4 Star Hotels in Islamorada

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Tonight
Aug 18 - Aug 19
Tomorrow
Aug 19 - Aug 20
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

5 best 4 Star Hotels in Islamorada at a glance

  1. Amara Cay Resort — 4-star hotel in Matecumbe. Guest rating: 8.8/10 — Excellent.
  2. Islander Resort — 4-star hotel in Matecumbe. Guest rating: 9.4/10 — Exceptional.
  3. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort — 4-star hotel in Islamorada. Guest rating: 9.0/10 — Wonderful.
  4. La Siesta Resort & Villas — 4-star hotel in Matecumbe. Guest rating: 8.6/10 — Excellent.
  5. The Islands of Islamorada — 4-star hotel in Matecumbe. Guest rating: 9.6/10 — Exceptional.

4 Star Hotels in Islamorada

Amara Cay Resort

Amara Cay Resort
Matecumbe
$168
$262 total
includes taxes & fees
Aug 31 - Sep 1
Amara Cay Resort

Islander Resort

Islander Resort
Matecumbe
$224
$320 total
includes taxes & fees
Aug 31 - Sep 1
Islander Resort

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
$207
$306 total
includes taxes & fees
Aug 25 - Aug 26
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
$155
$247 total
includes taxes & fees
Aug 31 - Sep 1
La Siesta Resort & Villas

The Islands of Islamorada

The Islands of Islamorada
Matecumbe
$360
$467 total
includes taxes & fees
Sep 17 - Sep 18
The Islands of Islamorada

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
$253
$340 total
includes taxes & fees
Aug 27 - Aug 28
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
$239
$324 total
includes taxes & fees
Aug 31 - Sep 1
Playa Largo Resort & Spa, Autograph Collection

Reefhouse Resort & Marina

Reefhouse Resort & Marina
Key Largo
$219
$286 total
includes taxes & fees
Aug 19 - Aug 20
Reefhouse Resort & Marina

Grassy Flats Resort & Beach Club

Grassy Flats Resort & Beach Club
Marathon
$156
$223 total
includes taxes & fees
Aug 20 - Aug 21
Grassy Flats Resort & Beach Club

Hawks Cay Resort

Hawks Cay Resort
Marathon
$194
$295 total
includes taxes & fees
Aug 24 - Aug 25
Hawks Cay Resort

Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
Marathon
$775
$934 total
includes taxes & fees
Aug 22 - Aug 23
Villas At Hawks Cay Resort
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Top neighborhoods in Islamorada

Matecumbe

Matecumbe gives you the full Florida Keys experience without trying too hard. Snorkel crystal waters at Anne's Beach, grab a cold one at Florida Keys Brewing Co, or watch fishermen haul in their catch at Bud n' Mary's. The Hurricane Monument and Indian Key Historic State Park tell stories of this laid-back paradise, while the MoradaWay Arts District adds cultural flair. Waterfront tiki bars serve fresh mahi-mahi as the sun sets over Florida Bay. Most visitors stay in charming resorts with private beaches and pools, though vacation rentals offer more space. You'll need a car to explore properly, but many resort areas are perfectly walkable.

Lower Matecumbe Beach

Lower Matecumbe Beach offers pristine Atlantic shorelines where powder-soft sand meets crystal-clear turquoise waters. Sunset Drive Beach and nearby Anne's Beach provide perfect spots for swimming and sunbathing in the shallow, calm waters. You'll discover scenic overlooks at mile markers, historic fishing piers extending into Florida Bay, and the popular Founder's Park with its recreational facilities. Waterfront seafood restaurants serve fresh mahi-mahi and key lime pie with stunning ocean views. Accommodations range from luxury beachfront resorts to intimate bed-and-breakfasts. Getting around requires a rental car, though the beachfront areas are highly walkable with bike-friendly roads.

Venetian Shores

Venetian Shores offers the Keys dream—canal-front homes with private docks where dolphins practically introduce themselves at breakfast. Spend your days boating from your backyard to snorkeling spots or fishing the flats between the Atlantic and Florida Bay. This upscale residential enclave lets you live like a local without the tourist crowds. You'll need wheels to explore nearby attractions like Founders Park and the History of Diving Museum. The neighborhood itself has no restaurants or shops—just peaceful streets lined with luxury vacation rentals featuring pools and tropical gardens. For dining out, a quick 5-10 minute drive takes you to Islamorada's waterfront eateries.

Seabreeze Trailer Park

Seabreeze Trailer Park offers a laid-back slice of Florida Keys paradise without the resort price tag. You'll get direct beach access for swimming and snorkeling in crystal-clear waters. Nearby Founders Park and Windley Key Fossil Reef Geological State Park provide perfect day trips. Rain Barrel Village offers local shopping when you need a break from all that sunshine. Seafood restaurants and waterfront dining options are just a short drive away in Islamorada. While public transit is limited, having a rental car or golf cart makes exploring the surrounding Keys a breeze. The peaceful, no-frills atmosphere makes this spot ideal for travelers seeking an authentic Keys experience on a budget.

Top landmarks in Islamorada

A sandy beach with green vegetation and a calm sea.

Anne's Beach

7.8/10 (597 reviews)
If you can't wait to get to the beach, you might enjoy a trip to Anne's Beach located 8.8 mi (14.1 km) from central Islamorada. If you want to continue walking by the waves, head to Sunset Drive Beach located nearby.
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A marina with boats docked, a motel, and a cafe.

Bud n' Mary's Dive Center

8.8/10 (504 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 family-friendly and has lots of nice beaches.
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A modern architectural structure with a white canopy, surrounded by a well-maintained grassy area and concrete pathways.

Founders Park

8.8/10 (450 reviews)
Founders Park is 4.6 mi (7.4 km) from central Islamorada, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? Want to stretch your legs some more? Head to Islamorada County Park, just a short walk away.
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A small green leaf growing on a rough, textured surface.

Windley Key Fossil Reef Geological State Park

8.8/10 (184 reviews)
Windley Key Fossil Reef Geological State Park is 2.4 mi (3.8 km) from central Islamorada, why not stop by during your stay. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches.
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Robbie’s of Islamorada

8.4/10 (15 reviews)
You can stroll along Robbie’s of Islamorada for relaxing water views when you're in Matecumbe.
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Islamorada County Park

8.8/10 (198 reviews)
Islamorada County Park is 4.5 mi (7.2 km) from central Islamorada, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? Want to stretch your legs some more? Head to Founders Park, just a short walk away.
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Islamorada Brewery & Distillery

9.4/10 (8 reviews)
Matecumbe is home to Islamorada Brewery & Distillery, so why not stop by during your stay in Islamorada.
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