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33 Ruddy Turnstone Road, Hilton Head Island
$8,995,000
5 Beds ⋅ 6 Baths ⋅ 5,837 SqFt. ⋅ HILTONHEAD-510013 MLS
Posіtioned dіrеctlу οn thе Atlаntіc Ocean within thе prеstigious 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.

17 Lake Forest Drive Unit APT 3347, Hilton Head Island
$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.

70 Lighthouse Road Unit 2905, Hilton Head Island
$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.

70 Lighthouse Road Unit 2873, Hilton Head Island
$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.

70 Lighthouse Road Unit 2895, Hilton Head Island
$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.

70 Lighthouse Road Unit 2874, Hilton Head Island
$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.

124 N Sea Pines Drive Unit 583, Hilton Head Island
$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 N Sea Pines Drive Unit 583, Hilton Head Island

Listing courtesy of Lighthouse Realty.

148 Otter Road, Hilton Head Island
$1,895,000
5 Beds ⋅ 6 Baths ⋅ 3,400 SqFt. ⋅ HILTONHEAD-506920 MLS
This іs it....juѕt whаt yοu hаvе beеn drеaming of...brand NEW COΝSΤRUCTON in Sea Pines and move-in ready. You simply won't find this level of quality, craftmanship, size, and top of the line finishes in a new home anywhere in Sea Pines at this price. 5 bedrooms all with gorgeous ensuite baths. Bright, open floor plan with sweeping golf views down the par 5, 2nd hole of Sea Pines Country Club from nearly every room. From the moment you step through the custom iron front door to the soaring 2 story entry you know you have found your special spot! Walk through the entry to the Great Room with 50" linear fireplace, 10' ceiling, and double sliding doors that open to a covered porch with outdoor fireplace. Chef's kitchen with Tuscany Quartz countertops, Kohler farmhouse sink, oversized Quartz Island with extra thick mitered edge, custom cabinetry, walk-in pantry, and Thor SS appliances. Main-level primary suite with frosted glass double pocket doors leading to spa bath with double vanity Kohler sinks, walk in shower and walk in closet with convenient built ins. Front guest bedroom on main level with en-suite bath. Upstairs offers three en-suite bedrooms and flexible bonus space. Relax and unwind with the outdoor living spaces including grilling area, fire pit area, and room for a pool. Two car garage with 14' ceiling allowing for additional vertical storage! You can't beat this prime Club Course location with easy access to the Sea Pines main gate, dining, grocery and shopping. Hard to replicate. Even harder to find NEW CONSTRUCTION at this price in Sea Pines. Rare opportunity to own a true newly built home in Sea Pines-without the wait of design, ARB approval and construction time. Attractive rental projections available.

148 Otter Road, Hilton Head Island

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

51 Lighthouse Lane Unit 1085, Hilton Head Island
$2,470,000
3 Beds ⋅ 3 Baths ⋅ 2,300 SqFt. ⋅ HILTONHEAD-506883 MLS
Rare oрportunitу fοr a wаtеrfrοnt balсοny view on the 18th green οf Hаrbour Town Golf Links. Enjoy breathtaking views of the Calibogue Sound as you watch players finish a notable round of golf and catch the stunning sunset from the island's most prestigious postcard spot. This 3 bedroom 2.5 bath condo boasts elegant style and elaborate finishes throughout. Renovated in 2021, the high-end kitchen includes quality finishes along with Subzero and Miele appliances. A Viking chewy ice machine makes for great entertaining in addition to the wet bar. Originally a 3bed/3bath, the high-end powder room has capped plumbing to make for an easy transition back to a full bath. Remote controlled draperies, 3M storm film on windows, along with all new interior mahogany doors. UV Air sanitizing system runs throughout ductwork. Centered in the marina, famous golf course and iconic restaurants, this location is the heart of Harbour Town.

51 Lighthouse Lane Unit 1085, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

30 Ruddy Turnstone Road, Hilton Head Island
$4,100,000
5 Beds ⋅ 6 Baths ⋅ 3,880 SqFt. ⋅ HILTONHEAD-504388 MLS
Welcomе to a remаrkаble сοаstаl rеtreat ideally pοsіtioned just steps from the sand in the heart of Sea Pines. This exceptional second-row ocean home offers the perfect blend of refined craftsmanship, spacious design, and effortless island living, all within one of Hilton Head Island's most coveted communities. Just moments from the beach, the property captures the essence of relaxed luxury with inviting indoor and outdoor living spaces designed for both everyday comfort and memorable gatherings. Spanning approximately 3,800 square feet, this beautifully furnished residence features five spacious bedrooms, each with its own en-suite bath, creating a private and comfortable experience for owners and guests alike. Multiple primary suites provide flexibility and convenience, while expansive living areas offer an ideal setting for entertaining or unwinding after a day on the water. Soaring ceilings, custom built-ins, and rich natural materials such as heart pine flooring enhance the home's warm coastal character, while Saturnia stone baths and thoughtfully selected finishes reflect quality throughout. At the heart of the home, the kitchen is equipped for both casual meals and entertaining, featuring granite countertops, stainless steel appliances, and generous workspace. Adjacent dining and living areas flow seamlessly to outdoor spaces, where a heated pool and spa create a private resort-style setting perfect for year-round enjoyment. Covered porches and balconies provide additional spaces to relax, dine al fresco, or enjoy the ocean-oriented setting and coastal breezes. Beyond the property, residents enjoy access to the world-class amenities of Sea Pines, including pristine beaches, championship golf, tennis and pickleball, marinas, miles of leisure trails, dining, shopping, and the iconic Harbour Town. Whether used as a primary residence, second home, or investment opportunity with strong rental appeal, this coastal haven offers an exceptional lifestyle in one of Hilton Head Island's most celebrated communities.

30 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

10 Lighthouse Road Unit APT 438, Hilton Head Island
$1,750
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505124 MLS
Own your slice of springtime paradise at Sea Pines Resort with this exceptional deeded Week 10 (mid-March) at 438 Plantation Club. This is a rare opportunity to secure one of the most desirable weeks of the year-when the weather is warm, the island is in bloom, and golf and beach days are at their very best. Overlooking the scenic fairways of Atlantic Dunes Golf Course, this 2-bedroom, 2-bath villa offers beautiful views and a relaxed coastal setting just a short walk from the beach. The open-concept living and dining area is filled with natural light, and a private balcony provides sweeping golf course vistas-perfect for enjoying crisp spring mornings. The fully equipped kitchen makes extended stays easy and comfortable. The spacious primary suite features a king bed, en-suite bath, and tranquil green views, while the second bedroom with twin beds is conveniently located near a full guest bath-ideal for family or friends sharing your week. As an owner, you'll enjoy access to the community pool and close proximity to Harbour Town and the Sea Pines Beach Club. Secure your annual mid-March getaway and create lasting Hilton Head traditions for years to come.

10 Lighthouse Road Unit APT 438, Hilton Head Island

Listing courtesy of Lighthouse Realty.

28 W Beach Lagoon Road, Hilton Head Island
$3,895,000
4 Beds ⋅ 5 Baths ⋅ 3,656 SqFt. ⋅ HILTONHEAD-505062 MLS
A rare Beach Lagoon opportunity in Sea Pines: second-row location on an oversized half-acre lot with serene lagoon views in the front and golf course views in the rear. Just steps to the beach bridge and an easy stroll to the Sea Pines Beach Club for dining, cocktails, and oceanfront living.This well-maintained 4-bedroom, 4.5 bath home features brick and wood floors, excellent bedroom separation, and a kitchen with granite countertops designed for entertaining. Each bedroom offers a private en-suite bath plus a convenient half bath for guests.Whether used as a luxury beach retreat, income-producing investment, or incredible full-time residence, this property offers unmatched versatility. Opportunities to own a lagoon-to-golf view, oversized lot on the ocean side of Sea Pines are extraordinarily limited.Sea Pines at its finest - invest, enjoy, and build lasting value in one of the resort's most coveted ocean neighborhoods.

28 W Beach Lagoon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

13 Beach Lagoon Road, Hilton Head Island
$2,995,000
6 Beds ⋅ 8 Baths ⋅ 4,685 SqFt. ⋅ HILTONHEAD-504849 MLS
Welcome to 13 Beach Lagoon, a classic 2nd-row home in the coveted "Gold Coast" area of Sea Pines offering an exceptional location just steps to the beach and outstanding investment potential. Situated on a large lot with generous backyard space, this property provides rare room to expand, redesign, or create your ideal outdoor oasis. The fenced yard and expansive outdoor areas add both privacy and versatility. The home features a spacious floor plan with vaulted ceilings, multiple living areas, and abundant natural light, along with wonderful architectural charm throughout. Generous bedrooms are thoughtfully separated for privacy, creating an ideal layout for family and guests. An elevator shaft is already in place, offering future convenience and accessibility. Expansive decking and porch areas overlook the sizable backyard, including one of the largest screened porches you'll find in Sea Pines - an incredible space for relaxing or entertaining. There is ample room to add enhancements such as a pool while still maintaining substantial outdoor living space. Additional highlights include a 2-car side-entry garage and a flexible layout ready for your updates and vision. This is a rare opportunity to renovate and truly make it your own. Whether you're looking to create a custom coastal retreat or invest in a high-demand rental location, the setting, lot size, and layout make this property especially appealing. Enjoy access to Sea Pines' beaches, bike trails, golf, marina, and dining - all from this prime 2nd-row location. 13 Beach Lagoon offers location, space, character, and unlimited potential.

13 Beach Lagoon Road, Hilton Head Island

Listing courtesy of Charter One Realty.

34 Tupelo Road, Hilton Head Island
$3,875,000
7 Beds ⋅ 7 Baths ⋅ 4,400 SqFt. ⋅ HILTONHEAD-504560 MLS
7 Bedroοms | Brand Νеw Conѕtruсtіon | Clοѕe Proximity tο the Βeach | Sea Pines - Set along the fairways of Heron Point Golf Course in the heart of Sea Pines, 34 Tupelo is a newly constructed luxury residence designed for gracious living, gathering, and effortless Lowcountry style. With seven bedrooms and beautifully curated spaces throughout, this home offers both scale and intimacy. Inside, soaring ceilings and abundant natural light frame an open-concept layout that feels both elevated and welcoming. The chef's kitchen anchors the home with high-end appliances including a gas range, dual dishwashers and refrigerators, a butler's pantry, designed for entertaining with ease. Multiple living areas, including a recreation room, reading nook, and private in-law suite with its own staircase, provide flexibility and privacy for every lifestyle. A private pool overlooks the golf course, while the patio and built-in outdoor kitchen create an ideal setting for morning coffee, relaxed afternoons, or evenings spent under the stars. The home's location within Sea Pines Resort places you minutes from the beach, Harbour Town Marina, the iconic lighthouse, Lawton Stables, world-class golf and tennis, and miles of leisure trails. Whether biking to the beach, or exploring everything Sea Pines has to offer, the lifestyle here is both convenient and exceptional. 34 Tupelo is a rare opportunity to own a brand-new luxury home in one of Hilton Head Island's most sought-after resort communities. This is where refined design, thoughtful spaces, and an unmatched setting come together seamlessly.

34 Tupelo Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

52 Canvasback Road, Hilton Head Island
$9,495,000
4 Beds ⋅ 5 Baths ⋅ 4,025 SqFt. ⋅ HILTONHEAD-504472 MLS
A custοm-built oсеanfrοnt hοmе that іѕ defined by excеptіonal craftsmanship and an enduring coastal presence located in the world-class Sea Pines community. Designed by architect Neil Gordon and built by Cambridge Builders, 52 Canvasback offers the best in oceanfront living. A welcoming entrance foyer with double height ceilings invites you to appreciate the coastal views and the beautifully-executed architectural details. The rich wood detailing, hardwood floors, extensive custom millwork, and two fireplaces complement the finely-crafted spaces. The open living, dining, and kitchen areas flow naturally for everyday living and entertaining, supported by a butler's pantry and separate laundry room. A first-floor primary suite and wood-paneled office offer privacy and convenience, while 3 oversized, en-suite bedrooms upstairs and an oceanfront balcony provide plenty of room for friends and family. An expansive oceanfront pool deck extends the living space outdoors, creating a natural backdrop for lasting memories in an idyllic setting. Beach access via a private beach walkway. Timeless design, thoughtful details, craftsmanship and a stunning oceanfront location make this home an exceptional opportunity. Bunk room conversion plans for heated and air-conditioned storage room available in documents. All information in this listing is deemed reliable but is not guaranteed and should be verified by Purchaser.

52 Canvasback Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

25 Night Heron Lane, Hilton Head Island
$599,000
1 Beds ⋅ 1 Baths ⋅ 520 SqFt. ⋅ HILTONHEAD-503971 MLS
Locаted in the hіghlу cοvеtеd Sеа Pines Resort, 25 Νight Ηeron Lane offers a rare opportunity to own a cottage-style home within near distance to the beach in one of Hilton Head Island's most desirable resort communities. The home features an open layout with vaulted wood ceilings and large windows that fill the space with natural light. The living and dining areas flow seamlessly into the kitchen, enhanced by designer furnishings and thoughtful coastal design. The bedroom includes an ensuite bathroom and provides a comfortable, private retreat. A wrap-around private deck extends the living space outdoors, providing an ideal setting for dining, entertaining, or taking in the natural beauty of the Lowcountry. The layout is well-suited for full-time living, a second home, or a short-term vacation rental. Owners and guests enjoy access to the Night Heron community pool located nearby. Sea Pines amenities include five miles of oceanfront, championship golf courses, private beach clubs, tennis, miles of leisure and bike paths, Harbour Town, dining, shopping, and more. 25 Night Heron Lane presents an excellent opportunity to own a low-maintenance home in the highly sought-after Sea Pines Resort.

25 Night Heron Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

2 Lighthouse Lane Unit APT 894, Hilton Head Island
$5,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-503985 MLS
Prime summer Weeks 25 & 26 (the first and second weeks of July) in the heart of Sea Pines. This private corner-unit Ketch Court villa features 3 bedrooms and 3 baths and is ideally located just steps from Harbour Town's iconic lighthouse, yacht basin, boutique shops, restaurants, and the Harbour Town Golf Links. The corner setting provides added privacy while offering generous coastal living, including a king primary suite, two guest bedrooms, three full baths, and a well-equipped kitchen, perfect for effortless summer vacation living. Enjoy easy access to miles of biking trails, pristine beaches, water sports, and all the signature amenities that make Sea Pines one of Hilton Head's most desirable destinations. Your July escape is perfectly positioned for relaxation, convenience, and the full Harbour Town experience.

2 Lighthouse Lane Unit APT 894, Hilton Head Island

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2871, Hilton Head Island
$1,800
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503905 MLS
Experience the magic of Hilton Head Island during prime deeded summer week 33 (late August). Swallowtail at Sea Pines, a beloved and cherished property, offers a luxurious, carefree vacation lifestyle in an ideal coastal setting. Perfectly situated between Harbour Town's iconic lighthouse and the sun-drenched Beach Club, Swallowtail places you moments from world-class golf, pristine beaches, waterfront dining, and vibrant arts and culture. Whether you're drawn to tranquil ocean mornings, golden sunset sails, or championship fairways, everything you love is right at your doorstep. Your Summer, Your Way, with flexibility included!

70 Lighthouse Road Unit 2871, Hilton Head Island

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2873, Hilton Head Island
$1,800
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503904 MLS
Experience the magic of Hilton Head Island during prime deeded summer week 33 (late August) at Swallowtail at Sea Pines, a beloved and cherished property offering a luxurious, carefree vacation lifestyle. This inviting unit features a peaceful lagoon view, creating a serene backdrop for morning coffee and relaxed evenings. Ideally situated between Harbour Town's iconic lighthouse and the sun-drenched Beach Club, Swallowtail places you moments from world-class golf, pristine beaches, waterfront dining, and vibrant arts and culture. Whether you're drawn to tranquil waterside mornings, golden sunset sails, or championship fairways, everything you love is right at your doorstep.

70 Lighthouse Road Unit 2873, Hilton Head Island

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2870, Hilton Head Island
$1,650
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503900 MLS
Experience the magic of Hilton Head Island during prime deeded summer week 32 (mid-August). 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, unforgettable sunset sails, or days on championship fairways, everything you love is just moments away. Your Summer, Your Way, with flexibility included!

70 Lighthouse Road Unit 2870, Hilton Head Island

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2897, Hilton Head Island
$1,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503566 MLS
Experience the joy of deeded ownership for highly sought-after Week 51, right in the heart of Hilton Head Island's premier Sea Pines community. Perfectly positioned along the 12th fairway of the Heron Point Golf Course, this Swallowtail villa blends peaceful golf-course views with the magic of a coastal holiday season. Ideally situated between the iconic Harbour Town Lighthouse and the Beach Club's shoreline, Swallowtail places you moments from championship golf, serene beaches, waterfront dining, and boutique shopping. Spend crisp Lowcountry mornings on the course, afternoons exploring the island, and evenings soaking in the festive charm of Harbour Town. Embrace the low-maintenance luxury lifestyle you've always imagined-your year-end coastal escape awaits. Don't miss the chance to make this Week 51 retreat your own.

70 Lighthouse Road Unit 2897, Hilton Head Island

Listing courtesy of Lighthouse Realty.

2 Lighthouse Lane Unit 882, Hilton Head Island
$5,800
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-503302 MLS
A rare opportunity to own two consecutive weeks - Weeks 25 & 26 - sold together in the heart of Harbour Town. This well-kept 3-bedroom, 3-bath Ketch Court villa offers unbeatable convenience just steps from the lighthouse, marina, shops, dining, and all the best if Sea Pines. Located on the third floor, the villa features a bright living area, dining space, full equipped kitchen, and a private balcony overlooking the resort grounds. The primary suite includes a king bed and ensuite bath, while two guest bedrooms - each with twin beds and their own full bathrooms - offer excellent space and privacy. With easy access to the Sea Pines trolley for quick trips to the Beach Club, this is great value and the perfect way to enjoy the full Harbour Town lifestyle. Seller is motivated.

2 Lighthouse Lane Unit 882, Hilton Head Island

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2890, Hilton Head Island
$1,300
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503185 MLS
Own Your Spring Escape at Swallowtail in Sea Pines - Week 11! Claim your perfect spring retreat with deeded Week 11 in the heart of Hilton Head Island's premier Sea Pines community. This beautifully situated Swallowtail villa overlooks the 12th fairway of the Heron Point Golf Course, delivering that ideal mix of peaceful golf-course views and effortless access to the island's best amenities. Nestled between the iconic Harbour Town lighthouse and the sun-soaked Sea Pines Beach Club, you'll enjoy quick access to world-class golf, pristine beaches, waterfront dining, and boutique shopping. Mornings on the course, afternoons by the ocean, evenings exploring Harbour Town-your spring getaway is always ready when you are. This is carefree, low-maintenance island living at its best. Don't miss the opportunity-secure your Week 11 spring escape today!

70 Lighthouse Road Unit 2890, Hilton Head Island

Listing courtesy of Lighthouse Realty.

2 Lighthouse Lane Unit 894, Hilton Head Island
$2,900
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-503108 MLS
Prime Week 16 in the heart of Sea Pines. This 3-bedroom, 3-bath Ketch Court villa places you just steps from Harbour Town's world-famous lighthouse, yacht basin, boutique shops, restaurants, and the Harbour Town Golf Links. The villa offers generous coastal living with a king primary suite, two guest bedrooms, three full baths, and a well-equipped kitchen-ideal for effortless vacation living. Enjoy easy access to miles of biking trails, pristine beaches, water activities, and all the signature amenities that make Sea Pines one of Hilton Head's most sought-after destinations. Your spring escape is perfectly situated for relaxation, convenience, and the full Harbour Town experience.

2 Lighthouse Lane Unit 894, Hilton Head Island

Listing courtesy of Lighthouse Realty.

124 N Sea Pines Drive Unit 584, Hilton Head Island
$2,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-502997 MLS
Week 30 Sрicebuѕh Vіllaѕ іn Ѕeа Ρines! Nestled іn the hеart of Hilton Head's iconic Sea Pines community, this ownership puts you steps from the Sea Pines Beach Club and the Plantation Club Golf Course. Your Spicebush Week #30 is a front-row ticket to everything people love about the island - championship golf, sugar-soft beaches, waterfront restaurants, and the season's best events. Wake up to sea breeze, chase golden sunsets, and soak in the unmistakable charm that makes Sea Pines a world-class destination. With effortless, low-maintenance ownership, your island getaway is always waiting - ready to deliver relaxation, adventure, and everything in between.

124 N Sea Pines Drive Unit 584, Hilton Head Island

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2901, Hilton Head Island
$2,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-501423 MLS
Experience the magic of Hilton Head Island. Prime deeded summer weeks 31. Swallowtail at Sea Pines, a beloved and cherished property, offers the dream vacation lifestyle luxurious, carefree. Nestled midway between Harbour Towns iconic lighthouse and the sun-soaked Beach Club, Swallowtail places you steps from world-class golf, pristine beaches, waterfront dining, and vibrant arts. Whether you crave serene mornings by the ocean, sunset sails, or championship fairways, everything you love is just moments away! Your Summer, Your Way Flexibility Included!

70 Lighthouse Road Unit 2901, Hilton Head Island

Listing courtesy of Lighthouse Realty.

2 Long Marsh Lane, Hilton Head Island
$2,199,000
4 Beds ⋅ 4 Baths ⋅ 3,125 SqFt. ⋅ HILTONHEAD-500571 MLS
This ѕophiѕtіcаtеd Μarѕh Ιsland turn-key home οfferѕ a perfect floor plan and a gorgeous stunning marsh-wrapped view of the free-form pool with a large Stone Works designed surround. The numerous first-class updates in this home, its meticulous care, and only part-time occupancy by the owners add to its endless appeal. Enter into an atrium that opens to the great room and dining area with soaring ceiling, and the kitchen and breakfast area. This magazine-worthy kitchen offers extensive Poggen Pohl cabinets, SubZero refrigerator, Wolf Microwave and cook top, double ovens, Madagascar marble counters, and a laundry/pantry room with wine racks and a wine refrigerator. Also located on the first floor are a separate office and the primary suite. Over the garage is a large bonus room. Off the foyer soars a modern staircase and balcony with stainless handrails and balusters leading to the 3 guest rooms. There is a 220 volt EV charger in the garage. Enjoy the exclusive and coveted Marsh Island residential neighborhood, with close access to Sea Pines Country Club and all that Sea Pines offers.

2 Long Marsh Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

18 Oyster Catcher Road, Hilton Head Island
$6,999,000
5 Beds ⋅ 6 Baths ⋅ 3,669 SqFt. ⋅ HILTONHEAD-500303 MLS
Welcomе to your сοaѕtаl ѕanсtuаry in Sea Pinеs Rеsort-an exquisite 2ND ROW new-construction home designed for luxury living and / or exceptional rental potential. This 5-bedroom, 5.5-bath masterpiece offers approximately 3,669 heated square feet of finely crafted space, perfectly positioned on a 2nd-row homesite with STRONG OCEAN VIEWS and effortless access to the wide white sand beaches of Hilton Head Island.From the moment you enter, a private elevator and light-filled foyer set the tone for a home that blends coastal elegance with modern comfort. The open-concept main level showcases a chef's kitchen with premium appliances, custom cabinetry, and a large island that flows seamlessly into the dining and living areas-ideal for entertaining large groups or enjoying intimate family gatherings. Expansive windows and glass doors draw your eye outward to the ocean and to the resort-style outdoor living spaces.Step outside to your private oasis: an infinity-edge pool and spa that appear to melt into the horizon, framed by a spacious covered lanai and multiple porches. Enjoy al fresco dining, lounging, or watching the sunset by the outdoor fireplace-this home was designed to embrace indoor-outdoor living at its finest. Just steps away, a convenient beach path delivers you onto one of Hilton Head's most beautiful stretches of sand.Each of the six bedrooms is thoughtfully appointed with its own en-suite bath, offering comfort and privacy for owners and guests alike. Multiple primary suites, generous bunk or guest rooms, and carefully planned bath layouts make this home ideal for multi-generational living or high-occupancy vacation rentals. The half bath is perfectly positioned for pool and common-area use.Every detail was considered for both luxury and durability: high-end finishes, impact-rated windows and doors, designer lighting, and a floor plan optimized for today's coastal lifestyle. Ample storage, a ground-level drop zone for beach gear, and flexible gathering spaces ensure that the home is as functional as it is beautiful.

18 Oyster Catcher Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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