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$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.

$185,000
HILTONHEAD-509554 MLS
Welcome to Lot #40! If you are searching for a quiet place to enjoy Hilton Head Island and the amenities of the Hilton Head Island Motorcoach Resort, look no further than this LARGE RV LOT in the QUIET LOOP #1 of the island's premier gated luxury motorcoach community. Designed to accommodate a 40-foot RV plus two vehicles, Lot #40 offers a peaceful setting combined with thoughtful upgrades that enhance both comfort and functionality. The unique combination of pavers and polyurea-coated concrete was specifically designed to provide enhanced traction, improved durability, and low-maintenance ownership. Outdoor living takes center stage with multiple gathering areas designed to enjoy the Lowcountry lifestyle. Relax beneath one of the umbrellas, unwind beside the fire table with family and friends, or enjoy the ambiance created by the hardscape wall featuring built-in lighting that transforms the outdoor space in the evening hours. The property also includes an upgraded electrical pedestal and full irrigation system, adding additional long-term value and convenience. With ample space and room for future expansion, Lot #40 offers the flexibility to further customize your own slice of Paradise while maintaining a comfortable and open layout. Whether you are seeking a private coastal retreat, seasonal getaway, or a home-base in Hilton Head Island for future travels, this lot offers an excellent opportunity to enjoy resort-style ownership in the heart of the Lowcountry. Hilton Head Island Motorcoach Resort is an amenity-rich community designed exclusively for Class A, Class C and Super C motorcoaches, offering a heated pool and hot tub, pickleball and tennis courts, fitness center, clubhouse, and dog park, along with cable, Wi-Fi, water, sewer, and trash pickup. Located just minutes from Coligny Beach, Atlantic Ocean access, miles of bike paths, over 250 restaurants, golf courses, and island shopping, this property offers the ideal blend of resort-style living and the Lowcountry lifestyle. Recognized by Condé Nast Traveler readers as the Best U.S. Island for nine consecutive years, Hilton Head Island continues to attract discerning buyers seeking resort-style ownership in a premier coastal destination.

133 Arrow Road Unit 40, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$99,900
2 Beds 2 Baths 1,167 SqFt. HILTONHEAD-508264 MLS
ESTATE SALE - BEST BUY. Senior Independent Living Condo community just 0.8 miles from Coligny Beach. This two-bedroom, two-bath split-bedroom design features an updated kitchen and bathrooms, HVAC new in 2018, and a tiled balcony. The Seabrook offers secure, maintenance-free living so residents can spend more time enjoying professionally prepared meals, daily social activities, wellness opportunities, an exercise center, and a wide variety of daily programs. The community also offers covered walkways to all areas, on-site skilled nursing if ever needed, and a rehabilitation department. No short-term rentals permitted. Membership fee required: $29,000 for one person or $35,000 for two. Sold as-is; buyer has 14-day due diligence period. Medical and financial application required. Listing agent lives at Seabrook to discuss how you can save more than $50k by purchasing an Equity Unit over four years of living in a Declining Balance apartment

300 Woodhaven Drive Unit 4301, Hilton Head Island

Listing courtesy of Charter One Realty.

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

70 Lighthouse Road Unit 2873, Hilton Head Island

Listing courtesy of Lighthouse Realty.

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

70 Lighthouse Road Unit 2895, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,400
2 Beds 2 Baths HILTONHEAD-508473 MLS
Enjoy the relaxed coastal charm of Hilton Head Island during deeded Week 35 in early September, when the warmth of summer still lingers and the island settles into a more peaceful, uncrowded rhythm. Spicebush 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-filled Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and the vibrant arts and culture that define island living. Guests also enjoy access to a private pool and tennis court, adding even more opportunities to relax and stay active during your stay. Imagine beginning your days with warm ocean breezes and bright coastal mornings, biking beneath towering live oaks along miles of shaded trails, or spending afternoons on award-winning fairways under beautiful late-summer skies. Early September brings some of the island's most enjoyable weather, with warm ocean temperatures, stunning sunsets, and a more laid-back atmosphere perfect for relaxing and reconnecting. However you choose to unwind, it's all right at your doorstep, your coastal getaway, tailored to you, with flexibility built in.

124 N Sea Pines Road Unit 578, Hilton Head Island

Listing courtesy of Lighthouse Realty.

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

70 Lighthouse Road Unit 2874, Hilton Head Island

Listing courtesy of Lighthouse Realty.

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

14 Wimbledon Court Unit 803-3, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$70,000
2 Beds 2 Baths HILTONHEAD-508230 MLS
Great price for 10 weeks per year in Paradise. This is a fifth equity share. Very low fees as all expenses divided 5 ways. Just a few minutes walk to the beach through the resort. This unit has 2 bedrooms 2 bathrooms and is a top floor tennis unit with resort view. It has been upgraded with newer appliances, water heater, HVAC and vinyl flooring. This condo is in a private gated ocean front resort, which is located mid island close to restaurants, shopping, and bike trails. This resort has amenities for everyone including the largest ocean front pool on the island. Amenities include: Ocean front pool, children's pool, Beach side Tiki Bar, 8 tennis courts, 6 pickle ball courts, fitness center, catch and release lagoon, playground, sports bar and restaurant, seasonal pizza/ coffee shop, seasonal bike rentals and 24 hr manned security. Laundry on Site. Don't miss out on this great deal!

40 Folly Field Road Unit APT D21, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$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.

$1,400
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.

$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.

$145,000
HILTONHEAD-507602 MLS
Experience waterfront living at Hilton Head Harbor Resort & Marina-live waterside amongst abundant bird life and wildlife from this upscale, pet friendly community. Golf cart accessible and directly on the water with easy access to 278, Hilton Head beaches, shopping and off island trips. The community offers 2 pools, hot tub, tennis courts, picnic and playground areas, clubhouse, and an on-site marina for expedient access to the waterways. Lot 129 is situated on a large corner lot and framed by a nice shady canopy of mature trees, palms and shrubs. All sites are provided water, 30/50 amp service, extended Wifi and cable service, 2 bath houses with showers, on site water sport equipment including jet skis, kayaks, paddle boards, even dolphin and fishing tours are available. Be fishing, boating or kayaking the miles of waterways and flats within this pristine coastal ecosystem.

43 Jenkins Island Unit 129, Hilton Head Island

Listing courtesy of Southeastern Fine Properties.

$6,500
3 Beds 3 Baths HILTONHEAD-507572 MLS
ALL 27 DAYS AVAILABLE FOR 2026 - Turnkey Indigo Run Equity Share Home. This is a fantastic opportunity to own a deeded equity share at The Owners Club at Indigo Run with ALL 27 DAYS STILL AVAILABLE FOR 2026 USE! Buy now and vacation immediately. This updated, fully furnished 1-level 3BR/3BA villa offers a premier gated-community lifestyle minutes from the beach. Enjoy 21 prime days (mid-March to Nov) and 6 winter days annually.The all-inclusive $4,900/yr fee covers everything: taxes, utilities, insurance, and maintenance. Unbeatable owner perks feature unlimited Golden Bear golf, clubhouse, fitness, pool, and tennis, plus global travel exchanges (RCI/Interval/SFX). Comparable shares sell for $20K+. Don't miss this turnkey Hilton Head value!

4 Aberdeen Court, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

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