Vacation Rentals By Owner In Hilton Head Island, SC

Summary:brbrC132 Hilton Head Beach and Tennis — Escape to coastal paradise at Hilton Head Beach and Tennis Resort! Enjoy direct beach access, poolside lounging, and tennis matches. Unwind in a sunny one-bedroom condo with a private balcony, fully equipped kitchen, smart TV, and WiFi. Explore nearby attractions like Folly Field Beach Park and Harbour Town Golf Links. Your seaside retreat awaits! Enjoy a vacation reimagined with host2coast, your trusted Hilton Head Island Property Management partner.brbrbrbrThe Space:brbrIndulge in coastal bliss at this charming beach condo nestled within Hilton Head Beach and Tennis Resort! With direct beach access, refreshing poolside lounging, and thrilling tennis matches, your seaside escape awaits.brbr brbr Step inside your sunny sanctuary, boasting a welcoming one-bedroom layout, perfect for unwinding after a day of coastal adventures. The private balcony beckons for leisurely mornings with coffee in hand or sunset soirées with your favorite cocktails. Whip up delectable meals in the fully equipped kitchen, with modern appliances for effortless culinary creations and a dishwasher for hassle-free cleanup. As night falls, sink into relaxation in the cozy living room, where a smart TV promises endless entertainment. Plus, stay connected with complimentary WiFi and stay cool with central air-conditioning.brbr brbr Elevate your beach retreat with effortless access to nearby attractions, including Folly Field Beach Park just a leisurely stroll away. Explore the natural wonders of Fish Haul Beach Park or immerse yourself in the area's rich history at the Coastal Discovery Museum. For a day of seaside fun, head to Coligny Beach Park or tee off at the prestigious Harbour Town Golf Links before marveling at the iconic Harbour Town Lighthouse.brbr brbr Seize the opportunity for carefree coastal living at C132 Hilton Head Beach and Tennis—your gateway to relaxation and adventure awaits!brbr brbr This rental is located on floor 1.brbr Laundry facilities (coin-operated) are on-site but not located in the villa.brbr brbr Enjoy a vacation reimagined with host2coast, your trusted Hilton Head Island Property Management partner.brbr brbr BR 1 - 1 Queen Bedbrbr Hallway - 2 Kids Bunksbrbr LR - 1 Queen Sleeper SofabrbrbrbrSTR Permit # 53898brbrbrbrGuest Access:brbrAccess codes are provided just prior to your arrival and auto-generated for each booking. You can also find your code in our Guest App. Keyless entry, no contact check-in and checkout.brbrbrbrThe Neighborhood:brbrFolly Field has a variety of family and individual activities including natural beaches, tennis, biking trails and so much more.brbrbrbrGetting Around:brbrBiking is very popular on Hilton Head Island, known for the many award-winning trails. There are recommendations for bike rental companies within your Guest App. You can reserve in advance and they will deliver to you or bring your own! Almost everything you will need is within walking distance, so bring your walking shoes! There are free trolley stops at various locations throughout the island.

Beachfront Villa W/ Pool & Tennis Hilton Head

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$245.79

Enjoy all of Hilton Head Island from our perfectly located and freshly renovated villa at the Hilton Head Resort. With a complete professional renovation including high-end finishes, fixtures, and furnishings! This 2-bedroom, 2-bathroom villa sleeps 6 guests comfortably, 4 adults maximum per resort rules. brThe open concept beach-modern kitchen features stainless appliances, white shaker cabinets, quartz countertops, tile backsplash, under cabinet lighting, and is stocked with kitchen essentials to cook up a nice meal or prepare a quick snack. brThe primary bedroom has an inviting queen size bed and the 2nd bedroom has a full bed and twin bunk beds. Both bedrooms offer ample dresser and closet space and each bedroom has a new wall-mounted smart tv. brThe en suite primary bathroom and second bathroom were thoughtfully designed with proper lighting, tile floors, tile baseboard, tile surrounds, tile backsplashes, vanities with storage, and plenty of hooks for clothing and towels.brThe dining, living, and balcony areas offer plenty of comfortable seating and are perfect to enjoy a meal, unwind, play board games, and enjoy the peaceful view. The living room features a leather pull-out couch, ceiling fan, and wall mounted 55” smart tv. brAt the foyer you’ll find plenty of hooks and space for your beach, golf, and tennis gear. The beach wagon is very convenient and is available for guests’ use (beach wagon and beach chairs can be found in the storage unit under Building 2). brThe Hilton Head Resort is a gated community with private beach access. The boardwalk to the beach is a short stroll (approximately 1600 ft) that also leads to Coco’s On The Beach, an enjoyable and refreshing beachfront bar & grill. There are many amenities within the resort including a well-stocked deli & convenience store, two outdoor pools, an indoor pool, an indoor hot tub, sauna, fitness facility, indoor running track, 6 lighted tennis courts, outdoor grills, and on-site laundry. Up to two on-site parking passes are included with your stay and bicycle racks are readily available. brNo pets of any kind for any reason due to severe health complications in our family. Thank you for being respectful.brSTR Permit #: 029293

Fabulously Updated 2-Bedroom, 2-Bathroom Condo With Beach Access

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$708.5

41 Bradley Beach is a great option for a beach vacation on Hilton Head Island. This 6-bedroom, 4.5-bathroom home is ideal for larger groups or families and has been recently renovated with new paint, living furniture, flooring and a new front porch. The home is just a short walk from the beach and includes a private backyard pool and offers plenty of space for family reunions or group getaways. We also manage properties at 40 and 44 Bradley Beach Road, providing options for large groups who want to stay close to each other. 41 Bradley Beach is a perfect choice for a beach vacation that includes up to $1000 in FREE activities with every reservation.brbrFREE activities included with our signature Southern Hospitality Pass! Your pass includes one free round of golf daily at partner courses like the Heritage Collection and the Brown Group. Note: This is per day, not per person. You also receive one free round of miniature golf each day at Adventure Cove and one complimentary bike from Island Cruisers to start your stay. brbr41 Bradley Beach Road, Hilton Head, SCbrbrFirst Floor: Kitchen, Two Living Areas, Dining Area, Deck off Kitchen with Gas Grill, TV's, Laundry, Half BathbrBedroom 1: First Floor, Queen Bed, TV, Private Bath (Tub/Shower Combo)brSecond Floor:brBedroom 2: Second Floor, Primary Bedroom, King Bed, TV, Private Bath, (Tub/Shower Combo)brBedroom 3: Second Floor, King Bed, Double Futon, TV, Bath, (Walk-in-Shower) (Shared)brBedroom 4: Second Floor, 2 Twin Beds, TV, Bath, (Walk-In-Shower) (Shared)brBedroom 5: Second Floor, 2 Twin Beds, TV, Full Bath, (Tub/shower Combo) (Shared)brBedroom 6: Second Floor, Queen Bed, TV, Full Bath (Tub-shower Combo) (Shared)brGround Level: Pool, Outdoor Shower, GaragebrbrParking: 5 Cars ( Garage 1, Driveway 4)brbrPOOL*: 17' x 6' *The pool can be heated up to 88 degrees for an additional $500/week, however it is not available from Memorial Day- Labor Day. Last minute requests are not guaranteed and subject to a fee. We cannot guarantee pool heat maintains when the air temperature is below 60℉. This fee is not included in VRBO total and will be added once your reservation has been made.brbrINCLUDED WITH RESERVATION:br-Linens, bedding and bath towelsbr-Starter amenities (1-3 day's worth) including: bar soap, shampoo, conditioner, lotion, dish detergent, dish soap, kitchen trash bags, laundry detergent, one roll of paper towels, toilet paper, 2 rolls per bathroom.br-Free Activities: Golf, Mini Golf, Bicycle Rental (1 round of golf per day, 1 round of mini golf per day, 1 bicycle per reservation)brbrNOT INCLUDED WITH RESERVATION:br-Beach Towelsbr-Beach Chairs, Pool Toys, Beach Wagonsbr-Children's Items (Cribs, Highchairs, etc.)br* These items can be rented for an additional charge. We can provide recommendations, as needed, or you can use any company of your choosing.brbrPAYMENT SCHEDULE: To secure a reservation, we require a 50% deposit upfront and the balance payment due thirty days prior to arrival via Visa, Master, Discover, American Card. ID Verification is required. brbrTOWN OF HILTON HEAD ISLAND STR PERMIT #070428

Private Vacation Home

41 Bradley, Private Pool, Newly Updated, Close to Beach, Free Golf

Hilton Head Island, South Carolina, United States

6

Bed

Bath

14

Sleeps

$147.93

Picturesque and nearby shopping include Shelter Cove Harbour and Marina and the newly developed Shelter Cove Towne Centre. Other activities nearby include kayaking, canoeing, fishing, a beach, pathways for walking or biking, restaurants, and enchanting green spaces for endless recreational activities.brbrThe Village at Palmetto Dunes is a beautiful natural setting just a quick walk from Hilton Head Island's famous beaches. Guests can relax at the Dunes House Beach Club. The Village community amenities include a heated pool, hot tub, playground, waterside picnic tables, and BBQ grills.brbrComplementary shuttle (from April through September) around Palmetto Dunes and to the shops and restaurants of the Shelter Cove Harbour & Marina, as well as Shelter Cove Town Centre.brbrPLEASE NOTE:br- Mandatory one-time fees include a resort fee of US$150 (plus tax), a management fee of USD $99, a community fee of $99, and a 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 Village on-site check-in office. 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 **

Hotel Resort

A Perfect Couple Retreat at Palmetto Dunes Village

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$168.87

This large studio with a loft features high ceilings and natural light that gives it a spacious feel. The Village studio with lofts also features a fully-equipped kitchen and a private patio overlooking the woodland gardens and the scenic Palmetto Dunes inland waterway. Sleep peacefully in the lovely queen bedded sleeping area, which is partitioned from the living area with a comfortable pull-out sofa, cable TV, along with two twin beds in the loft area.brbrThe Village at Palmetto Dunes is a beautiful setting just a quick walk from a wide sand beach and the Dunes House Beach Club by a footpath along the waterway. The Village amenities include a heated pool, hot tub, playground, and waterside picnic tables and BBQ grills.brbrPLEASE NOTE:br- 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 Village on-site check-in office. 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 **

Hotel Resort

Beautiful Well Appointed Studio with a loft

Hilton Head Island, South Carolina, United States

Bed

Discover the Ultimate Group Getaway at 3 & 5 Heron - The Heron's NestbrbrWelcome to The Heron's Nest, a 10-bedroom vacation rental combination located just steps from the beach in North Forest Beach on beautiful Hilton Head Island. Perfect for large family reunions, group retreats, or special celebrations, these two stunning homes are designed to be enjoyed together, offering the space and privacy you need while keeping everyone close. Accommodating large groups with ease, both homes feature spacious bedrooms, luxurious bathrooms, and stylish living areas. Enjoy two private pools, multiple decks, and ample outdoor seating perfect for sunbathing, dining, or relaxing in the island breeze. Both homes are outfitted with gourmet kitchens, making it easy to prepare meals and entertain guests.brbrNestled in a serene neighborhood, these properties are a short walk to Hilton Head’s pristine beaches and conveniently close to dining, shopping, and local attractions. Whether you’re planning a milestone event or simply gathering with loved ones, The Heron's Nest offers the perfect blend of luxury, comfort, and convenience. Book today to create unforgettable memories in this one-of-a-kind retreat!brbrTown of HHI STR Permit #52498brbrPROXIMITY TO BEACHbr• 5-minute walk to the beachbr• Public beach access is located at the end of Heron StreetbrbrHIGHLIGHTSbr• Two (2) Private *heated pools & spas (24 ft x 16 ft ) T Shape (These pools & spas have a gas pool heater and can be heated for an additional charge. The weekly pool heat cost, per pool and spa, is $775 - $1275 plus tax, depending on the season. If you would like to heat the spa only, the weekly cost is $225 + tax, per spa.) *br• Fire Pitbr• Free Wireless Internetbr• Gas Grillbr• 12 TVsbr• Experience Local Favorites - The Vacation Company has partnered with SERG Take Out Kitchen to make your stay even more convenient! Guests receive a special credit to enjoy delicious, restaurant-quality meals delivered straight to their vacation rental—so you can spend less time cooking and more time relaxing on Hilton Head Island.brbrPROPERTY CONFIGURATIONbr• 10 Bedroomsbr• 10 Full Bathroomsbr• 4 Half Bathroomsbr• 2 Full Pool Bathroomsbr• Sleeps 24br• Garage Access at both 3 and 5 Heronbr• Parking for a maximum of 6 vehicles at each property. All vehicle parking must be located on improved surfaces, like driveways, and cannot be on grassed or landscaped areas.brbrBEDDING BREAKDOWN - 3 Heronbr• Bedroom 1 - 1 King - 2nd Floorbr• Bedroom 2 - 1 King - 1st Floorbr• Bedroom 3 - 1 Queen - 1st Floorbr• Bedroom 4 - 1 Queen - 1st Floorbr• Bedroom 5 - 2 Twin w/ Twin Trundle beds - Sleeps 4 - 1st FloorbrbrBEDDING BREAKDOWN- 5 Heronbr• Bedroom 1 - 1 King - 2nd Floorbr• Bedroom 2 - 1 King - 1st Floorbr• Bedroom 3 - 1 Queen - 1st Floorbr• Bedroom 4 - 1 Queen - 1st Floorbr• Bedroom 5 - 2 Twin w/ Twin Trundle beds - Sleeps 4 - 1st FloorbrbrPROPERTY REMINDERSbr• Pets are not allowed.br• A total of 4 adult unisex bikes and a beach wagon, at each home, 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

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6

Sleeps

Select Dates for Price

Private Vacation Home

The Heron's Nest - Look no further than this 10-bedroom Home on HHI!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$1100.0

Ocean front luxury resort located within walking distance of restaurants, golf courses and boating activities. This gorgeous luxury non-smoking high-rise features access to a private beach, fitness center, free WiFi, communal hot tub and pools, dining and bars, parking, as well as wheelchair accessibility to its guests. Simply the best Hilton Head can offer to its visitors.brbrThis two-bedroom, two-bathroom suite with balcony features a master suite with king-size bed, full tub and separate walk-in shower; a second bedroom with two full-XL beds, second bathroom with walk-in shower, dining room; kitchen with stainless appliances; and a queen-size sofa bed in the living room. The suite also includes a 65 wall-mounted flat-screen TV, laminate flooring and tile bathrooms, lighted mirrors in both bathrooms, and stacked washer and dryer.

Apart-hotel

OCEAN FRONT, PRIVATE BEACH Luxury Suite with Balcony sleeping 8 adults

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$366.66

Newly renovated in January 2023 with new floors, kitchen, and expanded primary bathroom! brbrYou can't beat this location! Here you'll enjoy this luxurious 3-bedroom, 2-bath villa with a water view of the sound. It's located steps away from the South Beach Marina. No need to even cross the street! brbrAt the Marina, you'll find the Salty Dog with its restaurants, including an outdoor area with live music, a pizza joint, and an ice cream stand. brbrThere are also shops and a general store available at the marina, as well as dolphin tours and sunset cruises that leave right from the docks there. And don't miss the many children's activities available at the Salty Dog, including tie-dying in the summer months. brbrLocated on the second floor, this villa has a lovely balcony with a view of the sound across the street. It's the perfect place to enjoy your morning coffee or an evening cocktail. brbrThe sand and surf are within arm's reach as you step over to the sound entrance that you see from your verandah. It's a gorgeous place to watch sunsets and dolphins, who love to swim in the waters here. brbrThe villa has a primary bedroom with its own shower. brbrThe second bedroom sleeps two on a king bed and the third bedroom has two twin beds. brbrThere is a second bathroom in the hallway for those two secondary bedrooms and guests to share. The living room also offers a sleeper sofa for expanded sleeping options. brbrPool update for 2026: The South Beach pool will be open Memorial Day through Labor Day. We will purchase the passes on your behalf for the summer of 2026, but we will need to find out how many people in your party will be going to the pool because we have to purchase passes per guests, per day. Guests will be asked to sign waivers at the pool the first time that they go.brbrFor all bookings after May 18, 2026, the pool passes will not be included and will need to be purchased at the pool upon your first visit.

Newly Renovated! Water View 3 Bed/2 BA Villa @ South Beach & Salty Dog, Sleeps 8

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$252.25

Enjoy the best beach on Hilton Head Island during your stay in our newly renovated condominium in Ocean Dunes with a year round heated pool. You can relax in the comfortable surroundings our condo offers. Begin your day with a breathtaking view of the sunrise from the balcony or enjoy your meals on the balcony relaxing with your favorite beverage while you enjoy the beach view. *Please note: A printed parking pass is required for your stay. Be sure to print it in advance.* •50 4K Smart TV with Netflix and a sound bar for top-notch entertainment •Board games and cards for indoor fun on rainy days or after a sunny day at the beach •Fully equipped kitchen with cookware and table settings for home-cooked meals •Comfortable sleeper sofa for additional sleeping arrangements •Pub-height patio set on the balcony for unobstructed ocean views •Accommodates up to 4 adults or 2 adults and 2 children •Beach chairs included •Direct beach access with stunning views and a year-round heated pool (82 degrees) Owner is not local but always available by phone and text. Hilton Head Island provides miles of beautiful beaches. Our condo provides a vacation setting with walkout beachfront access. We our walking distance to souvenir shopping, a light lunch, or cocktails on the beach. We are 0.5 miles from the New Adventure Park. The Ship play structure and the water trail offer hours of free entertainment for your children. Vacationers can access shopping, dinner, and entertainment by bike. Bike rentals can be obtained just a block away from our property as well as bike racks in the parking area to secure your bike for an extended stay.

Apartment

Priceless Ocean View, King Bed, Heated Pool

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$135.83

The Village Studio features a fully-equipped kitchen and a private patio overlooking the woodland gardens and the scenic Palmetto Dunes inland waterway. Sleep peacefully in the lovely queen bedded sleeping area, which is partitioned from the living area which has a comfortable pull-out sofa, cable TV, with a small nook area to eat. Studio floorplans vary.brbrThe Village at Palmetto Dunes is a beautiful setting just a quick walk from a wide sand beach and the Dunes House Beach Club by a footpath along the waterway. The Village features a pool, hot tub, tennis courts, playground, and waterside picnic tables and BBQ grills. Enjoy an easy walk to golf, tennis, pickleball, restaurant, biking and more. Guests of this beautiful Hilton Head rental enjoy the free shuttle (from April through September) around Palmetto Dunes and to the shops and restaurants of the Shelter Cove Harbour and Marina as well as Shelter Cove Town Center.brbrPLEASE NOTE:br- 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 Village on-site check-in office. 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 **

Hotel

The Perfect Couple Retreat One Bed Studio with Private Patio.

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$174.33

Discover the perfect retreat in our cozy one-bedroom villa at The Village at Palmetto Dunes on Hilton Head Island. Thoughtfully designed for your getaway, this villa features an inviting eat-in kitchen with granite countertops and abundant natural light, creating a bright and cheerful space for your morning coffee. Relax in the spacious living room with vaulted ceilings, a pull-out sofa, Cable TV and floor-to-ceiling glass windows and doors that open onto a serene private patio with tranquil wooded views. The master bedroom, complete with a luxurious king-size bed, cable TV, and its own private patio, ensures restful nights and peaceful mornings.brbrGuests enjoy a wealth of amenities designed for relaxation and recreation. Take a short stroll along the waterway footpath to the beach or cool off in the heated pool and hot tub. Families will love the playground, and the waterside picnic tables and BBQ grills are perfect for outdoor dining.brbrIdeally located within Palmetto Dunes Resort, The Village puts you close to world-class activities and conveniences. Tee off at the renowned Robert Trent Jones Golf Course or enjoy a match at the award-winning tennis and pickleball center. Walking distance to the General Store, and kayak, bike, and beach rentals, as well as nearby restaurants to satisfy your cravings. During peak season (April through September), take advantage of the complimentary shuttle service, offering easy access to Shelter Cove Harbour & Marina and Shelter Cove Towne Center. With scenic bike trails and resort-wide accessibility, The Village offers the best of Hilton Head right at your doorstep.brbrEscape to this inviting villa and experience the charm of Hilton Head Island in one of its most sought-after locations.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- To check-in, bring your valid government-issued photo ID or passport to the Village on-site check-in office. 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 **

1BR Villa at The Village at Palmetto Dunes

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$227.13

This charming two-bedroom, two-bath villa in The Village at Palmetto Dunes is the perfect spot for a relaxing Hilton Head getaway. The open concept living space includes a cozy living room with a sleeper sofa, TV, and sliding glass doors that lead to a private patio. The adjacent dining area and kitchenette provide all the essentials for preparing and enjoying meals. The primary bedroom boasts a king-size bed, cable TV, a private en-suite bath, and direct access to a second private patio. The second bedroom is equipped with twin beds, making it ideal for families or small groups. This villa offers a comfortable, inviting atmosphere for your island escape.brbrLocated in a serene, tree-lined setting, The Village at Palmetto Dunes offers a variety of on-site amenities to enhance your stay. Take a refreshing dip in the pool or unwind in the hot tub. Enjoy outdoor dining at the waterside picnic tables and BBQ grills. A playground provides entertainment for younger guests, while scenic paths and footbridges add to the tranquil ambiance. Just a short walk away, you’ll find the pristine beach and the Dunes House Beach Club, perfect for sunbathing, swimming, and seaside dining.brbrNestled within the Palmetto Dunes Resort, this villa is ideally located for easy access to the best of Hilton Head Island. Walk to world-class golf courses, tennis and pickleball courts, and a variety of restaurants. The nearby general store, as well as bike, kayak, and beach rentals, make exploring the island a breeze. Guests can also enjoy a complimentary shuttle service (April through September) to the shops, dining, and attractions at Shelter Cove Harbour and Marina and Shelter Cove Town Center. With bike paths winding throughout the resort, adventure is always just a pedal away.brbrPLEASE NOTE:br- Mandatory one-time fees include a resort fee of US$150 (plus tax), a management fee of USD $99, a community fee of $99, and a 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 Village on-site check-in office. 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 **

2 Bedroom Villa Palmetto Dunes Getaway

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$250.59

Proudly hosted by Island Rentals of Hilton Head, this charming pet-friendly 1-bedroom, 1-bath villa in Sea Pines places you right in the center of everything the resort has to offer. Located on the third floor of Racquet Club Villas, this bright and airy walk-up retreat features vaulted ceilings, abundant natural light, and golf course views that create the feel of a much larger space — perfect for your Hilton Head Island getaway.brbrThe open-concept living and dining area offers plenty of room to relax, complete with a king bedroom and a queen sleeper sofa to comfortably accommodate guests. The living room features a deep recliner and direct access to a private balcony overlooking the golf course, where a bar-height outdoor dining set invites you to enjoy morning coffee or evening cocktails with a view. The modern rustic dining area flows seamlessly into the galley-style kitchen, thoughtfully designed with everything you need — plus a convenient in-unit washer and dryer tucked in the rear laundry area.brbrThe spacious bathroom includes dual vanities and a beautifully tiled walk-in shower, offering both comfort and functionality. Secure WiFi ensures you can stay connected whether you're working remotely or streaming your favorite shows after a day in the sun.brbrThis villa is pet-friendly, allowing up to two well-behaved dogs with payment of an additional pet fee — because vacations are better when the whole family comes along.brbrGuests enjoy access to the Racquet Club community pool and clay tennis courts, and the villa is located along the trolley route for easy beach access. You’re also within walking distance to iconic Harbour Town, where you’ll find waterfront dining, boutique shopping, and the famous lighthouse views.brbrYour stay includes one car pass into Sea Pines (additional passes available for purchase), four beach chairs for effortless beach days, and two adult beach cruiser bicycles provided by South Beach Bicycle Rentals — ready and waiting at the unit so you can start exploring the scenic paths right away.brbrWith golf views, resort amenities, walkability, and pet-friendly accommodations, this Racquet Club Villa has everything you need to experience the very best of Sea Pines living.brbr• Up to 2 well behaved dogs are allowed with payment of an additional pet fee.br• 1 Bed 1 Bathbr• 1 King Bed, 1 Queen Sleeper Sofabr• Washer & Dryerbr• Balcony with golf viewsbr• Secure WiFibr• 4 Beach Chairsbr• 2 Free Adult Bicycles (E-bikes not permitted)br• Quiet Hours 10:00 pm to 8:00 ambrbr* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.

2359 Racquet Club: Charming and relaxing 1 Bedroom, Free Bikes, Pool, Tennis

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$810.62

Welcome to the BESTNEST at 26 Tupelo Road in Sea Pines. Here’s the skinny - just buzz us for more details! Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online.brbr• Super stylish, 4 BR/4.5 BA home including guest house. br• Fully renovated and updated.br• 3 BR/3.5 in main house (1 king, 1 queen, 2 twins).br• Fabulous guest house features 2 queen/2 twin “bunks”, living area, and full bath.br• Open living/dining/kitchen/den plus Carolina Room and sweeping golf views.br• NEW full time gas firepit! Enjoy starry nights on the patio with plenty of privacy, comfy furniture, and a gas grill.br• Private, heatable pool, and custom evening lightscaping for optimum outdoor ambiancebr• Password protected WiFi and enhanced Spectrum cable.br• 5 LED televisions and Sonos speaker in family room.br• Laundry is a breeze with a new full size washer and dryerbrbrWhat’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: A quick walk around Lawton Drive and to the beach- about 10-12 minutes walk or 5 minute bike ride. Or drive Tupelo to Greenwood Drive and catch the exclusive Beach trolley (about 2 min by car), which operates seasonally. Please read on: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 Greenwood Drive and Willow Oak, near the beginning of Tupelo Road and a mere 2 minutes by car from 26 Tupelo. DAY AFTER LABOR DAY THROUGH MARCH, EVERYONE MAY PARK AT THE BEACH CLUB.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. br brPOOL/SPA HEAT: Heatable with propane (efficient in all months/air temperatures).The charge for BOTH is $350.00 for the first day and $150.00 each additional day during March - May and September - November. This charge is non-taxable and non-refundable. Please inquire for winter rates. Note: SPA ONLY HEATS TO POOL TEMP, ABOUT 88-90 DEGREES. 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 # 027922

Private Vacation Home

Great Sea Pines Location, Heatable Pool, NEW Fire Pit, Golf View Luxury Home

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$571.44

Captains Walk Oceanfront Complex | Direct Oceanfront Viewsbrbr *2 Bedrooms | 2 Bathroomsbr *Sleeps 8br *1 King, 2 Queens, Queen Sleeper Sofa br *3 TVs | Stereo | Wi-Fi | Keurigbr *Captains Walk Complex Map {Building 1 on the 2nd Floor}br *Oceanfront Villa Complex | Steps to the Beachbr *Direct Oceanfront Views | 4 Beach Towels for Guest Usebr *Point Central Keyless Entrybr *Access to the Palmetto Dunes Buggy (seasonal)br *Guests have access to all of the Captain's Walk Complex AmenitiesbrbrLocation, Location, Location!brbrWe can't say these 3 words enough for this gorgeous gem of a villa in Palmetto Dunes. The views are breathtaking from the living room, master bedrooms and balcony! The open floor plan lends itself to socializing and entertaining while having magnificent views of the ocean. Both bedrooms have new bedding and both bathrooms are newly renovated, fresh and very pretty!brbrMake this your families’ new getaway tradition! You will be sure to book before you leave, so no one else beats you to it!!br br*3 Night Minimum Stay Required. Summer Rentals Weekly Only (Sat. to Sat.)

409 Captain's Walk - Coastal Living with Direct Oceanfront Views!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$389.4

New listing in the Bradley Beach Side Properties, LLC Portfolio, October 1, 2025. The hot tub at this property is currently out of service. brPets are not allowed in this building by rental guests.brbrExperience an unforgettable stay at 3109 Windsor Court South at 57 Ocean Lane, where luxury meets comfort on the stunning shores of Hilton Head Island. These professionally decorated villa offers the ultimate Hilton Head Island vacation escape, designed for a first-class experience you will remember. The spacious villa features:brbrGPS Address is 57 Ocean Lane, Hilton Head Island, SC 29928brCondo #3109, First Floor. brbrLiving & Dining Area: Enjoy an open, airy layout perfect for relaxation and entertaining.brFully Equipped Kitchen: A chef’s dream with everything you need to prepare gourmet meals or casual snacks.brbrThe breathtaking Atlantic Ocean views from your spacious balcony will be a highlight of your stay. Windsor Court boasts an array of amenities to enhance your vacation experience, including:brOceanfront Pool: Swim in the infinity-edge pool while enjoying stunning ocean views.brZero-Entry Children’s Pool: A safe, fun space for younger guests. The pools are heated Mid March to April 30 and Mid October to November 30. The hot tub is open year-round.brPlayground: Perfect for kids to explore and have fun.brSpa: Unwind and rejuvenate in a serene environment.brbrIt’s all about location when you’re on the island, and if it’s gorgeous ocean views that you are looking for, 3109 Windsor Court South is the villa for you! From the moment you step inside, you will become instantly captivated by the breathtaking, panoramic views of the beautiful dunes and sandy shores of the Atlantic Ocean. This oceanfront jewel offers unobstructed ocean views from virtually any location in the villa. brbrDesigned and professionally decorated with your comfort and relaxation in mind, this beautiful villa features European-style furnishings, subtle welcoming paint colors, plush carpet, Italian tile, and uniquely beautiful appointments and accessories. You are sure to feel right at home in this relaxing oceanfront villa. | | Step into the open foyer, leading to the fully equipped kitchen boasting new stainless steel appliances and granite countertops throughout. Whether you are cooking a holiday meal for the entire family or enjoying a light afternoon snack, all the requisite amenities are within reach. The dining area comfortably seats four while floor-to-ceiling mirrors reflect and enhance the ever-changing ocean scenery outside. With a spacious living room overlooking the beautiful Atlantic Ocean, you’re sure to enjoy the tranquility of this villa’s relaxing coastal décor inside and out. Newly appointed and fully equipped with a memory foam sleeper sofa and plenty of seating and a 46 Samsung HDTV with Blu-ray disc/DVD player and smart network, this open living room makes for a great night-in with family and friends!brbrAt the end of a long day on the beach, refresh and relax your mind and body in the tranquility of the newly decorated master suite with its Danish style furnishings, king-size bed, 32 Toshiba HDTV, large walk-in closet and luxurious private bath with both a Jacuzzi tub and separate shower. Wake up to stunning ocean views and a spectacular sunrise without ever leaving the comforts of your bed in the morning!brbrNot a single detail has been overlooked in this gorgeous Palmetto Dunes villa. Guests return year after year as a result of the thoughtfulness and exceptional attention to detail in this relaxing beach retreat in the heart of Hilton Head Island. Incredible ocean views and direct beach access are sure to make for an unforgettable vacation.brbrAdditional features Include:brElevator from the ground garage floor or stairs to unitbrAll linens and towels are provided brMr. Coffee MakerbrKeurig Coffee Makerbr2 Slice ToasterbrBlenderbrIronbrIroning BoardbrHair DryerbrMicrowavebrDishwasherbrIce Makerbr4 King PillowsbrHangers brSofa Bed Sheets/Blanket/2 Standard PillowsbrCleaning Supplies Under the SinkbrVacuum Cleaner/Mop/Broom/DustpanbrWasher/Dryer brSecure Complimentary WIFIbrQueen Size Sofa Sleeper in LR with memory foam mattressbrSpacious Ocean View Balcony with Table and Four ChairsbrStarter toilet paper, paper towels, soap, shampoo/conditionerbrLuggage Carts in Garage brFour Beach Chairs/UmbrellabrBike Racks in Garage brbrLava 24 Fitness is a gym located just outside the entrance into Palmetto Dunes. br811 William Hilton Pkwy Ste Bbr843 842 3225brLava24.combrbr*Pool heated seasonally Mid March-April 30, Mid October-November 30. * hot tub is open year-round. brbrGate Fee: This property is located inside the private gated community of Leamington within the Palmetto Dunes Oceanfront Resort. Two vehicle passes will be called in for you to purchase at the pass office drive-in window.brThere is a $35 weekly gate fee per vehicle based on the length of your stay. This fee is due to the private gated resort security.brbrBeach Chairs and Umbrella Rentals:brShore Beach Services (on the beach)brHours: 9am - 5pm. Sunday - SaturdaybrBeach Season: Last week in March - late October, weather permitting. Two chairs are available for your use inside the condo.

3109 Windsor Court South is a 1 BR/2BA Oceanfront/Pool Front on the First Floor

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$221.67

Escape to paradise in this sun-drenched, cottage-style villa nestled in the heart of Hilton Head Island's serene Palmetto Dunes. Wake up to breathtaking lagoon views and the gentle sway of palm trees. This two-bedroom retreat is your perfect home away from home, boasting a spacious living area with vaulted ceilings and a fully-equipped kitchen for whipping up delicious vacation meals.brbrSpend your days lounging by the heated pool, unwinding in the hot tub, or strolling along the picturesque lagoon. Just a short walk away, sink your toes into the pristine sands of Hilton Head's famous beaches. With world-class golf, tennis, and pickleball at your doorstep and a vibrant island community waiting to be explored, your dream vacation awaits!brbrPLEASE NOTE:brbr- Mandatory one-time fees include a resort fee of US$150 (plus tax), a management fee of USD $99, a community fee of $99, and a 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 Village on-site check-in office. 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 **

Cozy 2-bedroom, 2-bathroom villa nestled within the Village at Palmetto Dunes.

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$415.83

Gorgeous Designer Villa in Gated Beach, Golf & Tennis Resort! br● Panoramic Lagoon & Golf view!br● HGTV Featured Decoratorbr● Luxe Coastal Decorbr● Gourmet Kitchenbrbr●Sunny 1st Floor Villabr●Master KING BEDbr●HUGE Walk-in Showerbrbr●Gas BBQbr●Gorgeous Walk & Bike Pathsbr●Close to Colignybrbr●3 XL SmartTVsbr●FREE WIFI, CABLE & NETFLIXbr br●Washer+Dryerbr●Beach Chairs & Umbrella, Boogie Boards+Morebr●Walk to Golf Club & Pubbrbr●Enhanced Cleaningbr●Keyless Entrybr●Park at DoorbrbrGorgeous Designer Villa located in a Gated Beach, Golf & Tennis Resort...has panoramic Lagoon & Golf course views from huge wrap-around porches!brbr☀ CLEANING ☀ brOur Cleaning Service chemical disinfectants, in addition to their regular, thorough cleaning. We also provide Antibacterial Cleaners under each sink & have contactless & keyless check-in using a coded keypad on the outside door!!br brVILLA OVERVIEW: br100% High-End renovation by an HGTV featured decorator! Upscale Sand & Sea Coastal décor! brbrLIVING ROOM: brHuge, comfy sectional couch & leather recliner. 55 SmartTV mounted above antique Texas barn beam mantle w/stone fireplace! brWatch free CABLE & NETFLIX!brbrHulu, Amazon, etc. avail. - just bring your account passwords. Roomy built-in desk for checking emails!!brbrKITCHEN / DINING:brLarge fully-equipped chef's kitchen; featuring stainless steel KitchenAid appliances, leathered granite counters, and a marble mosaic backsplash. Farmhouse dining table seats 6. Additional seating for 2 on the island barstools!brbrCOFFEE: We provide a Keurig, a drip coffee maker, a French Press, and a coffee bean grinder. Coffee is such a personal choice—plan to bring your favorite Keurig K cups or ground & whole coffee beans! brbrBEDROOMS:brMASTER BEDROOM—comfortable Coastal style KING BED ceiling fan, large flat-screen SmartTV with FREE CABLE! Netflix, Hulu, etc (just bring your account passwords)! All new coastal furnishings, and built-in USB ports. Store your clothes in the large walk-in closet. brbrGUEST BEDROOM—comfy Coastal style QUEEN BED, large closet, ceiling fan, USB ports, and large flat-screen SmartTV with FREE CABLE! Netflix, Hulu, etc (just bring your account passwords)! brbrPULL-OUT QUEEN SLEEPER in living room sectional is equipped with a top-of-the-line 5” memory foam mattress and privacy window shades. brbrBABY PACK & PLAY & HIGH CHAIR can be provided as a courtesy—-please request now & agree to clean & put back in the guest closet after use. Bring your little one's favorite sheets, Blankie, pillow, etc.brbrBATHROOMS:brMASTER BATH boasts a huge glass walk-in shower W/ Pebble Stone floor, all new granite-topped vanity, new flooring, and a new eco-friendly toilet. brbrGUEST BATH has all new granite vanity, flooring, tiled tub/shower, and a new eco-friendly toilet!brbrLAUNDRY:brFull-size stacking washer/dryer!!brbrPATIOS:br2 covered patios with table & plenty of seating! Large Gas BBQ Grill! Spot herons feeding, alligators drifting by in the large lagoon, or watch golfers playing the course!brbrPARKING:brHuge FREE parking lot—Park at our front door! brbrBEACH:brPrivate Beach Club (has outdoor showers, restrooms, etc.) We recommend loading the car (Beach Wagon & equipment provided) and using our Beach Club Parking Pass to park right at the beach club....makes carrying all the needed beach gear a lot easier!!! :) brbrBEACH EQUIPMENT PROVIDED:brBeach wagon, beach chairs, umbrella, boogie boards, ice chest, pool noodles, kiddie toys, tennis rackets and balls, etc.! (6 Beach towels provided as a courtesy—just launder & put away before you leave.)brbrGOLF:brThe villa is right on the 27 hole course & walking distance to the Golf Club! Ask about SPECIALS including golfing at other courses. Enjoy drinks & dining inside or out at the Golf Pub!!brbrPOOL: brGiant pool (private to our neighborhood) across the street.brbrTENNIS: brLighted courts next to the pool—2 rackets & balls provided!brbrRESTAURANTS INSIDE RESORT:brWithin the resort gates: Enjoy lunch or dinner at one of many Shipyard choices, from the Brickyard Pub at the golf club to the many indoor-outdoor restaurants at the beachside Sonesta—right next to our Beach!brbrbr● HILTON HEAD IS KNOWN FOR: br12 miles of pristine Beaches, Sunsets over the inland Waterway & Marshes, 24 Golf Courses + RBC Heritage Golf Tournament at Sea Pines! 100’s of Restaurants (Southern Food & eating on the water!), boating, zipline, chartered fishing trips (Great White encounters!!), arts, culture & history, waterfront activities, marinas, nature trails, wildlife, Mitchellville (freed slave settlement), historic Civil War landmarks, coastal nature preserves, African-American Gullah-Geechee history, golf, kayaking, tennis, yoga, scenic biking trails & biking on the beach!!, paddle boarding, Kite-Surfing, music events, horseback riding on the beach, huge Outlet Mall just off-island & more!!brbr35 back road miles to Historic Savannah and a 2-hour drive to Beautiful Charleston!! Also check out Historic Beaufort, Sc---just 30 minutes away!!brbrbrSPECIAL NOTE: In the South, there is a famous saying: br If there's Water, there's Gators!brThat means any body of fresh water like a lagoon or canal.brPlease enjoy from a safe distance!br

BEACH and GOLF RESORT☀Luxury Lagoon & Golf View Villa☀ 2 Patios+KING BED

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$190.65

- 757 sq ft condo on the 2nd floorbr- Key-less entrybr- Private balconybr- Two pools (warmed in the winter and cooled in the summer)br- Two hot tubsbr- 10 tennis court free to usebr- 2 racket ball courts free to usebr- TV in each bedroom and living with Spectrum cable and Rokubr- Kids playground in front of the condobr- Community center with corn hole games, ping pong tables and morebr- 7 minutes walk to the beach via private accessbr- Fully stocked and equipped kitchenbr- Baby crib and toys available in the condobr- Onsite secured parking for 2 carsbr- Extremely safe gated community with 24/7 controlled accessbrbrFully equipped kitchen including microwave, dishwasher, kettle, coffee maker, toaster, stove/oven and a huge fridge. On site washer and dryer with free detergent. brbrOther items included in the villa and free to use: beach toys, beach umbrella, beach trolley, children`s toys, board games, books, magazines and puzzles.brbrIf you are looking for baby or toddler equipment such as a stroller or full size crib, we provide a service that will deliver those items right to the door for a small cost. Just follow this link: https://www.babyquip.com/a/fd9ej1brbrTelevision + DVD player + Roku available in each bedroom and living room.brbrBalcony includes 2 chairs and a coffee table.brbrEntire space plus complex amenities is included in this rental. Please, make yourself at home.brbrWe are available by phone or email 24/7. brbrAll long term guests (30 nights or more) will receive a welcome box.brbrOur area is very quiet and tucked in away from the hustle and bustle. It is very strategically located: you can walk to the beach in 7 minutes or bike or drive in 2 minutes! brbrA few of our favorite things to do here are: brHeading out for a bike ride - the paths are great and it`s such an easy way to see the island and let your worries melt away. The closest and best rated bike rental is Island Life Bike Rentals. You can even have them deliver!brbrColigny plaza has a little playground, games set up, a beautiful walking area and lots of cute shops. We are just a 15 minutes drive away. This area also has a beach access with convenient rinse stations.brbrShelter cove town center- it has a great playground and is beautiful for sunset family photos! There are some really tasty restaurants there with outdoor seating and ice cream shops, and shopping.brbrHarbor town is also really cute. There is a center stage area we have occasionally seen magicians or kid friendly performances. It is nice to wander down and check out the boats or stop in for a bite to eat.brbrWe also love to hike in Seapines Forest Preserve. Pack a lunch, bug spray, comfortable shoes and a camera!brbrUber and Lift are also available on the Island.brbrIf any problem arise, we will make it our TOP priority and get it resolved ASAP. We have an extended list of trustful and competent contractors ready to help.

⭐ Upgraded peaceful villa ⭐ 7 min walk to the beach

Hilton Head Island, South Carolina, United States

Bed

Bath