Luxury Hotels & Resorts in Key West from NZ$261

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Check availability on Key West Luxury Hotels

Best Key West Luxury Hotels

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
Stock Island
  • 24-hour gym
  • Poolside bar
  • Concierge services
9.0 out of 10, Wonderful, (1738)
Waterfront opulence defines this marina-side retreat where 6 outdoor pools invite leisurely days under the Florida sun. Premium bedding, furnished balconies, and attentive concierge service create an atmosphere of refined coastal luxury at every turn.
The price is NZ$371
includes taxes & fees
7 Dec - 8 Dec
Oceans Edge Key West Resort, Hotel & Marina

The Marker Key West Harbor Resort

4.0 star property
Key West Historic District
  • Near the beach
  • Poolside dining
  • Poolside bar
  • Concierge services
9.2 out of 10, Wonderful, (1000)
Sophisticated island elegance awaits at this Key West haven, where three refreshing pools invite endless relaxation. Spacious rooms feature deep soaking tubs and private balconies, while poolside dining creates memorable experiences. Located within walking distance of Mallory Square's waterfront attractions.
The price is NZ$537
includes taxes & fees
2 Dec - 3 Dec
The Marker Key West Harbor Resort

Casa Marina Key West, Curio Collection by Hilton

4.0 star property
Old Town Key West
  • On private beach
  • Full-service spa
  • 2 outdoor pools
  • Concierge services
8.4 out of 10, Very good, (434)
Seaside sophistication unfolds across this historic Hilton resort featuring full-service Spa Al Mare offering beachfront massages and hydrotherapy. Sun-drenched days transition between private beach loungers, tropical pools, and sunset vistas from this elegant Key West sanctuary.
The price is NZ$591
includes taxes & fees
14 Dec - 15 Dec
Casa Marina Key West, Curio Collection by Hilton

Southernmost Beach Resort and Guesthouses

4.0 star property
Old Town Key West
  • On the beach
  • Beachfront dining
  • Full-service spa
  • 2 poolside bars
  • Concierge services
8.6 out of 10, Excellent, (2853)
Seaside sophistication unfolds across 3 outdoor pools and a beachfront setting where pampering is paramount. Petite Spa offers couples' treatments and outdoor services, while pillowtop beds await in stylishly appointed rooms. Savour oceanview meals at the café after beach yoga or sunset cocktails.
The price is NZ$494
includes taxes & fees
30 Nov - 1 Dec
Southernmost Beach Resort and Guesthouses

H2O Suites - Adults Only

3.5 star property
Old Town Key West
  • Near the beach
  • Poolside bar
  • Concierge services
  • Adults-only
9.8 out of 10, Exceptional, (577)
Luxurious tranquility awaits at this adults-only Key West sanctuary. Private balconies, plush pillowtop beds, and some suites with personal plunge pools create intimate retreats. Savour cocktails at the rooftop pool bar while South Beach and Hemingway's home beckon just steps away.
The price is NZ$751
includes taxes & fees
17 Nov - 18 Nov
H2O Suites - Adults Only

Seashell Motel

1.5 star property
Old Town Key West
  • Near the beach
  • Concierge services
7.8 out of 10, Good, (1002)
Situated minutes from the shoreline, this recently remodeled Key West retreat combines luxury with convenience. Modern rooms feature refrigerators and updated bathrooms, while lush garden spaces provide peaceful relaxation after beach explorations. Bicycle rentals invite scenic coastal adventures.
The price is NZ$259
includes taxes & fees
18 Nov - 19 Nov
Seashell Motel

Southernmost House

4.0 star property
Old Town Key West
  • Ocean-view dining
  • Poolside bar
  • Concierge services
  • Adults-only
9.4 out of 10, Exceptional, (1002)
Pampered elegance awaits at this historic Victorian retreat where the poolside bar serves drinks with stunning ocean views. Adults enjoy champagne service, pillowtop beds with premium linens, and complimentary breakfast at the Seaside Cafe before exploring nearby attractions.
The price is NZ$637
includes taxes & fees
1 Dec - 2 Dec
Southernmost House

Fairfield Inn & Suites by Marriott Key West at the Keys Collection

3.5 star property
New Town
  • Poolside dining
  • Poolside bar
  • Concierge services
8.6 out of 10, Excellent, (1008)
289
The price is NZ$261
includes taxes & fees
1 Dec - 2 Dec
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

Santa Maria Suites

4.0 star property
Old Town Key West
  • Poolside bar
  • Concierge services
9.6 out of 10, Exceptional, (1001)
Poolside bliss awaits at this upscale Key West resort steps from Duval Street and South Beach. Guests indulge in pillowtop beds, spacious suites with private balconies, and daily manager's receptions. The on-site restaurant Milagro serves dinner while 2 outdoor pools provide perfect relaxation spots.
The price is NZ$653
includes taxes & fees
19 Nov - 20 Nov
Santa Maria Suites

Southwinds Motel

2.0 star property
Old Town Key West
  • Near the beach
  • 2 outdoor pools
  • Concierge services
8.8 out of 10, Excellent, (1218)
Seaside elegance combines with island charm in this intimate hideaway. Luxuriate by 2 outdoor pools surrounded by loungers and tropical gardens, or indulge in sumptuous pillowtop beds with down comforters after exploring nearby South Beach.
The price is NZ$311
includes taxes & fees
17 Nov - 18 Nov
Southwinds Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about Key West

Key Westand its attractions for luxury travelers

In Key West, luxury travellers can immerse themselves in a unique blend of vibrant culture and stunning natural beauty. Begin your exploration at the Ernest Hemingway Home and Museum, where you can wander through lush gardens and view the house where the acclaimed author wrote some of his most famous works. For a taste of the local marine life, a private chartered sailing trip offers a chance to snorkel in the crystal-clear waters of the Florida Keys National Marine Sanctuary, filled with colourful coral and exotic fish. Art aficionados will relish a visit to the thriving galleries on White Street, showcasing everything from contemporary pieces to traditional island-inspired art. Enjoy a sunset at Mallory Square, where the nightly celebration features street performers and local artisans, providing a perfect backdrop for an exquisite dinner at one of the waterfront restaurants, renowned for their fresh seafood and elegant stay. For accommodations, the historic Old Town area boasts luxurious hotels such as the Casa Marina, a Waldorf Astoria Resort, where guests can relax on a private beach and indulge in spa treatments that offer a slice of paradise. This area is not only picturesque but also puts you in close nearby the key attractions, all while providing that pampered service you expect from a high-end stay.

Find the best luxury hotels and resorts in Key West

For those seeking a luxurious escape in Key West, these outstanding hotels offer exquisite amenities and a refined atmosphere, perfect for discerning travellers.

The Gardens Hotel

  • Why it's great for a luxury retreat: For travellers looking to indulge in opulence, The Gardens Hotel is an exceptional choice, an impressive review rating of 9.8. This elegant retreat offers private in-room pools, exquisite couples' dining experiences, and luxurious touches including premium bedding and designer toiletries, ensuring an indulgent stay that caters to every desire.
  • Other amenities: Beyond its standout luxury amenities, guests can enjoy a serene garden view restaurant, unwind at the poolside bar, or take advantage of concierge services for bespoke experiences. Each room is adorned with Egyptian cotton sheets and features a fireplace, creating a romantic ambiance. Additional offerings such as free breakfast, massage services, and nearby access to windsurfing and motorboating enhance the lavish experience of this exceptional hotel.
  • Neighborhood: Old Town Key West
  • Nearby attractions: Duval Street - 0 km, Ernest Hemingway Home and Museum - 0.4 km, Key West Lighthouse and Keeper's Quarters Museum - 0.6 km

The Marquesa Hotel

  • Why it's great for a luxury retreat: The Marquesa Hotel is a sophisticated retreat for luxury travellers, featuring an outstanding review rating of 9.8. With plush amenities including bathrobes, designer toiletries, and personalised concierge services, this hotel promises a refined experience that caters to every whim, ensuring guests feel pampered throughout their stay.
  • Other amenities: Additional highlights of the Marquesa include tranquil outdoor pool access, romantic settings, and nearby golf options. Guests can explore the historical district or take part in various water-based activities such as snorkeling and boating. The hotel also features beautifully appointed balconies and patios, perfect for enjoying the serene surroundings in style.
  • Neighborhood: Key West Historic District
  • Nearby attractions: Duval Street - 0.8 km, Saint Mary Star of the Sea - 1 km, Audubon House and Tropical Gardens - 0.9 km

Santa Maria Suites

  • Why it's great for a luxury retreat: Santa Maria Suites is a luxurious retreat in Old Town Key West, receiving a stellar review rating of 9.6. This elegant hotel features premium bedding and designer toiletries, ensuring an indulgent stay for travelers. Visitors can unwind at the poolside bar or enjoy the spacious rooms that offer a blend of comfort and sophistication.
  • Other amenities: The hotel boasts outdoor pool facilities with sun loungers and umbrellas, perfect for a day of relaxation. Guests have access to a variety of complimentary amenities, including beach towels and fitness facilities. The onsite concierge is ready to assist with personalized recommendations for nearby activities such as snorkeling and sailing. With a fully equipped kitchen in each suite, travelers can enjoy the convenience of self-catering while still indulging in the luxury of this premier destination.
  • Neighborhood: Old Town Key West
  • Nearby attractions: Florida Keys Beaches - 0.1 km, Duval Street - 0.2 km, Simonton Beach - 0.1 km

Oceans Edge Key West Resort, Hotel & Marina

  • Why it's great for a luxury retreat: Oceans Edge Key West Resort, Hotel & Marina offers a luxurious experience with a traveler review rating of 9.0. This stunning hotel features premium bedding and bathrobes, ensuring that each stay is both comfortable and stylish. Guests can enjoy refreshing cocktails at the poolside bar while soaking in the views of the waterfront, enhancing the overall experience of luxury and relaxation.
  • Other amenities: The resort includes a variety of features such as a 24-hour fitness facility and an outdoor pool with cabanas for ultimate relaxation. With options for boat tours and various water activities like snorkeling and kayaking, adventure awaits just outside your door. The concierge service offers personalized recommendations for local attractions, and the hotel is conveniently located near a golf course. Guests can also take advantage of valet parking and self-parking options for added convenience.
  • Nearby attractions: Stock Island Yacht Club & Marina - 0.6 km, Key West Golf Club - 2.8 km, Key West Tropical Forest and Botanical Garden - 2.9 km

Southernmost Beach Resort and Guesthouses

  • Why it's great for a luxury retreat: The Southernmost Beach Resort and Guesthouses is an exceptional choice for luxury travelers, with a remarkable review rating of 8.6. Guests can indulge in the beachfront dining experience at the onsite restaurant and unwind by the poolside bar. The resort features premium bedding and plush bathrobes, ensuring a comfortable and elegant stay. The convenience of private in-room pools adds an exclusive touch to the experience.
  • Other amenities: Guests will appreciate the comprehensive range of services, including daily housekeeping and a concierge to assist with travel plans. The resort's full-service spa offers a variety of treatments, while the nearby beach provides sun loungers and umbrellas for a relaxing day by the sea. Enjoy easy access to local attractions and activities such as kayaking and scuba diving, or simply take in the beautiful ocean views from select rooms. The resort's fitness facilities ensure travelers can maintain their wellness routine while away.
  • Neighborhood: Old Town Key West
  • Nearby attractions: Duval Street - 0 km, Key West Butterfly and Nature Conservatory - 0 km, South Beach - 0.1 km

Top Key West Hotel Reviews

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Frequently asked questions

Are you searching for the perfect hotel for your luxury holiday in Key West?
Known for its ocean views and sunsets, Key West also has some interesting things to see and do including Duval Street, so you may want to take in the local sights during your visit.
What's the best high-end hotel in Key West?
Oceans Edge Key West Resort, Hotel & Marina is a luxury hotel with 6 outdoor pools and a marina, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Another upscale option for your trip is The Porch on Frances Inn.
When can I expect good weather in Key West?
Planning for the weather is a good way to make your trip to Key West relaxing and enjoyable, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Key West is 956 mm.
What's there to see and do in Key West?
Experience Key West with a stop at Duval Street, Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum. If you have spare time during your trip, you might want to make a stop at Harry S. Truman Little White House and Audubon House and Tropical Gardens.