SCLowcountryRealEstate.com
  • Home
  • Get Home Valuation
  • Advanced Search
  • Mortgage Calculators
  • Meet Carl
  • Blog
  • Contact Me
  • Specialties
  • Moving Here
Login
843.247.9373

Sign in to your account

Need to reset your phone number?

Don't have an account with us?

Click here to sign up.

Search Hilton Head Island Real Estate Listings

TO
Advanced Search

Address Search

Hilton Head Island SC Real Estate and Homes for Sale

Hilton Head Island is one of the most recognized coastal communities in the South Carolina Lowcountry, known for its beaches, golf communities, bike paths, restaurants, boating access, and resort-style living. But buying on Hilton Head is not just about finding a pretty home near the beach. Buyers also need to understand community rules, rental restrictions, insurance costs, flood zones, regime fees, property taxes, and long-term ownership costs.

If you are considering a primary home, second home, investment property, villa, condo, or single-family home on Hilton Head Island, the key is knowing which areas fit how you actually want to use the property.

Hilton Head Island Homes, Villas, Condos, and Townhomes for Sale

Current Hilton Head Island listings are shown below this guide. As you compare properties, pay close attention to location, community rules, regime fees, rental restrictions, age of major systems, flood zone, insurance considerations, and whether the property fits how you actually want to use it.

Note: Listing data may occasionally include fractional ownership, interval ownership, or equity-share properties if they were entered into MLS under a broader residential category. If you are looking for full-ownership homes, villas, condos, or townhomes, I can help you sort through the details before you spend time on the wrong property.

Is Hilton Head Island a Good Fit for You?

Hilton Head Island can be an excellent fit for buyers who want beach access, golf, boating, biking, restaurants, natural beauty, and a more established coastal setting. It may not be the best fit for every buyer, especially if you want newer construction, lower HOA costs, larger lots, or fewer community and rental restrictions.

The Island is highly location-sensitive. A home in Sea Pines, Palmetto Dunes, Hilton Head Plantation, Shipyard, Forest Beach, Port Royal, Wexford, or Long Cove can offer a very different ownership experience. That is why I usually recommend buyers compare lifestyle, costs, and rules before falling in love with one property.

Types of Properties on Hilton Head Island

Single-Family Homes

Hilton Head Island has single-family homes in gated communities, golf communities, beach-oriented neighborhoods, waterfront settings, and more residential areas. Buyers should compare lot size, age of construction, insurance costs, flood exposure, community fees, and renovation needs.

Villas and Condos

Villas and condos are common on Hilton Head Island, especially near the beach, golf, tennis, pickleball, and resort areas. They can work well for second-home buyers and some rental-focused buyers, but regime fees, insurance coverage, rental rules, building condition, and special assessments matter.

Townhomes

Townhomes can offer a middle ground between single-family homes and condos. They may provide more space and privacy than a villa while still having some exterior maintenance handled through an association or regime.

Popular Hilton Head Island Communities and Areas

  • Sea Pines
  • Palmetto Dunes
  • Hilton Head Plantation
  • Shipyard
  • Port Royal
  • Wexford
  • Long Cove
  • Forest Beach 
  • Indigo Run
  • Windmill Harbour
  • Moss Creek
  • Spanish Well
  • Palmetto Hall

What Buyers Should Understand Before Buying on Hilton Head Island

HOA, POA, and Regime Fees

Many Hilton Head Island properties have community fees, POA fees, HOA fees, or regime fees. These can vary significantly depending on whether the property is a single-family home, villa, condo, gated community property, or resort-oriented property. I also maintain a separate Hilton Head HOA fees and transfer fees guide to help buyers compare community-level costs before getting too far into the process.

Insurance and Flood Considerations

Insurance is a major part of the ownership conversation on Hilton Head Island. Buyers should review hazard insurance, wind and hail coverage, flood insurance, elevation, building age, roof age, plumbing, and prior updates before assuming the monthly cost will be simple.

Short-Term Rental Rules

Some Hilton Head Island properties may allow short-term rentals, while others restrict or prohibit them. Rental rules can vary by community, building, regime, and town rules. If rental income matters to your purchase, this needs to be verified before you write an offer.

Primary Residence vs. Second Home Taxes

South Carolina property taxes are different for primary residences and second homes. Buyers should understand the difference between the 4 percent primary residence assessment ratio and the 6 percent second-home or investment-property assessment ratio before estimating ownership costs.

Hilton Head Island vs. Bluffton, Beaufort, and Hardeeville

Hilton Head Island is usually the better fit for buyers who want beach access, established resort communities, bike paths, golf, restaurants, and a coastal island setting. Bluffton may offer more newer construction, larger home options, and easier access to the mainland. Beaufort has a different historic coastal feel, and Hardeeville often appeals to buyers comparing value, newer development, and access to Savannah.

The right choice depends on whether you prioritize beach proximity, home size, newer construction, community amenities, rental flexibility, golf, boating, or overall ownership cost.

Hilton Head Island Real Estate FAQs

Is Hilton Head Island a good place to buy a second home?

Hilton Head Island can be a strong second-home market for buyers who want beach access, golf, restaurants, biking, and a well-established coastal setting. The important part is understanding fees, insurance, rental rules, and how often you plan to use the property.

Are short-term rentals allowed on Hilton Head Island?

Short-term rentals are allowed in some areas and restricted in others. Rules may vary by community, building, regime, and property type. Buyers should verify rental rules before relying on rental income.

Are Hilton Head Island condos and villas expensive to own?

Some Hilton Head Island condos and villas have higher regime fees because those fees may cover exterior maintenance, insurance, amenities, landscaping, pools, elevators, or other shared expenses. Buyers should compare the total cost, not just the purchase price.

What should I watch for when buying an older home on Hilton Head Island?

Older homes should be reviewed carefully for roof age, HVAC age, plumbing, electrical systems, moisture issues, flood exposure, insurance eligibility, prior renovations, and community approval rules.

Is Hilton Head Island better than Bluffton?

Neither is automatically better. Hilton Head Island is generally stronger for beach access, resort-style living, biking, and established coastal communities. Bluffton may offer more newer construction, larger homes, and easier mainland access. The better fit depends on how you plan to live.

Work With a Local Lowcountry Broker

I am Carl Kratz, a Real Estate Broker and REALTOR® with Century 21 Integra Realty. I help buyers compare Hilton Head Island, Bluffton, Beaufort, Hardeeville, Ridgeland, and the surrounding South Carolina Lowcountry communities with a focus on practical ownership details, not just pretty listing photos.

My goal is to help you understand the trade-offs before you make a decision. On Hilton Head Island, that means looking closely at location, community rules, rental restrictions, regime fees, insurance considerations, flood zones, property condition, and long-term ownership costs.

I am not here to push you into one community or one property. I am here to help you avoid the wrong fit and make a clearer decision.

Need Help Comparing Hilton Head Island Options?

Hilton Head Island is not a market where I would advise buyers to shop by photos alone. Community rules, rental restrictions, insurance costs, flood zones, building condition, regime fees, and long-term ownership costs can change the real value of a property.

If you are comparing Hilton Head Island homes, villas, condos, or nearby Lowcountry communities, I can help you sort through the trade-offs before you make a decision.

Ask Carl to Compare Hilton Head Communities

Hilton Head Island Homes, Villas, Condos, and Townhomes for Sale

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
  • HILTONHEAD-512571 MLS
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...

board logo
  • 4 Beds
  • 5 Baths
  • 198176 MLS
board logo
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
  • HILTONHEAD-512875 MLS
14 Castlebridge Court, Hilton Head Island image
14 Castlebridge Court, Hilton Head Island $3,890,000

Welcome to 14 Castlebridge Court, a spectacular waterfront residence transformed into a modern masterpiece. Recently remodeled with exceptional craftsmanship and designer...

  • 5 Beds
  • 5 Baths
  • HILTONHEAD-512833 MLS
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
  • HILTONHEAD-512399 MLS
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
  • HILTONHEAD-512804 MLS
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...

board logo
  • 2 Beds
  • 2 Baths
  • 198167 MLS
board logo
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
  • HILTONHEAD-512852 MLS
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
  • HILTONHEAD-512850 MLS
15 Deallyon Avenue Unit 47, Hilton Head Island image
15 Deallyon Avenue Unit 47, Hilton Head Island $489,000

Excellent Investment Opportunity in South Forest Beach! This beautifully remodeled, turnkey 2BR/2.5BA Courtside Villa offers the ideal combination of coastal comfort, ex...

  • 2 Beds
  • 3 Baths
  • HILTONHEAD-512849 MLS
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
  • HILTONHEAD-512421 MLS
40 Folly Field Road Unit C147, Hilton Head Island image
40 Folly Field Road Unit C147, Hilton Head Island $265,000

Steps to the Beach! This nicely updated villa offers a convenient location, comfortable living space, and an established rental history. Features include an updated kitch...

  • 1 Beds
  • 1 Baths
  • HILTONHEAD-512847 MLS
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
  • HILTONHEAD-512841 MLS
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
  • HILTONHEAD-512797 MLS
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
  • HILTONHEAD-512751 MLS
40 Folly Field Road Unit B115, Hilton Head Island image
40 Folly Field Road Unit B115, Hilton Head Island $265,000

FIRST-FLOOR 1BR/1BA villa in the popular oceanfront Hilton Head Beach & Tennis Resort. Bright, inviting interior features BRAND NEW APPLIANCES, tile flooring throughout, ...

board logo
  • 1 Beds
  • 1 Baths
  • 198062 MLS
board logo
40 Folly Field Road Unit A114, Hilton Head Island image
40 Folly Field Road Unit A114, Hilton Head Island $296,000

Thoughtfully renovated with no expense spared, this beautifully updated villa offers exceptional value and effortless coastal living. The kitchen and baths have been tast...

  • 1 Beds
  • 1 Baths
  • HILTONHEAD-512831 MLS
40 Folly Field Road Unit B115, Hilton Head Island image
40 Folly Field Road Unit B115, Hilton Head Island $265,000

FIRST-FLOOR 1BR/1BA villa in the popular oceanfront Hilton Head Beach & Tennis Resort, offering the kind of easy, laid-back island setup buyers look for in a Hilton Head ...

  • 1 Beds
  • 1 Baths
  • HILTONHEAD-512637 MLS
16 Kingbird Lane, Hilton Head Island image
16 Kingbird Lane, Hilton Head Island $770,000

Welcome to Point Comfort Woods, a desirable neighborhood for the boating enthusiast! Conveniently located near Palmetto Bay Marina and the Cross Island Parkway, this 3-be...

  • 3 Beds
  • 3 Baths
  • HILTONHEAD-512727 MLS
21 Lagoon Road Unit A3C, Hilton Head Island image
21 Lagoon Road Unit A3C, Hilton Head Island $399,000

Welcome to a completely renovated and truly exceptional villa and investment opportunity on Hilton Head Island. This stunning 2-bedroom, 1-bath villa has been thoughtfull...

  • 2 Beds
  • 1 Baths
  • HILTONHEAD-512813 MLS
21 Lagoon Road Unit A3c, Hilton Head Island image
21 Lagoon Road Unit A3c, Hilton Head Island $399,000

Welcome to a completely renovated and truly exceptional villa and investment opportunity on Hilton Head Island. This stunning 2-bedroom, 1-bath villa has been thoughtfull...

board logo
  • 2 Beds
  • 1 Baths
  • 198134 MLS
board logo
70 Shipyard Drive Unit 109, Hilton Head Island image
70 Shipyard Drive Unit 109, Hilton Head Island $674,000

Welcome to this beautifully furnished 2-bedroom, 2-bath villa in the highly sought-after Evian community of Shipyard Plantation. Offering 1,431 square feet of stylish liv...

  • 2 Beds
  • 3 Baths
  • HILTONHEAD-512810 MLS
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
  • HILTONHEAD-512809 MLS
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
  • HILTONHEAD-512807 MLS
board logo

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.

board logo

This information is deemed reliable, but not guaranteed. Neither the Lowcountry Regional MLS, nor the listing broker, nor their agents or subagents are responsible for the accuracy of the information. The buyer is responsible for verifying all information. This information is provided by the Lowcountry Regional MLS for use by its members and is not intended for use for any other purpose.

Like or Share

Address Search

How much is your home worth? Find Out Now!

Explore Lowcountry Areas

  • Sea Pines
  • Palmetto Dunes/Shelter Cove
  • Wexford
  • Long Cove
  • Shipyard
  • Port Royal
  • Hilton Head Plantation
  • Indigo Run
  • Windmill Harbour
  • Palmetto Hall
  • Spanish Wells
  • Moss Creek
  • Forest Beach
  • Folly Field
  • Belfair
  • Colleton River
  • Berkeley Hall
  • Spring Island
  • Palmetto Bluff
  • Hampton Hall
  • Hampton Lake
  • Oldfield
  • Rose Hill
  • Callawassie Island
  • Four Seasons at Carolina Oaks
  • Sun City/Riverbend
  • Latitude Margaritaville
  • Hilton Head Lakes
  • Four Seasons at Hilton Head Lakes
  • Bluffton/Off Plantation
  • Beaufort
  • Burton
  • Habersham
  • Ridgeland
  • Dataw Island
  • Fripp Island
  • Northern Beaufort County
  • Riverton Pointe
  • Jasper
  • Hilton Head
  • Hardeeville
  • Bluffton
  • Beaufort
  • Lady's Island
  • St. Helena Island

Popular Market Reports

  • Palmetto Dunes/Shelter Cove
  • Sea Pines
  • Hilton Head Plantation
  • Bluffton/Off Plantation
  • Shipyard
  • Indigo Run
  • Wexford
  • Long Cove
  • Palmetto Hall
  • Port Royal
  • Spanish Wells
  • Moss Creek
  • Forest Beach
  • Folly Field
  • Belfair
  • Berkeley Hall
  • Colleton River
  • Palmetto Bluff
  • Oldfield
  • Bluffton
  • Hampton Lake
  • Hampton Hall
  • Hampton Pointe
  • Rose Hill
  • Sun City/Riverbend
  • Latitude Margaritaville
  • Hilton Head Lakes
  • Hardeeville
  • Ridgeland
  • Beaufort
  • Jasper
  • Beaufort
  • Lady's Island
  • St. Helena Island
  • Port Royal
  • Fripp Island
  • Dataw Island
  • Habersham
  • Northern Beaufort County
  • Burton

Useful Information

  • Buying
  • Selling

Market Report

Recent Blog Posts

  • Gated Community Costs in Bluffton, SC | 2026 Guide
  • Home
  • Advanced Search
  • Selling
  • Buying
  • Moving Here
  • Meet Carl
  • Blog
  • Featured Properties
  • Contact Us

Carl Kratz

Broker & Realtor

Century 21 Integra Realty

5 Red Cedar St, Suite 101

Bluffton, SC 29910

843.247.9373

carl@SCLowcountryRealEstate.com

Quick Links

Relocating to the Lowcountry Golf Communities Hilton Head HOA & Transfer Fees Bluffton HOA & Transfer Fees Mortgage Calculators Contact Carl

Carl Kratz has lived in the South Carolina Lowcountry since 1996 and has been a licensed real estate professional since 2009, helping buyers and sellers throughout Hilton Head Island, Bluffton, Beaufort, Hardeeville, and Ridgeland.

Equal Housing Opportunity   •   REALTOR®   •   Reviews on Google

© 2026 Carl Kratz, Broker & Realtor, Century 21 Integra Realty. All Rights Reserved.

  • Sea Pines
  • Palmetto Dunes/Shelter Cove
  • Shipyard
  • Wexford
  • Long Cove
  • Port Royal Plantation
  • Hilton Head Plantation
  • Indigo Run
  • Spanish Wells
  • Palmetto Hall
  • Moss Creek
  • Forest Beach
  • Folly Field
  • Bluffton
  • Belfair
  • Berkeley Hall
  • Colleton River
  • Palmetto Bluff
  • Oldfield
  • Hampton Lake
  • Hampton Hall
  • Rose Hill
  • Bluffton/Off Plantation
  • Lawton Station
  • Sun City/Riverbend
  • Spring Island
  • Hardeeville
  • Latitude Margaritaville
  • Riverton Pointe
  • Hilton Head Lakes
  • Ridgeland
  • Beaufort
  • Lady's Island
  • Port Royal Township
  • Habersham
  • Fripp Island
  • Dataw Island
  • St. Helena Island
  • Burton
  • Northern Beaufort County
  • Jasper
IDX Real Estate Websites by
• Accessibility • Terms • Privacy