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$359,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-508190 MLS
Experience the best of Hilton Head living in this beautifully situated beachfront condo, perfectly positioned just a short stroll from Coligny Plaza and Celebration Park. This proven rental performer generated $30k in gross revenue in 2025, making it an excellent opportunity for investors seeking strong returns. Enjoy effortless access to top dining, shopping, and entertainment while still embracing the peaceful charm of oceanfront living. Whether you're searching for a lucrative investment property, a relaxing vacation getaway, or a full-time coastal residence, this inviting retreat offers the ideal balance of comfort and seaside serenity.

4 N Forest Beach Drive Unit 105, Hilton Head Island

Listing courtesy of Lowcountry Realty Group, LLC.

$35,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508179 MLS
Coastal Retreat! This is your opportunity to own a deeded 2-bedroom, 2-bath quartershare at Brigantine Quarters in Shipyard with 13 rotating weeks yearly. Unit 292 offers serene lagoon from the back porch. This mini-resort includes tennis, pickleball, pools, playground, and private beach gate for BQ owners and guests. Maintenance charge covers appliances, furniture, maintenance upkeep, taxes, Shipyard HOA, and more, ensuring a stress-free experience, ideal for personal use, trade, or rentals.

55 Barcelona N Road Unit 292B, Hilton Head Island

Listing courtesy of The Homesfinder Realty Group.

$325,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508155 MLS
Beautifully renovated 2BR/2BA villa in a gated oceanfront Hilton Head Island community! This immaculate, light-filled beach villa features a private balcony overlooking one of two outdoor pools and a peaceful lagoon. Sold turnkey and fully furnished, it's perfect as a second home, vacation getaway, or income-producing short-term or long-term rental investment property. Enjoy premier resort amenities including private beach access, Sound-front pier, fitness center, indoor pool, tennis courts, picnic area, playground, and true island living just minutes from shopping, dining, and golf. ACCEPTING BACK UP OFFERS

239 Beach City Road Unit 2310, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$2,295,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-508119 MLS
Welcome to 30 N Forest Beach Drive, a spectacular coastal retreat located in the highly sought-after North Forest Beach area of Hilton Head Island, just steps from the ocean. This exceptional home offers the ultimate blend of location, luxury, and lifestyle perfectly positioned for effortless beach access and enjoying everything Hilton Head has to offer.Thoughtfully designed with numerous upgrades throughout, the home features a bright, open-concept layout ideal for both everyday living and entertaining. The interior showcases high-end finishes, spacious living areas, and a seamless flow to the outdoor spaces.Step outside to your own private oasis, where a beautiful pool and expansive outdoor living area create the perfect setting for relaxing or hosting guests after a day at the beach. Whether you?re enjoying morning walks to the ocean or evenings by the pool, this property embodies true Lowcountry living.With its premier location, strong rental performance, and exceptional design, 30 N Forest Beach Drive presents a rare opportunity as a primary residence, second home, or high-performing investment property on Hilton Head Island!

30 Forest Beach Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$240,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508086 MLS
Experience the ultimate island lifestyle in this nicely updated 2-bedroom, 2-bathroom villa located in The Spa at Hilton Head. This third-floor gem is situated in one of the most tranquil buildings within the complex, offering peaceful landscape & tennis court views with refreshing coastal breezes from your private balcony. The complex offers 2 outdoor pools, an indoor pool, a hot tub, a dry sauna, multiple tennis courts, a walking track & fitness center. Pickleball courts are soon to come and are currently under construction. The beach and the lookout pier are a short walk from the condo. HVAC and water heater are newer for peace of mind. This is a wonderful short-term rental or second home opportunity for an investor wanting a beach-oriented condo well under 300k on Hilton Head Island. RENTAL PROJECTIONS of $35,000.00 Plus. MOTIVATED SELLERS!

239 Beach City Road Unit 3336, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$288,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508085 MLS
Located in the absolutely most preferred #1 Building, closest to the beach access! Completely upgraded 2 Bedroom, 2 Full Bath first floor unit. New kitchen counters in 2026. Current owner only used as a 2nd home, but would make an awesome rental property!

663 William Hilton Parkway Unit 1122, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,599,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-508073 MLS
Perched on an elevated homesite overlooking serene lagoon waters, abundant wildlife, and sweeping golf course vistas, this exceptional custom contemporary home offers an elegant blend of luxury, comfort, and coastal sophistication. Built in 2016 to rigorous hurricane standards, the residence features UV-protected windows and a whole-house generator, providing both beauty and peace of mind in every season.The stunning living room makes a dramatic first impression with 22-foot floor-to-ceiling windows that flood the home with natural light while framing breathtaking natural surroundings. A striking stone gas fireplace with custom detailing anchors the space, creating a warm and inviting atmosphere ideal for both relaxed living and elegant entertaining. Designed for the culinary enthusiast, the chef's kitchen showcases premium Wolf and Sub-Zero appliances, exquisite custom Italian cabinetry, a spacious pantry, and a stylish wet bar-perfect for entertaining guests or enjoying intimate gatherings. The primary suite on the main level offers a luxurious private retreat complete with its own fireplace, spa-inspired bath, and an oversized walk-in closet designed for both comfort and functionality.Additional highlights include a separate laundry room and a versatile flex room with an ADA-compliant bathroom that opens directly onto a peaceful screened porch, an ideal setting for enjoying gentle coastal breezes and tranquil island views. The second level features two beautifully appointed ensuite bedrooms, along with dedicated craft and office spaces, providing flexibility for guests, hobbies, or working from home. Offered fully furnished and including two golf carts, this remarkable home is located just minutes from the exceptional amenities of Haig Point. Showcased on a bridge-less island, Haig Point offers a park-like landscape of open green spaces, historic live oaks, and sweeping coastal scenery.Residents enjoy world-class amenities including the Rees Jones Signature 20-hole golf course and 9-hole course, tennis and pickleball, fitness center, pools, and multiple dining venues. Miles of uncrowded beaches await exploration, while convenient mainland access is provided by a private ferry and 24/7 water taxi to Harbour Town on Hilton Head Island. With 24/7 security, daily UPS and FedEx delivery, Insta-cart service, and dry-cleaning pickup, this extraordinary community blends privacy, luxury, and convenience. Come make Daufuskie Island YOUR island!

4 Blodgett Hollow, Daufuskie Island

Listing courtesy of Premier Properties by Haig Point.

$995,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-508072 MLS
Experience refined coastal living in this beautifully furnished 4-bedroom, 4-bathroom home in Haig Point, one of the most sought-after private communities on Daufuskie Island. Spanning 3,213 square feet, this exceptional waterfront residence is ideally positioned along a tranquil lake, offering breathtaking views of Calibogue Sound and the skyline of Hilton Head Island.Designed for effortless Low-Country living, the open-concept floor plan seamlessly connects the kitchen, dining, and living areas-perfect for entertaining or relaxed everyday living. Expansive windows fill the home with natural light while framing serene water views. The first-floor primary suite offers a private retreat with a spacious walk-in closet and a well-appointed ensuite bath. An additional guest suite on the main level ensures comfort and convenience for visitors.Upstairs, two generously sized guest suites-each with private baths-are complemented by a versatile loft or den space, ideal for a media room, office, or additional living area. This upper-level retreat showcases elevated views of the water and surrounding natural beauty.Outdoor living is equally impressive, featuring a large deck overlooking the lake and a screened porch designed for year-round enjoyment of the coastal breeze, wildlife, and peaceful setting. A new roof installed in 2025 enhances the home's value and provides peace of mind along with new water heaters. Located within the prestigious Haig Point community, residents enjoy access to world-class amenities including a championship Rees Jones Golf Course, tennis and pickleball courts, equestrian facilities, fitness center, waterfront dining, and a vibrant social calendar. With 24/7 private ferry service to the mainland, Haig Point offers both exclusivity and convenience.Discover the unmatched charm of Daufuskie Island real estate-where history, natural beauty, and luxury living converge. Accessible only by boat, Daufuskie Island is South Carolina's southernmost inhabited sea island, offering a truly private and serene coastal lifestyle.

11 Port Passage, Daufuskie Island

Listing courtesy of Premier Properties by Haig Point.

$389,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508012 MLS
Unit 2305 offers a view that needs to be seen soon. From the 3rd floor balcony, overlooking the lagoon and ocean boardwalk through a coastal marsh, the unit boasts one of the best views in the community. Enjoy the early morning sunrises of Singleton Beach in the distance. To the left, you can view the 10th hole of the Ocean Course design by Robert Trent Jones, located in Palmetto Dunes. The unit sleeps 6 with 2 Bedrooms, 2 baths, and a pullout couch. The community includes 3 pools, 2 outside and 1 heated inside, Pickleball, Tennis, Fitness Center, Sun Deck, and an on-site small plates restaurant. Access to the pristine Singleton Beach is located just to the left of the unit and takes you directly to Coco's restaurant on the beach. Enjoy the short walk to the beach over a beautiful lowcountry marsh setting. Centrally located mid-island Hilton Head Resort is a primary location for investors and owners alike, allowing short-term and long-term rental opportunities.

663 William Hilton Parkway Unit 2305, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$2,250
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508006 MLS
TWO DEEDED WEEKS AT SPICEBUSH IN SEA PINES (WEEK 32 & 33)! Nestled in the heart of Hilton Head's iconic Sea Pines community, this is a rare opportunity to own two consecutive mid-August weeks in the same end unit; perfect for extended stays or flexible vacation planning. Just steps from the Sea Pines Beach Club and the Plantation Club Golf Course, you'll be right in the center of everything that makes the island special. Your Spicebush Weeks 32 & 33 place you here during one of the most vibrant times of the summer: when the island is alive with warm coastal breezes, long sun-filled days, and unforgettable evenings. Enjoy championship golf, sugar-soft beaches, waterfront dining, and all the seasonal energy Hilton Head is known for. Wake up to the sound of the ocean, spend your days exploring or unwinding, and linger over golden sunsets that stretch late into the evening. With effortless, low-maintenance ownership and the added value of two back-to-back weeks, your island retreat is always within reach-offering the perfect blend of relaxation, adventure, and lasting memories.

124 Sea Pines Drive Unit 583, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,095,000
1 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507877 MLS
Searching for a truly private Sea Pines retreat with unmatched views just steps from Harbour Town? 2065 Deer Island Road offers a rare end-of-the-road setting in the coveted Sea Pines Resort, delivering breathtaking views of the marsh and out to the Calibogue Sound. Tucked away at the end of a quiet road, this unique home is surrounded by nature, where walls of windows flood the home with natural light and frame stunning water and wildlife views from every angle. Thoughtfully updated with luxurious finishes, the home features high-end appliances including a Sub-Zero refrigerator, JennAir range, and Bosch dishwasher and microwave, along with quartz countertops and an open-concept living space designed for relaxed coastal living. Heart pine floors upstairs and bamboo flooring on the lower level add warmth and character, while multiple decks provide the perfect setting to take in unforgettable sunsets over the water. The upstairs level of all Deer Island properties are similar and can be re-configured to accommodate various bedroom and bathroom layouts. This flexible layout lives beautifully as a second home or income-producing rental, offering a peaceful, private escape just a short walk or bike ride to the Harbour Town Lighthouse, the Quarterdeck Restaurant, and the shops, dining, and amenities of Harbour Town. A rare opportunity to own one of the most scenic and private homes in Sea Pines.

2065 Deer Island Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$259,900
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-507549 MLS
Enjoy breathtaking oceanfront views just steps from the beach in this beautifully maintained, never-rented villa. Offered in move-in ready condition, this clean and well-cared-for property provides the perfect coastal retreat or investment opportunity. Residents and guests will appreciate the exceptional on-site amenities, including tennis courts, a fully equipped fitness center, oceanfront pool, on-site restaurant, 24-hour security, and convenient bike rentals-everything you need for a relaxing and active beach lifestyle. This villa comfortably sleeps four and offers outstanding value for true oceanfront living. Whether you're looking for a personal getaway or a strong income-producing property, this is an excellent opportunity you don't want to miss. Insurance, WiFi, and cable included in the regime fee.

40 Folly Field Road Unit B253, Hilton Head Island

Listing courtesy of Charter One Realty.

$35,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507922 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 and covered deck, with golf and lagoon views. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 401-3, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$949,000
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-506995 MLS
Newly rebuilt down to the studs in the gated oceanfront community of Port Royal on Hilton Head Island - set on a spacious half-acre lot, this ranch style home is located in a high elevation area of Hilton Head Island. Walk or ride to the beach. Completely renovated down to the studs, featuring all new electrical, plumbing, spray foam insulation, roof, hardieplank siding, expanded square footage and more. The light-filled floor plan is anchored by a large brick fireplace and luxury vinyl plank flooring throughout. The beautifully redesigned kitchen showcases an oversized center island, quartz countertops, and stainless steel appliances, making it ideal for both everyday living and entertaining. Offering 3 bedrooms and 2 bathrooms, this cozy property is perfectly suited as a primary residence or a vacation retreat. Convenient Beach Path provides quick access to the beach club and oceanfront pool.

6 Audubon Place, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$309,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507911 MLS
Fresh, coastal, and income-ready, this turn-key villa features all "brand new" furniture and is ready to enjoy or rent from day one! Ideally located mid-island in a beachfront complex, offering easy access to Hilton Head Island's beaches, dining, biking, and shopping. This resort setting provides both convenience and a relaxed island lifestyle. This 2 bedroom/2 bath villa is positioned near the front of the complex with access to the many amenities, with a private back balcony overlooking a peaceful lagoon. This unit is currently owner-managed as a successful short-term rental generating over $41,000 in 2025 with two weeks of owner usage!

663 William Hilton Parkway Unit 3103, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$960,000
4 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507421 MLS
Lovely 4-bedroom, 2.5 bath home in world renowned Sea Pines Resort beautifully situated on the par 5 #2 hole of the Sea Pines Country Club Course. Fully renovated in 2021, the kitchen has updated cabinets, countertops, appliances, and shiplap galore. The bathrooms feature frameless shower doors and updated vanities. The wood flooring has been refinished throughout the home; new tiling in the baths and LVP added to bedrooms. New HVAC in 2021. This home features a large open living area, sunny Carolina room with lovely golf course views and decks for enjoying outdoor living. Strong rental history. Room for a pool.

150 Otter Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$630,000
4 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507268 MLS
RARE 4-Bedroom - 3 Bathroom End-Unit Townhome with VIEWS of Harbour Town, Screened Porch, $100k kitchen and bath remodel in Haig Point overlooks the Rees Jones golf course!. Looking for a low-maintenance second home near Hilton Head with views, privacy, and full-service amenities? This 4-bedroom, 3 full bath, furnished, end-unit at 39 Plantation Homes Drive offers 2,200 sq ft of easy coastal living in a quiet cul-de-sac, just a short walk to the ferry and minutes to Harbour Town. Set at the end of the street, this home feels calm and private. Morning light fills the main living areas, and evenings are best spent on the large screened porch overlooking Harbour Town and Sea Pines, or on the private deck off the primary suite. Two living spaces and a full dining room give you room to host family and friends or enjoy quiet weekends away. The kitchen was fully updated in 2023 with all new appliances, cabinets, countertops flooring and the primary (master) bath was fully remodeled in 2023 with a clean, modern feel and an oversized shower. Hardwood floors run through main areas, with new carpeting in bedrooms. A fireplace adds comfort in cooler months. The end-unit location adds extra windows, more light, and added privacy .Living at Haig Point means more than just a home it feels like a resort. Enjoy a private, ferry-access island with 24/7 service to Hilton Head, making travel simple while keeping the island quiet and uncrowded. Amenities include championship golf, tennis and pickleball, multiple pools, a fitness center, waterfront dining, beach access, and miles of walking and biking trails.And best of all Instacart, Uber Eats, and Amazon deliver to your door! A community dock with deep water access and golf cart lifestyle add to the ease of everyday living. This home is ideal for a second-home buyer looking for comfort, security, and a true escape-not short-term rental traffic, or come in and make this your primary home and enjoy all. the island has to offer. This home is Close to the community pool and beach club deck, it offers both convenience and privacy.Schedule your private tour today and experience life at Haig Point on Daufuskie Island.

39 Plantation Homes Drive, Daufuskie Island

Listing courtesy of Charter One Realty.

$1,595,000
5 Beds ⋅ 4 Baths ⋅ HILTONHEAD-507852 MLS
Experience the best of coastal living on the beautiful shores of Fripp Island. This inviting island retreat offers the perfect blend of comfort, space, and investment potential in one of the Lowcountry's most desirable coastal communities. Featuring approximately 3,400 square feet of heated living space and situated on a generous 0.437 acre homesite, this home provides ample room for relaxing, entertaining, and enjoying the coastal lifestyle. The spacious layout and outdoor living areas create an ideal setting for gatherings, quiet getaways, or full-time island living. This property also presents an outstanding investment opportunity, currently generating approximately $6,000 per week in vacation rental income, making it an attractive option for buyers seeking both lifestyle and income potential. With access to the beaches, boating, and resort-style amenities that make Fripp Island so special, this home is perfectly suited as a primary residence, vacation getaway, or income-producing property. Discover the coastal charm that defines island living at its finest.

756 Marlin Drive, St Helena Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$974,900
4 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507848 MLS
Welcome to effortless Lowcountry living on Fripp Island. This beautifully updated 4-bedroom, 3-bath coastal retreat showcases sweeping marsh views from four private, furnished porches each offering a front-row seat to the island's natural beauty and coastal breezes. The main level is designed for connection and comfort, featuring a light-filled living space that opens seamlessly to a breezy porch, perfect for morning coffee or evening cocktails. The remodeled kitchen blends modern coastal style with everyday functionality, while a main-level bedroom with its own private porch creates an inviting guest retreat. Upstairs, the primary suite offers a peaceful escape with a spacious walk-in closet and a spa-inspired bath, including a soaking tub, separate shower and dual vanities. Step onto your private porch swing and take in the tranquil marsh views. Two additional bedrooms provide flexible accommodations; one with its own porch overlooking the marsh, and a spacious bunk room with a queen bed and built-in bunks connected by a Jack-and-Jill bath, ideal for hosting family and friends. Designed for easy island living, the expansive ground-level storage is perfect for golf carts, kayaks, and all your beach gear. 2025 metal roof. Sold furnished including golf cart. Ideally located just a short stroll to the Veranda Beach Club, pool, Camp Fripp, and the Nature Center with the marina, golf courses, and beach access just minutes away this home delivers the perfect blend of coastal luxury, comfort, and family-friendly island living.

27 Sea Mist Road, Fripp Island

Listing courtesy of Keller Williams.

$4,499,000
7 Beds ⋅ 9 Baths ⋅ HILTONHEAD-507459 MLS
Exceptional second-row ocean-oriented home in North Forest Beach, just moments from the sand via a short beach path and conveniently located near Coligny Plaza. Built in 2021, this stunning coastal retreat offers 7 bedrooms, 7 full baths, and 2 half baths across 4,440 square feet of thoughtfully designed living space.Featuring soaring ceilings and an open-concept layout, the home is designed for both luxury living and entertaining. The chef's kitchen is a standout with double islands, high-end finishes, and ample space for gathering. An elevator provides easy access to all levels, while multiple living areas-including two tranquil screened porches-offer seamless indoor-outdoor living.Step outside to a private backyard oasis complete with a heated pool and spa, perfect for relaxing after a day at the beach. Situated on a desirable corner lot at the quiet end of Dune Lane, the property offers ample private parking and added privacy.Sold fully furnished and golf cart friendly, this home is not only a beautiful coastal getaway but also a proven, lucrative investment opportunity in one of Hilton Head Island's most sought-after rental locations.

134 Dune Lane, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$414,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507802 MLS
Experience coastal living at its finest in 2-bedroom, 2-bathroom villa offering breathtaking sound views and tranquil lagoon views. Whether you're seeking a primary residence, a second home, or a rental investment, this property delivers the perfect blend of comfort and resort level amenities. Step inside to find a bright, open layout enhanced by white cabinetry, granite countertops, tile flooring and engineered wood flooring. The kitchen flows seamlessly into the main living area, creating an inviting space for relaxing or entertaining. The amazing standout feature of this villa is the enclosed all year-round balcony, offering additional living space with stunning water views. Enjoy morning coffee overlooking the lagoon, unwind with evening sunsets looking at the sound, or simply relax in your private balcony no matter what the season. Both bedrooms are nicely sized, making the villa comfortable for owners and guests alike. The layout provides privacy while still maintaining an easy flow throughout space. This community is packed with amenities designed to elevate your lifestyle. Residents and guests can enjoy access to two outdoor pools, an indoor pool, tennis courts, a basketball court, playground, fitness room, hot tub, sauna, and multiple grilling areas perfect for gatherings with friends and family. Whether you prefer active recreation or peaceful relaxation, there's something here for everyone. With its unbeatable combination of water views and resort style amenities, this villa stands out as a rare opportunity on Hilton Head Island. Its flexibility makes it ideal for full time living, a vacation getaway, or a rental property. Don't miss your chance to own a piece of island paradise, this one checks all the boxes.

239 Beach City Road Unit 1215, Hilton Head Island

Listing courtesy of Hilton Head Isl Realty.

$30,000
HILTONHEAD-507788 MLS
Almost 1 acre lot in Haig Point on Daufuskie Island situated on the Rees Jones Golf Course. This rare opportunity to have a lot that only has a POA fee attached is perfect for someone who is ready to build. This lot has mature trees and is centrally located to the ferry. Come find your piece of paradise. Join the club at any point in the future.

5 Pine Swallow Court, Daufuskie Island

Listing courtesy of Chosen Realty LLC.

$1,400
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507780 MLS
2026 Dues are paid - possible Fall usage available in exchange in 2026. Owner is also selling Week 9, unit 2895, and is open to providing a discounted price if both weeks are purchased together! Experience the charm of Hilton Head Island during deeded Week 8, the first week of March, when coastal beauty begins to bloom and spring is just around the corner. Swallowtail at Sea Pines offers a luxurious, carefree vacation lifestyle at its finest. Ideally nestled between Harbour Town's iconic lighthouse and the sun-soaked Beach Club, Swallowtail places you just steps from world-class golf, pristine beaches, waterfront dining, and a vibrant arts scene. Whether you envision peaceful oceanfront mornings with crisp spring air, scenic bike rides beneath moss-draped oaks, or afternoons spent on championship fairways in perfect weather, everything you love is just moments away. Your Spring Escape, Your Way, with flexibility included!

70 Lighthouse Road Unit 2880, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,550
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507779 MLS
2026 Dues are paid - possible Fall usage available in exchange in 2026. Owner is also selling Week 8, unit 2880, and is open to providing a discounted price if both weeks are purchased together! Discover the charm of Hilton Head Island during deeded Week 9, the second week of March, when spring is in full swing and the island is at its most inviting. Swallowtail at Sea Pines delivers a refined, low-maintenance vacation lifestyle in an unbeatable location, perfectly situated between Harbour Town's iconic lighthouse and the sun-filled Beach Club. From here, you're just moments away from championship golf, pristine beaches, waterfront dining, and a thriving arts scene. This desirable corner unit offers added privacy, tranquil lagoon views, and the convenience of being located right next to the community pool, perfect for relaxing or entertaining. Picture peaceful mornings by the water in the fresh spring air, leisurely bike rides beneath moss-draped oaks, and afternoons spent on world-class fairways in ideal weather. Everything you love about Hilton Head is right at your fingertips. Your Spring Getaway, Your Way - with flexibility included!

70 Lighthouse Road Unit 2895, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$299,900
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-507716 MLS
Ocean View Third Floor close to the elevator at Hilton Head Beach & Tennis with great rental income. $32,700 for past 12 months and $21,870 booked and funded so far for 2026. Wake up to the sound of the ocean and enjoy coastal living at its finest in this beautifully positioned 1-bedroom, 1-bath villa in Hilton Head Beach & Tennis Resort. Desirable ocean view that brings the beach right to your doorstep-without the oceanfront price. This well-maintained villa features a bright, open layout designed for easy living and strong rental appeal. All new SS appliances and white shaker cabinets to the ceiling, quartz countertops. Private bedroom with French doors, walk-in tiled shower. The private balcony is the perfect spot for morning coffee or unwinding after a day in the sun, with refreshing ocean breezes and relaxing views. Hilton Head Beach & Tennis is known for its outstanding amenities, including direct beach access, one of the largest oceanfront pools on the island, tennis courts, on-site dining, and 24-hour security. Whether you're looking for a personal getaway, an income-producing rental, or both, this property checks all the boxes.

40 Folly Field Road Unit B356, Hilton Head Island

Listing courtesy of Beechee Coastal Properties, LLC.

$269,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507693 MLS
Welcome to Hilton Head Resort-where coastal living meets everyday ease, and this top-floor villa offers one of the best views in the community.This 2-bedroom, 2-bath villa is ideally located in Building 2, known for its quieter setting and convenient access to pickleball, sun deck, and garden areas. From the moment you walk in, your eye is drawn straight through to the screened balcony overlooking the Robert Trent Jones golf course-a peaceful, open view that truly sets this unit apart.Located on the 4th floor, you'll enjoy the added benefit of no one above you, creating a quieter and more relaxed experience.Inside, the villa features LVP flooring throughout and a clean, comfortable feel, with a layout that sleeps up to six. Offered furnished, partially furnished, or unfurnished, this property provides flexibility for a personal getaway, second home, or occasional rental.Hilton Head Resort is known for its exceptional beach access-take a scenic stroll along the private boardwalk, where marsh views, coastal wildlife, and ocean breezes lead you straight to the sand. Owners and guests enjoy multiple pools, tennis and pickleball courts, fitness center, on-site dining, and 24-hour security.Whether you're looking for a weekend escape or a place to make lasting beach memories, this villa offers a rare combination of top-floor privacy, golf course views, and coastal convenience.

663 William Hilton Parkway Unit 2416, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$899,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507616 MLS
You're invited to my Open House at my Sea Pines listing in Greenwood Forrest Friday from 1-330. I look forward to seeing you there! This charming two-bedroom, two-bathroom home is nestled in the desirable Greenwood Forest community, right in the heart of Sea Pines. Surrounded by mature landscaping, the property offers a private backyard retreat-perfect for enjoying a quiet, relaxed Lowcountry setting. Whether as a primary residence, second home, or investment opportunity, this home presents a wonderful chance to own in one of Hilton Head Island's most sought-after communities.

10 Hollyberry Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$28,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507605 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. This specific listing is a rotating "super fifth" calendar with no January or February weeks. More spring/summer/fall weeks of use! 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, an outdoor sundeck, and overlooks the back pool area. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 123-4, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$7,400,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-506820 MLS
Rare oceanfront land. Exceptional privacy. Substantial construction. Irreplaceable location. Immediate enjoyment with unlimited future potential.Set on just over one-half acre near South Beach in Sea Pines, this one-owner oceanfront residence offers 5,000 square feet of thoughtfully designed living space, direct beach access and a private heated pool.The flexible floor plan features four bedrooms, including two arranged as a connected two-room suite-ideal for children, extended family, guests, a nursery or a private sitting room. Additional spaces include three-and-one-half baths, a dedicated office, media room, craft room, two fireplaces and an expansive primary suite with a private ocean-facing terrace.High ceilings, generous room proportions and abundant natural light provide an impressive foundation for creating a sophisticated coastal retreat with an easy walk to the Salty Dog, pickleball and all South Beach has to offer! Enjoy the home immediately while personalizing it over time, or use it as your oceanfront residence while planning a future custom estate.Privately positioned along Hilton Head Island's most desirable stretches of coastline, this property offers a substantial, well-maintained home, private pool and direct beach access to enjoy from day one-along with the land, location and flexibility to create your own long-term vision.A rare opportunity to own a significant oceanfront property where immediate enjoyment and extraordinary future potential come together.

21 Belted Kingfisher, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$319,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-507598 MLS
Price adjustment! Now offered at $319,000. This condo is the best in show! This turnkey top floor gem has one of the best views in the entire HHBT complex. It includes carefully curated furniture and decor. This Ocean Villa unit is on the desirable "Y" end of the building, which creates amazing panoramic, unobstructed ocean views. The unit generated more than $32,000 in short term rental income in its first year (2025), and is on pace to exceed that amount substantially in 2026.All furniture is included in the sale. The unit features a king bed, sofa sleeper, two smart TV's, and a recently renovated fully equipped kitchen and full bath. The Hilton Head Beach & Tennis Resort features an ocean front pool, direct beach access ,tennis/pickleball courts, three on-site restaurants, and a fitness center. Excellent opportunity as a beachside primary residence or a vacation home with high income potential.

40 Folly Field Road Unit B352, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

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