Vacation Home Rentals By Owner In Hilton Head Island, SC

577 - Fairway Views, Mins 2 Beach, Sleeps 6

Hilton Head Island, South Carolina, United States

Welcome to your ideal Hilton Head Island retreat, tucked within the private and scenic Sea Pines community. This thoughtfully upgraded 2-bedroom, 2-bathroom villa is designed for both comfort and flexibility—perfect for families, couples, or small groups seeking a relaxing getaway. With a spacious layout that accommodates up to six guests, you’ll find plenty of room to spread out, unwind, and enjoy the beauty of your surroundings.

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$340.97

/ Nightly

Private Vacation Home

80 Ocean Breeze: Beach Oriented Townhome, Free Bikes, Tennis, Pool, 80OB

Hilton Head Island, South Carolina, United States

Proudly hosted by Island Rentals of Hilton Head, 80 Ocean Breeze is a beautifully updated pet-friendly three-bedroom, three-bath townhome located in the desirable South Forest Beach area, just a short walk or quick bike ride to the beach. Thoughtfully designed for comfort and convenience, this spacious retreat comfortably sleeps up to six adults and two children, making it ideal for families—including four-legged companions.brbrThe main living level features a warm and inviting living room with comfortable seating and flat-screen TVs throughout the home. The updated kitchen showcases stainless steel appliances, granite countertops, new cabinetry, and a convenient breakfast bar with seating. A first-floor bedroom offers a King bed, dresser, flat-screen TV, and easy access to a full bathroom just outside the bedroom, perfect for guests seeking main-level accommodations.brbrUpstairs, the home continues to impress with flexible sleeping arrangements. One bedroom features a Queen bed, wall-mounted flat-screen TV, ample storage, and a private en suite bathroom with granite countertops. The additional upstairs bedroom is a kid-friendly retreat with twin bunk beds, two twin trundles, a flat-screen TV with Blu-ray player, and an attached bathroom. Guests can also enjoy three on-site community pools (seasonally open April through October), a community tennis court, and an electric grill on the back deck. With complimentary adult bicycles, backpack beach chairs, and a pet-friendly setting, 80 Ocean Breeze offers an ideal Hilton Head Island escape just minutes from the beach and Coligny Plaza.brbr• 3 Bedrooms, 3 Bathsbr• Sleeps 6 Adults and 2 Children (King, Queen, Bunk Bed)br• 4 Free New Adult Aluminum Bikes From South Beach Cyclesbr• 4 Free Beach Chairsbr• Community Tennis Courtbr• Short Walk to the Beach!br• Free Wifibr• 3 Pools on-site.br• TV in every Bedroom, Electric Grill on Back Deckbr* Please note, the pools in this community are open from April through October.brbr* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.

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Sleeps

$1179.6

/ Nightly

Private Vacation Home

Summer Savings! Luxury Retreat | Pool, Spa & Elevator | Steps to Beach Bike path

Hilton Head Island, South Carolina, United States

⭐ Why guests love this homebrNew modern Luxury BuildbrTrue 7-bedroom luxury layout with comfort and privacy for large groupsbrFast, easy beach access 225 yardsbrPrivate outdoor oasis (pool/spa/outdoor diningbrBig-group kitchen + dining made for shared meals and together timebrFamily-friendly setup with practical extras (pack-n-play, high chair, beach gear, games-cornhole, bocci and more,brbrWelcome to 165 Jacana Street, our luxury home completed in January 2023! Located on the world-renowned North Forest Beach, this luxurious retreat offers a harmonious blend of Southern charm and modern comfort. This 4300 square foot home will accommodate large families, multiple families, and large groups situated just steps from one of the country’s top beaches and golf courses. The large open main floor allows everyone to eat, socialize, and relax in the same space, and the 2nd-floor family room and 6 bedrooms provide room to spread out. Enjoy morning coffee or late-night games on the large screened-in porch. brbr-7 Large Bedrooms and 6 full baths, 2 half baths brbr-Sleeps 20 with 12 Beds brbr-1st and 2nd floor family rooms brbr-2-minute walk to the NEVER CROWDED BEACHbrbr-4300 sq’ living space nobrbr-Main floor Master BR with oversized bathroom brbr-large capacity Washer/Dryerbrbr-High Speed Wi-Fi throughout the property br-9 Smart TVsbr-ELEVATORbr-Large fully equipped ultra-modern kitchen - open concept with pantry br-12 CUP COFFEE POT AND KEURIGbr- - - Just a Little Heads-Up!brWe like to keep things fresh and simple—so you won’t find any spices, oils, coffee, or condiments in the kitchen. Think of it as a blank canvas for your culinary creativity! Bring your favorites and cook something delicious. The kitchen’s fully stocked with all the tools you’ll need (minus the ingredients). We recommend ordering your groceries for delivery to the house on your day of arrival. Go to the Digital Guidebook for more info. br-Dining area seats 20- Two dining tables and 4 seat island counters. brbr-Heated & Chilled Pool with Waterfall 12' x 23'brThe pool can be heated for an additional fee of $300 + tax per week March- November. Please note that the electric heat pump only allows the pool to heat to “approximately” 20 degrees warmer than the lowest nighttime temperature.brbr-Large 10-person Spa 10' x 10'brbr-Large Screened porch off the dining room brbr-Large outdoor space for lounging and games brbr-Conveniently located refrigerator, freezer, ice machine, outdoor shower, and half bath at pool level brbr- Outdoor Gas Grillbrbr-Bike Path steps from the back door brbr-Bike and golf cart rental discounts brbr-Just a short walk or bike ride to Coligny Circle, which offers restaurants, cafes shopping, ice cream, entertainment, and supplies. brbr-Included beach towels, a wagon, cooler, folding beach chairs, umbrellas, and beach toys for your days on the beach. Please note that Items may vary. brbr-Games: Ping Pong, Corn hole, bocci ball set, assorted beach toys. Please note items may vary. brbr-Highchair and Pack N Play included brbrBedding and Bath Breakdown brbr1st-floor Bedroom 1, King, ensuite full bath brbr1st floor Powder Room, half bath, laundry brbr2nd-floor Bedroom 2, 1 King, ensuite full bath brbr2nd-floor Bedroom 3, 1 King, ensuite, full bath brbrBedrooms 2 & 3 share a bathroom)brbr2nd-floor Bedroom 4, 1 King, ensuite, full bath brbr2nd-floor Bedroom 5, 1 Queen, ensuite, full bath brbr2nd-floor Bedroom 6, 2 Doubles, ensuite, full bath brbr2nd-floor Bedroom 7, Bunk Room, 2 fulls top and 2 Twins, bottom, full bath brbr2nd floor Family Room, Pullout Bed/Sectional brbr- Need More Space brPlanning a larger gathering Book our sister property next door — [The Hammock House at 169 Jacana Street — for a combined 14 bedrooms and space for up to 40 guests! Please contact us for more details and to book.brbrNeighborhood Highlights:brExplore the vibrant neighborhood surrounding our House:brbr-Coligny Beach Park: A short stroll away, offering beach access, playgrounds, and live music.br-Bike Paths: Rent bikes and explore the island’s scenic trails.br-Local Eateries: Indulge in fresh seafood at nearby restaurants.br-Shopping: Visit the Coligny Shopping Center for unique finds. brbrATTENTION: There are cameras with video and audio recording live outside the garages monitoring vehicle activity for your safety.brbrA Few House Rules brbrMax parking spaces 7, limit four on the driveway, and up to 4 inside the garage. Hilton Head enforces limits on the number of cars. Parking off the driveway in the grass may result in your car getting towed. brbrHilton Head does enforce the 10 pm-7 am quiet period” noise ordinance. If you are going to be outside after 10 pm, please keep the noise to a minimum. brbrNO SMOKING or use of fire permitted in the rental; the guest acknowledges that no smoking includes the use of vape pens and marijuana and use of fire includes the lighting of candles, incense, or sage. There will be a $200 charge per day of reservation if this rule is not followed brbrYour dedicated property manager will provide keyless door codes, Wi-Fi passwords, and all other necessary info prior to your arrival and will check in with guests with a private meet and greet when you arrive. If you prefer contactless check-in, please notify your host when booking your stay.

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Sleeps

$1427.85

/ Nightly

Private Vacation Home

Summer Savings! 169 Jacana Gourmet Kitchen spa elevator steps to beach bike path

Hilton Head Island, South Carolina, United States

⭐ Why guests love this homebrbrTrue 7-bedroom luxury layout with comfort and privacy for large groupsbrFast, easy beach access 225 yardsbrPrivate outdoor oasis (pool/spa/outdoor diningbrBig-group kitchen + dining made for shared meals and together timebrFamily-friendly setup with practical extras (pack-n-play, high chair, beach gear, games-cornhole, bocci and more,brbrWelcome to 169 Jacana Street, our luxury five-star home completed in January 2023! Located on the world-renowned North Forest Beach, this luxurious retreat offers a harmonious blend of Southern charm and modern comfort. Our home will accommodate large families, multiple families, and large groups situated just steps from one of the country’s top beaches and golf courses. The large open main floor allows everyone to eat, socialize, and relax in the same space, and the 2nd-floor family room and 6 bedrooms provide room to spread out. Enjoy morning coffee or late-night games on the large screened-in porch. You have semiprivate beach access across the street and walking distance to Coligny Plaza. brbrNeighborhood Highlights:brExplore the vibrant neighborhood surrounding our Beach House:brbr-Coligny Beach Park: A short stroll away, offering beach access, playgrounds, and live music.br-Bike Paths: Rent bikes and explore the island’s scenic trails.br-Local Eateries: Indulge in fresh seafood at nearby restaurants.br-Shopping: Visit the Coligny Shopping Center for unique finds.brbrSUMMARYbr-PRIVATE BEACH ACCESSbr7 Large Bedrooms and 6 full baths, 2 half baths br-Sleeps 20 with 12 Beds br-1st and 2nd floor family rooms br-2-minute walk to the never-crowded beach br-4300 sq’ living spacebr-Main floor Master BR with oversized bathroom br-large capacity W/D br-High Speed 300 Mbps Wi-Fi throughout the property br-9 Smart TVsbr-ELEVATORbr-Large fully equipped ultra-modern kitchen - open concept with pantry br-Dining for 20 with Two dining tables and 4 seat island counterbr-12 CUP COFFEE POT AND KEURIGbr- - - Just a Little Heads-Up!brWe like to keep things fresh and simple—so you won’t find any spices, oils, coffee, or condiments in the kitchen. Think of it as a blank canvas for your culinary creativity! Bring your favorites and cook something delicious. The kitchen’s fully stocked with all the tools you’ll need (minus the ingredients). We recommend ordering your groceries for delivery to the house on your day of arrival. Go to the Digital Guidebook for more info. brbr-Heated & Chilled Pool 13' x 23'br-Large 10-person Spa 10' x 10'brThe pool can be heated for an additional fee of $300 + tax per week from March through November. Please note that the electric heat pump only allows the pool to heat to “approximately” 20 degrees warmer than the lowest nighttime temperature.br-Large Screened porch off the dining room br-Large outdoor space for lounging and games br-Conveniently located refrigerator, freezer, ice machine, outdoor shower, and half bath at pool level br- Outdoor Gas Grillbr-Bike Path steps from the back door br-Bike and golf cart RENTAL DISCOUNTSbr-Just a short walk or bike ride to Coligny Circle, which offers restaurants, cafes shopping, ice cream, entertainment, and supplies. br-Included 12 beach towels, a wagon, cooler, folding beach chairs, umbrella, and beach toys for your days on the beach. Please note items may vary. br-Games: Ping Pong, Corn hole, bocci ball set, assorted beach toys. Please note items may vary.br-Highchair and Pack N Play included brbrBedding and Bath Breakdown brbr1st-floor Bedroom 1, King, ensuite full bath brbr1st floor Powder Room, half bath, laundry brbr2nd-floor Bedroom 2, 1 King, ensuite full bath brbr2nd-floor Bedroom 3, 1 King, ensuite, full bath br(Bedrooms 2 & 3 share a bathroom)brbr2nd-floor Bedroom 4, 1 King, ensuite, full bath brbr2nd-floor Bedroom 5, 1 Queen, ensuite, full bath brbr2nd-floor Bedroom 6, 2 Doubles, ensuite, full bath brbr2nd-floor Bedroom 7, Bunk Room, 2 fulls too and 2 twins bottom, full bath brbr2nd floor Family Room, Pullout Bed/Sectional brbr Need More Space brPlanning a larger gathering Book our sister property next door — [The Hammock House at 165 Jacana Street — for a combined 14 bedrooms and space for up to 40 guests! Let us know if you would like to book both houses for your group gathering. brbr*Tell me what we can do to be your host.brSend us a message if you need more information or have questions.brbrHouse Rules brbrMax parking spaces 6, limit four on the driveway, and up to 4 inside the garage. Hilton Head enforces limits on the number of cars. Parking off the driveway in the grass may result in your car getting towed. brbrHilton Head does enforce the 10 pm-7 am quiet period” noise ordinance. If you are going to be outside after 10 pm, please keep the noise to a minimum. brbrNO SMOKING or use of fire permitted in the rental; the guest acknowledges that no smoking includes the use of vape pens and marijuana and use of fire includes the lighting of candles, incense, or sage. There will be a $200 charge per day of reservation if this rule is not followed brbrATTENTION: There are cameras with video and audio recording live outside the garages monitoring vehicle activity for your safety.brbrThe Property Manager will provide keyless door codes, Wi-Fi passwords, and all other necessary info prior to your arrival and will check in with guests with a private meet and greet upon arrival. If you prefer contactless check-in, please notify your host when booking your stay.brbrREVIEW 5 star *brbrWe had an absolutely amazing trip!! The house was incredible! Clean, roomy, had all the extras to make it fun/easy! The house manager was wonderful to work with! Welcomed us at the house, checked back in multiple times during the week, so friendly and assisted with anything we needed! Location was prime! Beach just across the street was literally a 3 min walk and not busy at all even though it was spring break! Less than a mile walk/bike to Coligny was so nice and easy! We loved the outdoor TV, screened porch, bathrooms in all rooms, heated pool was a perfect temp, etc I can go on and on. Communication prior to arrival was flawless and loved not having to go somewhere to get a key…just use the keypad which was great with 19 people of all ages there. Thank you!!!brbrDate of arrival - April 1, 2023

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$1216.28

/ Nightly

Private Vacation Home

(9) Luxury 7BR | Pool & Hot Tub | Elevator | Beach

Hilton Head Island, South Carolina, United States

NEW CONSTRUCTION!!brBook your stay at 9 Sandcastle Court and indulge in a lavish coastal retreat that redefines beachside living at its finest. Secure your dates now and become part of the Beach House Boutique family's most exquisite offering!brbrHere at Beach House Boutique Vacation Rentals we believe in providing you with amenities you won't find anywhere else. brThe following are included for your comfort, convenience, and enjoyment:br1. Luxury bedding used by the Ritz Carlton/Bath & Beach Towelsbr2. Free Pool Heatbr3. Golf Cart Rental Discountbr4. Baby Equipment- Pack N Play w/mattress, Highchair, and Umbrella Strollerbr5. Heated Pool and Hot Tub br6. Propane tank for grillingbr7. 2nd Refrigerator/Freezerbr8. Hair dryers in each bathroombr9. 6 Backpack Beach Chairs and a beach wagonbr10. We offer both a drip coffeemaker and Keurig br11. Elevator brbrbrWelcome to 9 Sandcastle Court | Sandcastles by the SeabrDiscover refined coastal living at 9 Sandcastle Court, a brand-new luxury beach house and the newest addition to the Beach House Boutique Vacation Rentals & Realty collection. Perfectly positioned on a corner lot within the exclusive Sandcastles by the Sea enclave, this expansive seven-bedroom Hilton Head Island vacation rental offers the ultimate blend of luxury, comfort, and beachside convenience.brDesigned for guests who value high-end finishes, spacious layouts, and resort-style amenities, this home is ideal for large families, multi-generational trips, and group getaways.br✨ Key Features & Amenitiesbr• Newly constructed luxury beach homebr• Seven spacious bedroomsbr• Private pool and hot tubbr• Elevator access to all levelsbr• Modern designer furnishings throughoutbr• Corner lot with added privacybr• Short walk to the beachbr• Close to dining, shopping & island attractionsbr Interior Living – Modern Coastal ElegancebrStep inside to discover bright, open living spaces with contemporary coastal design and thoughtfully curated décor. Every detail—from the bespoke finishes to the upscale furnishings—has been selected to create a welcoming yet sophisticated atmosphere perfect for relaxing after a day at the beach.br Outdoor Living – Pool & Hot Tub OasisbrUnwind in your private outdoor retreat, featuring:br• Sparkling private poolbr• Relaxing hot tubbr• Space for lounging and gatheringbr• Ideal for day-to-night enjoymentbrWhether you're soaking after a beach day or enjoying an evening swim, this outdoor space delivers a true resort-style experience.br Elevator ConveniencebrA private elevator provides seamless access to every floor, making this home comfortable and accessible for guests of all ages and ideal for luggage days.br ️ Bedroom Configuration (Sleeps Large Groups Comfortably)brFirst Floorbr• Bedroom 1: Queen bedbrSecond Floorbr• Bedroom 2: King bedbr• Bedroom 3: King bedbr• Bedroom 4: King bedbrThird Floorbr• Bedroom 5: Two Queen bedsbr• Bedroom 6: Three Full-over-Full bunk beds (two with twin trundles)br• Bedroom 7: Twin-over-Twin bunk bed + cribbrThis flexible sleeping layout is perfect for multiple families traveling together, offering both private suites and kid-friendly bunk rooms.br Prime Hilton Head Locationbr• Located in Sandcastles by the Seabr• Short walk to the beachbr• Close to restaurants, shopping & entertainmentbr• Easy access to island attractionsbr⭐ WHY GUESTS LOVE 9 SANDCASTLE COURTbr• Brand-new luxury constructionbr• 7 bedrooms for large groupsbr• Private pool and hot tubbr• Elevator accessbr• Walk-to-beach locationbr• Stylish, modern furnishingsbr• Ideal for family reunions & group tripsbrbrGolf Cart offer: Beach House Boutique offers 6-passenger electric golf carts that can be transformed into 4-passenger + cargo.brGolf carts can be parked at the public beach parking. You can also drive golf carts to nearby restaurants, bars, and grocery stores.brAvailability is limited in the summer. Please request at the time of booking for best availability. brbrBeach Access: The property is located in the Folly Field area. The closest beach is Folly Field Beach. There is a dedicated paved path from the house all the way to the beach and it is less than a 10min walk. There is beach parking for golf carts and vehicles with 51 metered parking spaces and 3 ADA-accessible spaces available on a first come first served basis.brbrIncluded supplies:brYour property will come stocked with a STARTER set (you will need to buy more) of paper towels, toilet paper, dish detergent, laundry detergent, garbage bags.brbrCANCELLATION POLICYbrTo be eligible for a refund, you must cancel at minimum 60 days prior to check in. brIn the event you, the Guest, needs to cancel your reservation and the reservation is applicable to a refund, the funds will be sent back to the you in the same manner they were received. All cancellations are subject to a $350 administrative fee. There are no exceptions.brGuests are encouraged to purchase Trip/Travel Insurance at the time of booking. This is offered through a 3rd party vendor. Beach House Boutique does not issue refunds due to acts of nature such as weather, road conditions, power outages, security, travel warnings or political unrest. brbrParking: 5 vehicles max: 4 in driveway | No parking on the street or on landscapingbrOverflow parking not availablebrbrSpecial requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed please inquire with Beach House Boutique Vacation Rentals and Realty for approval prior to booking. brbrPermit:

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$778.55

/ Nightly

Private Vacation Home

30 Pelican - 3rd Row Ocean - Private Pool & Hot Tub - Steps to the Beach

Hilton Head Island, South Carolina, United States

This 5-bed, 5-bath North Forest Beach island escape is the perfect family getaway. A large eat-in kitchen, dining room, and living room make any gathering memorable with plenty of space for meals, games, or movie night. A great spot for reading and relaxing, the second-floor loft has looked out to the upper deck. Coastal décor throughout reminds you of our beautiful Hilton Head beaches just a short stroll down the end of Pelican. Each bedroom and bathroom are spacious and comfortable. The hot tub is off the screen porch on the first-floor deck. A fenced-in pool area is just to the right of the garage. Coligny Plaza and Celebration park are just a quick bike ride down Forest Beach. This beach house is a true island retreat.brbrTown of HHI STR Permit #43890brbrPROXIMITY br• North Forest Beachbr• Beach Access is located at the end of Pelicanbr• 3rd Row Oceanbr• Less than a 1-mile walk or bike ride to Coligny PlazabrbrHIGHLIGHTSbr• Private *heated pool (28 ft x 14 ft) --This pool can be heated for an additional fee of $300 per week from March through November. Please note that the electric heat pump only allows the pool to heat to “approximately” 20 degrees warmer than the lowest nighttime temperature.br• Hot Tubbr• Free Wireless Internetbr• 5 TVs br• Gas grillbr• 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 Baths br• Sleeps 12br• 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• 3036 Sq. Ft.br• Washer/ Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 Kingbr• Bedroom 2 - 1 King br• Bedroom 3 - 1 Kingbr• Bedroom 4 - 1 Queenbr• Bedroom 5 - 2 Twinsbr• 1 Queen SleeperbrbrbrPROPERTY REMINDERSbr• *Heated Pool --This pool can be heated for an additional fee of $300 per week from March through November. Please note that the electric heat pump only allows the pool to heat to “approximately” 20 degrees warmer than the lowest nighttime temperature.br• *This house is dog friendly with $300 non-refundable pet deposit - Please inquire when making your reservation. Certain restrictions do apply.br• This property does not have a landline.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 information (lock codes, Wi-Fi codes, and other information pertinent to your stay).brVirtual Tour Url: https://my.matterport.com/show/ m=97HfNuTjWeW

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Sleeps

$1210.64

/ Nightly

Private Vacation Home

34 W. Beach Lagoon-DogFriendly, 60 yards to the ocean. Sea Pines Gold Coast

Hilton Head Island, South Carolina, United States

A 2nd-row ocean home is dog-friendly. This Lowcountry home is located in Sea Pines Resort and Atlantic Dunes Golf Course, with beautiful views of the 15th fairway. The property provides ultimate privacy at the end of a cul-de-sac in the prestigious Beach Lagoon and steps to Hilton Head's Gold Coast. The kitchen has been updated to serve as the focal point of the home, providing the perfect spot for entertaining and gathering with family and friends. With multiple bedroom options, the home also features an in-law suite located below, providing privacy and additional living space. Access to the mother-in-law suite is separate from the main house via stairs. Enjoy afternoon sunsets and evening dining on the large deck that steps off the living and dining room. 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 HHI STR Permit #72326brbrPROXIMITY TO THE BEACHbr• 2nd Rowbr• 1-2 minute walk to the beachbrbrHIGHLIGHTSbr• Private *Heated Pool (16 ft x 32 ft) & 7 ft Spa *The Pool can be heated at an additional charge from October - April with a gas pool heater: $775 - $1275 per week. From May to September, the pool can be heated with an electric heater for $300 per week. The spa can be heated separately for an additional fee of $225. br• Free Wireless Internetbr• Gas Grillbr• 6 TVsbr• Fire Tablebr• Ping Pongbr• CornholebrbrSEA 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.brbrbrbrPROPERTY CONFIGURATIONbr• 4 Bedroomsbr• 5.5 Bathroomsbr• Sleeps 11br• 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• 2872 Square Feetbr• Washer/Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 King Main House 2nd floorbr• Bedroom 2 - 1 King Guest Cottage off of the carport br• Bedroom 3 - 1 Queen Main House 2nd floorbr• Bedroom 4 - 2 Full Beds Main House 2nd floorbr• Guest Cottage - 1 Twin Sleeper Sofa brbr**Please 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• • * *This house is dog-friendly (no cats) with a $300 non-refundable pet deposit for one dog (under 35 pounds) - Please inquire when making your reservation. Certain restrictions do apply. br• Pool can be heated at an additional charge from October to April with a gas pool heater. $775-$ 1,275 per week. The pool can be heated with an electric heater from May through September for $300 per week.br• * A total of 4 adult unisex bikes are included in your amenity fee when booking. Not included with rentals of 21 nights or more.br• The fireplaces are not for guests' use.br• 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=Jr7Acu7cQer

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$1336.31

/ Nightly

Private Vacation Home

3rd Row Ocean ~ Five Bedroom Sea Pines Home ~ Private Pool & Spa ~ Sleeps 20

Hilton Head Island, South Carolina, United States

Welcome to 7 Painted Bunting Road! This five bedroom, five and half bathroom home can sleep up to twenty guests. It is located third row ocean in Sea Pines - just steps away from the beautiful beaches of Hilton Head Island! brbrThis spacious home completed 2021 off-season renovations and redecorating. Updates include the addition of a 5th bedroom with a set of built-in twin-xl bunks and a comfortable built-in queen-size dormer bed complete with a private en-suite bathroom; an expanded pool deck to accommodate outdoor dining and adding space for additional chaise loungers plus an outdoor television on the covered porch that can be viewed from the saltwater pool and spa; new living room, family room, and dining room furniture; the addition of two new beverage fridges to the wet bar and a built-in ice maker just off the kitchen. brbrCheck out the private saltwater pool and spa. This home includes complimentary pool and spa heat powered by an electric heat pump. Heating is available seasonally when outdoor temperatures are above 55 degrees. brbrThis home can comfortably accommodate larger groups with spacious bedrooms, multiple living spaces, and expanded seating for dining!brbr**Bedding Configuration**brbr• Bedroom 1: King (Master, 1st Floor, Flat Screen TV, Private Bath)brbr• Bedroom 2: King (2nd Floor, Flat Screen TV, Private Bath)brbr• Bedroom 3: King + Sleeper Sofa (2nd Floor, Flat Screen TV, Adjacent Bath) brbr• Bedroom 4: Two Queens + Twin Daybed w/ Trundle (2nd Floor, Flat Screen TV, Private Bath)brbr• Bedroom 5: Built-In Queen & Twin Bunk + Queen Sleeper Sofa (2nd Floor, Flat Screen TV, Private Bath) brbr**Additional Information**brbr• Distance to Beach: 3rd Row Oceanbrbr• Pool & Spa Info: The pool is approximately 27' x 12'. The saltwater pool and spa may be heated seasonally at no additional cost. They cannot be heated if temperatures drop below 55 degrees at any point during your stay. Heat is typically available March - May and September - October, weather permitting. The pool cannot be heated during the summer months.brbr• 4,474 Square Feetbrbr• Fully Equipped Kitchen, Regular Drip Coffee Maker & Keurig, Crockpot, Two Beverage Coolersbrbr• Washer/Dryer, Wireless Internet, Gas Grillbrbr• Two Living Areasbrbr• Ten Beach Towelsbrbr• 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 at the home for up to six cars max. Parking passes are an additional $17/pass per week. The garage is not available for guest use.brbrHilton Head Island Short Term Rental Permit #30107

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$1186.81

/ Nightly

Private Vacation Home

Huge home with private pool along the lagoon, only 5 minutes to the beach!

Hilton Head Island, South Carolina, United States

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.brbrExciting updates have just been completed at this property! A brand-new 5th bedroom is now finished and fully furnished with a queen-size bed and an ensuite jack-and-jill style bathroom. Updated photos have been completed as of January 2026.brbrElegance is understated in this Lowcountry home, truly one of a kind. The setting could not get more perfect. This fabulous home offers 5 bedrooms, and boasts multiple living areas on the inside, a gourmet kitchen, and a massive backyard that includes a private pool, covered outdoor living room, fire pit area, and a basketball court! brbrAs you enter this quintessential Lowcountry estate, you are greeted with a wonderful living and dining area with a beautiful tabby shell fireplace. Just outside this space is a wonderful arbor lanai that is another outdoor living space that overlooks the pool and lagoon. The gourmet kitchen offers high-end appliances and is outfitted for all your cooking needs during your stay. The dining area just off the kitchen boasts a beautiful fireplace and wood paneling on the walls. There is an enclosed patio with seating areas to enjoy a cup of coffee or watch the kids in the pool. You can kick back and relax in the sunken living room just off the dining area, which has a sleeper sofa, a half bathroom, access to the covered grill, and out to the pool. brbrWith this large property, there is one master suite on the first floor with a king-size bed. It overlooks the paver basketball court and beautiful landscaping. Bedroom 2, the primary suite, features a king bed overlooking the pool and lagoon, a beautiful fireplace, and a spacious spa-style bathroom with a walk-in shower and separate soaking tub. Bedroom 3 includes a king bed and shares a Jack-and-Jill full bathroom with Bedroom 4. Bedroom 4 is brand new and offers a queen bed and access to the shared Jack-and-Jill bath. Bedroom 5 serves as a guest suite with two queen beds and a private attached full bathroom. A large laundry room is also located on this level for added convenience.brbrThe true masterpiece of this home is the backyard. On a cul-de-sac private lot that backs up to the 11-mile lagoon system in Palmetto Dune, this property has an extremely large backyard. The pool offers ample size for swimming and has multiple seating areas around it for lounging, sunbathing, and even dining. There is a basketball court that allows for hours of outdoor entertainment for your guests. As you walk down to the lagoon, you will see the fire pit. You can enjoy conversations around the fire with your entire group. There is a dock at the lagoon for access to the waterway. You can rent kayaks or paddle boards and explore the 11-mile lagoon system. One of the best parts is the gorgeous sunsets you will be able to see throughout the year! brbrTrust us: You won't be disappointed at Haul Away, a true Hilton Head Island retreat in paradise. brbrKey Features: br• Proximity to the beach: 5 min walk br• Private Poolbr• Arcade Gaming Machinebr• Outdoor Mini Basketball Courtbr• Outdoor Hammocksbr• Palmetto Dunes Amenitiesbr• Electric Vehicle ChargerbrbrRent price includes: Rental Rate, Hospitality Program, Beach Gear Credit, Booking Processing Fees, and Departure Clean. Your Luxury Concierge is included with no additional cost.brbrAccount #/STR Permit #027244

Bed

Bath

Sleeps

$190.62

/ Nightly

Private Vacation Home

A little slice of heaven! Brigantine Quarters 3BR/2.5 BA #212, SAT TO SAT ONLY

Hilton Head Island, South Carolina, United States

My 3BR/2.5BA townhouse has the best location in Shipyard Plantation! Sonesta Resort, Van de Meer Racquet Club, Shipyard Golf Club & Beach Club are less than 5 minutes from our condo. Coligny Plaza is a 5 minute bike ride & you are only 2 blocks from the beach through our private gate. We are located mid-island, so close to Harbor Town, Shelter Cove marina & an abundance of restaurants. Within steps of the condo is a brand new grilling area & covered pavilion- perfect for family get togethers. Or enjoy morning coffee or happy hour on the screened in porch that overlooks the lagoon. When you arrive, you will have a starter kit of soaps, trash bags, toilet paper, dishwasher & clothes detergent (there's a laundry room with a full size washer & dryer). The master suite is on the main floor & two bedrooms & a full bath upstairs. The kitchen is fully stocked for 8 guests. All linens & towels are provided. Please note this is a SATURDAY TO SATURDAY ONLY rental. brPlease see my 2BR/2BA at Brigantine Quarters also! VRBO listing 213924.br

Bed

Bath

Sleeps

$644.87

/ Nightly

Private Vacation Home

New Listing Wonderful Updated Home. Bikes & Beach Gear included

Hilton Head Island, South Carolina, United States

New Listing! Wonderful luxury vacation home with private pool and lagoon views. Luxury vacation home completely updated with luxury vinyl plank, granite counters, stainless steel appliances, high ceilings, new bathrooms and new furniture. You have a wonderful outdoor living space with great lagoon views to relax after a fun day at the beach or golf course. King size bed in the master suite, queen bed in guest room, two double beds in the guest room with fold out couch in the sun room. Pool can be heated for $750 per week or $150 per day. Wonderful pool and hot tub on the large outdoor deck. Your vacation rental includes bike rentals and beach gear with your stay. 41 Governers Rd is professionally managed and operated by Hilton Head Vacations, Inc, a locally owned company.brbrLiving room has vaulted ceilings with lots of sun light coming in. The fully stocked kitchen is open to the living room with stainless steel appliances. Living room, sun room, and kitchen all have great pool and lagoon views. Master suite has a beautiful en suite master bath with glass shower and granite counters. Guest rooms are very large with lots of space to spread out. Guest rooms share a full size bath. Guest room has a queen size bed and the third bedroom has two double beds. There is also a half bath off the kitchen for guests in the living area. brbrYour family with have a wonderful vacation time at 41 Governors Road in Sea Pines with Hilton Head Vacations. Sea Pines offers miles of beautiful shaded bike paths, Sea Pines Beach Club, Three championship golf courses, world class tennis courts and many waterfront restaurants. Over $150 million on amenities. You can go deep sea fishing, biking, relax on the beach, play golf, para sail or just relax by the pool. What a spectacular vacation. Please book online and we will send you a secure reservation with check in instructions. Thank you, Hilton Head Vacations, Inc. brbrYour Hilton Head Island vacation just got even better with our brand-new VayKLife Bike Rentals and Beach Gear Included program! For all new bookings of 3–21 nights, you’ll receive complimentary bike rentals and beach gear credit, ensuring your coastal getaway is as effortless as it is unforgettable. With your VayKLife credit, you can select from a premium collection of beach essentials, all delivered straight to your door—no hassle, just fun. Keep an eye out for an email from VayKLife to customize your gear selection and get ready to experience Hilton Head like never before!

Bed

Bath

Sleeps

$2378.21

/ Nightly

Private Vacation Home

6BR Retreat • Huge Pool/Spa, Large Yard, 3 Masters & Direct Beach Path Access

Hilton Head Island, South Carolina, United States

Stunning Second-Row Family Oasis in Palmetto Dunesbrbr6 Bedrooms | 6.5 BathroomsbrbrThis stunning new 2020 beach home is perfect for families looking for a memorable vacation. With six spacious bedrooms and top-of-the-line amenities, this home is sure to exceed your expectations. Featuring three master suites, it's ideal for multi-generational getaways or multiple families looking for an unforgettable vacation. Located just second row from the ocean on the beach path, this home boasts a huge swimming pool and a large grassy backyard with a covered lanai. The screened-in porch overlooking the pool is the perfect spot for life guards in the family to watch the kids play, enjoy a quiet moment, or have a delicious meal together.brbrThe heart of the home is the large great room, which includes an open kitchen with a big center island and bar stools, a grand dining area with a large table for everyone, and a comfortable sofa and chairs facing a big screen TV. With enough space for everyone to gather and do what they love, whether it's cooking, playing a board game, or just hanging out, this room is an oasis for the entire family. This home also offers a private elevator from the garage to every floor, a fitness room, workout mats, and fun play areas for the kids. Don't miss out on this amazing opportunity to create unforgettable memories with your loved ones at this Family Fantastic home.brbrIncluded with Your Stay:br• Pool & Spa (Heat Optional for an Additional Fee)br• Elevator (Waiver & Service Fee Required)br• No Pets Allowedbr• Access to the Dunes Buggybr• Access to The Dunes House Beach Accessbr• Access to Disney Beach Club Beach Accessbr• Starter amenities and keyless entrybr• Palmetto Dunes Community GuidelinesbrbrSleeping Arrangements:br• Bedroom 1: 1x King Bedbr• Bedroom 2: 1x King Bedbr• Bedroom 3: 1x King Bedbr• Bedroom 4: 2x Twin Bedsbr• Bedroom 5: 2x Queen Bedbr• Bedroom 6: 2x Full BedbrbrWhy Book with Hilton Head Properties R&R brWe go beyond the booking to make your stay seamless and memorable. Every reservation includes local perks like complimentary activities through Xplorie (dolphin tour, golf, mini-golf, beach gear & more), dedicated vacation planners to help curate your trip, and a full-time maintenance team ready to assist anytime you need us.

Bed

Bath

Sleeps

$673.75

/ Nightly

Private Vacation Home

Hilton Head Singleton Beach- Close To The Beach & Park - Sleeps 20

Hilton Head Island, South Carolina, United States

The property address is 41 Crabline Court in the Village at Singleton Beach located mid Island on Hilton Headbrbr6 BR 4 1/2 BA - Sleeps 20 In Beds brbr2 Kingsbrbr8 Queens/doublesbrbrWiFi & CablebrbrPrivate PoolbrUpdates br2025/2026 - Hardfloor floors (no more carpets). Bathroom vanities and sinks replaced in 3 bathrooms. Interior repainted. 2024 - New Water heater & roof br2023- All toilets replaced br2022 - Updated Hardwood floors on main level / stairs and hallways. Epoxy flooring on lower level. New Clothes Dryer.br2021 - Complete HVAC system replacements (2)brbr*Pool can be heated with additional fee $75 a daybrbrThis beautiful Hilton Head beach house located In the Private Gated Singleton Beach seaside community is the perfect beach spot for large and small groups. The bright open floor plan provides plenty of space to accommodate group gatherings while the bedrooms provide a private spacious retreat. The main level features a fully stocked kitchen with everything you need to prepare your meals and entertain. There are 2 refrigerators (one in Kitchen, backup in garage). The family room provides a cozy seating space, flat screen 65” tv, covered patio with rocking chairs to enjoy the island breeze. The separate dining room seats 10-12 with a breakfast bar that seats an additional 4-6. The laundry room is located on the main level. Also on the main level is a Junior Master Suite with a King Bed, and it shares access with the full bath on main floor. The upper level has an additional 4 Bedrooms and 3 Full Bathrooms. The Master Suite provides a King Bed, three Additional bedrooms upstairs each providing 2 Queen/double beds in each. Each bedroom features a 55” TV and Walk-in Closet. The lower level is an open bedroom (only way to get to pool thru the house) with two queen beds, epoxy flooring, an additional seating area, a 55 Inch Smart Television, and a half bath. The outdoor living space has a covered lanai, private pool, Weber propane grill, 4 chaise lounge chairs & plenty of other outdoor seating, outdoor dining, and private pool in a fully fenced yard. brbrThis is an amazing Charlestonian style home located in one of Hilton Head Island's newest gated seaside communities. In addition to the beach, which is just about 700 yards away, you will enjoy the Chaplin Oceanside park next door. Within walking distance of the house you will find tennis courts, basketball courts, bike trails, baseball diamonds, soccer fields, a huge kids playground, beach parking, a dog park, and restrooms. If you are not familiar with the Singleton Beach area, it is located mid island right between Palmetto Dunes and the Marriott Surf watch Resort. Being mid island puts you right in the center of all that Hilton Head Island, Bluffton, and even Savannah (just 45 min away) have to offer. The recent addition of the new Shelter Cove Towne Center is a great amenity for guests of the Singleton Beach area as well. It features some of the islands best restaurants, shopping, and recreational amenities all within a mile of the house. Shelter Cove is also where the Hilton Head holds many of its festivals, events, and concerts. In fact, that is where they have a fireworks display every Tuesday night during the summer (weather permitting of course), and you can enjoy live music nearly every night of the year. If you are looking for golf, you will not have to look very far to find one of the 30 plus courses within a 20 mile radius, some just a 2 Iron away from the house. There is a brand new Pickleball facility at Palmetto Dunes (5minute drive)where you can rent a court. You can also go crabbing, fishing, dolphin watching, shell collecting, or just relax on the sand and watch the waves roll in right at Singleton Beach.brbrThere is a golf cart beach shuttle service that runs Sunday-Friday from 9 AM until 5 PM, from Memorial Day through Labor Day. It is provided free of charge for our guests and is included in the rental price.brbrBEFORE YOU INQUIRE ABOUT AVAILABILITY, PLEASE CHECK OUR CALENDAR AND RATES, AS THEY ARE BOTH ACCURATELY STATED AND REGULARLY UPDATED.

Bed

Bath

Sleeps

$825.0

/ Nightly

Private Vacation Home

Relaxing, spacious and pristine Sea Pines home w/private pool

Hilton Head Island, South Carolina, United States

Built for our own family, we share our home for just a handful of weeks each year. We planned it to be peaceful and relaxing...when we walk through the front door, we exhale...and we hope you will, too! brbrOur comfortable Greenwood Forest home, complete with a private pool and large patio, provides privacy and space while convenient to all the amenities that make Sea Pines such a special place. brbrThe clean, well-maintained, and spacious house is a favorite of extended families (grandparents, adult children and their children!), friends vacationing together, golfing groups, and girls getaways. Many of our guests are now regulars who return every year or two.brbrOur beautiful, low country beach home, a Mark Brummer design, was built so that the main area is open and inclusive. The great room consists of the kitchen, dining and bar areas, and family room, with sliding glass doors opening to the Carolina room. The house is decorated in soothing coastal colors.brbrOur fully outfitted kitchen ensures that you may happily cook and eat at home, and there's plenty of room to spread out--both indoors and outside among the palms and pines! Complete with stainless appliances and understated white glazed maple cabinetry, the kitchen even includes fun touches like a waffle maker and popcorn popper. brbrThe dining area includes a long window seat overlooking the deck and pool. Guests also enjoy the bar area with a wine cooler and sink, and an assortment of glasses to enjoy your favorite beverages. brbrThe casual and comfortable great room is complete with a large flatscreen TV over the fireplace. Sliding doors lead out to the deck and pool, where you may enjoy a meal, keep an eye on the kids in the pool, or just relax and enjoy the sounds and scents of nature at its best.brbrA set of leaded glass sliders leads from the family room into the Carolina room, nicknamed 'the treehouse' because of its vaulted ceiling and location among the sea pines. This room is the perfect backdrop for morning coffee, and has a quiet corner to get lost in a good book (as well as a desk if you simply must get some work done!)brbrThe five bedrooms are private and well-separated, and every bedroom has a flatscreen TV and its own bathroom! The first floor includes two bedrooms--a tranquil master with a king custom-made iron canopy bed and antique birdseye maple chest, and the 'Island Room' with a queen bed and a trundle bed, and a fun tropical feeling. This room has a lovely balcony overlooking the entrance to the property. Each first floor bathroom has a beautiful walk-in tiled shower.brbrUp the front stairs is 'the penthouse,' where you will find two queen bedrooms placed off an open loft area. Each bedroom has a private bathroom with tiled bathtub/shower combination, as well as a deck overlooking the pool and trees. The loft area has a desk with a wireless printer.brbrOff a front hallway are a laundry room and a second set of stairs, which leads to a private fifth bedroom. This beach retreat includes a queen bed, vaulted ceiling, private bathroom with tiled tub/shower, and a deck overlooking the pool. brbrThe pool area has a large patio perfect for lounging. The raised deck overlooking the pool includes a comfortable seating area as well as table, chairs and umbrella for outside dining. brbrPlease note: The pool is closed October-April. We do not offer pool heat. brbrOur community of Greenwood Forest also has its own pool, playground, and tennis courts. A guest pass will be provided.brbrThere is a free beach shuttle that runs all day, continuously, leaving from and returning to Lot Eight. It will drop you directly at the entrance to the Sea Pines Beach Club. brbrTimely Information: Our home is regularly and professionally cleaned. Guests are expected to follow whatever health and safety regulations and guidelines may be in place at the time of their stay.brbrImportant additional notes: Please read!brbr*From May through the end of August, rentals are Saturday-Saturday only. brbr*Ours is a family-oriented home in a quiet neighborhood. Parties are prohibited.brbr*We encourage groups of up to eight people; with an absolute maximum capacity of ten people, including children. The beds are as listed; there are no sleeper sofas. Please do not try to circumvent this guideline, as we follow established local laws and try to be considerate of our valued neighbors. brbr*Our property accommodates THREE CARS in the driveway. In adherence to Sea Pines regulations, this is the maximum number of cars you may bring to our home. This policy is monitored and enforced. Street parking is prohibited. U-Hauls, trailers and RVs are prohibited in Sea Pines. brbr*Our property is strictly NON-SMOKING. brbr*Sorry, we DO NOT ACCEPT PETS. brbr*Our home does not offer a grill, as this is prohibited by many insurance carriers because Sea Pines is a maritime forest.brbrWe love our neighborhood and Sea Pines community! We've found that the above guidelines help us to respect our community and keep our home pristine for our guests and our family; as such, we don't make exceptions. Thank you for understanding.brbrHHI Short-term Rental Permit # 071526brbrbrKeywords: new, spacious, casual, relaxing, private, great bedroom separation, extended family vacation, private pool, five bedrooms, en-suite bathrooms

Bed

Bath

Sleeps

$1069.06

/ Nightly

Private Vacation Home

Hidden Gem - Oceanfront 4-bedroom home

Hilton Head Island, South Carolina, United States

Watch the dolphins jump and the waves roll in for your porch overlooking the Atlantic in this Hilton Head beach house! brbrUpon entry your eyes will be immediately drawn out to windows to the beautiful ocean beyond! This open concept home is perfect of the whole family. The kitchen flows seamlessly into the dining room seating eight comfortably. The living room features a sofa, love seat, reading chair, tv, and most importantly will lead you to the large ocean front porch with rockers and outdoor dining. Spend your evenings listening to the waves and watching the sunrise! brbrThe house has four bedrooms and four bathrooms. The first bedroom has a queen bed and a bunk with a double on the bottom and twin up top, TV, and a private bath with a walk-in shower. The second bedroom has two twin beds, TV, and a private bath with a tub/shower combo. These rooms face the front of the house. brbrThe other two bedrooms have fantastic ocean views. The third bedroom has a queen bed, TV, a private bath with a walk-in shower, and a sliding glass door to the oceanfront balcony. The fourth bedroom has a king bed, TV, private bath with a walk-in shower and another sliding glass door to the balcony. brbrThe back of the property features a large backyard, the perfect place for evening games, and a large sundeck with loungers. There is a private beach path over the dunes for easy beach access. This will easily become your families favorite island escape!!

Bed

Bath

Sleeps

$731.41

/ Nightly

Private Vacation Home

15 Genoa - Calibogue Sound and 18th hole Harbour Town Golf Views Await!

Hilton Head Island, South Carolina, United States

Welcome to 15 Genoa, an elegant and spacious vacation rental nestled in the heart of Sea Pines Resort on Hilton Head Island, SC. This beautifully designed home offers the perfect blend of modern comfort, coastal charm, and premier amenities, making it an ideal retreat for families, golfers, and beach lovers alike. Located in the prestigious Harbour Town area, 15 Genoa places you just steps away from the iconic Harbour Town Lighthouse, marina, and world-class golf courses, including the famed Harbour Town Golf Links, home of the RBC Heritage PGA TOUR event. Step outside to enjoy the expansive private patio overlooking a tranquil lagoon and the Harbour Town Golf Links. Unwind with a morning coffee, grill fresh seafood on the BBQ, or sip a cocktail while soaking in the stunning Lowcountry views.brbrTown of Hilton Head STR #37244brbrHIGHLIGHTSbr• Private * Heated Pool (22 ft x 14 ft Kidney Shape). *This pool has a gas heater and can be heated for an additional fee of $775-$1275 per week, depending on the season. br• 6 TVsbr• Gas Grill 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.brbrSEA 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, 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• 4.5 Bathroomsbr• Sleeps 8br• Parking for a maximum of 3 vehicles with garage access. All vehicle parking must be located on improved surfaces, like driveways, and cannot be on grassed or landscaped areas. br• Washer/ DryerbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 King 2nd floorbr• Bedroom 2 - 2 Twins 2nd floorbr• Bedroom 3 - 1 King 2nd floorbr• Bedroom 4 - 1 King 3rd 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• The Fireplace is not for guest use.br• Sunshades on the main level porch not for guests' usebr• * 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=7HWzsPk3hZg

4

Bed

4

Bath

8

Sleeps

$1925.23

/ Nightly

Private Vacation Home

Monthly Stays Available! Pool/WalkToBeach/1MileToSaltyDog/LagoonSetting/Relaxing

Hilton Head Island, South Carolina, United States

Welcome to The Hamilton... Family home to JanesLodges! Make our Home your Home for a month or more. This family-owned, beach-oriented home in the South Beach Area of Sea Pines boasts one of the best lagoon settings on the island. brThis year we have opened our home to the Guest who shares our enthusiasm for Hilton Head Island and the memories that present after a lengthier stay.brbrLet us take you on a tour…………..brbrAt the gate, enter the home from the garden-level patio. brbrGrand Living Area:brFull panel of windows across this space with dynamic views to the pool and lagoon.br Sitting Area, Puzzle Table and Dining Area sprawl along the Hardwood Floor.brbrKitchen:brView the lagoon and enjoy working in this space with its large granite island. Lots of windows and window seat. Entrance to the Deck which leads to the Pool Area and Exterior.brbrLaundry Room: brJust off of the Kitchen with Full Washer and Dryerbrbr1/2 Bath: Just off of the Laundry Area as well as an entrance from the Billiards Room.brbrBilliards Room:brMany windows and Private Deck with Porch Swing. A favorite spot to many.brPool table.brbrEntertainment Room:brBar and TV Viewing Area. Big Screen TV. Lots of windows.brbrOffice and Art Room with Private corner Deck.brbrPool is surrounded by Patios with loungers and dining seating with Views to the Lagoon. The Pool can be heated with a Fee.brCovered Patio is your relaxing station with its hammock, and barbecue grill.brbrParking for a Total of 5 vehicles.brbrSleeping Arrangements: (Sleeps up to 10 people)brBedroom 1: King. Opens to a deck and views the lagoon and pool area. Private Bath.brBedroom 2: 2 Twins. Private Bath. Opens to The Office with Private Deck.brBedroom 3: Queen. Private Deck overlooking the pool area and lagoon. Private Bath.brBedroom 4: 3 Twins with Private Bath.brBedroom 5: Queen with Private Bath.brbrProperty Quick Stats:brWalk to the Beach (We are 7th Row)br1 Mile to the Salty DogbrFlat Parking for 5 Vehicles brSwimming Pool (Heated by request for a Fee)(Pool Heat Not Available DEC-FEB)brPropane GrillbrSummer outdoor seating, dining and loungersbrDecks and PatiosbrBike Path across the streetbr5 Bedroomsbr5 1/2 BathsbrFresh Linens, Towels and Beach Towels providedbrFull KitchenbrDining RoombrGrand Living Room brPool TablebrBarbrOfficebrLaundry: Full Washer and Dryerbr2nd Laundry: Stack Washer and DryerbrbrIN-HOME AMENITIES in all of our Homes:brWIFIbr Fully stocked with paper products (paper towels, toilet paper, tissues), bathroom toiletries (shampoo, conditioner, body wash, hand soap), and detergents (dish, dishwasher, and laundry) as well as clean bed linens and towels. In addition, the kitchens are stocked with foils and wraps, trash bags, dish cloths and towels, soaps, basic spices, cookware, bakeware, dishes, glasses, utensils, drip and single serve coffee makers and standard small appliances.brbrFor your Best Stay; Preferred Check in and out days: Monday - FridaybrbrAfter you reserve, we will stay in touch with you before and during your stay; Providing our Tips on how to fully enjoy our home as well as our guidance on what to do; where to dine; where to rent bikes and vacation gear, etc.brOur Home is managed by a local company that will be your on-island contact during your stay.brbrWe hope you stay at The Hamilton! Jane, Linda and Carson

5

Bed

5

Bath

10

Sleeps

$444.25

/ Nightly

Private Vacation Home

Direct Oceanfront; Steps to Beach; 4 Bd/4Bth: Large Deck; Zero Entry Pool; Views

Hilton Head Island, South Carolina, United States

Welcome to our Beachfront Paradise, our four bedroom, four bathroom townhome. This is the only 4 bedroom/ 4 bath condo in the complex! brbrWe truly want you and your family to experience a fantastic Hilton Head Island Beach Vacation. Our complex, Hilton Head Beach Villas is a 30 unit beautiful, quiet gated community. brbrUpon arriving you pull directly into your covered carport. No elevators or luggage carts to deal with, as you are 10' from the entrance door. This townhome offers two upper level King bedrooms with private bathrooms. There are two lower level bedrooms that look out into the beach dunes. One of these bedrooms has a Queen bed and one bedroom has two twin beds. A nicely decorated full bathroom is also on the lower level. All bedrooms have flat screen televisions and power outlet strips for all your electrical needs. Foyer has a bathroom and laundry room with washer and dryer. Main level has a fully renovated kitchen with new stainless steel appliances, granite counters with center island. Coffee maker, teapot, toaster and all other necessary kitchen utensils to cook your favorite dishes. A large dining room table overlooks the Atlantic Ocean as you enjoy a meal with family and friends. A unique feature to this townhome is a large side deck overlooking the ocean. You can enjoy food and beverage on this large deck with enough seating for all to enjoy. Back inside, the living room area has a large flat screen television, and new comfortable furniture for relaxing and socializing. Out front on the ground level patio you will find a charcoal grill and new patio furniture. There are also 2 deck boxes filled with new beach chairs annually, and beach toys for the kids.brbrIn May 2024, we opened up a brand new larger pool and pool deck. We are so excited for this new addition to Hilton Head Beach Villas. Also, there is a new private elevated walkway to the beach. This makes it easier for people with mobility issues to access the famous South Forest Beach. brbrColigny Plaza is just a few blocks away. It has all the night life, shopping, dining, and services you need within easy walking or biking distance. We look forward to hearing from you!!! brbrPlease call if you have additional questions .

Bed

Bath

Sleeps

$667.37

/ Nightly

Private Vacation Home

36 Wisteria Lane ~ Center of Sea Pines w/Private Pool!

Hilton Head Island, South Carolina, United States

36 Wisteria Lane | Updated Sea Pines Vacation Homebrbr*4 Bedrooms | 4 Bathroomsbr*Sleeps 12br*2 Kings, 1 Queen, Pyramid Bunkbed with a Double on Bottom and Twin on Top, Twin Bunkbed, Twin Sleeper Sofabr*4 TV's | Wi-Fi | Keurigbr*Private Swimming Pool br*8 Beach Towels for Guest Usebr*Gas Grill | Private Wooded View | Outdoor Showerbr*Daily Golf and Kids Activities Includedbr*Beach Gear Credits Included br*Community Tennis Courts | Basketball Court | Playgroundbr*Keyless Entrybr*Access to the Sea Pines Trolley (seasonal)br*4 Car Maximum for Parking | *No Parking on the StreetbrbrWelcome to this beautifully reimagined Sea Pines retreat, where coastal style meets modern comfort. Thoughtfully renovated from top to bottom, this stunning home features a sparkling private swimming pool, soaring ceilings, charming shiplap accents, and luxury plank flooring throughout. The open, redesigned kitchen is ideal for gathering, while the bunk room adds a fun and functional touch for families.brbrThe main floor offers an inviting space for families and friends to gather. The open living room features vaulted ceilings, a comfortable sofa, two accent chairs, and a 65” Samsung Smart TV mounted above a decorative fireplace. Just behind the living room is a formal dining area with seating for six, which flows seamlessly into the gourmet kitchen.brbrThe kitchen is fully equipped with white granite countertops, stainless steel appliances, and an eat-in kitchen table with seating for five. Just off the kitchen, step out onto the private screened porch—perfect for enjoying coastal breezes year-round.brbrThe primary suite is conveniently located on the first floor for easy living. This spacious retreat features a king bed, a 50” Samsung Smart TV, and a large ensuite bathroom with tiled floors, a double vanity, and a walk-in shower.brbrAlso on the first floor, just off the living room, is a second guest bedroom with a queen bed. This room connects to a full bathroom with a walk-in shower, which is also accessible from the hallway.brbrUpstairs (15 steps), you’ll find two additional guest bedrooms. The first is ideal for families, offering a king bed and built-in twin bunk beds, along with a 50” Samsung Smart TV and a private ensuite bathroom with a walk-in shower. The final bedroom is a favorite for kids of all ages, featuring a pyramid bunk bed (twin over full), twin sleeper sofa and 43 Samsung Smart TV. A full bathroom with a shower/tub combination is located just outside the room in the hallway.brbrOutside, enjoy a newly landscaped yard, detached carport, and expanded driveway. The private backyard is designed for relaxation and entertaining, complete with a BBQ grill, outdoor dining table with seating for eight, four sun loungers, and a private swimming pool with an outdoor shower.brbrIdeally situated in Sea Pines, this home is just a five-minute bike ride to the beach or Harbour Town, making it easy to experience the best of Hilton Head Island before returning to your own private oasis.brbrGuests also enjoy access to excellent community amenities, including tennis courts, a basketball court, and a playground.brbrbr*4 Car Maximum for Parking | *No Parking on the Streetbr*Fireplace Not Available for Guest Usebr*Property May Be Monitored by Exterior Security CamerasbrbrDIRECTIONS TO THE BEACH: Drive or bike back on Greenwood Dr. to S Sea Pines Dr. cross the street and take any marked beach path access.

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$444.66

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Private Vacation Home

Spacious 4BR Townhouse in Shipyard, Hilton Head Island - Perfect for Large Groups!

Hilton Head Island, South Carolina, United States

Sleeps 9 | 4 Bedrooms | 3 Bathroomsbr1 Twin | 1 Full | 1 Queen | 2 KingsbrGolf Course and Lagoon View | Community pool | Beach Towels IncludedbrbrThis beautiful and spacious townhouse is located in the charming Shipyard community, offering easy access to all of its fantastic amenities. Guests can enjoy well-maintained tennis courts, a community pool, and serene views of the lagoon and golf course. The beach is just a short walk or bike ride away, making it easy to soak up the best of Hilton Head Island. There's truly so much to explore when you stay at 20 Townhouse Manor!brbrStep inside to find a modern, fully equipped kitchen with stainless steel appliances — perfect for cooking up family favorites. The dining area comfortably seats eight, so everyone can gather together for meals. The spacious living room offers plenty of comfortable seating and a flat-screen TV, ideal for relaxing after a day in the sun.brThrough the sliding glass doors, you'll discover a beautiful outdoor area featuring a dining table and stunning views of the lagoon and golf course — the perfect spot for morning coffee or evening cocktails.brbrTwo bedrooms are conveniently located on the main level. The primary bedroom features a king bed, flat-screen TV, and a private ensuite bathroom with a walk-in shower, plus direct access to the patio. The second bedroom includes a full bed, a flat-screen TV, and its own private ensuite bathroom with a walk-in shower.brbrUpstairs, you'll find another king bedroom with a flat-screen TV, private balcony overlooking the lagoon and golf course, and a renovated bathroom with a tub/shower combination. Perfect for younger guests, the kids' nook offers a queen bed, flat-screen TV, and a skylight that adds a fun touch of natural light. This room shares access to the king bedroom's bathroom.brbrTraveling with a large group but want a little extra space 14 Townhouse Manor is located nearby and makes the perfect companion rental. Spend your days together exploring Hilton Head, then unwind in your own private retreat each night!brbrSave even more when you book 20 Townhouse Manor and receive $300 in complimentary 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 2.br*This property is in the gated community of Shipyard and a car pass is required for every vehicle. 2 car passes are included with your reservation.br*Pets are not allowed.br*3-night minimum stay required. br*Pets allowed for stays of 30 days or more.br*Free daily activities are not available to monthly renters, long-term renters, or stays beyond 27 nights. br*Short Term Rental Permit #077714

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