Vacation Rentals By Owner In Hilton Head Island, SC

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

$224.07

Ready to get away with your significant other for a much-deserved beach, sunshine & vitamin sea getaway Welcome to The Ocean's Edge! Situated within the Barrington Park community within Palmetto Dunes Oceanfront Resort, this first floor villa is an easy breezy two minute walk along a beautifully landscaped pathway to the spacious community pool and beach access boardwalk. Start your mornings with coffee on the back porch and enjoy the soothing sounds & sights of the lagoon below. Walk the wide, sandy Hilton Head beach as many times as you'd like or soak up some sunshine in a lounge chair on the sundeck surrounding the community pool. You can stay in and cook, grill your food at the community grilling station by the pool, order take-out or head out to one of Hilton Head's many incredible restaurants. Best of all, The Ocean's Edge can provide you with the opportunity to relax, unwind and re-connect with your loved one. 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 THE OCEAN'S EDGE (sleeps 4): brbr brbrMaster Suite: brbr brbr- Queen Sleep Number bed brbr brbr- Night stand with reading lamps brbr brbr- TV brbr brbr- En-suite bathroom with vanity and walk-in shower brbr brbrLiving Room: brbr brbr- Queen sleeper sofa brbr brbr************ brbr brbrAMENITIES: brbr brbr- Quick & easy one minute walk along a shady & landscaped pathway to the beach via the Barrington Park community boardwalk brbr brbr- Access to the Barrington Park community pool, grilling area, pavilion & sundeck. (All Barrington Park community amenities are subject to the HOA's schedule, maintenance & opening hours.) brbr brbr- Fabulous outdoor balcony with outdoor table & chairs. brbr brbr- Lagoon views from private exterior balcony, living room, kitchen and dining area. brbr brbr- Open floor plan between the kitchen, living room & dining area. brbr brbr- Indoor dining table seats 4, 2 stools at kitchen counter, and outdoor dining table seats 4. brbr brbr- Off street parking for a maximum of 1 car. brbr brbr- Free WIFI brbr brbr- Don't wait in an office to check-in or get a key! Drive straight to The Ocean's Edge 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- For TV apps personal subscription required. brbr brbr************ brbr brbrGuests initially enter The Ocean's Edge by taking the community stairwell to the first floor to the front door of the home. (Please note: this building does not have an elevator.) When you enter the front door, you will find all the rooms on one level. The living room, kitchen and dining area have an open floor plan. The master suite and half bathroom are accessible from one side of the living room. The laundry closet is located near the front door. You may access the outdoor balcony from the living room and the dining area. 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 #027226 brbr brbr************ brbr brbrGuests staying at all iTrip Charleston Beaches & 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.

Condo

1 Min Walk to Pool & Beach Access - Fresh & Fun - Clean, Comfortable and Convenient First Floor Unit

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

$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

Bath

Sleeps

$332.61

Experience the charm of this recently renovated 3-bedroom, 2-bath Racquet Club Villa in the heart of Harbour Town. Updated with beautiful hardwood floors, plush carpeting, and fresh living room furnishings, this inviting one-story villa is designed for comfort and easy access. The spacious living area includes a large flat-screen TV and Blu-Ray player, seamlessly connecting to a well-appointed kitchen featuring stainless steel appliances and a farmhouse-style dining table that seats eight. Just beyond, a private patio offers the perfect spot to unwind while enjoying peaceful lagoon views.brbrEach bedroom provides a relaxing retreat for guests of all ages. The primary suite features a king bed and private bath, while a second bedroom offers an additional king bed. The third bedroom includes two full-over-twin bunk beds, ideal for families or groups, and shares access to a second full bathroom. Every bedroom is equipped with its own flat-screen TV, ensuring comfort and entertainment throughout your stay.brbrRacquet Club Villas offer access to a community pool and four nearby clay tennis courts, enhancing your Sea Pines experience. This villa also includes four adult bicycles from South Beach Bike Rentals and four backpack-style beach chairs, making it easy to reach the beach or explore the resort with a quick bike ride. One Sea Pines car pass is included, with additional passes available for purchase. Enjoy the best of the Sea Pines Resort from this welcoming Racquet Club Villa—perfectly located, thoughtfully updated, and ready for your next getaway.brbr* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.

2311 Racquet Club: 3BR 2 BA Villa. Community Pool and Clay Tennis, Free Bikes

Hilton Head Island, South Carolina, United States

3

Bed

Bath

8

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

$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

$324.83

HILTON HEAD ISLAND. Enjoy marina style vacationing in this one bedroom penthouse villa in Harbourside. Located in Shelter Cove Harbour, Harbourside offers a pool, seasonal outdoor entertainment and unbeatable views. This penthouse style unit has two floors, with a spiral staircase leading upstairs. On the first floor you will find an updated kitchen with all the amenities and beautiful views of the harbour. The dining area offers a glass top table for 4. The living room has a sleeper sofa, loveseat, and TV. There is a sliding glass door leading out to a large wrap around deck with a table and four chairs. The master bedroom is up a spiral staircase with a king bed, TV and a private bath with a jacuzzi tub and a separate shower. brbr**Free shuttle service through Palmetto Dunes Buggy available April through September.**br*One parking pass per reservation at Harbourside*

1 Bed/1.5 Bath with Sleeper Sofa Penthouse - the Heart of Shelter Cove Marina

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$694.86

3 bedroom/4 bathroom townhouse style villa in Palmetto Dunes with golf views

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$523.76

**Beginning April 1st, the spa will be temporarily closed to allow for core drilling of new plumbing. The construction phase is expected to take approximately three (3) weeks, weather permitting.**brbrHILTON HEAD ISLAND. Main Sail – a luxurious villa complex on Hilton Head Island overlooking Shelter Cove Marina in Palmetto Dunes resort. Each villa features water views from almost every room, screened porch, two master suites, and many upgrades. A private gated entrance leads to the centrally located Main Sail complex with beautifully landscaped grounds. Amenities include an expansive adult pool and spa, children’s wading pool, and grilling area. Enjoy strolling the extensive walkways around Shelter Cove Marina, which offers an array of wonderful restaurants and shops. Convenient bike paths lead to the beach in Palmetto Dunes. Main Sail has elevators to all floors.brThe wonderful Hilton Head harbor front villa is the ideal location for your next getaway! The living area has a sleeper sofa, matching loveseat, chair with ottoman, and a flat screen TV. A slider leads to a harbor view screened-in balcony. The dining area has seating for six and the fully equipped kitchen is ideal for all your cooking needs.brbrThe first bedroom offers two queen beds and a flat screen TV. A slider leads to the screened in living room porch with four easy chairs and a coffee table. The large private bathroom has a jetted tub and separate glass shower. The second bedroom has a king bed, flat screen TV, and a sitting room with beautiful marina views. A private bath has a jetted tub and separate glass shower. brA half bath is located just as you enter this villa. brbrThis incredible Hilton Head harbor front villa is perfect for you to experience the wonderful island sunsets! brbr*Parking is limited to two parking spots. We are not able to order more than two parking passes per reservation. *brbr*Free shuttle service through Palmetto Dunes Buggy available April through September.

2 Bedroom/2.5 Bathroom Well Kept Bright Villa - Gated Complex - Harbour Views

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$387.2

Proudly hosted by Island Rentals of Hilton Head. Embrace the essence of vacation living with stunning views from the 3rd floor of this newly renovated Breakers unit, offering one of the best vantage points in the entire complex. Picture yourself enjoying your morning coffee as the gentle sound of waves rolling onto the shore, just feet from your door, sets the perfect tone for your getaway. The thoughtfully updated interior includes a custom-made wet bar complete with a wine fridge, perfect for unwinding after a day at the beach. The master bedroom features a comfortable Queen bed, while the living room includes a queen sleeper sofa, providing flexible accommodations for your group.brbrThis villa elevates your vacation experience with thoughtful amenities designed for convenience and relaxation. Guests enjoy private beach access, making it easy to transition from lounging by the pool to sinking your toes in the sand within minutes. The Breakers’ prime location places dozens of shops, restaurants, and entertainment options in and around Coligny Plaza within walking distance, allowing you to savor delicious meals, live music, or a leisurely stroll to the Tiki Hut or Pool Bar Jim’s for refreshing oceanfront cocktails.brbrTo make your stay even more effortless, this villa includes 4 free beach chairs and 2 free adult bicycles from South Beach Cycles, ensuring you can hit the beach or explore the island’s scenic paths almost immediately after arriving. With unbeatable views, stylish renovations, and the heart of Hilton Head at your doorstep, this Breakers villa offers the perfect setting for an unforgettable island escape.brbr• 2 Free Adult Bicycles from South Beach Bike Rentalsbr• 4 Aluminum Backpack Beach Chairsbr• Bedroom with Queen Bed, and Pull-Out Couch in the Living Roombr• Free Wifi and Cable TVbr• 1 Car pass, maximum 1 car permittedbr• Exterior Elevatorbrbr* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.

339 Breakers: Newly Renovated! Direct Oceanfront Views, Free Bikes, Sleeps 4

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$357.14

Proudly hosted by Island Rentals of Hilton Head, 312 Breakers oceanfront Villa offers one of the most amazing ocean views in North Forest Beach , the most beautiful beach on Hilton Head Island .brbrThis incredible beach front villa is on the 3rd floor with elevator access and recently redecorated with new furniture and décor, sleeps 4, featuring a new queen-sized bed and queen sleeper sofa.brbrWake up to panoramic views, fresh ocean breezes and enjoy the stunning views of the Atlantic Ocean from the balcony while starting your day in paradise watching the waves, dolphins and beach activity. The sound of the waves is calming as you sip your morning coffee or your evening wine. It is perfect for families or a romantic getaway.brbrThis unit has all the amenities that you could ask for in an oceanfront villa. After a long day at the beach, walk across the street to Coligny Plaza, where you can experience all of the nightlife in Hilton Head's Downtown “ in the 60 shops and restaurants. Get dinner at one of the wonderful restaurants, or go shopping for everything from souvenirs to designer handbags and more.brbrHilton Head Island is a natural paradise, known for its over 60 miles of bicycle paths. This unit includes two free adult bicycles from South Beach Cycles to help you explore the island. The villa also comes with 4 free beach chairs so that you can be relaxing on the beach within minutes of arriving at your piece of oceanfront paradise. You can park your car and never need to use it until you have to drive home!brbrOther activities on the Island include golfing at one of the 24 championship courses on the island, tennis and pickle ball, paddle boarding, jet skiing, deep sea fishing, kayaking and more. Pamper yourself at one of the many wonderful spas on the Island. Take the kids to the water park within walking distance, play a round of miniature golf or just spoil yourself shopping.brbrThe New owners as of July 1st 2023, Immediately made major updates to the unit including, new master bed set including dresser, new down pillows, comforters and blankets , black out drapes in master, new rugs in living room , coffee table and end tables ,new foam mattress in sleeper sofa , pictures and art , Ninja 10 in 1 air fryer that includes convection oven broiler, electric hot pot ,The outside balcony includes new patio table and chairs and new rocker and more, Plus new house cleaning service. Additional upgrades will be coming this Winter.brbrWe hope you will enjoy your stay at the Breakers 312 and become regular guests for years to come. Book your stay early so you can get your desired week.brbr24 hr Security On the Premisesbrbr* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.

312 Breakers: Sleeps 4, Free Bikes, Pool, Oceanfront

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$356.6

New Listing, updated luxury 2 BR condo sleeps 8 People with King, Queen, Bunk Beds and Fold out couch. Nice luxury updated kitchen with updated bathrooms, nice furniture and flat screen TVs. Shorewood 133 is a two bedroom, two bathroom condo located in the Forest Beach area that offers nice views of the ocean. Not pet Friendly property. Your vacation rental includes bike rentals and beach gear with your stay. 133 Shorewood Villas is professionally managed and operated by Hilton Head Vacations, Inc, a locally owned company.brbr• Ocean View Condo – Forest Beachbr• 2 Bedroom, 2 Bathrooms, Sleeps 6br• Square Feet: 1200br• Private Balconybr• Complex Swimming Pool (heated seasonally)br• Children’s Poolbr• Bedding: King, Queen, Bunk Bed w 2 Twins, Sleeper Sofabr• Located on Second Floor with under building parking (elevator access)br• No Grillbr• Free Wireless Internetbr• Not a Dog Friendly PropertybrbrThe living room offers access to a private balcony that offers distant views of the ocean. The kitchen has granite countertops and is fully equipped, while the dining room has seating for six. Extra amenities include free wireless internet and a private washer/dryer. You can even park under the building, so condo is really on second floor. brbrThe master bedroom offers a king bed, TV, private bathroom and balcony access. The guest bedroom has a Queen Bed and Bunk beds and a TV. There is also a queen sleeper sofa in the living room for extra sleeping options. Living room has 65 inch smart TV with updated furniture. GREAT views!! brbrShorewood is a beautiful, oceanfront complex that is located in South Forest Beach. This complex offers an oceanfront, complex pool and children’s pool. There is a hot tub outside beside the community pool. The pool is heated March and April as well as October and November. Guests are also a short bike ride from Coligny Plaza, which offers shopping, dining and entertainment.brbrForest Beach is one of the original Hilton Head beach communities. It offers the ideal location for families with beaches, shopping and dining located within convenient walking distance from most homes and villas. The newly renovated Coligny Beach Park area provides benches, swings, fountain, restroom and changing rooms for beach goers and the wide stretches of white sand beach are ideal for a family day by the ocean. Coligny Plaza is the heart of Forest Beach and has been an island favorite for over 35 years. Find over 100 boutiques, beach shops, novelty stores, coffee shops and island cuisine within one central location. For the active vacationer, guests of Forest Beach outdoor beach volleyball courts and easy access to miles of bike trailsbrbrYour Hilton Head Island vacation just got even better with our brand-new VayKLife Bike Rentals and Beach Gear Included program! For all new bookings made on or after 4/15/25 of 3–21 nights, you’ll receive complimentary bike rentals and beach gear credit, ensuring your coastal getaway is as effortless as it is unforgettable. With your VayKLife credit, you can select from a premium collection of beach essentials, all delivered straight to your door—no hassle, just fun. Keep an eye out for an email from VayKLife to customize your gear selection and get ready to experience Hilton Head like never before!

Condo

Updated luxury condo with updated kitchen and baths! Bikes & Beach Gear included

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

Bath

Sleeps

$255.53

Location, location, vacation! Welcome to your dream getaway in Bluff Villas, where everything you love about Hilton Head is just steps away. This sunny and spacious 2-bedroom, 2-bath condo is perfectly situated just a 2-minute walk to the beach, South Beach Marina, the iconic Salty Dog Café, and the South Beach Pool (reopening Summer 2025)!brbrRelax on your private patio overlooking Braddock Cove, unwind in the updated living space, or take a quick stroll to grab an ice cream by the harbor—you’re in the heart of Sea Pines.brbrWhy You’ll Love It:br• 2-minute walk to the beach, pool, marina & shopsbr• Ground-floor villa with stunning Braddock Cove water viewsbr• Sleeps 4–6 with 1 king, 2 twins & a queen-size pull-out sofabr• Private patio with table & chairs – perfect for morning coffee or sunset drinksbr• South Beach Pool access (reopens Summer 2025, small entry fee)br brCoastal Comforts Include:br• Spacious living room with 65-inch Smart TV, 2 sofas & armchairbr• Dining table for 6 + breakfast bar seatingbr• Fully equipped kitchen with granite countertops & stainless steel appliancesbr• Washer & dryer in-unit, WiFi, central A/Cbr• Fresh bed linens, towels & starter supplies providedbrbrSleeping Arrangements (Sleeps 4–6):br• Primary Bedroom: King-size bed, flat screen TV, ensuite bath with walk-in showerbr• Guest Bedroom: Two twin bedsbr• Living Room: Queen-size pull-out sofabrbrKitchen:br• Fully equipped galley-style kitchenbr• Granite countertops & stainless steel appliancesbr• Breakfast bar with 2 stoolsbrbrExtras:br• Stackable washer & dryer in unitbr• WiFi & central air conditioningbr• Bed linens, bath towels, and starter amenities providedbrbrWaiver & Guest AgreementbrBy booking this home, guests agree to all VRBO policies, host house rules, and community guidelines. Additional terms include:br* No parties, events, or unapproved overnight guests.br* Excessive noise or illegal activity may result in immediate eviction without refund.br* Guests are responsible for any damage to the property during their stay.br* By booking, guests acknowledge and accept that the hosts are not liable for any injury, illness, accidents, or lost/stolen property during the stay.

Condo

Lovely Villa in Sea Pines, 2-Min Walk to Beach, Marina, Pool, Braddock Cove View

Hilton Head Island, South Carolina, United States

Bed

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

Bed

Bath

20

Sleeps

$262.11

Escape to a Serene OasisbrbrUnwind in this beautifully appointed 2-bedroom townhome overlooking lush lagoons and golf courses. Relax on your private deck, soak in the spa-like master bath, and enjoy access to resort amenities including a pool, pickleball courts, and BBQ grills.brbr✦ Your room is 1250 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 25 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 06:00 pm.brbr✦ Pool is available.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ Pets are not allowed.

Apartment

Spacious, Open Floor 2 Bedroom Townhome

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$293.13

Located on the 11 mile freshwater lagoon, this two-bedroom townhome has a superior location across the street from the beach with all the amenities of a world-class resort. Property features complementary wireless internet access, fully equipped kitchen with granite countertops, full size washer and dryer and waterway views from almost every room. brbrEnjoy the Dunes House Beach Club, Palmetto Dunes Tennis Center, Alexander's restaurant, Palmetto Dunes Golf Club, kayak rentals, fishing and more! Free seasonal shuttle to nearby shopping and marina makes for an exceptional family vacation!brbrAcross the entrance to Palmetto Dunes your family can easily bike to Shelter Cove's deep-water marina village or newly developed Shelter Cove Towne Centre with a waterfront park and playground, dining, shopping, charter boats and entertainment for the entire family.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 **

Lovely Two Bedroom Palmetto Dunes Townhome

Hilton Head Island, South Carolina, United States

Bed

Bath