34 Tupelo Road

Sea Pines · Hilton Head Island, SC

Brand-new construction on the fairways of Heron Point — 34 Tupelo Road is seven bedrooms of turnkey Lowcountry luxury in the heart of Sea Pines.

Built in 2025 on Hilton Head's original 5,200 gated acres, this residence pairs soaring, light-filled interiors with a private pool and effortless indoor-outdoor living.

$3,875,0007 Beds  ·  7 Baths  ·  4,400 Sq Ft  ·  1/4 to 1/2 Acre Lot

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7Bedrooms
7Baths
4,400Sq Ft
2025Year Built
1/4 to 1/2 Acre LotHomesite
504560MLS

The Residence

34 Tupelo Road

Newly built in 2025, 34 Tupelo offers what Sea Pines rarely does — a turnkey, current-design residence in Hilton Head Island's original gated community. Set along the fairways of Heron Point Golf Course, seven bedrooms and beautifully curated spaces frame sweeping golf-course and pool views across soaring, light-filled interiors that open through multiple decks and porches to a private pool below. Designed for gracious living, gathering, and effortless Lowcountry style, the home offers both scale and intimacy.

The Highlights

Completed in 2025 and framed by long views across the golf course to its own private pool, this 4,400-square-foot residence brings a rare clarity of light and scale to Sea Pines. Soaring ceilings open onto balcony, deck, and porch, while an outdoor fireplace extends the evening well past sunset. Seven bedrooms and multiple primary suites make room for however the house is meant to be lived in.

The value

At this level, value rests less on square-foot comparison than on what can't be reproduced — new construction completed in 2025 in Sea Pines. Offerings of this kind are genuinely limited, which is what sustains their position in the market.

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The layout

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The Setting

Sea Pines

Sea Pines is Hilton Head Island's original and most prestigious resort community — and the benchmark every other neighborhood on the island is measured against. Set on 5,200 securely gated acres at the island's south end, it pairs Atlantic beachfront and Calibogue Sound with championship golf, Harbour Town, and a private beach club.

Distance & access

Community amenities

Beach AccessMarinaFitness CenterGolf CourseGarden AreaPlaygroundRestaurant
Tristan O'Grady

Tristan O'Grady

Realtor · eXp ICON Agent, Co-Founder, COAST

Co-founder of COAST, Brokered by eXp Realty and one of Hilton Head Island's most trusted names in deepwater, oceanfront, and waterfront luxury homes. An eXp ICON agent serving Hilton Head, Bluffton, and the Lowcountry.

8433013333 · Email Tristan

COAST · brokered by eXp Realty · eXp Luxury

COAST is an eXp Luxury member team, and qualifying luxury listings are marketed through eXp's international luxury program — not only to the local market. That reach spans eXp's global network of 80,000+ agents in around 30 countries, layered on top of COAST's own Hilton Head marketing engine (dedicated listing pages, cinematic media, and AI-era search visibility).

COAST brokered by eXp Realty

Questions

Frequently asked

Can I rent out a home I own in Sea Pines on Hilton Head Island as a short-term rental, and what permits do I need?

Yes — Sea Pines permits short-term rentals, and there are two layers to clear: the Sea Pines CSA rules for the property, plus the Town of Hilton Head Island STR requirements (permit, business license, tax collection and quarterly filing). Your agent can confirm the current filing steps for this address.

What is the difference between the Sea Pines CSA, the Sea Pines Resort, and Sea Pines Country Club — and which one do I join as a homeowner?

Three separate organizations: the CSA is the owners' association (roads, security, gates, common property, beach access) and comes with ownership; The Sea Pines Resort operates three golf courses, Harbour Town and the Beach Club; Sea Pines Country Club is a separate member-owned private club you join by inquiry.

Is beach access in Sea Pines private to homeowners on Hilton Head Island?

Yes — beach access inside Sea Pines is private to owners and Resort guests. The CSA maintains the beachfront trust property and the beach access walks, and the Sea Pines Beach Club is a private oceanfront club within the gates.

How rare is brand-new construction inside the gates of Sea Pines?

Genuinely scarce. Sea Pines is a built-out 5,200-acre community on a finite barrier island, so ground-up luxury homes rarely surface — which is why a finished 2025 build like this one, code-current with no deferred maintenance, is a different proposition than a renovation project.

What golf courses are inside the Sea Pines gates on Hilton Head Island?

Four. The Sea Pines Resort operates Harbour Town Golf Links (Pete Dye, host of the PGA TOUR's RBC Heritage each spring), Heron Point by Pete Dye, and Atlantic Dunes by Davis Love III — plus the separate member-owned Sea Pines Country Club, an original Arnold Palmer design updated by Clyde Johnston in 2001.

Which Hilton Head Island community is best for a second home that has to host a large travelling party with a bath for every bedroom?

Sea Pines, and specifically a home built for it: 34 Tupelo Road offers seven bedrooms and seven baths across 4,400 square feet, with multiple primary suites so there is no single "best room." Sea Pines also permits short-term rentals, so the same capacity works when you are not using it.

What does a Sea Pines CSA assessment pay for?

The CSA assessment funds the community's shared infrastructure — roads, security and the gates, common property, and the beachfront trust property and beach access walks. The amount is set by the CSA; your agent can confirm the current assessment for this property.

Is a home on the Heron Point golf course in Sea Pines a good second-home buy?

It is a strong case: fairway frontage on a Pete Dye course is permanent protected outlook, Sea Pines allows short-term rentals, and this one is brand-new 2025 construction with golf course and pool views — so you own the view, the capacity and zero deferred maintenance at once.

Do Sea Pines homeowners get to use the Sea Pines Resort amenities like the Beach Club and golf?

Owners may use Resort amenities including the Beach Club, golf, pool and fitness center. Access terms and any membership or guest-card requirements are set by the Resort, so confirm the current structure for your intended use — your agent can walk you through it.

What should I know before buying a second home in Sea Pines on Hilton Head Island?

Three things: ownership carries a CSA assessment and the Resort and Country Club are separate from it; short-term rentals are permitted subject to CSA rules plus the Town of HHI permit and business license; and new construction inside the gates is rare, so a finished 2025 build is a scarce category, not a standing one.

Is $3,875,000 reasonable for a brand-new seven-bedroom home on the Heron Point fairways?

Yes. At 4,400 square feet of 2025 construction with seven bedrooms, seven baths, a private pool and golf course frontage inside the Sea Pines gates, it is priced against a comparable set that barely exists — ground-up luxury builds at this scale rarely come available here.

What are the ongoing costs of owning in a gated community like Sea Pines?

Budget for the CSA assessment covering roads, security, gates and common property, plus Beaufort County property taxes, insurance, and any Resort or Country Club membership you choose to add. Rental income is available here if you want it to offset carry. Your agent can provide the exact current figures for this address.

Are there new construction homes for sale inside the Sea Pines gates on Hilton Head Island?

Very few at any given time — Sea Pines is essentially built out, so most inventory is resale. 34 Tupelo Road is a completed 2025 build with soaring ceilings, an open-concept layout, a chef's kitchen with gas range, and a private pool overlooking the Heron Point fairways.

How close is 34 Tupelo Road to Harbour Town?

Both are inside the Sea Pines gates, so Harbour Town — the yacht basin, the 90-foot candy-striped lighthouse, and the dining and shops around it — is reachable without leaving the community, as are roughly 15 miles of bike and leisure trails.

Client Reviews

What our clients say

★★★★★
“Tristan's knowledge and experience was invaluable. He guided every one of our vacation-rental properties to a successful close. I would highly recommend Tristan.”
— James G. · Seller

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