Hilton Head Island Vacation Rentals (34 properties)

Our fully furnished condominium is less than a five minute walk to the beach, all paved access. Back deck overlooks the #18 tee-box of the Robert Trent Jones Golf Course. We are a short walk to the Palmetto Dunes Tennis Center, kayak and bike rental, general store, Alexander's Restaurant, and the Robert Trent Jones clubhouse. The entire condo has high speed wireless internet access. The first floor contains a fully-equipped kitchen; dining room with table leaf and seating for eight; living room with two couches, cable TV, VCR and DVD player; back deck with chairs, tables and a charcoal grill overlooking #18; and two full baths. The Master Bedroom has a king bed and cable TV. The second floor has two bedrooms, one with two full-sized beds and one with two extended length twins. Both bedrooms have full bathrooms and balconies.

Visit this lavishly decorated 6 bedroom, 7 bathroom home in Singleton Beach. Enjoy a private pool at ground level or a private hot tub on the roof level with ocean views. Short walk to the beach or enjoy a complimentary beach shuttle from Memorial Day to Labor Day. Just minutes from the island newest park and tennis courts.

Offering spectacular vistas this Hilton Head Island vacation house by owner is a perfect vacation retreat for large family gatherings or a group of friends.This elegantly furnished 6 bedroom vacation house in Hilton Head Island, South Carolina comes with 4 King bedroom suites, 1 Queen bedroom suite and 1 bedroom with two twin beds. Yellowdog by the Sea can sleep 12 adults and 4 small children comfortably for a total of 16 vacationers. The five en suite bathrooms (bath for twin bedroom is a few steps down hall) are well fitted, one with a spa baths/jetted tub, another with a regular bathtub and all have showers for your convenience. Stunning views will amaze you as you open the front door and pass through the entrance hall into the elegantly furnished living room of our vacation rental in Hilton Head Island for 12, which includes facilities such as TV/VCR, cable TV, DVD player and stereo for the entertainment of the entire family. The great room, which spans over 1,000 sq. ft., has a gourmet kitchen with granite counter tops, enormous dining table, luxurious seating areas, travertine tiled fireplace and floor to ceiling windows with 180 degrees of stunning ocean views. If you are a golf enthusiast then our Hilton Head Island vacation rental near golf course is an ideal place for you. Water sports lovers will be delighted to take advantage of swimming, water skiing, windsurfing and sail boarding as well. You can also take historical or eco tours in the neighboring towns of Bluffton, Beaufort, Charleston and Savannah, GA.

Located in beautiful North Forest Beach, a private residential community, this third house from the ocean is only 100 steps to the beautiful and uncrowded beach. The beaches of the neighborhood of this Hilton Head Island SC vacation rental by owner are among the most private on the island. This house being located in a peaceful and oceanic setting offers, besides views, complete solitude. Separated from the other three bedrooms is the master bedroom with a king-size bed and private bath. The other three bedrooms are located on the opposite side of the house, one of which has a king-size bed with a full private bathroom. The other two bedrooms share a bathroom and each have two twins beds. Our 4 bedroom South Carolina beach rental can accommodate 11 vacationers comfortably. From its gracious low country exterior to its pristine pool and landscaped site, this luxury vacation rental house in South Carolina is a pleasant vacation retreat for friends and family to share and enjoy. There is a fully equipped kitchen to cater to your gastronomic needs. Unique in design, this single-level home features a sunken living area and separate dining area. The dining area has vaulted ceilings and skylights and leads to the private pool. Enclosed off the dining area is the laundry room. This beautifully landscaped beach house rental South Carolina for 11 offers a fenced yard with large, heated (additional cost) pool, outdoor dining area, lounge area and grill. There is also a private shower off the pool area. Extras include a screened porch, multiple televisions, and a pool in a quiet and private yard, with heat available at an additional charge. A ten-minute walk along the beach or bike path will take you to Coligny Circle with its shops, fine and casual dining and markets. If golf fascinates you then our oceanfront vacation rental near golf course is a perfect place to put your base. You can also enjoy snorkeling, boating, fishing, sailing, windsurfing and para sailing. HiltonHead-Beach.com

Newly renovated beach cottage! This 3 bedroom, 2 bath home is freshly painted and furnished with new linens, furniture and TVs. Brand new Kitchen with granite countertops and new appliances. Located on the corner of North Forest Beach Dr. and Osprey Street, this house is the perfect getaway for a family or small group. The house is a 2 minute walk to the beach and a short bike ride to Coligny Plaza. Enter the house from the spacious front steps and deck, perfect for cathing the evening breezes. The living features a new sleeper sofa, flat screen TV and open kitchen. Great area to gather for food, TV and fun. The 2 guest bedrooms are to the right of the living room with a shared bath at the end of the hall. Each bedroom has a queen bed. The master bedroom is to the left of the living room, dining room and kitchen. Featuring a king bed and doors to the front patio, this room is quite spacious. The ensuite master bathroom is classically done with a free standing claw foot tub and seperate glass shower. The back yard features a large ground level pool and fenced in yard.

This quaint direct ocean front Nantucket style beach cottage just off of North Forest Beach Drive on Dune Lane just a short walk to Coligny Plaza is the perfect location for the small family getaway. There is a private pool and outdoor spa(that can be heated for an additional fee). Catch the balmy breezes and soothing sound of waves from the oceanfront gazebo. There are 3 bedrooms and 2 bathrooms (the king bedroom shares a bathroom with the queen/queenbedroom and the queen bedroom uses the hall bath). A great beach experience you will come back to year after year.

Offering a luxurious stay for a classic sun and sand holiday, 68 Night Heron, our Hilton Head Island SC vacation rental is perfect for taking a break from your daily schedules. This Hilton Head Island home near beach offers mesmerizing lagoon views and is close to many recreational venues. Our 2 bedroom house rental in Hilton Head Island can comfortably lodge up to eight guests. The well furnished bedrooms include a queen-size bed, two double beds and two twin beds. If you love cooking your own meals, then you will be delighted to use our fully equipped kitchen. There is a formal dining table as well that can seat six guests. Sorry, but no smoking and no pets. For your entertainment, there is a flat screen TV with a DVD and cassette player to keep you hooked to your favorite movies and music. Wireless Internet hookup is available in case you want to keep a tab on your emails or surf the web. Our Hilton Head Island home rental also offers you an indoor tennis court to challenge any of your friend or family member for some pre-breakfast matches of tennis. You can also revel in the community swimming pool for afternoon fun and frolic during your stay at this Hilton Head Island vacation home. There is a safe swimming beach located just five minutes drive away from our Hilton Head Island vacation rental home. You can also indulge in many water and outdoor sports like boating, fishing, sailing, windsurfing, horseback riding and much more. Shopping centers are also close by for you to stock up on supplies or buy your vacation memorabilia. This Hilton Head Island home near beach also has easy access to the dazzling casinos in the city where you can try your luck if you want to.

Relax in this great 2 bedroom villa located near Harbor Town in Sea Pines. Lighthouse Tennis features onsite tennis and pool and is around the corner from wonderful shopping, resturants and entertainment.

Located in a peaceful setting and surrounded by clump of trees, 2 Bayberry Lane, a Hilton Head Island vacation rental cottage is a perfect retreat for family or friends. This cottage is perfect in all respects. Enjoy the serene ambience and feel relaxed with facilities provided to make your stay pleasurable. The spacious, exquisite and well-lit bedrooms of our 3 bedroom cottage rental Hilton Head Island come with a king-size bed, a queen-size bed and a double bed to accommodate 10 vacationers. The views from bedrooms are awesome. There are 2.5 bathrooms, adequately fitted with showers and bathtubs. With designer furnishings and professional decorations, the living room of this Hilton Head Island vacation cottage looks splendid. It includes facilities such as wireless Internet access, DVD player and CD stereo for the entertainment of the entire family. The kitchen is fully equipped to cater to your culinary desires. During your stay at our Hilton Head Island cottage near beach, you can splash in the pool or simply relax in the spa. Moreover, nearness to the beach will let you enjoy numerous water sports such as sailing, Jet skiing, water skiing, windsurfing and kayaking. Take a ride to the town and enjoy live entertainment and night life along with tasting fabulous food and wines at a wide range of restaurants.

Located in the North Forest Beach area, 76 Dune Lane, our Hilton Head Island, SC vacation rental home is a cozy beach cottage for fun filled holidays with friends and family. Our 4 bedroom house rental in Hilton Head Island can comfortably lodge up to eight vacationers. Sleeping arrangements include three queen-size beds and a comfy double bed. There is a fully equipped kitchen with a breakfast bar to fulfill all your culinary desires and a formal dining table that can seat six. Those who are fond of grilled food can gather over sizzling cookouts at the private barbecue. Sorry, no smoking and no pets. For your entertainment, there is a TV with DVD player and a cassette player to stay hooked to your favorite movies and music. Our child friendly Hilton Head Island home rental also has a private swimming pool for you to revel in and a private hot tub to soak up yourself after a day full of outdoor adventure. You can also enjoy magnificent sunsets while sipping your favored drinks from the private furnished deck or the balcony at this Hilton Head Island vacation home. We also offer dedicated parking space for our guests. Our Hilton Head Island vacation rental home is close to a safe swimming beach where you can enjoy a host of beach activities and water sports. You can indulge in fishing, boating, sailing, windsurfing, kayaking, parasailing and much more during your stay at this Hilton Head Island home near beach. You can also buy gifts and souvenirs for your loved ones at the numerous art galleries, quaint shops etc that dot this place. There are numerous multi-cuisine restaurants nearby where you can sample some amazing cuisinesp>

With beautiful beach side location and spectacular ocean views, this Hilton Head Island SC vacation rental boasts everything needed for a great beach vacation. Besides luxurious amenities, our rental cottage provides easy access to wonderful outdoor activities including golf. Our 5 bedroom cottage rental Hilton Head Island is suitable for a family of 10 with kids. The plush bedrooms come well furnished with a king-size bed, queen-size beds and twin beds. There are three and a half adequately fitted bathrooms for your convenience. This seaside cottage comes complete with a fully stocked kitchen to take care of your culinary desires. The living room contains designer furnishings, a fireplace, flat screen TV, DVD player and stereo. This child friendly Hilton Head Island vacation rental cottage features a private swimming pool and gas barbecue grill for your enjoyment. If you are a beach buff then our Hilton Head Island cottage near beach is the right place for you. There is jet skiing, kayaking, windsurfing, parasailing, swimming, fishing and a lot to enjoy. Golf aficionados staying at this Hilton Head Island cottage near golf course can easily access excellent golf facilities for indulging in their passion.

Our beautiful Hilton Head House, a South Carolina vacation rental home by owner is a promising hideaway with family or friends. This home, being near to beach, offers vacationers everything necessary for a memorable and exciting beachfront vacation. Our Hilton Head Island home rental for 12 is close to the Town Park, which is the only public park on Hilton Head Island featuring ball parks, walking trails, tennis and basketball courts and a fenced dog park. Around 12 vacationers can curl up in the serene ambiance of our luxuriously decorated, Charleston style 4 bedroom Hilton Head Island home, which includes a king-size bed, a queen-size bed and a bunk bed. All our bedrooms are well equipped with entertainment facilities and can sleep up to 12 comfortably. The five well fitted bathrooms have spa baths/Jetted tubs and showers. For your indoor comfort and convenience, we have a deck and a fenced-in heated pool with a gas grill. Additionally, outside as well as inside shower is there for your use at this pet friendly Hilton Head Island home. There is an open kitchen with granite counter tops, great room featuring a cast-stone gas fireplace with custom bookcases on each side and a dining room overlooking the lagoon with fountain at the main level, where you'll find saturina floors and 10 foot high ceilings. There is also a whole-house speaker system with controls in each room, on the deck and by the pool for your enjoyment here. During your stay at our Hilton Head Island home near golf, you can also board the free shuttle to beach, which is just 100 yards away, for indulging in your favorite beach sport. You can take pleasure in water skiing, sailboarding, tubing and kayaking. A variety of restaurants are within an easy reach from your home, where you can taste some sumptuous cuisines.

If you are looking for a happening beachfront vacation with your family or friends then 20 Gannet Street, a Hilton Head Island SC vacation rental is a perfect place for you. This beautiful, second row beach home offers exotic vistas of ravishing ocean and desolated crème beaches. Our professionally decorated and capacious 6 bedroom house rental Hilton Head Island comes with a king-size bed, two split king-size beds, which can be turned into two twins, two queen-size beds and four twin beds to let 16 vacationers enjoy a sound sleep. The bedrooms flaunt splendid art work as well. For your convenience, there are seven bathrooms, adequately fitted with bathtubs and showers. Along with designer furnishings, the elegant and airy living room of this Hilton Head Island vacation rental home features facilities such as DVD player, CD stereo and wireless Internet access for your indoor pleasure. There is a well equipped gourmet kitchen to cater to your culinary desires as well. You can splash in the private pool at our Hilton Head Island house near beach or simply head for the beach to enjoy sailing, Jet skiing, water skiing, windsurfing and kayaking. In addition, taking pleasure in hiking, biking and horseback riding will be worth its ordeal. Enjoying night life and live entertainment after relishing sumptuous cuisines would be other delightful experience to be taken advantage of.

Located just steps from the beach, this Hilton Head Island SC vacation rental offers incredible ocean views. With a myriad of outdoor activities to indulge in and a host of amenities to savor, our home rental is a true beachside getaway.Our huge and spacious 7 bedroom house rental Hilton Head Island is suitable for up to 18 guests. The well furnished bedrooms include luxurious beds, TV, DVD player and VCR. To add more comfort to your stay, the six full bathrooms come aptly fitted with modern facilities. This home rental also features a fully equipped kitchen and an ocean view dining room.The great room, where you can spend a good time with your friends or family, hosts designer furnishings, a 50” flat screen TV, DVD player, VCR and wireless Internet access. This child friendly Hilton Head Island home rental spans over three levels with an expansive patio on each floor. Also, there is a beautiful kitchenette on the second floor while a lovely covered porch awaits you on the third floor. You will enjoy a gleaming private heated swimming pool, gas barbecue grill, Jacuzzi and a professional shuffle board with night lighting.Beach buffs can make their stay at our Hilton Head Island oceanfront home more enjoyable by indulging in their favorite water sport like deep sea fishing, windsurfing, sailing and kayaking. Golf aficionados will find excellent golf courses, where they can enjoy their tee time, nearby this Hilton Head Island vacation rental home. Museums, sightseeing venues, movie theaters, nightlife and live entertainment are also found within easy reach.

The scenery from here is unbelievable! With 7 bedrooms, this house is spectacular, has plenty of room and can accommodate your entire family. As you anxiously enter Mimi’s Place, you will feel as though this home is right out of the pages of Coastal Living! This freshly repainted oceanfront home has innovative wood ceiling throughout and is located on a quiet street in North Forest Beach. As you enter this tastefully furnished home, you will notice that just beyond the foyer, the living area on the entry level floor is complete with a flat screen television or if you wish, you can simply sit back and enjoy the wet bar while taking in the amazing ocean view. If you prefer a view from outside; step through the patio doors where you will find the pool, private spa and outdoor shower. Whether your wish is to take the sun sitting up or lying down, there is plenty of room for all. There are 4 guest bedrooms on this floor, all with fabulous views of the ocean and complete with TV/DVD and full bathrooms. Please don’t worry if your shorts get dirty from a day at the beach, the spacious laundry room has everything you need. Take the short climb to the 2nd level and you will notice that the home’s striking hardwood flooring completes the spacious living and dining area. The living area is furnished with a flat screen/DVD or you can escape with a book and enjoy the wet bar in the quaint sitting area. Also on this floor is the chef of the houses’ dream come true! This spacious fully equipped kitchen is complete with a double/oven and ample eating bar that leads into the dining area. The master bedroom, also on this floor, is all-inclusive with a king size bed, flat screen TV/DVD and a master bath where you may chooses to relax in the Jacuzzi tub or take pleasure in the distinctive walk in shower. The living/dining area and master bath all have access directly to the patio area where you can sit and enjoy what’s cooking on the gas grill, enjoy the ocean’s beauty or climb down the spiral staircase to enjoy the pool and hot tub below. Just a few more steps and you will find room for more! This area is furnished with two double beds and a full bathroom. The shared sitting area is perfect for playing games at the card table or challenging your opponent to a game of XBOX on the television. If you up for even more fun; take your opponent down stairs to the garage and challenge him or her to a game of ping pong! Just minutes walk to the beach and entertainment for everyone in your group; we can’t wait to see you at the beach! *Please note all TV’s have cable access and wireless internet is available. FOR A LIMITED TIME ONLY--Get 4 Free Kayak Trips or Bike Rentals with any week long stay!!

Located near the beach in a quiet, calm and green surrounding, 5 Robin Street, a Hilton Head Island SC vacation rental is a perfect hideaway for vacationing away from city hustle and bustle. Soak in the breathtaking vistas of ocean and greenery and make the most of your vacation with your family or friends. Our charming and wonderfully arranged 4 bedroom house rental Hilton Head Island comes with two king-size bed, a queen-size bed and two twin beds to let eight vacationers enjoy a sound sleep. The bedrooms are exquisitely decorated and allow in adequate natural light through large glass windows. The three bathrooms are aptly fitted with showers and other basic amenities for your convenience. The spacious living room of this Hilton Head Island home near beach has hardwood floors and is well carpeted. For your entertainment needs, it includes facilities such as TV and DVD player. The fully equipped kitchen includes eating bar and breakfast table. And, there is a formal dining room just around the corner. You can splash in the private pool or relax in the hot tub at our Hilton Head Island home near beach. They are completely private and surrounded by decking, tables, chairs, chaise lounges and grill for your outdoor catering facilities. This home is only steps away from our beautiful private beach, where you can take pleasure in fishing, windsurfing and para-sailing.

Newly Renovated and Just Steps to the Beach. This second row Forest Beach home has ocean views from all levels. Enjoy your time at the beach in this delightfully decorated beach home Just 100' from the beach. Take a break from the sun in the outdoor living area includes large screen porch with fireplace, summer kitchen, and cabana bath. Relax in the sun and enjoy the ocean views from the heated Pool and Jacuzzi. From the pool deck and through the front door of this incredible vacation home you will be amazed at the gourmet eat-in kitchen and dining area ,with seating for 16, open to the living area. On the first living floor you will find three bedrooms, including a King Guest bedroom with private entrance and handicap accessible bathroom. The second guest Queen bedroom with ocean view balcony and private bath. The third bedroom has Two Twin beds and private bath. There is sleeper sofa in the living area if more sleeping space is needed. The Laundry room with washer and dryer is conveniently located off the kitchen area. On the second living level, you will find the gracious Master Bedroom Suite, with private balcony calming ocean views, sleeper sofa, mini bar, garden tub and separate shower. There are 2 additional bedrooms on this floor. There is a King Guestroom with a private bath. This bedroom also has a private balcony with awesome ocean views and a sleeper sofa. The six and final guest room has a King bed with private bath The second floor has a cozy sitting area with a daybed and large flat screen TV. The home has an elevator that will service all floors from parking. There is plenty of parking for your family. Enjoy a game of ping-pong in the shade of the carport or enjoy showering off from a day at the beach in the quaint outside shower area.

This is the newest villa area in the seaside area of Palmetto Dunes Resort! Wendover Dunes is known for its location to the beach, spacious and open floor plans and beautiful kitchens! You will also love the extra large screened in porch after a day on the beach! Located on a quiet cul-de-sac with adjacent bike paths, you will enjoy the pool amenity center with hot tub, grills and chaise lounges or stroll the beach path in your flip flops to miles of beach and Atlantic Ocean. The villa offers three large bedrooms all with private baths. There are TWO (2)master suites with spa tub, separate shower and king-size bed. The other guest bedroom includes twin beds. The great room offers a pull out queen sleeper with access to a bathroom. This villa is equipped with HIGH SPEED INTERNET ACCESS for those guests that need to stay in touch. It is beautifully decorated and accessorized! Walk, jog or bike along the miles of beach and trails located within Palmetto Dunes. Fabulous 18 hole golf courses designed by Trent Jones, Arthur Hills and George Fazio are ready and waiting to make your vacation unforgettable. Enjoy tennis on one of the 23 clay or two hard courts. Shopping and restaurants await you at the nearby Shelter Cove with a bike pathway under the highway to a scenic marina and fabulous shopping at the Mall. The new outfitter is now open for you to take the time to explore the eleven mile lagoon in a kayak, canoe or even a fishing charter.

Enjoy Ocean Views from virtually everyroom. 7 Bedroom 8 Bath Key West style home just steps to Hilton Heads finest beach. Perfect for the whole family. Large gourmet kitchen To cater to your culinary desires opens to large living and dining area . You can splash in the private swimming pool or simply relax around it in the mild sun. Our Hilton Head Island villa near beach comes with a line of outdoor attractions. You can enjoy water sports such as sailing, water skiing, windsurfing and kayaking. For the pleasure of adventure lovers, there are activities such as biking and horseback riding to be taken advantage of. Arrays of restaurants offering delicious dishes are in close proximity as well.

Situated in a peaceful natural setting, 21 Night Heron, a Hilton Head Island, SC vacation rental offers refreshing views of the verdant and scenic surroundings. It is an ideal base for a fun filled beach vacation, relaxation and rejuvenation. Our 1 bedroom house rental in Hilton Head Island offers comfortable boarding for up to three guests. This vacation home includes a king-size bed and a day bed. The one full bathroom is adequately fitted for your convenience. There is a fully equipped kitchen to fulfill your culinary desires. The living room includes a TV, a DVD and CD/Stereo players along with wireless Internet access. This Hilton Head Island home rental features a large deck, where you can relax amid peaceful and tranquil surroundings. The nearby community swimming pool is an added delight, which will make your vacations more pleasurable. Our Hilton Head Island house near beach features a private boat dock. You can bring your own boat for maximizing your pleasure. Besides indulging in your favorite water sports, you can enjoy wildlife viewing, horseback riding and biking. For golf enthusiast there are excellent golfing greens within easy reach of this Hilton Head Island vacation rental home.