Photo by Cameron Abbott

Hotels in Upper Matecumbe Key

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Jan 20 - Jan 21
Tomorrow
Jan 21 - Jan 22
This weekend
Jan 23 - Jan 25
Next weekend
Jan 30 - Feb 1

Where to stay in Upper Matecumbe Key?

House, 3 Bedrooms, Ocean View, Oceanfront | Lanai
La Jolla Resort
La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Serene oceanfront escape with a private beach and outdoor pool in Islamorada.
La Jolla Resort
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,641 reviews)
  • cleanliness
    Escape to a peaceful ocean retreat with breathtaking sunset views in Islamorada.
The price is CNY1,317
CNY1,873 total
includes taxes & fees
Jan 29 - Jan 30
Chesapeake Beach Resort
Outdoor pool, free cabanas
Sunset Inn
Sunset Inn
3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,001 reviews)
  • cleanliness
    Secluded tropical haven with free bikes for exploring Islamorada's treasures.
The price is CNY1,202
CNY1,430 total
includes taxes & fees
Jan 27 - Jan 28
Sunset Inn
Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room
Amara Cay Resort
Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,266 reviews)
The price is CNY1,501
CNY2,198 total
includes taxes & fees
Jan 22 - Jan 23
Amara Cay Resort
Balcony view
Hadley Resort and Marina
Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,001 reviews)
The price is CNY1,220
CNY1,599 total
includes taxes & fees
Jan 22 - Jan 23
Hadley Resort and Marina
Balcony
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,294 reviews)
The price is CNY2,082
CNY2,852 total
includes taxes & fees
Jan 21 - Jan 22
Cheeca Lodge & Spa
Exterior
Casa Morada
Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (419 reviews)
  • cleanliness
    Florida Keys retreat with complimentary bikes and bayfront relaxation.
The price is CNY3,243
CNY4,196 total
includes taxes & fees
Jan 21 - Jan 22
Casa Morada
Exterior
Breezy Palms Resort
Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (614 reviews)
  • cleanliness
    Coastal hideaway with marina access just steps from Breezy Palms Beach.
The price is CNY1,310
CNY1,835 total
includes taxes & fees
Jan 27 - Jan 28
Breezy Palms Resort
Exterior
Islander Resort
Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,008 reviews)
The price is CNY2,231
CNY2,980 total
includes taxes & fees
Jan 29 - Jan 30
Islander Resort
Beach umbrellas, beach towels
Sands of Islamorada
Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (394 reviews)
The price is CNY1,226
CNY1,473 total
includes taxes & fees
Jan 21 - Jan 22
Sands of Islamorada
Oceanfront Three Bedroom Villa | Premium bedding, individually decorated, individually furnished
Pines & Palms Resort
Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Private beachfront escape with a marina and outdoor pool in Islamorada.
Pines & Palms Resort
Restaurant
Bayside Villas by Islander Resort
Bayside Villas by Islander Resort
3.5 star property
Matecumbe
8.8 out of 10, Excellent, (406 reviews)
The price is CNY2,457
CNY3,234 total
includes taxes & fees
Jan 26 - Jan 27
Bayside Villas by Islander Resort
On the beach, sun loungers, beach umbrellas, beach towels
The Islands of Islamorada
The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (70 reviews)
  • cleanliness
    Escape to Islamorada's waterfront villas with dual pools and a rejuvenating hot tub.
The price is CNY4,241
CNY5,155 total
includes taxes & fees
Jan 21 - Jan 22
The Islands of Islamorada
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe
La Siesta Resort & Villas
La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Spacious keys escape with marina access and attentive staff at your service.
The price is CNY2,158
CNY2,937 total
includes taxes & fees
Jan 22 - Jan 23
La Siesta Resort & Villas
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Unwind at this oceanfront Art Deco gem with free kayaking and bicycles.
The price is CNY1,095
CNY1,475 total
includes taxes & fees
Jan 27 - Jan 28
Drop Anchor
Exterior
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,009 reviews)
  • cleanliness
    Oceanfront retreat in Islamorada boasts art deco charm and complimentary kayaking.
The price is CNY1,342
CNY1,737 total
includes taxes & fees
Jan 27 - Jan 28
Fisher Inn Resort & Marina
Exterior
Coconut Cove Resort and Marina
Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (170 reviews)
  • cleanliness
    Sunny Islamorada beach escape with marina access and complimentary breakfast.
The price is CNY1,686
CNY1,897 total
includes taxes & fees
Jan 21 - Jan 22
Coconut Cove Resort and Marina
25-inch flat-screen TV with digital channels, TV
Treasure Harbor
Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (124 reviews)
  • cleanliness
    Oceanfront Florida Keys escape with on-site dock and pool for tropical getaways.
Treasure Harbor
Classic Room, Patio, Garden View | Free WiFi
The Ocean View Inn & Pub
The Ocean View Inn & Pub
2.0 star property
Islamorada
8.6 out of 10, Excellent, (14 reviews)
  • cleanliness
    Experience paradise at oceanfront hotel with restaurant in laid-back Islamorada.
The price is CNY1,694
CNY1,905 total
includes taxes & fees
Jan 29 - Jan 30
The Ocean View Inn & Pub
In-room safe, individually decorated, individually furnished
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (133 reviews)
  • cleanliness
    Oceanfront paradise with marina access and 3 outdoor pools to explore.
The price is CNY2,127
CNY2,856 total
includes taxes & fees
Jan 28 - Jan 29
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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.
View all properties

Get last-minute hotel deals in Upper Matecumbe Key and save more

Sign in to unlock great savings.
Showing deals for:Jan 20 - Jan 21
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,641 reviews)
We have 1 left at
The price is CNY2,309
per night
CNY2,989 total
includes taxes & fees
Chesapeake Beach Resort
Showing deals for:Jan 21 - Jan 22
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,641 reviews)
We have 2 left at
The price is CNY2,309
per night
CNY2,989 total
includes taxes & fees
Chesapeake Beach Resort
Showing deals for:Jan 30 - Feb 1
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,641 reviews)
We have 1 left at
The price is CNY2,574
per night
CNY6,574 total
includes taxes & fees
Chesapeake Beach Resort

Check out pet-friendly hotels in Upper Matecumbe Key

Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1641)
The price is CNY1,317
CNY1,873 total
includes taxes & fees
Jan 29 - Jan 30
Chesapeake Beach Resort
View all properties

You may also like hotels with an ocean view in Upper Matecumbe Key

Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1641)
The price is CNY1,317
CNY1,873 total
includes taxes & fees
Jan 29 - Jan 30
Chesapeake Beach Resort
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.
View all properties

Top landmarks in South Florida

Islamorada_BudnMarysDiveCenter_6069243-0004

Bud n' Mary's Dive Center

4.4/5 (265 reviews)
You can stroll along Bud n' Mary's Dive Center for relaxing water views when you're in Matecumbe. Hotels.com travelers also say the area is relaxing and has lots of nice beaches. Islamorada has other activities you might want to enjoy such as Everglades National Park.
See properties
Florida Keys Brewing Co. showing signage

Florida Keys Brewing Co.

4.6/5 (152 reviews)
Matecumbe is home to Florida Keys Brewing Co., so why not stop by during your stay in Islamorada. Islamorada has other activities you might want to enjoy such as Everglades National Park.
See properties

Learn more about Upper Matecumbe Key

Upper Matecumbe Key is applauded for its cultural attractions such as MoradaWay Arts & Cultural District and History of Diving Museum.

See all hotels in Upper Matecumbe Key
Islamorada Florida. Beautiful Beach and Amazing Fishing. What else can you ask for.
Photo by Cameron Abbott
Open Photo by Cameron Abbott

Check out reviews of Upper Matecumbe Key hotels guests love

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Everything was perfect Awesome place. Just a little bit noisy in the ice area early in the morning. And a lot of noise from the second floor. "
Maria 1-night trip
Posted 2 days ago
Chesapeake Beach Resort

Frequently asked questions

Why should I book my Upper Matecumbe Key accommodation with Hotels.com?
There are lots of reasons to book your Upper Matecumbe Key trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.