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Group DiNenna is a top 10 buyer-focused team in the Hilton Head Island real estate sales area. This includes Hilton Head Island, Sun City, Bluffton, Hardeeville, and the Okatie area. We specialize in helping buyers new to the area identify their ideal community.

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Our search engine offers every real estate listing currently for sale in Hilton Head Island, Bluffton, Okatie, and Sun City areas.

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A Note About Community Access

Looking for a home in the Hilton Head, Bluffton, Sun City, and Okatie area presents a unique challenge. Many of the communities can only be accessed by owners, guests, and registered businesses. What does that mean for you?Well, as a future homeowner you’ll be excited to know that many communities offer 24/7 security. As a prospective homeowner, that means you need someone to help you gain access to the communities.

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Latest Hilton Head & Bluffton Listings For Sale

$489,900

4 Beds ⋅ 3 Baths ⋅ 2,723 SqFt. ⋅ HILTONHEAD-512965 MLS

Welcome to a home that truly has room for everyone! Located in the desirable the Palmetto Pointe neighborhood just a couple of minutes from Pritchardville Elementary School, shopping and restaurants. The location cannot be beat! This spacious 2,723 square foot home offers four bedrooms, two and a half baths, and a well thought out floorplan designed for both privacy and togetherness. The first floor primary suite creates a peaceful retreat away from the activity space upstairs, featuring a private bath with a soaking tub and separate shower. A convenient first floor half bath is perfect for guests, while the main living areas showcase charming architectural details including arched doorways and Plantation shutters in the living room and kitchen. The dining area features a gas fireplace, newer appliances in the kitchen and easy access to the private, fenced backyard with a covered patio - an inviting spot for morning coffee, outdoor dining, or relaxing at the end of the day. In addition, there is a large living room with just enough separation from the kitchen and dining area. Upstairs, three additional bedrooms share a newly renovated full bath, along with a built-in office space perfect for working or studying from home. But the real showstopper is the huge loft area, offering plenty of space for a television lounge, ping pong, game nights, hobbies, or simply giving folks a place to spread out. This flexible upstairs space is also ideal for overnight guests, allowing everyone to enjoy their own space while maintaining the quiet of first-floor living space. The separate laundry room, two-car garage, and two HVAC systems, one for each floor, add convenience and comfort. The first floor HVAC was replaced in 2023 as well as the roof. With its generous living spaces, versatile layout, private outdoor area, neighborhood amenities including a pool and playground, and fabulous location, this home offers an exceptional combination of comfort, functionality, and flexibility. Whether you're looking for room for a large household, multi-generational living, frequent guests, or simply want space for everyone to gather without feeling crowded, this Palmetto Pointe home delivers. The perfect space to live, work, relax, and entertain - all under one roof!

29 Sago Palm Drive, Bluffton

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$3,595,000

4 Beds ⋅ 6 Baths ⋅ 4,151 SqFt. ⋅ HILTONHEAD-512962 MLS

Space, privacy, and an exceptional Wilson Hayfields setting. Set within Wilson Hayfields, 21 Gallavant Road offers a compelling combination of generous space, beautiful Lowcountry views, and the privacy afforded by a substantial homesite-all within walking distance of Wilson Village and its amenities. Thoughtfully positioned on the property, the home enjoys a wonderful sense of openness and separation from neighboring homes. Inside, beautiful antique hardwood floors bring warmth, character, and a sense of authenticity throughout the living spaces, while a generous floor plan provides flexibility for everyday living, entertaining, family, and guests.

21 Gallavant Road, Bluffton

Listing courtesy of Keller Williams Realty.

$499,000

4 Beds ⋅ 3 Baths ⋅ 2,397 SqFt. ⋅ HILTONHEAD-512564 MLS

Welcome to 6 Crossings Boulevard, a spacious single-story home in Pinecrest offering 4 bedrooms, 3 baths, and 2,397 sq ft. The inviting foyer opens to a family room featuring a fireplace and flows into the newly renovated kitchen and eat-in dining area. A separate library/office space with custom trim and beams offer flexible space for work or relaxation. The primary suite provides a comfortable retreat with a private bath, separate shower, and ample closet space. Three additional bedrooms and two full baths provide room for guests or family. Outside, a patio overlooks golf and lagoon views, creating a lovely backdrop for morning coffee or evening gatherings. A 2-car garage and Pinecrest amenities complete the home.

6 Crossings Boulevard, Bluffton

Listing courtesy of Peirce Group Brokered by EXP Realty LLC.

$1,699,000

4 Beds ⋅ 4 Baths ⋅ 3,458 SqFt. ⋅ HILTONHEAD-512898 MLS

Wake to sunrise over shimmering water and sun-kissed marsh grasses, with views stretching to Dolphin Head Beach and the Port Royal Sound. From its Bayley Point setting, this 4-bedroom, 3.5-bath home enjoys one of the most stunning Lowcountry views in Hilton Head Plantation and a landscape that changes with the tides, light, and sky throughout the day. Designed to embrace its setting, soaring ceilings and expansive windows bring the outdoors into the main living spaces. Newly updated windows surround the fireplace in the great room, beautifully framing the sweeping landscape, while the dining area offers an equally memorable setting overlooking the water. Step outside to the large deck and pergola for coffee at sunrise, evenings under the stars, or simply watching the tides move through the marsh. The adjacent lot is designated open space to add another layer of privacy and protect the expansive water and marsh views from future development. Mature landscaping, an inviting entry courtyard, and circular drive complete the setting. With approximately 3,458 square feet, the thoughtfully designed floor plan provides space and separation for everyone. The spacious kitchen features a large center island, gas cooking, extensive cabinetry and updated finishes, opening naturally to the casual living areas. Hardwood floors, built-ins and architectural details add warmth and character. The first-floor owner's suite looks out to the water, while a separate main-level office provides dedicated work-from-home space without sacrificing a bedroom. Upstairs, two additional bedrooms with exceptional water views offer privacy for family or guests, plus a separate bonus-room getaway with its own full bath-ideal for guests, a media room, or additional living space. All within Hilton Head Plantation, this is a home that offers room to gather, room to retreat, and a setting that is difficult to duplicate. The view may be what first captures your attention, but the way this home lives is what makes it special.

16 Bayley Point Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$295,000

3 Beds ⋅ 3 Baths ⋅ 1,714 SqFt. ⋅ HILTONHEAD-512777 MLS

Priced to sell-bring your offer! Quick closing available. This end-unit townhome is full of potential and ready for a buyer to make it their own. Whether you're a first-time homebuyer, downsizing, looking for an investment property, or searching for a Lowcountry second home, this property offers flexibility and value. Six-month rentals are permitted. Enjoy added privacy with a wooded area next door and no neighbor on one side! The home features 3 bedrooms, 2.5 baths, an open-concept main living area, and a versatile downstairs flex space perfect for a home office, playroom, or additional sitting area. The spacious owner's suite includes a private balcony-an ideal spot to enjoy your morning coffee. Outside, you'll find a patio for grilling and entertaining, along with a 6-foot privacy fence. Additional highlights include a rare 2-car garage, newer LVP flooring, and a washer and dryer that convey with the sale. The HOA provides lawn maintenance and additional services for easy, low-maintenance living. Best of all, you're just steps from the resort-style amenities of Cypress Ridge. Bring your ideas, add your personal touches, and make this home your own!

203 Dillard Mill Drive, Bluffton

Listing courtesy of Keller Williams Realty.

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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.