Homes with Pools for Sale in Hilton Head Island, SC

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ABOUT THIS HOME
Home with a Pool for sale in Hilton Head Island, SC:
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms Villas are a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. Discounted golf at 6 different championship courses via Heritage Golf Group included with ownership! This wonderful 2 bedroom/2 bath designer furnished 2nd floor Sanibel floor plan has 1350 htd sq ft, a screened in porch & covered deck, all with a wonderful lagoon v

$32,000

2 beds2 baths— sq ft

14 Wimbledon Ct Unit 144-4, Hilton Head Island, SC 29928

Beach access • Lagoon view • Community pool

Hilton Head Properties (579), (843) 785-7111

ABOUT THIS HOME
Home with a Pool for sale in Hilton Head Island, SC:
Move-in ready 2-bedroom Summerhouse condo with updated bathroom, kitchen, flooring and quality furniture which can stay. Unit has a screened porch, walk-in closets, stainless appliances, pretty fireplace, garden tub in stylish primary bath, laundry room with washer and dryer, vaulted living room, wood floors, office nook, and located on top floor with no noise above you! Gorgeous well-landscaped pet friendly complex with security gate, community pool with propane grills and kitchen area, hot tub, and comfy furniture with tv area, large community room, fitness center, and car wash. This community is a perfect location just off the parkway, and in-between the north and south end for easy comm

$339,000

2 beds2 baths1,072 sq ft

380 Marshland Rd Unit F31, Hilton Head Island, SC 29926

Stainless appliances • Walk-in closets • Screened porch

Keller Williams Realty (322), (843) 682-8100

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ABOUT THIS HOME
Home with a Pool for sale in Hilton Head Island, SC:
Live the Hilton Head lifestyle in this beautifully updated home designed for both relaxation & entertaining. The gourmet kitchen shines w/ counter seating, dining area & an impressive wall of custom cabinetry, opening to a light-filled great room. A formal LR w/ fireplace & DR add elegance. Upstairs, the loft w/ pool table & bonus room create flexible spaces for fun or quiet retreat. The 1st floor primary suite is a haven w/ spa-like bath, while guest rooms are thoughtfully separated for privacy. Outdoors, enjoy a private pool, expansive patio & glistening lagoon views. Offering 5BRs, 4FBA, 2HBA, laundry room 4,937 sq. ft. Hilton Head Plantation is a private ga

$1,845,000

5 beds5 baths4,937 sq ft

26 Lenora Dr, Hilton Head Island, SC 29926

Custom cabinetry • Formal lr • Flexible spaces

Charter One Realty (063D), (843) 681-3307

ABOUT THIS HOME
Home with a Pool for sale in Hilton Head Island, SC:
A spectacular water view that flows like a river - this stunning Sea Pines Estate offers over 3,000 sq. ft. of refined coastal living on one of Hilton Head Island's most prestigious streets. Gorgeous hardwood floors lead you through a light-filled, open-concept interior with panoramic water vistas from nearly every room. The expansive living space includes a sophisticated fireplace with custom mantle and seamless flow to a chef's kitchen and elegant dining area. Entertain outdoors on the grand composite deck and screened gazebo (with heat for year-round enjoyment). The primary suite offers serene water views, spa-inspired bath with dual vanities, and an indulgent jacuzzi tub. Two guest sui

$2,440,000

3 beds3 baths3,018 sq ft

30 Hearthwood Dr, Hilton Head Island, SC 29928

Grand composite deck • Elegant dining area • Hardwood floors

RE/MAX Island Realty (521), (843) 785-5252

ABOUT THIS HOME
Home with a Pool for sale in Hilton Head Island, SC:
From the moment you step inside this turnkey 2-bed, 2-bath villa, you're greeted with coastal charm, natural light, and the kind of relaxed luxury that makes you exhale. Recently updated with fresh paint and new light fixtures, this property is ready to impress. Designed to feel like a retreat, the open living space flows effortlessly for you to enjoy gathering with friends and family. Featuring durable plank flooring, a full-size kitchen with stainless steel appliances, and a private primary suite, you have everything you need to drop your bags and start enjoying island life. But this isn't just a getaway; its an income-producing asset. Guests love the resort-style amenities: three sparkli

$250,000

2 beds2 baths831 sq ft

663 William Hilton Pkwy #3423, Hilton Head Island, SC 29928

Natural light • Open living space • Full-size kitchen

ELEVE PROPERTIES Brokered by EXP Realty (1057), (843) 422-5748

Property at 156 Dillon Rd #126, Hilton Head Island, SC 29926, 2 beds, 2.5 baths

$188,000

2 beds2.5 baths1,120 sq ft

156 Dillon Rd #126, Hilton Head Island, SC 29926

Dunes Real Estate (065), (843) 842-1111

Property at 21 Haul Away #15, Hilton Head Island, SC 29928, 4 beds, 5 baths

$895,000

4 beds5 baths1,850 sq ft

21 Haul Away #15, Hilton Head Island, SC 29928

Dunes Real Estate (065), (843) 842-1111

Property at 10 Myrtle Ln, Hilton Head Island, SC 29928, 4 beds, 3 baths

$1,495,000

4 beds3 baths1,966 sq ft

10 Myrtle Ln, Hilton Head Island, SC 29928

EXP Realty LLC (938), (888) 440-2798

Property at 17 Lagoon Rd #31, Hilton Head Island, SC 29928, 2 beds, 2.5 baths

$629,000

2 beds2.5 baths1,094 sq ft

17 Lagoon Rd #31, Hilton Head Island, SC 29928

EXP Realty LLC (938), (888) 440-2798

Property at 45 Folly Field Rd Unit 6G, Hilton Head Island, SC 29928, 2 beds, 2 baths

$309,000

2 beds2 baths757 sq ft

45 Folly Field Rd Unit 6G, Hilton Head Island, SC 29928

Charter One Realty (063I), (843) 815-8400

Property at 15 Deallyon Ave #1, Hilton Head Island, SC 29928, 2 beds, 2 baths

$499,000

2 beds2 baths1,246 sq ft

15 Deallyon Ave #1, Hilton Head Island, SC 29928

Howard Hanna Allen Tate Lowcountry (222), (843) 341-3700

Property at 100 Helmsman Way #214, Hilton Head Island, SC 29928, 1 bed, 1 bath

$365,000

1 bed1 bath800 sq ft

100 Helmsman Way #214, Hilton Head Island, SC 29928

William Raveis - Carolina LLC (332), (843) 341-5660

Property at 83 Summerfield Court 922 Ct #922, Hilton Head Island, SC 29926, 2 beds, 2 baths

$389,000

2 beds2 baths1,145 sq ft

83 Summerfield Court 922 Ct #922, Hilton Head Island, SC 29926

Hilton Head Real Estate Partners (510), (843) 301-5825

Property at 43 S Forest Beach Dr #111, Hilton Head Island, SC 29928, 1 bed, 1 bath

$479,950

1 bed1 bath538 sq ft

43 S Forest Beach Dr #111, Hilton Head Island, SC 29928

FATHOM REALTY (817), (888) 455-6040

Property at 45 Folly Field Rd Unit 3A, Hilton Head Island, SC 29928, 2 beds, 2 baths

$359,900

2 beds2 baths757 sq ft

45 Folly Field Rd Unit 3A, Hilton Head Island, SC 29928

COAST PROFESSIONALS Brokered by EXP Realty (901), (843) 310-4998

Property at 12 Bateau Rd, Hilton Head Island, SC 29928, 4 beds, 4.5 baths

$2,195,000

4 beds4.5 baths3,200 sq ft

12 Bateau Rd, Hilton Head Island, SC 29928

Berkshire Hathaway HomeServices Hilton Head Bluffton Realty (106), (843) 785-9500

Property at 23 S Forest Beach Dr #140, Hilton Head Island, SC 29928, 1 bed, 1 bath

$340,000

1 bed1 bath518 sq ft

23 S Forest Beach Dr #140, Hilton Head Island, SC 29928

Southern Lifestyle Properties of SC LLC (320), (843) 405-0816

Property at 4 Indigo Run Dr #711, Hilton Head Island, SC 29926, 2 beds, 2 baths

$487,000

2 beds2 baths1,281 sq ft

4 Indigo Run Dr #711, Hilton Head Island, SC 29926

VM Real Estate LLC (1074), (843) 816-2547

Property at 23 Oyster Reef Dr, Hilton Head Island, SC 29926, 4 beds, 3.5 baths

$1,295,000

4 beds3.5 baths3,647 sq ft

23 Oyster Reef Dr, Hilton Head Island, SC 29926

Howard Hanna Allen Tate Hilton Head (543), (843) 785-5200

Property at 180 Mitchellville Rd, Hilton Head Island, SC 29926, 3 beds, 2.5 baths

$995,000

3 beds2.5 baths2,017 sq ft

180 Mitchellville Rd, Hilton Head Island, SC 29926

Howard Hanna Allen Tate Lowcountry (222), (843) 341-3700

Property at 14 Wimbledon Ct Unit 804-4, Hilton Head Island, SC 29928, 3 beds, 3 baths

$65,000

3 beds3 baths— sq ft

14 Wimbledon Ct Unit 804-4, Hilton Head Island, SC 29928

Hilton Head Properties (579), (843) 785-7111

Property at 14 Wimbledon Ct Unit 117-5, Hilton Head Island, SC 29928, 2 beds, 2 baths

$35,000

2 beds2 baths— sq ft

14 Wimbledon Ct Unit 117-5, Hilton Head Island, SC 29928

Hilton Head Properties (579), (843) 785-7111

Property at 245 Olive Shell Ct #7, Hilton Head Island, SC 29926, 3 beds, 2.5 baths

$699,000

3 beds2.5 baths1,687 sq ft

245 Olive Shell Ct #7, Hilton Head Island, SC 29926

Greenplate Group Brokered by eXp Realty (985), (843) 310-0197

Property at 19 Lemoyne Ave #23, Hilton Head Island, SC 29928, 2 beds, 2.5 baths

$475,000

2 beds2.5 baths1,051 sq ft

19 Lemoyne Ave #23, Hilton Head Island, SC 29928

Keller Williams Realty (322), (843) 682-8100

Property at 108 Lighthouse Rd #2372, Hilton Head Island, SC 29928, 3 beds, 3 baths

$855,000

3 beds3 baths1,805 sq ft

108 Lighthouse Rd #2372, Hilton Head Island, SC 29928

Hilton Head Luxury Homes, Inc (587), (843) 384-7253

Property at 14 Wimbledon Ct Unit 501-2, Hilton Head Island, SC 29928, 2 beds, 2 baths

$32,000

2 beds2 baths— sq ft

14 Wimbledon Ct Unit 501-2, Hilton Head Island, SC 29928

Hilton Head Properties (579), (843) 785-7111

Property at 15 S Forest Beach Dr Unit 1C, Hilton Head Island, SC 29928, 2 beds, 2 baths

$619,000

2 beds2 baths825 sq ft

15 S Forest Beach Dr Unit 1C, Hilton Head Island, SC 29928

Sea Pines Real Estate - Beach Club (507), (843) 363-4005

Property at 47 Ocean Ln Apt 5403, Hilton Head Island, SC 29928, 2 beds, 2 baths

$1,485,000

2 beds2 baths1,394 sq ft

47 Ocean Ln Apt 5403, Hilton Head Island, SC 29928

Berkshire Hathaway HomeServices Hilton Head Bluffton Realty (106), (843) 785-9500

Property at 70 Shipyard Dr #172, Hilton Head Island, SC 29928, 2 beds, 2 baths

$639,000

2 beds2 baths1,335 sq ft

70 Shipyard Dr #172, Hilton Head Island, SC 29928

Howard Hanna Allen Tate Lowcountry (222), (843) 341-3700

Property at 66 Timber Ln, Hilton Head Island, SC 29926, 3 beds, 3.5 baths

$750,000

3 beds3.5 baths2,898 sq ft

66 Timber Ln, Hilton Head Island, SC 29926

Charter One Realty (063D), (843) 681-3307

Property at 55 Barcelona Rd Unit 274B, Hilton Head Island, SC 29928, 2 beds, 2 baths

$38,000

2 beds2 baths— sq ft

55 Barcelona Rd Unit 274B, Hilton Head Island, SC 29928

Dunes Real Estate (065), (843) 842-1111

Property at 45 Folly Field Rd Unit 12I, Hilton Head Island, SC 29928, 2 beds, 2 baths

$339,000

2 beds2 baths757 sq ft

45 Folly Field Rd Unit 12I, Hilton Head Island, SC 29928

Dunes Real Estate (065), (843) 842-1111

Property at 33 N Port Royal Dr, Hilton Head Island, SC 29928, 4 beds, 4.5 baths

$2,295,000

4 beds4.5 baths3,972 sq ft

33 N Port Royal Dr, Hilton Head Island, SC 29928

Charter One Realty (063D), (843) 681-3307

Property at 11 Planters Wood Ct, Hilton Head Island, SC 29928, 4 beds, 3 baths

$1,625,000

4 beds3 baths2,468 sq ft

11 Planters Wood Ct, Hilton Head Island, SC 29928

Keller Williams Realty (322), (843) 682-8100

Property at 23 Burl Wood Ct, Hilton Head Island, SC 29926, 4 beds, 2.5 baths

$899,990

4 beds2.5 baths2,253 sq ft

23 Burl Wood Ct, Hilton Head Island, SC 29926

DFH Realty Georgia, LLC (689), (912) 207-8405

Property at 13 Sailmaster Cmn #13, Hilton Head Island, SC 29928, 2 beds, 2.5 baths

$639,000

2 beds2.5 baths1,536 sq ft

13 Sailmaster Cmn #13, Hilton Head Island, SC 29928

Chosen Realty LLC (956), (330) 249-3499

Property at 70 Swallowtail Rd #2901, Hilton Head Island, SC 29928, 2 beds, 2 baths

$2,000

2 beds2 baths— sq ft

70 Swallowtail Rd #2901, Hilton Head Island, SC 29928

Lighthouse Realty (207), (843) 671-5551

Property at 6 Drummond Ln, Hilton Head Island, SC 29926

$225,000

— beds— baths— sq ft

6 Drummond Ln, Hilton Head Island, SC 29926

Daniel Ravenel Sotheby's International Realty, (843) 836-3900

Property at 231 Fort Howell Dr, Hilton Head Island, SC 29926

$280,000

— beds— baths— sq ft

231 Fort Howell Dr, Hilton Head Island, SC 29926

Luxe Group SC , LLC (950), (804) 914-0820

Property at 133 Arrow Rd #88, Hilton Head Island, SC 29928

$244,000

— beds— baths— sq ft

133 Arrow Rd #88, Hilton Head Island, SC 29928

View Properties (751), (843) 633-1655

Property at 00 Tbd, Hilton Head Island, SC 29926

$275,000

— beds— baths— sq ft

00 Tbd, Hilton Head Island, SC 29926

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Based on information submitted to the MLS GRID as of Sun Nov 30 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Pools for Sale in Hilton Head Island

There are currently 811 homes with pools for sale in Hilton Head Island at a median listing price of $640K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Hilton Head Island stay on the market for 91 days and receive 1 offers. Popular neighborhoods include Sea Pines, Hilton Head Plantation, Moss Creek, Wexford Plantation, and Port Royal. This map is refreshed with the newest listings in Hilton Head Island every 15 minutes.

In the past month, 148 homes have been sold in Hilton Head Island. In addition to houses in Hilton Head Island, there were also 481 condos, 40 townhouses, and 0 multi-family units for sale in Hilton Head Island last month. Hilton Head Island is a not walkable city in Beaufort County with a Walk Score of 13. Hilton Head Island is home to approximately 37,151 people and 21,617 jobs. Find your dream home in Hilton Head Island using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Hilton Head Island are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Hilton Head Island. Our Hilton Head Island real estate stats and trends will give you more information about home buying and selling trends in Hilton Head Island. If you're looking to sell your home in the Hilton Head Island area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Hilton Head Island with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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