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

Sugarloaf Key Hotel Guide - Hotels with WiFi in Sugarloaf Key, Summerland Key

  • 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 availability on Sugarloaf Key Hotels with WiFi

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Sugarloaf Key hotels with wifi

A waterfront building with a flat roof, large windows, and a balcony.
A beachside dining area with thatched umbrellas, white plastic chairs, and tables.
A swimming pool with a surrounding deck, palm trees, and lounge chairs.
A reception area with a wooden sculpture, a reception desk, a computer, and a television.

1. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
United States
Mariia
€120
includes taxes & fees
26 Oct - 27 Oct
Sugar Loaf Lodge
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 flat-screen TV, a sofa, a dining table, and large windows offering a view of greenery.
Water Views

2. Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views
Summerland Key
United States
Tom H.
€537
includes taxes & fees
27 Oct - 28 Oct
Starlight Serenity - Hideaway with Stunning Views
A wooden deck with a hanging hammock and a view of a green landscape.
A modern kitchen with a large island, bar stools, and a dining area with a round table and chairs.
A spacious living area with a kitchen island, a staircase, and large windows offering a view of the outdoors.
A two-story house with a balcony and a staircase leading to the upper level.

3. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
Summerland Key
United States
max
€583
includes taxes & fees
27 Oct - 28 Oct
Starlight Serenity - Hideaway w Stunning Views
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
A dining area with a table and chairs, a ceiling fan, a television, and a window with a view of the outdoors.
A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.
A sunset view with a thatched structure and a palm tree by a calm body of water.

4. Parmer's Resort

Parmer's Resort
Summerland Key
United States
Mireya
€164
includes taxes & fees
1 Nov - 2 Nov
Parmer's Resort
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.

5. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
United States
Stephen
€146
includes taxes & fees
26 Oct - 27 Oct
Looe Key Reef Resort
A marina with boats docked, a pool area, and a building with a white facade.
A clear view of turquoise ocean water and a blue sky with clouds.
A poolside dining area with round tables, chairs, and a pool in the background.
Restaurant

6. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Eric A
€169
includes taxes & fees
28 Oct - 29 Oct
Hilton Key West Resort & Marina
A swimming pool with lounge chairs and palm trees.
A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.
Sports facility

7. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
United States
Darlene
€136
includes taxes & fees
29 Oct - 30 Oct
Hilton Garden Inn Key West / The Keys Collection
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A modern kitchen with a marble island, wooden cabinets, and pendant lighting.
A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.
A bar area with a thatched roof, wooden chairs, and a poolside view.

8. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
United States
Heylin
€130
includes taxes & fees
26 Oct - 27 Oct
Hampton Inn Key West FL
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.
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 hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
United States
Jacob
€135
includes taxes & fees
1 Nov - 2 Nov
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.
A beach with a thatched-roof hut, palm trees, and a pebbled walkway leading to the water.
A marina with RVs docked along a waterway, surrounded by palm trees and buildings.
A marina with boats docked, a white building with a covered deck, and palm trees.

10. SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
United States
Blue Mountain Footwear F.
€440
includes taxes & fees
16 Nov - 17 Nov
SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
View all properties

Top Sugarloaf Key Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Excellent service… enjoyed our stay"
Tabitha 5-night trip
Posted less than an hour ago
Blue Flamingo Resort Key West
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

8/10 Good
"Property is just a short walk to Duval Street. Grounds are very nice with lush vegetation and palm trees. There are 3 pools. They are small but very well maintained. Outside bar is near one pool."
James 3-night trip
Posted 1 hour ago
Winslow's Bungalows - Key West Historic Inns
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"Awesome"
Rich 3-night trip
Posted 15 hours ago
Hilton Key West Resort & Marina
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Amazing cute property. Beach lounge, pool, restaurant on site. Close to shopping center."
Jessica 2-night trip
Posted 17 hours ago
Ibis Bay Beach Resort
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Exelente servicio"
Tania 4-night trip
Posted 21 hours ago
Southernmost Beach Resort and Guesthouses
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"The property is beautiful and well kept . Pool awesome and shuttles to airport and old town ! Rooms comfortable and roomy!"
Shari 3-night trip
Posted 23 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

8/10 Good
"Wonderfully situated & quiet suite on United. Cleaning could have been better if more attention had been paid. Warm & hot water took forever. Shower could be much better if it had an attached hose for all around water. Water pressure sucked! Maudia (check in person) was excellent. Kitchen staff appeared angry & was less than helpful. Pool surroundings not kept up. Temperatures of both hot tub & pools were good."
L Kaye 3-night trip
Posted 1 day ago
The Southernmost Inn - Adults Only
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"This was a VERY clean property. Literally bleach cleaned OUTSIDE to keep bugs and critters at bay, and very well maintained grounds. The sand along the water front was groomed daily! The onsite eatery was under reconstruction and they had a pop up option in the grounds poolside, in addition to a food truck in the front parking area. It was pretty convenient. Cleaning was every other day, and fresh towels were offered daily. Loved the serenity, the water views and being off of Duval. Will be back again."
Michelle 5-night trip
Posted 1 day ago
Parrot Key Hotel & Villas

Explore a world of travel with Expedia