Vacation Home Rentals By Owner In Hilton Head Island, SC

Welcome to Port Tack! This just-renovated 4 bedroom home features a gorgeous kitchen, spacious layout, private pool, private spa and serene lagoon views. This is the ideal rental for an active family that would like to spend time at the beach, riding bikes, relaxing in the pool and spa, or simply wanting to enjoy the best that Palmetto Dunes has to offer in a private & relaxing setting. Located less than 1 mile (or under a 20 minute walk or 5 minute bike ride) to the beach, Port Tack enables easy access to the beautiful Palmetto Dunes beach. brbr brbrWhen you step inside this home nestled beneath a canopy of oak trees, you will be greeted by a living area looking onto a large deck, new pool and spa and the renowned 11 mile lagoon. This large living room, with its cathedral ceiling, has double sliding doors which lead to a large private deck. Above the fireplace you will enjoy the new 65 HDTV and there is a variety of games and puzzles for the whole family to enjoy while on vacation. The dining room and screened in porch both offer the ideal place to enjoy a coffee in the morning, or total relaxation anytime of the day. There is also a new gas grill on the deck for your use. brbr brbrPalmetto Dunes Oceanfront Resort is a premier, family-friendly & award-winning resort on Hilton Head Island. With three golf-courses, miles of sandy beaches and a FREE dunes buggy transportation program, Palmetto Dunes is the perfect getaway for those families in search of a relaxing & fun vacation getaway within the beautiful and world-famous Lowcountry landscape. You can bike for miles on the bike paths that run beneath the canopy of oaks and Spanish moss throughout Palmetto Dunes and Shelter Cove, or take the Dunes Buggy to Shelter Cove for shopping, restaurants and entertainment. Palmetto Dunes is close to a variety of grocery stores including The Fresh Market, Harris Teeter, Publix and Kroger. You also have every type of restaurant imaginable within minutes of the resort. brbr brbrSLEEPING ARRANGEMENTS FOR PORT TACK (sleeps 10): brbr brbrMaster Suite: brbr brbr- King bed brbr brbr- Night stands with reading lamps brbr brbr- Bench, dresser and wall-mounted TV brbr brbr- En-suite bathroom with spacious vanity and tiled, walk-in shower with two shower heads brbr brbr- Lagoon views brbr brbrKing Bedroom: brbr brbr- King bed brbr brbr- Bench, floor lamp, dresser and flat screen TV brbr brbr- Built-in bookshelves with plenty of storage room brbr brbr- Hallway bathroom with spacious vanity and tiled shower/tub combo brbr brbrQueen Bedroom: brbr brbr- Queen bed and night stands with reading lamps brbr brbr- Bench, dresser and flat screen TV brbr brbr- Shared access to a jack & jill bathroom with two vanities and tiled, walk-in shower brbr brbrFull Bedroom: brbr brbr- Two full beds brbr brbr- Bench, arm chair, dresser and flat screen TV brbr brbr- Shared access to a jack & jill bathroom with two vanities and tiled, walk-in shower brbr brbr*********** brbrAMENITIES: brbr brbr* Private pool & spa (which can be heated for an additional fee). We require 48 hours notice to have pool or spa turned on and ready for use. brbr brbr* Lagoon views from the back deck, master suite, living room and dining room. brbr brbr* Large, beautifully updated kitchen with gas cooktop, all new stainless steel appliances, maple cabinets, granite counter tops, central island with stool seating as well as a in-kitchen eating area that seats four. Dining room table seats six. brbr brbr* Terrific location with less than a 20 minute walk or 5 minute bike ride to the beach! brbr brbr* Laundry room with full sized washing machine & dryer. brbr brbr* Free WIFI brbr brbr* Don't wait in an office to check-in or get a key! Drive straight to Port Tack and enter the front door with a secure electronic lock code. Prior to your visit, we will send you our mobile app with directions and full instructions. brbr brbr* Off street parking available for a maximum of 4 vehicles. brbr brbr* No Saturday to Saturday Restrictions - MAY RESERVE LESS OR MORE THAN 7 NIGHTS!! brbr brbrYou will find everything you need in this kitchen to prepare meals and serve the entire group. Just off of the kitchen is access to the screened in porch with seating for 6. brbr brbrNo detail has been overlooked in making this the ideal family vacation residence in Palmetto Dunes. One stay at 67 Port Tack and you will want to make this your annual vacation destination. brbr brbr*********** brbr brbrGuests initially enter Port Tack by walking up the stairs to the front porch and front door. Once you enter your code within the electronic door lock on the front door, you will find the home's living room, which flows into the dining area, kitchen, screened porch and back deck. A hallway connects the master suite, king bedroom and hallway bathroom to the home's entryway. A separate hallway near the kitchen connects to the queen bedroom, full bedroom, jack & jill bathroom, half bathroom and laundry room. You can access the back deck from the living room and dining area and the screened porch from the kitchen and dining room. The home's private pool and spa are located in the backyard and are accessible from the back deck. brbr brbrNO SMOKING. NO PETS. Tenant must be 25 years old. Reservations made for younger individuals will not be honored without any accompanying adult staying in the home at ALL times. NO PARTIES, EVENTS, PERFORMING ARTISTS OR BANDS ALLOWED AT ANY TIME. You may not exceed the maximum occupancy at any time — day or night. These are causes for eviction with no refund, and may damage our ability to offer the home for future guests exposing you to liability. This is a residential home -- please be respectful of our neighbors. brbr brbrHilton Head Island Short Term Rental Permit #025625 brbr brbr*********** brbr brbrGuests staying at all iTrip Charleston & Hilton Head managed properties receive the following: brbr brbr* Amenity pack, starter set of soap, shampoo, conditioner, lotion, make up wipes, paper towel, toilet paper, dish soap, sponge, dishwasher & laundry detergent tabs. brbr brbr* All beds ready made with freshly laundered sheets & towels. brbr brbr# WE DO NOT LIST ON CRAIGS LIST #brbrBook with confidence! We are Charleston & Hilton Head’s highest rated and most responsive large vacation rental agency. We have hosted over 40,000 great stays with an average guest review score of 4.9 out of 5! brbr brbrGuests under the age of 25 can only check in with a parent or official guardian. brbr brbrBookings are refundable up to 30 days prior to check in less a $200 Admin Fee. No refunds within 60 days. No refunds for travel, weather or other delays. Please purchase travel insurance. brbr brbrWe offer rental guests the right to participate in a limited damage waiver program. brbr brbrAll reservations subject to CLEAR ID security checks, completion of guest and car registration information and confirmation of understanding of all noise, parking and trash ordinances. brbr brbrPlease keep A/C temperature above 70F for optimal comfort. It is recommended to set it at 72F. Remember to keep doors and windows closed to maintain a cool home and keep bugs out. Fridges may take 24 hrs to cool when loaded after cleaning.

Newly Renovated Home with Private Pool & Spa, Spacious Layout, Private Dock & Lagoon Views

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$335.03

Proudly hosted by Island Rentals of Hilton Head. Welcome to 40 Ocean Breeze, a beautifully decorated townhome in South Forest Beach, just a short walk to the Atlantic Ocean and near the community’s three swimming pools and tennis courts. This spacious, ocean-oriented villa has been thoughtfully updated with new flooring and décor, providing everything you need for a relaxing and memorable stay.brbrInside, the open main floor is perfect for spending quality time together, featuring a cozy living room with a smart TV, high-speed Wi-Fi, and multiple dining areas. The fully equipped kitchen boasts modern appliances, making meal preparation effortless. Step outside to the private deck, complete with an electric grill and seating area, ideal for enjoying the fresh ocean air.brbrThe villa offers three comfortable bedrooms and three full bathrooms, accommodating up to six adults, with a sleeper sofa for two small children. The first-floor master features a king-size bed, while the second king is located upstairs, and the third bedroom offers twin beds that can convert to a king. Each bedroom is equipped with a TV, and every suite has its own full bathroom, ensuring convenience and privacy for all guests.brbrEnjoy the community’s three swimming pools, hop on one of the four complimentary adult bicycles to reach the beach in just five minutes, or take a leisurely 10-minute walk to the shore. Additional amenities include four free beach chairs, free parking, a washer and dryer, and pet-friendly accommodations for up to two well-behaved dogs with an additional fee. Located near Coligny Plaza, Celebration Park, and a variety of local restaurants, shops, and outdoor activities such as pickleball, tennis, and golf, 40 Ocean Breeze offers the perfect coastal getaway. Book your stay today and create unforgettable memories at this charming South Forest Beach retreat.brbr• 10-Minute Walk or 5-Minute Bike Ride to the Beachbr• 3 Swimming Pools in the Communitybr• 3 Bedrooms, 3 Full Bathsbr• 2 Master Bedrooms with Kings, 1 Bedroom with 2 Twins, Sleeper Sofa in Living Roombr• TVs in Every Bedroom, TV/DVD Player in Living Roombr• Electric Grillbr• Free Wi-Fibr• 1st Floor Master Bedroombr• 4 Free Adult Bicycles and 4 Beach Chairsbr• Sleeps up to 6 Adults, Sleeper Sofa for 2 Small Childrenbrbr* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.brbrHHI STR Permit #25062

40 Ocean Breeze: Beautiful Updated Pet Friendly, Free Bikes, Tennis & Pool

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$459.65

Welcome to the completely renovated BESTNEST at 3 Hollyberry Lane in Sea Pines. Here’s the skinny - just buzz us for more details: Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online! brbr• Super stylish, 3 BR/2 BA home with all LVP flooring. br• Large deck with full time propane to fire table and gas grill. Fireplace is decorative and not for guest use.br• Sleeping includes 2 Kings, 2 twins. br• Neighborhood pool is 5 minute walk. OPEN April-September each year.br• Password protected WiFi and enhanced Spectrum cable.br• 4 LED televisions.br• Laundry is a breeze in our big, fun laundry room.brbrbrWhat’s in a BESTNEST:brbr• Our hallmark CLEANLINESS! Yes, we’re shouting it out and so are our guests- just read our reviews.br• Linens: Ahhhhh, yes! Completely comfortable, all cotton bed and bath linens including extra blankets and clean and comfy sleeping pillows, and clean kitchen linens.br• Always provided in every BESTNEST in quantity for your stay: beach chairs/umbrellas/sand toys/beach cart, beach towels, a supremely equipped kitchen (in quality and quantity), hand soap, dish soap, kitchen sponges, trash bags, paper towels, tissues and toilet paper, your favorite hair dryer ever, fragrance free laundry soap and dryer sheets, ziploc bags, coffee filters, cleaning supplies, loads of quality coat and skirt hangers, and a few surprises.br• Always courteous, knowledgeable, and professional, 24/7 guest service.br• Allow us to amaze you, again and again. brbrOur FAQ:brbrHOW FAR TO BEACH: Walk in 15 minutes, or drive to the exclusive Beach Trolley shuttle. 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. Closest Beach Trolley location is at intersection of Greenwood and Willow Oak-- about 3 minutes by car from Greenwood Forest. DAY AFTER LABOR DAY THROUGH MARCH, EVERYONE MAY PARK AT THE BEACH CLUB.br brPETS: We welcome your well-behaved dog (small to medium sized) for $350 per dog, maximum 2. Regrettably, Labradors and other oily coated breeds are not allowed. Dogs are never allowed on furniture or beds (or their humans have to pay a fine) and must be crated when left alone. br brNo pets in your party No problem as there is NO pet evidence in this house.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. brbrABOUT US: We are proud to have developed a niche concept in vacation rentals on Hilton Head Island: Each and every BESTNEST is outfitted and equipped to exactly the same high standard, no matter the address. Nothing quite compares to a BESTNEST.brbrSTR Permit Number: 070922

3 Hollyberry Lane: BESTNEST by Beverly Serral

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$918.24

Listen to the rhythm of the waves and alternate seamlessly from work to play at Seaside Oaks, a newly redesigned 2nd row coastal charmer in Forest Beach. The main living area welcomes you with a spacious, open floor plan that includes living and dining rooms and a fully equipped kitchen with ample cabinet space that makes feeding a house full of guests all week long a breeze. The 2nd floor master boasts a beautiful partial ocean view and private deck, with peek-a-boo ocean views also available on the 2nd floor bedroom, the 1st floor office and living room. Just 60 steps away is a community oceanfront pool with two options for private neighborhood access to the beach, which makes getting to and from the beach quick and easy. brbrThe home has also been recently upgraded with 400mbps internet service, ethernet access from the private office, and Tri-band mesh WiFi routers that achieve fast download speeds throughout the house, ensuring you can work effectively from your “home away from home”. In addition, Roku’s are provided on all 6 TV’s in the house so you can stream your favorite movies, TV shows and ball games on demand. So whether it’s for a pure vacation getaway, or you’re looking for a “work from home” beachside oasis, look no further than Seaside Oaks!brbrTown of HHI STR Permit #29414brbrPROXIMITY TO BEACHbr• 2nd Row Beach House in North Forest Beachbr• Partial Ocean Viewsbr• 1-minute walk to beach via end of cul-de-sac (no crossing busy streets for beach access)br• Private access to the public beach is gained via the pool area, or a nearby wooden boardwalk for bikes and beach cartsbrbrHIGHLIGHTSbr• Community Pool (including kiddie pool, lounge chairs, outdoor shower, rocking chairs, gazebo and poolside restrooms also accessible from the beach)br• 400mbps Internet Service – Triband Mesh WiFi Network plus Ethernet in Private Officebr• Private Gas Grillbr• 6 TV’s with Roku on each – Living Room and one in every bedroombr• Linens and Beach Towels Providedbr• Large commercial Ice maker in car portbr• Three large live oak trees on the property with Spanish Moss, for those looking for a little extra low-country southern charmbr• Central location on island within 20 minute drive of 24 golf coursesbr• Van Der Meer Shipyard Tennis Center 3 minute walk from house, 1 hour/day access to open courts included at no chargebr• *Pet Friendly to Dogs under 30 poundsbr• EV Charger in GaragebrbrbrbrbrPROPERTY CONFIGURATIONbr• 5 Bedroomsbr• 4 Full Bathroomsbr• 1 Half Bathroombr• Sleeps 14br• 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• 3114 Square Feetbr• Washer/ Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 King “Master on 1st Floor” w/King Bed, Private Bathroom w/dual vanities, private deck (no beach view)br• Bedroom 2 - 1 King - 2nd Floor Master w/King Bed, Private Bathroom w/dual vanities, private deck (best ocean view in the house)br• Bedroom 3 - 1 Queen - 2nd Floor “Mini-Master” w/Queen Bed, Private Bathroom w/single vanitybr• Bedroom 4 - 1 Queen - 2nd Floor Bedroom with Queen Bed, partial ocean viewbr• Bedroom 5 - Bunk Room - 2nd Floor Kids Bedroom with 2 sets of Bunk Beds: Twin over Double & Twin over Twin with pull-out trundle – Sleeps 6brbrbrPROPERTY REMINDERSbr• * A total of 4 adult unisex bikes are included in your amenity fee when booking. Not included with rentals over 21 nights. br• *This house is dog friendly with $300 non-refundable pet deposit - Please inquire when making your reservation. Certain restrictions do apply. (Size limit 30lbs)br• All cars should be in the Unit’s garage or driveway. Absolutely no parking on the pine straw or grass, or in neighboring drivewaysbr• 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).br• 3 night stay options available 11/27-12/17. Contact us for booking information.brVirtual Tour Url: https://my.matterport.com/show/ m=YiNMs99X1gg

106 Oceanwood Trace - 2nd Row Ocean View, Dog Friendly Beachside Oasis.

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$223.25

This completely renovated 3-bedroom, 2.5-bath vacation rental is the perfect home-away-from-home for a month-long or seasonal stay! First-class accommodations await in this intimate neighborhood with only 14 homes. The immaculate home is nestled in the Bridgeport Community in Shipyard Plantation, one of Hilton Head Island’s most convenient, mid-island locations. The gated resort combines beauty, tranquility, and convenience with a pool, tennis and pickleball courts, and 24-hour manned security.brbr-- THE PROPERTY --brbrNo Pets Allowed | Free High-Speed WiFi | Off-Street Parking | 30 Night Minimum Stays | Sink w/ Instant Hot WaterbrbrThis home is perfect for people looking for high-end amenities and a prime location close to beaches, restaurants, shopping, and attractions.brbrBedroom 1: King Bed | Bedroom 2: Queen Bed, Full Bed | Bedroom 3: Queen BedbrbrCOMMUNITY AMENITIES: Swimming pool, 2 tennis courts, a picnic area, private beach access, parking tag for beach parking, 12 miles of walking/biking trails (connects to 60 miles of trails on the island)brOUTDOOR LIVING: Large gated 2-level patio w/ pergola, gas grill, beach chairs, table/chairs, umbrella, lounge chairs, lush landscape w/ camellia/hydrangea/azalea bushes providing complete backyard privacybrINDOOR LIVING: Smart TVs in living room (60-inch flat-screen), premium cable channels, sunroom, remote-controlled ceiling fans, instant hot water, cathedral ceilings, 6-person dining table, granite countertops in all bathrooms, French doors, 1st-floor bedroom suitebrKITCHEN: Fully equipped, high-end appliances, refrigerator w/ icemaker and water dispenser, dishwasher, Keurig, coffee maker, microwave, toaster oven, 4-person dining table, sink w/ instant hot water, food processor, bread drawerbrGENERAL: A/C, large front-loading washer/dryer, towels provided (8 sets), starter kit of supplies including: 1 kitchen towel, 1 pot holder, 1 kitchen washcloth, 2 dishwashing packets, 1 laundry detergent packet, 2 rolls of toilet paper per bathroom, 1 bar of soap per sink area, 1 bar of soap per tub/shower area, 1 roll of paper towels, 1 trash liner per trash can, monthly pest control, weekly lawn servicebrFAQ: 4 steps required to access, no smoking, no pets allowedbrPARKING: Private parking area (2 vehicles)brbr-- THE LOCATION --brbrOUTDOOR RECREATION: Shipyard Golf Club (0.2 miles), Shipyard Private Beach (1.0 mile), Atlantic Bike Rentals (1.1 miles), Lowcountry Celebration Park (2.1 miles), Lawton Stables (3.1 miles), Outside Hilton Head Activity Outpost (2.8 miles), Sea Pines Golf Resort (4.6 miles), Dolphin & Nature Tour (5.1 miles)brSHOPPING: The Village at Wexford (0.6 miles), Coligny Plaza Shopping Center (2.2 miles), Shelter Cove Harbour Shops (3.0 miles), Harbour Town (4.7 miles), Tanger Outlets Hilton Head (11.8 miles)brATTRACTIONS: Park Plaza Cinema (1.7 miles), Coligny Theatre (2.3 miles), Arts Center of Coastal Carolina (2.5 miles), Harbour Town Lighthouse (4.8 miles), Fort Howell (7.8 miles), Coastal Discovery Museum (6.7 miles), Savannah (41 miles)brAIRPORTS: Savannah/Hilton Head International Airport (46.6 miles), Hilton Head Island Airport (7.3 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking permitted br- Absolutely no pets allowedbr- No events, parties, or gatheringsbr- Maximum occupancy of 6, which includes children br- Must be at least 25 years old to book in the mature and quiet community br- Homeowner may request identification prior to check-in datebr- Additional fees and taxes may applybr- Minimum month-long stay requiredbr- Mid-stay cleaning available upon requestbr- NOTE: This property requires 4 steps for accessbr- NOTE: Your safety matters. There is a Ring doorbell security camera, located next to the front door facing out. It does not look into the interior of the home

Charming Hilton Head Home on Quiet Street

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$768.55

6 Cannon Row, Sea PinesbrPrivate Home, New Private PoolbrbrBasic Features:br• 2121 sq. ft.br• 3 bed, 2 Bathbr• 2 Kings, 2 Twins, 2 Bunk Bedsbr• TV/DVD player in living roombr• Fireplace (For Decorative Purposes Only)br• Gas Grillbr• Huge back deck with lagoon viewbr• WiFibr• 1 Hour free tennis daily at South Beach Racquet Clubbr• 1 Car pass into Sea Pinesbr• 4 Free Adult Bicycles at home with South Beach Cyclesbr• 4 Backpack Beach Chairs at the home brbr* Pool Heating may be added between March and October for $50 per day plus a $50 setup fee.brbrThis 3 bedroom, 2 bath beach house is in a spectacular location, biking distance of the beach. It's situated in the Heritage Woods section of Sea Pines Plantation - just off the trail to the beach (only a ten-minute walk or a five-minute bike ride). The back deck is extremely spacious, and is perfect for barbecues. A large lagoon accents the surroundings, offering water views from inside and outside the house.brbrThis picturesque setting is located in a warm and friendly neighborhood in Sea Pines. Bike trails surround the neighborhood making beach access accessible in minutes. It's also a very short bike ride to Harbour Town to the West, and to South Beach Marina to the south. The nearby Sea Pines Beach Club features a beach shop, restaurant and outdoor grill, an outdoor tropical bar, and nightly entertainment. There are two access paths to the beach that are closer (see map) and offer ocean tranquility and beach beauty along some of the most valuable residential property on the whole island.brbrA serene lagoon view greets you from all angles in and around the house. The home features new hardwood floors, newly renovated kitchen, a dining room, an eat-in kitchen area, and cathedral ceilings - all on one floor. The home has an open and bright floor plan with lots of windows and skylights. The living room has a vaulted ceiling, double sliding doors to the deck, and ceiling fan. The dining area is separate, but open to the living room. The fully-stocked, gourmet kitchen is completely remodeled. With granite countertops and new tiling. There is a kitchen bar separating the kitchen from the breakfast and sitting area.brbr* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.

6 Cannon Row: Pet Friendly Home, Free Bikes, Private Pool, Walk to Beach

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$466.16

Proudly hosted by Island Rentals of Hilton Head, this spacious maritime forest retreat offers the perfect setting for an unforgettable island escape. With approximately 3,000 square feet of living space, this beautifully designed home features 4 bedrooms, 4 bathrooms, and comfortable accommodations for up to 10 guests. Thoughtfully appointed with TVs in every sleeping area and complimentary Wi-Fi, it’s an ideal choice for families and friends seeking both comfort and convenience.brbrNestled in the serene Heritage Woods section of Sea Pines, the home boasts bright, inviting interiors and a layout perfect for gathering or unwinding. Enjoy a large master suite, cozy living room, and charming Carolina room—all enhanced by tranquil maritime forest views. Step outside onto the expansive private deck, complete with dining and conversation areas, a gas grill, and direct access from multiple rooms. This peaceful outdoor space is perfect for morning coffee, family meals, or simply soaking in the natural beauty.brbrGuests will appreciate the unbeatable location, just a short bike ride from the Sea Pines Beach Club, Harbour Town, and South Beach Marina. With 4 adult bicycles, 4 beach chairs, and one complimentary Sea Pines car pass provided, exploring the resort is effortless. Two well-behaved dogs are welcome with an additional pet fee, making this a wonderful getaway for the whole family. Book your stay today and experience the best of Hilton Head Island in this exceptional home.brbr• A maximum of 2 well behaved dogs are permitted with payment of an additional pet fee.br• 4 Bedrooms, 4 Bathroomsbr• Sleeps 10: 2 King Beds, 1 Queen Bed, 2 Full Beds, and a Queen Sleeper Sofabr• TV in All Sleeping Areasbr• Amazing Private Deck with Conversation and Eating Areas, and Gas Grillbr• Maritime Forest Views from the Kitchen, Carolina Room, and Living Roombr• Free Wi-Fibr• 4 Adult Bicycles (E-BIKES ARE NOT PERMITTED IN SEA PINES)br• 4 Beach Chairsbr• 1 Complimentary Car Pass for Sea Pines Included (Maximum of 3 Cars Allowed)br• The South Beach Pool (across from the Salty Dog) is available for use on a daily or weekly basis for a fee.brbr* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.

1 Deer Run: Newly Listed & Furnished Home, Dog Friendly, 4 BR, Bikes

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$493.05

Proudly hosted by Island Rentals of Hilton Head. Welcome to this beautifully remodeled home in the private Greenwood Forest community, offering a serene retreat within the heart of Sea Pines Plantation. This 3-bedroom, 2-bath home features a king bed, queen bed, and a full/twin bunk bed, comfortably accommodating families or groups seeking a peaceful yet convenient island getaway. A newly added screened-in porch provides a lovely additional outdoor living area, perfect for morning coffee or evening relaxation.brbrInside, the home is fully furnished with all brand-new furnishings and accessories, creating a fresh and modern ambiance. The open floor plan includes a living area with beautiful wood-look tile flooring, a warm fireplace, and flat-screen TVs in every room. The dining area seats eight comfortably, while the fully equipped kitchen allows for effortless meal preparation. Wi-Fi keeps you connected throughout your stay.brbrOutdoors, guests can enjoy a gas grill, four complimentary adult bicycles, and four beach chairs, making it easy to explore the plantation or head to the beach. Greenwood Forest offers a recently refurbished community pool, playground, and tennis court, and a secret path connects the community to the Shoppes at Sea Pines Center, where you can grab coffee or breakfast at Low Country Produce within minutes.brbrPerfectly situated for both relaxation and adventure, this home combines tranquil wooded surroundings with convenient access to Harbour Town, the Sea Pines Beach Club, and all the attractions Sea Pines has to offer. Bring your beach towels and swimsuits, and let this exceptional home be the backdrop for your unforgettable Hilton Head vacation memories.brbr• 3 bed / 2 bathbr• 1 King, 1 Queen, 1 Full/Twin Bunk Bedbr• Newly added screened in porch, for a beautiful additional outdoor living area.br• WiFibr• 1 Car pass into Sea Pinesbr• 4 Free Adult Bicycles/ E-bikes NOT permitted inside Sea Pinesbr• 4 Beach Chairsbr• Gas Grillbrbr* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.

5 Hollyberry Lane: Paradise found! Charming home, Free Bikes, Pool, Tennis

Hilton Head Island, South Carolina, United States

Bed

2

Bath

Sleeps

$272.83

Proudly hosted by Island Rentals of Hilton Head. Welcome to 82 Ocean Breeze, a beautifully updated villa perfectly situated in the heart of South Forest Beach. Just two blocks from the sand and steps from one of the community’s three pools and tennis court, this villa offers both comfort and convenience for your Hilton Head Island getaway. Spend your days biking along the island’s 50 miles of scenic pathways, relaxing at the beach, or exploring nearby Coligny Plaza—home to restaurants, shops, a bakery, coffee spot, grocery store, and nightly entertainment.brbrInside, the villa features a newly renovated first level with stylish new furnishings and a bright, open layout. The fully equipped kitchen flows seamlessly into the living area, while the private deck offers a quiet spot to unwind outdoors. Upstairs, you’ll find two spacious bedrooms—each with a private full bath. The primary bedroom features a King bed, and the guest bedroom offers a Queen. A Queen sleeper sofa and half bath on the main floor provide extra comfort and flexibility for guests.brbrAdditional amenities include in-unit laundry, free WiFi, three flat-screen TVs, and a complete set of linens and towels. Guests also enjoy four complimentary adult bicycles and four backpack beach chairs, making it easy to explore and enjoy Hilton Head’s beautiful surroundings. With a prime location, thoughtful upgrades, and resort-style amenities, 82 Ocean Breeze delivers the perfect balance of relaxation and adventure.brbrThe Beach and Entertainment: br• Sleeps 4 Adults and 2 Children (Queen, King, Queen Sleeper Sofa)br• 4 Free Adult Bicycles included with your stay!br• Just a short 2 block walk to the beachbr• 4 Free Beach Chairs Provided br• Tennis court on-sitebr• Pool is just steps from the Villabr• Walking distance to Coligny Plaza.br• All linens and towels provided (not beach towels)br* 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.brbrHHI STR Permit #026017

82 Ocean Breeze: 2 Bed/2.5 Bath Pet Friendly Villa, Free Bikes, Tennis, Pool

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$359.68

Summary:brbrDiscover luxury and serenity in this Joe Hall-designed courtyard home in Sea Pines, a certified butterfly sanctuary. Enjoy marsh views from every room, a chef’s kitchen, flexible living spaces, hot tub, sleeping loft, and outdoor shower. Just steps from Harbour Town and a shuttle to the beach—where nature meets comfort.brbrbrbrThe Space:brbrWelcome to your serene marsh-view retreat in the heart of Sea Pines! This stunning Joe Hall-designed courtyard house offers luxurious private living in the desirable Stoney Creek area, within walking distance to Harbour Town or a convenient shuttle ride to the beach.brbrbrbr Breathtaking Views & Beautiful Design:brbrStroll past the certified butterfly sanctuary and lush camellias to discover a home where every room offers a captivating marsh or garden view. The dramatic, completely redesigned chef’s kitchen and living room create a welcoming space to gather, cook, and relax.brbrbrbr Spacious & Versatile Living Areas:brbrWith 3 bedrooms, a cozy sleeping loft, and an enormous multi-purpose room with a pass-thru from the kitchen, you’ll have endless possibilities for dining, entertaining, games, or simply relaxing after a day on the beach! There’s also a separate sunken TV room for cozy movie nights or relaxation.brbrbrbr♿ Accessibility & Modern Comforts:brbrThis disability-accessible home features beautiful maple flooring throughout, has been freshly painted, and updated with thoughtful improvements to enhance your stay.brbrbrbr Outdoor Oasis:brbrUnwind in the hot tub or enjoy a remarkable outdoor shower! You'll barely want to be inside with all of the outdoor wonder this property offers!brbrbrbrExperience the perfect blend of tranquility, luxury, and convenience at this gorgeous Sea Pines retreat. Book your unforgettable stay today!brbrbrbrGuest Access:brbrYou will have access to the entire house!brbrbrbrPlease note: we are unable to provide passes to access Sea Pines. You will be required to purchase gate passes for your party.brbrbrbrThe Neighborhood:brbrWhen people think Hilton Head, they think about Sea Pines. The premier community on the island offers endless amenities, immaculate golf courses, miles of walking/biking paths and acres of natural protected space. Whatever brings you to the Island, you may not even need to leave Sea Pines to find it. Sea Pines has long been one of the most desirable places for island residents and visitors alike.brbrbrbrGetting Around:brbrGetting around Sea Pines is part of the fun! Hop on the complimentary seasonal trolley for easy access to Harbour Town, the Beach Club, and South Beach Marina. The community is also extremely bike-friendly, with miles of scenic bike paths that wind through lush forests, lagoons, and golf courses—perfect for exploring at your own pace. Prefer a slower pace The walking trails throughout Sea Pines make it easy to stroll to shops, restaurants, and the beach while soaking in the natural beauty of Hilton Head.brbrbrbrThere is a 2 car garage and plenty of parking in the driveway!brbrbrbrPlease note: we are unable to provide passes to access Sea Pines. You will be required to purchase gate passes for your party.brbrbrbrOther Things to Note:brbrPlease note: we are unable to provide passes to access Sea Pines. You will be required to purchase gate passes for your party.brbrbrbrInteraction with Guests:brbrWe are always available via phone or messaging within the app!

Marsh Oasis Stunning Family 4BR Sea Pines- Hot Tub

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$1270.87

*Currently under renovations, new photos will be taken Spring 2026*brbrThis stunning fourth row home in Palmetto Dunes has all of the added touches to make for a perfect getaway.brbrUpon entry you are welcomed by a grand living space. The living room, dining room and kitchen all blend together to make a lovely open plan, perfect for your large family gatherings. The kitchen is well appointed with stone counter-tops, a double island, stainless steel appliances and eat-in bar with seating for four. There is a sliding door to a Carolina room and grill area. The large dining table seats 12 comfortably and leads directly into the living room which features a decorative fireplace, large screen tv and a full wall of sliding doors that open directly to the pool area. The den with comfy seating, TV, a full bath, and a wall of sliders to the pool area is just off the main living room.brbrThe Master Bedroom is located on the first floor, in its own private wing. This room features a king bed, TV, picture windows overlooking the pool and yard, and a private bathroom with a double vanity, extra large walk in shower, and soaker tub. brbrThere are 12 steps up to a large bedroom with 2 full beds, a queen bed, a twin daybed with trundle, couch and a wall-mounted TV. There is also a private bathroom. The kids will be thrilled with this room! brbrThere are 7 steps up to the top floor with 3 additional bedrooms. The first bedroom is the second master featuring a king size bed, TV, private bath with double vanity and a large walk in shower. The next bedroom has a king bed, TV, and a private bath with walk in shower. The third bedroom on this level has a queen bed, sleeper sofa, TV and a private bath with a shower/tub combo.brbrThe outdoor space at this property is a real shining star! The huge lagoon shape pool will get plenty of sun throughout the day. There are several seating areas to accommodate everyone, with an outdoor living space under the pergola, plenty of lounge chairs and the large screen porch overlooking the pool. There is also a large private outdoor shower to wash the sand away. The large private yard space really sets this home apart from other properties in Palmetto Dunes. There is space for the kids to run around or set up a game of bocce or cornhole. The beach path is just across the street from the house, making this an ideal location for easy access. brbr*Pool and spa heat available for additional fee. Pool and spa heat requests must be made at least 2 weeks prior to arrival date to ensure the best service. Please note it can take up to 24 hours for the pool to heat. Also available for guest use is the garage with an electric car hookup! brSTR Permit #: 047242

Stunning fourth row home in Palmetto Dunes with pool & spa- Beach path nearby

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$2033.9

HILTON HEAD ISLAND. Beautifully appointed, this 6-bedroom Hilton Head home is third row just minutes from the beach! Featuring a large 20x40 pool, this home is perfect for a family get together! Four steps lead to the entry with the main living and dining areas. The living room has wood floors, a wall mounted TV, and a door to the pool area. The dining room seats 8 and leads to a the completely renovated spacious kitchen with wood flooring, granite counters, TV, table for 8, and a door to a screened porch overlooking the pool. brbrThe first bedroom is a master suite with king bed, TV, walk-in closet, and a large private bath with a bathtub and separate shower. The next bedroom has 2 twins, TV, and private bath. 16 steps lead to the second floor with 4 more bedrooms. The first has a king, TV, walk-in closet, and private bath with garden tub and separate shower. The next two bedrooms both have twin beds, TVs and private bathrooms. The final bedroom has a king bed, TV, private bath with bathtub and separate shower. This suite also has a door to a private balcony with steps leading to the pool area.brbrThis home offers a sunny pool area with gas grill and plenty of room for lounging. A private beach path to the right of the home leads to the gorgeous beaches of Palmetto Dunes. No detail has been spared in this wonderful Hilton Head Island home. Three minutes from Palmetto Dunes golf!

6 Bedroom/6 Bathroom 3rd Row home in Palmetto Dunes Great for Multi Family

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$432.66

3 Bedroom 2 Bath home located on the 6th green of the prestigious Harbour Town Golf Course, home of the RBC Heritage Classic Golf Tournament. The back deck extends across the length of the house offering panoramic views of the course. Newly furnished. Neighborhood pool, playground, tennis, pickleball and basketball courts are just steps away. Sleeps 6-8.

Outstanding location on 6th Green of Harbour Town Golf Course

Hilton Head Island, South Carolina, United States

Bed

2

Bath

Sleeps

$849.81

145 Shell Midden Lane | Brand New Build for 2025 Season!brbr*6 Bedrooms | 6 Bathroomsbr*Sleeps 20br*4 Kings, 4 Double Beds, 2 Twin Bunkbeds, 1 Queenbr*7 TVs | Alexa | WiFi | Keurig | Gas Grillbr*Gourmet Kitchen with Stainless Steel Appliancesbr*Comes with Rounds of Golf and Kids Activities br*Beach Gear Credit Included br*Garage Available for Guest Usebr*7 Minute Walk or Short Bike Ride to the Beachbr*Private Pool {17' x 14'} br*Screened in Porchbr*8 Beach Towels for Guest Usebr*Point Central Keyless Entrybr*Access to the Forest Beach Shuttle (seasonal)br*4 Car Maximum for Parking | *No Parking on the StreetbrbrWelcome to your dream coastal getaway — a stunning three-story new build for 2025, just a short walk or bike ride to the beach. This spacious 6-bedroom, 6-bathroom home blends luxury, comfort, and functionality, making it perfect for large families or groups seeking a high-end beach retreat.brbrStep inside to beautiful sand-colored flooring that flows throughout the home, setting the tone for relaxed, beach-inspired living. The main floor features an open-concept living area with a plush sofa, four armchairs, and an 85 smart TV, ideal for gathering and unwinding. Just behind is a farmhouse-style dining table with seating for ten, seamlessly connected to a gourmet kitchen outfitted with a large island, white granite countertops, stainless steel appliances, and three bar stools for casual dining.brbrOff the main living space, enjoy a serene screened porch with four rocking chairs overlooking the pool and back patio. Two guest bedrooms are also located on this level: one with a king bed, 50 Roku TV, and private bathroom with a walk-in shower; the other with a queen bed and two sets of built-in twin bunks, plus a private bathroom with a shower/tub combo.brbrHead upstairs to the top floor, where three additional guest rooms await. The luxurious primary suite offers a king bed, private balcony with pool views, and a spa-like bathroom featuring dual vanities, a soaking tub, and a walk-in shower. Another guest room includes two sets of built-in full bunk beds, a 50 Roku TV, and a private bath with a walk-in shower. The third room offers a king bed, 50 Roku TV, and its own walk-in shower. A laundry room with front-loading washer and dryer is also conveniently located on this level.brbrDownstairs, the ground floor doubles as a second living and game room, complete with a cozy couch, two bean bag chairs, a 50 Roku TV, and an arcade game — all with direct access to the pool patio. This level also includes a guest room with king bed, 50 Roku TV, and bathroom with shower/tub combo.brbrStep outside to your private fenced-in oasis with a sparkling pool, spacious paver patio, built-in outdoor kitchen with BBQ grill, and comfortable lounge seating — everything you need for relaxing or entertaining under the sun.brbrLocated in the heart of Forest Beach, this three-story home is just one mile from Coligny Plaza, where your family can easily bike to enjoy over 60 shops, restaurants, and entertainment options. Whether you're here to relax by the ocean or explore Hilton Head’s vibrant coastal lifestyle, this home delivers the ideal base for making unforgettable memories.brbr*Pool can be heated March – October only for an additional fee br* Pool Size 17' x 14'br{If the outside temperature is colder than 55 degrees, the pool may not be able to maintain a warmer temperature. If the pool or spa does not reach the desired temperature but is still warming, refunds will NOT be given}br*4 Night Minimum Stay Required. Summer Rentals Weekly Only (Sat. to Sat.)br*4 Car Maximum for Parking | *No Parking on the Streetbr*Fireplace Not Available for Guest Usebr*Sorry, no pets allowedbr*Property May Be Monitored by Exterior Security Cameras

145 Shell Midden ~ New for 2025! Spacious Home, Easy Walk to Beach!

Hilton Head Island, South Carolina, United States

6

Bed

6

Bath

20

Sleeps

$350.11

3 BDR End Unit Townhome in Southwind II by Hilton Head Accommodations -Close to Beach, 2 Free Bikes!brbrThis three-bedroom end unit townhome combines seaside character with modern appointments. The kitchen is thoroughly updated, fully equipped and is both attractive and efficient. Plenty of windows and natural light in this end unit townhome. Space to for the entire family and ultimate location for relaxation. High ceilings, three stylish bedrooms, including two master suites, a dining area for 6, granite countertops, comfortable living rooms with 75 Smart TVs, sleep sofas and sweeping decks with breathtaking views of famous fairways of the perfectly manicured Shipyard Golf Courses or forest preserve. Located in the Shipyard, this private community features a large swimming pool, hot tub, playground and a picnic area. brbrWalk or Bike to the Shipyard Beach Club, close to Golf Club, Van Der Meer Tennis Shipyard Resort and other amenities of the South End! Guests enjoy two free adult bicycles and complimentary wireless internet.brbrPLEASE NOTE:brbr- All guests check-in at the Hilton Head Accommodations office located at 20 Executive Park Road, Suite #200, Hilton Head Island, SC 29928.brbr - Mandatory one-time fees include resort fee of US$150 (plus tax), a management fee of USD $99, community fee of $99 and cleaning fee of $175 per reservation taken at the time of booking.brbr- To check-in, bring your valid government-issued photo ID or passport to the front desk in the lobby. The minimum age required to check-in is 25 years old.brbrNon- Smoking, No Pets Allowed.br**Saturday To Saturday stays required April through September **brPictures and 360 Tours represent a sample of the unit and may not be the exact one assigned.

Southwind II | Hilton Head Island Retreat | Near Shipyard Golf

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$271.13

Townhouse has been impeccably decorated, bright, airy and perfect for relaxing! Features granite countertops, spacious master bedroom and multiple private balconies overlooking the 11-mile long freshwater lagoon. The Ocean Cove Club offers a large on-site pool, complimentary seasonal shuttle and pathways you will love to explore! Property has free WiFi and private dock.brbrNearby Shelter Cove Harbour offers guests a chance to experience the deep-water marina village with live music, exciting array of dining options, shopping and outdoor activities such as charter boats, stand up paddle boarding, sailing and more. During the summer families can enjoy fireworks every Tuesday night as well as fun entertainment at the newly developed Shelter Cove Towne Centre, which is home to Poseidon Coastal Cuisine & Rooftop Bar, shopping, live music and more!brbrPLEASE NOTE:brbr- - Mandatory one-time fees include resort fee of US$150 (plus tax), a management fee of USD $99, community fee of $99 and cleaning fee of $175 per reservation taken at the time of booking.brbr- All guests check-in at the Hilton Head Accommodations office located at 20 Executive Park Road, Suite #200, Hilton Head Island, SC 29928.brbr- To check-in, bring your valid government-issued photo ID or passport to the front desk in the lobby. The minimum age required to check-in is 25 years old.brbrNon- Smoking, No Pets Allowed.br**Saturday To Saturday stays required April through September **

Fun Family Three Bedroom Townhome At Ocean Cove

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$301.71

Southwind II 3 Bedroom by Hilton Head Accommodations - close to beach, 2 free bikes, and more!brbrBeautiful, spacious 3 Bedroom Townhome at Southwind II in Shipyard. Open floorplan with a living room into dining room flow with high ceilings. The living room features a sleeper sofa, 75 Smart TV, picture windows and doors out to a private deck with golf or forest preserve views. The well-appointed kitchen has plenty of space to cook for those days you want to dine in. The kitchen has granite counters and a breakfast counter open to the dining area which comfortably seats six. A master bedroom can be found on the main floor, features a King bed, Cable TV, private master bathroom, and its own access to the private deck which overlooks scenic views in Shipyard. The private master bathroom has granite counters, a jetted tub, and a separate walk-in shower. A secondary bedroom is also located on the first floor with a King bed, Cable TV, and private bathroom. The third bedroom is located upstairs and features two twin beds, Cable TV, and its own private bathroom with tub/shower combination.brbrPLEASE NOTE:brbr- Mandatory one-time fees include resort fee of US$150 (plus tax), a management fee of USD $99, community fee of $99 and cleaning fee of $175 per reservation taken at the time of booking.brbr- All guests check-in at the Hilton Head Accommodations office located at 20 Executive Park Road, Suite #200, Hilton Head Island, SC 29928.brbr- To check-in, bring your valid government-issued photo ID or passport to the front desk in the lobby. The minimum age required to check-in is 25 years old.brbrNon- Smoking, No Pets Allowed.br**Saturday To Saturday stays required April through September **brPictures and 360 Tours represent a sample of the unit and may not be the exact one assigned.

Three Bedroom Townhome Near the Beach

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$289.59

Tucked among the pines in the heart of Sea Pines, this distinctive Night Heron cottage offers a rare blend of privacy, convenience, and coastal charm. Recently updated with a modern, beach-inspired renovation, the one-bedroom retreat features an airy open floor plan inside a unique nine-sided structure, creating an inviting space that feels both playful and serene.brbrThe living area opens onto a sun-kissed deck where you can sip morning coffee or unwind after a day by the ocean. Inside, you’ll find a fully equipped kitchen, cozy seating, free Wi-Fi, and cable TV, with thoughtful touches like keyless entry, in-unit washer and dryer, and starter supplies of soaps and paper goods. The spacious bedroom includes a king-sized bed and adjoining full bath with shower, while a pull-out option allows the cottage to comfortably accommodate up to four guests.brbrStep outside and it’s just a five-to-seven minute stroll through a shaded grove to one of Hilton Head’s most enchanting stretches of beach. The community’s pool—with updated bathrooms and showers—is also available for your use.brbrGuests will appreciate the convenience of being moments from Sea Pines’ dining, shopping, and entertainment, as well as access to world-class biking, golf, and tennis. The property allows pets (with restrictions and an additional fee), making it a perfect option for pet-friendly travel.brbrAdditional details: the cottage is single-level, slightly elevated, and limited to parking for one vehicle (no street or extra parking available). This is a non-smoking property. Guests will receive one Sea Pines pass with their rental. Snowbird stays are welcome with discounted monthly rates available.brbrWhether you’re seeking a romantic hideaway, a peaceful work-from-anywhere retreat, or a base for Hilton Head adventure, this Night Heron cottage offers the ideal setting to relax, recharge, and enjoy the best of Sea Pines living.

Cozy Cottage in Sea Pines, Short Walk to Beach and Pool

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$775.13