Find hotels in Sugarloaf Key, FL from ₩231,050

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Our top choices for Sugarloaf Key hotels

Exterior
Sugar Loaf Lodge

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1005)
"Great place to stary. Staff was very nice."
United States
norka
The price is ₩205,371
₩231,050 total
includes taxes & fees
Dec 22 - Dec 23
Sugar Loaf Lodge
House | 2 bedrooms, Internet
Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is ₩636,542
₩1,209,777 total
includes taxes & fees
Dec 22 - Dec 23
Starlight Serenity - Hideaway w Stunning Views
Karaoke room
Looe Key Reef Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.4 out of 10, Good, (1001)
"Was nice roo.s and close to my charter boat captain "
United States
Nicholas
Looe Key Reef Resort
Exterior
Parmer's Resort

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1004)
"Beautiful and relaxing "
United States
Michael
The price is ₩284,565
₩368,346 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Parmer's Resort
Private beach, scuba diving, sailing, kayaking
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (1005)
This resort offers a serene retreat with ocean adventures like scuba diving, sailing, and kayaking right on site. Enjoy local cuisine at Four Marlins or relax by the outdoor pool. The full-service spa provides rejuvenating deep-tissue massages after exploring nearby South Beach.
"Great view, amazing room and friendly staff"
United States
Kristine
The price is ₩483,405
₩632,479 total
includes taxes & fees
Jan 13 - Jan 14, 2026
The Reach Key West, Curio Collection by Hilton
Suite, 1 King Bed, Lanai, Oceanfront | View from room
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (477)
Unwind at this historic Key West resort featuring 2 outdoor pools and a private beach with spectacular sunset views. Just minutes from Duval Street and South Beach, enjoy beach massages, volleyball, and cold drinks at the beach bar after exploring local attractions.
"Clean, great staff and location."
United States
Vincent
The price is ₩530,419
₩685,371 total
includes taxes & fees
Dec 22 - Dec 23
Casa Marina Key West, Curio Collection by Hilton
Front of property - evening/night
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1025)
Steps from Mallory Square in Key West, this resort offers a refreshing outdoor pool with poolside bar. Unwind with a massage or explore the full-service marina. The 3 bars and on-site restaurant keep you fueled between adventures on nearby Duval Street.
"Our stay was great!"
United States
Richard
The price is ₩589,519
₩721,400 total
includes taxes & fees
Dec 22 - Dec 23
Opal Key Resort & Marina, Key West
Outdoor pool, sun loungers
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1006)
Located just minutes from Duval Street and Mallory Square, this coastal retreat offers breathtaking ocean views. Relax at the outdoor pool, enjoy treatments at the spa, or dine at 2 restaurants with 3 bars to choose from. Guest reviews praise the helpful staff and prime location.
"Clean and spacious room, staff "
United States
Parikshit
The price is ₩768,236
₩978,964 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Ocean Key Resort - A Noble House Resort
2 outdoor pools, sun loungers
Santa Maria Suites

Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1000)
Just 5 minutes from Duval Street and Florida Keys Beaches, this resort offers 2 outdoor pools and poolside bar. Milagro restaurant serves dinner after a workout in the fitness center. In-room washers/dryers and sofa beds add convenience near Southernmost Point.
"Awesome place we loved it"
United States
Josh
The price is ₩781,592
₩979,022 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Santa Maria Suites
Studio, Ocean View | Beach/ocean view
Coconut Beach Resort

Coconut Beach Resort

Coconut Beach Resort
2.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (146)
Stroll to Duval Street and Florida Keys Beaches from this resort with a refreshing outdoor pool and relaxing hot tub. Just 5 minutes from Hemingway Home and Southernmost Point, enjoy free WiFi and parking while basking in warm hospitality.
"Delightful beachfront property. Time share units, well maintained. "
United States
Darlene
Coconut Beach Resort
1 Bedroom Aqualodge # 6 Tarpon | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (279)
Immerse yourself in the Florida Keys at this cottage resort with a full-service marina. Enjoy kayaking, outdoor pool, and nearby Bahia Honda State Park. Each accommodation includes a microwave, refrigerator, flat-screen TV and free WiFi.
"We loved it here. So beautiful and quiet."
United Kingdom
Mark
Old Wooden Bridge Resort and Marina
Outdoor pool
The Key West Hotel

The Key West Hotel

The Key West Hotel
2.5 star property
Key West Historic District
9.2 out of 10, Wonderful, (514)
"location was great nice bar party vibe"
United States
Robert Howard
The price is ₩512,043
₩657,310 total
includes taxes & fees
Dec 22 - Dec 23
The Key West Hotel
Front of property
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (170)
Float away in Key West on this marina houseboat, where complimentary WiFi and parking enhance your stay. Enjoy kayaking and snorkeling right onsite while Duval Street and Smathers Beach are just a short drive away.
"Location , staff , and aqua lodge were perfect."
United States
William
The price is ₩344,403
₩635,118 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Aqua Lodges at Hurricane Hole Marina
Couples treatment rooms, facials, massages
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (2934)
Immerse in oceanfront luxury at this Key West retreat. Sip drinks by 3 pools, unwind with massages at the spa, or practice yoga on the beach. The beachfront café serves American cuisine, while Duval Street's attractions remain moments away.
"Great stay with an actual beach which is rare in Key West. "
United States
Robert
The price is ₩414,377
₩574,222 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Southernmost Beach Resort and Guesthouses
Exterior
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1002)
Luxuriate in this Key West harbor haven, just a 10-minute walk from Duval Street and Florida Keys Beaches. Enjoy 3 inviting outdoor pools, grab refreshing drinks at the poolside bar, and maintain fitness routines at the onsite gym.
"Fantastic staff, great breakfast"
United States
Kelly
The price is ₩497,656
₩652,945 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Marker Key West Harbor Resort
Exterior
The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Key West Historic District
9.0 out of 10, Wonderful, (344)
"Great spot!"
United States
Elizabeth
The price is ₩456,544
₩513,612 total
includes taxes & fees
Dec 23 - Dec 24
The Saint Hotel Key West, Autograph Collection, Adult Only
Premium bedding, iron/ironing board, free WiFi, bed sheets
Weatherstation Inn

Weatherstation Inn

Weatherstation Inn
2.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (995)
"Wonderful property safe neighborhood convenient to all activities would stay here again."
United States
William
The price is ₩441,770
₩496,991 total
includes taxes & fees
Dec 22 - Dec 23
Weatherstation Inn
Front of property
Key West Villas

Key West Villas

Key West Villas
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (247)
Soak in the island atmosphere at this walkable hotel with an inviting outdoor pool and welcoming bar. Enjoy complimentary breakfast and WiFi while exploring nearby attractions. The friendly staff ensures a memorable stay in this prime Key West location.
"Awsome staff great location "
United States
Jeffrey
Key West Villas
Interior entrance
Wicker Guesthouse

Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1008)
Feel the spirit of Key West at this charming guesthouse with an outdoor pool and bar. Located only 5 minutes from Duval Street and Hemingway's Museum, guests love the free breakfast and convenient parking. Airport is just 9 minutes away.
"Clean rooms, wonderful staff, good breakfast"
United States
Shelley
Wicker Guesthouse
Audubon Room - Adult Exclusive | Terrace/patio
The Mermaid & Alligator

The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (275)
Just 10 minutes from Duval Street and Hemingway's Home, this charming guesthouse offers a refreshing outdoor pool and complimentary full breakfast. Guests love the helpful staff and convenient location, with Florida Keys beaches within walking distance.
"Great place"
United States
Carol A
The Mermaid & Alligator
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.
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Stay near popular South Florida attractions

Sugarloaf Beach

3.6/5 (7 reviews)
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
See properties

Upper Sugarloaf Key

4.1/5 (37 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
See properties

Learn more about Sugarloaf Key

Kayak through mangrove tunnels and spot colorful fish in the crystal-clear waters surrounding this laid-back island. Unwind on Sugarloaf Beach's white sands or explore Upper Sugarloaf Sound, where local boaters know the best snorkeling spots.

See all hotels in Sugarloaf Key
Sugarloaf Shores which includes a bay or harbor and a house

Top Sugarloaf Key Hotel Reviews

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"Enjoyed stay, friendly staff and good shuttle bus"
Abdul 4-night trip
Posted 8 hours ago
Havana Cabana at Key West

More cheap stays in Sugarloaf Key

Sugar Loaf Lodge

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL
The price is ₩205,371 per night from Dec 22 to Dec 23
₩205,371
₩231,050 total
Dec 22 - Dec 23
includes taxes & fees
8/10 Very Good! (999 reviews)

Hotels in Sugarloaf Key with star-rating