The Best Place to Buy a Second Home on Hilton Head Island: A Buyer’s Guide

Hilton Head Island is more than a picturesque vacation spot—it's one of the most desirable destinations in the Southeast for luxury second-home ownership. Whether you're looking for a serene oceanfront escape, a gated golf community, or a high-end property that doubles as an income-producing short-term rental, Hilton Head offers exclusive opportunities you won’t find anywhere else.

At Golden Homes, we specialize in matching discerning buyers with the perfect second home—one that reflects both your lifestyle and long-term goals.

Why Choose Hilton Head Island for a Second Home?

Known for its pristine beaches, world-class golf courses, and upscale coastal charm, Hilton Head is a standout destination for second-homeowners seeking relaxation, beauty, and return on investment.

• Easy access from major metro areas like Atlanta, Charlotte, and New York

• Mild year-round climate—perfect for snowbirds and extended vacations

• Strong luxury rental market for those looking to generate passive income

• Gated communities with high-end amenities and 24/7 security

• Top-tier golf, tennis, boating, and fine dining

Whether you're buying a home for family vacations, retirement planning, or as an income-producing asset, Hilton Head checks every box.

The Best Places to Buy a Luxury Second Home on Hilton Head Island

Here’s a breakdown of the top neighborhoods and communities for high-end second homes:

1. Sea Pines

Best for: Oceanfront estates, golf enthusiasts, rental potential

As Hilton Head’s most iconic and in-demand gated community, Sea Pines offers premier luxury living with private beaches, championship golf, and world-class amenities. Homes here range from multi-million-dollar oceanfront estates to modernized beach cottages nestled in maritime forests.

• Private access to the beach

• Harbour Town Golf Links (home of the RBC Heritage PGA Tour event)

• Ideal for luxury short-term rentals with high ROI

• Horseback riding, tennis, biking, and nature trails

Golden Homes Tip: Oceanfront and second-row properties in Sea Pines offer exceptional long-term appreciation and the best rental income potential.

2. Palmetto Dunes

Best for: Boating, beach access, resort-style living

Palmetto Dunes is a gated oceanfront community that blends luxury and lifestyle. Known for its three top-tier golf courses, 11-mile lagoon system, and upscale marina, this neighborhood offers everything from luxury villas to waterfront homes with private docks.

• Quick walk to beach or tennis courts

• Dunes House: oceanfront dining & beach bar for owners

• Short-term rentals allowed

• Great for families and active lifestyle buyers

Golden Homes Tip: Homes along the lagoon or near the Dunes House often perform well in the rental market and offer incredible lifestyle perks.

3. Forest Beach (North & South)

Best for: Walkable luxury, vacation home investments

North Forest Beach is a favorite among our clients for its casual elegance and proximity to Coligny Plaza. The luxury homes here are just steps from the beach and popular shops and restaurants, offering both convenience and exclusivity.

• No HOA fees

• Excellent walkability to dining and entertainment

• High-performing luxury rental market

• Custom homes and modern renovations throughout

Golden Homes Tip: North Forest Beach is ideal for those who want a beautiful beach house without the formalities of gated living—but with just as much luxury.

4. Wexford

Best for: Yacht owners, golfers, and buyers seeking privacy

Wexford is one of the most exclusive private communities on the island, offering an elite yacht marina, private golf club, and fully gated security. Homes are custom-built with lavish designs, and many come with deepwater access or private boat slips.

• Private, lock-controlled marina

• No short-term rentals (great for peace & privacy)

• Impeccable landscaping and architectural standards

• Close-knit community feel

Golden Homes Tip: This is the place for buyers who want a serene second home without rental traffic—ideal for yachting enthusiasts or retirees.

5. Long Cove Club

Best for: Golf lovers seeking a quiet, private retreat

Tucked away on the south end of the island, Long Cove is known for its award-winning Pete Dye golf course and its commitment to community. Second homes here feel like a true retreat with fewer tourists and a strong focus on luxury lifestyle amenities.

• Private golf, tennis, and pickleball

• Deepwater marina for owners

• Exceptional home design and maintenance standards

• No short-term rentals allowed

Golden Homes Tip: Long Cove is ideal if your second home is truly for your own enjoyment rather than for income generation.

What to Look for in a Luxury Second Home

At Golden Homes, we recommend evaluating your goals before purchasing. Here’s what to consider:

• Location: Beachfront, golf view, or marina access? Proximity to dining and recreation?

• Rental Potential: Do you want to offset costs with short-term rental income?

• Amenities: Private pool, elevator, outdoor kitchen, smart home features, garage

• Future Resale Value: Certain locations and renovations can make a big difference

• Maintenance Costs: POA/HOA dues, landscaping, insurance, and management fees

Why Work with Golden Homes?

Golden Homes is Hilton Head Island’s premier real estate team for luxury and investment properties. Led by Chaz Holden and Tracy Lippert, with over 30 years of combined experience, we specialize in second-home purchases, short-term rental investment strategy, and luxury relocation.

When you work with Golden Homes, you get:

• Deep local knowledge of Hilton Head's luxury market

• Access to off-market and upcoming properties

• Investment-specific insights (rental ROI, licensing, tax advantages)

• Concierge-level service from search to closing and beyond

We also own our own investment properties on the island and understand the ins and outs of making a second home a profitable and stress-free reality.

Ready to Find Your Perfect Second Home on Hilton Head?

Whether you’re drawn to the prestige of Sea Pines, the walkability of Forest Beach, or the privacy of Wexford, we’ll help you find the perfect second home that aligns with your vision, lifestyle, and financial goals.

📧 goldenhomeshhi@gmail.com

📞 803-200-4196

🌐 www.teamhiltonhead.com

Golden Homes — Your trusted luxury real estate advisors on Hilton Head Island and Bluffton.