Hilton Head Island Homes with Guard Amenities

Welcome to Hilton Head Island, South Carolina, a picturesque paradise nestled in Beaufort County, renowned for its stunning coastal beauty and vibrant lifestyle. This enchanting island is not just a destination; it’s a way of life. With its pristine beaches, world-class golf courses, and lush, natural landscapes, Hilton Head Island offers a unique blend of relaxation and adventure that attracts residents and visitors alike.

One of the standout features of this charming locale is its array of homes equipped with guard amenities, ensuring that residents enjoy a secure and tranquil living environment. These exclusive communities provide a sense of safety and peace of mind, allowing you to fully embrace the island’s laid-back lifestyle. Imagine waking up to the sound of waves and knowing that your home is nestled within a community that prioritizes your comfort and security.

Beyond the gates of these guarded neighborhoods, Hilton Head Island boasts a wealth of recreational opportunities. Explore the miles of bike paths that wind through the island, indulge in fresh seafood at local eateries, or take a leisurely stroll along the sandy shores. The island is also home to a vibrant arts scene, with galleries and live performances that showcase local talent.

Whether you’re looking for a permanent residence or a vacation getaway, Hilton Head Island offers homes that cater to every lifestyle and preference. Experience the perfect blend of luxury, comfort, and security in this coastal gem. Your dream home awaits in Hilton Head Island, where every day feels like a vacation!

Newest Hilton Head Island Homes with Guard Amenities

$1,378,000

3 Beds ⋅ 4 Baths ⋅ 2,544 SqFt. ⋅ HILTONHEAD-512828 MLS

Welcome to luxury coastal living in the gated Oakview community off Spanish Wells Road. Featuring spectacular, unobstructed views of the tidal marsh and Intracoastal Waterway, this custom-built 3-bedroom, 3.5-bath home showcases over $225,000 in recent indoor and outdoor upgrades. Main Living & Chef's Kitchen Upgraded Interiors: Newly installed luxury plank flooring throughout the main level and an open-concept living room centered around a cozy gas-log marble fireplace. Gourmet Kitchen: Features sleek new shaker cabinets, premium quartz countertops, a dedicated wine bar, and high-end appliances-including a Wolf induction cooktop, wall oven, and microwave, paired with a Thermador refrigerator. Flex Space: A versatile main-floor room with deck access and an adjoining full bath, ideal as an office or additional guest suite. Owner's Sanctuary & Upper-Level Primary Suite: A massive retreat featuring large picture windows, a private Trex deck with sweeping marsh views, two expansive walk-in closets, and an oversized adjacent laundry room. En-Suite Spa Bath: Includes a double vanity, deep soaking tub, custom-tiled walk-in shower, and refined finishes. Guest Suite: Spacious secondary bedroom complete with its own walk-in closet and breathtaking marsh views. Resort-Style Outdoor Oasis Upper Deck: Features a weatherproofed Trex balcony designed to keep the lower living space completely dry. Brand-New Lower Level Patio & Pool: A custom-built Ramon pool, a fully fenced yard, and an expansive stone patio complete with a firepit, outdoor shower, half bath, and outdoor kitchen featuring a gas grill. Lower-Level Storage & Bonus Room: Includes a 2-car garage alongside a climate-controlled flex room perfect for a gym, workshop, or additional storage. This property seamlessly blends high-end modern updates with tranquil, picture-perfect island scenery. The tidal marsh is perfect for kayaking or paddle boarding. Membership available at Spanish Wells Club for golf, tennis, and pickleball.

35 Silver Oak Drive, Hilton Head Island

Listing courtesy of Beechee Coastal Properties, LLC.

$329,000

1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-512927 MLS

Completely remodeled and income-producing, this Hilton Head Island Beach & Tennis Resort villa offers a smart opportunity for the savvy investor, second-home buyer, or anyone searching for an easy weekend escape near the beach. With over $30,000 in rental income despite significant owner use, this stylish retreat already demonstrates its vacation-rental appeal. One of its standout features is the setting. Rather than the parking lot views commonly found throughout the resort, this villa overlooks the peaceful marsh, with a view of the Atlantic Ocean from the private balcony. Sip your morning coffee surrounded by Lowcountry scenery, listen to the nearby waves, and catch a glimpse of the ocean sparkling beyond the dunes. Inside, thoughtful updates include wood-slat accent walls, durable LVP flooring, newer stainless appliances, and a beautifully remodeled bath with dual freestanding vanities and marble-look tile. Set on 50+ acres, the resort offers direct beach access via four boardwalks, an oceanfront pool and kiddie pool, tennis, pickleball, volleyball, biking, playground and more. On-site dining at CocoNutz Sports Bar and Jamaica Joe'z Beach Bar adds to the true resort experience. Use it. Rent it. Enjoy it. Whether you're looking for vacation-rental income, your own Hilton Head weekend getaway, or the best of both, this remodeled villa combines an appealing rental history with a marsh-facing location and peek of the Atlantic that helps set it apart.

40 Folly Field Road Unit C325, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,295,000

3 Beds ⋅ 3 Baths ⋅ 1,340 SqFt. ⋅ HILTONHEAD-512921 MLS

This 3 bedroom, 2 1/2 bath townhome offers one of Hilton Head Island's most iconic waterfront settings with multiple views of the world-renowned Harbour Town Marina and Lighthouse. Many upgrades including newer stainless steel appliances, countertops and cabinets in the kitchen. Beautiful wood flooring on the first level and new carpeting installed on the 2nd floor. Separate laundry room with a new full-sized washer and dryer. Bathrooms have new countertops and cabinetry. The oversized patio with new furniture is the perfect place to entertain or relax watching the boats come in and out of the harbour. Beautiful sunsets looking out to the Calibogue Sound. This postcard setting is just steps away from the boutique shops and restaurants surrounding the harbour. The Harbour Town Clubhouse (Home of The PGA Heritage Golf Tournament) is located right outside your front door. The property owners pool and the Sea Pines Racquet Club (Smith Stearns Tennis Acadamy) are just steps away. 954 Cutter Court is a premier opportunity to be in one of the most desirable destinations on the entire Island! This floorplan is rarely available and would be a great primary residence, vacation retreat or an investment oppurtunity. Shows beautifully and easy access.

6 Lighthouse Lane Unit 954, Hilton Head Island

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

$759,900

2 Beds ⋅ 3 Baths ⋅ 1,289 SqFt. ⋅ HILTONHEAD-512915 MLS

This beautifully updated Water Oaks villa delivers the perfect blend of coastal comfort, modern finishes, and unbeatable walkability to the beach. Located in the heart of Palmetto Dunes, this 2BD retreat offers a bright, open layout, refreshed interiors, and easy access to world-class amenities - all just a short stroll from the beach and Dunes house. The main living area features abundant natural light, updated flooring, and a seamless flow to the dining space and renovated kitchen. Master bedroom located on the first floor and is generously sized. Beautiful golf view from your back patio. Water Oaks is known for peaceful lagoons, winding bike paths, and a community pool. With walk-to-the-beach convenience, strong rental history, and modern updates throughout, this villa is an ideal choice for personal use, investment, or a lock-and-leave coastal getaway. Over $32,000 rental income on the books for 2026. Over $22,000 rental income already for 2027, includes snowbirds!

21 Haul Away Unit 24, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,100,000

3 Beds ⋅ 4 Baths ⋅ 3,204 SqFt. ⋅ HILTONHEAD-512855 MLS

This 3BR + office, 3.5BA home has the space and flexibility you are looking for, with tons of natural light and a floor plan that gives everyone room to spread out. Cathedral ceilings, exposed beams, custom built-ins, and smooth ceilings bring character to the main living spaces, while LVP flooring throughout keeps everyday living easy. The eat-in kitchen features newer stainless-steel appliances and plenty of room to gather, with both a living room and separate family room offering options for entertaining, relaxing, or simply finding a quiet space of your own. A dedicated office makes working from home easy without sacrificing a bedroom. Out back, a large deck overlooks the golf course, the perfect spot for morning coffee, dinner outside, or simply enjoying the view. Additional features like a two-car garage, a great location, and a new roof in 2026, check a lot of boxes for many buyers.

13 Pheasant Run, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,040,000

3 Beds ⋅ 3 Baths ⋅ 1,750 SqFt. ⋅ HILTONHEAD-512911 MLS

Refined coastal living in Sea Pines! Beautifully updated and fully furnished, this exceptional 3BR/3BA Heritage Villa enjoys a coveted setting overlooking the 1st and 9th holes of the Harbour Town Golf Links. Thoughtfully renovated with a sophisticated aesthetic, this villa features all new appliances, fresh paint, new doors, carpet, lighting, updated baths and coastal shiplap detailing throughout the vaulted living and dining areas. The well-appointed floor plan offers a main-level bedroom and full bath, plus two spacious upstairs bedrooms with private en-suite baths. The open living and dining areas create an inviting setting for entertaining, while the expansive back deck provides a tranquil vantage point overlooking the golf course and mature live oaks.Ideally positioned within easy walking distance of the Harbour Town Clubhouse, this turnkey property offers exceptional convenience within Sea Pines. Enjoy nearby Harbour Town Marina, dining, shopping, world-class golf, tennis, miles of leisure trails, and the Sea Pines Beach Club, less than two miles away with trolley access. A rare opportunity to own a beautifully appointed retreat in one of Sea Pines' most desirable locations.

107 Lighthouse Road Unit 2284, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$749,000

3 Beds ⋅ 2 Baths ⋅ 1,635 SqFt. ⋅ HILTONHEAD-512909 MLS

Beautiful golf course views and easy one-level living await at 62 Cypress Marsh Drive in Hilton Head Plantation. This inviting 3-bedroom, 2-bath home is filled with natural light and features a spacious kitchen with newer cabinetry, LVP flooring throughout, vaulted ceilings in the living room, and a comfortable, functional floor plan. Enjoy peaceful views of Bear Creek Golf Course from the screened porch or paved patio, perfect for morning coffee, outdoor dining, or simply relaxing. Additional highlights include an oversized 2-car garage and a newer HVAC system. Well maintained and move-in ready, this home also offers access to Hilton Head Plantation's exceptional amenities, including community pool, a lazy river, miles of leisure trails, beach access, golf, and more.

62 Cypress Marsh Drive, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$638,000

2 Beds ⋅ 2 Baths ⋅ 1,230 SqFt. ⋅ HILTONHEAD-512903 MLS

Walk/Bike to Beach. Private 3rd Floor Villa with stunning golf views and convenient elevator access!! Just around the corner from the Sea Pines Beach and Plantation Clubs ... offering panoramic golf and ocean views from their individual restaurant locations. This beautifully appointed villa offers an open-concept kitchen and living area with upgraded luxury vinyl plank flooring and a private balcony to enjoy the outdoor living environment. This villa complex also has a private pool for it's homeowners just within steps of the entrance to this property. 2 BR/2 BA. This villa is being offered fully furnished and turnkey for your personal convenience or as an investment property. Island living at your fingertips!!

22 Lighthouse Road Unit 525, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$1,299,000

3 Beds ⋅ 3 Baths ⋅ 1,652 SqFt. ⋅ HILTONHEAD-512787 MLS

A sophisticated top-floor retreat in the heart of Harbour Town, where direct marina, lighthouse, and Calibogue Sound views define every level. This 3-bedroom, 3-bath, two-story penthouse offers a rare vantage point above Sea Pines' most storied address - steps from the shops, restaurants, and marina energy of Harbour Town, yet elevated well above it. The two-story layout gives the living space real scale and separation while keeping the lighthouse and sound as the constant backdrop. Move-in ready as a personal getaway, or well-suited as a short-term rental - direct marina and lighthouse views like this are consistently the strongest driver of rental demand and rate in Harbour Town. This villa is sold furnished. A location, elevation, and view combination that rarely comes to market. Schedule a private showing.

18 Lighthouse Lane Unit 1043, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$9,000

3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512897 MLS

The Owners Club at Hilton Head is a fractional-ownership community with free-standing, fully-equipped, homes. Ourclubhouse, pool, and playground are just some of the highlights we offer. Catch a glimpse of the vast low country wildlifearound our lagoons. Join us by purchasing a 27 day ownership in the community. The Homes The Club home includes twomaster suites, and ensuite bathrooms, third bedroom and next-door bath, television in each room, fully-equipped kitchenand laundry. Each 2000sq.ft. home comes with free wifi, cable tv, long-distance phone.

28 Aberdeen Court, Hilton Head Island

Listing courtesy of Chosen Realty LLC.

$715,000

2 Beds ⋅ 3 Baths ⋅ 1,380 SqFt. ⋅ HILTONHEAD-512876 MLS

Carefree Island living - Fairway Views and close to the Beach. This fully renovated 1,380 sq ft villa in Shipyard Plantation is the vacation home that makes everything easy. Two bedrooms, two and a half baths, and an open, light-filled layout built for both entertaining and quiet downtime - with golf course fairways views right outside and the beach just a short walk away. Sold fully furnished and truly turnkey - arrive with your suitcase and nothing else. Rent it when you're away, keep it just for you, or do both. Either way, this home is ready the moment you are. Shipyard Plantation adds resort-style amenities to the mix: golf, tennis, beach club, and gated privacy, all close to shops, dining, and more! Easy to show - schedule your appointment now.

113 Shipyard Drive Unit 109, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$259,000

1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-512890 MLS

BEST VALUE FOR A 1BR OCEANFRONT VILLA AT HILTON HEAD BEACH & TENNIS!**- SELLER MOTIVATED!** Ready to own your own piece of Hilton Head Island? This turnkey, oceanfront 1BR/1BA villa at Hilton Head Beach & Tennis Resort is priced with a quick sale in mind, and all reasonable offers will be considered! The seller has simply reached a point where they are no longer enjoying their beach trips, creating an opportunity for the next owner to make this renovated villa their own Hilton Head getaway, second home, or short-term rental investment. Located on the first floor with peak a boo ocean views, this fully furnished villa is ready to enjoy or rent. The updated kitchen, renovated in 2022-2023, features stainless steel appliances, while luxury vinyl plank flooring and thoughtful updates create a comfortable coastal feel. Built-in bunk beds with mounted TVs are a fantastic bonus for families and guests, allowing the villa to comfortably sleep up to six. Step outside to your private balcony and take in the ocean views-or head downstairs and enjoy one of Hilton Head's most amenity-rich beachfront resorts. Resort amenities include direct beach access, one of the largest oceanfront pools on Hilton Head Island, two outdoor pools, tiki bar, on-site restaurant and sports bar, tennis courts, pickleball courts, fitness center, bike rentals, outdoor grilling areas, playground, 24/7 gated security, and cable and internet included. The villa also features a brand-new HVAC system installed June 2025, adding peace of mind for both owners and guests. Whether you're looking for a beachfront second home, a turnkey vacation rental, or an affordable way to own on Hilton Head Island, this is an opportunity worth seeing. **Seller is motivated, priced for a quick sale, and will consider all offers. Bring your offer and make this oceanfront Hilton Head retreat yours!**

40 Folly Field Road Unit A134, Hilton Head Island

Listing courtesy of EXP Realty LLC.

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