Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 1120 Of 6408 Vacation Rentals
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Exceptional(19)

$2699.68

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Private Vacation Home

Sunset Rentals | Duck Hawk 27

Hilton Head Island, South Carolina, United States

Breathtaking ocean views from almost every room in the house with grand architectural interiors greet you at 27 Duck Hawk - a true oceanfront retreat! The five-bedroom, five-and-a-half-bath home has many upgraded features that will make every ounce of preplanning well worth it! The home is elevated with stairs to access the 1st and 2nd floors. Two living areas and abundant outdoor living space offer enough room for larger groups or multi-generational families. brbrThe main living area is located on the second floor of the home. As you ascend the curved staircase to the second floor, you are greeted with a small sitting area with a wall of sliding glass doors that overlook the Atlantic Ocean and coastline. The living area, dining area and kitchen are open to one another allowing ocean views from every vantage point. **Fireplace is not for guest use.** The fully equipped, chef’s kitchen has upgraded appliances including a six-burner gas stove with double ovens, warming drawers, cooling drawers, oversized Sub Zero refrigerator, wine cooler and undercounted ice maker. There is ample counter space with a breakfast bar and island to prepare large family meals or beach picnics. The living area has cathedral ceilings and floor-to-ceiling windows. Sliding doors lead from the living and sitting areas to the second-floor oceanfront deck, complete with a teak table for outdoor dining and enjoying the best view! brbrTwo of the five bedrooms are located on the second floor. The primary suite is located oceanside with a private bath, double vanities, soaking tub and step-in shower. Sliding glass doors lead from the primary suite to the deck that runs the expanse of the second floor. The second bedroom has a queen bed and access to a hallway bathroom with single vanity and step-in shower. A small office is tucked between the bedroom and landing, for those that may have to work while on vacation. brbrThe first floor of the home is accessed through the garage and a curved stairway. Rounding the corner coming up the stairs, you are greeted with views of the pool and beyond to the ocean! The first-floor living space is divided into a seating and living area with TV and wet bar including under-counter ice maker and mini-fridge. **Fireplace is not for guest use.** Three bedrooms are located on the first floor. The oceanfront suite has a king bed, private bath with single vanity, soaking tub, step-in shower and access to the oceanfront deck. The second bedroom is on the opposite side of the home with a king bed, twin day bed, private bath with soaking tub and step-in shower. The third bedroom is perfect for the kids with two sets of double bunk beds with two twin trundles. The bunk room has access to a shared bathroom off of the living area with single vanity and walk-in shower. brbrDecks run the expanse of both the first and second floors. The first-floor deck has a grilling area with a bistro table and outdoor TV, a conversation area and a sun deck are to the right. The pool with attached spa is elevated and flush with the deck. Down a short set of stairs is another space complete with an outdoor sofa and fire-pit, opposite is a volleyball net for hours of family fun & competition. **The private pool can be heated for an additional fee between Labor Day and Memorial Day. If the outside temperature drops to 55º or below, the pool will not be able to maintain a warmer temperature. If the pool does not reach your desired temperature but is heating, refunds will not be given.**brbrSea Pines is a gated community requiring car passes for entry. Please specify the number of car passes needed during your stay. Car passes are $17 per pass per week.brbrbrSea Pines Plantation is Hilton Head Island's original and largest planned resort. While it is currently the home of the Heritage Golf Tournament, it is the abounding natural beauty of Hilton Head Island that beckons one to return again and again. Five miles of white sandy beach offer swimming, sailing, parasailing, kayaking, and fishing. For the land lovers there are 14 miles of bike baths, 3 golf courses, tennis, a broad range of shops, restaurants and Hilton Head attractions that will please every vacationer.brbr**Fireplace is not for guest use.**brbrCheck-in instructions will be sent via email at least 10 days prior to check-in once the Rental Agreement is signed. If your stay is within 9 days, or lesser, from the time of booking, the instructions will be sent via email as soon as the Rental Agreement is signed.brShort Term Rental Permit# 028305
Bed 5

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Bath 4

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Sleep 14

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Exceptional(5)

$411.84

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Villa

Sunset Rentals | Evian 203

Hilton Head Island, South Carolina, United States

Bound to be the envy of all the other 3 bedroom Evian units, this unit stands regally, beckoning everyone to partake of its calming golf course views, spaciousness, cozy furnishings, and splendid decor.br br You will be happy to make gourmet meals and family favorites in the galley-style kitchen with its stainless steel appliances, granite countertops, and sleek cabinetry. Just off the kitchen area is the cozy nook, with a glass table top and four plush chairs; hang in here and sip on your morning’s coffee while flipping through the pages of your favorite new novel. The handsome dining room radiates with warmth from the sun with its wood craved table and six matching chairs.br br The living room is impressively decorated in earthy tones with a splash of burgundy. The living room is home to a decorative fireplace, a flat screen television, and large French doors, which provides access to the back deck and pristine golf course views. Housed on the back deck is a table with chairs, perfect for dining, having a poker night, or star gazing into the galaxy.br br The first floor also houses one of the three bedrooms in the unit. This bedroom has a king bed with a mounted flat screen television, and its own private bathroom with a walk in shower. Climb the top of the stairs and the other two bedrooms await.br Finished with earthy tones, is the second bedroom, with its king bed, plush carpeting, mounted flat screen TV, and private bathroom. The final bedroom is a shipwrecked paradise. Nautically decorated, it is home to a queen bed and two twins; the pirates onboard will have lots of room to play around and a mounted flat screen for entertainment. This bedroom also has its own bathroom, complete with a shower/tub combination.br br This unit also comes fully stocked with a washer and dryer for all your laundry needs.br br So what are you waiting for Step inside and be prepared to have your worries replaced with peace, tranquility and warm, sunshine filled thoughts. Happy Vacationing!br br Evian, a popular vacation destination within Shipyard, is an oasis of serenity in itself. An old fashioned gazebo and numerous benches, overlooking the 5 acre lake with its sweeping footbridge, provide an unsurpassed view of native wildlife. The nearby olympic-size pool is open seasonally, and is adjacent to the 6, free and lighted, tennis courts. For the ocean lover, a 15-18 minute walk, or 5-7 minute bike ride, brings you to the plantation beach club on the Atlantic Ocean. All beach distances are measured from the center of the complex.br br Shipyard is centrally located on beautiful Hilton Head Island and provides easy access to over 200 restaurants, unique shopping, and world-class golf. The plantation borders 12 miles of white sandy beach and offers bike paths, lagoons, golf courses, tennis courts, and an abundance of natural beauty.brbrPlease indicate how many car passes you will need. Car passes are $35 plus tax for the stay. 2 Car Passes Max. brbrFor specials, promotions, deals and additional availability please contact our local Hilton Head Island sales agents at Sunset Rentals.brbrCheck-in instructions will be sent via email at least 10 days prior to check-in once the Rental Agreement is signed. If your stay is within 9 days, or lesser, from the time of booking, the instructions will be sent via email as soon as the Rental Agreement is signed.brShort Term Rental Permit # 050426
Bed 3

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Bath 3

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Sleep 8

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Exceptional(3)

$350.15

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Private Vacation Home

Recently Renovated Sea Pines Gem, Community Pool, Short Walk to Beach

Hilton Head Island, South Carolina, United States

Escape to the peaceful sanctuary of Night Heron, a hidden gem tucked near the Sea Pines Nature Preserve and within easy walking distance to the beach. This recently renovated bungalow offers a serene and secluded experience, featuring two queen bedrooms and two bathrooms. brbrWith fresh, modern furnishings and all-new decor, the space is designed to provide a perfect coastal retreat. Accommodating up to nine guests, the property includes two spacious living rooms, both equipped with sleeper chairs to provide flexible sleeping arrangements. The fully stocked kitchen, in-unit washer and dryer, and outdoor grill ensure all the comforts of home, while fresh linens and towels are provided for a hassle-free stay. brbrWhether you're seeking a quiet beachside escape or an active vacation, Seas The Day at Night Heron offers a clean, comfortable, and inviting space for a memorable getaway.brbrLocated within the Sea Pines Plantation, Night Heron is ideally positioned near the ocean gate, making beach access a breeze. The community pool is also nearby, and those who love the outdoors will appreciate the 15 miles of bike paths and the beauty of Sea Pines Forest Preserve. For more lively activities, Harbour Town is just a short trip away, offering live music, dining, shopping, and stunning sunset views. Night Heron provides the ideal combination of tranquility and convenience for your coastal vacation.brbrThis property comes equipped with a range of amenities, including free Wi-Fi, Smart TVs, a gas grill, an outdoor patio, and keyless entry for ease and security. The home sleeps up to nine guests with two queen beds, three twin sleeper chairs and a queen sleeper. Parking is available for up to two vehicles. Beach access is conveniently located across the street from the Night Heron complex, or you can use the Sea Pines Beach Club, though parking there is reserved for owners. Additionally, the seasonal Sea Pines Trolley offers easy transportation around the area.brbrPlease note: there is a ring camera on the door and a security camera facing the parking lot.
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Bath 2

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Sleep 9

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Exceptional(6)

$457.42

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Private Vacation Home

Sunset Rentals | Baynard Park 6 | Dog Friendly

Hilton Head Island, South Carolina, United States

Located on the 13th Fairway of Harbour Town Golf Links in the historic Sea Pine Plantation, this 3 bedroom, 2.5 bathroom pet-friendly Hilton Head vacation rental boasts an expansive backyard with a screened-in pool only 1.5 miles to the Atlantic ocean. The perfect getaway spot for your entire family’s next vacation on Hilton Head Island, SC. brbrThe cozy and inviting entry foyer leads directly into the peaceful sitting room. Sit in one of the two love seats in this room and snuggle with a book or grab a yoga mat and spend some quiet time meditating. Adjacent to the sitting room is the formal dining room featuring a rectangular, glass tabletop, pine finished table along with eight skillfully craved, matching chairs. **Fireplace is not for guest use.**brbrThe open, traditional kitchen offers soft blue walls, all white appliances, plenteous cabinet space, and spacious countertops; add in the landscape views and dinner prepping will be even more enjoyable. The breakfast bar is supported by two sleek bar chairs, so be sure to leave cookies for the kids to nibble on while they plan the day’s itinerary discovering Hilton Head’s top attractions. This home has its own café, also known as the breakfast nook and it offers a great place to enjoy coffee and entertain interesting conversations; bay windows will beckon nature’s own lighting to brighten the room.brbrThe Harbour Town golf course views are visible upon entering the spacious living room. High cathedral ceilings and touches of blues, whites, and yellows can be found here along with two comfy couches, a snug armchair, a flat-screen TV, a DVD, and plenty of books to keep you entertained. Step outside onto the screened pool deck which offers seating for eight along with the pool. The backyard is perfect for the kids to play a game of football. The view from the pool deck is sure to tune out the hustle and bustle of everyday life and replace it with the tranquility that a vacation on Hilton Head Island inspires.brbrThe primary bedroom is home to a king-size bed and is decorated in blues and browns. A flat screened television will provide entertainment and French doors lead to the pool deck, so on a warm summer night, be sure to take a dip in the pool while stargazing into the galaxy. This bedroom also offers its own private bathroom with a shower/ tub combination. The additional two bedrooms are also decorated in blue tones and house a queen-size bed and two twin-size beds respectively. They both have flat-screen TVs and bay windows to radiate the sun rays and add to the room’s ambiance; both bedrooms share a bathroom. A full-size washer and dryer is provided for your laundry needs.brbrAmazing golf course views, a picturesque backyard, a screened-in pool makes this home one of a kind and the ideal pick for your next road trip to Hilton Head. Happy Vacationing!brbrThis pet-friendly Sea Pines home is located in Sea Pines Plantation, Hilton Head Island's original and largest planned resort. While it is currently the home of the annual Hilton Head Heritage Golf Tournament, it is the abounding natural beauty that beckons one to return again and again. Five miles of white sandy beaches offer swimming, sailing, parasailing, kayaking, and fishing. For the land lovers, there are 14 miles of bike paths, 3 golf courses, tennis, and a broad range of shops and restaurants that will please every visitor to Hilton Head Island, SC. brbrA non-refundable fee of $225.00 per pet plus tax is required if you are bringing a pet. Max is 2 dogs; 75 pounds per dog. brbrPlease specify # of security gate passes needed at the time of reservation; 1 pass per car is $17/week. The pool is heatable for an Additional Fee.brbrCheck-in instructions will be sent via email at least 10 days prior to check-in once the Rental Agreement is signed. If your stay is within 9 days, or lesser, from the time of booking, the instructions will be sent via email as soon as the Rental Agreement is signed.brShort Term Rental Permit # 029258
Bed 3

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Bath 2

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Sleep 8

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Exceptional(5)

$337.53

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Condo

Elegant Villa w/ Pool, Golf & Beach, Hilton Head

Hilton Head Island, South Carolina, United States

Summary:brbr643 Queen's Grant — A recently updated two-bedroom villa, complete with vaulted ceilings, a large patio, and strong wifi. Located near Palmetto Dunes Beach and amenities, this villa offers the perfect combination of relaxation and fun. With ample space and all the necessary amenities, you're sure to have a comfortable and enjoyable stay. Whether you're traveling with family or friends, this villa has everything you need to make your vacation unforgettable.brbrbrbrThe Space:brbrAre you looking for a place to stay in Palmetto Dunes on Hilton Head Check out 643 Queens Grant - a beautiful 2-bedroom, 1-bathroom villa with a high vaulted ceiling and a private paver patio. Recently renovated and furnished with new decor, this condo will make you feel right at home. The primary bedroom and guest bedroom both feature king beds. And If you need extra sleeping space, there's also a queen sleeper sofa in the living room. The shared bathroom has been updated with a shower and tub combo.brbr brbr You'll have access to Queen's Grant's on-site pools, open from April to September, and the beach is just a 10-15 minute walk away. Palmetto Dunes is a sprawling 2000-acre oceanfront resort with three miles of white sandy beach, 11 miles of lagoons, three golf courses, and 25 tennis courts. You can also take a bike ride under Highway 278 to Shelter Cove Marina, where you'll find shops and restaurants. And if you need to get some work done or study during your stay, you'll appreciate the strong Wi-Fi.brbr brbr For sports enthusiasts, Palmetto Dunes Tennis & Pickleball Center is a great place to visit. And if you're looking for adventure, Shelter Cove Harbour & Marina can help you with everything from deep-water fishing charters to boat rentals. When it comes to dining, Palmetto Dunes has something for everyone - from the General Store for groceries, beverages, souvenirs, and hot and cold deli food to several other dining options, including ice cream and elegant restaurants.brbr brbr After a fun day at the beach or exploring the island, you can return to your villa to unwind. Relax in the fresh linens on your comfy bed and get a good night's sleep before another day of vacation fun. You might even want to take a day trip to Savannah, America's most haunted city, before heading back to your daily routine. You're sure to make memories that will last a lifetime on Hilton Head Island! Book now and experience a vacation reimagined. Enjoy a vacation reimagined with host2coast, your trusted Hilton Head Island Property Management partner.brbr brbr brbr PROPERTY SPECIFIC DETAILS:brbr brbr * Palmetto Dunes is a gated community in which every vehicle must have a gate pass for entry. One gate pass is included with your reservation at the time of booking. If you require additional passes, please request the exact number needed to ensure they are prepared in advance. Each pass has a fee of $45. All gate passes must be picked up at the host2coast office prior to entry.brbr * Queens Grant Pools are open from April 1st - October 1st. brbr * Free access to The Dunes Buggy transportation which provides courtesy transportation within Palmetto Dunes, Leamington, and Shelter Cove mid-March through mid-September. This on-demand service dispatches vehicles on a first-come, first-serve basis!brbrbrbrSTR Permit # 74714brbrbrbrGuest 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:brbrPalmetto Dunes is an oceanfront resort and the ultimate vacation destination. An 11-mile lagoon provides a leisurely day of canoeing or kayaking. Golf, tennis, biking & more! This is a gated community.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.brbr brbr Palmetto Dunes Buggy Servicebrbr Free shuttle service. The Palmetto Dunes Buggy service provides complimentary transportation within the Palmetto Dunes Resort and Shelter Cove Harbor. Don't worry about renting a car or spending money on getting to and from all the amenities and things to do at Palmetto Dunes.brbr brbr The shuttle service will take you to the beach, golf courses, restaurants, shops, and tennis courts at Palmetto Dunes. It will also bring you to Shelter Cove Harbour, Towne Center, and the Plaza. This area is bustling and offers plenty of activities and things to do just off-site.brbr brbr The Palmetto Dunes Buggy service is available seasonally from April to September. Each van is dispatched on a first-come, first serve basis by request. Typically vans arrive within 10 minutes of a call.
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Bath 1

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Sleep 5

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Exceptional(11)

$1826.97

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Private Vacation Home

Sunset Rentals | Egret 5

Hilton Head Island, South Carolina, United States

Enjoy being steps away from the beach and centrally located in Forest Beach while staying at 5 Egret! This gorgeous 6 bedroom home has undergone renovations and upgrades in the winter of 2022, including new furnishings, as well as interior and exterior painting.brbrThe main living areas of the home are located on the first floor with an open living area, dining area, and kitchen all overlooking the pool. The fully equipped kitchen features a breakfast bar adjacent to the dining area allowing everyone to dine together. A small wet bar is located off of the main living area. Two of the six bedrooms are also located on the first floor. The primary bedroom is located to the left of the kitchen and has a king bed, a large walk-in closet, and access to a private balcony overlooking the pool. The private primary bath has double vanities, a soaking tub, and a walk-in shower. The second bedroom has two queen beds, an attached bath with single vanity, tub/shower combination, and laundry closet with washer and dryer. br brThe second floor opens to a loft area that is open to the living areas below with a small wet bar and overlooks the pool. The remaining four bedrooms are all located on the second floor. The first bedroom has a queen bed and a private bath with a tub/shower combination. The second bedroom has a queen bed and a private bath with a walk-in shower. The third bedroom is a secondary suite with a king bed, an attached bath with dual vanities, a soaking tub, and a large walk-in shower. The sixth bedroom is on the opposite side of the open loft with two queen beds and a private bath with a walk-in shower.br brThe outdoor living space features a pool/spa combination. The pool and spa can be heated for an additional cost. The spa can be heated independently as well! There is space for lounging around the pool, grilling and enjoying the dining poolside. The large garage offers parking for 2 - 3 cars with additional parking in the driveway. Street parking is prohibited in the Forest Beach Community. 5 Egret offers elevator access for guests that may require the use of an elevator. Advanced 14-day notice and signing an elevator waiver will be required prior to use.br brForest Beach is situated between Shipyard and Sea Pines resorts along the Atlantic coastline with miles of bike paths to enjoy. Coligny Plaza is just a quick bike ride away where guests and visitors can find hundreds of shops, boutiques, and restaurants.brbr **Fireplace is not for guest use.**brbrCheck-in instructions will be sent via email at least 10 days prior to check-in once the Rental Agreement is signed. If your stay is within 9 days, or lesser, from the time of booking, the instructions will be sent via email as soon as the Rental Agreement is signed.brShort Term Rental Permit # 030244
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Bath 6

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Sleep 18

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Exceptional(2)

$379.69

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Villa

Sunset Rentals | North Shore Pl 305

Hilton Head Island, South Carolina, United States

A tropical-inspired retreat awaits in this inviting 3rd-floor, 2-bedroom, 2-bath villa at North Shore Place in Hilton Head’s sought-after Forest Beach area.brbrThoughtfully decorated with warm coastal touches, North Shore Place 305 offers a comfortable and welcoming atmosphere from the moment you arrive. Just inside the entryway, you’ll find a formal dining area with seating for six on one side and a set of closets on the other—one of which houses a convenient stackable washer and dryer.br brThe fully equipped galley-style kitchen features full-size appliances and a curved breakfast bar with seating for five, perfect for casual meals or entertaining.brbrThe living room is designed for relaxation, with stylish furnishings, a 58” flat-screen TV, a CD system, and access to a private balcony. The balcony includes cozy seating for two, along with a dining table for four—ideal for morning coffee or evening meals outdoors.br brThe spacious primary bedroom offers a king-size bed, a 40” TV, private access to the balcony, and an en-suite bathroom complete with a garden tub and walk-in shower. The second bedroom includes two double beds, a 32” TV with DVD player, and a private full bathroom.br brLocated just across the street from the beach and next to Coligny Plaza, North Shore Place is a newer, upscale complex featuring a beautifully landscaped courtyard, a 4th-floor rooftop pool, and beach access through the Sea Crest complex. brbrGuests also enjoy access to Sea Crest’s oceanfront pool, making this the perfect spot for a relaxing Hilton Head getaway.brbr*Please note the SeaCrest shared pool is temporarily closed for repairs, with a delayed opening and no confirmed reopening date at this time.brbrCheck-in instructions will be sent via email at least 10 days prior to check-in once the Rental Agreement is signed. If your stay is within 9 days, or lesser, from the time of booking, the instructions will be sent via email as soon as the Rental Agreement is signed.brShort Term Rental Permit # 030506
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Sleep 6

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Exceptional(9)

$488.53

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Villa

Sunset Rentals | Captains Walk 458

Hilton Head Island, South Carolina, United States

458 Captains Walk is a beautifully updated and decorated 2 bedroom, 2 bathroom first floor condo located in Captains Walk Hilton Head, with partial ocean views! brbrTravertine floors lead from the foyer and into the kitchen which is fully equipped with stainless steel appliances and granite countertops. 3 wicker stools sit at the breakfast bar which is open to the dining/living area.brbrThe dining area has seating for four and adjoins the living room, which features a 3 piece seating group, a TV/ DVD, and a full wall and a half of windows with a slider door to the deck. A set of stairs from the deck will take you down to the ocean or community pool. brbrThe primary bedroom features a queen- size bed, a TV, windows looking out to the landscape view, and a private bathroom with a granite top vanity and a walk-in shower. The guest bedroom is home to queen size bed and a twin bed with its own private bathroom with tub/ shower combination. brbrCaptains Walk, Hilton Head is an oceanfront complex with a renovated on-site pool featuring separate kiddie pool, cabana with restrooms, a large sun deck, a charcoal grilling area and multiple boardwalks to the beach. The pool is heated March/April and October/November. All beach distances are measured from the center of the complex.brbrPalmetto Dunes is an oceanfront resort on Hilton Head Island that stretches from the 3 miles of white sandy beach, through 11 miles of lagoons, 3 golf courses, and 25 tennis courts, to the bikeway under the William Hilton Parkway that provides access to the Shelter Cove Marina and Towne Centre. brbrLocated mid-island on 2,000 acres of lush island landscapes, Palmetto Dunes boasts one of the East Coast's premiere beaches, championship golf and tennis, and miles of bike and walking trails in a tranquil setting. Discover a plethora of world-class shops and restaurants at Shelter Cove, colorful yachts anchored in the marina and a beachfront bar and restaurant at Dunes House, all easily accessed by the free Dunes Buggy shuttle service in the summer season. brbrPalmetto Dunes is a secured community, please specify the number of security gate passes that are needed at the time of booking your reservation. Passes are charged per car per week.brbrCheck-in instructions will be sent via email at least 10 days prior to check-in once the Rental Agreement is signed. If your stay is within 9 days, or lesser, from the time of booking, the instructions will be sent via email as soon as the Rental Agreement is signed.brShort Term Rental Permit # 026579
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Bath 2

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Sleep 6

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Exceptional(3)

$255.35

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Villa

Sunset Rentals | Colonnade Club 168

Hilton Head Island, South Carolina, United States

Welcome to Colonnade Club, Hilton Head Island! This 2 bedroom, 2 bathroom Shipyard vacation villa is located on the second floor of the Colonnade Club of offers comfort, convenience and classic resort style amenities for your Hilton Head Island vacation. brbrTo the right of the entry foyer is a bedroom with 2 twin beds, a TV and a connecting door to the hall bathroom. On the left of the foyer is the fully equipped kitchen. Just off the kitchen you will find the laundry room containing a full-size washer and dryer. In addition, the kitchen has a convenient dining/serving counter with 2 barstools that is open to the formal dining area, where there is a table with seating for 6. brbrThe adjacent living room features comfortable seating, an entertainment center with a TV and DVD player for your indoor entertainment and a private balcony to relax and enjoy the Hilton Head Island outdoor lifestyle.brbrColonnade Club 168 comfortably sleeps 6 guests in 2 bedrooms. Both bedrooms have brand new mattresses and boxsprings as of June 2025! The main bedroom has a king-size bed, a TV, a spacious walk-in closet and a private en-suite bathroom. The second bedroom has two twin beds. There is a washer/dryer for your convenience. brbrThe Colonnade Club, Hilton Head is a wonderful vacation destination within Shipyard, close to the beach with an on-site pool (open April 15th through September), pool house, heated spa and community BBQ grills. This complex is not equipped with elevators and use of stairs is required. All beach distances are measured from the center of the complex.brbrPlease indicate how many car passes you will need. Car passes are $35 plus tax for the stay. 2 Car Passes Max. brbrShipyard is tucked away in the historic Oaks on the south shore of Hilton Head Island with 12 miles of white sandy beach, bike paths, lagoons, championship golf at the Shipyard Golf Club, tennis courts at the Van der Meer Racquet Club and an abundance of natural beauty. Shipyard boasts the charm of the South Carolina Lowcountry, a laid-back coastal atmosphere and easy access to Hilton Head’s shopping, restaurants and top activities.brbrFor specials, promotions, deals and additional availability please contact our local Hilton Head Island sales agents at Sunset Rentals.brbrCheck-in instructions will be sent via email at least 10 days prior to check-in once the Rental Agreement is signed. If your stay is within 9 days, or lesser, from the time of booking, the instructions will be sent via email as soon as the Rental Agreement is signed.brShort Term Rental Permit# 027748
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Bath 2

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Sleep 6

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Exceptional(30)

$378.89

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Private Vacation Home

Sunset Rentals | Bradley Circle 9 | Dog Friendly

Hilton Head Island, South Carolina, United States

Please Note: There is ongoing construction taking place next door throughout 2025. Occasional noise disturbance during daytime hours may occur. We appreciate your understanding as the neighborhood continues to develop. Thank you!brbrThis three bedroom, two bathroom home in Singleton Beach is the epitome of Lowcountry living. Renovated in 2014, this home offers a short, effortless stroll to the beach, has an ornate feel, and even allows you to bring a maximum of two furry friends along.br br Just about 15 steps lead from the driveway to the very expansive living room. With splashes of blues of yellows, the warm living room features a two piece seating group, a comfy arm chair, and a flat screen television. The dining room sits next to the living room and features a beautiful, hand carved dining room table and six matching chairs. For additional seating one can head a few steps over to the breakfast bar which has four sleek and cozy bar chairs.On the opposite side of the breakfast bar is the very functional, craftsman-designed kitchen; home to stainless steel appliances, granite countertops, a Keurig coffee maker and customized cabinetry for ample storage space.br br For added convenience there is a washer and dryer located off the kitchen.br br The master bedroom offers a majestic feel with plenty of sunshine and features a king bedroom, a flat screen television for your entertainment needs, and its own private bathroom with two sinks and a walk in shower. The second bedroom also features a queen bed and has a flat screen television; the windows from this room offer tranquil landscape views.The third and final bedroom will be a perfect kids’ room since it offers plenty of space to roll around a twin bed and a trundle. The second and third bedrooms share a bathroom.brbrGuests will have a new rear deck for the summer of 2024! This spacious upper level wood deck is outfitted with cushioned patio furniture with seating for 7. br br Covered parking is available just beneath the home.brbrA non-refundable fee of $225.00 per dog plus tax is required if you are bringing a dog. Max is 2 dogs; 75 pounds per dog.brbrFor specials, promotions, deals and additional availability please contact our local Hilton Head Island sales agents at Sunset Rentals.brbrCheck-in instructions will be sent via email at least 10 days prior to check-in once the Rental Agreement is signed. If your stay is within 9 days, or lesser, from the time of booking, the instructions will be sent via email as soon as the Rental Agreement is signed.brShort Term Rental Permit# 026525
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Bath 2

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Sleep 7

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Exceptional(17)

$741.48

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Private Vacation Home

Sunset Rentals | Crabline 39 | Dog Friendly

Hilton Head Island, South Carolina, United States

Bring your family, your pet, some friends, and still find plenty of room for rest and relaxation in this 3,100 square foot 5 bedroom, 4.5 bath raised single home. Crabline 39 is a pet-friendly Hilton Head Island vacation rental in a prime Hilton Head location. brbrThis Singleton Beach home on Hilton Head Island allows you to easily enjoy the great outdoors in the fenced rear yard with a private pool, wet bar and charcoal grill, lounging on one of the three porches, or during a short 10-minute walk that will lead you to the beaches of Hilton Head.brbrYour indoor time will be just as enjoyable when you indulge in the available amenities. The gourmet kitchen has barstool seating for 4, in addition to a separate breakfast area. The dining room is spacious and well suited for the formal evening meal. The large sunny living room will provide just the right ambiance for evening gatherings. **Fireplace is not for guest use.**brbrThe primary suite, located on the 2nd floor, has a king-size bed and private bath with a Jacuzzi tub. Bedrooms 2,3,& 4 all have queen beds and the 5th bedroom has 2 double beds.brbrIn addition, the home has 7 TVs, 2 of which have 32 flat screens, and wireless internet access. There are 6 DVD's and 2 VCR's. The Crabline beach shuttle is available Memorial Day-Labor Day.brbrCrabline Court is conveniently located in Singleton Beach, Hilton Head Island and is the perfect base to enjoy all this top vacation destination has to offer.brbrPet Policy: This property is dog-friendly and allows up to TWO (2) dogs MAX; 75 lbs. per dog. If you are planning to bring your canine companion, there is an additional non-refundable fee of 225.00 per dog to be paid directly to Sunset Rentals.brbr*Please contact Sunset Rentals to pay pet feebrbr**Fireplace is not for guest use.**brbrCheck-in instructions will be sent via email at least 10 days prior to check-in once the Rental Agreement is signed. If your stay is within 9 days, or lesser, from the time of booking, the instructions will be sent via email as soon as the Rental Agreement is signed.brShort Term Rental Permit# 039218
Bed 5

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Bath 4

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Sleep 12

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Exceptional(8)

$317.99

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Villa

Sunset Rentals | Bluff Villas 1720

Hilton Head Island, South Carolina, United States

A cheerful, relaxing, picture perfect Sea Pines’ getaway is what you will get when you stay in this updated two bedroom, two bathroom unit at Bluff Villas in the heart of South Beach. With an array of shopping, dining, and entertainment options within the Sea Pines plantation, 1720 Bluff Villas will meet all of your needs and satisfy all the wants you didn’t even knew that you had.br br The lush landscape view is visible the moment you enter into the pristine living room. The spacious living room is freshly decorated in reds and tans, with a splash of yellow on the walls. It features two sofas, one of which serves as a queen pull out, a cozy arm chair, and a mounted flat screen television with DVD.br br Just off the living room is the galley- styled kitchen with granite countertops, stainless steel appliances, and elegant cabinetry.The breakfast bar with two bar chairs separates the kitchen from the bright dining room with seating for four. The balcony can be accessed from either the dining or living room and has a table with two matching chairs. This will be the ideal spot to sit back, relax, and enjoy the cool island breeze while sipping on a cocktail of your choice.br br The expansive primary bedroom features a king- sized bed, a flat screen television, and a private bathroom with a walk-in shower. Next to the primary bedroom is the guest bedroom, home to two twin-sized beds, a flat screen television, and its own bathroom with a tub/shower combination. Both bedrooms get plenty of sunshine and offers landscape views.brbr*Please note: Guests staying in 1720 Bluff Villas can access the South Beach Marina Pool. Guests will need to purchase pool passes. Please ask an associate to send you the link to register for pool access.*brbrPlease specify # of security gate passes are needed at time of reservation; 1 pass per car $17/week. The Bluff Villa complex is not equipped with elevators, use of stairs is required. brbrSea Pines Plantation is Hilton Head Island's original and largest planned resort. While it is currently the home of the annual Heritage Golf Tournament, it is the abounding natural beauty that beckons one to return again and again. Five miles of white sandy beach offer swimming, sailing, parasailing, kayaking, and fishing. For the land lovers there are 14 miles of bike paths, 3 golf courses, tennis, and a broad range of shops and restaurants that will please every vacationer.  All beach distances are measured from the center of the complex.brbrFor specials, promotions, deals and additional availability please contact our local Hilton Head Island sales agents at Sunset Rentals.brbrCheck-in instructions will be sent via email at least 10 days prior to check-in once the Rental Agreement is signed. If your stay is within 9 days, or lesser, from the time of booking, the instructions will be sent via email as soon as the Rental Agreement is signed.brShort Term Rental Permit # 029924
Bed 2

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Bath 2

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Sleep 6

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Exceptional(29)

$406.72

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Villa

Sunset Rentals | Beachside Tns 1870

Hilton Head Island, South Carolina, United States

1870 Beachside Tennis is a 2nd-floor, renovated two-bedroom, two-bathroom villa that provides beautiful water views and is conveniently located in the trendy South Beach area of Sea Pines.brbrThe living room features a sofa, loveseat, a comfy leather armchair, smart flat-screen TV and two walls of windows with two slider doors opening to a wraparound balcony, overlooking the Calibogue Sound.brbrThe dining area has a wooden table with six distressed chairs. There is also additional seating at the kitchen bar. The open kitchen has stainless steel appliances, granite countertops, and updated cabinetry. brbrThe primary suite features a king bed, flat-screen television, and a sliding glass door leading to the balcony with breathtaking sound views. The attached bathroom has granite counters, double vanity, and a shower/tub combination. brbrThe guest bedroom has two queen-size beds, a flat-screen television, and a sliding glass door with access to a private balcony overlooking the pool and Calibogue Sound. This room has access to the hall bathroom with double vanities and a tub/shower combination. brbrFor larger parties, this Beachside Tennis Hilton Head villa rental features another renovated and updated unit next door at #1869 Beachside Tennis, depending on availability.brbrPlease specify # of security gate passes needed at the time of reservation; 1 pass per car $17/week. This property offers Free Tennis time at the South Beach Racquet Club. Please contact us in advance to arrange. brbrSea Pines is Hilton Head Island's original and largest planned resort. While it is currently the home of the annual Heritage Golf Tournament, it is the abounding natural beauty that beckons one to return again and again. Five miles of white sandy beach offer swimming, sailing, parasailing, kayaking, and fishing. For the land lovers, there are 14 miles of bike paths, 3 golf courses, tennis, and a broad range of shops and restaurants.brbrFor specials, promotions, deals and additional availability please contact our local Hilton Head Island sales agents at Sunset Rentals.brbrCheck-in instructions will be sent via email at least 10 days prior to check-in once the Rental Agreement is signed. If your stay is within 9 days, or lesser, from the time of booking, the instructions will be sent via email as soon as the Rental Agreement is signed.brShort Term Rental Permit# 021374
Bed 2

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Bath 2

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Sleep 8

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$456.73

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213 Twin Oaks at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Thoroughly updated and remodeled to reflect a gorgeous coastal chic vibe, this exquisite three-bedroom villa delights with lush natural lighting and an open and airy floorplan.brbrThe main living space of this home dazzles with a spacious greeting upon entry, boasting plentiful windows for lush natural light and an open plan that provides room for the whole family. Anchoring this space is the wide speckled granite counter of a center island that marks the expansive kitchen, where stainless steel appliances and ample counterspace provide the perfect hub for entertaining.brbrThe adjacent dining area provides seating for six in the round amid tall windows boasting lush landscape scenery. Those same windows carry through to the lushly spacious living space, where two armchairs and a sofa rest before a flat-screen TV beneath soaring vaulted ceilings. Sliders in both rooms give way to the marvelous outdoor living space, which boasts built-in bench seating on an expansive wooden patio and al fresco dining for four.brbrThe first of three bedrooms can be found on the ground floor, offering one twin bed & one double in a space with its own private access to a fenced-in patio as well as a personal flat-screen TV and access to a full bath with walk-in shower.brbrHeading up the two-tone stairs with wrought iron railing beneath lush skylights, we find two more guest suites on the upper floor. In the first, a king-size bed rests before a flat-screen TV in a space with wide windows, spacious closets and an en suite with dual-basin vanity, tub and shower.brbrFinally we come to the master suite, with its king-size bed, flat-screen TV and sliders that lead out to a private patio set among the branches of a live oak tree. Marvelously updated and spacious, the master bath enjoys dual-basin vanity opposite a separate powder vanity as well as a cavernous walk-in shower.brbrExquisite updates have lent modern charm and sophisticated flair to a vacation getaway located in the heart of Sea Pines’ many charms and amenities.
Bed 3

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Bath 3

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Sleep 7

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$402.27

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189 Twin Oaks at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Lavishly updated to reflect a contemporary take on timeless Lowcountry luxury, this exquisite golf villa revels in refined details and a sophisticated sense of comfort. This is immediately evident upon entry, with custom crafted panel walls stretching high above the entry stair toward skylights.brbrIn the spacious kitchen, these updates include gorgeous marbled counters that run between a farmhouse sink and stainless steel appliances, transitioning to a coffee station beside a full laundry and sliders that drench the space in natural light. The nearby formal dining room offers seating for four, with the convenience of a powder room nearby.brbrStepping down, the expansive living room stretches past a plush sleeper sofa and dual armchairs facing a large flat-screen TV. A set of sliders beyond open to a blissful outdoor oasis, with a pavered patio offering al fresco dining and grilling, with a sparkling lagoon beyond. Past that lagoon, views stretch down the 10th fairway at Harbour Town Golf Links toward the Clubhouse. That soaring entry stair brings you up to the villa’s spacious suites, each updated with gorgeous custom trim and upgrades. On the first, two double beds beneath a ceiling fan face an armoire concealing a flat-screen TV. In the ensuite bath, a roomy walk-in shower faces an intriguing smart mirror with inset lighting and fog control. The second suite ups the ante with a wide king-size bed, flat-screen TV concealed inside an armoire, ceiling fan and en suite bath. Enjoying the same high-tech mirror, this blissful private bath boasts dual basins as well as a massive walk-in shower with dual showerheads.brbrIts location at the end of stunning golf views and amid the scenic beauty of Harbour Town Golf Links made this golf villa one of the most enchanting in Sea Pines. But the inspired upgrades have made the entire experience of staying here in a class all by itself.
Bed 2

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Bath 2

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Sleep 8

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$427.76

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174 Twin Oaks at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Enjoying unfettered views of Harbour Town Golf Links’ gorgeous 10th hole, this vacation getaway offers lush tranquility in the heart of Sea Pines.brbrAs you enter, those golf views guide you toward a spacious dining room where seating for six segues to bar seating for two at wide granite counters spilling down to a gourmet kitchen. The full suite of updated appliances, as well as the nearby wet bar, make for effortless entertaining.brbrSteps guiding you down bring you to the great room, with hand-scraped hardwood floors, spacious sectional sofa and dual armchairs facing a large flat-screen TV. Nearby sliders open to a sun-kissed patio offering outdoor dining for six.brbrA staircase bathed in natural light from a tall skylight guide you up to the first two guest rooms. In one, dual twin beds face a flat-screen tv in a space with an en suite bath boasting tub and shower. In the other, soaring vaulted ceilings lend spaciousness to a suite with queen-sized bed and daybed, exquisite private deck overlooking the golf views and expansive en suite bath. A vanity leading to the bath boasts a beverage cooler, while inside the en suite a massive walk-in shower boasts dual showerheads.brbrThe final bedroom can be found on the ground floor, with a king-size bed, flat-screen TV and private access through sliders. to a serene pebblestone patio. Just through a private laundry with washer and dryer you’ll find a spacious full bath.brbrJust a short bike ride away from some of Sea Pines’ top attractions, this magnificent villa is ready for your next Hilton Head Island adventure.
Bed 3

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Bath 3

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Sleep 7

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$363.39

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153 Harbourwood Villa at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

This single-story golf view villa dazzling with updated renovations, elegant spaciousness and a location right on the famed greens of Harbour Town Golf Links.brbrThe main living space benefits from this open floor plan with a sightline that draws your eye right out to the fairway from the moment you step in. Your first stop, a stately dining area where a glass top table offers seating for four. The black granite counters on the nearby wet bar with wine cooler wrap around to an exquisitely updated kitchen boasting stainless steel appliances including dual ovens.brbrThis open living space also offers several options for unwinding after a day spent on your vacation adventure. The main living room pairs a microsuede sofa with built-in recliner against a matching love seat and large flat-screen TV. Step beyond and you’re enjoying panoramic golf views in the spacious Carolina room, where a gaming table to one end and sofa to the other enhance livable space that brings the best of the outdoors in. Step through sliders and you’re on a paver patio just steps away from Harbour Town Golf Links.brbrBoth bedrooms enjoy the casual elegance evoked by recent renovations. The first sees one twin and one queen size beds surrounded by colorful Caribbean décor in a space with a ceiling fan, flat-screen TV, sliders which lead out to a private patio space, and private bath boasting tiled walk-in shower.brbrElegance and comfort combine in the master suite, which enjoys a king size bed, sliders leading out to a cozy paver patio with golf views, ceiling fan, flat-screen TV and en suite with separate powder room and cavernous walk-in shower.brbrPlenty of space to entertain and come together, quiet spaces to enjoy tranquil moments, and a location right amid the famed grandeur of Harbour Town Golf Links. This vacation villa truly has it all.
Bed 2

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Bath 2

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Sleep 4

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