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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

26 Peregrine Drive, Hilton Head Island image
26 Peregrine Drive, Hilton Head Island $619,000

Welcome to Peregrine Pointe, a quiet enclave on Hilton Head Island's convenient north end. Offering 2,625 square feet of living space, this well-designed home presents an...

  • 4 Beds
  • 4 Baths
  • HILTONHEAD-511634 MLS
59 Carnoustie Road Unit 273, Hilton Head Island image
59 Carnoustie Road Unit 273, Hilton Head Island $829,000

Move right into this beautifully furnished townhome featuring soaring ceilings, expansive windows, and picturesque golf course views. The spacious floor plan offers two b...

  • 2 Beds
  • 2 Baths
  • HILTONHEAD-511551 MLS
35 Lake Forest Drive Unit APT 3304, Hilton Head Island image
35 Lake Forest Drive Unit APT 3304, Hilton Head Island $699,000

Discover this diamond in the rough! A 2-bedroom, 2-bath townhouse in the heart of Sea Pines Resort. This light filled villa offers approximately 1,400 square feet of sing...

  • 2 Beds
  • 2 Baths
  • HILTONHEAD-511765 MLS
55 Crosstree Drive, Hilton Head Island image
55 Crosstree Drive, Hilton Head Island $1,650,000

Perfectly positioned on a spacious corner lot overlooking a tranquil lagoon in Hilton Head Island's prestigious Windmill Harbour, this exceptional Lowcountry home has bee...

  • 3 Beds
  • 3 Baths
  • HILTONHEAD-511482 MLS
663 William Hilton Parkway Unit 4104, Hilton Head Island image
663 William Hilton Parkway Unit 4104, Hilton Head Island $259,990

Recently refreshed with fresh paint and stylish new furnishings, this ocean-oriented 2-bedroom villa is truly turnkey and ready to enjoy. Whether you're searching for a p...

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  • 2 Beds
  • 2 Baths
  • 197302 MLS
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663 William Hilton Parkway Unit 4104, Hilton Head Island image
663 William Hilton Parkway Unit 4104, Hilton Head Island $259,990

Recently refreshed with fresh paint and stylish new furnishings, this ocean-oriented 2-bedroom villa is truly turnkey and ready to enjoy. Whether you're searching for a p...

  • 2 Beds
  • 2 Baths
  • HILTONHEAD-511405 MLS
212 Greenwood Drive Unit 315, Hilton Head Island image
212 Greenwood Drive Unit 315, Hilton Head Island $995,000

Tucked away in a quiet corner of Greenwood Garden Villas, this updated 3 BD, 2 BA end-unit looks out over the 4th hole of Heron Point. A freshly updated front courtyard w...

  • 2 Beds
  • 2 Baths
  • HILTONHEAD-511759 MLS
53 Tupelo Road, Hilton Head Island image
53 Tupelo Road, Hilton Head Island $430,000

Remarks TBD

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  • 3 Beds
  • 2 Baths
  • 197495 MLS
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52 Old Fort Drive, Hilton Head Island image
52 Old Fort Drive, Hilton Head Island $1,275,000

This beautiful 4 bedroom, 3.5 bath home offers the perfect blend of comfort, style, and convenience. Located on one of the most desirable streets in HHP with golf and lag...

  • 4 Beds
  • 4 Baths
  • HILTONHEAD-511593 MLS
25 Deallyon Avenue Unit 145, Hilton Head Island image
25 Deallyon Avenue Unit 145, Hilton Head Island $395,000

Prime South Forest Beach location! This first-floor Hilton Head Island villa offers 2 bedrooms and 2 bathrooms with a short, easy walk to the wide sands of Hilton Head Is...

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  • 2 Beds
  • 2 Baths
  • 197122 MLS
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25 Deallyon Avenue Unit 145, Hilton Head Island image
25 Deallyon Avenue Unit 145, Hilton Head Island $395,000

Prime South Forest Beach location! This first-floor Hilton Head Island villa offers 2 bedrooms and 2 bathrooms with a short, easy walk to the wide sands of Hilton Head Is...

  • 2 Beds
  • 2 Baths
  • HILTONHEAD-511148 MLS
20 Hanahan Lane, Hilton Head Island image
20 Hanahan Lane, Hilton Head Island $659,000

Don't miss this spacious 5-bedroom Hilton Head Island home with NO HOA fees and a private wooded backyard oasis. Ideally located on the island's desirable north end, you'...

  • 5 Beds
  • 3 Baths
  • HILTONHEAD-511641 MLS
77 Ocean Lane Unit 113, Hilton Head Island image
77 Ocean Lane Unit 113, Hilton Head Island $1,890,000

Experience the best of Hilton Head Island at 113 Barrington Court, a beautifully appointed first-floor, oceanfront 3-bedroom, 3-bath villa in the sought-after Palmetto Du...

  • 3 Beds
  • 3 Baths
  • HILTONHEAD-511734 MLS
33 Oak Court, Hilton Head Island image
33 Oak Court, Hilton Head Island $975,000

Beautifully renovated 2BR/2.5BA home in the heart of Sea Pines offering exceptional privacy on a corner lot backing to protected open space and an adjacent unbuildable lo...

  • 2 Beds
  • 3 Baths
  • HILTONHEAD-511564 MLS
96 Mathews Drive Unit 142, Hilton Head Island image
96 Mathews Drive Unit 142, Hilton Head Island $299,999

Welcome to this beautifully renovated 2-bedroom, 2.5-bath villa in Woodlake on Hilton Head Island. Peacefully tucked away with a serene lagoon view, this move-in-ready co...

  • 2 Beds
  • 3 Baths
  • HILTONHEAD-511726 MLS
5 Wood Duck Court, Hilton Head Island image
5 Wood Duck Court, Hilton Head Island $825,000

Located just across the street from Sea Pines Country Club, on a quiet street, this 3-bedroom, 2-bath home offers something increasingly rare in Sea Pines: real opportuni...

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  • 3 Beds
  • 2 Baths
  • 197320 MLS
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5 Wood Duck Court, Hilton Head Island image
5 Wood Duck Court, Hilton Head Island $825,000

Located just across the street from Sea Pines Country Club, on a quiet street, this 3-bedroom, 2-bath home offers something increasingly rare in Sea Pines: real opportuni...

  • 3 Beds
  • 2 Baths
  • HILTONHEAD-511445 MLS
4 Village North Drive Unit 43, Hilton Head Island image
4 Village North Drive Unit 43, Hilton Head Island $1,695,000

Extremely rare opportunity! No expense spared in this 100% remodeled luxury penthouse villa with sweeping Skull Creek & ICW views. Top of the line, curated finishes by aw...

  • 4 Beds
  • 4 Baths
  • HILTONHEAD-511697 MLS
43 Folly Field Road Unit 42, Hilton Head Island image
43 Folly Field Road Unit 42, Hilton Head Island $420,000

This rarely available and family owned, never rented Stones Throw villa is tucked beneath a canopy of gorgeous live oak trees. The property has been well maintained and f...

  • 2 Beds
  • 2 Baths
  • HILTONHEAD-511716 MLS
38 Forest Cove Unit 38, Hilton Head Island image
38 Forest Cove Unit 38, Hilton Head Island $238,000

Locals know - The Point Comfort Area is one of the best "South End" areas to call home! New to market, just painted, new water heater (2026), all new windows (2026), and ...

  • 2 Beds
  • 2 Baths
  • HILTONHEAD-511501 MLS
7 Bay Pines Drive, Hilton Head Island image
7 Bay Pines Drive, Hilton Head Island $750,000

Updated 3BR/2.5BA home in Bay Pines with no HOA! Features great Chef's Kitchen, updated flooring, spacious living areas, and added privacy with no rear neighbors. Conveni...

  • 3 Beds
  • 3 Baths
  • HILTONHEAD-510865 MLS
17 Monticello Drive, Hilton Head Island image
17 Monticello Drive, Hilton Head Island $489,000

Welcome to 17 Monticello Drive, a charming, move-in ready home nestled in the highly desirable Chinaberry Ridge community on Hilton Head Island. This inviting residence o...

  • 3 Beds
  • 2 Baths
  • HILTONHEAD-511701 MLS
127 Fort Walker Drive, Hilton Head Island image
127 Fort Walker Drive, Hilton Head Island $4,495,000

A remarkable expression of Lowcountry luxury, this exceptional custom residence is perfectly positioned on a quiet cul-de-sac in the prestigious Port Royal community, off...

  • 4 Beds
  • 5 Baths
  • HILTONHEAD-511638 MLS
70 Helmsman Way Unit 1405, Hilton Head Island image
70 Helmsman Way Unit 1405, Hilton Head Island $299,900

Perfect Location and Condo. Views of Broad Creek, Palmetto Bay Marina, and the Shops and Restaurants at Palmetto Bay. Beautifully remodeled and Immaculate condo. Brand ne...

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  • 1 Beds
  • 1 Baths
  • 197453 MLS
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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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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.

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Popular Market Reports

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Carl Kratz

Broker & Realtor

Century 21 Integra Realty

5 Red Cedar St, Suite 101

Bluffton, SC 29910

843.247.9373

carl@SCLowcountryRealEstate.com

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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
  • Hardeeville
  • Latitude Margaritaville
  • Riverton Pointe
  • Hilton Head Lakes
  • Ridgeland
  • Beaufort
  • Lady's Island
  • St. Helena Island
  • Port Royal Township
  • Fripp Island
  • Dataw Island
  • Burton
  • Habersham
  • Northern Beaufort County
  • Jasper
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