Find hotels near Sunset Drive Beach, Islamorada from ₩263,443

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 prices for these dates

Tonight
Dec 19 - Dec 20
Tomorrow
Dec 20 - Dec 21
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Sunset Drive Beach hotels

Exterior
Lime Tree Bay Resort

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
9.2 km from Sunset Drive Beach
9.2 out of 10, Wonderful, (1118)
"Great place "
United States
Oscar
Lime Tree Bay Resort
Exterior
Breezy Palms Resort

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe, 9.2 km from Sunset Drive Beach
8.8 out of 10, Excellent, (586)
"we stayed in the beach front cottage kitchen was stocked room was clean and the views were great friendly staff "
United States
Terry
The price is ₩166,141
₩263,443 total
includes taxes & fees
Dec 21 - Dec 22
Breezy Palms Resort
Suite, 1 King Bed with Sofa bed, Kitchenette, Oceanfront | Terrace/patio
Sands of Islamorada

Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe, 9.2 km from Sunset Drive Beach
8.8 out of 10, Excellent, (392)
"The rooms were recently remodeled and very nice. People are really nice."
United States
Tammie
The price is ₩273,217
₩327,314 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Sands of Islamorada
Exterior
Amara Cay Resort

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe, 9.1 km from Sunset Drive Beach
8.8 out of 10, Excellent, (1268)
"Friendly staff and beautiful property !"
United States
ron
The price is ₩347,774
₩489,241 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Amara Cay Resort
Exterior
Pines & Palms Resort

Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe, 9.7 km from Sunset Drive Beach
9.2 out of 10, Wonderful, (1003)
"Staff are excellent, resort has been recently upgraded. Best describe his quaint, comfortable and cozy."
Canada
scott
Pines & Palms Resort
Outdoor pool, sun loungers
La Siesta Resort & Villas

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe, 9.7 km from Sunset Drive Beach
8.8 out of 10, Excellent, (1000)
"Great stay and beautiful space"
United States
Amir
The price is ₩307,915
₩444,400 total
includes taxes & fees
Jan 14 - Jan 15, 2026
La Siesta Resort & Villas
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe, 14.9 km from Sunset Drive Beach
9.2 out of 10, Wonderful, (1597)
"The entire resort was wonderful."
Canada
Mat
The price is ₩279,091
₩397,016 total
includes taxes & fees
Dec 22 - Dec 23
Chesapeake Beach Resort
Private beach, fishing
La Jolla Resort

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe, 12.9 km from Sunset Drive Beach
9.0 out of 10, Wonderful, (1000)
"Great stay. Friendly staff, great accommodations, very nice complex. "
United States
Shela
La Jolla Resort
Exterior
Islander Resort

Islander Resort

Islander Resort
4.0 star property
Matecumbe, 12.6 km from Sunset Drive Beach
9.2 out of 10, Wonderful, (1006)
"The resort was perfect Everyone from checking in and during our stay could not have been nicer and helpful"
United States
Theresa
The price is ₩413,518
₩564,895 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Islander Resort
Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe, 11.9 km from Sunset Drive Beach
9.2 out of 10, Wonderful, (1270)
"It was awesome, great service, staff members are helpful, clean and tidy room with excellent views!"
United States
Sami
The price is ₩736,948
₩937,076 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Cheeca Lodge & Spa
Beach nearby, white sand, sun loungers, beach umbrellas
Casa Morada

Casa Morada

Casa Morada
3.5 star property
Matecumbe, 12.7 km from Sunset Drive Beach
9.4 out of 10, Exceptional, (414)
"always a pleasant stay."
United States
robert
The price is ₩687,843
₩889,889 total
includes taxes & fees
Dec 23 - Dec 24
Casa Morada
View from property
Edgewater Lodge

Edgewater Lodge

Edgewater Lodge
2.5 star property
13.1 km from Sunset Drive Beach
8.6 out of 10, Excellent, (800)
"Room was clean. Bathroom was modern. Beds are soft, but comfortable. Check-in was efficient. Beach access was disappointing as there was no direct access from our room. Priced affordably."
United States
Lisa Marie
The price is ₩330,962
₩372,343 total
includes taxes & fees
Dec 20 - Dec 21
Edgewater Lodge
Restaurant
Bayside Villas by Islander Resort

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe, 11 km from Sunset Drive Beach
8.8 out of 10, Excellent, (401)
"Beautiful stay!!!"
United States
Lakyne
The price is ₩463,612
₩621,250 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Bayside Villas by Islander Resort
Classic Room, Patio, Garden View | Terrace/patio
The Ocean View Inn & Pub

The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
16.5 km from Sunset Drive Beach
9.4 out of 10, Exceptional, (9)
"Awesome place to stay, restaurant and bar attached, outside bar and dining area overlooking the bay. Pool also very nice. "
United States
Rick
The price is ₩305,826
₩344,047 total
includes taxes & fees
Dec 23 - Dec 24
The Ocean View Inn & Pub
Exterior
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
16.7 km from Sunset Drive Beach
9.0 out of 10, Wonderful, (151)
"Great place to stay! Clean, great location and great customer service. Very easy to check in, front desk was so sweet! Highly recommended!!! Had a great experience overall"
United States
Elaysi
The price is ₩317,548
₩357,241 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Coconut Cove Resort and Marina
Private beach, sun loungers, beach towels, scuba diving
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
15.8 km from Sunset Drive Beach
9.0 out of 10, Wonderful, (116)
"Beautiful place to stay"
United States
Jonathan
The price is ₩450,661
₩605,027 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Exterior
Ragged Edge Resort & Marina

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
19.5 km from Sunset Drive Beach
9.4 out of 10, Exceptional, (205)
"Clean room, beautiful pool and quiet!"
United States
Robert
The price is ₩518,374
₩583,170 total
includes taxes & fees
Dec 25 - Dec 26
Ragged Edge Resort & Marina
Dock
Hadley Resort and Marina

Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe, 13.4 km from Sunset Drive Beach
7.6 out of 10, Good, (1000)
"Comfortable stay. Great location. "
United States
Anand
The price is ₩219,637
₩295,282 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hadley Resort and Marina
25-inch flat-screen TV with digital channels, TV
Treasure Harbor

Treasure Harbor

Treasure Harbor
3.0 star property
19.6 km from Sunset Drive Beach
9.0 out of 10, Wonderful, (117)
"I am obsessed with tiny houses and this one floats! It was so relaxing to sit on the deck and enjoy the view. The bed was very comfy and the gentle motion of the water put me right to sleep. The staff are friendly and helpful. Islamorada is beautiful and fun to explore."
United States
Mary
Treasure Harbor
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor

Drop Anchor

Drop Anchor
3.0 star property
17.2 km from Sunset Drive Beach
8.8 out of 10, Excellent, (1001)
"Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! "
United States
Laura
The price is ₩194,198
₩270,163 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Drop Anchor
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 Sunset Drive Beach Hotel Reviews

Matecumbe Resort

Matecumbe Resort

10/10 Excellent
"Matecumbe Resort is a nice old school but very up-to-date place to stay. They have everything you need. The pool is awesome. The marina for parking your boat a boat ramp. Everybody there was very nice and the place is well-maintained. And you can see they’re constantly doing upgrades. "
Roland 4-night trip
Posted 1 month ago
Matecumbe Resort
Topsider Resort

Topsider Resort

10/10 Excellent
"Unbelievable place with fish swimming near docs. Very comfortable places to stay and very friendly people all around."
sal 4-night trip
Posted 3 months ago
Topsider Resort

Hotels near other Sunset Drive Beach attractions

Anne's Beach by roadside in Florida Keys by Route 1 Overseas Highway, Shutterstock ID 123071230, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mixed Bud

Anne's Beach

3.8/5 (228 reviews)
If a restful vacation is part of your travel plans, Anne's Beach might be the perfect place to seek out during your trip to Islamorada.
See properties
3/4 of a mile paddle from islamorada. There are still ruins and one grave with historic markers from the early settlements of Indians, spanish and american ship wreckers. The island is accessible by paddling or boat.
Photo by RVOutlawz
Open Photo by RVOutlawz

Indian Key Historic State Park

You can take time to visit Indian Key Historic State Park during your travels to Islamorada. Stroll along the seaside or discover the beautiful sunsets in this relaxing area.
See properties

Frequently asked questions

What's the area like around Sunset Drive Beach?
Sunset Drive Beach is located in Islamorada. If you're looking for a convenient place to stay, check out the 151 hotels and other accommodations you'll find within a mile.
What's the best place to stay near Sunset Drive Beach?
Topsider Resort is one of the top choices for your stay based on our traveler data, and this condo offers a marina and a private beach. It's located 1.2 mi (1.9 km) from Sunset Drive Beach.
How many hotels are there near Sunset Drive Beach?
Expedia has 151 hotels and other accommodations within a mile from Sunset Drive Beach.
If I need to cancel the hotel reservation for my stay near Sunset Drive Beach, will I receive a refund?
Yes, you'll find most hotel reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within 24 hours of your booking. Add your dates and click on "Search", then filter by "fully refundable" to review the top deals on offer near Sunset Drive Beach.
Where can I learn more about changing or cancelling my trip in the area near Sunset Drive Beach?
For more details about updating your stay near Sunset Drive Beach or cancelling it, head over to our customer service page.
What can I see and do near Sunset Drive Beach?
Explore nature at Anne's Beach and Fiesta Key. If you're looking for something to do, plan a visit to Robbie's of Islamorada, Indian Key Historic State Park, and San Pedro Underwater Archaeological Preserve State Park while you're in the area. Spend some time checking out Bud n' Mary's Dive Center, which is 5.4 mi (8.8 km) from Sunset Drive Beach, or make a stop by Long Key State Park, located 6.4 mi (10.3 km) away.