Hilton Head Real Estate Search
Hilton Head/General, SC Homes for Sale between $2,000,000 to $5,000,000

Hilton Head/General, SC Homes for Sale between $2,000,000 to $5,000,000

  Advanced Search   Market Reports   Home Value   Connect

This website features the best Hilton Head/General, SC real estate search for homes for sale between $2,000,000 to $5,000,000 available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®'s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what's happening in the Hilton Head/General, SC area? You can view a custom market report to see what's active, under contract, and sold in Hilton Head/General, SC!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Get in Touch if you are curious about Hilton Head/General, SC Real Estate for Sale between $2,000,000 to $5,000,000!

Search by Lifestyle
Search by Bedrooms
Search by Bathrooms
Search by Price

Hilton Head/General, SC Homes for Sale Between $2,000,000 to $5,000,000

$2,850,000
5 Beds ⋅ 5 Baths ⋅ 3,220 SqFt. ⋅ HILTONHEAD-510715 MLS
Welcome to your dream coastal retreat on Hilton Head Island. Nestled in the highly sought-after Hammock Breeze community, this stunning like-new waterfront home offers an unparalleled blend of luxury, convenience, and breathtaking natural beauty. Breathtaking views of the Atlantic Ocean and Port Royal Sound call to you from multiple expansive porches, while a newly built, private, secured walkway provides direct access to the pristine shores of Fish Haul Beach, one of the island's most beautiful waterfront parks.Inside, high-end touches and sophisticated craftsmanship abound across five spacious bedrooms and four elegant bathrooms. The newly refreshed interior features custom cabinetry in the kitchen and baths, deluxe flooring throughout, and cozy fireplaces that add warmth to the living room, family room, and bedrooms. On the lower level, a large and flexible tech/exercise room adapts effortlessly to your lifestyle, whether you envision a high-tech media hub, home office, or private gym. Complete with a brand-new back porch added in 2026, a spacious two-car garage, and a private elevator for ultimate convenience, this estate delivers the pinnacle of luxury waterfront living. This is the perfect home for beach lovers or investors looking for excellent short-term rental income.

34 Hammock Breeze Way, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$2,790,000
5 Beds ⋅ 7 Baths ⋅ 5,128 SqFt. ⋅ HILTONHEAD-509576 MLS
Experience the pinnacle of coastal luxury in this private, stunning Bradley Beach residence. Unmatched value this close to this beach. Elevator for each floor, new game room addition. Newly painted interior and new premium carpet in bedrooms. Offering 5 oversized bedrooms, 5 full baths, and 2 half baths just steps from the ocean. The heart of the home is an exceptional, newly renovated chef's kitchen: Featuring double islands, premium stainless-steel appliances, a striking counter-height centerpiece, and elegant white quartzite countertops, all complemented by custom cabinetry and abundant workspace, reverse osmosis alkaline filtered water to sink and refrigerator. The open-concept living area flows seamlessly to the outdoor oasis, creating the perfect indoor-outdoor lifestyle. Step outside to your private retreat-a beautifully enclosed lanai with a fully equipped outdoor kitchen, including a Viking professional vent hood and AOG gas grill. The new saltwater pool and spa area have been meticulously upgraded with new tile and plaster, along with a completely resurfaced pool deck. Enjoy a screened-in patio, outdoor bar, and multiple gathering spaces ideal for relaxing or entertaining. Take in the ocean breeze from 5 separate balconies. Additional highlights include a dedicated dining area, game room with foosball, ping-pong, basketball, and video games, as well as thoughtful upgrades throughout. Recent enhancements include poly-aspartic-coated garage and porch floors, square panel LED lighting, dimmable switches, automatic stairwell and pantry lighting, a full alarm system, central vacuum, two garage bays provide ample storage and convenience. Home has approximately 1000 sq feet of locked owner storage and workshop areas, not included in sq footage. Whether you're seeking a primary residence, vacation retreat, or high performing rental investment, this exceptional property delivers unmatched coastal living in one of Hilton Head's most desirable locations. 3-sided privacy.

7 Abalone Lane, Hilton Head Island

Listing courtesy of Woodforest Realty LLC.

$2,735,000
4 Beds ⋅ 3 Baths ⋅ 2,675 SqFt. ⋅ HILTONHEAD-509005 MLS
Just a short walk to the beach and over 1,000 sq ft of additional finished lower-level entertaining space not included in square footage! Take advantage of this rare opportunity to live in a luxurious 2022 built home in the highly desired Burkes Beach neighborhood. Surrounded by bamboo at the end of the street allows tranquility and privacy. Walking distance to the beach, lagoon, and Chaplin Park, this home is conveniently located within minutes to shopping and restaurants at Shelter Cove. Featuring quartz countertops, kitchen opening to large great room with modern fireplace, expansive entertaining island seating up to 6, energy efficient appliances, tile surround bathrooms, custom design closets, 10 foot ceilings in all the bedrooms and kitchen with a 12 foot raised ceiling in the great room for expansive views of the greenery surrounding the home and bright natural light. Hurricane-proof french doors across the backside of the home leads out to an extra-large balcony giving the home a true indoor/outdoor living experience. Enjoy soft water pouring from every faucet with a whole-house Culligan water treatment system. The home also includes an energy efficient HVAC and dehumidifier keeping your interior climate comfortable every month of the year. The entire downstairs has been converted into recreational space with durable epoxy flooring across the garage, downstairs entryway, gym, movie room, and large storage closet adding approximately 1000 sq. ft. not included in the homes square footage. Trex decking on the balcony and exterior stairways provides a clean design with zero maintenance. Come see for yourself this unique, well-designed, comfortable home waiting to provide you with the beachside lifestyle you have been seeking. Listing Broker is also owner of property. All measurements and square footage figures are approximate and estimated.

9 Barrier Beach Cove, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$2,350,000
5 Beds ⋅ 6 Baths ⋅ 3,248 SqFt. ⋅ HILTONHEAD-507406 MLS
Step into a truly exceptional marshfront retreat where modern luxury meets intentional design in this stunning 2023 custom-built residence. Thoughtfully crafted with the highest level of detail and premium finishes throughout, this 5-bedroom, 4 full bath showpiece offers an unparalleled living experience on Hilton Head Island. From the moment you enter, the home showcases elevated craftsmanship and a seamless, open-concept layout designed for both everyday living and high-end entertaining. The gourmet kitchen serves as the centerpiece, featuring striking quartz countertops, custom cabinetry, and a full suite of Viking appliances, all curated to deliver both beauty and performance. A spacious, dedicated office provides the ideal work-from-home environment, while multiple living areas offer flexibility and comfort. The outdoor experience is nothing short of spectacular. Designed as a private resort, the backyard features a luxurious pool, expansive outdoor living space, and a fireplace perfect for year-round enjoyment. A convenient poolside half bath enhances functionality, while the private dock-complete with a 12x12 pierhead and floater-offers immediate access to the water, creating the ultimate Lowcountry lifestyle.This spectacular home also includes a well-appointed carriage house suite with its own kitchenette, ideal for guests, extended family, or rental potential. An oversized workshop adds even more versatility, catering to hobbyists or additional storage needs.With no HOA and no rental restrictions, this property presents a rare opportunity for complete flexibility-whether as a primary residence, second home, or high-performing investment property. A truly one-of-a-kind offering, this home represents one of the most impressive and versatile newer builds available on Hilton Head Island!

219 Jonesville Road, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,295,000
4 Beds ⋅ 4 Baths ⋅ 3,087 SqFt. ⋅ HILTONHEAD-505673 MLS
A Rare Point Comfort Peninsula Property. Tucked away on one of the most remarkable homesites on Hilton Head Island, this classic coastal home sits on approximately 1.25 acres at the end of a private peninsula, surrounded by over 180 degree views of marsh and deep water. Properties with this combination of land, privacy, and views are extraordinarily rare on the island today. Even more rare is the Point Comfort lifestyle, a relaxed authentic Lowcountry way of living. Residents can enjoy access to the community boat landing w/ direct water access, allowing you to keep your boat right at home then head out on the water whenever the tide and weather call. Enjoy golf cart rides and spend time with neighbors within this friendly enclave, a place where life moves at an easy pace. Built during the island's early era of thoughtful coastal contemporary design in the 1960s, the home reflects the architectural style that helped define Hilton Head, simple, understated Lowcountry modernism designed to live in harmony with the landscape. Large windows frame the water and marsh from nearly every angle, while the open floor plan invites the outdoors inside, capturing the island's breezes, light, and ever-changing skies. The setting is nothing short of magical. World-class sunsets stretch across the marsh each evening, casting warm light across the water and surrounding vegetation. Mature trees and natural landscaping create a sense of privacy that is increasingly difficult to find on the island. Inside, the two-story layout offers generous living space and flexibility. The main living areas are designed for relaxed coastal living and entertaining, while the lower level provides ideal accommodations for a mother-in-law suite, multi-generational living or just additional living/office space. Step outside to a large private patio, perfect for quiet mornings. Enjoy the sunset from the second floor deck. A private drive leads to the home and carport, further enhancing the sense of seclusion. For decades, this home has been the backdrop for generational memories-family gatherings, sunset dinners, and life along the water. It now awaits its next steward to continue that tradition. With low annual dues $500.00, minimal restrictive covenants, extraordinary land size, sweeping water views, and unmatched natural beauty, this Point Comfort property represents a truly unique opportunity on Hilton Head Island.

18 Nautilas Road, Hilton Head Island

Listing courtesy of SERHANT.

$4,750,000
4 Beds ⋅ 5 Baths ⋅ 2,216 SqFt. ⋅ HILTONHEAD-500657 MLS
Incredible development opportunity on Hilton Head Island with the potential for 8 UNITS AN ACRE, featuring marsh and sound views with a designated beach walk easement. Four combined parcels span over four acres, offering rare potential for a private estate, multi-home enclave or workforce housing. The property adjoins historic Mitchellville Freedom Park, providing a unique setting rich in natural beauty and heritage. A gracious 2200 SF home with additional SF in separate barn and apartment (6000+ total finished SF on the property) already on-site can serve as a primary residence, creating a sprawling private compound, or function as a clubhouse for future residences. Whether envisioned as a legacy property or an investment in a premier coastal destination, this offering presents unmatched possibilities in one of Hilton Heads most desirable locations.

170 Dillon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$3,499,000
9 Beds ⋅ 11 Baths ⋅ 5,300 SqFt. ⋅ HILTONHEAD-448624 MLS
Brand New Home Just Completed! 5,300 heated sq. ft. 9 BR's 10 1/2 baths. Private Infinity Edge Pool. Amazing ocean and marsh views from this ideal location. Finest finishes, details, trim, fixtures, appliances. Parking garage for 6+ cars, plus 4 on the driveway. Elevator. Penthouse gathering room with beamed ceilings, kitchen open to huge dining area and great room. Best views in the home are on this level, with a large covered porch to admire the sunshine, breathe in the salt air, gaze over the marsh and ocean, listen to the shore birds calling and celebrating another gift of a day! Brand new homes all around, resort style atmosphere. Just a short distance to the beach. Additionally, the open space to the side and rear of this home create a uniquely open feeling! New on the rental market, already a favorite, expected to generate significant income.

13 Bradley Circle, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$3,500,000
HILTONHEAD-429026 MLS
This could possibly be the last undeveloped parcel of this size on Hilton Head Island. Total acreage = 4.06. This parcel backs up to the fire department training center and the HH Airport. Plans to upgrade the current airport with 43k additional sq ft. New gates/jetways, more parking, enhanced security and modern baggage claim. FAA grant of $20 million will go toward the project budget of $53 million. This available 4 acre parcel will benefit from expanded and upgraded airport traffic! Currently zoned as "light industrial". Utility transformers on front and back right side corners. Convenient mid Island location.

00 Dillon Road, Hilton Head Island

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

Start Your Search
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.