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 modern kitchen with a central island, bar stools, and a dining area with a round table.
Water Views
A spacious living room with a flat-screen TV, a sofa, a dining table, and large windows offering a view of greenery.

1. Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views
Summerland Key
United States
Tom H.
SAR 856
SAR 2,379 total
includes taxes & fees
27 Oct - 28 Oct
Starlight Serenity - Hideaway with Stunning Views
A poolside area with two covered seating areas labeled "Sugarloaf" and "Boca Grande," surrounded by palm trees and a clear blue pool.
A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.
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.

2. 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
SAR 469
SAR 634 total
includes taxes & fees
25 Oct - 26 Oct
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A marina with numerous boats docked, a swimming pool, and palm trees.
A waterfront hotel with a pool, palm trees, and a wooden dock.
A hotel room with a large bed, a view of the ocean, a balcony with a chair, and a painting of coconuts.

3. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Eric A
SAR 459
SAR 735 total
includes taxes & fees
27 Oct - 28 Oct
Hilton Key West Resort & Marina
A red golf cart parked in front of a white building with a hedge and palm trees in the background.
A modern bathroom with a shower, a sink, and a mirror.
A balcony with a view of a pool area, palm trees, and outdoor seating.
A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.

4. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Nancy
SAR 447
SAR 630 total
includes taxes & fees
25 Oct - 26 Oct
DoubleTree Resort by Hilton Grand Key - Key West
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A room with a sliding glass door, a small table with a 'WELCOME' sign, a refrigerator, and a wicker chair.
A coastal residential area with houses, a marina, and a flag.
Outdoor dining

5. 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.
SAR 469
SAR 1,566 total
includes taxes & fees
27 Oct - 28 Oct
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
A covered outdoor seating area with white chairs and tables, overlooking turquoise waters and distant islands.
A waterfront property with a boat dock, a covered outdoor seating area, and a two-story building with balconies.
A resort with a swimming pool, beach area, and marina.
A spacious living room with a large TV, comfortable seating, a wooden cabinet, and a view of the sea through large windows.

6. Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool

Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
Cudjoe Key
United States
Jaret R.
SAR 1,478
SAR 2,817 total
includes taxes & fees
18 Oct - 19 Oct
Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
A row of mobile homes with palm trees in front, a clear sky, and a paved driveway.
A resort with a swimming pool, beach area, and marina.
Outdoor dining
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

7. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Cudjoe Key
United States
Tammy G.
SAR 749
SAR 1,903 total
includes taxes & fees
31 Oct - 1 Nov
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
A turquoise RV with a white roof parked on a gravel driveway, surrounded by palm trees and a small patio area with chairs.
A coastal residential area with houses, a marina, and a flag.
A living room with a sofa, armchair, TV, and a view of the outdoors.
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

8. Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
Cudjoe Key
United States
Alisa M.
SAR 788
SAR 1,951 total
includes taxes & fees
17 Nov - 18 Nov
Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
A residential building with a balcony, a pool, and a clear blue sky.
A resort with a swimming pool, beach area, and marina.
A beachside area with palm trees, picnic tables, and a view of the sea.
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

9. 2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.

2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.
Cudjoe Key
SAR 847
SAR 2,025 total
includes taxes & fees
18 Oct - 19 Oct
2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.
Pool
Outdoor dining
Sport court
Beach

10. 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.
SAR 591
SAR 1,726 total
includes taxes & fees
2 Nov - 3 Nov
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
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Top Sugarloaf Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"👍"
Peter 1-night trip
Posted 10 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 15 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 2 days ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
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