Hilton Head/General Homes with Private Pool

Welcome to Hilton Head Island, South Carolina, a stunning coastal paradise that perfectly blends natural beauty with a vibrant community. Nestled in Beaufort County, this enchanting island is renowned for its pristine beaches, lush landscapes, and world-class amenities. Whether you’re looking for a tranquil retreat or an active lifestyle, Hilton Head offers something for everyone.

One of the most sought-after features of homes in this idyllic region is the luxury of a private pool. Imagine stepping out of your beautifully designed home and diving into your own serene oasis, surrounded by swaying palm trees and the soothing sounds of nature. Homes with private pools provide the ultimate escape, perfect for lazy summer afternoons or lively gatherings with family and friends.

The architecture in Hilton Head is as diverse as its residents, with options ranging from charming beach cottages to grand oceanfront estates. Many of these properties are designed with outdoor living in mind, featuring expansive decks, outdoor kitchens, and, of course, sparkling pools that invite you to unwind and soak up the sun.

Beyond the allure of private pools, Hilton Head Island boasts an array of recreational opportunities. Enjoy miles of scenic bike paths, award-winning golf courses, and a vibrant dining scene that showcases the best of Lowcountry cuisine. With its rich history, captivating wildlife, and welcoming community, Hilton Head Island is not just a place to live; it's a lifestyle waiting to be embraced. Discover your dream home with a private pool in this coastal gem today!

Newest Hilton Head/General Homes with Private Pool

$1,378,000

3 Beds ⋅ 4 Baths ⋅ 2,544 SqFt. ⋅ HILTONHEAD-512828 MLS

Welcome to luxury coastal living in the gated Oakview community off Spanish Wells Road. Featuring spectacular, unobstructed views of the tidal marsh and Intracoastal Waterway, this custom-built 3-bedroom, 3.5-bath home showcases over $225,000 in recent indoor and outdoor upgrades. Main Living & Chef's Kitchen Upgraded Interiors: Newly installed luxury plank flooring throughout the main level and an open-concept living room centered around a cozy gas-log marble fireplace. Gourmet Kitchen: Features sleek new shaker cabinets, premium quartz countertops, a dedicated wine bar, and high-end appliances-including a Wolf induction cooktop, wall oven, and microwave, paired with a Thermador refrigerator. Flex Space: A versatile main-floor room with deck access and an adjoining full bath, ideal as an office or additional guest suite. Owner's Sanctuary & Upper-Level Primary Suite: A massive retreat featuring large picture windows, a private Trex deck with sweeping marsh views, two expansive walk-in closets, and an oversized adjacent laundry room. En-Suite Spa Bath: Includes a double vanity, deep soaking tub, custom-tiled walk-in shower, and refined finishes. Guest Suite: Spacious secondary bedroom complete with its own walk-in closet and breathtaking marsh views. Resort-Style Outdoor Oasis Upper Deck: Features a weatherproofed Trex balcony designed to keep the lower living space completely dry. Brand-New Lower Level Patio & Pool: A custom-built Ramon pool, a fully fenced yard, and an expansive stone patio complete with a firepit, outdoor shower, half bath, and outdoor kitchen featuring a gas grill. Lower-Level Storage & Bonus Room: Includes a 2-car garage alongside a climate-controlled flex room perfect for a gym, workshop, or additional storage. This property seamlessly blends high-end modern updates with tranquil, picture-perfect island scenery. The tidal marsh is perfect for kayaking or paddle boarding. Membership available at Spanish Wells Club for golf, tennis, and pickleball.

35 Silver Oak Drive, Hilton Head Island

Listing courtesy of Beechee Coastal Properties, LLC.

$2,195,000

4 Beds ⋅ 5 Baths ⋅ 2,930 SqFt. ⋅ HILTONHEAD-512616 MLS

Just 100 yards from the Atlantic Ocean, this 4-bedroom, 4.5-bath Singleton Beach home offers an exceptional combination of beach proximity, beautiful marsh views, and relaxed coastal living. With 2,930 sq. ft., the home features a private pool, elevator, two-car garage, and multiple balconies designed to take advantage of the surrounding island scenery and coastal breezes. Each bedroom offers its own en-suite bath, while the primary suite enjoys a private balcony overlooking the marsh. The versatile layout is ideal as a primary residence, second home, or vacation rental investment. Enjoy an easy walk to the beach along with convenient access to Chaplin Park, bike paths, pickleball, shopping, dining, and Coco's on the Beach. Ideally positioned in the heart of Hilton Head Island, this Singleton Beach property delivers the sought-after combination of ocean access, marsh views, private outdoor living, and strong rental potential. Rental projection available.

91 Singleton Beach Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$7,400,000

4 Beds ⋅ 6 Baths ⋅ 5,831 SqFt. ⋅ HILTONHEAD-511454 MLS

Cross your private bridge into one of Hilton Head Island's most discreet and protected oceanfront enclaves. Stella del Mare is one of only three beachfront communities on Hilton Head Island where short-term rentals are not permitted, ensuring year-round privacy, security, and a consistently quiet residential environment. This 4-bedroom, 5.5-bath Mediterranean estate offers a rare alternative to the island's oceanfront rentals. Positioned along the coveted Bradley Beach shoreline, this gated enclave of three Oceanfront homes and two 2nd row parcel provides expansive Atlantic views without the weekly rental influx common elsewhere. Originally featured nationally for its design and architectural significance, Stella del Mare set a new benchmark for luxury construction. Built by skilled European craftsmen using imported and timeless materials, the residence showcases hand-laid walnut flooring, carved travertine, silk wall coverings, Venetian glass, and custom wrought-iron detailing. Many architectural elements were sourced internationally to achieve authenticity and permanence rarely replicated today. Constructed using the Hebel Block system for superior durability, strength, and insulation, this home was designed to endure for generations. Every detail reflects substance over trend. Outdoor living includes a private courtyard, freshly renovated pool and spa, elevator access, and multiple oceanfront balconies designed for quiet sunrise mornings and uninterrupted coastal views - without the transient traffic associated with short-term rental communities. Recent enhancements include complete exterior stucco refinishing in 2024; replacement of numerous exterior windows, new geothermal HVAC system, and complete pool renovation demonstrating continued investment and meticulous care. This property presents the perfect offering for the discerning buyer seeking a legacy beachfront residence in a gated, owner-focused community - where privacy, architectural integrity, and long-term enjoyment take precedence.

3 Stella Del Mare Manor, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$2,220,000

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.

$1,739,000

6 Beds ⋅ 6 Baths ⋅ 3,662 SqFt. ⋅ HILTONHEAD-506891 MLS

Welcome to this exceptional coastal retreat in the private, gated community of Fish Haul on Hilton Head Island. Built in 2020, this stunning 6-bedroom, 5 full and 1 half bath home offers the perfect blend of luxury, comfort, and investment potential. Ideally located just moments from Fish Haul Beach, the property features beautiful Port Royal Sound views and is designed to accommodate large gatherings with ease. The spacious, thoughtfully designed layout includes expansive living areas, multiple porches and decks, and seamless indoor-outdoor living throughout. The chef's kitchen is equipped with high-end appliances, ample storage, and an open flow ideal for entertaining. The inviting living room provides the perfect setting for relaxing evenings, while the adjoining outdoor spaces offer plenty of seating and a grill for hosting. Step outside to your private backyard oasis featuring a heated saltwater pool, putting green, and lush landscaping. Multiple porches-some with charming swings-create peaceful spots to unwind and enjoy the coastal breeze. With upscale finishes, strong rental potential, and the ability to comfortably sleep large groups, this home is an outstanding investment opportunity or personal getaway. A rare offering in one of Hilton Head's most serene and sought-after neighborhoods. Strong Short Term rental numbers for 2026: over $160,000!! Fast walk to the beach with a brand-new board walk, grab your beach chair and be there in 3 minutes!

2 Talon Court, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$5,195,000

6 Beds ⋅ 7 Baths ⋅ 4,147 SqFt. ⋅ HILTONHEAD-506680 MLS

Experience the perfect blend of luxury, comfort, and investment potential in this exceptional **direct oceanfront** retreat on Singleton Beach. Offering the rare opportunity to own a beachfront home in one of Hilton Head Island's most desirable locations, this property is designed for both personal enjoyment and vacation rental success.Thoughtfully designed with spacious living areas, the home features an open-concept floor plan filled with natural light, ideal for entertaining or relaxing after a day on the beach. The well-appointed kitchen flows seamlessly into the main living space, while multiple bedrooms provide comfort and privacy for owners and guests alike. Inviting outdoor living spaces offer the perfect setting to unwind, dine, and enjoy the sights and sounds of the Atlantic Ocean.The property has a proven rental history and strong income potential. Current ownership has taken a more selective approach to rentals, prioritizing personal use and minimizing wear and tear, creating an opportunity for a future owner to optimize the rental program based on their goals.Recent improvements include three new HVAC systems, with one replaced in 2024 and two replaced in 2025, providing added efficiency, reliability, and comfort throughout the home.Whether you're seeking a private beachfront retreat, a second home, or an investment property, this direct oceanfront residence offers an exceptional combination of location, condition, and rental potential on Singleton Beach.

19 Singleton Beach Place, Hilton Head Island

Listing courtesy of Palmetto Coast Realty Group.

$5,099,000

5 Beds ⋅ 6 Baths ⋅ 3,625 SqFt. ⋅ HILTONHEAD-503980 MLS

Experience the pinnacle of oceanfront living on Hilton Head Island in this fully turnkey beach home with unobstructed Atlantic Ocean views. Located on one of the island's most desirable beaches, this oceanfront property for sale offers stunning eastern exposure with unforgettable sunrises, expansive shoreline views, and the calming sound of waves crashing on the shore. Meticulously maintained and never rented, the home features a new chef's kitchen, five bedrooms with ensuite bathrooms, including multiple oceanfront primary suites with private balconies overlooking the water. Enjoy a private oceanfront pool with an elevated deck designed to maximize beach and ocean views, plus a new private boardwalk that's a hop, skip, and jump to toes-in-the-sand. Use as a primary residence, second home, or high-end Hilton Head vacation rental, either way, the memories you'll make inside, outside, on the beach, and anywhere else on America's #1 Island are priceless, while the potential for high rental income production and future appreciation makes this a smart investment. Oceanfront homes on Hilton Head Island priced this low are a rarity, making this luxury oceanfront residence a truly exceptional opportunity. If you're going to buy oceanfront, do it like this! Now is the time to make your dreams a reality!

16 Whelk Street, Hilton Head Island

Listing courtesy of EXP Realty LLC.

Start Your Search

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.