Vacation Home Rentals By Owner In Hilton Head Island, SC

$208.53

Courtside 53 - Recently Renovated 2 Story Townhouse in Forest Beach

Hilton Head Island, South Carolina, United States

Courtside 53 is a recently renovated (April 2025) upstairs townhouse. This unit offers Wi-Fi along with 3 Flat Screen TV's. Courtside is 1.5 blocks from the beach and next door to Van Der Meer Tennis Center. A special membership with Van der Meer provides Courtside guests with tennis privileges up to one hour per day per condo based on availability. This community has two on-site pools, a lagoon with fountain, and parking in front door of the entry door of each property. Courtside is within 3 blocks of Coligny Plaza, the Beach Market and the Lowcountry Celebration Park. This quaint downtown area offers guests a wide selection of restaurants, shopping venues, and entertainment for all ages. This unit offers a King in the primary bedroom, 1 Queen & 1 Twin in BR 2 plus a sleeper sofa in the living room., two full-sized baths plus powder room.

Bed

Bath

Sleeps

$1839.99

/ Nightly

Private Vacation Home

5 Robin Street-3rd Row (225 feet) to the Ocean, Screened Porch & Private Pool

Hilton Head Island, South Carolina, United States

Remodeled in a beach-chic cottage style, this island hideaway sets a new standard for island living! Get outside, and stay out! A fantastic multi-tiered deck surrounds a private, newly refurbished *heated pool and a covered built-in outdoor grilling area. There’s even an outdoor, surfer-themed shower to wash a day of sand and salty sea away because the beach is just a few sandy steps away. The main level's open floor plan hosts a coastal-cozy-inspired living space, a dining area with an oversized farm table for big family gatherings, and a cook’s dream kitchen fully stocked with all stainless steel appliances! This is the very definition of beach life!brbrTown of HHI STR Permit #27664brbrPROXIMITY TO THE BEACHbr• North Forest Beachbr• 3rd Row oceanbr• Beach access at the end of Robin Streetbr brHIGHLIGHTSbr• Private *Heated Pool (12 ft x 18 ft) *Pool can be heated at an additional charge. The pool can be heated at an additional charge. It has a gas heater. The cost per week is $775 - $1275, depending on the season.br• Expansive deckbr• Free Wireless Internetbr• 6 TVsbr• Gas Grillbr• 2 Refrigeratorsbr• Outdoor TVbr• Outdoor showerbr• Experience Local Favorites - The Vacation Company has partnered with SERG Take Out Kitchen to make your stay even more convenient! Guests receive a special credit to enjoy delicious, restaurant-quality meals delivered straight to their vacation rental—so you can spend less time cooking and more time relaxing on Hilton Head Island.brbrPROPERTY CONFIGURATIONbr• 5 Bedroomsbr• 4.5 Bathsbr• Sleeps 12br• Garage Accessbr• Approximately 4 parking spacesbr• 2940 Sq.Ft.br• Washer/ Dryerbr• Fully Equipped Kitchen brbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 King -1st Floorbr• Bedroom 2 - 1 King - 1st Floorbr• Bedroom 3 - 1 King - 2nd Floorbr• Bedroom 4 - 1King -1st Floorbr• Bedroom 4 - 1 Set of bunks - 2 Doubles (Double over Double) - Sleeps 4 -2nd FloorbrbrPlease Note: Beach renourishment projects are currently underway and will continue through late spring. While work is active at times, the beach remains open for guests to enjoy and access the shoreline daily. We appreciate your understanding as the community works to enhance and preserve our beautiful beaches! brbrPROPERTY REMINDERSbr• *Pool can be heated at an additional charge. The pool has a gas heater. The cost per week is $775 - $1275 (depending on the season) to heat the pool.br• Pets are not allowedbr• * A total of 4 adult unisex bikes are included in your amenity fee when booking. Not included with rentals over 21 nights. br• The Fireplace is not for guests' use.br• The Vacation Company's Guest Connect will contain all your check-in informationbrVirtual Tour Url: https://my.matterport.com/show/ m=sKxLNtPMDpc

Bed

Bath

Sleeps

$2588.62

/ Nightly

Private Vacation Home

8 Night Harbour- Direct OCEANFRONT, Lowcountry Retreat-Sleeps 18

Hilton Head Island, South Carolina, United States

Welcome to 8 Night Harbour, an extraordinary 6-bedroom, 6-bathroom oceanfront home that now accommodates up to 18 guests. This recently renovated Lowcountry retreat offers the perfect balance of upscale refinement and the relaxed coastal comfort you’re looking for. From the moment you step inside, you’ll be captivated by the stunning ocean views and the all-new, thoughtfully designed furnishings throughout.brbrThe chef’s kitchen is a highlight, featuring new stainless-steel appliances, sleek quartz countertops, a breakfast bar, and a cozy kitchen seating area that overlooks the ocean. This space not only makes preparing meals a pleasure but also invites everyone to gather and share moments with a view. Just outside the kitchen door, the redesigned heated deck offers the perfect spot to catch the sunrise or host family gatherings. The deck leads to one of the most secluded beach areas in Palmetto Dunes, providing a peaceful retreat by the ocean. brbrFor the kids, the newly added bunkroom on the second floor is a space designed for fun and relaxation, with sleeping accommodations for 6. Complete with a smart TV, mini-fridge, and its own bathroom, it’s an ideal spot for everyone to enjoy. Also on the second floor is a new covered balcony offering private access to two bedrooms, perfect for sipping your morning coffee while soaking in the peaceful ocean views. Don’t worry about running to the kitchen for your coffee – a coffee bar is conveniently located just steps away.br The lower level features a spacious game room for endless fun, ensuring everyone stays entertained all day long.brbrThe outdoor space is a true showstopper. The newly redesigned pool and entertaining area offers a sunken poolside bar and kitchen, an enlarged hot tub, and a sunning shelf, creating the ultimate space for relaxation and enjoyment. Whether you’re lounging by the pool, enjoying a cocktail at the bar, or soaking in the hot tub, the outdoor area at 8 Night Harbour is designed to maximize your enjoyment of both the home and the surrounding natural beauty.brbrTown of HHISTR Permit #58724brbrPROXIMITY TO THE BEACHbr• Oceanfrontbr• Private boardwalk to the beachbrbrHIGHLIGHTSbr• Private *heated pool/spa & sun ledge(32' x 16') *This pool can be heated year-round. br• Free Wireless Internet - Work from Home ready with upgraded wifi, internet, and printer br• 2 Refrigerators, plus a half fridge in the coffee bar. br• Outdoor Kitchen br• Ice Machine in Kitchen and Outdoor Barbr• Outdoor Heated Porchbr• Elevator (Upon Request)br• 9 Smart TVsbr• Stainless Steel Appliancesbr• Three (3) Desk/Work Areas br• Ping Pong in Garagebr• Fooseball in GaragebrbrPROPERTY CONFIGURATIONbr• 6 Bedroomsbr• 6 Bathroomsbr• Sleeps 18br• 3700 Sq. Ftbr• Parking for a maximum of 5 vehicles. (Includes 1 garage parking space). All vehicle parking must be located on improved surfaces, like driveways, and cannot be on grassed or landscaped areas. br• Washer/ Dryerbr• Fully Equipped Kitchenbr• 2 Refrigeratorsbr• Foosball Tablebr• Ping Pong TablebrbrBEDDING BREAKDOWNbr• Bedroom 1 - King - 1st Floorbr• Bedroom 2 - 2 XL Twins - 1st Floorbr• Bedroom 3 - Queen - 2nd Floorbr• Bedroom 4 - 2 Doubles - 2nd Floorbr• Bedroom 5 - King - 2nd Floorbr• Bedroom 6 - 2 Bunks (2 Twins over 2 Doubles) - sleeps 6 - 2nd Floor (Stocked with kid-friendly books and games. Each bunk also includes a charging station and lightbulb on each headboard!)brbrPROPERTY REMINDERSbr• Pets are not allowedbr• Garage Accessbr• Pool Heat *Gas heat available for $675 plus tax for the week (March-October) and $1,000 plus tax for the week (November - February). An Electric Heat Pump can be used to heat the pool from April - September for an additional fee of $300 plus tax per week, as it only heats the pool 20 degrees warmer than the lowest outdoor temperature. Spa Heat* is gas heat and can be heated for an additional $225. (NOT INCLUDED WITH POOL HEAT)br• * 4 adult unisex bikes and beach wagon are included in your amenity fee when booking. Not included with rentals over 21 nights.brVirtual Tour Url: https://my.matterport.com/show/ m=bb3Q8N1HsVa

Bed

Bath

Sleeps

$2125.16

/ Nightly

Private Vacation Home

GORGEOUS 2nd Row Ocean Sea Pines Home - Six Bedrooms - Private Pool & Spa!

Hilton Head Island, South Carolina, United States

Welcome to 12 Seaside Sparrow - your own slice of vacation paradise! This highly appointed six bedroom, six and a half bathroom vacation rental home can sleep up to 16 guests. It is located 2nd row ocean in Sea Pines and has a private pool and spa. The beach path is conveniently located next to the home - making it a very easy walk to the beach. brbr1st Floor:brbrThere living room has a large flat screen TV mounted on the wall. Just off the living room is a powder room. The dining room has direct access to the outdoor area. The gourmet kitchen offers a large kitchen island, granite countertops, stainless steel appliances, six burner gas range, a double oven, and an oversized fridge! The mini-bar area has all the “extras” – stand alone ice maker, beverage cooler and additional sink. brbrStep outside to the outdoor entertaining area and be prepared to spend some good quality time right there! Overlooking the pool, you have the covered porch with a flat screen TV and outdoor seating. The gas fireplaces are not available for use - they are for decoration only. There is a standalone gas grill available for use on the pool deck.brbrThe master bedroom has a king bed, sitting area, walk-in closet, and flat screen TV. The private bath has a double vanity, walk-in shower and separate soaking tub. Bedroom two has a king bed, flat screen TV and private bath with a walk-in shower.brbrThe private laundry room has a washer/dryer. There is a second washer/dryer located mid-level. brbrMid-Level:brbrThe spacious second master bedroom has a king bed, flat screen TV, desk and a private terrace. The private bath has a double vanity, walk-in shower and separate soaking tub.brbr2nd Floor:brbrBedroom four is the perfect hideaway for the kiddos. It has two built in bunk beds with a sitting area including a sleeper sofa and a flat screen TV. The private bathroom has a double vanity, bathtub and separate walk-in shower. brbrBedrooms five and six both have a king bed plus a flat screen TV. Each has a private bath with a walk-in shower. brbrGo ahead and mark this home in your calendar every year as you will want to come back year after year to 12 Seaside Sparrow. brbr*Bedding Configuration*brbr• Bedroom 1: King (Master, 1st Floor, Flat Screen TV, Private Bath)brbr• Bedroom 2: King (1st Floor, Flat Screen TV, Private Bath)brbr• Bedroom 3: King (Master #2, Mid-Level, Flat Screen TV, Private Bath)brbr• Bedroom 4: King (2nd Floor, Flat Screen TV, Private Bath)brbr• Bedroom 5: King (2nd Floor, Flat Screen TV, Private Bath)brbr• Bedroom 6: Two Twin Built-In Bunk Beds + Sleeper Sofa (2nd Floor, Flat Screen TV, Private Bath)brbr*Additional Info*brbr • Distance to Beach: 2nd Row Ocean on Beach Path brbr• Fully Equipped Gourmet Kitchen with Granite Countertops, Stainless Steel Appliances, Large Kitchen Island, Pantry, Double Oven, Standalone Ice Maker, Crock Pot, Regular Drip Coffee Maker & Keurig brbr• Outdoor Entertaining Area: Covered Porch with Seating and a Flat Screen Televisionbrbr• 8 Beach Towels, Wireless Internet, Standalone Gas Grillbrbr• Pool/Spa Info: Approximately 32 by 10 feet (the entrance area of the pool is more narrow). The spa can be heated year-round for $45/day + tax with a four consecutive day minimum. The pool can be heated seasonally between Labor Day and Memorial Day for $115/day + tax with a four consecutive day minimum. If pool heat is added, spa heat is included. No pool heat is available during the summer months. Please email or call us at least two weeks prior to your arrival if you would like to add pool and/or spa heat for your stay.brbr• Paying guest reservations staying between 4-27 nights will receive a $250 VayK Life beach/bike gear credit. This will be emailed to you after making a reservation and is valid for VayK Life rentals only.brbr• Parking: There is parking available for up to 6 cars max. Parking passes are an additional $17/pass per week.brbrHilton Head Island Short Term Rental Permit #29404

Bed

Bath

Sleeps

$477.97

/ Nightly

Private Vacation Home

Updated! Sea Pines Lagoon View Oasis

Hilton Head Island, South Carolina, United States

Escape to our family-friendly home in the heart of Sea Pines on Hilton Head Island. Our home features new flooring, windows, and furnishings, a large master retreat with a dedicated workspace, and a fully equipped kitchen. Enjoy al fresco dining with in-table firepit and gorgeous views of the expansive lagoon. Centrally situated in Sea Pines, close to Harbour Town and the Beach Club. We'll help book hassle-free bike rentals, exciting water activities, and access to world-class golf courses.brbrThe spacebrHOME AMENITIES:brbrGENERAL: The home features high speed Wi-Fi throughout, keyless entry, a dedicated laundry room with a washer/dryer. In addition to Air Conditioning, there is a central dehumidifier to ensure a comfortable stay.brbrINDOOR LIVING: 4 flat-screen Smart TVs. Every TV in this home is a smart TV. Streaming services are available with guests' account logins. The home is equipped with a number of games, puzzles, and children's books/activities. The fireplace is not for guest use.brbrBEDROOMS/BATHROOMS: There are 3 bedrooms that sleep 6 comfortably (1 king bed, 1 queen bed, 2 singles), and a sofa sleeper in the living room. The master bedroom has an en-suite bathroom with two sinks, walk-in closet, tub, and shower. The 2 guest rooms share a full bathroom with shower/tub combo and one sink. All bedrooms include blackout shades. Towels, beach towels, and a clothes steamer are provided.brbrKITCHEN: Fully equipped for your stay, including dishware, drinkware, & flatware, dishwasher, Keurig drip and pod coffee maker, microwave, toaster, mixer, blender, bake and cookware, and utensils. Coffee and Coffee pods, creamer, sugars, a spice rack, and basic condiments are available.brbrOUTDOOR AREA: Enjoy outdoor living on the brand new deck, featuring a lounging area with loveseat and swivel chairs to admire the lagoon views. The deck also features a gas grill and alfresco dining at our firepit table, wonderful for evening discussions and a glass of wine. Instructions for use are provided at check-in, please use caution.brbrINCLUDED FOR GUESTS: Towels (body, hand, and wash clothes), Beach Towels, basic kitchen starter essentials (1 roll of paper towels, dish cloths, soap), laundry (Tide pods, dryer sheets), toilet paper, hair dryers, clothing steamer, and beach chairs (4) are included. Bikes can be rented and delivered for your stay at an additional cost.brbrFAMILY FRIENDLY: Families are welcome. We have a Pack n Play, including sheets, high chair, and kitchen items (cups, bowls, utensils), and a selection of games and books for children aged infant to youth.brbrCOMMUNITY AMENITIES: Pool and tennis/pickleball/basketball courts are open seasonally beginning April 1. There is a pickleball set and basketball at the home for guest use.brbrGuest accessbrGuests will have access to the entire home. Access is granted via a unique code to enter via smart keypad, which will be active for the dates of stay.brbrPLEASE NOTE: Sea Pines Resort charges a gate entrance fee per vehicle of $9/day or $20/week, payable in CASH at the front gate upon arrival.brbrOther things to notebrEXTRA PERKS & MORE DETAILSbrPlease be considerate of neighbors, quiet time is at 10PM. -7AMbrbrGarage parking can accommodate one vehicle, with additional driveway parking for up to three vehicles. Street and/or grass parking is not permitted.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Bed

Bath

Sleeps

$583.09

/ Nightly

Private Vacation Home

Pet Friendly Sea Pines Retreat

Hilton Head Island, South Carolina, United States

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.brbrWelcome to this inviting four-bedroom, three-bathroom home that combines bright open spaces with thoughtful design.brbrAs you enter, you are welcomed into a light-filled interior. To the left of the entryway is the dining room, a warm and inviting space for meals and gatherings. Moving forward, the kitchen serves as the heart of the home with marble countertops, white cabinetry, stainless steel appliances, and a large island with seating for four. Conveniently located just off the kitchen is the laundry area.brbrBedroom one and bedroom two are located right off the dining and kitchen areas. Bedroom one is furnished with a queen bed, while bedroom two features a twin over twin bunk bed, making it an ideal space for children or additional guests.brbrContinuing past these rooms, the home opens into a spectacular living area. Vaulted ceilings with skylights, expansive windows, and multiple sliding glass doors fill the room with natural light and provide direct access to the backyard. The generous scale of this room creates the perfect setting for relaxing with loved ones or hosting gatherings.brbrTo the right of the entrance, you’ll find a full bathroom with a standing shower. Just beyond, bedroom three offers a twin trundle bed and a comfortable retreat. Bedroom four is set apart as the primary suite, featuring a king bed and an ensuite full bathroom with a standing shower for added privacy and comfort.brbrOutside, the backyard has been transformed into a private oasis. A brand new pool shimmers under the sun, offering the perfect spot to cool off or lounge poolside. A hot tub sits nearby, creating a luxurious retreat for evenings of relaxation under the stars. This inviting outdoor space completes the home, blending comfort and style for the ultimate getaway.brbrWith its bright interiors, spacious layout, well-appointed bedrooms, and stunning backyard this home is designed for both relaxation and connection, offering the perfect setting for families and groups to enjoy together.brbrPlease notice: There is construction taking place at a property across the street from 1 Indigo Lane. Construction activity may occur in the surrounding area during daytime hours through April 2026. If you have any questions, please feel free to call our office.brbrKey Features:br- Proximity to the beach: 5 minute bike ridebr- Brand New Private Pool (8 ft. x 18 ft.)br- Hot Tubbr- The pool can be heated for an additional charge; give us a call for heating rates and to make arrangements. Pool heating must be scheduled 14 days prior to arrival. Additional fees apply for last-minute requests made prior to arrival or after arriving at the property. If the weather drops below 60 degrees, the pool may not be capable of being heated or reaching an optimal temperature. br- Pets are allowed for an additional charge, please give us a call for details and rates.brbrRent price includes: Rental Rate, Hospitality Program, Beach Gear Credit, Booking Processing Fees, and Departure Clean. Your Luxury Concierge is included with no additional cost.brbrHH STR Permit # 052014

Bed

Bath

Sleeps

$673.37

/ Nightly

Private Vacation Home

Oceanside Sea Pines Home! ...3min walk to the Beach! Private Pool/Heated Spa!

Hilton Head Island, South Carolina, United States

ALL NEW BEACH EQUIPMENT FOR 2024!! Available Saturday to Saturday in weekly increments; a minimum 7 days (off season scheduling flexibility available but contact owner first). brThe home is ocean oriented inside Sea Pines Resort and only 7 rows from the beach. The beach path is accessible from the side yard .....no street to cross and less than 3 minutes to the beach at a very casual walking pace!brbr3 Bedrooms and 3 Full Bathrooms all on the first floor and a loft with 4 twin beds upstairs! Large Private Pool! We have a Large Beach Wagon, 6-8 Beach Chairs, Umbrella, Beach Toys, Cooler, Pool Toys/Floats are available for all our guest!brbrThe house has been renovated in 2018, 2021 and trees removed in 2024 allowing more sun on the pool deck and less leaves in the pool. It is located in the beautiful Resort Community of Sea Pines in Hilton Head Island, South Carolina.brbrThe house features 3 bedrooms and 3 full bathrooms on the 1st floor and a loft on 2nd level. There are 2 primary bedrooms with King size beds with private bathrooms attached, 3rd bedroom has a Queen size bed with a hallway access full bath, and 4 Twin beds in the loft area. Each bedroom features a 35 inch flat LCD TV with access to the internet. Secure, high speed WiFi is available throughout the house. A spacious living room with a 65 flat screen wall mounted HDTV (Spectrum cable/ Roku) opens to a patio with outdoor furniture, pool lounges and gas grill; just a perfect place to relax after a full day at the beach, biking, golfing or planing tennis.brbrThe community offers world class golf (3 golf courses), tennis, water sports, dolphin watching, 14 miles of biking trails, long sand beach, two marinas (South Beach and Harbour Town), Lawton Stables, Forest Preserve with fishing area, fine and casual dining, shopping, free Sea Pines Trolley.brbrEnjoy the tranquil setting on the completely rebuilt backyard patio as you dip into the spacious backyard pool (heat will be offered before Memorial and after Labor Day. Additional weekly fees for pool heat). ask for a quote. *NOTE, IF YOU WANT PAY FOR POOL HEAT, THE HOT TUB WILL NOT BE HOTTER THAN THE POOL AND THE JETS WILL BE DISABLED. brThere is no extra fee to heat the spa only. You will love the open living room, dining room and kitchen. The kitchen is fully stocked with stainless steel appliances with granite counter tops that allow you to whip up some wonderful beach cuisine. Enjoy the great collection of kitchen appliances including Keurig coffee maker, mixer, blender, slow cookers in addition to white dishes, heavy flatware, cookware, baking pans, glasses, and more.brbrParking: There is room in the driveway for 4 vehicles and with 2 parking spaces. Passes must be obtained directly at either gate at a cost of $20 weekly (new price effective 2022)brbrIt is important that our guests are completely comfortable when they come to our house, and I will be available to answer questions and help in any way possible. brCyndi STR permit #026152

Bed

Bath

Sleeps

$754.82

/ Nightly

Private Vacation Home

Driftwood – 2nd Row Sea Pines Home, Retro Charm, Sleeps 8, Steps to Beach

Hilton Head Island, South Carolina, United States

Welcome to Driftwood – Retro 2nd Row Beach Charm in Sea Pinesbr2 Brown Pelican Road | Hilton Head Island, SC 29928brbrDriftwood is a 4-bedroom, 3-bath second-row Sea Pines beach home that sleeps 8 and sits just steps from the sand (approximately a 2-minute walk). Set on an oversized double lot, this pet-friendly retreat celebrates its 1970s coastal roots, blending vintage character with thoughtful 2022 updates for modern comfort. Driftwood isn't a sleek, minimalist showpiece — it's a classic beach house with personality, warmth, and one of the best locations in Sea Pines. Guests also enjoy access to the Harbour Town Pool for the 2026 season.brbr ️ Bedroom Configuration – Sleeps 8brUpper Levelbr Primary Suite – King bed, private attached bathroombr Guest Bedroom – Queen bedbr Twin Bedroom – Two twin bedsbr(Queen & Twin bedrooms share hallway bathroom)brLower Levelbr Guest Bedroom – King bed with ensuite full bathroombrbr Interior Highlightsbr Upside-down layout with main living areas upstairsbr ️ Bright, open-concept upper living room with Smart TVbr Lower-level living room & game space with Smart TV and foosballbr ️ Dining table for 8 plus island seating for 3br ‍ Updated kitchen with quartz countertops, modern appliances & 10+ bulk cooking spicesbr High-speed Wi-Fibr(Note: TVs are located in the main upper living room and lower-level living room.)brbr Outdoor Amenitiesbr ️ Second-row location – approximately 2-minute walk to the beachbr Oversized double lot with mature landscapingbr Large screened-in porch under magnolia treesbr Wraparound deck with grill, dining table & Adirondack chairsbr Propane grill (cleaned before arrival; propane provided)br ‍♂️ No private pool at this home – which keeps rates significantly lower than most second-row propertiesbr ‍♀️ Guests enjoy access to the Harbour Town Pool during the 2026 seasonbrbr Bonus Beachside HHI Amenitiesbr Guest Support – Personalized, local assistance from the Beachside HHI teambr Luxury Essentials – Full-size body wash, shampoo, conditioner, body lotion & hand soap in every bathroombr ️ Beach Gear – Turkish beach towels, soft-sided cooler & complimentary umbrellabr☕ Coffee Perks – Keurig & drip coffee makers with K-Cups, creamers & sweetenersbr Kitchen Conveniences – Starter cooking essentials plus 10+ bulk cooking spicesbr Household Conveniences – Starter supply of paper products, trash bags, dishwasher pods & laundry podsbr ‍♀️ Hair Dryers – Available in every full bathroombr Smart Home Features – Keyless entry & high-speed Wi-Fibr Charging Connections – Bedside USB-C & USB-A power bricks in every bedroombr Extras Available – Bikes, beach gear & baby equipment available to rentbrbr Explore Sea PinesbrSea Pines is a 5,000-acre private, gated community offering a mix of relaxation and adventure:brbr ️ Beach Access – Just steps awaybr Harbour Town – Lighthouse, boutique shops & waterfront diningbr South Beach Marina – Home to the Salty Dog Cafébr Lawton Stables & Forest Preserve – Horseback riding & scenic trailsbr South Beach Pickleball Club – 20 courts nearbybr⛳ Golf & Tennis – Championship golf & world-class pickleball facilitiesbrbr Getting AroundbrBiking is one of the best ways to explore Sea Pines, with shaded multi-use paths connecting beaches, marinas, and attractions. During peak seasons, the Sea Pines Trolley offers convenient transportation throughout the community.brbr Why You'll Love Driftwoodbr ️ True second-row beach accessbr Rare oversized lot for added privacybr Pet-friendly flexibilitybr Game room for family funbr One of the most affordable private homes this close to the beach in Sea Pinesbr Vintage coastal character with modern updatesbrbr Important Informationbr Check-In & Check-Out – 4 PM / 10 AMbr Parking – Up to 5 vehiclesbr Gate Passes – 1 complimentary included; additional $19/car/weekbr Non-Smoking – All Beachside HHI properties are strictly non-smokingbr Primary guest must be 25+brbr Pet PolicybrWe welcome well-behaved dogs at Driftwood.br• $225 per pet, per staybrEmotional support animals (ESAs) are not service animals and are subject to pet fees. Service animals are always welcome with advance notice.brbr Book Your Stay at DriftwoodbrDriftwood isn't sleek or minimalist — it's classic, colorful, and full of retro coastal personality. If you appreciate homes with character, generous space, a rare second-row location, and the charm of a well-loved Sea Pines beach house, this one is special.brSecure your dates and experience a nostalgic island getaway just steps from the ocean — with the comfort, cleanliness, and service standards of Beachside HHI elevating every stay.

Bed

Bath

Sleeps

$1342.11

/ Nightly

Private Vacation Home

Forest Beach Retreat | Pool & Spa | 2nd Row | 1-Min to Beach

Hilton Head Island, South Carolina, United States

Welcome to 8 Juniper, a stunning single level Hilton Head Island retreat. Designed for unforgettable group getaways, elevated family vacations, and relaxing coastal escapes, this beautifully updated home blends spacious indoor living with exceptional outdoor spaces, creating the perfect setting for making lasting memories together.brbrFrom the moment you arrive, the home feels warm, open, and effortlessly inviting. Expansive windows and thoughtfully curated coastal interiors create a bright and airy atmosphere that instantly puts guests into vacation mode. Multiple gathering spaces throughout the home allow everyone to spread out comfortably while still staying connected, whether you're enjoying slow mornings with coffee, movie nights after the beach, or evenings gathered together after a day exploring the island.brbrThe living area serves as the heart of the home, offering comfortable furnishings, natural light, and easy flow into the dining and outdoor spaces. Large windows frame peaceful Lowcountry surroundings while the open-concept layout creates an atmosphere designed for conversation, relaxation, and effortless entertaining throughout your stay.brbrThe fully equipped kitchen was thoughtfully designed for both convenience and connection, featuring updated finishes, generous prep space, and everything needed for easy vacation meals. From breakfast before bike rides through Sea Pines to seafood dinners shared around the table, the space makes gathering feel natural and relaxed. Nearby dining spaces allow everyone to stay connected while still offering plenty of room for larger groups and families.brbrThe bedrooms provide peaceful retreats after long days in the sun, each thoughtfully designed with comfort and relaxation in mind. Spacious layouts, cozy furnishings, and calming coastal touches create restful environments for families, couples, and groups traveling together. Updated bathrooms add a clean, elevated feel that complements the home's polished coastal style.brbrStep outside and discover one of 8 Juniper's most memorable features — an incredible private outdoor oasis surrounded by lush island landscaping. The expansive pool and spa area invites long afternoons beneath the palms, while multiple outdoor seating and dining spaces create the perfect backdrop for grilling, gathering, and enjoying warm Hilton Head evenings together. Whether you're starting your mornings poolside or unwinding under the stars after dinner, the outdoor living experience becomes a central part of the stay.brbrOur team is dedicated to delivering a seamless and elevated guest experience from booking to departure. Professionally maintained interiors, thoughtful amenities, and responsive local support ensure every stay feels comfortable, effortless, and genuinely welcoming from the moment you arrive.brbr☆☆ OTHER THINGS TO KNOW ☆☆brbr✓ Beach towels, 4 beach chairs, and a cart are provided.br✓ This property has parking for 4 vehicles in the driveway.br✓ Please park in designated parking areas only. Please do not park off-site on the street, grass, or pine straw.br✓ Pets are not allowed. Please plan accordingly.br✓ The pool does not have safety equipment. All activities are at your own risk.br✓ Pool and spa heating is available for $100/day. Please order pool spa heating ahead of time to make it ready for your arrival. Heating is limited to 20 F above the lowest nighttime temperature.br✓ The fireplace is only for decoration and is not for guest use due to liability.br✓ The minimum age requirement for renting this property is 25.br✓ The Town of Hilton Head Island enforces quiet hours between 10:00 PM and 7:00 AM.br✓ The Town of Hilton Head Island has planned a beach renourishment project for 2025, with the beach area next to the home expected to be impacted for a short period of time some time from November 2025 through May 2026.

Bed

Bath

Sleeps

$441.57

/ Nightly

Private Vacation Home

Amazing Ocean Views - Direct Oceanfront - 3 Bed/3 Bath Hilton Head Beach Villa

Hilton Head Island, South Carolina, United States

This spacious 3 bedroom/3Bath villa is is located on South Forest Beach, the heart of Hilton Head Island. It's the ideal spot for families, couples or a getaway for friends. Our villa will sleep 6 comfortably. Located on the upper level, is our master suite, with a large flat screen tv, queen bed and private bath, including a walk- in shower. On that same level, one guest bedroom includes a flat screen tv, a twin over full bunk bed, and a private bath with a tub/shower combo.brbrThe Living Room/Dining/Kitchen level, features comfortable seating , a flat screen tv, and amazing oceanfront views.. The updated kitchen is well stocked for our guests who love to entertain while vacationing. The dining area seats 6 comfortably. Slip out onto your balcony for morning coffee, or enjoy a sunset on the swing and extra seating, overlooking Hilton Head's award winning beaches.. For your convenience, the laundry room includes a full size washer and dryer.brbrThe lower level includes a guest room with queen size bed and a sitting area, including a flat screen tv. This bedroom has access to a full size bath, including a walk-in shower .Sliding glass doors lead to your private patio area, with table and chairs, and a charcoal grill. There is plenty of room for the kids to play in the grassy area outside the villa. From there, you will find the pathway to the beach.brbrHilton Head Beach Villas is a private community. There is tandem parking provided for 2 vehicles in your private carport, directly outside your villa Our community is gated with a private code. The grounds feature two pools (adult and children's), and a large sun deck with chaise lounge chairs. The pool is not heated and is open, seasonally.brbrJust beyond the garden courtyard area is private access to the world famous Hilton Head Island beaches. The walk to the beach is a short stroll from the villa with no roads to cross!brbrHilton Head Beach Villas is within walking distance to Coligny Plaza. There you will find specialty shops, restaurants/bars, bakery, pharmacy, grocery store, theater, and a hardware store. Explore our endless bike paths, and experience some of the wildlife and unspoiled nature that Hilton Head Island has to offer. When you book, ask us about bike rental discounts that we have secured for our guests. Maximum 2 car parking. We recommend you purchase trip insurance.

4

Bed

3

Bath

6

Sleeps

$996.65

/ Nightly

Private Vacation Home

Newly Renovated Home on Palmetto Dunes' 11-Mile Lagoon!

Hilton Head Island, South Carolina, United States

Indulge in the epitome of relaxation and opulence with our stunning 4-bedroom luxury vacation rental. Nestled in the heart of Palmetto Dunes Oceanfront Resort, this meticulously crafted retreat offers a harmonious blend of lavish comforts and breathtaking surroundings.brbrStep inside to discover an exquisitely designed interior adorned with upscale furnishings, plush fabrics, and elegant décor. The spacious living areas provide ample room for both relaxation and entertainment, featuring sumptuous sofas, a state-of-the-art entertainment system, and large windows that bathe the space in natural light while offering mesmerizing views of the surrounding landscape.brbrThe gourmet kitchen is a culinary enthusiast's dream, equipped with top-of-the-line appliances, granite countertops, and all the tools and utensils needed to whip up gourmet meals for family and friends. Enjoy your culinary creations in the formal dining area, or opt for an alfresco dining experience on the expansive outdoor terrace, where you can dine under the stars against the backdrop of a picturesque sunset.brbrAfter a day of exploration, retreat to one of the four luxurious bedrooms, each thoughtfully appointed with plush bedding, premium linens, and designer touches. Unwind in the master suite, complete with a king-size bed, a spa-like en-suite bathroom, and a private balcony overlooking the serene surroundings.brbrOutside, the grounds of the property are equally impressive, boasting lush landscaping, a sparkling swimming pool, and a sun-drenched patio with comfortable loungers and a barbecue grill. Whether you're lounging by the pool, sipping cocktails in the shade of tree coverage, every moment spent in this luxurious oasis is sure to be unforgettable. The pool and spa can also be heated (June 1st - October 1st) for an additional fee.brbrWith its unparalleled amenities, impeccable design, and idyllic setting, our four bedroom luxury vacation rental promises an unparalleled retreat for discerning travelers seeking the ultimate in comfort and relaxation. Book your stay today and experience the epitome of luxury living on Hilton Head Island! brbrNo pets are allowed at this property.

4

Bed

4

Bath

10

Sleeps

$3876.79

/ Nightly

Private Vacation Home

2 East Beach Lagoon - Brand New Gold Coast Oceanfront Oasis - 2026 Discounts!

Hilton Head Island, South Carolina, United States

Introducing 2 East Beach Lagoon, a stunning newly constructed oceanfront estate making its debut on the Hilton Head Island rental market this June. Thoughtfully designed with elevated coastal architecture and luxury finishes throughout, this exceptional eight-bedroom home offers an unparalleled oceanfront experience in the heart of Sea Pines.brbrFrom the moment you arrive, the home impresses with its clean lines, expansive glass, and seamless indoor-outdoor living. Inside, open-concept living spaces are filled with natural light and framed by breathtaking views of the Atlantic. The chef’s kitchen features top-of-the-line appliances, custom cabinetry, and an oversized island perfect for gathering, while multiple living areas provide ample space for entertaining and relaxing.brbrStep outside to your private oceanfront oasis, where a resort-style pool, spa, and spacious deck invite you to unwind just steps from the beach. Whether you’re enjoying morning coffee with sunrise views, hosting family dinners under the coastal sky, or spending the day poolside, every detail has been designed for effortless luxury living.brbrEach of the eight bedrooms is beautifully appointed, offering comfort, privacy, and refined design—ideal for multi-generational families, group getaways, or special occasions. Additional amenities may include elevator access, media or game spaces, and multiple outdoor living areas, all crafted to enhance the guest experience.brbrLocated in one of Hilton Head Island’s most prestigious oceanfront settings, 2 East Beach Lagoon offers both privacy and proximity to Sea Pines’ world-class amenities, including golf, dining, biking trails, and Harbour Town.brbrBe among the first to experience this extraordinary home — where modern luxury meets timeless coastal beauty.brbrTown of Hilton Head STR #075672brbrPROXIMITY TO THE BEACHbr• OceanfrontbrbrHIGHLIGHTSbr• Private *heated pool ( 30 ft x 18.5 ft). *This pool & spa have a propane gas heater and can be heated for an additional fee of $775 - $1275 per week, depending on the season. If you want to heat the spa only, the weekly cost is $225.br• Parking for a maximum of 6 carsbr• Free Wireless Internetbr• 10 TVsbr• Gas grillbrbrSEA PINES RESORT FEATURES & AMENITIES [All Sea Pines Resort Features are subject to purchase, seasonality, and availability.]br• Lawton Stablesbr• Golf Courses - Harbour Town Golf Links home to the RBC Heritage Classic. Additional Sea Pines Resort courses include Heron Point by Pete Dye, Atlantic Dunes by Davis Love II, and Sea Pines Country Club [Private]br• Harbour Town Marina - Lighthouse, Shops, Restaurants, Water Activities, Private Boat Chartersbr• South Beach Marina - Shops, Restaurants, Water Activities, Fishing Charters, Dolphin Toursbr• Racquet Clubs - South Beach & Harbour Townbr• Trolley Transportation - Schedule VariesbrbrPROPERTY CONFIGURATIONbr• 8 Bedroomsbr• 8 Baths & 1 Half Bathbr• Sleeps 22br• Washer/ Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 King br• Bedroom 2 - 1 Kingbr• Bedroom 3 - Bunk Beds ( 3 Twin over Twin-6 Twins) br• Bedroom 4 - 1 King br• Bedroom 5 - 1 King br• Bedroom 6 - 1 King br• Bedroom 7 - 1 King br• Bedroom 8 - 1 King and 1 Twin Day BedbrbrPlease Note: Beach renourishment projects are currently underway and will continue through late spring. While work is active at times, the beach remains open for guests to enjoy and access the shoreline daily. We appreciate your understanding as the community works to enhance and preserve our beautiful beaches!brbrPROPERTY REMINDERSbr• Pool and or spa can be heated at an additional chargebr• Pets are not allowedbr• * 4 adult unisex bikes and a beach wagin are included in your amenity fee when booking. Not included with rentals over 21 nights.br• Fireplace not for guest use.

Bed

Bath

Sleeps

$589.89

/ Nightly

Private Vacation Home

Spacious 4BR Sea Pines home in Hilton Head Island, perfect for family getaways.

Hilton Head Island, South Carolina, United States

Sleeps 10 | 4-Bedroom | 3 Bathroomsbr2 Twins | 1 Full | 1 Queen | 2 KingsbrFully Furnished Kitchen | Gas Grill | Open PatiobrGolf Course Views Throughout the Home | Less than 1 mile to Harbour TownbrJust a short bike ride or drive to Sea Pines Beach Club | Beach Towels ProvidedbrbrLooking for the perfect vacation home for your family and friends 27 Heritage Road is right where you need to be on your next Hilton head island vacation. This home is a 4 bedroom 3 bathroom home located on the 8th hole of the harbour town golf course in Sea Pines which is perfect for all the golf lovers. With a spacious layout and many places to unwind this home offers a perfect combination of being together and also being able to have some peace and quiet.brbrThis beautiful single story home has all you could need for a perfect vacation. Right when you walk in you'll notice the beautiful lighting, spacious layout of the home and the first living area with comfortable couches and a flatscreen tv. In the main area you'll notice a large kitchen that is fully stocked and has many counter spaces for cooking your favorite home cooked meal. There is also a gas grill for all guests to use. You can enjoy this meal on the 4 kitchen barstools, the two dining tables, or enjoy it on the outside table taking in the beautiful golf views. Unwinding after a long day is a breeze with the main living area which has a flatscreen tv. This home also features a washer and dryer for guests to use.brbrThis home features two spacious master suites for added comfort and privacy. The first master includes a king bed, flat-screen TV, private patio access, and an ensuite bathroom with double vanities and a walk-in shower. The second master suite offers a king bed, twin daybed, flat-screen TV, and an ensuite bathroom with dual sinks and a walk-in shower—perfect for families or guests needing extra space. The third bedroom has a cozy queen-sized bed, while the fourth bedroom includes both a full and a twin bed, making it an ideal spot for kids, complete with a selection of board games for family fun. A third full bathroom is conveniently located in the hallway and easily accessible from the main living areas.brbrThis home truly has it all—and then some. Located in the heart of Sea Pines, you'll have access to championship golf courses, world-class tennis facilities, scenic biking and walking trails, multiple beach access points, and nearby restaurants, shops, and entertainment options.brbrSave even more when you book 27 Heritage Road 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!*brbr*Total number of vehicles allowed is 4br*Pets are not allowed.br*3-night minimum stay required.br*4-night minimum stay required May 17 - September 6, 2025.br*Free daily activities are not available to monthly renters, long-term renters, or stays beyond 27 nights.br*4-night minimum stay required for RBC Heritage April 16-19, 2026.br*South Beach Marina Pool is closed on September 5th for the rest of the 2025 season.br*Please note that once the pool is reopened, daily and weekly pool passes will be available for purchase on-site at the South Beach pool during normal pool hours.

Bed

Bath

Sleeps

$1013.09

/ Nightly

Private Vacation Home

Sandy Feet Retreat: Family Friendly Charming Home with Private Pool

Hilton Head Island, South Carolina, United States

Welcome to Sandy Feet Retreat, your ultimate beach getaway nestled in the heart of North Forest Beach, Hilton Head Island, just a three-minute walk from the sand and surf. This spacious 6-bedroom, 4.5-bathroom beach house offers unparalleled comfort and convenience.brbrSandy Feet Retreat is more than just a vacation home: it’s two houses in one! The main house features recent renovations, including a fully updated kitchen with a chic coffee bar, stylish new flooring, and contemporary furnishings. Each of the three bathrooms in the main house boasts beautiful walk-in showers, new vanities, and modern fixtures.brbrIdeal for both relaxation and entertainment, this property includes a large, private pool that can be heated for an additional fee (not available from November 1 to mid-March). The pool can be heated for an additional fee; however, this service must be scheduled at least five days prior to your arrival date to ensure availability. The pool area is one of the largest and best on the island, with lounge chairs perfect for soaking up the sun. Please note that diving is not allowed due to the pool depth.brbrThe main house offers seamless indoor-outdoor living with a welcoming entrance, a generous dining area, and a Carolina Room that stretches the length of the home. French doors lead to the pool and a covered, screened-in porch featuring a custom-built bar, outdoor seating, and a flat-screen TV. The screened-in porch connects the main house to the two-story guest house, enhancing privacy while maintaining family connectivity.brbrInside, the main house includes a cozy living area with a TV, fireplace (not for guest use), and sectional sofa, ideal for gathering with loved ones. The kitchen is fully equipped, ensuring you have everything needed to prepare meals and enjoy your coffee bar.brbrThe guest house adds extra space and comfort, making it perfect for family gatherings, small corporate retreats, or golf groups. It’s conveniently located on the bike trail, just a four-minute walk to Coligny Plaza for shopping, dining, and entertainment, and close to the new Celebration Park.brbrAdditional amenities include a garage stocked with bikes, a beach cart, sand toys, boogie boards, a corn hole toss game, and an extra refrigerator. Parking is available for up to 4 vehicles.brbrWith accommodations for 13-14 guests, including 4 king beds, 2 sets of bunk beds (recommended for kids), 2 day beds, and a sofa sleeper, Sandy Feet Retreat is the perfect setting for unforgettable family vacations and will surely become a cherished retreat you’ll want to return to year after year.brbrPlease note: Weekly rentals are from Saturday to Saturday during the summer months, with a 3-night minimum stay required during the off-season.brbrPermit #070880

Bed

Bath

Sleeps

$1130.93

/ Nightly

Private Vacation Home

10 Surf Scoter - 5th Row Beach House

Hilton Head Island, South Carolina, United States

You will be welcomed to this cozy Sea Pines beach home getaway with a screened-in porch running the width of the house, providing just the privacy for those late-night summer evenings or cool fall afternoons. The first floor offers a large family room with a cathedral ceiling, an eat-in kitchen, and a dining room. Two bedrooms and two bathrooms are located on the first floor, and as you head downstairs, two additional bedrooms await perfect living spaces. brbrExperience Local Favorites - The Vacation Company has partnered with SERG Take Out Kitchen to make your stay even more convenient! Guests receive a special credit to enjoy delicious, restaurant-quality meals delivered straight to their vacation rental—so you can spend less time cooking and more time relaxing on Hilton Head Island. br* Valid for bookings that are booked on or after 6/28/2025brbrTown of Hilton Head STR #70158brbrPROXIMITY TO THE BEACHbr• 5th Row Ocean br• 5-minute walk to the beachbrbrHIGHLIGHTSbr• *Private Pool (10 ft x 24 ft) Pool Heat is Available upon request, and there is an additional charge to heat the pool and spa. Inquire when booking regarding cost.br• Free Wireless Internetbr• 6 TVsbr• Gas Grill br• Carolina RoombrbrSEA PINES RESORT FEATURES & AMENITIES [All Sea Pines Resort Features are subject to purchase, seasonality, and availability.]br• Lawton Stablesbr• Golf Courses - Harbour Town Golf Links home to the RBC Heritage Classic. Additional Sea Pines Resort courses include Heron Point by Pete Dye, Atlantic Dunes by Davis Love II, and Sea Pines Country Club [Private]br• Harbour Town Marina - Lighthouse, Shops, Restaurants, Water Activities, Private Boat Chartersbr• South Beach Marina - Shops, Restaurants, Water Activities, Fishing Charters, Dolphin Toursbr• Racquet Clubs - South Beach & Harbour Town br• Trolley Transportation - Schedule Variesbr• Tower Beach Parking - Property Owners Onlybr• Sea Pines Beach Club Parking - Major Seasonality Restrictionsbr• Ongoing upgrades to enhance the resort include renovations, new construction, and road projects.brbrPROPERTY CONFIGURATIONbr• 4 Bedroomsbr• 4 Bathroomsbr• Sleeps 8br• Parking for a maximum of 4 vehicles. All vehicle parking must be located on improved surfaces, like driveways, and cannot be on grassed or landscaped areas.br• 2652 Sq Ftbr• Washer/ Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 King 1st floorbr• Bedroom 2 - 1 Queen 2nd floorbr• Bedroom 3 - 2 Twins 1st floorbr• Bedroom 4 - 1 King 2nd floorbrbrPlease Note: Beach renourishment projects are currently underway and will continue through late spring. While work is active at times, the beach remains open for guests to enjoy and access the shoreline daily. We appreciate your understanding as the community works to enhance and preserve our beautiful beaches! brbrPROPERTY REMINDERSbr• * A total of 4 adult unisex bikes are included in your amenity fee when booking. Not included with rentals over 21 nights. br• Pets are not allowedbr• The Vacation Company's Guest Connect will contain all your check-in information (lock codes, Wi-Fi codes, and other information pertinent to your stay).brVirtual Tour Url: https://my.matterport.com/show/ m=Xmyv2Xvwk7R

Bed

Bath

Sleeps

$816.08

/ Nightly

Private Vacation Home

1 Curlew- Private Pool & 5th Row Ocean - Less than 75 yards to the beach.

Hilton Head Island, South Carolina, United States

Welcome to this statement island home in Hilton Head's highly sought-after North Forest Beach area. From the moment you approach, you'll be captivated by the bold, warm red exterior, setting the tone for an unforgettable stay. Inside, you’ll find a vibrant and colorful décor that brings a touch of personality to every room, complemented by designer furnishings that embody both elegance and comfort.brbrThe master suite, featuring a private bath, offers serene views and easy access to the outdoor space, where a private heated pool with a flowing waterfall awaits. The pool provides a relaxing retreat where you can enjoy the island atmosphere. The home’s open living space is wonderfully designed, with a large, gourmet kitchen that features state-of-the-art appliances, ample counter space, and a large island that comfortably seats nine. A cozy breakfast nook, framed by a fantastic bay window, provides an ideal spot for starting your day.brbrExquisite touches like coffered ceilings, white-washed wainscoting, and a charming fireplace add a sophisticated yet beach-chic vibe to the space. This home offers everything you could possibly desire in a luxurious beach retreat, and it’s just a short stroll to the beach.brbrThe proximity to the beach enhances the home’s appeal, with the public beach access located just at the end of Curlew Road, only a three-minute walk away. For outdoor enthusiasts, you will find free tennis at the Van Der Meer Shipyard Racquet Club. Inside, entertainment options abound, including six TVs, a ping pong table, and corn hole to keep everyone entertained.brbrThe property’s spacious layout includes five beautifully appointed bedrooms, each designed for relaxation. The first floor features a king-sized bed in the master suite, while the second floor offers an additional king-sized bed and three queen-sized beds. The fifth bedroom is perfect for families, with two sets of twin-over-queen bunk beds, comfortably sleeping six.brbrWith four and a half bathrooms, the home comfortably accommodates up to 16 guests, providing ample space for everyone to unwind and relax. The 3,600-square-foot home also offers easy access to a garage, a fully equipped kitchen, a washer and dryer, and parking for up to six vehicles.brbrThe outdoor space, including a private heated pool, is a perfect blend of relaxation and entertainment. You can opt to have the pool heated for an additional fee, ensuring your comfort no matter the season.brbrThis custom-built island escape offers the best of both worlds – luxury, comfort, and the laid-back charm of Hilton Head Island, all just moments away from the beach. Book your stay today and experience the coastal lifestyle at its finest.brbrTown of HHI STR Permit #69772brbrbrPROXIMITY TO BEACHbr• 5th Row Oceanbr• 3-minute walk to the beachbr• Public beach access is located at the end of Curlew Road.brbrHIGHLIGHTSbr• *Private heated pool (8' x 12') (*This pool can be heated at an additional charge. The cost per week is $775-1275.00 (depending on the season) to heat the pool.)br• Free Wireless Internetbr• Free Tennis at Van Der Meer Shipyard Racquet Clubbr• Gas Grillbr• 6 TVSbr• Elevatorbr• Ping Pongbr• Corn Holebr• Guests receive a special SERG Take Out Kitchen credit to enjoy delicious, restaurant-quality mealsbrbrPROPERTY CONFIGURATIONbr• 5 Bedroomsbr• 4.5 Bathroomsbr• Sleeps 16br• Garage Accessbr• 3597 Square Feetbr• Washer/ Dryerbr• Fully Equipped Kitchenbr•Parking for a maximum of 6 vehicles. All vehicle parking must be located on improved surfaces, like driveways, and cannot be on grassed or landscaped areas. br brBEDDING BREAKDOWNbr• Bedroom 1 - 1 King - 1st Floorbr• Bedroom 2 - 1 King - 2nd Floorbr• Bedroom 3 - 2 Queens - 2nd Floorbr• Bedroom 4 - 1 Queens - 2nd Floor br• Bedroom 5 - 2 bunk bed sets -Twin over Queen (2Q,2T) - Sleeps 6brbrbrPROPERTY REMINDERSbr• Pets are not allowedbr• A total of 4 adult unisex bikes are included in your amenity fee when booking. Not included with rentals over 21 nights. br• The Vacation Company's Guest Connect will contain all your check-in informationbrVirtual Tour Url: https://my.matterport.com/show/ m=5AWg1xWSXoP

Bed

Bath

Sleeps

$202.88

/ Nightly

Private Vacation Home

Courtside 105 - Charming Updated Forest Beach Townhouse

Hilton Head Island, South Carolina, United States

Courtside 105 is a two-story townhouse, one flight above street level. Courtside is 1.5 blocks from the beach and next door to Van Der Meer Tennis Center. A special membership with Van der Meer provides Courtside guests with tennis privileges up to one hour per day per condo. This community has two on-site pools, a lagoon with fountain, and parking at the front door of each property. Courtside is within 3 blocks of Coligny Plaza, the Beach Market and Park. This quaint downtown area offers guests a wide selection of restaurants, shopping venues, and entertainment for all ages. Queen bed in master bedroom, queen and twin in bedroom 2, living room has a queen sleeper sofa. Two & Half Baths, Flat Screen TV's, Wireless Internet and many upgrades.brbrHHI Short-Term Rental Permit #028144

Bed

Bath

Sleeps

Select Dates for Price

Private Vacation Home

5 Heron- Great Family Retreat. 363 Yard walk to the Beach!

Hilton Head Island, South Carolina, United States

This striking North Forest Beach property is a true blend of modern, ultra-contemporary design with an island-inspired atmosphere, offering both style and serenity. The home, an Ikea-model residence, is furnished with all Ikea fixtures, furnishings, and bedding, ensuring a sleek, minimalist aesthetic throughout. Mirroring its neighbor, 3 Heron, the two homes create a perfect setting for a multiple-family or group getaway. Connecting these homes is a unique outdoor space featuring pools and hot tubs that extend from sun-filled areas to the shaded, relaxing spots beneath the homes. At the center of the outdoor space, a long, stylish fire pit offers a gathering place, surrounded by modern seating and a lush lawn that’s ideal for lawn games like cornhole. The property’s prime location is just a short, five-minute walk to the beach and the vibrant Coligny area, with easy access to public beach access located at the end of Heron Street.brbrThis luxurious home offers 3,200 square feet of thoughtfully designed living space, with five bedrooms, five full bathrooms, and two half bathrooms, comfortably accommodating up to 12 guests. The spacious, fully equipped kitchen is perfect for preparing meals, and the home also includes convenient features like a washer and dryer, garage access, and parking for up to six vehicles (with parking restricted to improved surfaces like driveways). Inside, the home is beautifully appointed with a king bedroom on the second floor and a combination of king and queen bedrooms on the first floor. A fifth bedroom features two twin beds with trundle beds, sleeping four guests.brbrFor ultimate relaxation, the home boasts a private heated pool and spa, available for an additional fee depending on the season. Other highlights include a gas grill, six TVs, and free wireless internet, ensuring every guest can unwind and stay entertained. Whether you're soaking up the sun by the pool, enjoying the fire pit with friends, or simply strolling to the beach, this home offers the perfect setting for your next luxury vacation.brbrTown of HHI STR Permit #52498brbrPROXIMITY TO BEACHbr• 5-minute walk to the beachbr• Public beach access is located at the end of Heron StreetbrbrHIGHLIGHTSbr• *Private heated pool & spa (24 ft x 16 ft) T Shape (*This pool & spa have a gas heater and can be heated for an additional fee of $775 - $1275 per week, depending on the season. If you would like to heat the spa only, the weekly cost is $225.)br• Fire Pitbr• Free Wireless Internetbr• Gas Grillbr• 6 TVsbr• Experience Local Favorites - The Vacation Company has partnered with SERG Take Out Kitchen to make your stay even more convenient! Guests receive a special credit to enjoy delicious, restaurant-quality meals delivered straight to their vacation rental—so you can spend less time cooking and more time relaxing on Hilton Head Island.brbrPROPERTY CONFIGURATIONbr• 5 Bedroomsbr• 5 Full Bathroomsbr• 2 Half Bathroomsbr• 1 Full Pool Bathroombr• Sleeps 12br• Garage Accessbr• Parking for a maximum of 6 vehicles. All vehicle parking must be located on improved surfaces, like driveways, and cannot be on grassed or landscaped areas. br • 3200 Square Feetbr• Washer/ Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 King - 2nd Floorbr• Bedroom 2 - 1 King - 1st Floorbr• Bedroom 3 - 1 Queen - 1st Floorbr• Bedroom 4 - 1 Queen - 1st Floorbr• Bedroom 5 - 2 Twin w/ Twin Trundle beds - Sleeps 4 - 1st FloorbrbrbrPROPERTY REMINDERSbr• Pets are not allowed.br• * A total of 4 adult unisex bikes are included in your amenity fee when booking. Not included with rentals over 21 nights. br• The Vacation Company's Guest Connect will contain all your check-in informationbrVirtual Tour Url: https://my.matterport.com/show/ m=ChnJqqm43An

Bed

Bath

Sleeps

$490.86

/ Nightly

Private Vacation Home

37 Shell Ring: BESTNEST by Beverly Serral

Hilton Head Island, South Carolina, United States

Welcome to the BESTNEST at 37 Shell Ring Road in Sea Pines- redecorated and super stylish! Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online! brbr37 Shell Ring is a completely comfortable and filled with every amenity that we appreciate when we vacation. brbrThe open living/dining area features comfy seating for 6. The dining area seats 6 comfortably and opens to a lake-view screened porch. Gaze over the lagoon while white egrets meander about.brbrThe kitchen offers everything you will need-- and want. All white dishes, great heavy flatware and cookware, baking and serving pieces, and spotlessly clean, nearly new appliances plus an adjacent grilling deck with gas grill await you. brbrNo Carpet! The master (king) is spacious and features wall mounted TV. The en-suite bath features double vanity, big tub, and walk in shower. brBedroom 2 features a queen bed and en-suite bath with tub/shower combination. Bedroom 3 features 2 twins and full bath with walk in shower. brbrThe spacious, detached garage is ideal for housing all of your “stuff”!brbrPAYMENTS: For reservations made thirty (30) days or less days prior to arrival, payment in full is due at the time the reservation is made. For reservations made thirty one (31) days or more prior to arrival, payment of 25% of the total is required, and the full amount of travel insurance premium, if accepted, is required at the time of booking. The balance of the final total is required thirty (30) days prior to arrival. Long term winter reservations policy differs- please inquire. brbrCANCELLATIONS: You are welcome to cancel your reservation without penalty and receive full refund of your deposit up to 31 days prior to arrival. Cancellations made 14 days to 30 days prior to arrival will receive a 50% refund of total payment. At 13 days prior to arrival, your reservation becomes noncancelable and non-refundable. Travel insurance is always highly recommended. brbrHOW FAR TO BEACH: 5 minutes by car or 15 minutes by bike to the ocean/Sea Pines Beach Club. brbrBEACH CLUB ACCESS/PARKING Onsite parking AT the Beach Club is permitted for all overnight guests, Labor Day-mid March. From Mid March through end of summer, special Beach Trolleys transport guests from various parking spots within Sea Pines to the Beach Club. Full details will be provided at time of your reservation, or simply inquire for more information. DAY AFTER LABOR DAY THROUGH MARCH, EVERYONE MAY PARK AT THE BEACH CLUB.brbrPOOL/TENNIS: Complimentary at the neighborhood facility; 3 minute walk. Pool open April - September (not heated)brbrPETS: 37 Shell Ring is a people-only property.br brWHAT’S INCLUDED: Your property will come stocked with all of the household amenities you will need for the duration of your stay, including trash bags, dish soaps, perfume free laundry products, paper towels, bath tissues, hand and bar soaps and even Keurig AND standard coffee makers with filters. We also stock beach toys, beach chairs and umbrellas-- really, all you have to do is come and enjoy.brbrABOUT US: We are proud to have developed a niche concept in vacation rentals on Hilton Head Island, lauded and applauded by guests since 2010.brbrSTR Permit Number: 025593

Bed

Bath

Sleeps

$286.39

/ Nightly

Private Vacation Home

Courtside 110 - Large 3 BR Townhouse - Short Walk To Beach

Hilton Head Island, South Carolina, United States

Courtside 110 is a 3 story townhouse with 3 bedrooms and 3 1/2 baths, one flight above street level. The top floor is a large master suite. Courtside is next to the world famous Van Deer Meer tennis center and 1.5 blocks from the beach. A special membership is included to Courtside guests, 1 hour of tennis privileges per day. This community has 2 pools on-site to use, and the courtyard features a peaceful lagoon with a fountain. Parking is directly in front of each condo, with additional spaces surrounding the building. Courtside is located in south forest beach, just 1/2 mile from the Coligny circle. Several shops and restaurants are nearby. This is a great location for all island activities. There is a King in the master, queen in the guest bedroom and 2 twins in the 3rd. brbrHilton Head Short Term Rental Permit #066790

3

Bed

3

Bath

8

Sleeps

Vacation Home Rentals By Owner In Hilton Head Island, SC

$208.53

$1839.99

$2588.62

$2125.16

$477.97

$583.09

$673.37

$754.82

$1342.11

$441.57

$996.65

$3876.79

$589.89

$1013.09

$1130.93

$816.08

$202.88

$490.86

$286.39

Rent a place that suits your needs

Most popular vacation rentals in Hilton Head Island

$5734.39

$6268.77

$6243.72

$6243.72

$6243.72

$5882.62

$5882.62

$5882.62

$5882.62

$5799.02

Most Popular Cities in South Carolina