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

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Check availability on Sugarloaf Key Golf Hotels

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Our top choices for Sugarloaf Key hotels with a golf course

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

1. Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views
Summerland Key
United States
Tom H.
£477
includes taxes & fees
27 Oct - 28 Oct
Starlight Serenity - Hideaway with Stunning Views
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A waterfront hotel with a pool, palm trees, and a wooden dock.
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.

2. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Eric A
£147
includes taxes & fees
25 Oct - 26 Oct
Hilton Key West Resort & Marina
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A resort with a swimming pool, beach area, and marina.
Outdoor dining
A coastal residential area with houses, a marina, and a flag.

3. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Cudjoe Key
United States
Elena S.
£316
includes taxes & fees
18 Oct - 19 Oct
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.
A large swimming pool with lounge chairs and palm trees.
Sports facility
A modern living room with a sectional sofa, a small round table, and a potted plant.

4. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
United States
Eli
£111
includes taxes & fees
28 Oct - 29 Oct
Hilton Garden Inn Key West / The Keys Collection
A red golf cart parked in front of a white building with a hedge and palm trees in the background.
A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.
A hotel room with a sofa, a small table, a coffee table, a balcony with chairs, and a painting on the wall.
A modern bathroom with a shower, a sink, and a mirror.

5. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Nancy
£126
includes taxes & fees
25 Oct - 26 Oct
DoubleTree Resort by Hilton Grand Key - Key West
Pool
Sports court
A kitchen with white cabinets, a stove, and a dining area with chairs and a table.
Beach

6. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Cudjoe Key
United States
Cheryl V.
£335
includes taxes & fees
2 Nov - 3 Nov
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
A poolside area with two covered seating areas labeled "Sugarloaf" and "Boca Grande," surrounded by palm trees and a clear blue pool.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.
A modern office space with a reception desk, computer, and seating area.
An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.

7. 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
Brian
£127
includes taxes & fees
25 Oct - 26 Oct
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A waterfront property with a covered porch, a boat dock, and a clear sky.
A spacious living area with a ceiling fan, a television, and a seating area with a sofa and chairs.
A kitchen with white cabinets, stainless steel appliances, and a wooden ceiling.
A covered balcony with a table and chairs, a grill, and a boat docked nearby.

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

SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
United States
Mckayla S.
£322
includes taxes & fees
19 Oct - 20 Oct
SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A balcony with wicker furniture, a view of the sea, and a spiral staircase.
A balcony with wicker furniture, a red chair, and a lamp.
A balcony with wicker furniture, a view of the water, and a railing.
A room with two blue cushioned chairs, a small round table, and a large window with a view of palm trees and the sea.

9. Beachside Resort & Residences

Beachside Resort & Residences
Key West
United States
Deana
£171
includes taxes & fees
28 Oct - 29 Oct
Beachside Resort & Residences
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A beach with palm trees, a sandy shore, and a calm sea under a clear sky.
A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.
A covered deck with white railings and blue Adirondack chairs overlooking a river with palm trees.

10. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
£172
includes taxes & fees
29 Oct - 30 Oct
Parrot Key Hotel & Villas
View all properties

Top Sugarloaf Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"👍"
Peter 1-night trip
Posted 4 hours ago
Southernmost Beach Resort and Guesthouses
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"This resort has everything with the best hospitality! I highly recommend this resort for anyone that wants to enjoy Key West with total relaxation! 😎"
Nikki 5-night trip
Posted 8 hours ago
Pier House Resort & Spa
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

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

10/10 Excellent
"Unable to understand with the staff on my arrival. It was so frustrating!! Other than that nice atmosphere."
Brigida 2-night trip
Posted 1 day ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"We were very happy with how nice, clean and comfortable our 1 bedroom was. The staff was very helpful via text messages for anything we needed like coffee. The pool was clean and well kept. The shuttle bus to Duval street was a very pleasant surprise and the drivers were really prompt."
Rebecca 3-night trip
Posted 1 day ago
Beachside Resort & Residences
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Great property"
Charlene 3-night trip
Posted 2 days ago
Casa Marina Key West, Curio Collection by Hilton

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