Hilton Head Island Homes under $500,000

Welcome to Hilton Head Island, South Carolina, a stunning coastal paradise nestled in Beaufort County. Renowned for its pristine beaches, lush landscapes, and vibrant culture, Hilton Head offers an idyllic lifestyle that seamlessly blends relaxation and recreation. With over 12 miles of sandy shores and a plethora of outdoor activities, this charming island is a haven for nature lovers, golf enthusiasts, and families alike.

One of the most appealing aspects of Hilton Head Island is its diverse real estate market, especially for those seeking homes under $500,000. Whether you’re a first-time homebuyer, a retiree looking for a serene getaway, or an investor searching for a lucrative rental property, there are numerous options available that cater to a variety of tastes and preferences. From cozy condos with stunning ocean views to charming single-family homes nestled in peaceful neighborhoods, you can find the perfect abode that fits your budget and lifestyle.

Living on Hilton Head Island means enjoying a vibrant community with access to world-class dining, shopping, and entertainment. Explore the island’s rich history at the Coastal Discovery Museum, indulge in fresh seafood at local eateries, or take a leisurely bike ride along scenic trails. With year-round mild weather and a strong sense of community, Hilton Head Island is not just a place to live, but a place to thrive.

Don’t miss your chance to discover the charm of Hilton Head Island and find your dream home under $500,000. Embrace the coastal lifestyle and experience the beauty of this enchanting destination!

Newest Hilton Head Island Homes under $500,000

15 Deallyon Avenue Unit 113, Hilton Head Island

$465,000

2 Beds ⋅ 2 Baths ⋅ 198354 MLS

Just approximately a 4-minute walk to the beach, this FURNISHED Courtside villa offers a desirable South Forest Beach location, POOL VIEW, and established rental appeal. Positioned closer to the beach than many units, it features UPDATED BATHROOMS, newer hard-surface flooring upstairs, and a newer refrigerator. Existing bedroom and living-room furnishings remain for a TURNKEY, RENTAL-READY setup. Rental history and projections are available. Courtside is next to Van Der Meer Tennis Center and near Coligny Plaza, Lowcountry Celebration Park, dining, shopping, bike paths, and the beach. Amenities include two pools, pickleball, tennis privileges, and Hilton Head Island trolley access.

15 Deallyon Avenue Unit 113, Hilton Head Island

Courtesy of Real Broker LLC, from Lowcountry Regional MLS.

$465,000

2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-513125 MLS

Just aрproxіmаtelу а 4‐minutе wаlk to the beach, this FURΝIЅHED Courtside villa combines a highly desirable South Forest Beach location with established rental appeal and easy access to everything Hilton Head has to offer... Positioned closer to the beach than many units in the community, the villa enjoys a pleasant POOL VIEW and features UPDATED BATHROOMS, newer hard-surface flooring throughout the upstairs living areas and bedrooms, and a newer refrigerator... The existing bedroom and living-room furnishings remain, creating a substantially TURNKEY setup for a buyer looking for a second home, beach getaway, or RENTAL READY investment... The property already has a history of weekly and weekend rentals, with rental history and projections available for prospective investors, while still offering an opportunity to add additional value through future kitchen and cosmetic updates... Courtside is located next to the renowned Van Der Meer Tennis Center and within walking distance of Coligny Plaza, Lowcountry Celebration Park, restaurants, shopping, bike paths, and the beach... Community amenities include two pools, pickleball courts, tennis privileges, and convenient access to the Hilton Head Island trolley.

15 Deallyon Avenue Unit 113, Hilton Head Island

Courtesy of Real Broker, LLC

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.

663 William Hilton Parkway Unit 1208, Hilton Head Island

$349,000

2 Beds ⋅ 2 Baths ⋅ 198436 MLS

Excellent opportunity to own a proven income-producing villa at Hilton Head Resort! Unit 1208 is a 2-bedroom, 2-bath villa that offers the ideal combination of rental potential and Hilton Head Island enjoyment. Perfect as a vacation rental, second home, or personal island getaway, this villa provides flexibility for owners while appealing to the island's strong vacation market. Hilton Head Resort offers an array of amenities along with convenient beach access, giving guests everything they need for a memorable Hilton Head vacation. Enjoy your own piece of the island while generating rental income when you're away. A terrific opportunity for investors and second-home buyers!

663 William Hilton Parkway Unit 1208, 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

40 Folly Field Road Unit G21, Hilton Head Island

$325,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-513248 MLS

Investοr friendly сοndo ѕtерs tο thе beach! Short term rentаl cаpable, completely renovated and new, fully furnished, with a lovely balcony outfitted with appealing deck chairs. HHBT Resort has it all! Walk or ride bikes to the beach, take a dip in the pools, fit in a gym workout, a match of Pickle ball or Tennis, play on the playground, eat at any of the restaurants within each, and so much more! Don't miss this beautiful opportunity that is priced to sell! Rental history available and current rental numbers & commitments..The beach is calling your name! Come live your best island life!

40 Folly Field Road Unit G21, Hilton Head Island

Courtesy of EXP Realty LLC

$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.

663 William Hilton Parkway Unit 1302, Hilton Head Island

$360,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-513216 MLS

Wake up tο breathtakіng рanοrаmіc οсean views that begіn the mοment you walk through the front door! From nearly every room, you'll enjoy an incredible view of the Atlantic, with spectacular sunrises and beautiful moonrises over the ocean and beach. This is the view you've always dreamed of-and it's on display everywhere you turn! Inside, the condo has been thoughtfully updated with attractive kitchen cabinetry, granite countertops, comfortable furnishings, durable tile flooring throughout, a tiled shower in the hall bath, and a tiled bathtub surround in the primary. The inviting interior provides the perfect place to relax after a day at the beach while keeping the spectacular ocean scenery front and center. Currently rented as a short-term vacation rental, this condo is ready to continue welcoming guests or become your own beach getaway. Whether you're looking for a vacation home, residence, or investment property, this is an opportunity to own a condo where the ocean view truly steals the show!

663 William Hilton Parkway Unit 1302, Hilton Head Island

Courtesy of Hilton Head Isl Realty

$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

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