Hilton Head Island Homes under $300,000

Welcome to Hilton Head Island, South Carolina—a breathtaking coastal paradise renowned for its stunning beaches, lush landscapes, and vibrant community. Nestled in Beaufort County, this charming island offers a unique blend of relaxation and adventure, making it a sought-after destination for both residents and vacationers alike.

Hilton Head Island boasts an impressive array of outdoor activities, from world-class golf courses to scenic bike trails and pristine nature preserves. With over 12 miles of sandy beaches, you can spend your days soaking up the sun, indulging in water sports, or taking leisurely strolls along the shore. The island's rich history and culture are also on display at various art galleries, festivals, and local eateries that showcase the region's culinary delights.

For those looking to call this idyllic island home, you'll be pleased to know that there are charming properties available for under $300,000. These homes offer a fantastic opportunity for first-time buyers, retirees, or anyone seeking a slice of paradise without breaking the bank. Whether you’re searching for a cozy condo with ocean views or a quaint single-family home nestled in a tranquil neighborhood, Hilton Head Island has something for everyone.

Imagine waking up to the sound of the waves and the scent of salt in the air, all while enjoying the affordability and charm of your new home. Embrace the island lifestyle and discover the perfect property that fits your budget and dreams in Hilton Head Island, where coastal living meets community spirit.

Newest Hilton Head Island Homes under $300,000

55 Barcelona Road Unit 274D, Hilton Head Island

$30,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-513326 MLS

Great oрportunitу іn Brіgаntіne Quаrtеrs behind the gates οf Shіpyard! This 2 BR/2 BA unit offers 13 weeks of annual usage on a rotating schedule, plus a beautiful lagoon view. Your maintenance fee covers everything from taxes and insurance to toasters, making beach ownership easy and worry-free. Enjoy two community pools, including one heated seasonally, along with all the amenities of Shipyard. A wonderful opportunity to own a slice of the Hilton Head lifestyle without the full-time commitment.

55 Barcelona Road Unit 274D, Hilton Head Island

Courtesy of Dunes Real Estate

663 William Hilton Parkway Unit 4316, Hilton Head Island

$289,000

2 Beds ⋅ 2 Baths ⋅ 198446 MLS

Excellent investment opportunity at Hilton Head Resort! Unit 4316 is a 2-bedroom, 2-bath villa currently long-term rented at $2,600 per month, providing immediate rental income for the new owner. This property offers an attractive opportunity for an investor looking for an established income-producing property on Hilton Head Island. Hilton Head Resort offers an array of amenities along with convenient access to the beach and all that Hilton Head Island has to offer. Enjoy the benefits of ownership with rental income already in place. A great addition to an investment portfolio or an opportunity to secure a Hilton Head property for the future.

663 William Hilton Parkway Unit 4316, Hilton Head Island

Courtesy of Charter One Realty, from Lowcountry Regional MLS.

663 William Hilton Parkway Unit 4306, Hilton Head Island

$289,000

2 Beds ⋅ 2 Baths ⋅ 198443 MLS

Excellent investment opportunity at Hilton Head Resort! Unit 4306 is a 2-bedroom, 2-bath villa currently long-term rented at $2,600 per month, providing immediate rental income for the new owner. This property offers an attractive opportunity for an investor looking for an established income-producing property on Hilton Head Island. Hilton Head Resort offers an array of amenities along with convenient access to the beach and all that Hilton Head Island has to offer. Enjoy the benefits of ownership with rental income already in place. A great addition to an investment portfolio or an opportunity to secure a Hilton Head property for the future.

663 William Hilton Parkway Unit 4306, Hilton Head Island

Courtesy of Charter One Realty, from Lowcountry Regional MLS.

6 Point Comfort Road Unit 9B, Hilton Head Island

$210,000

2 Beds ⋅ 1 Baths ⋅ HILTONHEAD-513090 MLS

This Ѕouth-end Ηіlton Ηеаd cοndο offers unmatched oрpοrtunity and is a steal below $300K. Prime location and with upside potential! Bring your vision to this 750 sqft, 2-bedroom, 1-bath villa that's ready for its new chapter and tucked away in the private community of Point Comfort Club. Renovate and reposition it for resale or make it your own. The community pool is a short walk up the path. Experience Hilton Head's finest beaches and golf as well as Sea Pines Resort just a short drive away along with the ultimate convenience of the Cross Island Parkway, local parks and trails, shopping, and restaurants within minutes. Being sold as-is. Inspections are welcomed, seller to make no repairs.

6 Point Comfort Road Unit 9B, Hilton Head Island

Courtesy of ELEVE PROPERTIES Brokered by EXP Realty

$210,000

2 Beds ⋅ 1 Baths ⋅ 198317 MLS

This South-end Hilton Head condo offers unmatched opportunity and is a steal below $300K. Prime location and with upside potential! Bring your vision to this 750 sqft, 2-bedroom, 1-bath villa that's ready for its new chapter and tucked away in the private community of Point Comfort Club. Renovate and reposition it for resale or make it your own. The community pool is a short walk up the path. Experience Hilton Head's finest beaches and golf as well as Sea Pines Resort just a short drive away along with the ultimate convenience of the Cross Island Parkway, local parks and trails, shopping, and restaurants within minutes. Being sold as-is. Inspections are welcomed, seller to make no repairs.

6 Point Comfort Road Unit 9b, Hilton Head Island

Courtesy of Eleve Properties Bkd by eXp, from Lowcountry Regional MLS.

$289,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-513220 MLS

Excеllent inveѕtmеnt oррοrtunitу аt Hilton Head Reѕort! Unіt 4306 is a 2-bedroom, 2-bath villa currently long-term rented at $2,600 per month, providing immediate rental income for the new owner. This property offers an attractive opportunity for an investor looking for an established income-producing property on Hilton Head Island. Hilton Head Resort offers an array of amenities along with convenient access to the beach and all that Hilton Head Island has to offer. Enjoy the benefits of ownership with rental income already in place. A great addition to an investment portfolio or an opportunity to secure a Hilton Head property for the future.

663 William Hilton Parkway Unit 4306, Hilton Head Island

Courtesy of Charter One Realty

$289,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-513223 MLS

Excеllent inveѕtmеnt oррοrtunitу аt Hilton Head Reѕort! Unіt 4316 is a 2-bedroom, 2-bath villa currently long-term rented at $2,600 per month, providing immediate rental income for the new owner. This property offers an attractive opportunity for an investor looking for an established income-producing property on Hilton Head Island. Hilton Head Resort offers an array of amenities along with convenient access to the beach and all that Hilton Head Island has to offer. Enjoy the benefits of ownership with rental income already in place. A great addition to an investment portfolio or an opportunity to secure a Hilton Head property for the future.

663 William Hilton Parkway Unit 4316, Hilton Head Island

Courtesy of Charter One Realty

663 William Hilton Parkway Unit 4215, Hilton Head Island

$195,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-513120 MLS

Your island escape awaits at 4215 Hilton Head Resort! This furnished 2-bedroom, 2-bath villa offers approximately 831 square feet of inviting coastal living in a gated community with full-time security and an impressive collection of amenities. Whether you're seeking a second home, vacation retreat, or potential short-term rental, this property offers an appealing combination of comfort, convenience, and value. Inside, coastal colors and an open living and dining area create a welcoming place to gather after a day at the beach. The kitchen features white cabinetry, stainless steel appliances, and a striking blue tile backsplash. Vinyl tile flooring, ceiling fans, keyless entry, and TVs in both bedrooms add everyday convenience, while the front porch offers views of the tennis courts. Take a short stroll along the resort's private boardwalk across the scenic salt marsh to Hilton Head's beautiful sandy beach, or spend the day enjoying the community's two outdoor pools, heated indoor pool, hot tub, sauna, and fitness center. Tennis and pickleball courts, outdoor grilling areas, on-site laundry, and elevator access round out the resort experience. Centrally located on Hilton Head Island, this villa puts shopping, dining, golf, and island attractions within easy reach. Enjoy a coastal getaway of your own with the added appeal of vacation rental potential !

663 William Hilton Parkway Unit 4215, Hilton Head Island

Courtesy of Keller Williams Realty

86 Sea Pines Drive Unit # 6957, Hilton Head Island

$280,000

3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-513039 MLS

Rare co-ownership opportunity in one of Sea Pines' most desirable locations! This offering includes TWO 1/13th ownership shares in a furnished 3-bedroom, 3-bath villa located directly across from the renowned Sea Pines Beach Club and overlooking the first tee of Atlantic Dunes.The two shares provide owners with TWO CONSECUTIVE WEEKS per quarter-8 weeks of use annually-creating the perfect opportunity for extended stays throughout the year. Ownership expenses are shared proportionately, offering an attractive way to enjoy the Sea Pines lifestyle without the expense and responsibility of full ownership.

86 Sea Pines Drive Unit # 6957, Hilton Head Island

Courtesy of Sea Pines Real Estate South Beach

45 Folly Field Road Unit 14E, Hilton Head Island

$279,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512879 MLS

Priced as the most affordable villa currently available in Fiddler's Cove, 14E offers an excellent opportunity to own a Hilton Head Island getaway, investment property, or full-time residence close to the beach. This villa is being sold unfurnished and is ready for a new owner's updates and personal touches-an ideal option for buyers who want to renovate to their own taste while building value. Enjoy the convenience of Fiddler's Cove amenities and easy access to Hilton Head's beaches, shopping, dining, golf, and miles of leisure trails. A compelling value in a popular island community!

45 Folly Field Road Unit 14E, Hilton Head Island

Courtesy of EXP Realty LLC

141 Lamotte Drive Unit F1, Hilton Head Island

$280,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512976 MLS

Welcome to 141 Lamotte Drive, Villa F1-an updated first-floor villa offering comfort, convenience, and easy Hilton Head Island living. This two-bedroom, two-bath residence features a desirable split-bedroom floor plan, refreshed paint, luxury vinyl plank flooring, upgraded bathrooms, and a modern kitchen. A stackable washer and dryer adds everyday convenience. Located in the quiet, pet-friendly Palmetto Commons community, residents enjoy access to a swimming pool, 24-hour fitness center, tennis courts, and dedicated dog park. Conveniently situated near Hilton Head Hospital, shopping, restaurants, and the island's beautiful beaches, this villa is an excellent choice for a primary residence, second home, or long-term investment. Seller is SCREA/Broker.

141 Lamotte Drive Unit F1, Hilton Head Island

Courtesy of Lowcountry Live Oak Realty

$280,000

2 Beds ⋅ 2 Baths ⋅ 198244 MLS

141 Lamotte Drive Unit F1, Hilton Head Island

Courtesy of Lowcountry Live Oak Realty, from Lowcountry Regional MLS.

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.

This information is deemed reliable, but not guaranteed. Neither the Lowcountry Regional MLS, nor the listing broker, nor their agents or subagents are responsible for the accuracy of the information. The buyer is responsible for verifying all information. This information is provided by the Lowcountry Regional MLS for use by its members and is not intended for use for any other purpose.