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Featured Property

Our Fall Featured Properties offer flexible stays making a last-minute getaway possible. Whether you are an avid golfer or want to relax, the Hilton Head's Fall weather is perfect for both! Enjoy less crowded beaches, shops & restaurants, and experience Hilton Head Island like a local. These properties allow for different dates of arrival and departure and can work perfectly for your shorter stays. From smaller condos & villas that are more budget-oriented to large near ocean homes, these properties will be the perfect destination for your Hilton Head Island retreat this Fall. 

Displaying 1 - 12 of 102 results matching your search criteria
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26 Canvasback

4 Bedrooms
3 Baths
10 Guests
House
Near Ocean

Location

Hilton Head Island

Located 3rd row from the ocean in Sea Pines Plantation this house with a *PRIVATE HEATED POOL AND SPA is perfect for a relaxing vacation...

22 Surf Scoter

3 Bedrooms
3 Baths
6 Guests
House
Near Ocean

Location

Hilton Head Island

This 3 bedroom, 2 bath traditional Sea Pines beach home with private pool is just 3rd row from the ocean. This ranch-style home has a...

52 North Forest Beach

7 Bedrooms
8 Baths
16 Guests
House
Near Ocean

Location

Hilton Head Island

As you enter this gorgeous 7 bedroom (all bedrooms have private en-suite bathrooms), 8 bath home you are greeted with gorgeous wood floors, high ceilings,...

1691 Bluff Villa

1 Bedroom
1 Bath
4 Guests
Villa
South Beach

Location

Hilton Head Island

This one bedroom flat is spacious, brightly decorated, and conveniently located to all of the South Beach amenities, including shopping restaurants, community pool and Racquet...

69 Shell Ring

3 Bedrooms
3.5 Baths
8 Guests
House
Near Ocean

Location

Hilton Head Island

69 Shell Ring is a 3 bedroom, 3.5 custom built home located in Sea Pines Plantation. Upon entering this lovely home welcomes you with a...

898 Ketch Court

3 Bedrooms
3.5 Baths
6 Guests
Villa
Harbourtown

Location

Hilton Head Island

Wow! This gorgeous 3 bedroom, 3 ½ bath villa is located in the heart of Harbour Town. Just steps away from the world famous Harbour...

161 Mooring Buoy

5 Bedrooms
5 Baths
12 Guests
House
Near Ocean

Location

Hilton Head Island

This beautiful 5 bedroom, 5 bath Palmetto Dunes home with private *heated ts just 3rd row from the Atlantic Ocean. Newly renovated and beautifully decorated...

452 Captains Walk

5 Bedrooms
3 Baths
12 Guests
Villa
Oceanfront

Location

Hilton Head Island

What a spectacular ocean view from this 2 story penthouse (4th and 5th floor villa) 5 bedroom/3 bath corner villa!!

7 Barrier Beach

6 Bedrooms
6.5 Baths
16 Guests
House
Near Ocean

Location

Hilton Head Island

This brand new custom built 6 bedroom, 6.5 bath home with private *heated pool and spa is located in the Burke’s Beach area of Hilton...

2215 SeaCrest

3 Bedrooms
3 Baths
10 Guests
Villa
Oceanfront

Location

Hilton Head Island

This fabulous newly renovated 3 bedroom, 3 bath villa is located in building 2 on the second floor at the popular SeaCrest Resort.

2419 Villamare

2 Bedrooms
2 Baths
6 Guests
Villa
Oceanfront

Location

Hilton Head Island

Remodeled, 2 BR, 2 BA corner unit on the 4th floor of Villamare in Palmetto Dunes has views of the landscaped grounds.

9 Driftwood

4 Bedrooms
4.5 Baths
8 Guests
House
Oceanfront

Location

Hilton Head Island

Outstanding 4 bedroom, 4 bath OCEANFRONT home with PRIVATE *HEATED POOL & HOT TUB and stunning oceanfront views. The first floor encompasses the majority of...

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