Adults-only (16+) mid-range boutique hotel in Truman’s Annex. This classic 1911 renaissance-style property houses 8 traditionally-styled rooms with private bathrooms. All include a seating area, and some add balconies. There’s a small outdoor swimming pool set amid tropical foliage, and the daily continental breakfast buffet is complimentary. Set in a quiet, lovely neighborhood near the Truman Little White House, Key West Aquarium, and Mallory Square.
• Hotel Website • Check prices for Weatherstation Inn
8. Southernmost House
Hotel Phone: (305) 296-3141
Historic, waterfront adults-only (18+) boutique hotel. Its 18 rooms and suites are spread across three buildings; all are traditionally-styled and feature pool, garden, or ocean views. The 5-bedroom Lopez House can be booked as a single vacation rental. There’s a heated, 24-hour, zero-entry infinity pool, on-site cocktail bar and café. Unmatched Old Town location on the quiet end of Duvall Street, where the island’s most famous thoroughfare meets the sea.
• Hotel Website • Check prices for Southernmost House
About Santorini Dave