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Homes with a Pool in Hilton Head Island, SC
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399 listings
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3 bedsWith a pool

Homes with a Pool in Hilton Head Island, SC

Homes with a Pool in Hilton Head Island, SC

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24 of 399 Listings
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Homes with a Pool in Hilton Head Island, SC

24 of 399 Listings

Your Hilton Head Island agent

TT

The Prud'homme Team

Lic. #William Raveis - 3 Executive Park Road, Hilton Head Island, SC, 29928 - License: 42473

Call The
  1. 6 Ibis Street — photo66Active

    $2,295,000

    5 bd · 5 ba · — sqft

    6 Ibis Street, Hilton Head Island, SC

    Kimberle Molloy · William Raveis - Carolina LLC

  2. 10 Off Shore Drive — photoPrice Reduced26Active

    $1,395,000

    3 bd · 4 ba · — sqft

    10 Off Shore Drive, Hilton Head Island, SC

    Elizabeth Drake · Keller Williams Realty

  3. 130 Sandcastle Court — photo55Active

    $1,699,000

    5 bd · 4 ba · — sqft

    130 Sandcastle Court, Hilton Head Island, SC

    Elizabeth Drake · Keller Williams Realty

  4. 219 Jonesville Road — photoPrice Reduced72Active

    $2,220,000

    5 bd · 6 ba · — sqft

    219 Jonesville Road, Hilton Head Island, SC

    Chaz Holden · RE/MAX Island Realty Inc.

  5. 9 Seaside Sparrow Road — photo35Active

    $785,000

    6 bd · 8 ba · — sqft

    9 Seaside Sparrow Road, Hilton Head Island, SC

    Gregory John · William Raveis - Carolina LLC

  6. 55 Barcelona Road 242C — photo47Active

    $32,000

    2 bd · 2 ba · 1,247 sqft

    55 Barcelona Road 242C, Hilton Head Island, SC

    Lisa G. Newton · The HomesFinder Realty Group

  7. 64 Sandcastle Court — photo45Active

    $1,500,000

    5 bd · 5 ba · — sqft

    64 Sandcastle Court, Hilton Head Island, SC

    Richard Hollifield · Eleve Properties Bkd by eXp

  8. 37 Kingston Road — photoPrice Reduced61Active

    $1,699,500

    3 bd · 3 ba · — sqft

    37 Kingston Road, Hilton Head Island, SC

    Richard Hollifield · Eleve Properties Bkd by eXp

  9. 3 Stella Del Mare Manor — photoPrice Reduced93Active

    $6,900,000

    4 bd · 6 ba · — sqft

    3 Stella Del Mare Manor, Hilton Head Island, SC

    Gerry Prud'homme · William Raveis - Carolina LLC

  10. 12 Brams Point Road — photoPrice Reduced77Active

    $6,250,000

    5 bd · 7 ba · — sqft

    12 Brams Point Road, Hilton Head Island, SC

    Richard Hollifield · Eleve Properties Bkd by eXp

  11. 96 Mathews Drive Unit 106 — photo26Active

    $265,000

    2 bd · 3 ba · 1,025 sqft

    96 Mathews Drive Unit 106, Hilton Head Island, SC

    Elite Group · Real Broker, LLC

  12. 37 Oleander Street — photo43Active

    $2,295,000

    7 bd · 5 ba · 3,246 sqft

    37 Oleander Street, Hilton Head Island, SC

    Rick Ross · RE/MAX Island Realty

  13. 5 Gumtree Road L-20 — photo31Active

    $379,000

    2 bd · 2 ba · 1,080 sqft

    5 Gumtree Road L-20, Hilton Head Island, SC

    Eleve Properties · ELEVE PROPERTIES Brokered by EXP Realty

  14. 1 Sutherland Court — photoOpen house Sat, Oct 31 · 11:00 AM55Active

    $2,300,000

    4 bd · 5 ba · 3,266 sqft

    1 Sutherland Court, Hilton Head Island, SC

    BD Coastal Living Team · Keller Williams Realty

  15. 70 Lighthouse Road Unit 2895 — photo33Active

    $1,300

    2 bd · 2 ba · — sqft

    70 Lighthouse Road Unit 2895, Hilton Head Island, SC

    David & Lisa Fleming · Lighthouse Realty

  16. 70 Lighthouse Road Unit 2873 — photo33Active

    $1,450

    2 bd · 2 ba · — sqft

    70 Lighthouse Road Unit 2873, Hilton Head Island, SC

    David & Lisa Fleming · Lighthouse Realty

  17. 23 S Forest Beach Drive 385 — photo28Active

    $550,000

    2 bd · 2 ba · 750 sqft

    23 S Forest Beach Drive 385, Hilton Head Island, SC

    BD Coastal Living Team · Keller Williams Realty

  18. 40 Folly Field Road Unit a131 — photo23Active

    $289,000

    1 bd · 1 ba · 540 sqft

    40 Folly Field Road Unit a131, Hilton Head Island, SC

    Elite Group · Real Broker, LLC

  19. 663 William Hilton Parkway Unit 2121 — photo38Active

    $264,900

    2 bd · 2 ba · 843 sqft

    663 William Hilton Parkway Unit 2121, Hilton Head Island, SC

    Trey Long · Howard Hanna Allen Tate Lowcountry

  20. 40 Folly Field Road G1 — photo32Active

    $329,500

    2 bd · 2 ba · 888 sqft

    40 Folly Field Road G1, Hilton Head Island, SC

    John Coulter · Sea Pines Real Estate - Beach Club

  21. 40 Folly Field Road a124 — photo61Active

    $349,900

    1 bd · 1 ba · 540 sqft

    40 Folly Field Road a124, Hilton Head Island, SC

    Warstler Burns Team · Engel & Volkers

  22. 40 Folly Field Road a224 — photo25Active

    $448,000

    1 bd · 1 ba · 540 sqft

    40 Folly Field Road a224, Hilton Head Island, SC

    Mary Hiers · C 21 A Low Country Realty

  23. 13 Harbourside Lane 7146 — photo46Active

    $619,000

    1 bd · 2 ba · 1,123 sqft

    13 Harbourside Lane 7146, Hilton Head Island, SC

    Jennifer Wells · Keller Williams Realty

  24. 3 Wagener Place — photo75Active

    $5,499,800

    5 bd · 5 ba · 4,563 sqft

    3 Wagener Place, Hilton Head Island, SC

    Angela Barbic · Charter One Realty

12…17

About Homes with a Pool in Hilton Head Island, SC

Homes with a Pool in Hilton Head Island, SC: 399 active listings as of October 28, 2026, 22:27 UTC.

Property types among these 399 listings, by the property type each listing’s MLS reports, spelled as the MLS spells it. Types with fewer than 5 listings, and listings whose MLS reports no type, are not shown, so the shares can total less than 100%.
Property typeListingsShare
Condominium25062.7%
Single Family Residence11027.6%
Co-Ownership164.0%
Timeshare153.8%
Fractional61.5%

Explore Hilton Head Island homes

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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Listing data & MLS disclosures

REsides (Hilton Head)
©2026 Multiple Listing Service of REsides, Inc. We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. All area measurements and calculations are approximate and should be independently verified. Data 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.
Listing information ©2026 Certain information contained herein is derived from information which is the licensed property of, and copyrighted by, Multiple Listing Service of REsides, Inc®. Last Updated: 2026-10-28 17:59:44 UTC
Hive MLS (North Carolina Regional)
The data relating to real estate on this website comes in part from the Internet Data Exchange program of Hive MLS, and is updated as of 2026-08-17 18:59:53 UTC. All information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal. Neither listing broker(s) nor [name of IDX Participant’s firm] shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. © 2026 Hive MLS
Lowcountry Regional MLS
©2026 Low Country Regional Multiple Listing Service. Information is deemed reliable but not guaranteed. Information is provided exclusively for the consumer's personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

Hilton Head Island, SC community profile

Population
41,519
Median income
$97,515
Housing units
29,712
People per sq. mi.
644.7
Area
64.4 sq. mi.

Source: HJN community data

Hilton Head Island housing market

September 2026 · This period is still settling

Hilton Head Island 12-month median sale price trend

Selling at 96.9% of asking price

Buyers here are paying below asking. MLS · 138 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 23, 2026

Median sale price
$625,000$32,000–$1,250,000 typical range
Price per sq. ft.
$303
Sales
75
Paid in cash
68.0%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price
$582,250
Homes for sale
662
Median days on market
104 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year
-33.4%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

Median home size
1,986 sq. ft.
    • Homes Under $100K
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    • Homes Under $1M
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    Your Hilton Head Island agent

    TT

    The Prud'homme Team

    Lic. #William Raveis - 3 Executive Park Road, Hilton Head Island, SC, 29928 - License: 42473

    Call The