Vacation Home Rentals By Owner In Hilton Head, SC

Welcome to your Mediterranean dream home! A breathtaking Tuscan-style retreat perfectly situated along the tranquil 11-mile lagoon. This elegant residence features four spacious bedrooms, a bonus bunk room, and a fully air-conditioned private suite off of the garage, offering a total of four full bathrooms and one half bath, designed for luxurious comfort and effortless entertaining.brbrFrom the moment you arrive, classic architectural details set the tone. A traditional tile roof, arched windows throughout, wrought iron railings, and terracotta tile flooring, all evoking timeless Old-World charm. The open entry welcomes you with nautical inspired touches and leads into a spacious great room with inviting seating, a wet bar, and direct access to a private deck that overlooks the water. Just a few steps up is the main family room, where vaulted ceilings with exposed wood beams, large arched French doors, and an HDTV create a warm and relaxed gathering space for family and friends.brbrAdjacent to the family room is the formal dining area, which flows seamlessly into a gourmet kitchen designed to impress. The kitchen features custom cabinetry, high-end appliances, a gas cooktop on a center island, and bar seating for three. A cozy breakfast nook for four sits just off the kitchen, offering a perfect spot to start your day.brbrThe primary suite is a true retreat, featuring a king bed, HDTV, private balcony, and a walk-in closet with built-in shelving. The en-suite bath offers spa-like relaxation with a soaking tub and a beautifully tiled walk-in shower. The second bedroom includes a queen bed, HDTV, and an en-suite bath with a large tiled walk-in shower. Upstairs, the third guest bedroom features a queen bed, a grand Palladian window, an HDTV, and its own en-suite with a tiled walk-in shower. Right next door, the bonus room is designed with versatility in mind, offering a twin-over-double bunk bed and HDTV, making it ideal for kids or extra guests.brbrUpstairs is a comfortable open loft area with plush seating, an HDTV, and direct access to a rooftop terrace that provides stunning views of the water; the perfect setting for cocktails or quiet mornings.brbrOne of the home's standout features is the fully finished suite located inside the garage. This private space is equipped with central air conditioning and includes a king bed, HDTV, an en-suite bath with a large tiled walk-in shower, and direct access to the pool deck; an ideal option for in-laws or guests seeking privacy.brbrOutside, the Mediterranean ambiance continues with Spanish terracotta tile surrounding the pool deck, multiple balconies for shaded relaxation, and a private fishing dock offering direct waterfront enjoyment. Every detail of this home has been thoughtfully curated to provide a blend of luxury, comfort, and classic elegance.brbrSTR Permit# 077612

Tuscan-Style Waterfront Retreat!

Hilton Head, South Carolina, United States

Bed

Bath

Sleeps

$845.82

2nd Row Ocean! 5 Bedrooms, 4 Full baths, 2,500sq.ft. Next to Sea Pines Ocean gate.brbrYou will absolutely fall in love with this gorgeous South Forest Beach home! The property is located right outside the Sea Pines ocean gate and is second row to the ocean. That means you can actually hear the waves right from the house, and the path for the beach is directly behind the house. You will be at the beach in about 3 minutes! And not any beach, this is the best and most private beach on the Island! South Forest beach is a wonderful location because it is relatively quiet and peaceful and yet if you want action, walk or ride your bike on the beach in either direction. To the right about 1 mile is gorgeous Sea Pines Beach Club where you can eat, drink and shop. To the left about a 1/3 mile is the Marriott Grand Ocean. Enter by beach to the Loggerhead Landing Bar for great drinks and happy hour. Lounge on comfortable beach chairs overlooking the Atlantic Ocean! And one mile down is the famous Tiki Hut Bar also on the ocean. Volleyball courts are set up on the beach, or just keep your toes in the sand and a refreshing beverage in hand. All three places offer live music seasonally. Cut through the Tiki Bar to the street and there you will find Coligny Plaza for all kinds of shopping and dining.brbrUpon entering this ranch house, you are in a large open concept living area. The living room flows seamlessly in the kitchen and dining areas. This is the perfect place to spend your evenings as a family! The kitchen offers bar seating, gas range, updated appliances and plenty of counter space. Off the kitchen is a TV nook with a loveseat (with a small sleeper sofa) - a perfect spot for news in the morning. Just off the TV nook is a small bedroom with a twin trundle (2 twins). This room will use the hall bathroom. brbrOn the other side of the home are the other four bedrooms. The first is a cozy king suite, with a TV and a private bathroom with large walk in shower. The next two bedrooms have a king bed and a queen bed, both have TVs, and will share the hall bath. The fifth bedroom is separated a bit from the rest of the house by a small lounge with a sectional sofa and TV. The fifth bedroom features a king bed with TV and work space, and has a private bathroom. brbrCall today to book this one-of-a-kind Hilton Head home, only steps to the beach!brbr*This property allows a two dog maximum.

Second row to the ocean - 5 bedroom newly renovated & pet friendly beach home

Hilton Head, South Carolina, United States

Bed

Bath

12

Sleeps

$703.29

This lovely single level Palmetto Dunes home has undergone some recent updates in summer 2024! brbrUpon entry you are immediately drawn outside to the wrap around lagoon views! The large living room has plenty of seating for the whole family with two full size sofas and a couple of reading chair. Double French doors lead you directly outside to the pool area. The dining room also has full lagoon views over the pool and is open to the living room. The updated kitchen has a working island, updated appliances, Keurig, and a large skylight bringing in lots of natural sunlight. A cozy screened in porch can be accessed off the breakfast nook. This is the perfect little spot for your morning coffee or watching the kids in the pool. brbrThe first of the three bedrooms is just off the kitchen. In this room you will find a king bed, tv, sliding door access to the screened in porch and a private bath with a large walk-in shower. The other two bedrooms are on the other side of the home in their own wing. The second bedroom has a king bed, tv, French doors to the pool area, and a private bathroom with large tub and walk in shower. The third bedroom has two double beds, TV, and will share access to the hall bath with a walk-in shower. brbrThe backyard is a true shining star. This is where you will spend most of your evenings grilling, chatting and swimming in the pool! Overlooking a lovely pond with a water feature as the backdrop. The gorgeous Palmetto Dunes beaches are a quick bike ride down the road! This is a home you will come back to year after year! brbr***Pool heat is available for additional fee. Pool heat requests must be made at least 2 weeks prior to arrival date to ensure the best service. Please note it can take up to 24 hours for the pool to heat.

Lovely single level Palmetto Dunes home with a pool and lagoon views!

Hilton Head, South Carolina, United States

Bed

Bath

Sleeps

$578.04

What's not to love with this well thought out home and all it has to offer All three bathrooms just completed renovation in April 2024! brbrThe first floor consists of a large living room with ample beach-contemporary furniture providing seating for the whole family. Completing the living room is a large wall-mounted Smart TV for your pleasure. brbrAdjacent to the living room is the formal dining area with seating for six. The kitchen is large and open while providing all the necessities of home. With stainless steel appliances, two-tone updated cabinets and granite countertops it'll be a pleasure cooking a meal for the whole family. In the kitchen there's also a breakfast nook which seats four. Just off the kitchen is a newly renovated bathroom with custom walk-in shower. brbrBetween the kitchen and living areas you'll find the study, which is an excellent area to read a book or have a conversation. There's also a two-person arcade game! Completing the first floor is a large Carolina Room with two separate tables which combined can seat eight guests. Upstairs you'll find all the bedrooms. brbrThe Primary bedroom has a king bed, en-suite Primary bathroom and a private balcony which overlooks the huge backyard and lagoon! The newly updated Primary bathroom consists of a new two sink vanity and very large custom tiled walk-in shower! The first and second guest bedrooms each boast a queen bed and mounted HDTV. The third guest bedroom has a set of twin bunks and its own mounted HDTV. The newly updated guest bathroom on this floor is a tub and shower combination. There is an additional full guest bathroom which was just updated and is found downstairs next to the dining room. brbrOut back you're going to love your large patio with outdoor dining table and propane grill. The newly constructed pool is absolutely beautiful and features a large connected spa. The beach can be accessed by a short five minute or less drive, fifteen or so minute bike ride or by calling the Palmetto Dunes Buggy which is a seasonal and on-call shuttle service! brbrThe spa and pool can be heated (June 1st - October 1st) for an additional fee.brbr**BEACH RENOURISHMENT PROJECT*** brMid-November 2025 to Mid-March 2026 (Dates are subject to change) brThis project, undertaken by Hilton Head Island/Beaufort County, is vital for protecting the shoreline, maintaining a wide and beautiful beach for everyone to enjoy, and ensuring the long-term health of the coastal ecosystem. brbrNo pets are allowed at this property.

Beautiful Colonial-style Home with Lagoon Views and Newly-Constructed Pool!

Hilton Head, South Carolina, United States

Bed

3

Bath

10

Sleeps

$1025.3

Experience true island luxury in this beautifully renovated four bedroom, five bathroom lagoon-front retreat, perfectly positioned on one of the widest stretches of the scenic 11-mile lagoon system in Palmetto Dunes. Just a short stroll to Palmetto Dune's pristine beaches, this exceptional home offers the ultimate in coastal living with elegant interiors and a truly spectacular outdoor setting.brbrInside, you'll find gleaming hardwood floors and a flowing layout designed for both relaxation and entertaining. The formal dining room is tastefully appointed with elegant décor and is located adjacent to the great room, which opens through French doors directly onto the walkover bridge that spans the sparkling pool below. A wall of windows in the great room floods the space with natural light and offers stunning views of the tropical backyard and tranquil lagoon beyond.brbrStep outside into a backyard oasis where palm trees sway over a crystal-clear pool with an elevated waterfall; uniquely situated directly beneath the walkover bridge. This rare and visually striking feature creates a dramatic centerpiece for the outdoor living space, while also adding to the soothing, resort-style ambiance. Beyond the pool, a private dock with built-in seating invites you to take in the panoramic water views, launch a kayak, or simply relax and soak in the serenity of this one-of-a-kind setting. Multiple outdoor seating areas, including chaise lounges and a high-top table for casual dining, offer ample space for entertaining or peaceful relaxation.brbrThe chef’s kitchen is outfitted with high-end stainless steel appliances, abundant cabinetry, and a functional layout that makes everyday cooking or hosting a breeze. A built-in workspace with a chair and TV adds versatility and comfort, while a cozy breakfast nook with seating for four provides a cheerful spot to enjoy morning coffee or casual meals.brbrThe family room offers a relaxed gathering space complete with an HDTV, wet bar, and bar seating, perfect for casual evenings with friends and family. The game room features a full-size pool table and walkout access to the patio, providing unobstructed views of the lagoon and a seamless indoor-outdoor experience.brbrThe private primary suite is a peaceful retreat featuring a king bed, spa-inspired en-suite bath, and direct access to the private patio with views of the lagoon. The second bedroom also includes a king bed and en-suite bathroom, along with its own private balcony. The third bedroom features two twin beds and a private en-suite, making it perfect for guests or children. The fourth bedroom features a queen-size bed, and en-suite bathroom. Two additional half baths add convenience throughout the home. Each bedroom is equipped with an HDTV to ensure comfort and privacy.brbrAdditional features include a circular driveway for ease of access and elegant uplighting around the pool that enhances the nighttime ambiance.brbrLocated in the prestigious Palmetto Dunes Oceanfront Resort community, enjoy four miles of private beach access, three championship golf courses, world-class tennis and pickleball facilities, scenic bike trails, a marina, dining, and boutique shopping.brbrWhether you're seeking a luxury island escape or a peaceful waterfront retreat, this one-of-a-kind lagoon-front home delivers the very best of Hilton Head Island living.brbrNo pets are allowed at this property. brbr*The pool may be heated for an additional cost if requested in advance. (Seasonal)brbrLicense #: 056472

Tropical Waterfront Oasis

Hilton Head, South Carolina, United States

Bed

Bath

Sleeps

$1576.53

This large six bedroom and seven bathroom home has everything you'll need to provide a perfect vacation for your whole family! All furniture in the entire home has been replaced and there are too many updates to name!brbrThe sprawling chef-style kitchen boasts features such as quartz countertops, custom cabinetry and high-end stainless steel appliances. The kitchen will be fully-stocked with everything you'll need to create a family meal every night of the week, if you so choose. There is a full-size guest bathroom off the kitchen with a walk-in shower.brbrOff the kitchen is a breakfast nook which seats eight. In addition to this breakfast nook is a formal dining room which also seats eight.brbrThere are two communal points in the home, a family room and a great room. The great room provides a large amount of seating and is great for family game night and conversation. The family room is the main TV viewing area while also providing ample seating. brbrThe primary bedroom is huge with its king bed, seating area, TV and en-suite primary bathroom. The primary bathroom has a quartz topped double sink vanity, sunken tub and separate walk-in shower.brbrThe first guest bedroom consists of a king bed, TV and an en-suite guest bathroom. The attached guest bathroom has a walk-in shower with a separate tub as well!brbrThe second guest bedroom has a king bed, TV and its own en-suite guest bathroom. This guest bathroom is also a walk-in shower.brbrThe third guest bedroom also contains a king bed, TV and an en-suite guest bathroom. The guest bathroom consists of a walk-in shower.brbrThe fourth and fifth guest bedrooms both boast two double beds and a TV, each with its own bathroom consisting of a walk-in shower.brbrUnder the home is a large game room with air hockey, pop-a-shot and various other activities! Behind the home is a large screened-in Carolina room with plenty of seating options for a comfortable coffee and chat. The back porch leading to the pool boasts even more seating options as you take in the sun! Enjoy your very own private pool!brbrThe location is perfect, being a one or two minute walk to the Dunes House Oceanfront bar and grill! Beach access is just as close!brbrThe pool can be heated (June 1st - October 1st) for an additional fee.brbrNo pets are allowed at this property.

Large Sprawling Home Very Close to the Beach and Activities!

Hilton Head, South Carolina, United States

Bed

Bath

Sleeps

$728.03

Every detail has been attended to in this immaculately kept and beautifully decorated three bedroom, three and a half bathroom home! brbrAs you enter you're greeted by the home's open concept and vaulted ceilings in the living, dining and kitchen areas. The kitchen is updated with stainless steel appliances including a gas stove for you chefs out there. Custom cabinetry, granite countertops, and a large island with seating for four round out this gorgeous kitchen. There is a kitchen nook with a workstation for those who need to get work done while on vacation. brbrThe dining room is adjacent to the kitchen and provides comfortable seating for six. This is in addition to the kitchen island bar seating for four.brbrThe living room is large and provides ample seating for your family and friends. All the furniture is new, comfortable and of a beach-contemporary theme. A large wall-mounted Smart TV is available and includes cable. Several windows let in natural light and provide stunning views of the Palmetto Dunes 11 mile lagoon system and Robert Trent Jones golf course! brbrDown the hall from the living room are the three bedrooms. All of the furniture in these bedrooms are new. The primary bedroom consists of a king bed, Smart TV and an en-suite primary bathroom. The primary bathroom is enormous and beautifully updated with its two-sink vanity, custom-tiled walk-in shower and separate soaking tub! brbrThe first guest bedroom consists of two twin beds, Smart TV and its own en-suite guest bathroom. This guest bathroom is also completely updated and includes another custom-tiled walk-in shower.brbrThe second guest bedroom has a queen bed, Smart TV and, of course, its own en-suite guest bathroom. Much like the other bathrooms, this bathroom is totally updated and has a lovely custom-tiled walk-in shower.brbrOutside this fantastic home there is much to boast about. Off the kitchen and dining areas is a Carolina room with several seating options to enjoy the view and the cool breeze! The back deck is immense and goes across the entire back of the home. Amenities include a porch swing, multiple chaise lounges to soak in the sun, a large outdoor dining table and chairs and a propane grill. brbrDown the back deck stairs is the immaculately attended pool and grounds, which lead into the 11-mile lagoon system! The pool is quite large and will provide an excellent respite from the Carolina heat in the summer. brbrThe beach can be accessed by a short bike ride or by calling the Palmetto Dunes Buggy which is a free on-call shuttle service that runs seasonally!brbrPool heat is available (June 1st-October 1st) for an additional fee.brbrNo pets are allowed at this property. brbrLicense #: 060946

Beautifully Decorated Home with Lagoon and Golf Course Views!

Hilton Head, South Carolina, United States

Bed

Bath

Sleeps

$1987.65

9 Singleton Beach, Hilton Head Island. This oceanfront gem is a 10/10 with awe-inspiring views! Ideal for multiple families, this stunning seven-bedroom, five-and-a-half-bathroom home spans three stories with an elevator. Professionally decorated, it boasts breathtaking panoramic views from most rooms. Four oceanfront bedrooms feature private balconies, while the remaining three offer views of the salt marsh. The garage houses a game room with a pingpong table and spare fridge, adding to the fun and convenience of your stay. Every reservation includes up to $1000 in FREE activities, ensuring an unforgettable experience for all guests. Whether you re seeking relaxation or adventure, 9 Singleton Beach offers the ultimate vacation getaway.brbrFREE activities included with our signature Southern Hospitality Pass! Your pass includes one free round of golf daily at partner courses like the Heritage Collection and the Brown Group. Note: This is per day, not per person. You also receive one free round of miniature golf each day at Adventure Cove and one complimentary bike from Island Cruisers to start your stay. brbr9 Singleton Beach Pl, Hilton HeadbrbrFirst Floor: Kitchen, Living Room, Dining Room (table seats 10 and bar seats 6), Half Bathroom, Laundry Room, Access to Pool Grill (Propane Included), Dining for 6brBedroom 1: First Floor, King Bed, TV, Ensuite Bathroom (Walk-in Shower)brbrSecond Floor:br- Bedroom 2: Second Floor, Two Queen Beds, TV, Ensuite Bathroom (Tub-Shower Combo)br- Bedroom 3: Second Floor, King Bed, TV, Ensuite Bathroom (Walk-in Shower and Tub), Balcony (Private)br- Bedroom 4: Second Floor, Primary, King Bed, TV, Ensuite Bathroom (Walk-in Shower and Tub), Balcony (Private)brbrThird Floor: Laundry Roombr- Bedroom 5: Third Floor, Two Twin Beds, Twin over Twin Bunk, Ensuite Bathroom (Tub-Shower Combo)br- Bedroom 6: Third Floor, King Bed, TV, Ensuite (Walk-in Shower and Tub), Balcony (Private)br- Bedroom 7: Third Floor, Primary, King Bed, TV, Ensuite Bathroom (Walk-in Shower and Tub), Balcony (Private)brbrGround Level: Game Room, Ping Pong Table, Spare Fridge, TVbrbrParking: 6 Cars (Garage 2, Driveway 4)brbrElevator: 30 x 39 (Our properties and elevators are not ADA compliant.)brbrPool: 19 x 8 , The pool can be heated up to 88 degrees for an additional $1000/week and $500/week for the spa, however it is not available from Memorial Day- Labor Day. Pool/Spa heat must be added over the phone with a Guest Ambassador after the booking has been made. Last minute requests are not guaranteed and subject to a fee. We cannot guarantee pool heat maintains when the air temperature is below 60℉. This fee is not included in VRBO total and will be added once your reservation has been made. br* Please note this spa doesn't have active jets, this is a soaking spa.brbrINCLUDED WITH RESERVATION:br- Linens, bedding and bath towelsbr- Starter amenities (1-3 day s worth) including: bar soap, shampoo, conditioner, lotion, dish detergent, dish soap, kitchen trash bags, laundry detergent, one roll of paper towels, toilet paper, 2 rolls per bathroom.br- Free Activities: Golf, Mini Golf, Bicycle Rental (1 round of golf per day, 1 round of mini golf per day, 1 bicycle per reservation)brbrNOT INCLUDED WITH RESERVATION:br- Beach Towelsbr- Beach Chairs, Pool Toys, Beach Wagonsbr- Children s Items (Cribs, Highchairs, etc.)br* These items can be rented for an additional charge. We can provide recommendations, as needed, or you can use any company of your choosing.brbrPAYMENT SCHEDULE: To secure a reservation, we require a 50% deposit upfront and the balance payment due thirty days prior to arrival via Visa, Master, Discover, American Express. ID Verification is required. brbrTOWN OF HILTON HEAD ISLAND STR PERMIT #072928

9 Singleton Beach, Ensuites in Every Bedroom, Oceanfront

Hilton Head, South Carolina, United States

7

Bed

7

Bath

20

Sleeps

$754.68

Welcome to Your Perfect Hilton Head Getaway!brbrThis spacious 4-bedroom home is designed for comfort and relaxation, making it the ideal spot for your next vacation. Located in a prime area, the open-concept layout provides plenty of room for everyone to unwind and enjoy.brbrInside, you'll find a large, fully-equipped kitchen with a central island great for meal prep or casual dining. The kitchen flows seamlessly into the bright living room, which features high ceilings, oversized windows that fill the space with natural light, and a large smart HDTV for entertainment. The formal dining room across from the kitchen offers a comfortable space for family meals or gatherings.brbrThe primary bedroom, located on the first floor, features a king-sized bed, a double-sink vanity, and a walk-in shower, along with a separate soaking tub for extra comfort.brbrUpstairs, there are three guest bedrooms, each designed with comfort in mind. One bedroom has a king-sized bed, another has two queen beds, and the third offers two twin beds that can easily be converted into a king for flexibility for an additional fee.brbrOutside, you’ll find a private pool, perfect for relaxing or enjoying with family and friends. Additionally, a hot tub is included in the rental, offering a perfect spot to unwind after a long day.brbrWith plenty of space and all the amenities you need, this home is the perfect spot to relax, enjoy, and make lasting memories. Book your stay today!brbrThe pool can be heated (June 1st - October 1st) for an additional fee. brHot tub heat is included in the price of the rental year-round.brbrPool Size: 26'x12'brbrPermit ID# 026291

Welcome to Your Perfect Hilton Head Getaway with a hot tub!

Hilton Head, South Carolina, United States

Bed

Bath

Sleeps

$544.1

Relax and unwind in your own private oasis, where the pool sits beside the award winning Robert Trent Jones Golf Course. With expansive, sweeping views, this serene retreat offers the perfect balance of peaceful solitude and unforgettable moments. The open, airy space invites you to embrace the natural beauty all around, creating a tranquil atmosphere where you can truly feel at ease.brbrInside, the fully equipped kitchen has everything you need to prepare home cooked meals, and the charming breakfast nook, with views of the pool and golf course, comfortably seats six. For more formal meals, the adjacent dining area also accommodates six guests.brThe spacious living room, with its cozy sectional sofa and HDTV, offers a perfect place to relax. And with direct access to the private deck, it’s easy to take the indoors outside for a seamless flow of relaxation and entertainment.brbrThe primary bedroom is a true retreat, featuring a king-sized bed, a comfy chair, and an HDTV. It also boasts private access to the deck, so you can step outside and enjoy the peaceful surroundings whenever you like. The en-suite bathroom is a personal sanctuary, with a large sunken tub and a separate walk-in shower.brbrThe second bedroom offers a queen bed, an HDTV, and a private en-suite bathroom with a tub and shower combination. Upstairs, the third bedroom is ideal for kids or guests, with two double beds, an HDTV, and its own en-suite bathroom, complete with another tub/shower combo.brbrThe fourth bedroom, located downstairs off the kitchen, features a king bed, an HDTV, and direct access to the pool area through a private door. Plus, there’s an additional full bathroom just off the main hall for added convenience.brbrPlease note: No pets are allowed in this property. brbrPermit#076842

Large four Bedroom Four Bathroom Home on Robert Trent Jones Golf Course!

Hilton Head, South Carolina, United States

Bed

Bath

Sleeps

$699.95

HILTON HEAD ISLAND. The ultimate vacation home! Located in the beautiful Palmetto Dunes Plantation, this adorable three-bedroom home is perfect for your next Hilton Head Island Getaway. It offers the best of everything, including an amazing private backyard, and is only three rows back from the beach with direct beach path access just a few steps from the beach!brbrAs you enter this one-story home, you will find a beautiful decorative white brick fireplace as the focal point to the open-concept main living and dining area. With plenty of room to spread out, the space is airy and bright with whitewashed oak wood flooring throughout, and a wall of windows overlooking the large private backyard and pool/spa area. Quick walk to the beach on the private beach path from the backyard. The living room area is spacious with comfy seating, and the dining area has a large dining table with enough seating for 8. The screened-in porch with ceiling fan overlooking the back yard offers the perfect bug free place to enjoy a morning cup of coffee, an afternoon glass of iced tea, or an evening cocktail. The kitchen is nicely updated with stainless steel appliances. Conveniently located next to the kitchen is a breakfast nook and a laundry room with a full-size washer and dryer and an additional half bath.brbrThe large master bedroom offers a king bed, flat screen TV, and a private bathroom with double sink and shower. This room also has a door leading to the backyard/pool/spa area. The second bedroom has two queen beds, flat screen TV, and the third bedroom has one queen bed and flat screen TV. The updated hall bath offers a sink and tub/shower combination. The large backyard offers an amazing pool* with an infinity spa* that provides soothing waterfall sounds, plenty of patio space, a gas grill for outdoor grilling, dining area for 6, and firepit and lounge chairs for those chilly evenings.brbrThis adorable house is close to all the amenities the Island has to offer—amazing beaches, great shopping, restaurants, tennis, golf, pickleball, and more!!!br*Rental bonus - 2 free hours of tennis or pickleball per day!brbrPool and spa heat are available for additional fee. Pool and spa heat requests must be made at least 2 weeks prior to arrival date to ensure the best service. Please note it can take up to 1 hour for the spa to heat and 24 hours for the pool to heat.brbrPermit # 073694

3 Bed/2.5 Bath Vacation Home in Palmetto Dunes with Free Tennis or Pickleball

Hilton Head, South Carolina, United States

Bed

Bath

Sleeps

$3959.41

Amazing oceanfront home…..your ideal vacation getaway! This home is perfect for entertaining with eight bedrooms, eight full baths, 1 half bath and large living areas with large flat screen TV's and relaxing sitting areas to enjoy the beachfront life. Featuring spectacular ocean views, large pool, hot tub and outdoor seating with private access to the beach!brbrNine steps leads you to the grand entrance of the home. The first floor den greets you with cozy furniture, including a sleeper sofa, decorative fireplace, TV, and a large slider overlooking the pool and ocean beyond! Upon entering the home immediately to the right is bedroom #1 which has a king bed, flat screen TV, sliding doors to the pool area, and a private bathroom with shower. Bedroom #2 has a king bed, flat screen TV, and a private bathroom with a shower. There is also a powder room in the hall between these two bedrooms. On the other side of the living room is Bedroom #3 with King bed and ocean views, flat screen TV, access to the hall bathroom with a stall shower, this bathroom also has a washer and dryer. This bedroom also has a door that leads out to the deck/ pool area. Bedroom #4 has a king bed, tv, and a private bath with large shower. Bedroom #3 and #4 area connected by a glass door but have also been blocked by blackout curtains for privacy. To the left of the entrance you will find 7 stairs leading you to bedroom #5. This room has 2 Queen beds, flat screen TV and a private bath with shower. Nineteen steps will lead you to the second level of this beautiful home. On this level you will find bedroom #6 with a king bed, flat screen TV, and a large private bathroom with a walk in shower. Bedroom #7 is located on this same side of the house, with stunning ocean views, decorative fireplace, and a separate room with a reading chair and desk that overlooks the ocean and a private bathroom with a walk-in shower. Also, on this second level you will find the second living room with ocean views, 3 sofas, flat screen TV. Directly behind the living room is a table for 6. Next is the lovely kitchen that overlooks the ocean and has a dining room table with seating for 10. The kitchen has a door that leads out to the upper level patio. The kitchen also has a second washer and dryer and an additional fridge. 5 more steps up will take you to bedroom #8 which has a king bed and a bunk bed with a trundle pull out and a flat screen TV. This bedroom has a walk-through closet and a private bath with a shower.brbrOutdoors you will find the private pool area complete with a spa, outdoor dining table, lounge chairs, and an outdoor shower. There is a spiral staircase that leads you to the 2nd floor balcony which can also be accessed through the inside of the home. On the 2nd floor balcony there is a propane grill and a table for 6. This spectacular home will not disappoint! Only two minutes away from Palmetto Dunes golf courses.brbrPool and spa heat available for additional fee. Pool and spa heat requests must be made at least 2 weeks prior to arrival date to ensure the best service. Please note it can take up to 24 hours for the pool to heat.brShort Term Permit #022590

Gorgeous oceanfront beach home with private pool in Palmetto Dunes sleeps 22

Hilton Head, South Carolina, United States

Bed

Bath

Sleeps

$898.34

2 Cedar Wax Wing is a Sea Pines Hilton Head 4 bedroom with private baths home near the South Beach area. This single level home has two parking areas, a strong WiFi and is very spacious with two living areas and a beautiful kitchen with granite counter tops, stainless steel appliances and updated, cabinets. There is an easy flow from the kitchen to the dining area and the two living rooms.brbrAs you walk up to the home, the inviting, private pool is at the front of the house. Upon entering the front door there is a casual living room on the left side with a large, sectional sofa. To the right of the front door is another living room, the dining room and kitchen. Two small decks can be found off of this area where you can relax after a day at the beach. The dining area has a huge wooden table with enough seating for 12 - 14. Guests will enjoy the large, open kitchen with tons of counter top space. This open living and dining area has beautiful vaulted ceilings with wood beams. The living room also features a 50 inch flat panel TV as well as a sleeper sofa for additional guests.brbrOff of the living area is a bedroom with a king size bed and a trundle bed with 2 twins. It has a private bath with double sinks, a separate shower and large whirlpool tub. This bedroom also has access to the front pool area. On the other side of the house, past the second living room, are the three other bedrooms. The first bedroom has a king size bed, a trundle bed with 2 twins and a French door leading to a small deck. It also has a private bath with a shower. The second bedroom also has a king size bed with a private bath with separate shower. The third bedroom has a king size bed with a door to a small deck. It has a private bath with the standard tub/shower combination. Additionally, there is a half bath off of the living area. This charming 5th row ocean home is a mere 2 or 3 minute walk to the beach. It is the perfect home for a family vacation with its open floor plan and the spacious living areas.

5th Row, Sea Pines-South Beach, Private Pool, Private Path to Beach, 4 EnSuites

Hilton Head, South Carolina, United States

Bed

Bath

14

Sleeps

$2438.13

True Southern Living at its finest! This gorgeous Sea Pines home with an open floor plan, ideal indoor/outdoor living, tons of natural sunlight, and steps to the world-famous sandy beaches of Hilton Head, this home is a true gem! brbrComing soon!!!br*New heatable pool* and spa* currently being installed now will be ready for guests May 30th!*brbrThe sun filled living room greets you upon entry. The large great room is perfect for entertaining and family nights gathered together. The oversized kitchen island is the center of the home, surrounded by top-of-the-line appliances, and flowing seamlessly to the dining space and through the sliding glass doors to the gorgeous screened in porch. This is where you will spend most of your time, outdoor living at it’s finest! brbrOn the main level you'll find a private office space/den, with a built in desk and a sleeper sofa. This room has a private bathroom with a walk in shower. The main bedroom has a king bed, private bathroom with a double vanity, large soaker tub and an oversized walk in shower. brbrThe second level has four bedrooms. The first is a small bunk room with four twin-size built-in bunks. Each bunk has its own light and charging station. The bunk room will share a bathroom with the neighboring king bedroom. The next three bedrooms on this level have king beds and private bathrooms with large walk in showers. brbrNext to the house runs the beach path leading down to the white sand beaches! Within minutes your toes are in the sand, your beach chair can be set up and it’s time to relax! brbr*Pool and spa heatable with additional feebrPool dimensions 21' 8 x 11'brSpa 6'5x6'5brbr*Free shuttle service through Sea Pines Trolley available March through September.

New Pool! minutes to Hilton Heads best beaches, 7 Grey Widgeon Sea Pines

Hilton Head, South Carolina, United States

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14

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$1034.47

Stunning 4-Bedroom Lagoon-Front Retreat in Palmetto Dunes — Steps from the BeachbrbrEnjoy one of the most spectacular views in all of Palmetto Dunes from this newly updated 4-bedroom, 3-bath vacation home. Overlooking long, serene lagoon vistas and multiple fairways, this single-level getaway is perfectly situated just a short walk from the beach.brbrDesigned for comfort and relaxation, the home features a private heatable swimming pool* and exceptional outdoor living spaces, including a large sun deck, outdoor kitchenette, entertainment area, and a private dock on the renowned 11-mile lagoon system—perfect for kayaking, fishing, or simply taking in the scenery.brbrInside, the spacious primary suite features a king bed, tv, cozy sitting area with sleeper sofa and a private bath with double vanities, a glass walk-in shower, dual walk-in closets. The additional bedrooms are on the other side of the home. One of the bedrooms will be a kid's haven, with two bunk beds--perfect for families! The bunk room will share the hall bath with the queen bedroom. The queen bedroom has a gorgeous view of the lagoon and pool with easy access onto the deck through a sliding glass door. The fourth bedroom features a king bed, tv, a twin sleeper sofa, and had a private bathroom with double vanity and walk in shower.brbrGuests will love the bright Carolina room with cathedral ceilings, wet bar, and mini fridge, all showcasing the home’s expansive views. The updated kitchen offers granite countertops and opens to a charming breakfast area, ideal for gathering before a day of adventure.brbrWhether you’re relaxing by the pool, entertaining outdoors, or exploring everything Palmetto Dunes has to offer, this beautifully refreshed vacation home delivers the perfect island experience.brPermit # 077238 brbrFeatures include two car garage and large circular drive for plenty of parking.brPet Friendly with non-refundable fee.brPool heated for additional fee.brFree shuttle service through Palmetto Dunes Buggy available April through September.

Amazing & newly updated Palmetto Dunes Resort Pet Friendly Home

Hilton Head, South Carolina, United States

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Bath

Sleeps

$691.46

Enjoy stunning lagoon views from your own private pool and spa or walk to the ocean in less than ten minutes. Nestled among live oak trees draped with Spanish moss, and overlooking a lush landscape, this private oasis is the perfect place for your next beach vacation, golf outing, or family getaway. This single-story island retreat offers all the comforts of home just steps from the ocean. brbrThe spacious primary bedroom, located at the back of the home, boasts a luxurious king bed, an HDTV, and has been beautifully updated with a brand new en-suite bathroom. The bathroom includes a large tiled walk-in shower, a freestanding tub, and double sink vanities. For added convenience and modern luxury, the vanity mirror is a modern frameless LED anti-fog dimmable wall-mounted mirror.brbrThe second primary bedroom, located at the front of the home, also features a king bed, an HDTV, and a private wet bar. It is complemented by a beautifully appointed en-suite bathroom with a large tiled walk-in shower and double sink vanity.brbrThe third bedroom is equipped with a queen bed and a comfortable sitting area, which includes a sleeper sofa and HDTV. This room also provides direct access to the private deck, making it a perfect spot for relaxation.brbrThe fourth bedroom includes two twin beds that can be converted into a king bed for an additional fee. This room features a brand new bathroom with a modern vanity mirror and a large tiled walk-in shower. It also offers a desk, making it an ideal space for those needing to work or attend school while enjoying the island life.brbrThe fully-stocked, gourmet kitchen is designed for cooking enthusiasts, featuring stainless steel appliances, granite countertops, and a convenient two-person breakfast bar. The adjacent dining area comfortably seats eight and offers beautiful views of the lagoon, creating the perfect ambiance for meals.brbrThe home’s open floor plan, with high ceilings, seamlessly connects the kitchen and dining areas to the spacious living and family rooms. Guests can unwind in the spacious living room or enjoy a movie on the 65-inch Smart TV in the family room.brbrFor those who need to stay connected, the home features an internet booster and wall-to-wall WiFi, ensuring smooth connections for work or school, all while enjoying the tranquility of island life.brbrStart your day with a coffee and peaceful lagoon views from the sprawling backyard deck which has a gas grill, ample seating, and an outdoor eating area. Enjoy a round of golf at the nearby Robert Trent Jones and George Fazio designed courses. If you want to go to the beach and avoid the crowds, this is where you want to be. Private beach access is located just at the end of the street. After a fun day at the beach, rinse off in the outdoor shower before cooling off in the pool or relaxing in the spa. brbrThe spa can be heated (June 1st- October 1st) for an additional fee.brbrNo pets are allowed at this property. brbrPermit ID# 027688

4 BR Home, Private Pool, and Spa on Tranquil Lagoon

Hilton Head, South Carolina, United States

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Bath

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$834.9

Welcome to 99 Sandcastle Court, a luxurious coastal retreat built in 2020, nestled within the exclusive gated community of Sandcastles by the Sea on Hilton Head Island. Perfectly positioned just a short, breezy walk from the pristine sands of Folly Field Beach, this stunning home offers the ideal blend of elegance, comfort, and coastal charm, a true haven for families and beach lovers alike.brbrFrom the moment you arrive, you’ll notice thoughtful touches designed to make your stay effortless. A modern elevator whisks your luggage to any floor, so you can skip the hassle and start relaxing right away. Inside, you’ll find meticulous attention to detail in every finish, a space crafted for seamless vacation living and unforgettable memories.brbrAt the heart of the home, a fully equipped gourmet kitchen awaits, featuring high-end appliances, quartz countertops, and everything you need to prepare and enjoy delicious meals. The kitchen opens to a spacious dining area for ten, with additional seating at the island breakfast bar, perfect for morning coffee or casual family meals.brbrAfter a sun-soaked day, unwind in the bright and airy living room, or step out onto one of two private balconies to enjoy an evening breeze.brbrThis expansive retreat comfortably accommodates up to 16 guests across six beautifully appointed bedrooms and four full bathrooms. The master suite on the second floor features a king bed, a private balcony, and an en-suite bathroom with a walk-in shower. Additional bedrooms feature a mix of king and queen beds for versatile sleeping arrangements. The top-floor bunk and entertainment room serves as a perfect hangout for kids or larger families, complete with cozy sleeping spaces, games, and entertainment options.brbrStep outside and discover your own private oasis, a heated pool surrounded by a spacious 25' x 15' patio. Lounge in the sun, watch the game on the outdoor 55 TV, or fire up the gas grill for an evening of al-fresco dining under the stars.brbrAt 99 Sandcastle Court, every detail has been curated to create a memorable, worry-free vacation experience. Whether you are savoring quiet mornings by the pool, exploring the island’s world-class restaurants and golf courses, or simply relaxing with loved ones, this home is your perfect Hilton Head getaway.brbrAs local owners who once called Hilton Head our favorite vacation spot, we are thrilled to share it with you. Please don’t hesitate to reach out for dining tips, local attractions, or hidden island gems; we love helping guests make the most of their stay.brbrPlease note:br• The pool can be heated to approximately 85°F when the outside temperature is above 60°F. During cooler weather, temperatures may vary due to system limitations.br• Due to severe allergies, no animals are permitted on the property.br• The owners occasionally enjoy this home. Due to documented medical conditions, the presence of animals, including assistance animals, would pose a serious health risk to the owner. For this reason, we are unable to accommodate any animals on the property.

Luxury 6-Bedroom Home with Private Pool, Elevator & Family-Friendly Comfort

Hilton Head, South Carolina, United States

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Bath

Sleeps

$693.55

This stunning 3 bedroom, 2 bathroom vacation home on Hilton Head Island has been meticulously renovated to bring the calming essence of the coast indoors. This home sits on a quiet cul-de-sac and is just short walk to the George Fazio Golf course and the beach!brbrRelaxing shades of blue wash over the interior, creating a serene atmosphere that perfectly complements the beachy vibe. The new Gourmet Kitchen boasts top of the line appliances, quartz countertops, custom cabinetry and comes fully-equipped, making cooking meals for the family an easy task. The laundry area with a full size washer and dryer are located off the kitchen as well. Adjacent to the kitchen is the dining room with formal dining for six, with additional seating for three at the island. The living room is spacious and provides ample comfortable seating arrangements perfect for lounging and watching the 75 inch Smart TV, after a day at the beach.brbrOn the first floor are two bedrooms that share a newly renovated hall bath. First one to the right, consists of two queen beds and a Smart TV. To the left there is a room with two twin beds and another Smart TV. The shared bathroom for the two twin rooms has a shower/tub combination.brbrOn the second level is the primary bedroom and bathroom which has a two-sink vanity and gorgeous walk-in shower. It has a king bed and additional sitting area with a Smart TV.brbrUnwind and soak up the sun by the sparkling private pool, perfect for afternoon dips and evening cocktails under the stars. There is an outdoor propane gas grill for your use! brbrSpend your days basking in the sunshine and swimming in the ocean. In the evenings, take a leisurely stroll on the beach and listen to the soothing rhythm of the waves. Across the street is a walking bridge taking you to your closest beach access point!brbrThe spa and pool can be heated seasonally from June through October for an additional fee.brbrPool Size: 26'x13'brbrNo pets are allowed at this property. brbrPermit ID# 073418

Dive into Coastal Bliss at our Newly Renovated Beach Retreat!

Hilton Head, South Carolina, United States

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Bath

Sleeps

$793.48

Come enjoy this large five bedroom and five bathroom home located on Palmetto Dunes' 11-mile lagoon system! Nestled within the heart of Palmetto Dunes Oceanfront Resort, this home has been beautifully decorated throughout with wood flooring and coastal contemporary appointments. brbrThe spacious kitchen is updated with Quartz countertops, custom cabinetry and wood flooring while coming fully-equipped to meet your culinary needs. Each of the five bedrooms comes wonderfully decorated and has its own updated bathroom. Step outside and enjoy the large private pool with accompanying dining table and lounging options. brbrThe pool can be heated (June 1 - October 1) for an additional fee.brbrNo pets are allowed at this property.brbrSTR Permit# 071446

Beautiful home on the 11-mile lagoon system with a large private pool!

Hilton Head, South Carolina, United States

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