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Four Seasons, Hilton Head Island Real Estate

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Four Seasons, Hilton Head Island, SC Homes for Sale

Find the newest home listings in Four Season, Hilton Head today! Also known as Hilton Head Resort, the Four Seasons Hilton Head is a residential building which boasts plenty of amenities, well appointed units and excellent location on the island. An attractive real estate opportunity for vacationers, full time residents and investors, the Four Seasons Hilton Head blends scenery, amenities and quality living. For more information on real estate for sale in Four Seasons, Hilton Head schedule a showing, call us today or send us an email.

Gearing up to buy or sell a home soon in Hilton Head Island? Call Group DiNenna at 843-781-6700. Your neighborhood Four Seasons, Hilton Head Island realty team is here to help navigate the Hilton Head Island real estate market.

Four Seasons, Hilton Head, Real Estate Market

Located off of William Hilton Parkways, the Four Seasons Hilton Head is also commonly known as Hilton Head Resort. The mid rise condominium community was originally constructed in 1982 and provides prospective buyers and investors with great real estate opportunities.

Homes for sale in Four Season Hilton Head generally offer between 2 and 3 bedroom and 2 bathroom units. Private balconies or porches, spacious interiors, and many remodelled units are commonly found throughout the building.

Prices for units for sale in Four Seasons Hilton Head depend on size, location in the building and condition of unit. Typically, homes can be found falling between the upper $100K’s and the mid to upper $300K’s.

Four Seasons, Hilton Head, Community Amenities

The Four Seasons Hilton Head offers its residents an ample amount of amenities which can be enjoyed by homeowners and their guests. Two sparkling pools, one indoor and one outdoor, 6 lit tennis courts, an indoor walking track, relaxing sauna, state of the art gym, and hottub are available at the Four Seasons.

The building is also conveniently located near the white sandy shores of the Atlantic Ocean. Guests and residents are able to quickly reach the shoreline and enjoy the many sunny days that Hilton Head experiences.

Chaplain Park is just a few minutes away from Four Seasons Hilton Head and provides visitors with plenty of greenspace, an off leash dog park, playground equipment, beach access and picnic area. Further restaurants, shops, services and more are also a short distance from Four Seasons Hilton Head.

Four Seasons, Hilton Head, School Information

Hilton Head falls under the jurisdiction of the Beaufort School District. The well ranking district offers area students education from pre kindergarten through grade 12. Along with the excellent public education offered on the island, Hilton Head is also home to two private schools.

Schools near Four Seasons Hilton Head include:

Hilton Head Elementary School

30 School Road, Hilton Head, South Carolina

Grade 1 - Grade 5

Student Enrollment: 888

Hilton Head Christian Academy

55 Gardner Dr., Hilton Head, South Carolina

Kindergarten - Grade 12

Student Enrollment: 371

Hilton Head Middle School

55 Willborn Rd., Hilton Head, South Carolina

Grade 6 - Grade 8

Student Enrollment: 1,018

Hilton Head Heritage Academy

11 New Orleans Rd., Hilton Head, S.C.

Grade 7 - Grade 12

Student Enrollment: 125

Hilton Head High School

70 Wilborn Rd., Hilton Head, South Carolina

Grade 9 - Grade 12

Student Enrollment: 1,304

St. Francis Catholic School

45 Beach City Rd., Hilton Head, S.C.

Pre Kindergarten - Grade 8

Student Enrollment: 211

*Disclaimer: Always check with your local school district to confirm zoning, attendance, and enrollment eligibility.

Jump back to Four Seasons, Hilton Head Island Real Estate Listings >>>

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Homes for sale in Four Seasons, Hilton Head Island, SC

663 William Hilton Parkway Unit 3321, Hilton Head Island image
663 William Hilton Parkway Unit 3321, Hilton Head Island $399,500

Lowest-Priced 3-Bedroom Condo on Hilton Head Island. Turnkey Short-Term Rental Steps from the Beach. Discover the most affordable 3-bedroom villa on Hilton Head Island, a...

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  • 3 Beds
  • 2 Baths
  • 1,186 SqFt.
  • HILTONHEAD-511307 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty.

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663 William Hilton Parkway Unit 1223, Hilton Head Island image
663 William Hilton Parkway Unit 1223, Hilton Head Island $299,000

Beautifully Renovated 2-Bedroom Villa with Direct Pool Views - Closest Building to the Beach! This is the beach getaway you've been waiting for! This stunning, fully reno...

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  • 2 Beds
  • 2 Baths
  • 843 SqFt.
  • HILTONHEAD-511168 MLS
Courtesy of Hilton Head Isl Realty

Listing courtesy of Hilton Head Isl Realty.

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663 William Hilton Parkway Unit 4129, Hilton Head Island image
663 William Hilton Parkway Unit 4129, Hilton Head Island $325,000

Welcome to Unit 4129 at Hilton Head Resort, a beautifully furnished 2-bedroom, 2-bath villa offering the perfect blend of comfort, convenience, and resort-style living. T...

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  • 2 Beds
  • 2 Baths
  • 831 SqFt.
  • HILTONHEAD-511159 MLS
Courtesy of Family Tides Real Estate LLC

Listing courtesy of Family Tides Real Estate LLC.

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663 William Hilton Parkway Unit 4432, Hilton Head Island image
663 William Hilton Parkway Unit 4432, Hilton Head Island $275,000

This TURN-KEY, top-floor 2-bedroom, 2-bath villa at Hilton Head Resort offers one of the best ocean-side values on Hilton Head ... thoughtfully renovated with new LVP FLO...

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  • 2 Beds
  • 2 Baths
  • 831 SqFt.
  • HILTONHEAD-510822 MLS
Courtesy of Real Broker, LLC

Listing courtesy of Real Broker, LLC.

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663 William Hilton Parkway Unit 4431, Hilton Head Island image
663 William Hilton Parkway Unit 4431, Hilton Head Island $279,999 ▼

Just a short walk from the beach, this turnkey top-floor 2BR/2BA villa offers a bright coastal interior, a rare private screened-in rear balcony, and a proven short-term ...

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  • 2 Beds
  • 2 Baths
  • 831 SqFt.
  • HILTONHEAD-510133 MLS
Courtesy of Real Broker, LLC

Listing courtesy of Real Broker, LLC.

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663 William Hilton Parkway Unit 2306, Hilton Head Island image
663 William Hilton Parkway Unit 2306, Hilton Head Island $299,000 ▼

OCEANFRONT BARGAIN - The lowest-priced 2 bedroom ocean view condo on Hilton Head Island. Kitchen has quartz countertops and stainless steel appliances. Water heater and H...

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  • 2 Beds
  • 2 Baths
  • 843 SqFt.
  • HILTONHEAD-509392 MLS
Courtesy of The Ocean Broker

Listing courtesy of The Ocean Broker.

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663 William Hilton Parkway Unit 3317, Hilton Head Island image
663 William Hilton Parkway Unit 3317, Hilton Head Island $258,900 ▼

This unit located in the oceanfront complex of Hilton Head Resort was remodeled by Hilton Head Builders and is well-established on the short-term rental market. A 2-bedro...

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  • 2 Beds
  • 2 Baths
  • 831 SqFt.
  • HILTONHEAD-509246 MLS
Courtesy of Dunes Real Estate

Listing courtesy of Dunes Real Estate.

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663 William Hilton Parkway Unit 2121, Hilton Head Island image
663 William Hilton Parkway Unit 2121, Hilton Head Island $295,000

Come to Hilton Head Island for the beaches, sunshine and great restaurants. Our 2 bedroom/2 bath updated beach condo on the first floor includes many amenities for your ...

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  • 2 Beds
  • 2 Baths
  • 843 SqFt.
  • HILTONHEAD-508845 MLS
Courtesy of Howard Hanna Allen Tate Lowcountry

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

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663 William Hilton Parkway Unit 4127, Hilton Head Island image
663 William Hilton Parkway Unit 4127, Hilton Head Island $259,999

A turn-key Hilton Head Resort villa priced for value. Sold furnished, 4127 Hilton Head Resort is a 2-bedroom/2-bath in a direct beach-access community, offering effortles...

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  • 2 Beds
  • 2 Baths
  • 831 SqFt.
  • HILTONHEAD-508590 MLS
Courtesy of Greenplate Group Brokered by eXp Realty

Listing courtesy of Greenplate Group Brokered by eXp Realty.

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663 William Hilton Parkway Unit 1122, Hilton Head Island image
663 William Hilton Parkway Unit 1122, Hilton Head Island $288,000 ▼

Located in the absolutely most preferred #1 Building, closest to the beach access! Completely upgraded 2 Bedroom, 2 Full Bath first floor unit. New kitchen counters in ...

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  • 2 Beds
  • 2 Baths
  • 843 SqFt.
  • HILTONHEAD-508085 MLS
Courtesy of RE/MAX Island Realty

Listing courtesy of RE/MAX Island Realty.

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663 William Hilton Parkway Unit 2305, Hilton Head Island image
663 William Hilton Parkway Unit 2305, Hilton Head Island $389,500

Unit 2305 offers a view that needs to be seen soon. From the 3rd floor balcony, overlooking the lagoon and ocean boardwalk through a coastal marsh, the unit boasts one of...

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  • 2 Beds
  • 2 Baths
  • 843 SqFt.
  • HILTONHEAD-508012 MLS
Courtesy of Realty One Group - Lowcountry

Listing courtesy of Realty One Group - Lowcountry.

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663 William Hilton Parkway Unit 3103, Hilton Head Island image
663 William Hilton Parkway Unit 3103, Hilton Head Island $309,000

Fresh, coastal, and income-ready, this turn-key villa features all "brand new" furniture and is ready to enjoy or rent from day one! Ideally located mid-island in a beac...

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  • 2 Beds
  • 2 Baths
  • 831 SqFt.
  • HILTONHEAD-507911 MLS
Courtesy of RE/MAX Island Realty

Listing courtesy of RE/MAX Island Realty.

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663 William Hilton Parkway Unit 2416, Hilton Head Island image
663 William Hilton Parkway Unit 2416, Hilton Head Island $279,900

Welcome to Hilton Head Resort-where coastal living meets everyday ease, and this top-floor villa offers one of the best views in the community.This 2-bedroom, 2-bath vill...

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  • 2 Beds
  • 2 Baths
  • 843 SqFt.
  • HILTONHEAD-507693 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty.

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663 William Hilton Parkway Unit 2402, Hilton Head Island image
663 William Hilton Parkway Unit 2402, Hilton Head Island $369,000

Step onto your private balcony and take in sweeping views of the lagoon, marsh, and the shimmering Atlantic beyond. Whether you're savoring your morning coffee, relaxing ...

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  • 2 Beds
  • 2 Baths
  • 843 SqFt.
  • HILTONHEAD-507601 MLS
Courtesy of Hilton Head Isl Realty

Listing courtesy of Hilton Head Isl Realty.

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663 William Hilton Parkway Unit 2301, Hilton Head Island image
663 William Hilton Parkway Unit 2301, Hilton Head Island $309,000 ▼

Turnkey and beautifully furnished, this 2-bedroom residence in Building 2 of Hilton Head Resort offers elevated beachside living just moments from the ocean. The updated ...

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  • 2 Beds
  • 2 Baths
  • 843 SqFt.
  • HILTONHEAD-506814 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty.

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663 William Hilton Parkway Unit 2406, Hilton Head Island image
663 William Hilton Parkway Unit 2406, Hilton Head Island $389,900

Stunning views for under $400K! This well-maintained 2-bedroom, 2-bath top-floor Hilton Head Resort Unit 2406 offers a private balcony with sweeping marsh and ocean views...

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  • 2 Beds
  • 2 Baths
  • 843 SqFt.
  • HILTONHEAD-505580 MLS
Courtesy of Collins Group Realty

Listing courtesy of Collins Group Realty.

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663 William Hilton Parkway Unit 2101, Hilton Head Island image
663 William Hilton Parkway Unit 2101, Hilton Head Island $262,000 ▼

Exceptional investment opportunity in the heart of Hilton Head. This beautifully maintained villa offers everything today's vacation renters are searching for. Perfectly ...

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  • 2 Beds
  • 2 Baths
  • 843 SqFt.
  • HILTONHEAD-505142 MLS
Courtesy of Luxury Homes of Hilton Head

Listing courtesy of Luxury Homes of Hilton Head.

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663 William Hilton Parkway Unit 2319, Hilton Head Island image
663 William Hilton Parkway Unit 2319, Hilton Head Island $255,000 ▼

Welcome to Unit 2319 at Hilton Head Resort, 2 bedroom/ 2 bath ocean-oriented condo offering a coastal retreat and fantastic investment opportunity. This inviting condo fe...

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  • 2 Beds
  • 2 Baths
  • 843 SqFt.
  • HILTONHEAD-504764 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty.

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663 William Hilton Parkway Unit 4227, Hilton Head Island image
663 William Hilton Parkway Unit 4227, Hilton Head Island $265,000 ▼

Welcome to Unit 4227 at Hilton Head Resort, a beautifully remodeled coastal getaway and exceptional investment opportunity. Designed with coastal decor and modern finishe...

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  • 2 Beds
  • 2 Baths
  • 831 SqFt.
  • HILTONHEAD-504621 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty.

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663 William Hilton Parkway Unit 4315, Hilton Head Island image
663 William Hilton Parkway Unit 4315, Hilton Head Island $245,000 ▼

Welcome to Hilton Head Resort, where luxury meets leisure in one of the island's most sought-after properties. Enjoy year-round amenities including beach access with priv...

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  • 2 Beds
  • 2 Baths
  • 831 SqFt.
  • HILTONHEAD-503864 MLS
Courtesy of RE/MAX Island Realty

Listing courtesy of RE/MAX Island 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.

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HiltonHeadRealtySales.com / Group DiNenna:

Dino DiNenna
Broker, Realtor, GRI, CRS
Certified Negotiation Expert (CNE®)
Southern Lifestyle Properties
PO Box 7725
Hilton Head Island, SC 29938-7725
843.560.9310 Direct
843.781.6700 Team

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Southern Lifestyle Properties of SC, LLC
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5846 Guilford Place
Bluffton, SC 29910
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