Best Summerland Key Hotels in 2026 from HK$890 - Fully Refundable Options

A coastal road with a beach on one side and a marina with boats on the other.

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Go beyond your typical stay in Summerland Key

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Our top choices for Summerland Key hotels

A white building with a covered patio area, surrounded by palm trees and a view of the ocean.

A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.

A dining area with a table and chairs, a ceiling fan, a television, and a window with a view of the outdoors.

A sunset view with a thatched structure and a palm tree by a calm body of water.

1. Parmer's Resort

Summerland Key

John

HK$793

HK$1,148 total

includes taxes & fees

31 Aug - 1 Sept

A waterfront building with a flat roof, large windows, and a balcony.

A reception area with a wooden sculpture, a reception desk, a computer, and a television.

A beachside dining area with thatched umbrellas, white plastic chairs, and tables.

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

2. Sugar Loaf Lodge

Summerland Key

Marjorie

HK$933

HK$1,049 total

includes taxes & fees

30 Aug - 31 Aug

A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.

A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.

A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.

A canal with boats docked on both sides, surrounded by lush greenery and trees.

3. Looe Key Reef Resort

Summerland Key

Elizabeth

HK$791

HK$890 total

includes taxes & fees

2 Sept - 3 Sept

A wooden deck with a hanging hammock and a view of a green landscape.

A spacious living area with a kitchen island, a staircase, and large windows offering a view of the outdoors.

A spacious living room with a large flat-screen TV, a white sofa, two round coffee tables, and a dining area with a glass table and wicker chairs.

A large, single-story house with a flat roof, elevated on stilts, surrounded by lush greenery and a dirt path.

4. Starlight Serenity - Hideaway w Stunning Views

Summerland Key

max

HK$1,834

HK$4,779 total

includes taxes & fees

30 Aug - 31 Aug

A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.

A bedroom with a large bed, a ceiling fan, and a balcony with a view of greenery.

A residential property with a swimming pool, a covered patio, and a view of the ocean.

A concrete pathway flanked by lush green foliage, leading to a shaded area.

5. Atlantic View Luxury Villa with Pool

Summerland Key

Preetam

HK$4,056

HK$7,650 total

includes taxes & fees

19 Sept - 20 Sept

A cozy room with a brown leather sofa, a white table, and a ceiling fan.

A floating houseboat with a covered deck and seating area, docked at a marina.

A white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.

A row of houseboats docked at a marina with clear reflections in the water.

6. Old Wooden Bridge Resort and Marina

Punta Brisa

Lisa

HK$705

HK$1,896 total

includes taxes & fees

1 Sept - 2 Sept

A dining table with plates of food, a drink, and a view of a pool and palm trees.

A person standing by a window overlooking a beach with palm trees and the ocean.

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

A beach with a palm tree and two chairs.

7. Margaritaville Beach House Key West

Key West

TRICIA LYNN

HK$1,395

HK$2,061 total

includes taxes & fees

9 Sept - 10 Sept

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.

A hotel room with a balcony, a bed, a desk, and two chairs.

A bar area with a thatched roof, wooden chairs, and a poolside view.

8. Hampton Inn Key West FL

Key West

Christopher Lynn

HK$1,090

HK$1,226 total

includes taxes & fees

30 Aug - 31 Aug

An aerial view of a resort with a central pool, multiple buildings, and a beach area with sun loungers.

A bar area with wooden chairs, a bar counter, and a variety of bottles and glasses.

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

A beach scene with two white chairs, a hammock, and palm trees.

9. Isla Bella Beach Resort & Spa

Marathon

Christopher

HK$1,545

HK$2,205 total

includes taxes & fees

30 Aug - 31 Aug

Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.

A spacious living area with a large window, a dining table, and comfortable seating.

A wooden deck with two wooden chairs and a small table, surrounded by white railings and palm trees.

A two-story building with a balcony, arched windows, and a green roof.

10. Hyatt Vacation Club at Beach House, Key West

Key West

Kailey

HK$1,744

HK$2,315 total

includes taxes & fees

19 Sept - 20 Sept

A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

A modern restaurant with a wooden counter, seating area, and large windows.

A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.

A hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.

11. Courtyard by Marriott Key West Waterfront

Northside Resort

Everton

HK$1,246

HK$1,402 total

includes taxes & fees

30 Aug - 31 Aug

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

An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.

A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.

12. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

New Town

Fernando

HK$882

HK$1,213 total

includes taxes & fees

2 Sept - 3 Sept

A marina with numerous boats docked, a swimming pool, and palm trees.

A clear view of turquoise ocean water and a blue sky with clouds.

A hotel room with a balcony overlooking a marina and the ocean.

13. Hilton Key West Resort & Marina

Stock Island

Linda

HK$893

HK$1,474 total

includes taxes & fees

7 Sept - 8 Sept

A hotel with a large pool, multiple balconies, and palm trees.

A couple holding hands in a tropical setting with palm trees and greenery.

A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.

14. Blue Flamingo Resort Key West

New Town

Sabrina

HK$910

HK$1,465 total

includes taxes & fees

30 Aug - 31 Aug

A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

A beach volleyball court with a net, surrounded by palm trees and a hotel in the background.

A swimming pool surrounded by palm trees and lounge chairs, with a clear view of the ocean in the background.

A resort with a well-maintained lawn, palm trees, a pool area, and a view of the ocean.

15. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Mauricio

HK$1,490

HK$2,029 total

includes taxes & fees

22 Sept - 23 Sept

A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

A pool area with blue lounge chairs, a hot tub, and a covered seating area.

A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.

16. Ibis Bay Beach Resort

Northside Resort

Roland

HK$842

HK$1,200 total

includes taxes & fees

30 Aug - 31 Aug

A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean at dusk.

A hotel room with two beds, a balcony with a view of the ocean, and a large wave painting on the wall.

A multi-story hotel with balconies and a well-lit entrance.

17. The Laureate Key West

New Town

Jayce

HK$1,246

HK$1,623 total

includes taxes & fees

30 Aug - 31 Aug

A balcony with wicker furniture, a view of the sea, and a spiral staircase.

A beach with palm trees, clear blue water, and a pier extending into the sea.

A spacious lobby with a marble floor, leather sofas, and large potted plants.

A modern dining area with a glass table, four chairs, and a ceiling fan.

18. Beachside Resort & Residences

Key West

JOSEPH

HK$757

HK$1,601 total

includes taxes & fees

31 Aug - 1 Sept

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

A marina with boats docked, a building with multiple floors, and palm trees in the background.

A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

An outdoor seating area with tables and chairs, overlooking a marina with boats.

19. The Perry Hotel & Marina Key West

Stock Island

Boyan

HK$1,145

HK$1,772 total

includes taxes & fees

21 Sept - 22 Sept

A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.

A hotel with a central courtyard, palm trees, and a fountain.

A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.

An outdoor patio with tables and chairs, umbrellas, and palm trees.

20. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Jose

HK$893

HK$1,270 total

includes taxes & fees

7 Sept - 8 Sept

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Where to stay in Summerland Key

Find the best Summerland Key areas for the activities you enjoy most.

A calm lake with several white birds, including herons and pelicans, on the water's edge.

A beach with dead trees and a calm sea at sunset.

Cutthroat Harbor Estates

Cutthroat Harbour Estates offers a tranquil slice of Florida Keys living with private boat docks and crystal-clear waters. This residential waterfront area provides an authentic escape from tourist crowds. Homes on stilts with weathered wood docks create a classic Keys atmosphere. The neighborhood's canals connect directly to the Gulf, making it perfect for fishing and boating enthusiasts. Gentle waves lap against private docks while tropical birds call at dawn. Nearby Venture Out Keys and Summerland Key provide dining options and additional sights.

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A waterfront property with a pool, palm trees, and a building with a white roof.

A coastal property with a white and yellow house, surrounded by palm trees and a rocky shoreline.

A waterfront property with multiple houses, palm trees, and a calm sea.

A boat docked near a waterfront with a house and palm trees in the background.

A waterfront with a pier, calm water, and houses with palm trees in the background.

Sugarloaf Shores

Sugarloaf Shores offers a tranquil escape on the Florida Keys waterfront. Private homes line peaceful canals where turquoise waters invite fishing, kayaking, and boating adventures. This residential haven sits away from tourist crowds yet provides easy access to stunning ocean views. The neighborhood's charm lies in its authentic Keys lifestyle with homes on stilts and tropical landscaping. Nearby Sugarloaf Beach and Lower Sugarloaf Sound provide perfect spots for swimming and snorkelling. Visitors appreciate the quiet streets for evening strolls and stargazing.

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Boat traveling under the Seven Mile Bridge, Florida Keys, USA

Cudjoe Gardens

Cudjoe Gardens offers a peaceful waterfront retreat in the Florida Keys. This quiet residential haven features canal-front properties with private docks for easy boat access. Travellers can enjoy fishing, wildlife watching, and stargazing from their holiday rentals. The neighborhood's tropical charm comes alive with pastel homes on stilts surrounded by palm trees and native plants. A hire car is essential for exploring nearby Summerland Key attractions and dining options. Water enthusiasts will appreciate direct canal access to open waters and nearby beaches.

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Aerial view of scenic coastal road with turquoise water and bridge, Summerland Key, Florida, United States.

Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Florida Keys Beaches.

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An aerial view of a coastal area with a long bridge connecting two landmasses, clear turquoise waters, and a clear blue sky with scattered clouds.

Breezeswept Beach Estates

Escape to the peaceful shores of Breezeswept Beach Estates on Summerland Key. This residential haven offers private waterfront properties with boat docks and direct access to crystal-clear Florida waters. The neighborhood's charm lies in its quiet streets lined with pastel homes and tropical landscaping. Outdoor enthusiasts will love exploring nearby Newfound Harbour Keys by kayak or boat. Fish in the shallow waters, spot native birds, or simply relax under swaying palms. With minimal commercialization and abundant natural beauty, this peaceful retreat captures authentic Keys living without the tourist crowds.

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Stay near popular Summerland Key attractions

Sugarloaf Beach

8.4/10 (38 reviews)

This secluded private beach on Sugarloaf Key offers a tranquil escape from the busier Florida Keys shorelines. Guests enjoy pristine views and peaceful sunbathing in a natural, amenity-light setting.

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Upper Sugarloaf Key

8.6/10 (54 reviews)

Upper Sugarloaf Key serves as a gateway to the Great White Heron National Wildlife Refuge with pristine waters. Kayak through mangroves at dawn to spot diverse bird species in this tranquil Florida Keys ecosystem.

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Pye Key

This unspoiled island near Summerland Key offers pristine waters for snorkelling and marine life observation. Bring supplies and reef-safe sun cream for your half-day adventure in this natural Florida Keys sanctuary.

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Upper Sugarloaf Sound

9.2/10 (17 reviews)

Glide through Upper Sugarloaf Sound's tranquil waters surrounded by vibrant mangroves and diverse birdlife. Kayak or paddleboard this peaceful Florida Keys retreat to experience nature at its most serene.

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Venture Key

This private Florida Keys community offers waterfront holiday rentals with direct access to pristine boating waters. Enjoy the heated pool and tennis courts before setting out from the marina for a day of fishing.

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Crab Key

Crab Key is a private residential island off Summerland Key in the Florida Keys with no public access. This exclusive enclave remains one of the few truly private islands in the Keys.

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Squirrel Key

Commune with nature and explore the great outdoors at Squirrel Key during your travels in Summerland Key.

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Boondocks Grille & Draft House

Boondocks Grille & Draft House is just one of the places to see in Summerland Key, so why not enjoy the other things to explore during your travels?

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Learn more about Summerland Key

Snorkel the vibrant coral reefs at Looe Key, where rangers can direct you to spots with fewer boats. Rent kayaks to explore the mangrove trails, then ask locals about their favourite seafood shacks serving fresh-caught Keys lobster.

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A long bridge over turquoise waters with clear skies.

Top Summerland Key Hotel Reviews

Looe Key Reef Resort

10/10 Excellent

"Everything was great! Staff was very friendly! Easy check in and check out."

Springs Venture Out Dolphin House #386 with beautiful open water views

10/10 Excellent

"A/C was ice cold. Anytime we needed anything the hot was easy to get a hold of."

Parmer's Resort

10/10 Excellent

"Though it's an older property that does not take away from the fact the rooms are clean, the views amazing and staff wonderful. If you are looking to relax and enjoy the Florida Keys laid back style then this is the place to stay. Great for singles, couples and families. Close to Key West too."

Sugar Loaf Lodge

10/10 Excellent

"Me gustaría más opciones como un regular desayuno"

Waterfront 2BR, Dock,Golf Cart, trailer parking,Open Water Views Venture Out 320

10/10 Excellent

"Perfect house for a couples getaway or a small family. Really convenient to just park your boat right outside the back in the canal. Air-conditioning was very good, and the property was very clean. Mel, the host, was easy to communicate with and very accommodating."

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

10/10 Excellent

"Great place and great location!"

Cudjoe Cottages, swimming pool, just 20 miles from Key West

10/10 Excellent

"The property and the stay was amazing as always"

Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

10/10 Excellent

"We really enjoyed the privacy and safety of the community. We arrived a little early and were able to gain early access. That was not expected. Then we met Julie, who hand delivered us a delicious key-lime pie! Julie was great throughout our whole stay and accommodated all our needs well beyond our expectations. The place was clean, and the kitchen was loaded with everything you would need to prepare dinner/drinks at home. The bikes were a treat. We used them to roam around or when the kids wanted to fish/swim. The balcony is beautiful with a nice sunrise view. The only suggestion i would make is if your'e bringing more then one vehicle, figure out the overflow parking before hand. There is a one vehicle limit that got a bit confusing in the later hours."

Cottage with Pool and Dockage, just minutes to Key West

10/10 Excellent

"This location is very convenient for me as my family lives 5 miles from this place. Very clean and the host works well with the customer."