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28 Battery Road Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Tucked away on a quiet cul-de-sac in the heart of Sea Pines, 28 Battery Road is a delightful single-level retreat designed for effortless coastal living. Designed for effortless coastal living, this charming h...
3 Lighthouse Road Villa Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This gorgeous Sea Pines villa has been recently renovated and features golf and lagoon views. Walk into an open-concept kitchen, dining room, and living room. Relax on either of the comfortable couches in the ...
6 Genoa Court Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This property will be undergoing construction and unavailable for rental during 2026. If you have any questions, please reach out to us at or call This beautifully upgraded vacation home combines sophistic...
38 Stoney Creek Road | Carolina Getaway Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. With a scenic spot on the 11th hole, a private pool and spa to spend the day in, and spectacular views of the lagoon and golf course, this South Carolina home is the perfect vacation spot. Vaulted ceilings m...
3 Cartgate Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Located in Palmetto Dunes and only a few minutes walk to the beach, this four bedroom home has all you need for the perfect stay on the island. 3 Cartgate offers four bedrooms and four and a half bathrooms, la...
9 Saint George Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Discover the ultimate lagoon-front escape at this beautifully renovated home, complete with a private fishing dock and just a 5- to 10-minute walk from the beach, the Dunes House, and the Tennis and Picklebal...
233 Turnberry Villas Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This spectacular villa has been renovated with new flooring, painting, and furniture. Walking into the villa welcomes you to an open-concept living area featuring high ceilings and large windows that bathe the...
504 Barrington Arms Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 504 Barrington Arms is a lovely three-bedroom, three-bathroom direct oceanfront condo on the fifth floor. Enjoy panoramic ocean views and updated furnishings and décor throughout. The dining area is adjacent t...
66 Dune Lane Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This stunning coastal home welcomes you with a beautiful blue exterior and an expansive front porch featuring rocking chairs and a hanging bench, creating the perfect spot to relax and enjoy the island breeze....
176 Mooring Buoy Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This charming Palmetto Dunes home offers expansive golf course views and features multiple living spaces to host large groups with ease. On the main level, the living room offers comfortable seating around th...
245 Captains Quarters Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 245 Captains Quarters is the ideal villa for a small family getaway, offering picturesque views of the Intracoastal Waterway from your own private balcony, allowing you to fully immerse yourself in the tranqu...
11 Grey Widgeon Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautiful home is only steps away from the beach! Simply a lovely second-row home that invites you to come inside and enjoy. After a walk on the beach only steps from the home, relax by the pool, enjoy lu...
1 Sandy Beach Trail Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Nestled in the charming Burke\'s Beach on Hilton Head Island, this remarkable 6-bedroom, 5 1/2-bathroom home is a coastal paradise that offers a luxurious and comfortable lifestyle. As you step inside, you\'ll...
6 High Water Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. A stunning retreat in the heart of Palmetto Dunes, designed for relaxation and entertaining. Step into the bright and inviting living room, where floor-to-ceiling windows flood the space with natural light an...
3302 Windsor Court South Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Experience coastal elegance at its finest in this beautifully remodeled 2-bedroom, 2-bathroom oceanfront villa, perfectly situated on the 3rd floor for sweeping views of the Atlantic Ocean. Wake up to the tran...
103 Seacrest Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 103 Seacrest is beautifully decorated and fully renovated for your comfort and convenience. Here, you will experience only the best. This charming property features two bedrooms, creating a cozy and inviting a...
24 Ocean Club Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Notice: The Ocean Club parking lot is currently undergoing repaving, with work expected to be completed in April 2026. Discover your serene escape in the oceanfront complex of South Forest Beach! With direct...
520 Queens Grant Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This 2 Bedroom 2 Bathroom villa is located in Palmetto Dunes in the tranquil Queens Grant neighborhood. This open plan, pet friendly villa is the perfect place for a peaceful Island escape. With it\'s open pl...
212 Breakers Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Take in the ocean views at this wonderful 1-bedroom villa. The open kitchen and living area are well-appointed to accommodate all your needs. The kitchen has been recently renovated. The dining table seats 2. ...
18 Willow Oak Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This home is a stunning haven nestled in the heart of Sea Pines, where luxury meets comfort in a beautiful retreat. Exciting updates are coming to the house, including the addition of a brand-new bunk room! Ke...
2517 Windsor II Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 2517 Windsor Place is a beautifully decorated villa with 3 bedrooms and 3 baths! Perfect for a golf getaway, family vacations, and couple retreats! This villa offers bedroom separation from the living and dini...
89 The Moorings Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This completely renovated Palmetto Dunes villa is sure to make you feel right at home! Welcome to 89 The Moorings, featuring 2 bedrooms and 3 bathrooms with enough room to host up to 8 guests very comfortably....
7 Ginger Beer | Fairway Breeze Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Nestled within the prestigious gated, oceanfront resort community of Palmetto Dunes, this beautifully renovated four-bedroom, three-bath golf course home invites you to experience the very best of Lowcountry l...
7484 Anchorage Villa Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. From the moment you walk through the front door, natural light comes flooding in from the windows. The living room is the perfect place to relax with its comfortable furnishings, large screen TV, and access t...
767 Queens Grant Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This recently updated Palmetto Dunes villa places you only minutes away from the beautiful sandy beaches of Hilton Head. Come in and relax on the comfy sectional. The living room is warm and inviting, with a p...
3 Iron Clad Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This fantastic 2nd row of the ocean is nestled in the palms of the Palmetto Dunes resort. With 6 bedrooms and 6.5 baths, this low-country home is the perfect getaway for family and friends! A circular drive ...
100 Baynard Cove Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This completely remodeled Sea Pines home sits on the 11th fairway and 15th green of the Harbour Town Golf Course! With 5 bedrooms and 6 bathrooms, this sunlight-filled home can host up to 14 guests comfortabl...
3 Dune Lane Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This stunning 5-bedroom, 5.5-bathroom house is nestled in the heart of North Forest Beach. Ideally situated, it boasts direct access to the pristine sandy shores of the Atlantic Ocean, making it a beach lover\...
672 Queens Grant Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Be Our Guest Beach Villa is proud to unveil a top-to-bottom remodel that makes it a showpiece of the Queens Grant Neighborhood. This end-unit villa offers an abundance of windows and sliding glass doors, allo...
591 Queens Grant | Palmetto Dunes Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. A brand-new game room has been added to Bedroom 3! This space now features a Pac-Man arcade console along with a wide selection of board games, making it the perfect setup for family game nights and friendly c...
10 Troon Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. No details were missed in this amazing 3-bedroom Palmetto Dunes home. Amazing golf course views greet you as soon as you walk in the door. The large living room\'s main sitting area has a sleeper sofa, a loves...
32 Bradley Beach Road Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 32 Bradley Beach Road is a gorgeous beach house located a short walk to the beach, sleeping 9 guests in 3 bedrooms, 3 bathrooms, and a bonus room. This lovely home is exceptionally well maintained and has ampl...
162 Mooring Buoy Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Step inside to an impressive, oversized entryway that immediately sets the tone for this exceptional home. The grand entrance features a sweeping spiral staircase to the left, convenient elevator access, and d...
16 Ocean Club Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Notice: The Ocean Club parking lot is currently undergoing repaving, with work expected to be completed in April 2026. This villa has plenty of space to move around. Walk into the first floor, where you have ...
62 Mooring Buoy Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. The beach is calling at 62 Mooring Buoy! This sun-filled home is located in beautiful Palmetto Dunes, just a one-minute walk to the beach for toes in the sand. No crossing of streets, located on the beach path...
2 Royal Tern Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This charming Sea Pines home is 4th row from the beach and features 5 bedrooms along with 5 bathrooms and 2 half bathrooms to host 14 guests very comfortably. The first floor features a very open floor plan t...
23 The Moorings Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 2 bedroom, 3 bathroom Moorings villa close to the beach (650 feet from beach access; less than a two-minute walk) and the pool (located right outside the villa) in the sought-after Palmetto Dunes Oceanfront Re...
9 Armada Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 9 Armada is a gorgeous second row home directly on the beach path in Palmetto Dunes Resort. This spacious 6,800 square foot home is perfect for entertaining, dining, reading, or relaxing! The kitchen features...
189 Mooring Buoy Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Nestled within the picturesque surroundings of Palmetto Dunes on Hilton Head Island, South Carolina, this exquisite 5-bedroom house offers the epitome of coastal luxury living. Just a leisurely stroll away fro...
1838 Beachside Tennis Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This Sea Pines villa is outfitted with elegance in every detail, offering guests complete coastal luxury. An alluring yet spacious layout offers guests plenty of room to spread out, all while being together. ...
7 Hollyberry Lane Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautifully remodeled 3-bedroom home is very stylish, with a coastal cottage vibe throughout. The property features an open living, dining, and kitchen area that is fully equipped with top-of-the-line fur...
35 Shell Ring Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This home is spacious and relaxing 3-bedroom home in the charming, gated community of Sea Pines. Open the door to experience a serene view of a private lagoon shaded by palm trees and live oaks dripping with S...
2380 Lighthouse Tennis Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This 3rd-floor villa is recently updated and places you just minutes outside of the world-famous Harbour Town. With 2 bedrooms and 2 bathrooms, this Sea Pines villa can sleep up to 4 people comfortably. The li...
32 Full Sweep Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Your perfect retreat for relaxation and adventure! Whether you\'re here to unwind with family, explore the surrounding area, or simply enjoy time together, this spacious and beautifully designed home is the id...
26 Forest Drive Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautifully renovated 3-bedroom, 2.5-bath home has an open floor plan. The living room has ample room to relax and watch TV on the large flat screen; the dining area seats six people; and the kitchen has ...
729 Schooner Court Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This stunningly decorated 2-bedroom villa is just steps away from Harbourtown. The open-concept living space offers breathtaking views of the Calibogue Sound. Walking in on the first level, you are met with a ...
169 North Sea Pines Drive Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Nestled along the scenic fairways of the renowned Atlantic Dunes Golf Course, this brand new 6-bedroom, 6-bath home in Sea Pines captures the essence of upscale coastal living. 169 North Sea Pines welcomes you...
4 Quail Street Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Modern comforts meet the classic styling of this traditional beach home. If you are looking for a house that has the look and feel of the beach house from your childhood memories, look no further. The home has...
5305 Hampton Place Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 5305 Hampton Place is a two-primary suite villa with stunning ocean views! There is a great bedroom separation, full of natural light, granite, and stainless-steel appliances. This unit is located on the 3rd f...
26 Bradley Circle Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Views, views, and more views! What better way to start your day than listening to the surf, enjoying the beautiful scenery of the marsh with active wildlife, and the ocean just beyond while sipping your coffee...
401 Windsor Place Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 401 Windsor Place is a beautifully appointed villa in Palmetto Dunes with ocean views! Start your vacation memories today! As you walk through the front door to be greeted with the ocean view, the light shine...
1922 South Beach Club Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This waterfront villa in Sea Pines offers a blend of coastal charm and relaxed sophistication, with sweeping views of the Calibogue Sound from nearly every angle. Designed to host family and friends, the stunn...
1866 Beachside Tennis Villa Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This 2 bedroom, 2-bath Beachside Tennis villa has panoramic views of Calibogue Sound. Located in the South Beach area of Sea Pines on the first floor of a five-story building, just steps to the pool and beach,...
283 Turnberry Villas Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This renovated 3-bedroom, 3-bath townhome features quartz countertops, soft-close cabinets, glass tile backsplash, LVP flooring, smooth ceilings, stunning tile showers, all new lighting, and new stainless stee...
2390 Lighthouse Tennis Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 2390 Lighthouse Tennis Villa invites you to experience the Sea Pines Community on Hilton Head Island. In addition to its premier location surrounded by beautiful scenery, this well-appointed villa is an except...
1584 Lagoon Villas Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This completely renovated (2024) 2 bedroom, 2 bathroom property is perfectly located within steps of South Beach Marina, a short five minute walk to South Beach, and a three minute walk to tennis, pickleball, ...
517 Barrington Court Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Indulge in the epitome of coastal living at this meticulously maintained 1-bedroom, 1.5-bath renovated villa in the prestigious Barrington Villas. Every aspect of this retreat has been thoughtfully curated to ...
35 Battery Road Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Located on a quiet street, with Harbour Town Golf Course just steps away, 35 Battery has a light, bright feel and an open, single-level floor plan. Upon entering the front door, a foyer leads guests directly i...
57 Fazio Villas Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Beautiful 3-bedroom villa with 3 full baths So close to the truly spectacular beaches of Palmetto Dunes Remodeled kitchen and baths Oversized covered deck overlooking the community pool. Overlooking the Fazio...
2 Azalea Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Note: New photos of the backyards brand new fire pit and hot tub coming soon! From the moment you arrive, the home welcomes you with its inviting façade featuring two balconies, a cozy front porch, and a secl...
150 Otter Road Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Enjoy the unbeatable convenience of this home\'s location, offering effortless access to the very best of Hilton Head. Just minutes from the Sea Pines gates, you\'ll find it easy to explore iconic destinations...
30 Ruddy Turnstone | Ruddy Retreat Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. With beautiful craftsmanship throughout the well-appointed house. The ground level has a newly refinished pine floor and an open-plan design, with the large kitchen overlooking the cozy living room equipped wi...
510 Mainsail Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 510 Mainsail is a gorgeous two-bedroom, two-and-a-half-bath, top-floor villa with breathtaking panoramic views of Shelter Cove Harbour. Designer-decorated, this property is perfect for a Hilton Head vacation ...
466 Captains Walk Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 466 Captains Walk is a beautiful oceanfront villa is just steps away from the beach. This spacious 2nd floor villa has been completely renovated and offers full-length sliding glass doors opening to the privat...
2216 Windsor II Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Enjoy the amazing ocean views from this lovely 2-bedroom, 2-bathroom renovated Windsor II villa. The dining table offers seating for 6, and the adjacent breakfast bar offers bar stool seating for 3. Enjoy the...
28 Corine Lane Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautifully updated 5-bedroom, 4-bath home with a 2-car garage, elevator, and private pool is located at Singleton By The Beach. This home is located by the beautiful Chaplin Park, which offers free tenni...
404 Barrington Arms Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Direct Oceanfront 3 bedrooms Villa with gorgeous renovations This 3-bedroom, 3-bath villa offers a comfortable vacation for friends or family groups. Enjoy ocean views with access to your private balcony thro...
435 Captains Walk Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 435 Captain\'s Walk overlooks the pool out to the ocean! Lots of recent updates! 435 Captain\'s Walk is a second-floor, 3-bedroom, 3-bathroom end unit that overlooks the pool and out to the ocean. A beautiful...
42 Stoney Creek Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Can you just imagine hearing the birds chirping and the wildlife rustling in the greenery as you watch the herons wading in the lagoon? Can you hear the ping of the golfer\'s tee shot? Is the contact between t...
2211 Seacrest Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 2211 Seacrest has new LVT floors with walk-in showers, a garden tub, double vanities, and more! This is a wonderful 2-bedroom, 2-bathroom villa located on the second floor of Building 2. Walk-in to the open-c...
2371 Racquet Club Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 3 Bedroom Villa in Harbour Town Area, Newly Renovated, and Golf View. Gorgeous renovations in 2020 make this villa the right choice for you. As you enter, you are greeted with a two-story, open, and airy space...
1204 Villamare Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This 2-bedroom villa has been recently renovated and is the perfect oasis for a beach vacation. Nestled in the private oceanfront complex of Palmetto Dunes with perfect access to the beach and pool, the proper...
2519 Windsor II Welcome to 2519 Windsor. This gorgeous oceanfront 3-bedroom, 3-bathroom villa is perfect for your next getaway. Experience the ultimate beachfront retreat in this stunning 3-bedroom villa on Hilton Head Island. Located on the top floor, you\'ll enjoy breathtaking ocean views and the soothing sound...
1 Man O War Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Fabulous two-story second row home The balconies and decks overlook the incredible pool. Take the secret path through the canopy and reach the beach in a 1-minute walk. This 6-bedroom, 5.5-bath home with 2 liv...
25 Singleton Beach Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Indulge in the tranquil charm of a beach vacation at 25 Singleton Beach, a grand and luxurious 7-bedroom retreat designed for unforgettable seaside getaways. This stunning brand-new home boasts large glass doo...
39 Port Tack Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautifully furnished and decorated home overlooks the Palmetto Dunes 11-mile lagoon and is just a 10-minute walk to the beach. With 4 bedrooms and 4.5 bathrooms, a gourmet kitchen, a private pool, and th...
57 North Sea Pines Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Looking for the perfect vacation retreat? You\'ve come to the right spot! This home is completely renovated! The inside of the home has new floors, new light fixtures, a new stairway, a newly updated kitchen...
2538 Gleneagle Green Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 2538 Gleneagle Green is a pet-friendly Harbour Town villa with stunning views of Harbour Town Golf Course and is located just a short 5-minute walk to the shops and dining at Sea Pines Center, as well as the f...
40 Hickory Cove Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Located in Palmetto Dunes, it is just steps away from the community pool and a 5 minute walk to the beach. The villa features two bedrooms and three bathrooms, providing ample space and is Pet Friendly! Upon ...
8110 Wendover Dunes Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 8110 Wendover Dunes is a stunning beach themed oceanside villa with an open plan for the kitchen a living room. The perfect place for a family getaway with three bedrooms and bathrooms, making plenty of space...
109 Shorewood Place Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Notice: This property has recently undergone thoughtful updates, including a stunning new six-seat dining table, two stylish and cozy new chairs in the living room, and more updates to come. Updated photos com...
1506 Villamare Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 1506 Villamare, Luxury 5th Floor, Closest to the Beach, Views All Around This property now offers an exciting new amenity with a free pickleball and tennis pass in Palmetto Dunes, which includes two free hour...
103 North Shore Place Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This magnificently remodeled North Shore Place villa features two bedrooms. Walking into an open-concept floor plan. The master bedroom has a beautiful king bed and private ensuite bath. The ensuite bathroom...
7 Sea Front Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 7 Sea Front is a recently updated, elegant 2nd row ocean home with a golf simulator. Located in Burkes Beach, this home has 7 bedrooms with great porches, a private pool, and a game room featuring a brand new ...
8103 Wendover Dunes Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This property now offers an exciting new amenity with a free pickleball and tennis pass in Palmetto Dunes, which includes two free hours of court time every day of your stay! Find tranquility in this cozy two...
1 Indigo Lane Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Welcome to this inviting four-bedroom, three-bathroom home that combines bright open spaces with thoughtful design. As you enter, you are welcomed into a light-filled interior. To the left of the entryway is ...
6 Gunnery Lane Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 6 Gunnery is a spacious and inviting home ideally located in the heart of Sea Pines. Nestled halfway between Harbour Town and South Beach Marina, this property offers the perfect combination of convenience and...
8 Beach Lagoon | Beaches and Bunkers Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This inviting Sea Pines retreat is tucked just three rows from the beach and offers sweeping views of the 18th hole of the Atlantic Dunes Golf Course. Designed to host up to 12 guests, Beaches and Bunkers feat...
6 Grey Widgeon Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This breath-taking 4th-row home is one of a kind and has everything you need and more for your next Hilton Head vacation. The great room is spacious and is sure to keep guests feeling right at home with its st...
308 Windsor Place Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This property now offers an exciting new amenity with a free pickleball and tennis pass in Palmetto Dunes, which includes two free hours of court time every day of your stay! Indulge in the tranquility of coa...
49 Sea Lane Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This stunning brand new build is currently under construction and set to welcome guests in late April 2026! Located in the heart of Palmetto Dunes, 49 Sea Lane is a newly constructed custom home featuring six...
19 Armada THIS HOME IS A SMOKE-FREE HOME AND IS RESERVED FOR NON-SMOKERS ONLY (THIS INCLUDES RENTERS AND ANY GUESTS). SMOKING IS STRICTLY PROHIBITED ANYWHERE IN OR ON THIS OCEANFRONT PROPERTY, BOTH INDOOR AND OUTDOORS. SMOKING, VAPING, OR THE USE OF ANY TOBACCO PRODUCTS IS PROHIBITED ANYWHERE IN OR ON THE PR...
7474 Anchorage Villas Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Beautifully updated 3-bedroom villa in Shelter Cove. Come in, take a seat, and relax in the living room. The living room, kitchen, and dining room have an open layout. The kitchen has granite countertops, ne...
3322 Lake Forest Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautiful villa is perfect for relaxing and unwinding. The spacious great room features vaulted ceilings and unbelievable nature and water views. Walk into this beautifully decorated villa and be greete...
18 Hickory Lane Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Discover the ultimate island retreat in this newly built three-story home, perfectly designed for a relaxing getaway. With its elegant interiors and thoughtfully curated outdoor spaces, this stunning property...
953 Cutter Court Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Penthouse 3-bed villa overlooking the world-famous Harbour Town Yacht Basin, just steps away from Harbourtown A great room with dual sofas facing a large flat-screen TV A set of sliders gives entrance to a wh...
72 Full Sweep Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This custom-built home in Palmetto Dunes offers the perfect balance of comfort and convenience. Just a ten-minute walk to the beach, the home is spacious, meticulously maintained, and designed for families and...
6 East Garrison Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Single-level home with 3 bedrooms and a short walk to the beach! Enjoy close access to the beach in this fully renovated coastal chic ranch home with a hot tub and private outdoor shower! All-new kitchens, bat...
4202 Windsor Court North Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. As soon as you step through the front door of Feline Beachy, expansive views of the Atlantic Ocean greet you, framed by natural dunes and swaying palms. The living area is warm and inviting, furnished with Tom...
10 Battery Road Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Tucked away on a quiet street in the heart of Sea Pines, 10 Battery Road is a charming coastal retreat designed for both relaxation and connection. With its bright open design and multiple areas to gather, thi...
450 Captains Walk Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. You\'re going to love this Captain\'s Walk villa for one of the best panoramic ocean views on Hilton Head Island, for being centrally located within mid-island on new paved pathways, for having a golf course o...
2 Tupelo Drive Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Thoughtfully refreshed and beautifully appointed, this 4-bedroom, 4.5-bath home in the heart of Sea Pines Plantation offers inviting coastal comfort with multiple gathering spaces, serene golf-course views, an...
1206 Seacrest Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 1206 Sea Crest is a spacious 2nd-floor corner villa in the Sea Crest complex where you can enjoy direct oceanfront views. As you enter the front door into a small foyer, you will notice the very nice plank-st...
426 Plantation Club Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. A charming first-floor villa with a walkout balcony offering breathtaking views of the golf course. Nestled in the heart of Sea Pines, this delightful retreat combines comfort and convenience, making it the pe...
5 Jessamine Place Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 5 Jessamine Place is only a 10-minute walk to the best beach on Hilton Head Island! This ranch-style cottage home is newly renovated and beautifully furnished. It offers four bedrooms and four bathrooms to c...
401 Captains Walk Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This stunning oceanfront 3-bedroom villa is situated within the highly sought-after Captain\'s Walk complex in Palmetto Dunes. Palmetto Dunes is a premier resort community known for its pristine beaches, lush ...
1013 Seacrest Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This expansive property features five bedrooms and two separate entrances, providing ample space and privacy for larger groups. This property boasts multiple living areas, ensuring plenty of room for everyone ...
6 Indigo Lane Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 6 Indigo Lane is a cozy beach home in a friendly neighborhood in the desirable Lawton Woods section of Sea Pines. A short walk or bike ride to the beach, Sea Pines Forest Preserve, and Lawton Stables. High-spe...
3507 Windsor Court South Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Enjoy endless coastline views from this corner villa on the fifth-floor face of the Windsor Court South building in Palmetto Dunes. Take in breathtaking panoramic views from the screened porch or one of the ma...
4 Ocean Club Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Notice: The Ocean Club parking lot is currently undergoing repaving, with work expected to be completed in April 2026. 4 Ocean Club offers you the perfect beachfront getaway in South Forest Beach! With direct...
101 Seacrest Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautiful oceanfront property features three spacious bedrooms, providing ample space for a relaxing and enjoyable stay. A gorgeous foyer with a spiral staircase ascends to a massive open floor plan with ...
533 Shorewood Place Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 533 Shorewood is an amazing 2-bedroom, 2-bathroom oceanfront villa with a pool and ocean views! This stunning beach condo sleeps 7 and is on the 5th floor with elevator access, featuring all new furniture and ...
10 Cassina Lane Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This stunning, brand-new property was just completed in June 2025 and is ready to welcome its very first guests! The heart of the home lies upstairs, where the main living room impresses with vaulted ceilings...
26 Fazio Villas Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This two-story Fazio villa boasts peaceful golf course views and is perfect for a family vacation. With close proximity to the spectacular beaches of Palmetto Dunes with new furnishings, flooring and remodeled...
4 East Garrison Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Welcome to a beautifully designed retreat where warm natural light, effortless flow, and thoughtful comforts create an unforgettable stay. From the moment you walk in, the home opens into a bright and spacious...
3421 Carolina Place Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This villa has been fully remodelled in a light coastal design, creating an inviting and serene retreat. This charming space is the perfect spot for a peaceful island getaway, combining modern comfort with cla...
253 Captains Quarters Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 253 Captain\'s Quarters, where amazing sunrises greet you in this contemporary one-bedroom villa. Coming this fall the kitchen will be renovated with new cabinets, counter tops and fixtures. The villa is d...
5303 Hampton Place Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautiful 2-bedroom, 2-bath villa has amazing views of the ocean. The large balcony has a table, chairs, and sun loungers to soak up the view. The balcony can be accessed through the living room sliding d...
Resort Results
Family Reunion for 29-32 Guests Family Reunion Homes in Palmetto Dunes Elevate your family reunion in Palmetto Dunes with three spacious vacation homes accommodating up to 32 guests. Experience luxury, comfort, and convenience in one of Hilton Head Island's most prestigious communities. With ample space and amenities, create unfo...
Family Reunion for 28 Guests Family Reunion Homes In Sea Pines With accomodations for up to 28 guests, these three Sea Pines vacation homes are perfect for your next family reunion! Each home has a bedroom on the main level for guests unable to handle stairs, and each has a private pool. There are a total of eig...
Weddings Weddings in Forest Beach Hosting a small wedding in Forest Beach, Hilton Head, offers a perfect blend of coastal beauty and intimate celebration. Picture exchanging vows with the sound of waves in the background, the soft sand beneath your feet, and the lush greenery framing your ceremony. A...
Family Reunion for 33-60 Guests Vacation Homes in Palmetto Dunes You can really gather the whole family together with this combination of homes. Together, these properties sleep 60 guests and are located within a 2-minute walk from each other. Both 7 Junket & 11 Junket are oceanfront homes and large enough to provide a centra...
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Family Reunion for up to 61 Guests
Seacrest This premier villa complex offers breathtaking views, large oceanfront pool, large complex hot tub, on-site beach bar & a great location across from Coligny Plaza.
YOUR STAY WITH US Visiting Hilton Head Island, SC? Here you will find the information you need to know before arriving at an Island TIme Hilton Head vacation rental.
Icône Experience This collection of Hilton Head vacation rentals offers a luxury experience. All are located steps from the beach and have been recently updated. Relax in luxury.
Ketch Court Walk to the beautiful Harbour Town Yacht Basin or take the Trolley to the beach when you stay at Ketch Court. Great place to stay for the RBC Heritage!
2026 RBC HERITAGE Stay close to the exclusive Harbour Town Golf Course in one of our luxury Harbortown vacation rentals. You will find numerouse Hilton Head activities a walk away.
Things To Do There are so many things to do on Hilton Head Island...a week is not long enough! Plan your vacation activities with our Island activities guide. Start planning
Amnities Search our Hilton Head vacation rentals by popular amenities and features including pet friendly, private pool, and more!
Golf Hilton Head Island is all about golf and we proudly represent a number of vacation rentals located right on the course. Learn more here.
Popular pages Search our Hilton Head vacation rentals by popular amenities and features including pet friendly, private pool, and more!
New on the Collection Check out the newest luxury vacation rentals we manage on Hilton Head Island, South Carolina. From 1-8 bedroom vacation homes close to the beach or golf course.
Pet Friendly Your entire family deserves time away on Hilton Head Island...even the family dog. Here is a list of our pet friendly vacation rentals. Some even allow 2 dogs
Family Reunion for 35-60 Guests
Barrington Arms, Court & Park Relax in an oceanfront condo when you book your Hilton head vacation rental in the Barrington Complex in Palmetto Dunes. Two Oceanfront pools, BBQ Grills & more
View Our Properties View our collection of luxury vacation rentals on Hilton Head Island. Over 100 homes & villas to chose from in popular areas such as Sea Pines & Palmetto Dunes
Large Groups Host your family reunion or large group on Hilton Head Island in one of the luxury vacation homes listed here. Business retreats or forums welcome to rent as well.
Covid Update We believe that the health and well-being of our residents is the top priority of our community and follow VRMA & VRHP SafeCommunity™ guidelines for housekeeping services in our homes.
South Forest Beach Vacation rentals in South Forest Beach on Hilton Head Island are all close to the beach as well as Coligny Plaza. You can walk or bike to numerous things to do.
All Properties Scroll thorough our luxury vacation rentals on Hilton Head Island South Carolina. Island Time Vacation Rentals let you relax and enjoy your family vacation.
Specials Save on your next Hilton Head Island vacation when you book with us. Review our list of vacation accommodation specials to save on your stay. Book direct & save.
Stoney Creek Close to Harbour Town, Stoney Creek townhomes offer vacationers the best of Hilton Head Island. Walk to shops, restaurants, golf, tennis & so much more.
7 Junket Thermostat Instructions
Private Pool Our Hilton Head rentals with a private pool offer the ultimate relaxation during your stay. Arrive to a home with private pool and your vacation starts right away!
Palmetto Dunes Review all of our Palmetto Dunes Vacation Rentals on Hilton Head Island. These are the perfect rentals for pickleball, tennis, golf & beach lovers.
Anchorage Villas Stay close to all the Shelter Cove happenings during your vacation on Hilton Head Island. Walk to shopping, restaurants & festivals with ease. Book direct!
Bunk Rooms Make your next family vacation more fun for the kids by staying in a vacation property with a bunk bed room. View the homes & villas on Hilton Head we manage.
Captain's Walk This premier Palmetto Dunes villa complex offer direct ocean views from the balconies of all the condos. Large oceanfront poo, hot tub, BBQ grills & more await!
Celebrate Thanksgiving on Hilton Head
Mainsail Centrally located in the marina side of Palmetto Dunes, this villas overlook the marina and provide close proximity to shopping, restaurants & Hilton Head activities.
Come to Hilton Head for the Holiday Season
Sleeps up to 16 Hold your family reunion or large group getaway in these Hilton Head vacation homes that sleep 16 guests comfortably. Book securely online!
South Beach Marina This cozy area in Sea Piones on Hilton Head Island offers easy access to a number of water activities, as well as a wide selection of vacation rentals.
Forest Beach Villas These family friendly beach rentals in the popular Forest Beach area on Hilton Head are a great place to stay on vacation. Features complex pool & great location!
Fairway Properties The Fairway Collection gets you close to the golf course in some of the most luxurious proerpties on Hilton Head. Updated furnishings, and the best amenities.
Rental Guidelines What you should know when you book a Hilton Head Vacation Rental with Island Time. Relax in our luxury vacation homes and villas. Book online securely.
Hilton Head Vacation Rentals Review the Hilton Head Vacation Rentals we manage in Sea Pines, Palmetto Dunes, Forest Beach, Shipyard & and other Hilton Head Island areas. Book safely online.
Ocean Breeze Just a block from the beach on Hilton Head Island, these vacation villas are located in the heart of Forest Beach.Onsite amenitites include 3 pools, & tennis courts.
Racquet Club Less than a mile from Harbour Town, the Racquet Club Villas offer a community pool, and close proximity to tennis & golf. Enjoy views of Heron Point Golf Course
Sleeps up to 12 Looking for a vacation rental on Hilton Head Island that can sleep up to 12 guests? Check out the hand-picked rental properties we manage that can sleep 12.
Come to Hilton Head for Black Friday
Fairway Experience Stay close to the golf course in luxury when you book your golf vacation in a Fairway Collection property. Updated furnishings & the most requested amenities.
Electric Vehicle Chargers Bring your electric vehicle on your next Hilton Head Island vacation. You can stay in one of these luxury rentals that have an EV charger you can use to recharge.
Trip Planner Plan Your Vacation to Hilton Head Island with our area guide and list of things to do. A wide variety of activities and events await you on Hilton Head Island.
About Us Learn more about Island Time Vacation Rentals on Hilton Head Island. Providing luxury home & villa rentals since 2019. Book securely online.
List Your Home OLD Discover why Island Time is the premier vacation rental management company on Hilton Head Our team of property managers work hard for your property's success.
Concierge Services Concierge services by Island Time Vacation Rentals makes planning a vacation so much easier. Our guests have free concierge services with each booking with us.
7 Junket Theater Remote Instructions
Sleeps up to 20 Plan your ideal family reunion, special event, or corporate retreat in one of these Hilton Head rentals that sleep upto 20 guests comfortably. Start planning!
Gatherings and Groups We have a number of accommodation options for your large group on Hilton Head. Whether you are looking for a vacation rental for 16 or 48, we can help you out!
Highly Recommend Really enjoyed our rental. Everything was exactly as described. All furnishings were brand new. Great location. Pool and tennis courts on the property were both nice and it was only a 10 minutes walk to the beach. Communication was also great with fast re
Oceanfront Stay oceanfront on Hilton Head Island in one of our luxury homes or villas. All of the oceanfront rentals Island Time offers include luxury concierge services.
North Forest Beach Vacation rentals in North Forest Beach put you in the heart of Hilton Head Island. Walk to numerous restaurants, shops and activites. Book your HHI vacation now.
Home Chose one of our luxury Hilton Head Vacation Rentals and be assured of a memorable vacation. Over 100 vacation homes and villas to chose from.
Golf Views Enjoy great views of the golf course in theses vacation rentals that are located on a golf course. Located in Sea Pines, Palmetto Dunes & Shipyard. Book online securely.
Sleeps up to 28 Planning a large group vacation has never been easier.If you are looking for a single property that can accommodate your group of 28 guests, start searching here!
Calendar of Events Check out this updated calendar of events on HIlton Head Island after booking your vacation rental. So many things to do you may want to stay longer than a week.
Sleeps up to 6 Perfect for couples, families or small groups, these vacation rentals on Hilton Head Island offer spacious comfort & close proximity to numerous activities.
Monthly Stays Come live like a local when you stay a month on Hilton Head Island. Snowbirds love our luxury rentals in Shipyard, Palmetto Dunes, Forest Beach & Sea Pines.
Everything Was Great Everything from start to finish was great! Island Time was easy to work with and communicated with us on a timely basis. This is our second time staying at this property and the fifth time renting a home on Quail Street. It is truly a hidden gem and the p
Shelter Cove Stay in Shelter Cove during your Hilton Head Island vacation and you will have easy access to the beach, shops, restaurants & entertainment. Book securely online.
Icône Properties Our collection of luxury Hilton Head beach rentals offer the finest in accommodations. Close to the beach, recently renovated & the most requested amenities.
Discover Our Passion The mission of Island Time vacation rentals on Hilton Head Island is to provide exceptional vacation experiences & lifelong memories for the entire family.
Private Homes Discover our Hilton Head house rentals with plenty of room for family on your next beach vacation. We offer homes in Sea Pines, Palmetto Dunes, & Forest Beach.
Ocean Club Villas Steps from te ebach, these beautiful beach rentals put Hilton Head Island activities & attractions at your doorstep. Features direct beach access, tennis courts & more!
Experience Hilton Head Experiencing Hilton Head Island is easy with Island Time Vacation Rentals. Each reservation with us receives a credit towards fun activities & equipment rentals.
Weather Find out the current weather on Hilton Head Island, as well as the best time to visit. Then book your beach vacation rental with Island Time Hilton Head.
Folly Field, Singleton, Driessen & Burkes Beach Book one of our beach rentals on Hilton Head Island and you can easily spend every day on the beach. Rentals located in Burkes Beach, Folly Field & Singleton Beach.
Great Place for the Family Wonderful house that was a few steps from the fantastic Hilton Head beach. Well maintained and plenty of relaxation space for our family.
Great Place to Stay We loved the location, great place to stay! And it was so clean! Will book again with Island Time
Sleeps up to 10 Large families & groups of friends find Hilton Head vacation rentals that sleep up to 10 guests offer the space & comfort they need on vacation. Search our rentals!
Getting To Hilton Head Island Travelling to Hilton Head Island is easy! Whether you choose to fly, drive, or catch a bus, Hilton Head is accessible to everyone who want to visit!
7 Junket Spa Remote Instructions
Workspace Come work & play on Hilton Head Island. This seletion of vacation properties offers the best of both worlds with a dedicated workspace & high speed internet.
Island Club This oceanfront villa complex on Hilton Head is centrally located, full of amenitites & steps from the beach.Guests enjoy large pool, & tennis/pickleball courts
Villamare Stay oceanfront In these luxury rentals on HIlton Head Island. Villamare offers amenities such as oceanfront & children's pool, indoor pool & fitness center.
The Island Time Story Learn more about the premier Hilton Head Island rental company - Island TIme. Discover why we provide the best in property managment on Hilton Head Island.
Testimonials Hear from our guests as to why we are the premier vacation rental company on Hilton Head Island. Then book your beach vacation with Island Time Hilton Head.
Family Reunion For Up To 24 Guests
Schooner Court This beautiful Sea Pines vacation villas offer views of the water, close proximity to Harbour Town shops, restaurants & activities. Great for couples or families
Family Reunion For 25-34 Guests
Sea Pines Chose from one of our luxury vacation rentals in Sea Pines on Hilton Head Island. 1 to 8 bedroom vacation accommodations, many offer views of the Atlantic Ocean
Tennis and Pickleball Included
Beachside Tennis Enjoy beautiful water views on Calibogue Sound during your stay at Beachside Tennis in Sea Pines on Hilton Head. Located across the street from South Beach Marina.
Heatable Pool View our Hilton Head vacation rentals with heatable pools. These Hilton Head rentals are perfect for enjoying the pool in all seasons.
Contact Us Contact Island Time Hilton Head with any questions or to book a vacation rental. We offer the best in Hilton Head Island vacation homes & vacation villas.
