Hilton Head Island, SC $400k - $500k Homes For Sale

2 Beds ⋅ 3 Baths ⋅ 1,285 SqFt. ⋅ HILTONHEAD-509386 MLS

Tucked away on the desirable south end of the island, 11 Anchorage Point offers the perfect blend of convenience, comfort, and natural beauty. Just minutes from the restaurants and waterfront charm of Palmetto Bay Marina, and with quick access to the Cross Island Expressway, this impeccably maintained villa provides easy access to everything the island has to offer. Beautifully updated kitchen and bathrooms create a fresh and inviting coastal retreat. The open-concept layout is ideal for everyday living and entertaining. The kitchen flows seamlessly into the dining area and living room, along with a convenient half bath on the main level. Upstairs, both spacious bedrooms feature private ensuite baths for added comfort and privacy. Surrounded by lush greenery and serene marsh views, this peaceful setting is filled with the sounds of coastal birds and stunning sunsets from spring through early fall. At high tide, the water glistens across the marsh grasses, adding to the natural beauty and tranquility. Located in a quiet, dog-friendly community with mostly full-time residents, this is island living at its most relaxing and authentic.

11 Anchorage Point Unit 11, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

$459,900

2 Beds ⋅ 3 Baths ⋅ 1,285 SqFt. ⋅ HILTONHEAD-509067 MLS

Wake up to breathtaking Broad Creek views and experience the best of Hilton Head's waterfront lifestyle. Perfectly positioned in Anchorage Point, this 2-bedroom, 2.5-bath villa offers 1,285 square feet of living space with panoramic water views from multiple private balconies. Whether you're enjoying your morning coffee, watching boats cruise by, or ending the day with a Lowcountry sunset, this is the kind of setting buyers wait for. Inside, you'll find two spacious en-suite bedrooms, an inviting living area with a fireplace, fresh interior paint, renovated primary shower, and a recently replaced HVAC system, providing a solid foundation for your personal updates and design vision. This villa presents an incredible opportunity to customize the interior while investing in one of Hilton Head Island's most desirable waterfront locations. Renovate at your own pace and create the coastal retreat you've always envisioned. Conveniently located on the South End of Hilton Head Island near beaches, world-class golf, dining, shopping, and entertainment, this is your chance to own waterfront property on Hilton Head at an exceptional value. Don't miss the opportunity to make this waterfront retreat your own.

36 Anchorage Point Unit 36, Hilton Head Island

Listing courtesy of Charter One Realty.

$448,000

1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-508823 MLS

What would be better than a direct oceanfront villa over the marsh and the ocean? The balcony is welcoming any time of day! So quiet and peaceful part of HHBT. Wonderful for families. Bunk beds with protective rail. Ned more room? Buy A 224 and A 225 to accommodate a larger family.

40 Folly Field Road Unit A224, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$425,000

2 Beds ⋅ 3 Baths ⋅ 1,290 SqFt. ⋅ HILTONHEAD-508642 MLS

LIFE IS BETTER BY THE WATER on Hilton Head Island near popular Palmetto Bay Marina, this meticulously kept and beautifully updated 2BR/2.5BA Brighton Bay Villa comes with a HUGE 60' x 12' garage - room enough for 3 cars! With NEWLY PAINTED KITCHEN, warm polished wood floors, granite counters, stainless appliances and white cabinets, along with updated baths, 406 Brighton Bay features ideal living spaces. Each bedroom is en suite with sizable walk-in closets. The freshly painted interiors - including the bright clean kitchen - along with newly oiled wood floors, smooth ceilings, crown molding and private balconies make 406 turn-key and move-in ready. Savor Lowcountry breezes and walk to some of the the best-loved waterfront restaurants, cafes, shops and water sports on the island. Swim and sun by the community pool or workout at the on-site fitness center. Brighton Bay Villas even provides owners a private car wash. Immaculately maintained behind the scenes as well with a 2023 HVAC, 2023 high efficiency hot water heater, and 2 new NEST energy efficient digital thermostats. Not to be missed and sure to impress, 406 Brighton Bay delivers as the perfect water-oriented second home, a fantastic LONG TERM RENTAL INVESTMENT OPPORTUNITY for a portfolio buyer, or a marina-side primary residence!

30 Paddle Boat Lane Unit 406, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$414,500

2 Beds ⋅ 2 Baths ⋅ 1,359 SqFt. ⋅ HILTONHEAD-508758 MLS

Located in Mariners Cove Club on Hilton Head Island with direct deep water dock access, this newly renovated 2-bedroom, 1.5-bath residence combines modern upgrades with coastal living. Reconfigured with intention, interior updates include smooth ceilings throughout, new luxury vinyl flooring, complete custom kitchen update, newly painted interior, to name a few. Outdoor living is seamlessly extended into a private fenced backyard complete with new turf, fire pit, hardscape and landscaping upgrades, and more. Community amenities include a marina with boat storage, luxury pickleball and tennis courts, beautifully updated pool, and additional resort-style offerings.

2 William Hilton Parkway Unit 506, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$499,000

2 Beds ⋅ 2 Baths ⋅ 1,210 SqFt. ⋅ HILTONHEAD-508250 MLS

Dual-Income Potential Meets Effortless Coastal Living: Welcome to this beautifully updated 2BR/2BA condo in Ocean Walk-offering one of Hilton Head's most sought-after features: a flexible lockout design with separate entrances, allowing the property to function as two independent rental units or one larger residence. A rare and valuable advantage for maximizing income or hosting guests with added privacy. Extensive renovations include 2 new HVAC units, 2 new hurricane rated sliding glass doors, and new hot water tank, updated kitchen and baths and most recently, new LVP flooring throughout, fresh paint, updated furnishings, and an enhanced lockout suite with its own kitchenette-creating a true second living space designed for comfort and versatility.Located on the private courtyard side of the building, this ground-floor, walk-out villa offers a standout benefit-larger patio space and a privacy wall, creating a more secluded outdoor setting compared to poolside or balcony units. Enjoy easy access with no stairs or elevators. Enjoy the benefits of a $1.7 million renovation at Ocean Walk including a new roof, updated pools and decks and much more! Ocean Walk stands apart with one of the only indoor heated pool and hot tub in the area-making it especially attractive for year-round rentals, winter visitors, and snowbirds. Pet-friendly for owners only, the property also offers added flexibility for personal use.Just a short walk to the beach and Coligny Plaza, this fully furnished, turnkey 5- star guest rated condo, is ideally positioned as a high-performing investment, second home, or both.

10 Lemoyne Avenue Unit 101, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$477,000

3 Beds ⋅ 3 Baths ⋅ 1,630 SqFt. ⋅ HILTONHEAD-507958 MLS

Discover effortless coastal living in this beautifully updated 3-bedroom, 3-bath Yacht Cove villa, ideally situated in one of Hilton Head's most convenient mid-island communities. Thoughtfully renovated and designed for comfort, this spacious villa offers the perfect blend of style, functionality, and Lowcountry charm. Step inside to an inviting open layout featuring modern finishes, abundant natural light, and a seamless flow between the living, dining, and kitchen spaces. The updated kitchen showcases sleek cabinetry, stainless steel appliances, and generous counter space, making everyday living and entertaining a breeze. The main living area opens to a large private back deck, It's the perfect spot for morning coffee, evening cocktails, or hosting friends. All three bedrooms are generously sized, each with access to a full bath, offering comfort and privacy for family, guests, or a flexible work-from-home setup. A rare find on Hilton Head, the oversized garage provides exceptional storage, a dedicated workbench, and ample room for tools, beach gear, bikes, ideal for hobbyists or anyone running a home-based business. Located mid-island, Yacht Cove offers unbeatable access to shopping, dining, Shelter Cove, and Hilton Head's world-class beaches.

10 Yacht Cove Drive Unit 205, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate.

$485,000

2 Beds ⋅ 2 Baths ⋅ 1,160 SqFt. ⋅ HILTONHEAD-507582 MLS

Beautifully situated in a quiet corner of the island, this charming villa offers the perfect blend of comfort, privacy, and convenience. Featuring two spacious bedrooms and one and a half baths, the villa provides ample room for relaxing and entertaining. Enjoy outdoor living on the inviting front patio or the beautiful brick patio, which backs up to serene woods, perfect for morning coffee or evening gatherings. Located just moments from Coligny Plaza's vibrant shopping and dining, Lowcountry Celebration Park, and the famous Coligny Beach, you'll be close to the best of island living. This pet-friendly villa is currently on the short-term rental market, offering excellent income potential for investors or a flexible vacation retreat. With one of the lowest monthly regime fees on the island-including insurance, this property is both an exceptional value and a rare find. Perfect for those seeking a peaceful getaway or a strong rental performer near Hilton Head's most beloved amenities.

11 Tanglewood Drive Unit 2, Hilton Head Island

Listing courtesy of Collins Group Realty.

$489,000

2 Beds ⋅ 3 Baths ⋅ 1,416 SqFt. ⋅ HILTONHEAD-507776 MLS

Welcome to your Lowcountry escape-an impeccably renovated 2-bed, 2.5-bath Treetops villa tucked in the heart of Hilton Head's beloved South Forest Beach. This end-unit villa offers the perfect blend of modern coastal style, privacy, and unbeatable convenience, all just moments from the island's pristine beaches, Coligny Plaza, and miles of scenic bike paths. Step inside to find a bright, open living space with updated flooring, fresh coastal finishes, and abundant natural light. The beautifully remodeled kitchen features sleek cabinetry, quartz countertops, stainless steel appliances, and a spacious layout ideal for entertaining after a day in the sun. Upstairs, both bedrooms offer renovated baths, generous closets, and serene treetop views-creating a peaceful retreat for owners and guests alike. A convenient half bath on the main level adds functionality for everyday living. Enjoy morning coffee or evening cocktails on the private balcony, surrounded by lush palms and coastal breezes. As an end unit, this villa offers enhanced privacy and easy access to the large community pool, located just steps away. Whether you're seeking a full-time residence, second home, or strong rental investment, this villa delivers the ideal combination of location, style, and island living.

137 Cordillo Parkway Unit 6601, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate.

$469,900

2 Beds ⋅ 3 Baths ⋅ 1,144 SqFt. ⋅ HILTONHEAD-507432 MLS

Now is your chance to own a multi-use condominium on beautiful Hilton Head Island in Shipyard. Enjoy easy access to Pope Avenue and Coligny Plaza or the Shops of Wexford, both just minutes away from this centrally located property. Fantastic for a second home, amazing rental or residence due to its separation of living vs dining area and second floor bedrooms. Harbour Master Villas are tucked away and enjoy the quiet, laid-back nature of Hilton Head Island, while still granting ease of access to dining, shopping, golf, tennis, and leisure trails. Last, but certainly not least, is the short drive to the beaches.

90 Gloucester Road Unit 1102, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$414,000

2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-507802 MLS

Experience coastal living at its finest in 2-bedroom, 2-bathroom villa offering breathtaking sound views and tranquil lagoon views. Whether you're seeking a primary residence, a second home, or a rental investment, this property delivers the perfect blend of comfort and resort level amenities. Step inside to find a bright, open layout enhanced by white cabinetry, granite countertops, tile flooring and engineered wood flooring. The kitchen flows seamlessly into the main living area, creating an inviting space for relaxing or entertaining. The amazing standout feature of this villa is the enclosed all year-round balcony, offering additional living space with stunning water views. Enjoy morning coffee overlooking the lagoon, unwind with evening sunsets looking at the sound, or simply relax in your private balcony no matter what the season. Both bedrooms are nicely sized, making the villa comfortable for owners and guests alike. The layout provides privacy while still maintaining an easy flow throughout space. This community is packed with amenities designed to elevate your lifestyle. Residents and guests can enjoy access to two outdoor pools, an indoor pool, tennis courts, a basketball court, playground, fitness room, hot tub, sauna, and multiple grilling areas perfect for gatherings with friends and family. Whether you prefer active recreation or peaceful relaxation, there's something here for everyone. With its unbeatable combination of water views and resort style amenities, this villa stands out as a rare opportunity on Hilton Head Island. Its flexibility makes it ideal for full time living, a vacation getaway, or a rental property. Don't miss your chance to own a piece of island paradise, this one checks all the boxes.

239 Beach City Road Unit 1215, Hilton Head Island

Listing courtesy of Hilton Head Isl Realty.

$432,500

3 Beds ⋅ 4 Baths ⋅ 1,417 SqFt. ⋅ HILTONHEAD-507781 MLS

Welcome to the tranquil community of Yacht Cove! This is an ideal location for those looking to embrace the island life in its entirety-allowing for quick access to any edge of the island in a matter of minutes. Conveniently located right next to hot spots like Shelter Cove and Palmetto Dunes, which offer unlimited entertainment options like dining, shopping, marina and beaches, just to name a few. Also benefit from access to the communities private pool! This Wyndemere Villa is a 3 bedroom, 3.5 bathroom, 2 story, on the top tier - so no one is above you! Enjoy the peaceful scenery of the lagoon and nature from the first or second floor decks. Admire the gorgeous Cambria quartz countertops and other recent improvements including : tile backsplash, all new stainless steel kitchen appliances, custom carpet stair runner and all new luxury vinyl plank flooring upstairs. First floor main bedroom and two additional bedrooms on the second floor are all ensuite with a laundry closet in the hallway. Whether you're looking for a get away destination or a full time home, this is a fabulous opportunity on Hilton Head Island!

50 Yacht Cove Drive Unit 327, Hilton Head Island

Listing courtesy of Family Tides Real Estate LLC.

$445,000

3 Beds ⋅ 3 Baths ⋅ 1,484 SqFt. ⋅ HILTONHEAD-507774 MLS

Nestled on the serene south end of Hilton Head Island, just steps from the charming and vibrant Palmetto Bay Marina, this beautifully appointed 3 bedroom, 3 full bath condominium offers a perfect coastal retreat. Living area of 1,484 square feet of thoughtfully designed space, the home inside, you'll find an eat-in open kitchen concept to living area and formal living with large windows that provide natural light. New stainless steel appliances. Formal living area has private balcony with tranquil landscape view. One bedroom is located on same floor and the other two bedrooms upstairs. Two of the three bedrooms have balconies. Each bedroom has its own full bath. The two bedrooms upstairs have walk-in closets. Washer and dryer upstairs between the two upper bedrooms. Freshly painted and smoothed ceiling, new carpet and ceiling fans. Underneath is a 2-car tandem garage parking with storage room in back area.

30 Paddle Boat Lane Unit 302, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$485,000

2 Beds ⋅ 3 Baths ⋅ 1,346 SqFt. ⋅ HILTONHEAD-505950 MLS

SELLER OFFERING $5,000 TOWARD BUYER CLOSING COSTS. BRING OFFERS! An incredible opportunity in the heart of Forest Beach. This updated 2BR / 2.5BA Courtside Villa (1,346 sq ft) is one of the larger two-bedroom floorplans in Forest Beach in this price point and delivers the perfect blend of space, location, and income potential. Just a short walk to the beach, Coligny Plaza, Celebration Park, restaurants, and shops, you're truly in the center of it all. Whether you're searching for a personal getaway or a high-demand short-term rental, this property checks every box. The updated interior offers comfort and functionality, while the unbeatable walkability keeps guests coming back year after year. Don't miss this opportunity you have been waiting for.

15 Deallyon Avenue Unit 9, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$439,000

1 Beds ⋅ 2 Baths ⋅ 881 SqFt. ⋅ HILTONHEAD-507571 MLS

Imagine waking up to lagoon views, salt air, and nowhere you have to be. That's the quiet magic of this first-floor end unit villa at Island Club - one of Hilton Head's most sought-after gated oceanfront villa communities. Whether you're looking for your personal coastal escape or an income-producing short-term rental, this villa delivers both beautifully. As an end unit, you get what most villas don't - extra square footage, a shaded wrap-around deck where you can take full respite from the sun while still soaking in every bit of the coastal breeze and lagoon views, and direct access straight from the parking lot - No hauling beach gear through hallways or elevators! Just park, unload, and breathe in the ocean air. Inside the unit you'll find stylish bathrooms, LVP flooring, and furnishings; most of which are included. This villa is move-in ready and rental-ready, with a strong short-term rental track record managed directly by the owner. Island Club's resort-style amenities are extensive - direct beach access, multiple pools, tennis and pickleball courts, a fitness center, picnic and grilling areas, and beautifully landscaped grounds, all behind a 24-hour gated entrance. This is Hilton Head living at its most effortless. The only question is - what will you do with all that freedom?

85 Folly Field Road Unit 140, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$450,000

1 Beds ⋅ 1 Baths ⋅ 518 SqFt. ⋅ HILTONHEAD-507419 MLS

Direct Oceanfront condominium on gorgeous Hilton Head Island for under $500,000! This beautiful first floor pool and ocean view condominium overlooks Coligny Beach and is in the heart of all the activities Hilton Head Island has to offer - beach, Coligny Plaza, shopping, restaurants etc. Don't miss out on your chance to own this amazing rental, or use as a private getaway for yourself! Just park and play for the week! Recently added Elevator and stairs just steps away! NEW AC UNIT installed 7/23/2026.

4 N Forest Beach Drive Unit 126, Hilton Head Island

Listing courtesy of Distinctive Properties of HH.

$419,000

2 Beds ⋅ 2 Baths ⋅ 996 SqFt. ⋅ HILTONHEAD-506911 MLS

Great Price for this Admiral's Row at Hilton Head Beach & Tennis Resort-where oceanfront living meets laid-back Lowcountry charm! This beautifully positioned villa offers direct access to one of Hilton Head's most pristine stretches of beach, just steps from your door. Enjoy morning sunrises over the Atlantic, afternoons by the resort-style pool, and evenings with ocean breezes from your private balcony. The resort features unmatched amenities including tennis courts, pickleball, on-site dining, bike rentals, and gated security-making it a favorite for both personal getaways and strong rental potential. Whether you're looking for a second home or an investment property, this is coastal living the way it was meant to be. With strong rental history potential and consistent visitor demand, this property is ideal for investors seeking reliable coastal income with the added benefit of personal enjoyment. The villa overlooks the Admiral Row pool and has nice ocean views from the balcony. it has updated stainless GE appliances, luxury plank flooring, tiled kitchen and baths, white shaker cabinets, and the HVAC system is one year old. Solid Rental Income! The building is undergoing an updated sprinkler system and the owner has paid all fees associated with the upgrade.

40 Folly Field Road Unit 231, Hilton Head Island

Listing courtesy of Beechee Coastal Properties, LLC.

$459,900

1 Beds ⋅ 1 Baths ⋅ 538 SqFt. ⋅ HILTONHEAD-506733 MLS

Enjoy the best of South Forest Beach from this beautifully maintained 1BR/1BA first-floor villa in the gated oceanfront community of Ocean Dunes Villas. Fully furnished and move-in or rental ready, this villa is ideal as a short-term rental, long-term rental, second home, or primary residence. Features include tile flooring throughout, smooth ceilings, granite countertops, stainless steel appliances, a spacious kitchen, tiled shower, king bed, sleeper sofa, dining area, and bar seating. The private balcony overlooks the community pool and offers a partial ocean view, creating a relaxing spot to enjoy the coastal setting. Ocean Dunes offers a community swimming pool, direct beach access, and convenient access to Hilton Head Island's extensive bike trail system. Ideally located just minutes from Coligny Plaza, Celebration Park, Sea Pines, restaurants, shopping, golf, and entertainment. Excellent South Forest Beach location and priced to sell.

43 S Forest Beach Drive Unit 102, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$474,000

4 Beds ⋅ 4 Baths ⋅ 1,936 SqFt. ⋅ HILTONHEAD-505806 MLS

This beautifully updated 4-bedroom, 3.5-bath interior townhome offers space, style, and flexibility across three well-designed levels. The first floor features a private bedroom with a full bath-ideal for guests or a home office-along with access to a large covered patio and an oversized one-car garage.Upstairs, the main living level showcases updated LVP flooring throughout and an open-concept layout perfect for entertaining. The kitchen is a standout with white cabinetry, quartz countertops, stainless steel appliances, and a peninsula with bar seating, flowing seamlessly into the dining and family rooms. A convenient half bath and two covered decks complete this inviting space.The third floor is home to the primary suite, featuring an updated master bathroom with dual vanities and a spacious walk-in closet. Two additional bedrooms, a full bath, and a laundry room provide comfort and convenience for everyday living.

209 Ceasar Place, Hilton Head Island

Listing courtesy of Keller Williams.

$499,000

HILTONHEAD-505726 MLS

A Rare Find In The Highly Desirable Spanish Wells Area Of Hilton Head Island. This Marsh Front Lot Invites You To Enjoy 1.1 Acres Of Peace And Tranquility! This Lot Features Majestic Oak Trees And Views! Located Close To Everything Hilton Head This Lot Is Waiting For You!!! The Neighboring 1.01 Acre Lot Is Also Available For Sale!

15 Sassafras Lane, Hilton Head Island

Listing courtesy of Flame Lilly Real Estate Group.

Hilton Head Island, SC $400,000 - $500,000 Homes for Sale

$400,000 - $500,000 Homes for sale in Hilton Head Island, SC