358,603 properties available

Located in Hilton Head Island, South Carolina, United States. 17 Baynard Cove - ISLAND DREAM, PRIVATE POOL, DOCK, 6-MIN. WALK TO BEACH! Make your island vacation dreams come true at 17 Baynard Cove, beautifully sited on one of the most exclusive roads in all of Sea Pines, and conveniently positioned right in between South Beach Marina & Harbour Town. Also, strong Wi-Fi makes this the perfect location to stay awhile, work/school remotely, and then head to the beach or enjoy other island adventures.This fabulous 4 bedroom, 4 bath house provides an almost magical setting with splashes of cheery interior colors, lovely and comfortable furnishings, and gorgeous landscaping decorating the outside. Swaying palm trees are nature's music, softly punctuated by the sound of everyone playing in your private pool with new system that will heat or cool (Heated or cooled for an additional fee). Plan your adventures, big or small, around the dining table that seats 8. The outside dining area around the pool is ideal for enjoying fresh-brewed coffee and break

Located in Hilton Head Island, South Carolina, United States. 10 Woodbine: Sea Pines Luxury! Private Pool, Golf Views, Near Beach. Indulge in the pinnacle of relaxation and luxury at this remarkable 4-bedroom retreat, nestled in the heart of the Sea Pines Resort on Woodbine Place. From its central location, you're just a short bike ride away from the Sea Pines Beach Club and the Plantation Club golf clubhouse.A Home Designed for Bliss:The expansive open floor plan living area offers two distinct living spaces, separated by a stunning centerpiece fireplace. A chic dining area is thoughtfully positioned in this modern layout. The kitchen has been impeccably updated, featuring a spacious design and top-of-the-line appliances. An office nook adjacent to the kitchen is the ideal spot for those who need to attend to business matters even while on vacation.Bedroom Retreats:The master bedroom is a sanctuary in itself, with a private en suite bathroom and sliding doors that open to a screened outdoor pool and patio area. Your guests will be accommodated i

Located in Hilton Head Island, South Carolina, United States. 516 Plantation Club: Updated pet-friendly villa, located in the heart of Sea Pines Plantation! 2 Bed | 2 Bath | Sleeps 6 | Dog Friendly1 King Bed | 2 Double BedsPet Friendly | Pool | Wifi | Flat Screen TVsFully Equipped Kitchen | Washer & Dryer | Grill | Beach Towels ProvidedSave even more when you book 516 Plantation Club and receive $300 in complimentary daily activities! Your amenities include 2 backpack beach chairs, an umbrella, 2 adult bikes, and admission to dolphin tours. When you're not soaking up the sun at the beach, enjoy daily rounds of golf at 6 local courses with a golf cart included and mini golf for family fun!*This beautifully updated villa is located in the heart of Sea Pines Plantation and offers a relaxing and memorable experience that guests are sure to enjoy!We want to take good care of our guests by presenting an opportunity for you to leave all worries behind, including finding a pet-sitter, which is why we welcome Fido! So be sure to bring your family as this

Located in Hilton Head Island, South Carolina, United States. 3 BR/3BA Home + Plus a Bonus BR- Fenced W/Private Pool * 3 bedrooms + a Bonus small bedroom w/Private Bath(all new pillows and bedding)* 3 bathrooms* Sleeps 10 (2 Kings with luxury foam Marriott Mattresses, 3 twins, 1 sleeper & 1 rollaway)* 5 Flat Screen TV's (1 in each bedroom and in den)* DVD Players in Master Bedroom* Wifi & Cable TV throughout* Private Pool with fenced deck and pool lighting for night swimming* Washer/Dryer/Iron/Ironing Board* Outside Shower* Key-Less Entry* Air Conditioning* Short Bike ride to Harbour Town, South Beach Marina & Sea Pines Beach Club* Steps to the Sea Pines Bike Paths* Remodeled kitchen with granite counter tops* Linens and Towels Provided* Keurig Coffee makerThis single level Sea Pines home on a quiet street is U-shaped with sliders opening to the fenced deck and pool from the Master Bedroom, Living Room, Kitchen and den. The spacious Brazilian Walnut deck area features an outdoor shower (with hot & cold water), pool (with underwa

Located in Hilton Head Island, South Carolina, United States. 47 S. Beach Ln 4 Bed, 5th Row Ocean, Easy Walk to the Beach & Pet Friendly! **South Beach Lane 47** This charming home is situated in South Beach & is just 4 houses from the beach! The Master Bedroom, Living Room, Dining Room & Kitchen are located on the first floor and there are 3 additional bedrooms upstairs on the second floor. A Deck off of the Kitchen offers Seating & a Grill for your use. This home is in the perfect location & offers a great value! Guests of 47 South Beach Lane can access the Sea Pines Beach Club via the FREE Sea Pines Trolley. SOUTH BEACH POOL IS CLOSED FOR 2024.NO ACCESS TO ANY POOL IN SEA PINES.Free WiFi. Pet Friendly. **First Floor** * Spacious Living Room with Flat Screen TV* Dining Room* Fully Equipped Kitchen Includes Standard-Drip Coffee Maker* Bedroom 1 - King bed with TV and Private Bath* Laundry Room**Second Floor** * Bedroom 2 - King bed with TV and Shared Bath* Bedroom 3 - Full bed with Shared Bath* Bedroom 4 - Two Twin beds

Located in Hilton Head Island, South Carolina, United States. 4 Merganser Court -Dog-Friendly, Private Pool, & Quick Walk to Beach/Marina This tastefully renovated 3-bedroom, 3-bath dog-friendly home has a private heated pool and is a 5-minute walk to the beach! Located in the beautiful Sea Pines Plantation, a quick stroll to the South Beach Marina Village offers shopping, restaurants, and nightly entertainment. This charming one-level home boasts an open floor plan with a kitchen overlooking the spacious living and dining area with a wet bar. The well-equipped kitchen has granite countertops, stainless steel appliances, and an inviting breakfast bar. The large master suite overlooking the lagoon has a king bed, a private bath with tub, and a separate tiled walk-in shower. Each of the two guest bedrooms has private bathrooms, one with a king bed and the other with a queen and a set of bunk beds.The living area opens to the pool, which has a waterfall facing the tranquil lagoon. There is also a roomy covered outdoor eating area with seating for

Located in Hilton Head Island, South Carolina, United States. SeaPines, Walk to the Beach Club, Golf view, 2 free bikes Privately owned, spacious 3 bedroom 3 full bath villa, located just steps from two golf courses and a 8 minute walk to the SeaPines Beach Club. #21 is unique in that each bedroom has its own private bath. Free high speed internet and an awesome view of the new Atlantic Dunes Golf Course. The first floor master bedroom features a new king bed, the second bedroom has a queen bed, and the third bedroom has two twin beds. We keep our kitchen immaculately clean and fully stocked so that you can choose to eat in or dine out. Enjoy all that Sea Pines has to offer from this centrally located, comfortable villa. Beautiful views and everything you need for a wonderful vacation are included! Our guests will enjoy two free bikes to explore the miles of leisure trails, biking to Harbour Town or South Beach Marina, tennis, golf, beach, pool, horseback riding, dining, and shopping.Check in is a breeze as we mail your SeaPines vehicle pass and

Located in Hilton Head Island, South Carolina, United States. Beautiful Pet-Friendly House in Sea Pines with Community Pool, Amenities Greenwood Getaway- Vacation Rentals by Five Star PropertiesFavorite Features- Community Pool- Community Tennis Court- Community Basketball Court- Community Playground- Pet FriendlyMore About 32 Forest Drive This inviting vacation rental will have you feeling right at home with its tasteful decor and personal touches throughout the home. Nestled in the private neighborhood of Greenwood Forest, which offers a community pool, basketball court as well as a park for the kids and tennis court access. This one-story rancher home is the perfect fit for your next family vacation. The living room boasts a large sectional sofa big enough for the whole family to enjoy the curved Samsung TV. The game room at the back of the house is the perfect spot for kids of all ages to spend time. The game room is stocked with board games, a pacman arcade game and TV. The sectional sofa offers a pull out bed for additional sleeping. The ki

Located in Hilton Head Island, South Carolina, United States. Walk to Beach Club! Open Plan, All New Baths, Pet Friendly & No Carpet! Welcome to the BESTNEST at 476 Plantation Club Villas. Here’s the skinny—just buzz us for more details! Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online! • 2 BR/ 2 FBA with open floor plan. Fully renovated and NO carpet. • 3rd floor villa (w/ elevator)• Easy walk to Beach Club--Stand on the sand in about 7-12 minutes.• Villa pool just outside your front door and to the right or left is OPEN April-September each year. • 3rd floor, center building, with beautiful tree top and golf view year 'round. • Password protected WiFi.• Laundry is a breeze with big dedicated laundry room off the kitchen• Plenty of parking and a trolley stop (seasonal) right outside! What’s in a BESTNEST:• Our hallmark? CLEANLINESS! Yes, we’re shouting it out and so are our guests- just read our reviews.• Linens: Ahhhhh, yes! Completely comfortable, all cotton bed and

Located in Hilton Head Island, South Carolina, United States. 3001 Turtle Lane- Spectacular Oceanfront Views with awesome sunrises/sunsets 3001 Turtle Lane Club is located in one of the most exclusive areas in Sea Pines Plantation, referred to as The Gold Coast! This gorgeous 3rd floor 4 bedroom, 4 bath oceanfront villa provides amazing views of the ocean from its wrap around balconies. The villa has been completely renovated from top to bottom! Also enjoy fabulous views of the ocean from the living room, master bedroom, and kitchen. All bedrooms have flat screen TVs, as well as the living room for a total of 5 flat screen TVs. Choose from 2 swimming pools in the complex or spend a relaxing day on one of the most gorgeous stretches of beach on all of Hilton Head Island. This villa's oceanfront location makes spending the day on the beach a breeze! HIGHLIGHTS• Oceanfront Community• Oceanfront View• Free Wireless Internet• 5 TV’sNEARBY AMENITIES• 2 Onsite Pools• Onsite Elevators• Sea Pines Beach Club• Sea Pines Trolley (Mid-May – Labor Day)SEA PIN

Located in Hilton Head, South Carolina, United States. Family-friendly private beach house with outdoor grill & views of the lagoon Sprunt PondOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This three-bedroom, three-bath house has views of the lagoon. Best described as a ranch-style beach house, it is within walking distance of the beach. This is a family-friendly space where everyone in your party can find a spot to relax.The Sprunt Pond home on Hilton Head Island, SC, is located near the South Beach area of Sea Pines, an area noted for its golf courses and tennis courts. The beach is less than two blocks away from the house, and a short bike ride will quickly deliver guests to the South Beach Marina where there are shops, restaurants, water sports rentals, and boat tour facilities. The Sprunt Pond home has an outdoor grill, a screened-in porch, and a deck.Guests can watch the 55-inch flatscreen television in the living room, where there is also a fir

Located in Hilton Head Island, South Carolina, United States. 50 Shell Ring: A BESTNEST by Beverly Serral Welcome to the BESTNEST at 50 Shell Ring Road. Here’s the skinny—just buzz us for more details! Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online! • Spacious, 3 BR/5.3.5 BA home with 1 King, 1 queen, and 2 twins.• High ceilings, loads of natural light, and newer construction.• Fabulous neighborhood pool and 4 tennis courts, all complimentary. Pool is OPEN April-September each year.• Big back porch with water view and grill with full-time propane. • Double garage - great for parking and bike and beach storage.• Password protected WiFi and 4 LED televisions.• Laundry is a breeze with big dedicated laundry room. What’s in a BESTNEST:• Our hallmark? CLEANLINESS! Yes, we’re shouting it out and so are our guests- just read our reviews.• Linens: Ahhhhh, yes! Completely comfortable, all cotton bed and bath linens including extra blankets and clean and comfy sleeping pill

Located in Hilton Head Island, South Carolina, United States. 🔥HOT SUMMER DEAL🔥 16 Turtle Lane/1 MIN WALK to beach! 🏖️ Bright end unit! 🌞 We have hired a new cleaning service for 2024 which should address any cleaning issues that were indicated in a couple of reviews from last summer. Please rest assured, the villa will be spotless! 😊 16 Turtle Lane is a wonderful end unit with a peek-a-boo view of the ocean out the front door and a peaceful and long view of a lagoon out the back door! Sit on the oversized porch and watch alligators, turtles, herons, ospreys and many other birds as they perch on the bank in the warm sun. The 'Gold Coast' beach of Sea Pines is just steps from the front door. This comfortable and well maintained villa is in the exclusive Turtle Lane Club which is a quiet and private oceanside community. Two pools provide plenty of swimming opportunities for all family members and the nearby bike trails make biking easy! Two King bedrooms : the Master has a Stearns and Foster pillow top and the second king is a Beautyrest pillow

Located in Hilton Head Island, South Carolina, United States. 2 Heritage: Spacious luxury in this 4 BR Sea Pines Home with Pool, Free Bikes 2 Heritage Road | Short Bike Ride to Harbour Town Golf Links• 4 Bedrooms | 4 Bathrooms• Sleeps 8• 1 King, 2 Queens, 2 Twins• 5 TVs | Alexa | Wi-Fi | Gas Grill | Keurig• Short Bike Ride to the Harbour Town Golf Course & Marina• 4 Adult Bicycles from South Beach Bike Rentals included with your stay.• Private Pool with Wooded Views• Access to the Sea Pines Trolley (seasonal)Beautiful, single level home within walking distance to Harbour Town Golf Links, home of the RBC Heritage PGA Tournament. Recently updated, this home offers plenty of space for the whole family.Walk into the living room where there is a queen sleeper sofa, chair and 65” Samsung TV. The coffee table has a bunch of games underneath for your family’s entertainment. Beautiful hardwood floors throughout the home, coastal décor and a shiplap accent wall in the living room. There is a sliding glass door that leads you out to the backyard pool patio.

Located in Hilton Head Island, South Carolina, United States. 1905 S. Beach Club -Updated in 2021.... Outstanding Views! **South Beach Club 1905** This delightful first floor villa offers fabulous views of the Ocean, Beach, Sound and Beachfront Pool. This villa has been recently updated in 2021 and is sure to please every member of your family. It is within easy walking distance to the South Beach Marina Village and the ever popular Salty Dog Cafe. This unique villa features a Private Staircase which leads from the villa directly down to the Pool & Beach. Enjoy the Dolphins as they swim along the Shoreline! 3 Minute walk to the South BeachPickleball Courts! Guests of 1905 South Beach Club have access to the Sea Pines Beach Club via the Sea Pines Trolley. Enjoy Free WiFi!**Single Level Pool & Ocean View Villa** * * Ocean View Living Room with TV* * Fully Equipped Kitchen Includes Standard-Drip Coffee Maker* * Dining Room* * Half Bath* * Bedroom 1 - Ocean/Sound View Master Bedroom with King bed, Flat Screen TV & Private Bath* *

Located in Hilton Head Island, South Carolina, United States. RESTFUL RETREAT! UPDATES AS OF 11/01/2023: NEW FLOORING IN PRIMARY AND BEDROOM OVER THE GARAGE, ENTRY AND LAUNDRY ROOM, SLEEPER SOFA MATTRESSES, AREA RUGS IN PRIMARY BEDROOM AND LIVING ROOM, BATHROOMS LIGHTING AND FAUCETS, NEW 2 SEAT POOL SWINGThis home is located on a quiet street in the middle of Sea PInes and you may access the beach either by a less than10 minute walk (directions will be in home) or you have access to the Free Beach Shuttle that offers free parking and short trip to Atlantic Ocean at the Sea Pines Beach Club.The home has 4 bedrooms with the master on the first floor off the living room with ensuite bathroom with separate tub and shower and large walk in closet. Two guest bedrooms are on the second floor with a walkway between looking over the living room. The bedrooms have a queen in one and 2 twins in the other and both have ensuite bathrooms with tub/shower combo. The fourth bedroom is over the garage with a king bed and twin in the loft above with access via

Located in Hilton Head, South Carolina, United States. Dog-friendly island gem w/ private pool, golf course views & central AC Willow Oak 46Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get a taste of island living at its best here at 46 Willow Oak! Located in the heart of the island, you will have no delay in checking out the best beaches, shopping, and golf courses that Hilton Head Island has to offer. Not to mention, you can't beat the views of Heron Point Golf Course and the lagoon from the backyard as you tan by the sparkling private pool. When you aren't soaking up the beautiful sunshine outside, you will find sweet serenity indoors with natural light flooding through the entire home, wonderful white accents, and tasteful beachy decor that will put everyone at ease the moment they step inside. When guests build up an appetite, the fully equipped kitchen is more than ready to assist with preparing tasty meals right at home base. The adjacent dini

Located in Hilton Head Island, South Carolina, United States. 2nd row beach home with multiple living spaces along with private pool & spa 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 lunch and a nap on the deck, or sit by the fire pit on a winter evening. Located on the first floor is one of the two living rooms. The first floor has three rooms. The first room has a full-sized bed, the second has two bunk beds, and the third has a king bed. All have their own bathrooms. Head upstairs to the rest of the bedrooms and the second living room with a great cathedral ceiling and an updated kitchen with lovely cabinetry, counters, and new appliances that is open to the living and dining areas, providing that open concept living space that is bright and cheerful with plenty of natural light. The bar has seating for six, and the dining table seats 10.The details have not been overlooked, and this

Located in Hilton Head Island, South Carolina, United States. Sea Pines Home- 4 Bedrooms & Dog Friendly! This beautiful home is centrally located in the Greenwood Forest section of Sea Pines. This home features 4 bedrooms and 3.5 baths. This home allows quick access to all of the amenities of Sea Pines while still providing privacy and serenity for a relaxing stay. This wonderful home has 2 master en suits, one downstairs and the other upstairs. The other 2 bedrooms are located on the second floor and share a bathroom. The back yard is cozy and relaxing. The wooden deck has a table with seating for 4, while the screened in porch provides plenty of other comfortable seating for relaxing after a day at the beach or community pool. There is also a gas BBQ grill for guest use. Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: Queen Bed | Bedroom 4: 1 Full, 1 Twin BedCOMMUNITY AMENITIES: Pool, tennis court, basketball court & playground INDOOR LIVING: 3 flat-screen Smart TV, hardwood floors downstairs, high ceilingsKITCHEN: Fully equipped, dishwa

Located in Hilton Head Island, South Carolina, United States. 40 Shell Ring Road: BESTNEST by Beverly Serral, Sea Pines- NOW PET-FRIENDLY! Welcome to the BESTNEST at 40 Shell Ring Road in Sea Pines. Here’s the skinny: just buzz us for more details: Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online! • Super stylish, 3 BR/3.5 BA, open living plan with high ceilings (great natural light), plus office/den with twin/trundle • Fully renovated great bedroom separation and big 2 car garage including all beach equipment you need! • Sleeps 8 with 1 king, 1 queen, 2 twins, plus twin/trundle• Open living/dining areas open onto screened porch and large deck with peaceful lagoon view.• Great grilling with clean Weber grill and plenty of propane provided• Password protected WiFi and enhanced Spectrum cable on all Smart TV's (total of 5 in house)• A fabulously outfitted BESTNEST kitchen including top quality cookware, matching dishes, loads of glassware, slow cooker, blender, toaster, s

Located in Hilton Head Island, South Carolina, United States. 1 Baynard Park - Sea Pines, Lagoon Views, Elegant and Modern! Located in the heart of Sea Pines Plantation, Hilton Head Elegance awaits you at 1 Baynard Park. Mere steps from the 12th hole of the famed Harbor Town Golf Links, this home has everything needed for the perfect family vacation or a golfer’s getaway.Upon entering the home, you will see large, open spaces with spectacular views of the pool deck and lagoon. The dining room, kitchen and living room have fantastic lighting during the day and allow for everyone to be in on the action. The dining room table has seating for 8, with an additional 5 bar stools along with a breakfast table that can seat 4. The gourmet kitchen is fully stocked with everything needed to prepare a large family meal. The kitchen has a wine cooler, large refrigerator, dishwasher, cooktop, oven, and microwave. You may even cook outside on the propane grill. The living room features ample seating, a large flat screen TV, and views of the pool deck. There is

Located in Hilton Head Island, South Carolina, United States. Incredible Location, Designer 4 Story Villa, Community pool, Beachfront LOCATION! LOCATION! LOCATION! Here at Beach House Boutique Vacation Rentals we believe in providing you with amenities you won't find anywhere else. The following are included for your comfort, convenience, and enjoyment:1. Luxury bedding used by the Ritz Carlton/Bath & Beach Towels2. Baby Equipment- Pack N Play w/mattress, Highchair, and Umbrella Stroller3. We offer both a drip coffeemaker and Keurig 4. Propane tank for grilling5. Hair dryers in each bathroom6. Wifi 7.6 Backpack Beach Chairs and a beach wagon8. Ocean Views9. Multi-level outdoor space10. Community Pool This newly-renovated and professionally decorated townhouse offers beautiful views of the Calibouge Sound in Sea Pines Plantation and is within walking distance of South Beach Marina, where you'll find premier restaurants, shops, sports equipment rentals, tour agencies, pickleball and tennis courts. The location is unbeatable! Enjoy your morning cof

Located in Hilton Head Island, South Carolina, United States. Oceanfront Six Bedroom Spacious Home w/ Private Pool - Located in Sea Pines! 6 Black Duck is a beautiful six bedroom, five and half bathroom oceanfront home located in Sea Pines. With 6,465 square feet – this home can accommodate up to twenty two guests. The home is directly next to a beach path - making it a super easy walk to the beach! The pool and spa are located on the ground level with a sun deck on both sides of the pool. The pool and spa can be heated seasonally for an additional fee. This home has both a standalone gas grill and a built-in gas grill with a mini-fridge.MAIN LEVEL:The main level is located up one flight of stairs. The first living room that has floor to ceiling windows with oceanfront views. There is a small porch with chairs for relaxing outside. A powder room is located close to the foyer. The kitchen has granite countertops, stainless steel appliances, gas stove, and a double oven. There is a sitting area just off the kitchen with a large flat screen TV.

Located in Hilton Head Island, South Carolina, United States. Picture Perfect Beach Retreat with private pool and theatre room This amazing island getaway is nestled among the pines beside a lagoon on 1.9 acres in the heart of Sea Pines.This beach home offers beautiful high-end finishes in the huge eat-in kitchen and throughout, including the spacious dining room, living room, and first-floor master suite. The media room, bedrooms, and bathrooms are luxurious and comfortable. Expansive views of the pool area and lagoon will amaze you as you look through the floor-to-ceiling windows and six sets of French doors.Bedroom 1 is located on the first floor and is a primary king suite with an ensuite bathroom featuring a large tub and walk-in shower. Two bedrooms are located on the second floor. Bedroom 2 has two queen beds and an ensuite bathroom featuring a walk-in shower. Bedroom 3 has a king bed and a daybed. On the ground level, next to the third living space, sits a bonus room with two queen beds.The open, bright, and low-country vibe of this very