Top 10 Hotels in Upper Matecumbe Key, FL from NT$2,533 - Competitive Prices

A wooden pier extending into a clear blue sea with a sandy beach in the foreground and a cloudy sky above.

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Our top choices for Upper Matecumbe Key hotels

An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.

A bar area with a wooden counter, bar stools, and potted plants.

A wooden pier leading to a beach with palm trees and a row of beach huts.

1. Islander Resort

Matecumbe

Steven

NT$6,691

NT$9,880 total

includes taxes & fees

Oct 18 - Oct 19

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

A tropical resort with a swimming pool, palm trees, and a waterfall.

A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.

A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.

2. Cheeca Lodge & Spa

Matecumbe

Morgan

NT$6,402

NT$9,554 total

includes taxes & fees

Oct 18 - Oct 19

A beach with palm trees and lounge chairs.

A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.

A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

3. Chesapeake Beach Resort

Matecumbe

Phelicia

NT$4,859

NT$7,276 total

includes taxes & fees

Oct 18 - Oct 19

A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

A hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.

An aerial view of a resort with a swimming pool, palm trees, and a dock.

A resort pool with palm trees, beach chairs, and umbrellas.

4. Amara Cay Resort

Matecumbe

Danielle

NT$4,973

NT$7,947 total

includes taxes & fees

Oct 18 - Oct 19

A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

A beachfront property with a white building, a balcony with a white railing, and palm trees.

A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.

A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.

5. La Jolla Resort

Matecumbe

Brett

NT$4,603

NT$6,084 total

includes taxes & fees

Oct 22 - Oct 23

A balcony with a view of a beach, a pool, and a thatched-roof structure.

A pool area with lounge chairs and umbrellas, surrounded by palm trees and buildings.

A beach scene with two yellow beach chairs and a person lying on one.

An aerial view of a marina with docked boats, a building with balconies, and a beach area.

6. Hadley Resort and Marina

Matecumbe

weder

NT$4,603

NT$6,228 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.

A beach with palm trees, a wooden pier, and beach chairs.

A coastal resort with a marina, clear blue water, and lush greenery.

A modern two-story beachfront property with balconies, a pool, and a sandy beach area.

7. Pines & Palms Resort

Matecumbe

Colt

NT$6,630

NT$9,232 total

includes taxes & fees

Oct 21 - Oct 22

A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

A resort with a pool surrounded by palm trees and a view of the ocean.

A beach with colorful buildings, kayaks, and lounge chairs.

A row of colorful beach huts with palm trees in the background.

8. La Siesta Resort & Villas

Matecumbe

Brianne

NT$4,973

NT$7,947 total

includes taxes & fees

Nov 15 - Nov 16

A beach with palm trees, thatched-roof huts, and lounge chairs.

A building facade with the text "Buzzy Plims" and a website address. There are two potted plants and a staircase leading up to the entrance.

A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.

A beach with thatched umbrellas, palm trees, and lounge chairs.

9. Breezy Palms Resort

Matecumbe

Gavin

NT$3,156

NT$4,064 total

includes taxes & fees

Oct 18 - Oct 19

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 resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees.

10. The Islands of Islamorada

Matecumbe

Christian

NT$16,792

NT$21,000 total

includes taxes & fees

Oct 18 - Oct 19

A beachside lounge with a wooden deck, thatched roof, and tropical plants.

A bar area with a counter, stools, and potted plants.

A resort with a central swimming pool surrounded by palm trees and a view of the ocean.

11. Bayside Villas by Islander Resort

Matecumbe

Brian

NT$8,338

NT$11,733 total

includes taxes & fees

Oct 22 - Oct 23

A beachside lounge area with sun loungers, a thatched structure, and a view of the ocean.

A spacious living area with a round dining table, a sofa, and a TV mounted on the wall.

A beach with an American flag, palm trees, and a barbecue area.

A compact, well-lit room with a bed, bedside table, and a small seating area.

12. Sands of Islamorada

Matecumbe

Nicolas

NT$6,144

NT$7,347 total

includes taxes & fees

Oct 22 - Oct 23

A view from a window overlooking a beach with palm trees and a wooden pier.

An aerial view of a resort with a swimming pool, lounge chairs, and palm trees.

13. Casa Morada

Matecumbe

David

NT$5,038

NT$6,029 total

includes taxes & fees

Oct 19 - Oct 20

A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

A resort with a pool, beach, and ocean view.

An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.

A beach with palm trees, a clear blue sky, and a calm sea.

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

Islamorada

Liosbel

NT$7,695

NT$11,009 total

includes taxes & fees

Nov 3 - Nov 4

A beach with palm trees, lounge chairs, and a clear view of the ocean.

A resort with a thatched-roof structure, palm trees, and lounge chairs on a sandy beach.

A tropical garden with palm trees, various colorful plants, and a seating area with chairs.

A hotel room with a kitchenette, two beds, a desk, a television, and a ceiling fan.

15. Hampton Inn Key Largo Manatee Bay

Key Largo

Samantha

NT$3,675

NT$4,134 total

includes taxes & fees

Oct 26 - Oct 27

A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.

A paved pathway leading to a body of water, surrounded by lush greenery and palm trees.

A resort with a pool, multiple buildings, and a waterfront view.

A modern kitchen with a built-in stove, a large island, and a view to a balcony with outdoor seating.

16. Dove Creek Resort & Marina, Trademark Collection by Wyndham

Key Largo

Omar Ahmad

NT$3,445

NT$4,896 total

includes taxes & fees

Oct 26 - Oct 27

A resort with a swimming pool, lounge chairs, and palm trees.

A spacious living area with a large island, wooden furniture, and a ceiling fan.

A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.

17. Lime Tree Bay Resort

Long Key

Katie

NT$3,984

NT$5,930 total

includes taxes & fees

Oct 18 - Oct 19

A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

A resort with thatched-roof structures, palm trees, and a sandy beach area.

A beachside resort with thatched-roof huts, palm trees, and a sandy area with rocks and wooden chairs.

A wooden deck with a thatched roof structure, wooden chairs, and a table, overlooking a tropical landscape with palm trees and a clear sky.

18. Coconut Cove Resort and Marina

Islamorada

Hailey Ritch and Patrick

NT$4,793

NT$5,392 total

includes taxes & fees

Oct 26 - Oct 27

A beach with lounge chairs, palm trees, and a view of the water.

A beachside seating area with Adirondack chairs and a table, palm trees, and a view of the ocean.

A paved pathway lined with palm trees leading to a beach area with lounge chairs and a view of the ocean.

A compact living space with a balcony, a television, and a dining area.

19. Atlantic Bay Resort

Tavernier

Annette

NT$4,003

NT$5,228 total

includes taxes & fees

Oct 25 - Oct 26

A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

A hotel room with two beds, a TV, a desk with a chair, and a balcony with a view of greenery.

A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.

Two people relaxing on sun loungers by a poolside with a view of the ocean and palm trees in the background.

20. Fisher Inn Resort & Marina

Islamorada

Siobhan

NT$4,603

NT$6,228 total

includes taxes & fees

Oct 29 - Oct 30

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Stay near popular Upper Matecumbe Key attractions

A marina with boats docked, a motel, and a cafe.

Bud n' Mary's Dive Center

8.8/10 (504 reviews)

Explore the waterfront of Bud n' Mary's Dive Center and enjoy other activities such as fishing in Islamorada. Discover the beautiful sunsets and seafood restaurants in this relaxing area.

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Florida Keys Brewing Co.

9.2/10 (520 reviews)

You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada.

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A building with a blue facade, a large mural of a diving scene, and a statue of a diver.

History of Diving Museum

9.0/10 (177 reviews)

Trace one of the world’s most astonishing watersports back through the centuries to see some of the first diving suits as you explore this interactive museum, featuring the world's largest international collection of diving artifacts.

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A stone monument with a relief sculpture, surrounded by palm trees and a clear blue sky.

Hurricane Monument

8.6/10 (250 reviews)

The memories of those lost to the 1935 Labor Day Hurricane live on at this moving tribute and burial site along the Overseas Highway.

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Islamorada Brewery & Distillery

9.4/10 (8 reviews)

You can take time to visit Islamorada Brewery & Distillery during your travels to Islamorada.

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beach near Islamorada

Why not spend a lazy afternoon at beach near Islamorada during your trip to Islamorada?

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MoradaWay Arts & Cultural District

Enjoy an outing to MoradaWay Arts & Cultural District during your stay in Islamorada.

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Lorelei Restaurant & Cabana Bar

After visiting Lorelei Restaurant & Cabana Bar, make a plan to see the other sights and activities in Islamorada.

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Learn more about Upper Matecumbe Key

Check out the local area in Upper Matecumbe Key—home to attractions like Bud n' Mary's Dive Center and Florida Keys Brewing Co..

See all hotels in Upper Matecumbe Key

A shark sculpture with a sign above it that reads "Islamorada Florida Keys".

Top Upper Matecumbe Key Hotel Reviews

Hawks Cay Resort

8/10 Good

"We love staying at Hawks Cay we have been going for years. The Property amenities are amazing. However, the Villa we stayed at (7039) was in horrible condition. Roaches in kitchen and bathroom, Shades on windows were broken in rooms. The jacuzzi outside was dirty and we were not able to use. We were extremely disappointed to have found it in that condition. I reported to the front office when we checked out. I didn't bother saying anything while there because I am pretty sure they didn't have another one available."

Hadley Resort and Marina

8/10 Good

"Lovely gem of a place and in a great location to explore either direction in the Keys! Helpful and friendly staff! I stayed in the room units closer to the road and next to the main lobby, so I can't compare them to the larger suites or ocean-view spots--which I'm guessing are fancier. The room was decently clean and comfy! Just noting (not complaining), the bathroom was tiny, but it worked fine for 1 person. Had a nice little kitchenette with a mini fridge, microwave, large sink, and coffee pod maker, so it was easy to save restaurant leftovers or keep a few groceries. There's a sweet little spot to sit in loungers or chairs at the end of the marina and soak up some ocean views (east-facing for sunrise is nice). It's just a quick walk to the backside of the property. It wasn't busy during my stay in early Oct., so it was easy to get a chair anytime, but note that there isn't space for more than a few people at a time. There are kayaks and other things you can use (I didn't have the time)."

Chesapeake Beach Resort

10/10 Excellent

"Desayuno muy bueno.Todo muy limpio"

Waterside Suites & Marina

10/10 Excellent

"Esther was really helpful. Very nice and professional. Room was spotless!! Balcony with a beautiful view."

Breezy Palms Resort

8/10 Good

"The property was clean and extremely well lit. The parking was great. The room had a full kitchen which was a huge plus. The layout of the room and the furnishings were beautiful and up to date. The room was spacious and comfortable. The staff were friendly and hospitable. I didnt pay much attention when booking but free kayaks or bikes would have been a great additional amenity. I thought it was extra convenient to have boats for rent on property. This was also an added benefit. I will definitely stay here again in the future."

Bayside Inn Key Largo

10/10 Excellent

"Fabulous resort, great arrangement with Snook bar next door. The bantams were intriguing. Room good, but, dirty pair of underpants left in a draw by a previous guest."

La Jolla Resort

10/10 Excellent

"It was quaint and right on the water"

Pines & Palms Resort

10/10 Excellent

"This was an absolute dream vacation for my husband and I. The amenities were fantastic and the property was immaculate. The staff were exceedingly concerned about our comfort and asking if we needed anything. The location couldn’t have been better. We will be back."

The Caribbean Resort

10/10 Excellent

"Muy bien todo excelente servicio"

More cheap stays in Upper Matecumbe Key

Rock Reef Resort

97850 Overseas Hwy Key Largo FL

NT$2,252

NT$2,533 total

Oct 28 - Oct 29

includes taxes & fees

9.2/10 Wonderful! (1,189 reviews)

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL

NT$2,746

NT$3,090 total

Oct 26 - Oct 27

includes taxes & fees

Breezy Palms Resort

80015 Overseas Highway Islamorada FL

NT$3,156

NT$4,064 total

Oct 18 - Oct 19

includes taxes & fees

9/10 Wonderful! (768 reviews)

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL

NT$3,675

NT$4,134 total

Oct 26 - Oct 27

includes taxes & fees

8.8/10 Excellent! (1,105 reviews)

Sunset Cove Beach Resort

MM 99.5 Key Largo FL

NT$3,764

NT$4,234 total

Oct 20 - Oct 21

includes taxes & fees

9.2/10 Wonderful! (1,000 reviews)

Creekside Inn

90611 Old Highway Tavernier FL

NT$4,425

NT$4,978 total

Nov 12 - Nov 13

includes taxes & fees

Hotels in Upper Matecumbe Key with star-rating

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Find hotels in Upper Matecumbe Key, FL from NT$2,533

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Upper Matecumbe Key

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Upper Matecumbe Key hotels

1. Islander Resort

2. Cheeca Lodge & Spa

3. Chesapeake Beach Resort

4. Amara Cay Resort

5. La Jolla Resort

6. Hadley Resort and Marina

7. Pines & Palms Resort

8. La Siesta Resort & Villas

9. Breezy Palms Resort

10. The Islands of Islamorada

11. Bayside Villas by Islander Resort

12. Sands of Islamorada

13. Casa Morada

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

15. Hampton Inn Key Largo Manatee Bay

16. Dove Creek Resort & Marina, Trademark Collection by Wyndham

17. Lime Tree Bay Resort

18. Coconut Cove Resort and Marina

19. Atlantic Bay Resort

20. Fisher Inn Resort & Marina

Stay near popular Upper Matecumbe Key attractions

Bud n' Mary's Dive Center

Florida Keys Brewing Co.

History of Diving Museum

Hurricane Monument

Islamorada Brewery & Distillery

beach near Islamorada

MoradaWay Arts & Cultural District

Lorelei Restaurant & Cabana Bar

Learn more about Upper Matecumbe Key

Top Upper Matecumbe Key Hotel Reviews

Hawks Cay Resort

Hadley Resort and Marina

Chesapeake Beach Resort

Waterside Suites & Marina

Breezy Palms Resort

Bayside Inn Key Largo

La Jolla Resort

Pines & Palms Resort

The Caribbean Resort

More cheap stays in Upper Matecumbe Key

Rock Reef Resort

The Pelican Key Largo Cottages

Breezy Palms Resort

Hampton Inn Key Largo Manatee Bay

Sunset Cove Beach Resort

Creekside Inn

Hotels in Upper Matecumbe Key with star-rating

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