Upper Matecumbe Key Hotels
Islamorada
Florida
United States of America
Hotels
Travelocity.com

Book Hotels in Upper Matecumbe Key, FL

Name: Hadley Resort and Marina
Price range: $185 total
Rating: 7.6

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Property type

Hotel

All-Inclusive Resort

Bed & breakfast

Motel

Inn

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Islamorada

Key Largo

Tavernier

Long Key

Matecumbe

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Lime Grove Estates

Wynken Blynken and Nod

Seabreeze Trailer Park

Traveler experience

Family friendly

See properties that include family essentials like in-room conveniences and activities for the kids.

Business friendly

See properties with amenities to help you work comfortably, like WiFi and breakfast.

Popular locations

Theater of the Sea

Anne's Beach

Bud n' Mary's Dive Center

Founders Park

Robbie’s of Islamorada

Islamorada County Park

Windley Key Fossil Reef Geological State Park

Florida Keys Brewing Co.

Islamorada Brewery & Distillery

Sunset Drive Beach

Keys History & Discovery Center

MoradaWay Arts & Cultural District

History of Diving Museum

Indian Key Historic State Park

Rain Barrel Village

Hurricane Monument

Matecumbe United Methodist Church

beach near Islamorada

beach near Seabreeze Trailer Park

Everglades National Park

Meal plans available

Breakfast included

Lunch included

Dinner included

All inclusive

Property amenities

Pool

Parking

Pet friendly

WiFi included

Airport shuttle included

Air conditioned

Kitchen

Washer and dryer

Hot tub

Water park

Ocean view

Spa

Casino

Electric car charging station

Gym

Cribs

Outdoor space

Restaurant

Bar

Golf course

Accessibility

Wheelchair-accessible parking

Elevator

Accessible bathroom

Roll-in shower

In-room accessibility

Service animals allowed

Stair-free path to entrance

Sign language-capable staff

Top Upper Matecumbe Key hotels

Chesapeake Beach Resort

3.5 out of 5

83409 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

$232 nightly

The price is $261 total per night from May 26 to May 27

$261 total

May 26 - May 27

Total with taxes and fees

A private beach, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind ...

Breakfast was one of the best in the world…

Reviewed on May 14, 2026

Opens in a new windowChesapeake Beach Resort

Cheeca Lodge & Spa

5 out of 5

81801 Overseas Highway, Mile Marker 82 Islamorada FL

Fully refundableReserve now, pay when you stay

$282 nightly

The price is $318 total per night from May 21 to May 22

$318 total

May 21 - May 22

Total with taxes and fees

This luxury resort features a private beach, a golf course, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...

Exelente service but the room need more clean and attention

Reviewed on May 11, 2026

Opens in a new windowCheeca Lodge & Spa

Islander Resort

4 out of 5

82100 Overseas Highway Islamorada FL

$264 nightly

The price is $297 total per night from Jun 1 to Jun 2

$297 total

Jun 1 - Jun 2

Total with taxes and fees

A private beach, 3 restaurants, and 2 outdoor pools are all featured at this hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Families ...

I think some of the outdoor cushions could be updated.

Reviewed on May 13, 2026

Opens in a new windowIslander Resort

La Jolla Resort

2.5 out of 5

82216 Overseas Highway Islamorada FL

$224 nightly

The price is $252 total per night from May 17 to May 18

$252 total

May 17 - May 18

Total with taxes and fees

A private beach and an outdoor pool are featured at this smoke-free hotel. WiFi in public areas is free. A garden, a picnic area, and concierge services are ...

For the price it could be better. Rooms close to road are load. Bathroom needs updating

Reviewed on May 10, 2026

Opens in a new windowLa Jolla Resort

Amara Cay Resort

4 out of 5

80001 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

$253 nightly

The price is $284 total per night from May 19 to May 20

$284 total

May 19 - May 20

Total with taxes and fees

A private beach, 2 restaurants, and an outdoor pool are all featured at this resort. If you want to take your pet along, this pet-friendly property offers everything ...

Beautiful location, very helpful staff and just an exquisite experience. Food was excellent. Loved every second.

Reviewed on May 13, 2026

Opens in a new windowAmara Cay Resort

3.5 out of 5

82749 Overseas Hwy Islamorada FL

$164 nightly

The price is $185 total per night from Jun 7 to Jun 8

$185 total

Jun 7 - Jun 8

Total with taxes and fees

This traditional hotel's private beach and marina are among the highlights. Enjoy a day at the beach kayaking, or relax with sun loungers. Families will appreciate ...

There’s quite a bit of variety in the accommodation choices. Whether you are on a family vacation, a boater/jet skiier, or just want to gaze at the ocean or poolside, you’ll enjoy this hotel’s location.

Reviewed on May 11, 2026

Opens in a new windowHadley Resort and Marina

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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.