A wooden bridge over water, surrounded by palm trees and outdoor seating areas.

Best Luxury Hotels in Plantation Key

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Plantation Key Luxury Hotels

Tonight
23 Aug - 24 Aug
Tomorrow
24 Aug - 25 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept

Our top choices for Plantation Key luxury hotels

1. 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.
RM602
RM972 total
includes taxes & fees
27 Aug - 28 Aug
Cheeca Lodge & Spa

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
  • Seaside elegance awaits at this Islamorada resort with 3 pools, diverse dining, and a marina.
RM837
RM1,237 total
includes taxes & fees
30 Aug - 31 Aug
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3. Islander Resort

Islander Resort
Matecumbe
  • Beachfront luxury awaits at Florida Keys haven with private shores, poolside bars, and lavish lanai rooms.
RM905
RM1,290 total
includes taxes & fees
31 Aug - 1 Sept
Islander Resort

4. Amara Cay Resort

Amara Cay Resort
Matecumbe
  • Florida Keys resort offers private beach paradise with upscale rooms, coastal activities, and luxurious relaxation.
RM679
RM1,059 total
includes taxes & fees
26 Aug - 27 Aug
Amara Cay Resort

5. 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.
RM998
RM1,345 total
includes taxes & fees
20 Sept - 21 Sept
Playa Largo Resort & Spa, Autograph Collection

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
  • Beach luxury reimagined at Key Largo resort with private sands, refreshing pools, and coastal dining.
RM1,023
RM1,374 total
includes taxes & fees
21 Sept - 22 Sept
Baker's Cay Resort Key Largo, Curio Collection by Hilton

7. Reefhouse Resort & Marina

Reefhouse Resort & Marina
Key Largo
RM884
RM1,157 total
includes taxes & fees
25 Aug - 26 Aug
Reefhouse Resort & Marina

8. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
RM624
RM998 total
includes taxes & fees
26 Aug - 27 Aug
La Siesta Resort & Villas

9. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
RM1,454
RM1,887 total
includes taxes & fees
25 Aug - 26 Aug
The Islands of Islamorada
View all properties

Top Plantation Key Hotel Reviews

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

10/10 Excellent
"Hotel, location and amenities were great, but the staff and their friendliness was the best!"
Daniela 1-night trip
Posted 3 hours ago
Hampton Inn Key Largo Manatee Bay
Islander Resort

Islander Resort

10/10 Excellent
"We had a wonderful stay at the Islander Resort in Islamorada! The property is beautiful, relaxing, and has that perfect Florida Keys atmosphere. The grounds are very well maintained, the pools are great, and the oceanfront setting makes it easy to relax and enjoy the gorgeous views. Our room was comfortable and clean, and we really enjoyed the resort amenities. The food and drinks were excellent, and it was so convenient to have everything we needed right on the property. The staff was friendly and welcoming throughout our stay. The location is also fantastic—close to some of our favorite restaurants and everything Islamorada has to offer, while still feeling peaceful and tropical once you’re at the resort. Highly recommend Squares Grouper for dinner, Green Turtle Inn for breakfast. We had such an enjoyable and relaxing getaway and would definitely stay at the Islander Resort again. Highly recommend it for anyone looking for a beautiful Keys vacation!"
Rosa 2-night trip
Posted 3 hours ago
Islander Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"The staff was excellent and the amenities were very convenient"
Jamie 2-night trip
Posted 5 hours ago
Chesapeake Beach Resort
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

10/10 Excellent
"Excellent service from the cleaning staff and reception; a wonderful place to relax and enjoy days of sun and beach. Easy access to local restaurants. We love it and will return whenever we can—thanks to the entire staff."
luis 3-night trip
Posted 5 hours ago
The Pelican Key Largo Cottages
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

10/10 Excellent
"I’d recommend getting breakfast locally instead of the resort’s breakfast. Very friendly and helpful staff."
Dareen 3-night trip
Posted 5 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"We absolutely loved the views. Watching the sunset was breath taking.."
Patricia 3-night trip
Posted 6 hours ago
Lime Tree Bay Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"The the property and location . Close to all the good restaurants. Food was delicious and room was clean and comfortable."
Krystyna 3-night trip
Posted 8 hours ago
Cheeca Lodge & Spa
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent
"Excellent room clean and staff was wonderful pool was perfect and water temp was cool for how warm it is"
Robert 2-night trip
Posted 1 day ago
Playa Largo Resort & Spa, Autograph Collection
Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG

10/10 Excellent
"Excellent property all the way around. Will be returning next year for sure!!"
Michael 5-night trip
Posted 2 days ago
Holiday Inn Key Largo by IHG

Explore a world of travel with Expedia