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$279,999
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-510133 MLS
Just a short walk from the beach, this turnkey top-floor 2BR/2BA villa offers a bright coastal interior, a rare private screened-in rear balcony, and a proven short-term rental history exceeding $30,000 annually. Backed by a 4.97-star Airbnb rating, Guest Favorite designation, and Superhost status, this property delivers privacy, enjoyment and return-making it the ideal Hilton Head getaway or investment opportunity.Fully furnished and vacation-ready, the bright coastal-inspired interior is highlighted by LVP flooring, smooth ceilings, recessed lighting, and an open-concept layout that flows seamlessly from kitchen to living area. The kitchen features quartz countertops, modern fixtures, and a functional design suited for both everyday use and high-volume vacation rental stays.The screened-in rear balcony offers a quieter, more private outdoor space than typical units in the community, enhancing guest experience and overall rental desirability.A comfortable primary suite includes a private en-suite bath, while the guest bedroom is thoughtfully configured with a bunk bed and full-size bed to maximize flexibility for families and rental use.Stroll down the scenic marsh boardwalk leading directly from the resort to the Atlantic shoreline and the iconic Coco's Beach Bar. Located in Hilton Head Resort, a gated oceanfront community on Hilton Head Island, residents and guests enjoy resort-style amenities including three pools (two outdoor and one indoor), six lighted tennis courts, a fitness center, indoor running track, and on-site dining options. An exceptional opportunity to own a proven income-producing vacation rental and private beach getaway!

663 William Hilton Parkway Unit 4431, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$9,375,000
5 Beds ⋅ 6 Baths ⋅ 5,837 SqFt. ⋅ HILTONHEAD-510013 MLS
Positioned directly on the Atlantic Ocean within the prestigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

33 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,825,000
4 Beds ⋅ 5 Baths ⋅ 3,622 SqFt. ⋅ HILTONHEAD-508280 MLS
Step into exceptional Lowcountry living at this timeless 3,622-square-foot custom residence. Designed for both effortless entertaining and everyday comfort, the home boasts four spacious bedrooms, four-and-a-half baths, and high-quality craftsmanship throughout. Large windows flood the generous living spaces with natural light, highlighting the thoughtful design and drawing the eye out to your own private pool oasis. Every detail has been curated to create a seamless flow from the welcoming interiors to the beautiful outdoor living spaces. The property is perfectly situated within Seabrook Landing, an intimate waterfront enclave of just 33 homes tucked behind the gates of Hilton Head Plantation. This exclusive neighborhood grants you the rare luxury of a private community pool and a deep-water dock-perfect for sunset strolls, fishing, or simply taking in the coastal breeze. Beyond this quiet retreat, a world-class lifestyle awaits. You have full access to the plantation's phenomenal amenities, including miles of shaded leisure trails, four golf courses, top-tier tennis and pickleball facilities, a deep-water marina, and Port Royal Sound beach access. Whether you are seeking a primary residence or a luxurious island getaway, this home presents a rare opportunity to experience Hilton Head at its finest.

34 Seabrook Landing Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$775,000
2 Beds ⋅ 3 Baths ⋅ 1,610 SqFt. ⋅ HILTONHEAD-509566 MLS
Tucked within the world-renowned community of Sea Pines, this beautifully updated 2-bedroom, 2.5-bath villa offers the perfect blend of Lowcountry charm, investment opportunity, and resort lifestyle. Enjoy tranquil lagoon views from a spacious floor plan featuring a fully renovated lower level designed with today's coastal buyer in mind. Partially furnished with bedroom furnishings included, this turnkey retreat is ideal as a second home, vacation getaway, or income-producing short-term rental. Owners and guests enjoy access to pristine beaches, miles of leisure trails, and three championship golf courses including legendary Harbour Town Golf Links, home of the annual RBC Heritage. Just moments from Harbour Town's iconic marina, dining, shopping, and entertainment, this is an exceptional opportunity to own in one of Hilton Head's most sought-after destinations.

17 Lake Forest Drive Unit APT 3347, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$1,750,000
4 Beds ⋅ 3 Baths ⋅ 2,806 SqFt. ⋅ HILTONHEAD-509938 MLS
Enjoy the best of Sea Pines living from this beautifully designed water view furnished 4 Bedroom home. Nestled along a tranquil lake, the residence offers a bright, open floor plan with soaring ceilings, expansive living spaces, and an abundance of natural light throughout. The spacious great room flows seamlessly to a screened porch overlooking the water, creating the perfect setting for relaxing or entertaining while enjoying the peaceful Lowcountry scenery. The well-appointed kitchen boasts stainless steel appliances, granite countertops, and a generous bar area that naturally becomes the gathering place for family and friends. An oversized three-car garage provides exceptional storage for vehicles, bikes, beach gear and large owner's closet. Offering a desirable combination of newly added Pool, fully furnished, and less than a mile to the beach, this exceptional Sea Pines home is ideal as a primary residence, vacation getaway, or investment rental property.

64 Lawton Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$137,499
HILTONHEAD-509932 MLS
One of the more desired RV lots! Enjoy resort-style amenities including pools, hot tub, tennis courts, picnic and playground areas, clubhouse, and an on-site marina with water access for kayaking, fishing, or simply taking in the coastal scenery, a playground for family fun, and the popular Sunset Grille conveniently located on site for waterfront dining, cocktails, and unforgettable sunsets. Whether you are looking for a vacation retreat or your own slice of paradise on Hilton Head Island, this RV lot delivers the perfect blend of relaxation, recreation, and coastal lifestyle living. The Coachmen Encore RV is also available for purchase separately. Inquire for additional details and pricing! This is truly a stand-out property! City Water hookup, electric

43 Jenkins Island Road Unit 24, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$257,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-509586 MLS
Beachfront Bargain - vacation in your investment! Most beachfront condos promise the dream. This one delivers. With over $30,000 of short term rental income, this renovated first floor gem at Hilton Head Beach & Tennis Resort is producing income from day one - no setup, no guesswork, no waiting. Just close and collect. Designed for effortless coastal living, this turnkey retreat features a fully stocked kitchen outfitted with full-size stainless steel appliances - everything your guests need from the moment they arrive. Sleek porcelain plank tile floors run throughout, offering a fresh, modern look that's as easy to maintain as it is stylish. First floor convenience and newer HVAC. As part of the gated beachfront community, owners and guests enjoy a full suite of resort amenities - without ever leaving the property: an oceanfront Olympic-size pool, tennis courts, on-site bike rentals, a fitness center, an oceanfront beach bar, a sports bar, and more. Own your slice of Hilton Head paradise - and let it pay for itself.

40 Folly Field Road Unit B102, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$35,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509911 MLS
Model Open Daily from noon until 4. Best view in all of Ocean Palms overlooking the wide part of the lagoon all the way up the 8th fairway of the Barony golf course. Spectacular view!!! Ownership includes, golf for 4 players daily for cart fee only, free tennis or pickle ball, shuttle service to the beach, the Westin, to the golf and tennis center and Shelter Cove. Brand new furniture coming before the end of August.

14 Wimbledon Court Unit 502-2, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$67,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-509881 MLS
Perfect vacation retreat overlooking a beautiful pool, walking distance to the beach or shuttle to beach, Westin, Golf and Tennis Center or Shelter Cove. 3 Large bedrooms. Two master suites. Beds can be converted from twins to kings. Bring the whole family down and enjoy the pool, beach and all the services of the Westin Resort and Spa for 10 weeks per year in 5 two week increments.

14 Wimbledon Court Unit 124-1, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$350,000
2 Beds ⋅ 2 Baths ⋅ 888 SqFt. ⋅ HILTONHEAD-508835 MLS
Nicely maintained 2-bedroom, 2-bath Tennis Villa located on the desirable 3rd floor at Hilton Head Beach & Tennis Resort. Top-floor location means no one above you, a feature both owners and guests appreciate for added privacy and quieter enjoyment. This villa has been a strong rental performer with a high number of repeat guests, making it an excellent opportunity for investment, second home, or personal getaway. Conveniently located near the beach, pools, tennis, pickleball, dining, and resort amenities, Hilton Head Beach & Tennis remains one of the island's most popular ocean-oriented communities. Enjoy easy island living in a resort setting close to shopping, dining, golf, and bike paths.

40 Folly Field Road Unit E24, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$258,900
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-509246 MLS
This unit located in the oceanfront complex of Hilton Head Resort was remodeled by Hilton Head Builders and is well-established on the short-term rental market. A 2-bedroom, 2-bath condo offering the perfect blend of comfort and investment potential. Features include a full size kitchen with island, spacious bedrooms, updated furnishings, and a tankless water heater, all contribute to a clean, comfortable, and turnkey experience. Hilton Head Resort is a gated oceanfront community offering direct beach access and an impressive lineup of resort-style amenities, including an oceanfront tiki bar, fitness center, three pools (two outdoor and one indoor), tennis courts, bike rentals, and more. Its unique combination of indoor and outdoor amenities, paired with easy beach access, makes Hilton Head Resort one of Hilton Head Island's most appealing year-round short-term rental destinations.

663 William Hilton Parkway Unit 3317, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$399,000
HILTONHEAD-509824 MLS
Nestled within the prestigious community of Long Cove Club, this exceptional .48-acre corner homesite offers the perfect opportunity to build your dream home in a serene and private setting. Surrounded by beautiful lagoon and landscape views, this peaceful property provides a tranquil backdrop with plenty of space to create your ideal coastal retreat. Residents of this gated community enjoy world-class amenities including a Pete Dye Designed 18 hole golf course, Deep Water Marina, Clubhouse with Restaurants, Tennis courts, Pickleball courts, Firepit, Jr. Olympic Size Pool , Community Gardens, Playground, Basketball Court, and 24-hour security guard gated access. Experience the unmatched lifestyle and natural beauty that make Hilton Head Island one of the most sought-after destinations for luxury living.

2 Fife Lane, Hilton Head Island

Listing courtesy of Family Tides Real Estate LLC.

$2,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509812 MLS
Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 28, ideally positioned in mid-to-late July when summer on the island is in full swing. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and a vibrant coastal arts and culture scene. Imagine beginning your mornings with warm ocean breezes and long summer days, biking beneath towering live oaks along miles of shaded pathways, or spending afternoons on award-winning fairways before unwinding with waterfront sunsets and lively seasonal events across the island. Whether you prefer relaxing by the beach, exploring the island's natural beauty, or soaking in the easygoing energy of peak summer season, everything you need is right at your doorstep - your perfect midsummer getaway with flexibility built in.

70 Lighthouse Road Unit 2905, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$105,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509533 MLS
Looking for a piece of island paradise without all of the upkeep & expense? This is the one for you. Enjoy 13-weeks a year on a rotating basis in Shelter Cove. Nicely updated & well-appointed, bring nothing but your suitcase. Enjoy both marina & deep-water views from this 5th floor, penthouse unit. Fireplaced living, walk-in shower and covered porch are just a few highlights. Walk out your door to restaurants, shops, boating & entertainment. As part of Palmetto Dunes, you get to enjoy 3-miles of sandy beach, miles of leisure trails, 3 golf courses, tennis & pickleball, a navigable lagoon system & so much more. What are you waiting for?

9 Harbourside Lane Unit 7338D, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$349,500
2 Beds ⋅ 2 Baths ⋅ 888 SqFt. ⋅ HILTONHEAD-508843 MLS
Preferred first floor Tennis villas currently on the market, this rare END UNIT offering is ideal for those who prefer easy, elevator-free access. Tennis Villas do not offer elevators. Recently updated, the villa features fresh paint and stylish new furnishings in a calming coastal chic palette of blue and gray. The open, functional layout is perfect for both owners and guests to relax and enjoy. PREFERRED END UNIT. Step only to your private rear balcony to take in view of the tennis courts or stroll just a few steps to tranquil fishing ponds. Best of all, the renowned beaches of Hilton Head Island are just a few hundred yards away making this location truly unbeatable. Located in an amenity rich community with a strong short-term rental history, this villa offers incredible convenience and income potential. Whether you're looking for a vacation getaway, investment property, or full-time residence, this is a prime opportunity to own in the heart of Hilton Head Island.

40 Folly Field Road Unit G1, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$309,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-508831 MLS
Completely remodeled from the studs, this FIRST-FLOOR oceanfront resort condo offers the kind of turnkey beach retreat buyers hope to find but rarely do... thoughtfully redone with a more open, functional layout, custom cabinetry, custom doors, improved storage, updated flooring, stainless steel appliances, a kitchen backsplash, and a peninsula finished with wainscoting detail. The flexible opened-up area adds usable space while still allowing privacy with a closing door, making the layout especially comfortable for an owner-user, second-home buyer, couple, or anyone wanting a beach place without taking on a renovation project. Automatic lighting, barn-style doors, a pocket door, custom sliding doors, and added closet/storage space give the condo a polished, intentional feel throughout, while the main bedroom is set up with a king-size bed and the former bunk area was redesigned to create more practical storage. The mechanical area was also improved, with double doors added around the HVAC and hot water heater for easier access and future service, adding a practical ownership benefit that many remodeled condos overlook. The sliding door to the back porch was redone, painted, updated with improved tracks, and functions well, opening to a tiled balcony/patio that gives the outdoor space a more finished feel and captures beautiful views. Located near the front of the resort and less than a minute from the boardwalk and beach access, this condo makes beach days easy... no stairs, no long walks with chairs or coolers, and quick trips back for food, drinks, supplies, or a bathroom break. Personally owned, lightly used, and not used as a rental property, this move-in ready / rental-ready condo combines beach proximity, custom finishes, improved storage, easy first-floor access, and a fully remodeled interior for buyers who want comfort, convenience, and a low-maintenance coastal retreat.

40 Folly Field Road Unit A131, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$1,450
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508988 MLS
Enjoy the laid-back elegance of Hilton Head Island during deeded Week 15 in late April, when the island is in full bloom and spring has settled in beautifully. Swallowtail at Sea Pines delivers a refined, low-maintenance vacation experience in an unbeatable setting. Perfectly positioned between Harbour Town's famous lighthouse and the sun-filled Beach Club, you're just a short stroll from top-tier golf courses, unspoiled beaches, waterfront restaurants, and a lively arts and culture scene. Imagine starting your days with gentle ocean breezes and warm spring sunshine, exploring miles of shaded bike paths beneath towering live oaks, or spending afternoons on award-winning fairways in ideal weather. However you like to unwind, it's all right at your doorstep, your spring getaway, tailored to you, with flexibility built in.

70 Lighthouse Road Unit 2873, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,300
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508986 MLS
Enjoy the relaxed charm of Hilton Head Island during deeded Week 11 at Swallowtail at Sea Pines, the last week of March, when spring is in full swing and the island comes alive with mild temperatures, blooming landscapes, and sunny coastal days. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most desirable settings. Ideally located between Harbour Town Lighthouse and the beautiful Beach Club, this desirable end unit next to the pool places you just a short walk from championship golf, pristine beaches, waterfront dining, and the vibrant arts and culture that make Sea Pines so special. Picture starting your mornings with cool ocean breezes and golden spring sunshine, biking beneath moss-draped live oaks along miles of scenic pathways, or enjoying afternoons on award-winning golf courses during one of the island's most comfortable times of year. Whether you're seeking relaxation or adventure, everything you need is right at your doorstep: your perfect spring escape, with the flexibility to enjoy it your way.

70 Lighthouse Road Unit 2895, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$375,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-508844 MLS
Experience oceanfront living at its finest in this beautifully updated first-floor villa at Hilton Head Beach & Tennis Resort. Unit A124 offers direct oceanfront views and immediate access to Hilton Head Island's award-winning beaches, making it the perfect turnkey investment, vacation home, or personal island retreat. Thoughtfully furnished and currently operating as a successful short-term rental, this one-bedroom, one-bath villa is ready to enjoy from day one. The stylish kitchen features full-size stainless steel appliances, quartz countertops, and everything needed for extended stays, while the open living area and private patio provide the perfect place to relax to the sights and sounds of the Atlantic Ocean. Hilton Head Beach & Tennis Resort offers an exceptional coastal lifestyle with private beach access, one of the island's largest oceanfront pools, tennis and pickleball courts, a fitness center, on-site dining, playground, and 24-hour gated security. Conveniently located near Hilton Head's top restaurants, shopping, golf, and entertainment, this is a rare opportunity to own a true direct oceanfront villa in one of the island's most desirable resort communities.

40 Folly Field Road Unit A124, Hilton Head Island

Listing courtesy of Engel & Volkers.

$295,000
2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-508845 MLS
Come to Hilton Head Island for the beaches, sunshine and great restaurants. Our 2 bedroom/2 bath updated beach condo on the first floor includes many amenities for your vacation enjoyment. The beach is just a short boardwalk away or take the free golf cart shuttle. New HVAC in 2022 and a total remodel in 2018 with granite countertops, new floors, cabinets and showers. Comes fully furnished with a king size bed, a queen size bed, sofa and two smart tvs- 60" and 42". Just bring your toothbrush and family. The Resort is a complete beach resort with many amenities: an indoor pool and hot tub, sauna, two outdoor pools, six tennis courts, indoor running track, fitness room, private boardwalk - to ocean beach approximately 5 minute walk, and oceanfront bar and grill - Cocos. The Beach Bear and poolside bar offer drinks and food for adults and children. It's also a mini convenience store. Great mid island location on main bike path close to Whole Foods and Kroger with Starbucks.

663 William Hilton Parkway Unit 2121, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508837 MLS
Hello Golf fans! Get your week 15 fixed spring break week that lands during Hertigage every year. 2bed 2bath facing trent Jones golf course, driving range, and all the palmetto dunes comes with, walk to the beach 4 minutes slowly. Only 1675.00 per year to own this fixed week, plus you get day usage and parking great for a buyer that lives in the low country.

10 Trent Jones Lane, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$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.

$449,500
2 Beds ⋅ 3 Baths ⋅ 1,290 SqFt. ⋅ HILTONHEAD-508642 MLS
Located on Hilton Head Island's South end, near popular Palmetto Bay Marina, this beautifully updated 2BR/2.5BA Brighton Bay villa comes with a highly coveted extra-large 60' x 12' garage - room enough for 3 cars! With warm polished cherry wood floors, granite counters, stainless appliances and white cabinets in the kitchen, 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, 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. Meticulously 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 or primary residence townhome!

30 Paddle Boat Lane Unit 406, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$259,999
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-508590 MLS
A turn-key Hilton Head Resort villa priced for value. Sold furnished, 4127 Hilton Head Resort is a 2-bedroom/2-bath in a direct beach-access community, offering effortless lock-and-leave ownership without sacrificing island lifestyle. With the added advantage of stepping into an active rental setup with future bookings already in place-and potential for $30K+ gross rentals-this is a smart blend of personal use and investment flexibility. Inside, the standout feature is the oversized kitchen, a rare layout within the resort with ample granite counter space that's ideal for entertaining, longer stays, and everyday comfort. Hilton Head Resort enhances the ownership experience with multiple on-site pools, a fitness center, pickleball courts, and a poolside restaurant-amenities that owners enjoy and renters consistently seek out. Conveniently positioned in the heart of Hilton Head Island, you're close to the beach, dining, and shopping, making this a strong fit for a second home, an investment property, or a combination of the two.

663 William Hilton Parkway Unit 4127, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp Realty.

$294,000
1 Beds ⋅ 1 Baths ⋅ 645 SqFt. ⋅ HILTONHEAD-508570 MLS
You'll LOVE this villa! Loaded with new improvements. New A/C, new refrigerator, new water heater, popcorn ceiling removed, freshly painted throughout, new doors and cabinets in laundry room, new exterior keypad, new lighting. new blinds in the living room and a new walk-in closet system. Parking spot allocated underneath.

80 Paddle Boat Lane Unit 822, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$299,900
2 Beds ⋅ 2 Baths ⋅ 888 SqFt. ⋅ HILTONHEAD-508437 MLS
Enjoy first-floor convenience from this lovely, fully furnished, and move-in condition villa. Steps to the beach, oceanfront pool, lighted tennis and pickleball courts, fitness, restaurant, and 24-hour security make this all-inclusive resort an excellent value for oceanfront living. Would make a nice second home or income producer. HOA fee includes insurance, cable TV, and wi fi.

40 Folly Field Road Unit B6, Hilton Head Island

Listing courtesy of Charter One Realty.

$373,900
2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-508474 MLS
Two-bedroom, two-bath condo with WATER VIEWS in The Spa on Port Royal Sound, located in the CLOSEST BUILDING TO THE BEACH with just a 2-MINUTE WALK TO THE BEACH...this furnished condo has a bright, updated coastal feel, with the CUSTOM KITCHEN setting the tone the moment you walk in...the kitchen feels thoughtfully designed and much more elevated than a typical beach condo, featuring CUSTOM CABINETS, a BEAUTIFUL BACKSPLASH, STAINLESS STEEL APPLIANCES, a CENTER ISLAND with soft-close drawers, and extra countertop and cabinet space beyond the main kitchen wall for added storage, prep space, and everyday convenience...the dedicated bar area with wood backsplash gives the condo another warm, finished detail and creates a natural spot for coffee, drinks, entertaining, or setting up for guests...throughout the interior, the finishes feel coordinated and intentional, with CUSTOM FANS, upgraded window shades, updated curtains and rods, TASTEFUL SHIPLAP detail in the first bedroom, and newer-looking windows in the primary bedroom...both bathrooms have a clean, finished look with attractive vanities, matching mirrors, matching light fixtures, and tubs in great condition...the ENCLOSED PATIO adds another layer of livability, creating a flexible extra space to relax, read, enjoy the water-view setting, or unwind after the beach...overall, the condo feels polished, comfortable, and thoughtfully updated, making it a great fit as a primary residence, investment property, or vacation getaway...The Spa on Port Royal Sound offers BEACH ACCESS, outdoor pools, a heated indoor pool with hot tub, dry sauna, tennis courts, fitness center, security gate, grilling area, picnic area, playground, landscape maintenance, and convenient access to Hilton Head beaches, golf, and dining...monthly regime fee includes cable, internet, water, sewer, pest control, building maintenance, landscaping, garbage service, and insurance.

239 Beach City Road Unit 1225, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$1,250
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508472 MLS
Enjoy the relaxed coastal charm of Hilton Head Island during deeded Week 34, spanning the final days of August and welcoming the start of September, when summer lingers beautifully and the island begins to settle into a quieter rhythm. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in an unbeatable location. Ideally situated between Harbour Town's iconic lighthouse and the sun-soaked Beach Club, you're just a short walk from championship golf courses, pristine beaches, waterfront dining, and the vibrant arts and culture that make the island so special. Picture starting your mornings with warm ocean breezes and golden coastal sunrises, biking beneath majestic live oaks along miles of shaded paths, or spending afternoons on award-winning fairways while enjoying the tail end of summer. As the season transitions toward fall, the island's pace becomes even more relaxed, creating the perfect setting to unwind and recharge. However you choose to spend your time, it's all right at your doorstep, your late-summer escape, tailored to you, with flexibility built in.

70 Lighthouse Road Unit 2874, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$30,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508326 MLS
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Captiva floor plan has 1300 htd sq ft, a spacious back deck, and great lagoon views. Close proximity to back pool area and bbq grills. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 803-3, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$825,000
3 Beds ⋅ 3 Baths ⋅ 1,504 SqFt. ⋅ HILTONHEAD-508219 MLS
Discover this turn-key, updated 3BR/3BA home in the highly sought-after Carolina Place community within Sea Pines. With rental projections exceeding $75,000 annually, this property offers the ideal blend of lifestyle and income potential. Enjoy a short stroll to the private community pool, tennis courts, and pickleball courts-exclusively available to owners and guests. Carolina Place features single-family detached homes with the convenience of low-maintenance living. The HOA ($370/month) includes weekly landscaping, trash service, monthly interior and exterior pest control, as well as pool maintenance and insurance. Inside, the home is light and bright with soaring cathedral ceilings, new luxury vinyl plank flooring, and stainless steel appliances. The updated kitchen showcases quartz countertops and Thomasville cabinetry, while all bathrooms have been tastefully renovated with tile flooring and modern vanities. Relax and unwind with serene "forever" views of open green space backing up to the Sea Pines Forest Preserve footprint, offering both privacy and natural beauty. Whether you're seeking a high-performing investment property or the perfect second home getaway, this is a standout opportunity to own in one of Hilton Head Island's premier gated communities.

78 Shell Ring Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

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