A beach with palm trees, people relaxing on chairs, and colorful kayaks.

Best Luxury Hotels in Florida Keys

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Check availability on Florida Keys Luxury Hotels

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Florida Keys luxury hotels

A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.
A beachside patio with a thatched roof, two lounge chairs, and a view of the ocean.
A gated entrance to a resort with palm trees and a clear sky.
A pool area with clear blue water, white lounge chairs, and palm trees.

1. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
RM2,132
RM2,667 total
includes taxes & fees
20 Oct - 21 Oct
The Islands of Islamorada
An aerial view of a resort with a large pool, palm trees, and a beach.
A beach with clear water, a wooden pier, and lounge chairs under a tree.
A beachside patio with lounge chairs, a table, and a view of the ocean.
A restaurant with wooden tables and chairs, a bar area, and a view of the sea.

2. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
  • Beachfront luxury awaits at this Key Largo resort with spa treatments and ocean views.
RM1,074
RM1,434 total
includes taxes & fees
1 Nov - 2 Nov
Playa Largo Resort & Spa, Autograph Collection
A dining area with tables set for two, overlooking a beach with palm trees and a sunset view.
A spacious living room with large windows, comfortable seating, and decorative plants.
A spacious bar area with high ceilings and large windows, offering views of the ocean.
A poolside area with blue chairs and a thatched-roof structure.

3. Reefhouse Resort & Marina

Reefhouse Resort & Marina
Key Largo
RM895
RM1,170 total
includes taxes & fees
13 Oct - 14 Oct
Reefhouse Resort & Marina
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.
A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.
A bar area with a thatched roof, wooden chairs, and a view of the ocean.

4. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Experience seaside opulence with private beach access, three outdoor pools, and oceanfront dining at this beachfront Matecumbe resort.
RM609
RM983 total
includes taxes & fees
13 Oct - 14 Oct
Cheeca Lodge & Spa
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
A pathway leading to a pool area with palm trees and a sunset view.
An aerial view of a coastal resort with multiple white buildings, a clear turquoise sea, and lush greenery.
A modern living room with a balcony overlooking the sea, furnished with a sofa, chairs, and a dining table.

5. Hawks Cay Resort

Hawks Cay Resort
Marathon
RM824
RM1,241 total
includes taxes & fees
18 Oct - 19 Oct
Hawks Cay Resort
A marina with boats docked, a pool area, and a building with a white facade.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A marina with numerous boats docked, a swimming pool, and palm trees.
A covered outdoor seating area with tables and chairs, overlooking a marina with boats.

6. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
  • Waterfront luxury meets marina adventure at Key West resort with 6 pools and bayside elegance.
RM533
RM838 total
includes taxes & fees
27 Oct - 28 Oct
Hilton Key West Resort & Marina
An aerial view of a resort with a central pool, multiple buildings, and a beach area with sun loungers.
A bar area with wooden chairs, a bar counter, and a variety of bottles and glasses.
A beach with white chairs and kayaks, palm trees, and a clear view of the ocean.
A beach scene with two white chairs, a hammock, and palm trees.

7. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
Marathon
  • Indulge in beachfront serenity with 5 outdoor pools, full-service spa, and private balconies overlooking the Florida Keys coast.
RM842
RM1,191 total
includes taxes & fees
20 Oct - 21 Oct
Isla Bella Beach Resort & Spa
A resort with a central pool surrounded by palm trees and lounge chairs, a beach, and a thatched-roof structure.
Room
Lobby
A hotel room with a large window, a bed, a round table, and two chairs.

8. The Ritz-Carlton Key Biscayne, Miami

The Ritz-Carlton Key Biscayne, Miami
Key Biscayne
  • Beachfront luxury beckons at this Key Biscayne resort with 2 outdoor pools, 4 restaurants, and a 21-room spa offering exclusive treatments.
RM2,039
RM2,589 total
includes taxes & fees
15 Oct - 16 Oct
The Ritz-Carlton Key Biscayne, Miami
An aerial view of a pool area with lounge chairs and palm trees.
An outdoor dining area with wicker furniture and tables, surrounded by greenery and with a view of a building in the background.
A hotel room with a large bed, a desk, a chair, a small table, and a view of the sea.
A restaurant with booths and round tables, each set with white tablecloths and silverware.

9. Four Seasons Hotel Miami

Four Seasons Hotel Miami
Brickell
  • Indulge in five-star elegance at this Miami sanctuary where poolside luxury meets exceptional service in a prime Brickell location.
RM1,962
RM2,494 total
includes taxes & fees
30 Oct - 31 Oct
Four Seasons Hotel Miami
An outdoor seating area with wicker furniture and a patterned floor, surrounded by greenery and a modern building in the background.
A restaurant with a long counter and multiple seating areas, large windows, and hanging chandeliers.
A spacious lobby with a reception desk, seating area, and a bar with various bottles.
A couple dancing on a reflective pool deck with a sunset view.

10. Mr. C Miami Coconut Grove

Mr. C Miami Coconut Grove
Coconut Grove
  • Immerse in Miami luxury at this Coconut Grove retreat featuring a rooftop terrace, full-service spa, and scenic outdoor pool.
RM1,736
RM2,076 total
includes taxes & fees
1 Nov - 2 Nov
Mr. C Miami Coconut Grove
View all properties

Top Florida Keys Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Lovely place to stay in Islamorada. Beach and pools were great. Fantastic breakfast included with made to order omelettes. Parking was available. We stayed in the most basic room which was in the building by the office so we could hear traffic from the Overseas Highway but was it pretty quiet inside and we had no issues at night. There is a nice seating area out back too with private balcony and two chairs. The pool and beach are steps away so very easy to access."
Jennifer 1-night trip
Posted 2 hours ago
Chesapeake Beach Resort
Hawks Cay Resort

Hawks Cay Resort

8/10 Good
"Loved every moment"
Telena 3-night trip
Posted 3 hours ago
Hawks Cay Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Me gustaría alguna música aunque sea relajante en el área de la piscina"
Susset 3-night trip
Posted 4 hours ago
Amara Cay Resort
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"A"
Alexander 1-night trip
Posted 4 hours ago
Bayside Inn Key Largo
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"We will definitely stay here again! Beautiful property that was always clean and peaceful."
Katie 4-night trip
Posted 5 hours ago
Lime Tree Bay Resort
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Easy checkin. Good pool. Balconies overlook an inlet with docked boats. Saw a lot of fish swimming, as well as divers taking lessons."
Charles 1-night trip
Posted 5 hours ago
Waterside Suites & Marina
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

10/10 Excellent
"The place is amazing, to relax enjoy the sunset go on the beach and get on those Kaya.I really have a lot of fun here. I truly recommend this place."
milton 1-night trip
Posted 6 hours ago
The Pelican Key Largo Cottages
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent
"I loved the staff, management has done a great job! The food, the views, amazing!"
Idian 1-night trip
Posted 6 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent
"this was the nicest place i have ever stayed. the staff was so incredibly helpful and the amenities they provide are amazing. will definitely stay here again. 10/10"
Sadie 9-night trip
Posted 7 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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