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8 Old Military Road, Hilton Head Island image
8 Old Military Road, Hilton Head Island $1,625,000

Located within the coveted Heritage Woods neighborhood of Sea Pines Resort, this classic three bedroom, three bath home represents a dynamic real estate opportunity. Thi...

  • 3 Beds
  • 3 Baths
  • 2,431 SqFt.
  • HILTONHEAD-512571 MLS
Courtesy of The Hilton Head Agency

Listing courtesy of The Hilton Head Agency.

21 Ribaut Drive, Hilton Head Island image
21 Ribaut Drive, Hilton Head Island $1,600,000

Welcome home to 21 Ribaut Dr. on Hilton Head Plantations prestigious Ribaut Island in a private gate with 63 homesites. Take advantage and enjoy the private amenities of...

  • 4 Beds
  • 5 Baths
  • 3,505 SqFt.
  • HILTONHEAD-512875 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

5 Honey Hill Court, Hilton Head Island image
5 Honey Hill Court, Hilton Head Island $1,199,000

Beautifully updated and completely turnkey, 5 Honey Hill Court offers exceptional one-level living in Long Cove Club with 4 bedrooms, 3 baths, generous gathering spaces, ...

  • 4 Beds
  • 3 Baths
  • 3,031 SqFt.
  • HILTONHEAD-512399 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

56 Sussex Lane, Hilton Head Island image
56 Sussex Lane, Hilton Head Island $1,295,000

Discover the outdoor lifestyle that draws so many to Hilton Head at 56 Sussex Lane, where privacy, tranquility, and resort-style living come together. Enjoy your own priv...

  • 4 Beds
  • 4 Baths
  • 2,672 SqFt.
  • HILTONHEAD-512804 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

52 Stable Gate Road, Hilton Head Island image
52 Stable Gate Road, Hilton Head Island $610,000

Completely updated inside and out, this charming coastal cottage with golf view at 52 Stable Gate offers move-in-ready, single-story living in sought-after Moss Creek. Mo...

  • 2 Beds
  • 2 Baths
  • 1,371 SqFt.
  • HILTONHEAD-512852 MLS
Courtesy of ERA Wilder Realty, Inc - Bluffton

Listing courtesy of ERA Wilder Realty, Inc - Bluffton.

15 Wagon Road, Hilton Head Island image
15 Wagon Road, Hilton Head Island $2,200,000

Beautifully renovated and fully updated 4 bed/3 bath home just minutes from the beach! This stunning property has been thoughtfully transformed from top to bottom, offeri...

  • 4 Beds
  • 3 Baths
  • 2,484 SqFt.
  • HILTONHEAD-512850 MLS
Courtesy of Sea Pines Real Estate South Beach

Listing courtesy of Sea Pines Real Estate South Beach.

28 Oyster Bay Place, Hilton Head Island image
28 Oyster Bay Place, Hilton Head Island $824,999

Here's the perfect opportunity to create your forever home in Hilton Head Plantation. This home is located on one of the best streets in HHP because it's light, bright an...

  • 3 Beds
  • 2 Baths
  • 1,853 SqFt.
  • HILTONHEAD-512421 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty.

55 Santa Maria Drive, Hilton Head Island image
55 Santa Maria Drive, Hilton Head Island $1,249,000

Set right along the 18th fairway of the Country Club of Hilton Head, 55 Santa Maria Drive delivers the double fairway view that makes a golf course home worth having. The...

  • 4 Beds
  • 5 Baths
  • 3,048 SqFt.
  • HILTONHEAD-512841 MLS
Courtesy of Sea Pines Real Estate - Beach Club

Listing courtesy of Sea Pines Real Estate - Beach Club.

6 Cassina Lane, Hilton Head Island image
6 Cassina Lane, Hilton Head Island $2,100,000

This fully furnished third-row ocean home is ideally located a short distance from the beach via a dedicated path through a winding grove of trees. Situated in the highly...

  • 4 Beds
  • 5 Baths
  • 2,256 SqFt.
  • HILTONHEAD-512797 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty.

7 Mcguire Court, Hilton Head Island image
7 Mcguire Court, Hilton Head Island $990,000

Welcome to 7 McGuire - the epitome of Hilton Head Island living. Perfectly situated on a quiet cul-de-sac in the Palmetto Hall community, this Lowcountry-inspired residen...

  • 3 Beds
  • 3 Baths
  • 2,350 SqFt.
  • HILTONHEAD-512751 MLS
Courtesy of Hilton Head Properties

Listing courtesy of Hilton Head Properties.

21 Acorn Lane, Hilton Head Island image
21 Acorn Lane, Hilton Head Island $619,900

Nestled in the sought after Club Course neighborhood of Sea Pines, 21 Acorn Lane offers an exciting opportunity to create your ideal Lowcountry retreat. This 3 bedroom, 2...

  • 3 Beds
  • 2 Baths
  • 1,636 SqFt.
  • HILTONHEAD-512809 MLS
Courtesy of Sea Pines Real Estate - The Cottage Group, LLC

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

18 Spinnaker Court, Hilton Head Island image
18 Spinnaker Court, Hilton Head Island $1,325,000

Exceptional Harbour Town location in the heart of Sea Pines! 18 Spinnaker Court is a spacious 3-bedroom, 3.5-bath townhome offering more than 2,300 square feet, multiple ...

  • 3 Beds
  • 4 Baths
  • 2,343 SqFt.
  • HILTONHEAD-512807 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

32 Savannah Trail, Hilton Head Island image
32 Savannah Trail, Hilton Head Island $850,000

Welcome to 32 Savannah Trail, an incredible opportunity to create your own Lowcountry retreat in the highly desirable Hilton Head Plantation. Located on the north end of ...

  • 3 Beds
  • 3 Baths
  • 2,645 SqFt.
  • HILTONHEAD-512783 MLS
Courtesy of Maxey Blackstream Christie's International Real Estate

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

42 Wax Myrtle Court, Hilton Head Island image
42 Wax Myrtle Court, Hilton Head Island $729,000

A GEM! Fabulous, spacious and wonderfully upgraded with such a clever use of space! Four bedrooms OR 3 with study/office, delightful kitchen with a WOW (who knew) butler...

  • 4 Beds
  • 3 Baths
  • 2,065 SqFt.
  • HILTONHEAD-512779 MLS
Courtesy of Renew Realty, LLC

Listing courtesy of Renew Realty, LLC.

150 Otter Road, Hilton Head Island image
150 Otter Road, Hilton Head Island $950,000

Don't miss this rare 4-bedroom home in the quiet Club Course section of Sea Pines, ideally positioned along the par-5 2nd hole of the Sea Pines Country Club golf course. ...

  • 4 Beds
  • 3 Baths
  • 2,201 SqFt.
  • HILTONHEAD-512744 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

68 Timber Lane, Hilton Head Island image
68 Timber Lane, Hilton Head Island $835,000

Welcome to this beautifully maintained 3-bedroom, 3-bath single-level home in desirable Moss Creek! Designed for effortless one-level living, this spacious home offers an...

  • 3 Beds
  • 3 Baths
  • 2,280 SqFt.
  • HILTONHEAD-512734 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

5 Possum Lane, Hilton Head Island image
5 Possum Lane, Hilton Head Island $849,000

Fantastic opportunity to own a spacious, single-level 3-bedroom, 2-bath home in a peaceful Club Course setting! Offering just under 1,600 square feet, this home features ...

  • 3 Beds
  • 2 Baths
  • 1,590 SqFt.
  • HILTONHEAD-512728 MLS
Courtesy of DOT REAL ESTATE

Listing courtesy of DOT REAL ESTATE.

46 Barony Lane, Hilton Head Island image
46 Barony Lane, Hilton Head Island $1,300,000

Enter through the private gate and natural canopy of majestic oaks to the oceanfront enclave of historic Port Royal Plantation. Tucked back and set on over 1/2 an acre, ...

  • 3 Beds
  • 3 Baths
  • 2,354 SqFt.
  • HILTONHEAD-512318 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

15 Dewberry Lane, Hilton Head Island image
15 Dewberry Lane, Hilton Head Island $1,495,000

Some homes give you a place to stay in Sea Pines. 15 Dewberry gives you a reason to stay in. This five-bedroom home in Greenwood Forest pairs the Sea Pines lifestyle with...

  • 5 Beds
  • 3 Baths
  • 2,504 SqFt.
  • HILTONHEAD-512460 MLS
Courtesy of Luxury Homes of Hilton Head

Listing courtesy of Luxury Homes of Hilton Head.

19 Dewberry Lane, Hilton Head Island image
19 Dewberry Lane, Hilton Head Island $1,450,000

Sparkling fresh and move-in-ready! This four-bedroom, three-bath home is ideally located in Greenwood Forest. Just minutes from the beach and walking distance to the sho...

  • 4 Beds
  • 3 Baths
  • 2,002 SqFt.
  • HILTONHEAD-512678 MLS
Courtesy of BESTNEST By Beverly Serral

Listing courtesy of BESTNEST By Beverly Serral.

70 Deerfield Road, Hilton Head Island image
70 Deerfield Road, Hilton Head Island $2,195,000

Rarely does a home combine views this dramatic with privacy this complete. Set on an oversized, beautifully landscaped homesite at the end of a quiet cul-de-sac, 70 Deerf...

  • 4 Beds
  • 5 Baths
  • 4,199 SqFt.
  • HILTONHEAD-512563 MLS
Courtesy of AIM Real Estate Sales

Listing courtesy of AIM Real Estate Sales.

2017 Deer Island Road, Hilton Head Island image
2017 Deer Island Road, Hilton Head Island $797,000

Rare opportunity to create your own Lowcountry retreat on Deer Island with expansive deep water views of the Calibogue Sound. Ready for a new vision, 2017 Deer Island off...

  • 1 Beds
  • 2 Baths
  • 816 SqFt.
  • HILTONHEAD-512659 MLS
Courtesy of Sea Pines Real Estate - The Cottage Group, LLC

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

15 Peninsula Drive, Hilton Head Island image
15 Peninsula Drive, Hilton Head Island $1,395,000

Fabulous Opportunity in Moss Creek Awaits! This custom built, one-owner, 4 bedroom/4.5 bath home with office boasts never ending panoramic marsh and sunset views situate...

  • 4 Beds
  • 5 Baths
  • 4,200 SqFt.
  • HILTONHEAD-512634 MLS
Courtesy of Dunes Real Estate

Listing courtesy of Dunes Real Estate.

25 Honey Locust Circle, Hilton Head Island image
25 Honey Locust Circle, Hilton Head Island $674,900

Welcome to this great island home in Hickory Forest, located in HIlton Head Plantation, one of Hilton Head Island's most desirable residential communities. This house is...

  • 4 Beds
  • 3 Baths
  • 1,846 SqFt.
  • HILTONHEAD-512599 MLS
Courtesy of ERA Wilder Realty, Inc

Listing courtesy of ERA Wilder Realty, Inc.

16 Sandhill Crane Road, Hilton Head Island image
16 Sandhill Crane Road, Hilton Head Island $3,125,000

Third-row Ocean home on one of the most desirable homesites in Sea Pines. Situated on a rare 100' x 160' corner lot, this oversized property offers an uncommon sense of s...

  • 4 Beds
  • 4 Baths
  • 2,522 SqFt.
  • HILTONHEAD-512045 MLS
Courtesy of Sea Pines Real Estate - Beach Club

Listing courtesy of Sea Pines Real Estate - Beach Club.

8 Cougar Run, Hilton Head Island image
8 Cougar Run, Hilton Head Island $864,958

Situated on a quiet cul-de-sac with a peninsula-like setting and beautiful long lagoon views, this custom home offers an exceptional opportunity to create something truly...

  • 3 Beds
  • 3 Baths
  • 2,588 SqFt.
  • HILTONHEAD-512467 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

19 Wisteria Lane, Hilton Head Island image
19 Wisteria Lane, Hilton Head Island $2,349,000

One of the finest homes in Greenwood Forest, 19 Wisteria Lane offers a rare combination of newer construction, exceptional updates, and generous living space in the heart...

  • 5 Beds
  • 4 Baths
  • 3,424 SqFt.
  • HILTONHEAD-512304 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

29 Cat Brier Lane, Hilton Head Island image
29 Cat Brier Lane, Hilton Head Island $1,059,000

Beautifully renovated from top to bottom! Arrive home to your circular driveway with Savannah Gray brick walkways and front porch, fresh hard coat stucco exterior, new do...

  • 3 Beds
  • 3 Baths
  • 2,430 SqFt.
  • HILTONHEAD-511987 MLS
Courtesy of Realty One Group - Lowcountry

Listing courtesy of Realty One Group - Lowcountry.

9 Shadewood Lane, Hilton Head Island image
9 Shadewood Lane, Hilton Head Island $1,187,500 ▼

Over $60K Price improvement! Nestled within the prestigious Hilton Head Plantation, this beautifully remodeled 3-bedroom, 2.5-bath home blends Lowcountry charm with moder...

  • 3 Beds
  • 3 Baths
  • 2,832 SqFt.
  • HILTONHEAD-512235 MLS
Courtesy of RE/MAX Island Realty

Listing courtesy of RE/MAX Island Realty.

9 Seaside Sparrow Road, Hilton Head Island image
9 Seaside Sparrow Road, Hilton Head Island $785,000

New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home by Pacaso. Seaside stands on Seaside Sparrow Road in Hilton Head Island, a recen...

  • 6 Beds
  • 8 Baths
  • 4,622 SqFt.
  • HILTONHEAD-512378 MLS
Courtesy of William Raveis - Carolina LLC

Listing courtesy of William Raveis - Carolina LLC.

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We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.

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