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$35,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511949 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 Sanibel floor plan has 1350 htd sq ft, a screened porch, with great golf & lagoon views. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 407-4, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$1,985,000
3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-511813 MLS
An absolute standout in Sea Pines. This exceptional home was worth the wait... but is not expected to last long! Relaxed and comfortable meets modern and sophisticated. Prepare to be captivated by this exceptionally cool, single-level stunner! A private (gated) front courtyard enhances the arrival experience, while the private backyard setting is unmatched. Inside you will find an open-concept interior that is complimented by numerous design enhancements. The design-forward, chef-style kitchen will reignite your love of both cooking and entertaining, boasting quartz counters, impressive cabinetry, designer lighting, updated appliances, gas cooking, beverage refrigerator, pantry, and an expansive flat-top island. The home naturally flows out to an inviting screened porch, extending comfortable living space outdoors. The spacious owner's suite enjoys tranquil water views and a spa-like bath, while the two private guest rooms offer beautifully remodeled en-suite baths as well. Embrace a year-round outside lifestyle with a refreshing (heated) saltwater pool, firepit area, peaceful lagoon and private backyard lawn. The property features a durable TPO roofing system, valued for its energy efficiency, longevity, and low-maintenance performance. Set on nearly a half-acre with open space on two sides, this high-elevation property stands apart! Ideally positioned in Sea Pines on a quiet street almost directly between the Sea Pines Beach Club and the Harbourtown Yacht Basin! Tastefully furnished for immediate gratification!

41 Willow Oak W Road, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,779,000
3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-511942 MLS
Rarely does a home offer one-level living on nearly three-quarters of an acre with exceptional privacy, a five-minute walk to the beach, and a location within Port Royal-one of Hilton Head Island's most exclusive private, oceanfront communities. Every day feels like a vacation in this beautifully updated coastal retreat. Impeccably maintained and truly turnkey, this exceptional home features a flowing floor plan with soaring vaulted ceilings, oversized bedrooms, a private executive office adjoining the primary suite, fireplace, custom built-ins, and a chef's kitchen complete with a Sub-Zero refrigerator, Wolf induction cooktop, and oversized center island. The spacious primary suite is a retreat of its own, offering a generous spa-inspired bath with abundant space between two separate walk-in closets. Situated on a rare point lot at the end of a quiet cul-de-sac, the nearly -acre homesite has been thoughtfully transformed into a spectacular backyard oasis. Mature live oaks, lush landscaping, premium paver walkways, and a beautifully sized pool create a secluded, resort-like setting. The current owners intentionally designed the landscape to maximize privacy while preserving the unique opportunity for a future owner to selectively open portions of the landscaping and capture multiple golf course views. A rare offering where thoughtful design, resort-inspired privacy, and timeless Lowcountry living come together in one of Hilton Head Island's most exclusive private, oceanfront communities.

32 Doubloon Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$389,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511938 MLS
Life is better at the beach, and the DYNAMIC OCEAN VIEWS from this top-floor villa prove it! Located in desirable Building 2, this beautifully remodeled retreat captures panoramic tidal-marsh and ocean views, spectacular sunrises, and ocean breezes year-round! Enjoy the best possible building location with a private balcony, no foot noise above, and convenient elevator access. Immediate gratification awaits, considering the gorgeous (fully turnkey) interior, renovated (ensuite bathrooms), smooth ceilings, coastal-inspired colors and finishes, crown molding, and designer lighting. The renovated kitchen is spectacular, complete with (light color) granite counters, stainless-steel appliances, and updated wall cabinetry. Plus, two wonderfully updated bathrooms and ultra-comfortable bedroom suites! Set within a gated oceanfront resort with impressive on-site amenities, bike rentals, and in-season golf-cart shuttle service down the scenic boardwalk to the beach, where "Coco's", one of the coolest oceanfront bars/restaurants, is nestled in the dunes. Beautifully furnished and fully equipped, this "guest favorite" ranks in Airbnb's top 1% based on ratings and reviews.

663 William Hilton Parkway Unit 2404, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,800
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511928 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 2871, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,150,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511702 MLS
A Rare opportunity to own a nicely updated direct oceanfront villa on Hilton Head Island with spectacular third-floor Atlantic Ocean views. This is a best buy on the Ocean!Enjoy resort-style amenities, including a zero-entry oceanfront swimming pool and hot tub. Park directly in front of the villa for easy access, then step outside to enjoy miles of Hilton Head's pristine beach.Ideally located near shopping, restaurants, churches, and world-famous Coligny Plaza, this oceanfront condo offers the perfect combination of convenience, comfort, and coastal living. Whether you're searching for a primary residence, second home, or vacation retreat, this move-in-ready villa delivers an exceptional Hilton Head Island lifestyle in one of the area's most desirable beachfront locations.The villa is being sold fully furnished and rental ready!

21 S Forest Beach Drive Unit 308, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc.

$748,000
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511906 MLS
Ready for island living in a lush and private area on Harbor Island? Ocean Marsh is a golf cart ride away from the beach and multiple amenities. Proposed new construction marsh front custom three bedroom two and a half bath home with nine foot ceilings and 575 square feet of deck and porches. Respected builder, JOCO, will build your island dream house on the marsh to suit your style. Room for 3 cars and a golf cart. Elevator can be added for 27K. Plans are approved and in place but you choose cabinets, countertops, paint colors and more. Finishes in photos may vary from building allowance. Within near distance there is fishing and crabbing off nearby dock, tennis and pickleball sports court, Harbor pool complex with adjacent community garden and dog park. Surveys already completed. Lot available for purchase as land.

16 Lakeview Lane, St Helena Island

Listing courtesy of The Homesfinder Realty Group.

$350,000
HILTONHEAD-511905 MLS
Rare opportunity to own one of the few remaining waterfront homesites in the private, gated community of Bermuda Bluff Island. Lot 72 offers an impressive .72 acres of pristine Lowcountry landscape, perfectly positioned along the salt marshes and deep waters of the Beaufort River. Framed by gorgeous, mature Live Oaks and native palm trees, this exceptional property serves as the ultimate canvas for a custom luxury home. Wake up to awesome, panoramic water views and enjoy front-row seating to the changing tides, coastal wildlife, and golden sunsets that define South Carolina's sea islands. Bermuda Bluff successfully blends remote, natural tranquility with modern convenience and upscale neighborhood amenities. Property owners enjoy direct water access via the community's private tidal creekRare opportunity to own one of the few remaining waterfront homesites in the private, gated community of Bermuda Bluff Island. Lot 72 offers an impressive .72 acres of pristine Lowcountry landscape, perfectly positioned along the salt marshes and deep waters of the Beaufort River. Framed by gorgeous, mature Live Oaks and native palm trees, this exceptional property serves as the ultimate canvas for a custom luxury home. Wake up to awesome, panoramic water views and enjoy front-row seating to the changing tides, coastal wildlife, and golden sunsets that define South Carolina's sea islands. Bermuda Bluff successfully blends remote, natural tranquility with modern convenience and upscale neighborhood amenities. Property owners enjoy direct water access via the community's private tidal creekProperty owners enjoy direct water access via the community's private tidal creek boat launch, a fabulous deep-water dock with a day docking float, a clubhouse, tennis courts, and a refreshing community swimming pool. While the setting feels like a private island retreat, you are only a short 15 minute drive from convenient shopping/grocery centers and just 20 minutes from the historic charm, shopping, and dining of downtown Beaufort. Bring your custom builder and design a coastal masterpiece tailored to take full advantage of this unparalleled and increasingly rare riverfront location.--

72 Front Street, St Helena Island

Listing courtesy of Point South Realty.

$1,299,000
4 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511471 MLS
22 Doubloon Dr is nestled beneath majestic live oaks in the sought-after oceanfront community of Port Royal, this beautiful home offers exceptional privacy, picturesque golf views, and a prime Hilton Head Island lifestyle. A long driveway and oversized 3-car garage provide abundant parking and storage. Inside, you'll find 4 bedrooms, 3 full baths, smooth ceilings, wood flooring, and a welcoming fireplace. The updated kitchen features new appliances, while the updated guest baths, fresh interior paint, and new windows make this home truly move-in ready. Enjoy year-round natural light from the sunroom or relax and entertain on the expansive wraparound patio overlooking the tranquil golf course. Located outside the flood zone, this home combines peace of mind with timeless Lowcountry charm. Residents of Port Royal enjoy private beach access, tennis, pickleball, leisure trails, and a private oceanfront beach club with pool in one of Hilton Head Island's most desirable gated communities.

22 Doubloon Drive, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc - Bluffton.

$1,650,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-511819 MLS
Enjoy peaceful lakefront living in one of Hampton Lake's most desirable areas, where this spacious four-bedroom, four-bath home sits on a quiet cul-de-sac street with wider homesites, preserve views across the street, and beautiful water views in the backyard. The primary suite is located on the main level, and the flexible floor plan includes a den, great room, dining room, bonus room, and plenty of space for both everyday living and entertaining. The kitchen is well equipped with a gas cooktop, convection and self-cleaning ovens, double refrigerators, dishwasher, ice machine, pantry, and generous storage. Wood flooring, tray and cathedral ceilings, built-in bookshelves, smooth ceilings, fresh interior paint, and abundant natural light add warmth and character throughout the home. Fully retractable sliding doors open to a large screened porch, creating a seamless connection between the indoor and outdoor living spaces. The landscaped backyard features custom pavers, lighting, an outdoor fireplace, grill area, gazebo, private dock, multiple porches, and several places to relax while enjoying the sunset over the lake. Additional features include a newer HVAC system, irrigation, gutters, security system, paved driveway, and a two-car garage with a converted workshop. Hampton Lake residents enjoy access to resort-style pools, a fitness center, spa, clubhouse, boating, fishing, tennis, and scenic walking trails, making this move-in-ready home an exceptional opportunity to experience the Lowcountry lifestyle.

48 Fish Dancer Court, Bluffton

Listing courtesy of Real Broker, LLC.

$1,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511868 MLS
Owner is also selling Week 17 (Unit 2874) and is open to offering a discounted price if both weeks are purchased together-an excellent opportunity to enjoy two consecutive weeks in paradise! Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 18, ideally positioned in the first week of May when the island is at its springtime best. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. This desirable villa overlooks a lush lagoon, providing peaceful views and a tranquil backdrop throughout your stay. 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 refreshing ocean breezes and serene golf course vistas, then setting out to bike beneath towering live oaks along miles of shaded pathways. Spend your afternoons on award-winning fairways, relaxing on the beach, or exploring the island's natural beauty before unwinding with spectacular waterfront sunsets. May's comfortable temperatures and blooming landscapes create the perfect setting for beach walks, outdoor dining, dolphin cruises, and all that Sea Pines has to offer-without the crowds of peak summer. Whether you prefer championship golf, coastal adventures, or simply relaxing on your private balcony overlooking the greens, everything you need is right at your doorstep. With the option to purchase the adjoining Week 17 at a discounted package price, this is a rare opportunity to enjoy two consecutive weeks in one of Hilton Head Island's premier vacation destinations.

70 Lighthouse Road Unit 2875, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$99,000
HILTONHEAD-511588 MLS
Envision your dream, custom beach home on this exceptional +1/2 acre homesite ideallysituated in Bloody Point. Located at the southernmost tip of South Carolina, where the Atlantic Ocean converges with the Calibogue Sound and Mungen Rivers on Daufuskie Island, this property's unique positioning gives its owners the proximity to enjoy expansive beachfront, marsh and river views that shift with the rhythms of the tides. <br> Offering a unique sense of security and seclusion that defines much of the island's character, life in Bloody Point is centered around a relaxed, low-density lifestyle. The community, which was formerly a golf club development, features gated security, beach access, walking and biking paths, opportunities for birdwatching, boating, kayaking, fishing and more. Current amenities on Daufuskie Island provide the essentials for enjoying island living, with a focus on outdoor recreation and tranquility rather than resort-style bustle. Private Haig Point memberships are available for purchase. Whether as a primary residence, second home, or investment property, Bloody Point represents a distinctive slice of coastal South Carolina that combines history, beauty, and exclusivity.

25 River Road, Daufuskie Island

Listing courtesy of Boardwalk Properties LLC.

$99,000
HILTONHEAD-511578 MLS
Envision your dream, custom beach home on this exceptional -1/2 acre homesite ideally situated in Bloody Point. Located at the southernmost tip of South Carolina, where the Atlantic Ocean converges with the Calibogue Sound and Mungen Rivers on Daufuskie Island, this property's unique positioning gives its owners the proximity to enjoy expansive beachfront, marsh and river views that shift with the rhythms of the tides. <br> Offering a unique sense of security and seclusion that defines much of the island's character, life in Bloody Point is centered around a relaxed, low-density lifestyle. The community, which was formerly a golf club development, features gated security, beach access, walking and biking paths, opportunities for birdwatching, boating, kayaking, fishing and more. <br> A majority of amenities on Daufuskie Island provide the essentials for enjoying island cliving, with a focus on outdoor recreation and tranquility rather than resort-style bustle. Private Haig Point memberships are available for purchase. Whether as a primary residence, second home, or investment property, this homesite Bloody Point represents a distinctive slice of coastal South Carolina that combines history, beauty, and exclusivity.

9 River Road, Daufuskie Island

Listing courtesy of Boardwalk Properties LLC.

$250,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511784 MLS
Step inside this bright and welcoming coastal condo, where one of Hilton Head Resort's LARGER FLOOR PLANS creates a noticeable sense of openness, comfort, and flexibility... The spacious living room, dining area, and kitchen flow together naturally, making the condo feel inviting from the moment you enter and providing plenty of room to unwind after a day at the beach, gather for meals, or entertain family and friends... Warm wood-look flooring, crown molding, soft neutral finishes, and comfortable furnishings give the main living space a relaxed coastal feel, while the kitchen features crisp white cabinetry, GRANITE counters, a double-basin sink, generous prep space, and a convenient pass-through that keeps the kitchen connected to the living area... Both bedrooms are comfortably sized, including a versatile guest room thoughtfully arranged with space for a full-size bed and bunk beds, allowing the condo to accommodate additional guests without sacrificing comfort... The bathrooms have been nicely updated with modern vanities, contemporary fixtures, marble-look tile flooring, and a beautifully tiled walk-in shower with sliding glass doors... One of the most valuable features of this larger layout is the WASHER AND DRYER INSIDE THE CONDO, offering a level of convenience that is especially appealing for full-time living, extended vacations, and short-term rental guests... Additional storage makes it easy to keep beach chairs, luggage, and everyday essentials neatly organized... Offered FULLY FURNISHED and ready to enjoy, this well-maintained villa is located in the preferred Tennis Building #4 with convenient ELEVATOR ACCESS... Hilton Head Resort offers the kind of amenities that make every visit feel like a true coastal escape, including direct beach access by private boardwalk or seasonal shuttle, indoor and outdoor pools, a heated indoor pool, kiddie pool, hot tub, sauna, fitness center, indoor jogging track, lighted tennis and pickleball courts, volleyball, bike rentals and storage, grilling stations, sun decks, garden areas, a deli, and the iconic Coco's on the Beach... Centrally located mid-island near Palmetto Dunes, Shelter Cove Marina and Towne Centre, golf, bike paths, shopping, dining, and entertainment, this condo is an excellent choice as a primary residence, beach getaway, or RENTAL-READY investment property.

663 William Hilton Parkway Unit 4135, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$1,849,500
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511596 MLS
Classic Hilton Head Island architecture, perfectly preserved and completely reimagined. Set on a rare corner estate lot of more than three-quarters of an acre in Shipyard Plantation, 37 Kingston Road offers a level of finish and scale rarely found at this price point among the Island's premier gated communities. A complete renovation from top to bottom includes brand new HVAC systems with all new ductwork, a stunning new pool with a Pennsylvania flagstone deck, and designer finishes throughout. Vaulted ceilings, skylights, and thoughtful millwork bring warmth, character, and natural light to every room. The kitchen blends timeless design with tasteful updates, featuring white shaker cabinetry, stone countertops, stainless steel appliances, updated hardware and fixtures, and a center island. The split floor plan offers ideal separation between the primary suite and guest bedrooms, while the generous lot provides the opportunity to add a guest house or casita. The primary suite is spacious and serene, with direct access to the pool and a beautifully renovated bath featuring a marble walk-in shower and double vanity. Every bathroom reflects the same level of craftsmanship and attention to detail found throughout the home. Outside, the new pool and Pennsylvania flagstone deck create a private outdoor retreat surrounded by mature live oaks and classic Lowcountry landscaping. The bonus Carolina room extends the living space, creating a seamless connection between the home's interior and outdoor living areas. Offered furnished and available for immediate enjoyment, the home is just a five-minute bike ride to the Shipyard Beach Club and the Sonesta Resort, and only minutes from some of the Island's best dining, shopping, golf, and recreation. Short-term rental projections are available upon request. Whether the goal is a primary residence, a multigenerational retreat, a second home, or an income-producing investment property, 37 Kingston Road is uniquely positioned to deliver. A rare corner estate, completely renovated, furnished, and ready, at a price that rewards the discerning buyer who knows this market. *Owner is SCREA.

37 Kingston Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$1,150,000
3 Beds ⋅ 5 Baths ⋅ HILTONHEAD-511807 MLS
Excellent value on updated, superbly maintained lifestyle home with private pool/spa and panoramic lagoon views on quiet cul de sac street in popular Hilton Head Plantation. Features include soaring, smooth vaulted & tray ceilings, wood & tile flooring, granite & composite counters, high end appliances (Forno 8 burner gas range & double Ovens, etc.), custom cabinetry/vanities/built-ins, plantation shutters, skylights, recessed lighting, ceiling fans, walls of windows to pool & lagoon views, 17 SEER high efficiency HVAC system, newer roof (2022) & mechanicals, etc. Very livable floor plan offers Chef's dream kitchen (large island, coffee/wet bar, butlers pantry, max cabinet & counter space), open to casual and formal dining, expansive great room, bonus/media room, much desired screened porch, 3 BR suites including well-appointed primary suite w/private courtyard, 2 ample guest BR's with updated baths (glass & tile surround showers, new vanities, counters, lighting), secluded den/study, 2 powder rooms, 2nd floor loft, walk-in attic space, 2 car garage and ample closet/storage space. All with charming curb appeal, circular drive, specimen live oaks, palms, azaleas, etc. and proximity to Crooked Pond Pool/Tennis, front gate & shopping/dining/entertainment + HHP's Spring Lake Pool Complex, Dolphin Head Recreational Area and newly refurbished Pine Island Beach Park!

3 Twisted Cay Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,200,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511804 MLS
Experience the very best of Sea Pines from this beautifully updated Fairway Oaks villa. Privately situated at the end of a quiet cul-de-sac, this 2,200-square-foot home offers a rare combination of privacy, natural beauty, and convenience-with an attached two-car garage, an uncommon and highly sought-after feature in Sea Pines villas. The home features 3 bedrooms and 2 full and 1 half bath including a spacious first-floor primary suite featuring soaring ceilings, an oversized custom walk-in closet, a luxurious steam shower, heated towel rack, and spa-inspired finishes. Upstairs, two generously sized guest bedrooms and a full bath create an inviting retreat for family and friends.The beautifully renovated kitchen showcases granite and quartz countertops, custom floor-to-ceiling cabinetry, new appliances, and a beverage center with wine cooler and kegerator. Walls of windows fill the living areas with natural light and frame peaceful lagoon views. Step onto the expansive rear decks, where a charming water feature creates a serene setting beneath the towering evergreens..Fairway Oaks is one of Sea Pines' most desirable villa communities, uniquely surrounded by tranquil lagoons and the scenic fairways of Heron Point Golf Course. Residents enjoy a private swimming pool, tennis and pickleball courts, and the peace of mind that comes with no short-term rentals allowed. Just a short walk or bike ride from Harbour Town's iconic lighthouse, marina, waterfront dining, boutique shopping, and miles of scenic trails, this exceptional villa offers the very best of the Lowcountry lifestyle. Whether you are searching for a full-time residence or an elegant coastal getaway, this is more than a home--- It is the lifestyle you have been waiting for. OSCREA

40 Planters Wood Drive Unit 2516, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511802 MLS
Own Your Spring Escape at Swallowtail in Sea Pines - Week 13! Seize the opportunity to own deeded Week 13 in the heart of Hilton Head Island's premier Sea Pines community. This stunning Swallowtail property, situated along the 12th fairway of the Heron Point Golf Course, offers the perfect blend of golf course tranquility and coastal adventure. Positioned between Harbour Town's iconic lighthouse and the Beach Club's sun-kissed shores, Swallowtail offers easy access to championship golf, pristine beaches, waterfront dining, and luxury boutiques. Whether you're spending your mornings on the green, afternoons lounging on the beach, or evenings exploring the charming Harbour Town, Swallowtail offers the low-maintenance luxury lifestyle you've been dreaming of. Don't miss the chance to make this slice of paradise yours - secure your Week 13 getaway today!

70 Lighthouse Road Unit 2890, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511798 MLS
Owner is also selling Week 18 (Unit 2875) and is open to offering a discounted price if both weeks are purchased together-an excellent opportunity to enjoy two consecutive weeks in paradise! Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 17, ideally positioned in the first week of May when the island is at its springtime best. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. This desirable villa overlooks a lush lagoon, providing peaceful views and a tranquil backdrop throughout your stay. 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 refreshing ocean breezes and serene golf course vistas, then setting out to bike beneath towering live oaks along miles of shaded pathways. Spend your afternoons on award-winning fairways, relaxing on the beach, or exploring the island's natural beauty before unwinding with spectacular waterfront sunsets. May's comfortable temperatures and blooming landscapes create the perfect setting for beach walks, outdoor dining, dolphin cruises, and all that Sea Pines has to offer-without the crowds of peak summer. Whether you prefer championship golf, coastal adventures, or simply relaxing on your private balcony overlooking the greens, everything you need is right at your doorstep. With the option to purchase the adjoining Week 18 at a discounted package price, this is a rare opportunity to enjoy two consecutive weeks in one of Hilton Head Island's premier vacation destinations.

70 Lighthouse Road Unit 2874, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$555,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511793 MLS
Experience coastal luxury in this stunning, fully furnished 2-bedroom, 2-bath villa inspired by the sophisticated design and spa-like ambiance of Miami's iconic 1 Hotel. Located in the highly sought-after Admiral's Row section of Hilton Head Beach & Tennis Resort, this turnkey ocean-view retreat is being offered fully furnished and is just steps from one of the East Coast's most breathtaking beaches. The villa has an excellent established rental history. .From the moment you enter, you'll be captivated by panoramic ocean views and an abundance of natural light. The open-concept living space blends modern elegance with comfort, featuring a spacious living area ideal for relaxing or entertaining. The dining area comfortably seats six, while the beautifully updated kitchen is designed for both style and functionality.Step outside to your private ocean-view balcony, complete with a hanging swing, daybed, and bar-height seating-the perfect place to enjoy your morning coffee or unwind while listening to the waves.The primary suite features a king bed and a beautifully renovated ensuite bath. The guest bedroom is ideal for families and guests, offering a queen storage bed, twin bed, and ample storage. Convenient elevator and stair access are located just steps from the villa.Owners and guests enjoy access to Hilton Head Beach & Tennis Resort's exceptional amenities, including the island's largest oceanfront pool and kiddie pool, a second pool located just outside the building, 10 tennis courts, fitness center, playground, grilling and picnic areas, conference facilities, and two on-site restaurants.Whether you're seeking a primary residence, vacation retreat, or investment property, this turnkey, fully furnished villa offers the ultimate Hilton Head lifestyle in one of the island's most desirable beachfront communities. With its premier ocean-oriented location, luxury renovation, resort-style amenities, and strong appeal to vacation renters, this property presents an exceptional opportunity to generate rental income while enjoying your own private coastal getaway.

40 Folly Field Road Unit 215, Hilton Head Island

Listing courtesy of Beach House Boutique.

$699,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511765 MLS
Discover this diamond in the rough! A 2-bedroom, 2-bath townhouse in the heart of Sea Pines Resort. This light filled villa offers approximately 1,400 square feet of single-level living with vaulted ceilings, an open floor plan, and peaceful lagoon views from the living room, primary suite, and spacious rear deck. Enjoy added privacy along with a welcoming front porch and excellent bedroom separation.Perfect as a primary residence, vacation home, or investment property with short-term rental potential, this villa also offers access to a community pool and tennis courts.Ideally located near the Sea Pines Forest Preserve, Harbour Town and pristine beaches, championship golf, bike trails, marinas, shopping, and dining, this is an outstanding opportunity to enjoy the very best of Hilton Head Island living. Brand new front and rear decks!

35 Lake Forest Drive Unit APT 3304, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc.

$259,990
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511405 MLS
Recently refreshed with fresh paint and stylish new furnishings, this ocean-oriented 2-bedroom villa is truly turnkey and ready to enjoy. Whether you're searching for a personal vacation getaway, an income-producing investment, or the perfect combination of both, 4104 Hilton Head Resort presents an exceptional opportunity. With existing reservations already in place, this villa offers immediate rental income potential while giving future owners the flexibility to enjoy everything Hilton Head Island has to offer. Located within the gated Hilton Head Resort community, owners and guests enjoy an impressive collection of resort-style amenities, including indoor and outdoor pools, tennis courts, a fitness center, game room, private beach access, and Coco's on the Beach. Conveniently situated near championship golf courses, shopping, dining, and miles of pristine beaches, this low-maintenance villa makes island living effortless. Whether you're expanding your investment portfolio, purchasing your own coastal retreat, or seeking a property that offers the best of both worlds, this beautifully updated villa delivers outstanding value in one of Hilton Head Island's most amenity-rich beach communities.

663 William Hilton Parkway Unit 4104, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$975,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511564 MLS
Beautifully renovated 2BR/2.5BA home in the heart of Sea Pines offering exceptional privacy on a corner lot backing to protected open space and an adjacent unbuildable lot. From the charming courtyard entry with privacy gate to the expansive outdoor living space, every detail has been designed for comfortable everyday living and effortless entertaining. Open kitchen, dining and living areas, separate den with fireplace and built-ins, smooth ceilings, parquet floors, renovated kitchen and owner's bath, spacious guest suite, expansive deck with covered pergola, 2016 roof and 2023 Lennox HVAC, and parking for 3 cars. Located in one of Sea Pines' most welcoming neighborhoods where neighbors truly know one another. Located within the world-renowned Sea Pines Resort, owners enjoy easy access to miles of leisure trails, championship golf, beaches, tennis, pickleball, Harbour Town, South Beach Marina, restaurants, shopping, and countless outdoor activities. Whether you're searching for a primary residence, second home, or Lowcountry getaway, 33 Oak Court delivers privacy, comfort, and timeless appeal in one of Hilton Head Island's most sought-after communities.

33 Oak Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,495,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-511638 MLS
A remarkable expression of Lowcountry luxury, this exceptional custom residence is perfectly positioned on a quiet cul-de-sac in the prestigious Port Royal community, offering the rare opportunity to enjoy both breathtaking marsh front living and easy access to the beach. Here, you don't have to choose between sweeping tidal marsh views and walking distance to the beach, this home offers both. Encompassing more than 4,600 square feet of thoughtfully designed single-level living, the home captures panoramic vistas of Fish Haul Creek, the tidal marsh, and the Atlantic Ocean beyond while blending timeless architecture with impeccable craftsmanship. From the impressive front elevation and grand wrought-iron staircase to the custom wood and glass entry doors, every detail has been carefully curated. Inside, soaring ceilings, custom millwork, coquina-shell columns, extensive stone flooring, designer lighting, walls of glass, and multiple fireplaces create warm yet sophisticated living spaces designed to showcase the surrounding natural beauty. The gourmet kitchen is a chef's dream, featuring premium Wolf, Viking, Bosch, and Sub-Zero appliances, custom cabinetry, generous prep space, and an adjoining butler's pantry with wet bar-ideal for entertaining. The luxurious primary suite serves as a private retreat with veranda access, custom walk-in closets, and a spa-inspired bath complete with heated stone floors, a soaking tub, oversized walk-in shower, and skylight. Two additional guest suites, a dedicated office, elevator access, and a spacious six-car climate-controlled garage provide exceptional flexibility for family and guests alike. Designed for year-round enjoyment, the outdoor living spaces are equally impressive. Expansive covered verandas, exposed cypress beams, an outdoor fireplace, built-in grilling area, professionally designed gardens, a custom hot tub with waterfall, and a private dock with a floating dock on Fish Haul Creek create an extraordinary setting for entertaining or simply enjoying the peaceful waterfront surroundings. Whether you're launching a kayak from your backyard, spending the afternoon on the beach just moments away, or watching spectacular sunsets over the marsh from your veranda, this one-of-a-kind estate offers an unparalleled coastal lifestyle in one of Hilton Head Island's most coveted communities.

127 Fort Walker Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$325,000
1 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511408 MLS
Everything you need and nothing you don't for a beach getaway property at this completely renovated & fully furnished 1-BD, 1.5-BA condo just steps from the Atlantic Ocean. Coveted 1st floor unit with 2 porches that connect directly to oceanside, green park space & marsh views! This unit has undergone extensive renovation in the past few years, including taking the new floors down to the studs and replaced with new LVP floors, new spray foam insulation under the unit, & new duct work (2025) & new HVAC unit (2023). Rare to find primary bathroom renovated to this quality with fully tiled walk-in shower. Also in the past few years, the condo association has replaced porches & decks, the HVAC covered protection, New Roof, & New Siding. Inside and out, this condo is better than brand new and one of the most tastefully renovated available now! In a great location within Cedar Reef Villas, situated to the side of the complex, this is a rare unit that feels like it has a full backyard on the ocean. Look left off your back porches and you will see 2 beach accesses within steps, as well as a grilling area & extra parking that is all newer to the complex. Stainless steel refrigerator, washer & dryer and everything you see on MLS photos comes with the property. This unit also has an exterior storage closet that not all units have - for all your beach-going essentials. Bedroom has king size bed. Living room has a sleeper sofa. Harbor Island Community amenities are included with the required HOA, no extra membership necessary! ...Making it easy to start relaxing and embracing island time. Lounge by the Condo Pool or the Harbor Island Pool, work out in the fitness center, fish or crab at the community crab dock. Tennis, pickleball, sand volleyball, playground, basketball courts, & putting green. Harbor Island is gated with a manned security gate. Property is currently rented as a short term rental with a 2-night minimum. Buyers will need to work around rental schedule for showings and possession after closing.

6 Cedar Reef Drive Unit C102, St Helena Island

Listing courtesy of Keller Williams.

$1,699,000
5 Beds ⋅ 4 Baths ⋅ HILTONHEAD-511679 MLS
Sandcastles by the Sea is a gated community gem centrally located mid-island and a 5-min walk (by direct bike path) to one of Hilton Head Island's most desired public beaches. This 6BR|4BA versatile luxury property has an array of opportunities including primary or secondary residence, multigenerational utilization, short/long term rental revenue or corporate investment for perks & prospects. Enjoy year-round swimming in the heated private pool or throw your cares to the southern breeze from a large balcony overlooking a wildlife haven in the neighborhood lagoon. An elevator provides seamless access to all three levels, offering everyday convenience while enhancing the home's comfort and refined design. Nestled within a gated, golf cart and low-speed vehicle-friendly community with nightly security patrols, this exceptional property offers the perfect blend of privacy, convenience, and coastal elegance. Just moments from the beach, the spacious residence is designed for effortless indoor-outdoor living, making it a rare opportunity to own a premier luxury retreat in one of Hilton Head Island's most desirable beachfront communities. Excellent rental history available upon request. House will be sold FULLY FURNISHED.

124 Sandcastle Court, Hilton Head Island

Listing courtesy of Beach House Boutique.

$7,950,000
HILTONHEAD-511653 MLS
An extraordinary opportunity to create a legacy oceanfront estate in one of Sea Pines most coveted locations. Offering an exceptional 100 feet of direct Atlantic Ocean frontage, this remarkable homesite is the first oceanfront lot to become available in this area in a long time. A rare opportunity. Tucked just off South Beach Lane, this premier property offers the chance to design and build a custom coastal retreat perfectly tailored to your vision. Wake to panoramic sunrises over the Atlantic, step directly onto the beach, and enjoy the privacy, prestige, and unmatched lifestyle that only true oceanfront ownership in Sea Pines can provide. Opportunities like this are extraordinarily scarce. If you've been waiting for the right oceanfront homesite to build your dream home, this is the moment.

15 Green Wing Teal Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$675,000
3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-511291 MLS
Outstanding curb appeal and a quiet cul-de-sac location make this 3-bedroom, 3.5-bath home a rare opportunity in highly sought-after Hilton Head Plantation. Fresh interior paint creates a bright, inviting atmosphere, while the spacious floor plan is designed for comfortable everyday living and effortless entertaining. Enjoy a private, wooded homesite that offers peace, privacy, and beautiful natural surroundings. The home features generous living spaces, a butler's pantry, a dedicated laundry room, and an attached one-car garage. With its functional layout and timeless appeal, this home provides the perfect opportunity to make it your own. Hilton Head Plantation offers an exceptional coastal lifestyle with championship golf, tennis and pickleball, a deep-water marina, Dolphin Head Recreation Area, Spring Lake, miles of leisure trails, waterfront parks, and 24-hour gated security. Just minutes from beaches, shopping, dining, and all that Hilton Head Island has to offer. Private wooded views, outstanding curb appeal, and an unbeatable location combine to make this a home you won't want to miss.

34 Sweet Bay Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$5,900,000
7 Beds ⋅ 8 Baths ⋅ HILTONHEAD-511606 MLS
Properties of this caliber are increasingly difficult to find in Sea Pines. 7 Bedroom/6.5 Baths PLUS Pool Bath, 2022 construction, designer furnished and just a 3-minute walk to the beach. Set on an oversized nearly 1/3-acre 3rd row homesite, this is the rare combination discerning buyers wait years to find. Custom construction and incredibly designed for effortless coastal living, the home showcases sophisticated finishes, soaring ceilings, a gourmet kitchen with a separate prep kitchen, and seamless indoor-outdoor living centered around a covered porch with an outdoor fireplace, summer kitchen, heated pool, and spa. Seven beautifully appointed bedrooms-including a first-floor primary suite and four ensuite guest suites-provide exceptional comfort and privacy, while multiple gathering spaces make the home ideal for entertaining family and friends. Combining exceptional quality, an oversized homesite, beach proximity, and one of Sea Pines' most desirable locations, this is a true legacy property offering the very best of coastal living. Current rental projections of approximately $349,000 annually.

10 Bald Eagle Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$1,370,000
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511499 MLS
Turn-key, fully renovated beach home in the highly sought-after Forest Beach area of Hilton Head Island, just a short walk to the beach, Coligny Plaza, restaurants, shopping, and grocery stores. Whether you're looking for a primary residence, second home, or vacation rental investment, this property checks every box. Pride of ownership is evident throughout. The updated kitchen features stainless steel appliances, a center island, and opens seamlessly to the spacious living room with a cozy fireplace, creating the perfect gathering space. The generous primary suite offers a private ensuite bath, while two additional bedrooms comfortably accommodate family and guests. Step outside to your own private backyard retreat featuring a fenced yard, oversized swimming pool, spa, putting green, cornhole area, hammock, grilling space, and outdoor shower, perfect for relaxing after a day at the beach or entertaining year-round. With no POA or HOA fees and an unbeatable North Forest Beach location, this move-in ready Hilton Head home offers exceptional flexibility as a personal getaway or income-producing investment.

8 Flamingo Street, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

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