Hilton Head/General Homes with Guard Association amenities

Welcome to Hilton Head Island, a stunning gem nestled in Beaufort County, South Carolina. Known for its breathtaking beaches, lush landscapes, and rich cultural heritage, Hilton Head is more than just a vacation destination; it’s a vibrant community where life unfolds in harmony with nature. The island boasts a temperate climate, making it an ideal spot for year-round living or seasonal retreats.

Hilton Head Island is renowned for its world-class golf courses, pristine waterways, and miles of picturesque bike paths. Whether you’re an outdoor enthusiast seeking adventure on the water, or someone who prefers leisurely strolls along the beach, this enchanting locale has something for everyone. The island is also home to a variety of dining options, from casual beachside eateries to fine dining establishments, ensuring that your culinary cravings are always satisfied.

For those looking to settle down in this paradise, many homes in Hilton Head are part of exclusive Guard Association communities. These neighborhoods not only offer a sense of security and peace of mind but also provide a plethora of amenities designed to enhance your lifestyle. Residents can enjoy features such as private pools, fitness centers, tennis courts, and beautifully landscaped common areas. The sense of community is palpable, with regular social events and activities that foster connections among neighbors.

Experience the allure of Hilton Head Island, where your dream home awaits amidst an idyllic backdrop of sun, sand, and serenity. Embrace a life of leisure and luxury, all while enjoying the unmatched beauty of this coastal paradise.

Newest Hilton Head/General Homes with Guard Association amenities

$650,000

3 Beds ⋅ 3 Baths ⋅ 1,876 SqFt. ⋅ HILTONHEAD-512957 MLS

Picture coming home to a place where island life feels easy from the moment you pull through the gates. Tucked inside Beach City Place, 38 Circlewood Drive is a 2019-built, 3-bedroom home with approximately 1,876 square feet of warm, welcoming space designed around the way you actually live.The popular Cumberland floor plan flows naturally from room to room, giving you space to gather, cook, relax, and host without ever feeling crowded. Your first-floor primary suite offers a private retreat at the end of the day, with everything you need on one level. Upstairs, two additional bedrooms and a versatile loft give you room to grow into, whether that means a guest space for visiting friends, a quiet home office, a cozy movie spot, or a corner for the hobbies you love.One of the home's most inviting spaces is the Carolina Room, a bright, relaxing spot to sip your morning coffee, curl up with a book, or simply enjoy the Lowcountry light in every season. From there, step out to your fenced backyard, ready for evening cookouts, a small garden, or lazy weekend afternoons outdoors. A two-car garage keeps bikes, beach chairs, and everyday essentials neatly tucked away. Beach Life in Beach City Place means the beach is part of your routine, easily reached by bike, golf cart, or on foot all less than five minutes. Cable and Wi-Fi are included in the HOA, so settling in is refreshingly simple.With a newer build, first-floor primary living, flexible space, and a location woven into the island's beach lifestyle, 38 Circlewood Drive is ready to welcome you home. Come see it for yourself and imagine the life you could create here.

38 Circlewood Drive, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$225,000

HILTONHEAD-512993 MLS

Clubhouse Lot 259 is often admired by many and now offered for sale. This large lot offers an incomparable blend of privacy, outdoor living, and rental appeal. Designed to accommodate a 45-foot motorcoach plus two vehicles, this expansive clubhouse lot is surrounded by mature trees and lush landscaping that creates a peaceful Lowcountry setting. This desired lot features an outdoor kitchen designed for resort-style living. The kitchen includes a built-in grill, prep and cleanup sink, refrigerator, multiple storage drawers and beautiful granite top. The built-in kitchen lighting creates an inviting atmosphere for evening gatherings and outdoor dining. An added plus is the custom cover protecting the kitchen while you're traveling. The long seating area has a sectional sofa and fire table providing the perfect place to relax and enjoy Hilton Head Island evenings. The lot is enhanced with a full irrigation system and large storage shed. Hilton Head Island Motorcoach Resort is an amenity-rich community designed exclusively for Class A, Class C and Super C motorcoaches, offering a heated pool and hot tub, pickleball and tennis courts, fitness center, clubhouse, and dog park, along with cable, Wi-Fi, water, sewer, and trash pickup. Located just minutes from Coligny Beach, Atlantic Ocean access, miles of bike paths, over 250 restaurants, golf courses, and island shopping, this property offers the ideal blend of resort-style living and the Lowcountry lifestyle. Hilton Head Island is recognized by Condé Nast Traveler magazine as the Best U.S. Island and the Hilton Head Island Motorcoach Resort has taken top honors from Motor-Home Magazine, RV Magazine, RV.com, and USA Today reader's choice awards has put the resort as # 1 Luxury Resort in America.

133 Arrow Road Unit 259, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$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.

$239,000

HILTONHEAD-512862 MLS

NEW RENNOVATION RV Lot 270 is now on the market! Come take a look at lot 270 and all the new features including an outdoor kitchen coverd by a new large Purple Leaf cantilever umbrella. The new paver pad can any size coach and still room for upto 2 vehicles. This lot is located in phase V and is price to sell. Hilton Head Island Motorcoach Resort is a luxury RV resort consisting of 50 acres of woodland setting accented with lush landscaping settled in the heart of Hilton Head Island and is a short bike ride to Coligny Beach. HHIMR amenities include tennis courts, pickle ball, shuffleboard, swimming pool, hot tub, clubhouse, laundry facilities, fitness center, basketball courts, playground, dog park, Wi-Fi, cable, daily trash pickup, lawn maintenance, water & sewer.

133 Arrow Road Unit 270, Hilton Head Island

Listing courtesy of View Properties.

$490,000

2 Beds ⋅ 2 Baths ⋅ 1,281 SqFt. ⋅ HILTONHEAD-512155 MLS

Enjoy easy island living in this 2BR/2BA second-floor residence in the gated community of The Preserve at Indigo Run. With no neighbors above, this home offers an added level of privacy and a quiet setting. The interior features wood flooring, updated appliances, a convenient coffee bar, pantry storage, and finished closets. Recent improvements include brand new carpet in the bedrooms, an updated main bathroom in 2025 and a screened-in porch completed the same year, creating a comfortable outdoor living space to enjoy throughout the seasons. Residents of The Preserve have access to a community pool, fitness center, tennis courts, and clubhouse. Located on Hilton Head's desirable North End, you're convenient to the beach, restaurants, shopping, and other island amenities. Short-term rentals are not permitted, making this an appealing option for a primary home, second residence, or long-term rental property.

4 Indigo Run Drive Unit 3810, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$199,000

HILTONHEAD-512745 MLS

RENOVATED LARGE LAKE VIEW PERIMETER RV LOT 321 is now on the market! This 3000+ sq ft RV lot was renovated in 2021 with beautiful new pavers, illuminated paver walls, landscape lighting, irrigation and a new pedestal. The lot can now easily accommodate a 45' coach and two vehicles and can provide ample room to spread out and relax! New L-shaped sofa with cushions and matching sitting chair, high-top fire table with seating for 6, and 2 large cantilever umbrellas will convey. Lake view means excellent rental potential! Hilton Head Island Motorcoach Resort is a luxury resort consisting of 50 acres of woodland setting accented with live oaks dripping with Spanish Moss, Palms, Ferns and flowering shrubs and designed for the convenience and enjoyment of Motorcoaches only. Offering tennis courts, pickle ball, shuffleboard, swimming pool, hot tub, clubhouse, laundry facilities, fitness center, basketball courts, playground, dog park, Wi-Fi, cable, daily trash pickup, lawn maintenance, water & sewer.

133 Arrow Road Unit 321, Hilton Head Island

Listing courtesy of View Properties.

$389,000

2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-512708 MLS

When money matters...this villa has done over $43,000 with 3 months more left of rental income. Move-in ready and beautifully updated, this 2-bedroom, 2-bath villa sits in one of the best locations at Spa Villas at Port Royal Sound - the second closest unit to the water, with sound views right from your private balcony.Every inch of this villa has been tastefully renovated. The open-concept living area features a stunning kitchen with white shaker cabinets, granite counters, subway tile backsplash, and stainless steel appliances, flowing into a spacious living room with a large sectional and a live-edge wood coffee table. Both full baths have been updated with marble-look vanities, modern lighting, and glass-enclosed tub/showers. The primary bedroom is a showstopper, with a bold paneled accent wall, en-suite bath, and walk-in closet with plantation shutters.Sold fully furnished and equipped as a successful short-term rental, this villa is turnkey for an owner-investor or the perfect low-maintenance island retreat. Step out onto the balcony to towering pines, the multiple pools, bbq, hammocks, indoor pool, walking track, dry sauna, pickleball, and adjacent bike paths and sound views beyond. Just minutes to Hilton Head's beaches, dining, shopping, and golf.Rare combination of prime water-adjacent location, high-end finishes, and proven rental income - schedule your showing today!

239 Beach City Road Unit 1210, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$274,900

2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-512546 MLS

Your Hilton Head beach getaway awaits! This turnkey 2 bedroom, 2 bathroom villa is located in highly desirable Building One at Hilton Head Resort, overlooking the outdoor pool and just steps from the boardwalk leading to the beach. Sold fully furnished and ready to enjoy, it's the perfect easy island escape. Short term rentals are allowed, making it a great investment property, second home, or personal beach retreat. With indoor and outdoor pools, tennis and pickleball, fitness center, sauna, hot tub, on-site dining, and the beach just a stroll away, everything you need for the perfect Hilton Head getaway is right here.

663 William Hilton Parkway Unit 1225, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$499,990

4 Beds ⋅ 4 Baths ⋅ 1,936 SqFt. ⋅ HILTONHEAD-512638 MLS

Pristine, polished, and ready to go! This beautifully maintained 4-bedroom, 3.5-bath townhome in gated Allenwood is an absolute standout. Built in 2019. The main level features a gorgeous white kitchen with granite countertops (all appliances conveying), an inviting living room, half bath, and a large screened-in porch overlooking a lagoon with fountain ~ the perfect spot to start your day or wind down. Upstairs, the primary suite with high ceilings features a walk-in closet, dual sink extra-long vanity, and a view out to the lagoon. You'll also find two additional bedrooms, a full bath, and laundry on the top floor. The fourth bedroom and its full bath are located at the rear of the garage and offer a wonderful bonus: another screened-in porch ~ creating an ideal guest suite, office, or whatever you decide ~ the world is your oyster. 98% hard-surface flooring - carpeting only in the 4th bedroom. A one-car garage plus an extra-long two-car driveway provides plenty of parking. Allenwood has a great community pool, sidewalks, and is convenient to the public schools and fabulous waterfront restaurants. Available immediately and exceptionally pristine - this one is truly move-in ready and better than new!

207 Ceasar Place, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$299,000

2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-512334 MLS

Top Floor. Pool Views. Steps from the Beach. Under $300K.If you've been waiting for the right moment to own something on Hilton Head Island, this is it. This 2-bedroom, 2-bath villa sits on the top floor of the building 1 which is closest to the beach at Hilton Head Resort - pool views from the front and no neighbors above you, and ocean air coming right through the door. It's the kind of spot that's hard to find at this price, and even harder to let go of. Enjoy a peaceful private balcony in back as well. Hilton Head Resort gives owners and guests everything they need to fully unplug - beach access, outdoor pools, a heated indoor pool, an on-site restaurant, fitness center, tennis courts, pickleball, bike rentals, and more. It's a full resort experience, which is exactly why rental demand here stays strong. Keep it for yourself, rent it when you're not using it, or both. Either way, you're getting into one of the most desirable resort communities on the island at an affordable price.

663 William Hilton Parkway Unit 1414, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$559,000

2 Beds ⋅ 2 Baths ⋅ 1,665 SqFt. ⋅ HILTONHEAD-512420 MLS

One of the Preserve at Indigo Run's most popular model and very nicely updated and upgraded. This a second floor unit with high ceilings, wood burning fireplace, and an over-sized two car attached garage. Private wooded views, an updated kitchen and bathroom add to the appeal of this very special villa adjacent to the prestigious Indigo Run community. The spacious Magnolia floor plan features two nicely-sized bedrooms, two full baths, 1,665 square feet and a great layout with many windows and plenty of natural light. Enjoy a dining area, eat in kitchen with island and pantry, laundry room (washer and dryer convey), and large entry way. Security gate, pool, tennis, club house, cabana and fitness center. No POA fees.

4 Indigo Run Drive Unit 3320, Hilton Head Island

Listing courtesy of Real Estate Five Of The Lowcountry.

$269,000

2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-512519 MLS

Island living meets resort-style convenience in this beautifully maintained 2-bedroom, 2-bath top-floor condo on Hilton Head Island! Featuring LVP flooring throughout and an open-concept layout, the spacious living room, dining area, and kitchen create a comfortable and inviting space for everyday living or entertaining.Step outside your front door and enjoy an impressive collection of amenities just steps away, including an indoor pool, walking track, game room, fitness center, and hot tub. The community also offers tennis and pickleball courts, two additional outdoor pools, a poolside snack shop and bar, and a boardwalk leading directly to the beach. When you don't feel like walking, take advantage of the convenient beach shuttle.Whether you're looking for a full-time residence, a relaxing second home, or an investment property, this condo offers an opportunity to enjoy the Hilton Head Island lifestyle with an exceptional array of amenities right outside your door. Come discover the possibilities and make island living your reality!

663 William Hilton Parkway Unit 3411, Hilton Head Island

Listing courtesy of Keller Williams Realty.

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