Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 1060 Of 6408 Vacation Rentals
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$342.29

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2295 Heritage Villas at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Charming, PET-FRIENDLY 2-Bedroom, 2.5-Bath Townhome in Sea Pines – A Perfect Vacation Getaway!brbrThis beautifully updated and fully renovated townhome is ready to host your next vacation. Located in the sought-after Heritage Villas, it offers the perfect blend of comfort and convenience for families and friends looking to unwind in style.brbrThe home has been thoughtfully updated with brand-new luxury vinyl plank flooring throughout for a fresh, modern look.brbrStep into the bright and airy living room, where an open floor plan seamlessly connects the living and dining spaces. The spacious living room features plenty of seating with a queen sofa sleeper, a cozy couch, and an oversized chair, perfect for relaxing after a day of exploring. A 50” mounted Smart TV and a selection of board games ensure entertainment for all ages. Sliding glass doors lead to the serene pebbled patio, shaded by majestic magnolias and moss-draped oaks, offering a peaceful retreat with views of the adjacent Sea Pines Racquet Club’s Har-Tru tennis courts.brbrThe dining area has been beautifully transformed with a charming shiplap accent wall, adding a stylish coastal touch to the space. The dining room features seating for six beneath a lovely scrolled chandelier. With easy access to the patio via sliding doors, you can enjoy al fresco dining with outdoor seating for four and a gas grill for your convenience.brbrThe kitchen features neutral tones, solid surface Corian countertops, and fresh cabinetry. A pass-through window connects the kitchen to the dining room, creating an ideal flow for entertaining. For added convenience, there’s a laundry closet with a full-sized washer and dryer on the first floor.brbrAlso located on the first floor is a stylish foyer bathroom, complete with a cultured marble vanity, and brushed nickel fixtures.brbrCozy Bedrooms with En Suite BathsbrUpstairs, you'll find two beautifully appointed bedrooms, each with its own private bath.brbrPrimary Bedroom: Relax in the spacious bedroom, decorated in soothing Coastal blue hues, with views of the majestic magnolias. This room features a swing king bed, a 50” mounted flat screen TV, and an en suite bathroom with a cultured marble vanity, brushed nickel fixtures, tile flooring, and a tub/shower combination.brbrGuest Bedroom: The second bedroom, painted in calming blue tones, offers two full-size beds, a 32” flat screen TV, and a private bath with a granite vanity, stone flooring, and a spacious shower.brbrHeritage Villas offers an array of fantastic amenities, including a sparkling resort-sized swimming pool. And just outside your door, you’ll find the best of Sea Pines, with Harbour Town’s yacht basin, watersports, shopping, dining, world-class golf, and miles of scenic bike trails, all within easy reach.brbrThis charming townhome is the perfect retreat for those looking to experience the beauty and excitement of Hilton Head Island – all while enjoying the comforts of home. Book your stay today! brbrA maximum of 1 dog may be brought to this home. Please note that there is an additional Pet Fee of $385 to be collected separately prior to arrival.
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$842.58

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Villa

40 Turtle Lane at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Immerse yourself in marvelously upgraded amenities, an open and spacious floor plan and an amazing location in the heart of Sea Pines in this three-bedroom vacation paradise.brbrThe eye-catching upgrades are evident as soon as you walk in, with the professional-grade open kitchen dominating one side of a vast living space. The wide granite counters open to a chef-caliber suite of appliances surrounded by custom millwork and beautiful tile backsplash.brbrSet before the wide center island, a lush living space opens up beneath soaring ceilings, letting you unwind among two sofas and two armchairs arrayed around a flat-screen TV. The nearby dining area offers expandable seating for eight amid a panoramic view of the lush landscaping and resort-style pool beyond. Step through sliders and you’re on an intimate rear deck perfect for sunbathing, and located just steps from the glistening waters of the community pool.brbrThe first of three bedrooms can be found up a set of small steps and past a washer and dryer offering homestyle convenience. Here, this lushly private suite offer a queen bed as well as a sleeper sofa in a space with ceiling fan, wall-mounted flat screen, plentiful natural light and marvelously appointed en suite boasting a tub and shower.brbrTwo more spacious suites await on the second story, past a catwalk overlooking the main living space. Each dazzles with a vibrant color scheme evoking the fun and energy of the Caribbean. The first sees a king bed set before a wall-mounted flat-screen TV with an en suite offering spacious walk-in shower.brbrThe second delights with its spacious footprint, where a king size bed and a desk with chair is set in a private alcove. The spa-like en suite offers a dual-basin vanity and roomy walk-in shower.brbrAn inspired renovation has breathed new life into this enchanting beach house, located just steps away from the Sea Pines Beach Club and the magnificent Plantation Clubhouse.brbrFireplaces are decorative & not for guest use. Homes with a pool and spa may be heated and an additional charge will apply, please inquire at time of booking.
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$497.34

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2264 Heritage Villas at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Enjoying a location at the heart of some of Sea Pines’ most desirable amenities, and updated to reflect casual coastal charm, this fabulous four-bedroom villa puts you in the middle of it all. brbrThe first floor of this towering three-story villa presents an open and airy motif that wraps you in sophisticated comfort. In the great room, a plush sectional sofa faces a frame TV which can become a work of art with the push of a button. Beyond a set of sliders, a sun-kissed patio provides al fresco dining commanding tranquil views of a sparkling lagoon just beyond. brbrAnother set of sliders out to this outdoor oasis can be found in the formal dining room, offering seating for eight beneath an ornate chandelier. Bar seating for two at a cutout window guides you into the immaculate kitchen, boasting a full suite of stainless-steel appliances. Rounding out the main floor, a half bath and full laundry offer convenience.brbrThe guest rooms can be found among the villa’s upper stories. On the third floor, you can choose from a room with California King ceiling fan and flat-screen TV, or a vaulted room with skylight illuminating a pair of twin beds in a space with ceiling fan and flat-screen TV. These two rooms share a spacious private bath with tub and shower.brbrAnother set of twin beds anchors a full suite on the second floor, with en suite bath offering a walk-in shower. This floor also hosts the primary king suite a spacious getaway set around a king-size bed bathed in natural light from wide windows, with a flat-screen TV and en suite bath boasting dual-basin vanity and wonderfully updated walk-in shower. brbrAmong its three stories, you’ll find a wealth of updated amenities and blissful comfort. Just beyond its doors, you’ll find the serenity of lagoon views and the excitement of your next unforgettable Sea Pines vacation just steps from your door.
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$316.42

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2244 Heritage Villas at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Just steps from the relaxation and excitement of Harbour Town, this delightful two-story end unit villa offers the ideal spot for your next Hilton Head Island getaway. brbrLuxury vinyl plank flooring runs throughout the main living spaces, your first hint at the exquisite coastal design scheme that runs throughout. In the great room, it infuses a sleeper sofa and dual rockers with island relaxation in a space bathed in natural light from tall windows and enjoying a large flat-screen TV. The nearby dining room carries this theme with an expansive two-tone table offering seating for six. brbrSliders in either room give way to a dazzling outdoor oasis, with a wide wooden deck gazing out over the sparkling waters of a tranquil lagoon.brbrAs functional as it is beautiful, this main space breezes through to the elegantly updated kitchen, with marbled quartz counters and craftsman cabinets framing stainless-steel appliances in a gourmet paradise. A corridor to one end leads off to the convenient washer and dryer, utility yard and downstairs powder room.brbrUp a carpeted staircase bathed in sunlight from tall windows we come to the two luxuriously comfortable suites. Each boasts five-star amenities like plush king beds, ceiling fans, flat-screen TVs and private baths with walk-in showers. brbrBeautifully updated throughout to reflect modern coastal luxury, this delightful villa enchants with its breezy openness, exquisite appointments and proximity to some of the finest attractions in Sea Pines.
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$528.1

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2294 Heritage Villas at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Wonderfully updated to reflect a more modern version of classic Lowcountry charm, this three-story PET-FRIENDLY villa puts you in the heart of Sea Pines, with Harbour Town just a short bike ride away. brbrThe open spaces of the great room carry inspired updates that lend contemporary flair to a comfortable great room with sofa and dual armchairs facing a flat screen TV. Open to this space, formal dining for six with further bar seating for two let you dine and unwind amid updated décor. Sliders at either end of this space lead out to the lushly wooded patio, with al fresco dining for four under a wide umbrella, plush charcoal and gas grills. brbrThe gleaming black stone counters of the kitchen surround updated stainless steel appliances including flat cooktop stove, guiding back to a full washer and dryer. Beside the first floor powder room, stairs rise up to the lofty heights of the bedrooms.brbrThe first landing sees two suites. The first with a king-size bed, ceiling fan, flat-screen TV and ensuite bath with tub and shower. The second boasts a queen size bed and a full size bed beneath a ceiling fan with flat-screen TV and ensuite bath with walk-in shower. brbrThe third story is given over to two more guest rooms. In one dual twin beds enjoy illumination from a skylight as well as a flat-screen TV. The second offers two queen size beds set beneath a ceiling fan with flat-screen TV. They share a full bath with tub and shower. brbrThree stories of elegant relaxation, informed by a sophisticated sense of style, create a blissful getaway for creating vacation memories.brbrWith an on-site swimming pool, this townhome is conveniently located next to the Sea Pines Racquet Club, Harbour Town Golf Links Clubhouse, as well as world-class shopping, dining and recreation of Harbour Town.brbrA maximum of 1 dog may be brought to this home. Please note that there is an additional Pet Fee of $495 to be collected separately prior to arrival.
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$525.71

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2224 Heritage Villas at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

This attractive 3 story townhouse has great fairway views of the famous Harbour Town Golf Link and, with 4 bedrooms and 3.5 baths, it is ideal for two families or a golf group.brbrThe tiled living area features a sofa, loveseat and a large flat screen TV. Handsome yellow and white checkered drapes lead to a back patio and seating for watching golf. Adjacent to the living area is the dining area with a glass dining table seating for 8 stripe with a view of the golf course through another pair of sliding doors. The kitchen has beautiful granite countertops with handsome blonde cabinetry. Conveniently, a half bath is located off the entryway and a laundry room closet is off the kitchen hall.brbrThe second level houses a spacious master bedroom decorated in deep reds and tans with a king bed. Along with a flat screen TV, there is also a full private bath.brbrThe second bedroom on this floor has a king sized beds with a flat screen TV, and a private full bath.brbrThe third level offers two bedrooms one with three twin sized beds and one with a queen sized bed and a daybed, both with flat screen TV’s, and a shared full hall bath.brbrIn addition Heritage Villas has a resort-sized swimming pool. The numerous amenities of Harbour Town, Sea Pines Racquet Club and Harbour Town Golf Links are all in close proximity as well -- just a short walk or bike ride away. Reserve your dates today!
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$410.28

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2241 Heritage Villas at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Enjoying blissful coastal updates, a sublime sense of spaciousness, tranquil lagoon views and a location just steps away from the shopping, dining and excitement of Harbour Town, this marvelous villa exemplifies the quiet grace of the Lowcountry.brbrThe main living spaces exult in spaciousness, with ceilings that soar above the great room toward an overhead loft. Down below, stylishly modern furnishings including a sofa and loveseat front a massive flat-screen TV. Open to this space, the expansive dining room boasts seating for six around a table of glass and oak beneath an eye-catching chandelier. Sliders in either of these rooms give passage to a tranquil outdoor oasis, with a wooden deck offering al fresco dining for six and chaise lounges that gaze out through Spanish moss to a sparkling water feature at the heart of a peaceful lagoon.brbrThe expansive kitchen offers both style and convenience, with wide granite counters, updated appliances and a concealed washer and dryer. Also on the ground floor, the first of three spacious suites sets the stage for the comforts that await. Set off by a private foyer, this private getaway boasts a king-size bed, ceiling fan, flat-screen TV and private bath with tub and shower.brbrThe remaining guest rooms can be found on the second floor, flanking a wide loft overlooking the great room, drenched in natural light from tall windows. To one side we find a suite with dual twin beds with custom footboards along with wall-mounted flat-screen TV and en suite bath with tub and shower. To the other, an exquisite master suite with an extra spacious footprint, king-size bed, ceiling fan, flat-screen TV windows on two walls with lagoon views and serene en suite boasting walk-in shower.brbrInside and out, this magnificent villa exudes Hilton Head Island’s inimitable style and charm, making it the perfect place for creating vacation memories.
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$339.23

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2240 Heritage Villas at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Infused with light and informed by a designer’s skilled touch, this recently renovated two-bedroom villa exudes peace and maritime tranquility in a perfect location for vacation bliss.brbrThe main floor welcomes you with soothing neutral tones and flooring mimicking the look of hardwood, which runs throughout the marvelously open living space. It draws you toward a comfortable family room pairing dual armchairs against a plush sleeper sofa before a massive flat-screen TV. A bank of sliders open to a wide patio with mesmerizing oak-shaded lagoon views beyond.brbrThese same views illuminate the spacious dining room through another set of sliders, which open from a spacious patio, coaxing natural light into a space where a beveled-edge glass dining table seats six in comfort. A pass-through provides easy access to the kitchen, where granite counters encircle a full suite of updated appliances including a flat cooktop stove.brbrThe ground floor also offers a half bath. Tall windows fill a stairwell with natural light as you make your way up to the villa’s two resort-style bedrooms.brbrThe first bedroom sees two twin beds anchoring an exquisitely realized nautical theme that carries from the linens to the artwork on the walls in a space boasting a ceiling fan, flat-screen TV and en suite with walk-in shower and wide single-basin vanity.brbrThe master ups the ante with a spacious king size bed enjoying exquisite lagoon views through wide windows. Amenities throughout include a ceiling fan, flat-screen TV concealed within an armoire and en suite with tub shower combo and marvelous built-ins surrounding a single-basin vanity.brbrUpgrades and updates abound throughout this dazzling property, which places you in the heart of Sea Pines’ famed Harbour Town, just a short bike ride away from a world-class vacation experience.
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$445.59

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485 Plantation Club Villas at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Upgrades and amenities lend an attractive modern touch to this breezy, open two-story golf villa located within a short bike ride of the fun and excitement of Harbour Town, The Sea Pines Beach Club and of course Plantation Golf Club.brbrGlass-inlaid French doors to one side and a wall of sliding glass doors to the other fill the open living space with natural light, while showcasing sweeping golf views. A coastal-inspired paneled accent wall breathes comfort into a space boasting a wide sleeper sofa, loveseat and armchair plus a massive flat-screen TV. The nearby dining space offers seating for six around a wide oak table between exquisite golf views and eye-catching built-ins in wide composite countertop. This counter unites the space with the lavishly upgraded kitchen, boasting tile backsplash, stainless steel appliances and a fresh modern look.brbrBut the real star of the main living space is the golf view. Step through the sliding glass doors, and you have a panoramic vista of number nine on the all-new Atlantic Dunes course. A wide pebblestone patio with charcoal grill and al fresco seating for four creates the perfect environment to soak in the views.brbrA set of unique floating stairs underneath a brilliant skylight takes you to the villas second floor, where three suites await.brbrThe first surrounds a king-size bed with tropical décor and beautiful natural light via windows on two walls. A wall-mounted flat-screen TV and en suite with single-basin vanity and walk-in shower add to the lavish comfort.brbrBedroom number two houses a pair of double beds in linens of teal and cream beside an extra-wide window soaking in golf views. The en suite in this room offers a single-basin vanity, plus a tub and shower.brbrFinally, the master sees a king-size bed paired with Caribbean-inspired furnishings in a room boasting its own private balcony via sliding glass doors, giving you an elevated view on the golf course beyond. Inside you’ll find a flat-screen TV concealed within an armoire, plus an extra wide-countered vanity with sink leading the way to an en suite with a separate single-basin vanity, and spacious walk-in shower.brbrThe golf views alone would make for an extraordinary Hilton Head Island getaway. Add in exquisite upgrades and a delightfully open and airy atmosphere, and you have a getaway perfect for creating endless vacation memories.
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Exceptional(23)

$223.96

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Condo

Steps to Sand: Updated 1BR Villa C137

Hilton Head Island, South Carolina, United States

Summary:brbrCoastal elegance meets resort convenience at Ocean Villa C137. This ground-floor unit eliminates elevator waits, putting you steps from the beach and Jamaica Joez bar. Inside, enjoy a crisp blue-and-white aesthetic, a fully equipped kitchen with a farmhouse sink, and a comfortable queen sleeper sofa. Includes a free parking pass and access to the island's most vibrant resort community.brbrbrbrThe Space:brbrWelcome to Ocean Villa C137, a masterfully renovated first-floor retreat where modern luxury meets the laid-back rhythm of Hilton Head Island. Designed with a crisp, coastal-themed palette of whites and deep blues, this villa offers a seamless indoor-outdoor living experience.brbrThe Master Suite: Unlike standard rentals, our bedroom features a motorized King-sized bed, allowing you to find the perfect angle for late-night reading or watching the Smart TV.brbrGourmet Kitchen: The heart of the villa is an updated kitchen featuring sleek granite countertops, stainless steel appliances, a deep farmhouse sink, and a Keurig for your morning brew.brbrModern Bath: Refresh in a custom-tiled walk-in shower complemented by a granite-topped vanity and premium fixtures.brbrLiving & Relaxation: The open-concept living area features low-maintenance tiled flooring throughout and a queen sleeper sofa for additional guests. Step through the sliding doors to your private balcony, where you can sip coffee while overlooking the pool with the Atlantic Ocean on the horizon.brbrbrbrGuest Access:brbrGuests enjoy full, unrestricted access to the premier amenities of the Hilton Head Beach & Tennis Resort. As our guest, you are steps away from:brbrThe largest beachfront pool on Hilton Head Island.brbrDirect, private boardwalk access to the sandy Atlantic beaches.brbrSports facilities include 12 pickleball courts, 8 tennis courts, and a basketball court.brbrOn-site dining at Gator’s Pizza or the famous Jamaica Joez Beach Bar & Cafe.brbrConvenience perks: On-site bike rentals and charcoal grilling stations for sunset cookouts.brbrbrbrOther Things to Note:brbrTo ensure a seamless stay, please keep the following in mind:brbrParking: One parking pass is included in your rate. If you require a second pass, the resort charges a $35 fee.brbrCheck-in Requirements: Per resort policy, the primary renter must be at least 25 years of age and present a valid ID and credit card at check-in.brbrProhibited Items: Please note that e-bikes are strictly prohibited within the community.brbrProvisioning: While we provide a full set of cookware, plates, and glassware, we recommend bringing your own pantry basics such as salt, pepper, oils, and napkins, as these are not provided for sanitary reasons.brbrPromotions: Take advantage of our Stay 3, Get 1 Free (Sept 2 – March 1) or our Snowbird special Stay 3 Weeks, Get 1 Free (Jan 1 – March 1). Please mention these at the time of booking.
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Exceptional(8)

$422.0

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Condo

14 Braddock Cove - A 3 Bedroom Coastal Chic Townhome in South Beach!

Hilton Head Island, South Carolina, United States

A waterfront park-like setting is one you don't want to miss. With the South Beach Marina in the distance, enjoy the manicured landscaping of Braddock Cove Club from the 2nd-floor open-air deck along with the ground-floor screen porch. The 2019 rebuild from the studs, is impressive in materials used and overall design of an open kitchen - family room concept. Coastal living is at its best with wide plank wood floors, white kitchen quartz, cabinets, and a top-of-the-line Wolfe gas stove and electric oven. All together, this townhome makes for the perfect Spring, Summer, Fall, or Winter getaway!brbrNOTE There is ongoing construction at South Beach Marina Village for the foreseeable future.brbrTown of Hilton Head STR #64508brbrHIGHLIGHTSbr• Sea Pines, South Beach areabr• Short walk to South Beach Marinabr• Braddock Cove viewbr• Free Wireless Internetbr• 4 TVsbr• Gas Grillbr• Parking for a maximum of 2 carsbrbrNEARBY AMENITIESbrSouth Beach Marina Pool is opening 5/31/2025 and guests can purchase a pool membership for their stay. Please inquire when making your reservation. Pool is open daily 9 am to 6 pm. Scheduled closure date not known at this time for 2025 season.br• South Beach Marina Villagebr• South Beach TrolleybrbrPROPERTY CONFIGURATIONbr• 3 bedroomsbr• 3.5 bathroomsbr• Sleeps 6br• Washer/ Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 - 1 King br• Bedroom 2 - 1 King br• Bedroom 3 - Murphy Bed - Queen (This room is adjacent to the Primary Bedroom, connecting by sliding pocket doors.)brbrPlease Note: Beach renourishment projects are currently underway and will continue through late spring. While work is active at times, the beach remains open for guests to enjoy and access the shoreline daily. We appreciate your understanding as the community works to enhance and preserve our beautiful beaches! brbrPROPERTY REMINDERSbr• Pets are not allowed.br• * A total of 4 adult unisex bikes are included in your amenity fee when booking. Not included with rentals over 21 nights.br• Parking passes should be displayed at all times.br• Fireplace not for guest use.br• The Vacation Company's Guest Connect will contain all your check-in information (lock codes, Wi-Fi codes, and other information pertinent to your stay).brVirtual Tour Url: https://my.matterport.com/show/ m=R8kfNDjQiGH
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Exceptional(69)

$339.51

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Condo

Pool View, Open Plan, Pet Friendly & No Carpeting!

Hilton Head Island, South Carolina, United States

Welcome to the BESTNEST at 2414 Lighthouse Tennis Club in Sea Pines (street address is 79 Lighthouse Road). Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online! brbrOur philosophy is that your vacation experience should be completely comfortable and consistently amazing. Cleanliness is one of our hallmarks and we take clean seriously.brbr2414 Lighthouse Tennis Club is filled with every amenity that we appreciate when we vacation. The decor is super stylish with a beach chic theme of cool neutrals and soft, inviting surfaces. The kitchen is outfitted and equipped with everything you need to cook- or not!brbrEach bedroom (1 King/2 Twins) is completely comfortable with the best bed linens we could find, plus big, wall mounted television with digital cable, plus full size stack washer/dryer for your convenience. brbrAttention to detail is apparent in every corner of this sublime space, which is ideal for hosting 1-4 guests. The villa is a 2 1/2 story walk-up penthouse. No elevator, but once inside you will enjoy the vaulted ceiling and nearly panoramic view. brbrPAYMENTS: For reservations made thirty (30) days or less days prior to arrival, payment in full is due at the time the reservation is made. For reservations made thirty one (31) days or more prior to arrival, payment of 25% of the total is required, and the full amount of travel insurance premium, if accepted, is required at the time of booking. The balance of the final total is required thirty (30) days prior to arrival. Long term winter reservations policy differs- please inquire. brbrCANCELLATIONS: You are welcome to cancel your reservation without penalty and receive full refund of your deposit up to 31 days prior to arrival. Cancellations made 14 days to 30 days prior to arrival will receive a 50% refund of total payment. At 13 days prior to arrival, your reservation becomes noncancelable and non-refundable. Travel insurance is always highly recommended. brbrPOOL: view of complex pool from your balcony. This non-heated pool is open April - September.brbrHOW FAR TO BEACH: 8-10 minutes by bike or 2 minutes by car to the Sea Pines Beach Club. brbrBEACH CLUB ACCESS/PARKING Onsite parking AT the Beach Club is permitted for all overnight guests, Labor Day-mid March. From Mid March through end of summer, special Beach Trolleys transport guests from various parking spots within Sea Pines to the Beach Club. Full details will be provided at time of your reservation, or simply inquire for more information. DAY AFTER LABOR DAY THROUGH MARCH, EVERYONE MAY PARK AT THE BEACH CLUB.brbrPETS: We welcome your well-behaved dog (small to medium sized) for $350 per dog, maximum 2 small. Regrettably, Labradors and other oily coated breeds are not allowed. Dogs are never allowed on furniture or beds (or their humans have to pay a fine) and must be crated when left alone. br brNo pets in your party No problem as there is NO pet evidence in this villa.brbrWHAT’S INCLUDED: Your property will come stocked with all of the household amenities you will need for the duration of your stay, including trash bags, dish soaps, perfume free laundry products, paper towels, bath tissues, hand and bar soaps, and more. We also stock beach toys, beach chairs and umbrellas-- really, all you have to do is come and enjoy.brbrABOUT US: We are proud to have developed a niche concept in vacation rentals on Hilton Head Island: Each and every BESTNEST is outfitted and equipped to exactly the same high standard, no matter the address. Nothing quite compares to a BESTNEST.brbrSTR Permit Number: 056390
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Exceptional(5)

$184.26

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Condo

2BD/2BATH Villa! Near Beach! HHR Building 1!

Hilton Head Island, South Carolina, United States

Enjoy sunny Hilton Head Island in this 2 bed, 2 bath unit with a fully equipped kitchen! Just a short walk to the beach! brbrThe Condo is located mid-island near the wonderful bike trails, restaurants, shopping, and golf that Hilton Head is known for! brbrThe resort is a gated community with tons of amenities! Featuring 2 outdoor pools, indoor pool, hot tub, 6 tennis courts, beachfront bar & grill, poolside deli, sand volleyball court, fitness center, grills and a private boardwalk to the beach! brbrDuring your stay you will be less than a 10-minute walk to the beach using the resort's private boardwalk. Enjoy the wildlife along the way or jump aboard the complimentary shuttle that runs from the start of the boardwalk to the beach. brbrThis unit is in the highly desirable Building 1. This building has an outdoor pool courtyard, the poolside deli and the general store just outside your front door! This building is the closest building to the Boardwalk & the Beach!brbrThe kitchen is fully equipped with all of your cooking needs (dishes, silverware, pots, pans, coffee maker, toaster, etc.).brbrWe provide blazing fast private wireless internet access and cable television. There are 3 smart TV's in the unit! 50 smart TV's are located in the living room and primary bedroom. In the second bedroom is a smaller 32 smart TV. All TV's have access to your Netflix, Disney+, Hulu, YouTube TV, etc... Just log in! brbrThe second bedroom closet is full of beach goodies for your use!brbrThere is an elevator and a shared laundry facility just down the hall from this unit!brbrGuests have access to the entire condo to themselves. The owners are not onsite during your stay.
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Exceptional(35)

$286.83

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Condo

Beautiful Beachside Heated Pool! Close to Coligny

Hilton Head Island, South Carolina, United States

Exceptional Beachfront Location at The Breakers!brbrWelcome to The Breakers, a prime 120-unit beachfront complex on the stunning Hilton Head Island. Perfectly situated directly on the ocean and just across the street from Coligny Plaza, you'll have easy access to over 60 shops, restaurants, and even a grocery store. Plus, the new Celebration Park is within walking distance, making it simple to explore without needing your car. Enjoy the convenience of walking or biking to all your favorite destinations!brbrThis charming 518-square-foot one-bedroom, one-bath unit is ideal for a couple or a small family. The recently renovated full kitchen, complete with a dishwasher, makes meal prep a breeze. The separate bedroom features a queen-sized bed and a double armoire, while kids will love the built-in bunk beds in the hall, each with its own Smart TV. The living room includes a sofa sleeper, and there’s also a washer and dryer in the unit. Enjoy cable TV and high-speed internet for your entertainment needs.brbrThe Breakers offers a year-round heated pool and a separate unheated children's pool. Two elevators and a private boardwalk with a sand shower add to the convenience. The famous “Pool Bar Jim’s” is to the left and the “Tiki Hut” is to the right, providing great dining options right on the beach.brbrHilton Head Island boasts 100 miles of bike trails and over 30 golf courses. With so many restaurants within walking distance and a range of activities right outside your door, you’ll find everything you need for a fantastic vacation.brbrParking Notes: The Breakers limits parking to one car per unit, with no street parking allowed. Parking passes are required. Please note that boat, golf cart, and trailer parking is not permitted. The complex is smoke-free, pet-free, and grilling is not allowed.brbrPlease note, there is a 3-night minimum stay.brFor the best rates and availability, book directly through our website. We look forward to hosting you at The Breakers 107!!brbrPermit #027789
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$603.0

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Condo

Marriott's Barony Beach Club | Two-Bedroom Villa

Hilton Head Island, South Carolina, United States

Summary:brbrEscape to Marriott's Barony Beach Club, nestled in the heart of Hilton Head Island. This resort boasts a premier beachfront location within the prestigious Port Royal Resort, providing a perfect blend of relaxation and adventure. Guests can enjoy access to swimming pools, world-class fishing opportunities, and a variety of outdoor activities, making it a gateway to an unforgettable island experience. The resort also offers comfortable accommodations and convenient access to local attractions.brbrbrbrThe Space:brbrVilla Amenities:brbr• Bedroom 1: 1 King bedbrbr• Bedroom 2: 2 Queen bedsbrbr• 2 Full Bathroomsbrbr• Living Room with cable/satellite service on a large flat-screen television with DVD player, Pull-out sofa bedbrbr• Full Kitchen featuring Conventional oven/stove, Refrigerator with icemaker, Dishwasher, Microwave oven, Toaster, Coffee pot, Pots, pans, serving dishes, Silverware and dishwarebrbr• Washer/Dryer in unitbrbr• Patio/BalconybrbrbrbrResort Amenities:brbr• Bicycle Rentalsbrbr• On-Site Convenience Storebrbr• BBQ Grills/picnic areabrbr• Fitness Centerbrbr• Hot Tubsbrbr• Pool Bar/Grillebrbr• Pool Chairsbrbr• Pools (heated indoor/heated outdoor)brbr• Poolside Cabanasbrbr• Spa Servicesbrbr• Activities (On-Site)brbr• Cornholebrbr• Shuffleboardbrbr• Table Tennisbrbr• Activity Centerbrbr• Conciergebrbr• Fitness Classbrbr• Housekeepingbrbr• Beachfront AccessbrbrbrbrGuest Access:brbrAll Y’all’s Bar & Grill will be closed for the season from January 3 through February 13, 2026. We look forward to welcoming you back when we reopen.brbrbrbrThe Neighborhood:brbrMarriott's Barony Beach Club is located in Hilton Head Island, South Carolina.brbrbrbrGetting Around:brbrParking is $25/day. Parking is subject to change without notice. Please call the resort directly with questions regarding parking.brbrbrbrOther Things to Note:brbr• Resort is cashlessbrbr* Parking is $25/day. Parking is subject to change without notice. Please call the resort directly with questions regarding parking. brbr• Photos are not of the specific suite you are renting and your suite may vary slightly from the photos.brbr• You have full access to all resort amenities for the duration of your stay, including on your arrival and departure day.brbr• We will always place you in the best suite available, however we cannot guarantee a specific location in the resort.brbr• Your suite may be a mobility accessible unit.brbr• Information in this listing is provided by the resort and not independently verified.brbr• We are not affiliated with the resort, you are renting directly from a timeshare owner. We help timeshare owners cover their HOA and maintenance costs when they can't use their properties.brbr• You may be asked to watch a timeshare presentation, however you are under no obligation to do so and we recommend politely declining if you are not interested.brbr• The guest checking in must be 21+ years old and present a valid credit card for a refundable damage deposit due at check-in (amount may vary, please contact the resort directly for more information)brbr• Guests are required to accept additional terms and conditions in accordance with the resort's policies, including any applicable taxes and fees paid to the resort.brbr• No refunds or credits will be granted outside of the listing's cancellation policy.brbrbrbrInteraction with Guests:brbrOn-site resort staff available for any questions you may have during your stay.
Bed 2

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$603.0

/ Nightly
Condo

Marriott's Barony Beach Club | Two-Bedroom Villa

Hilton Head Island, South Carolina, United States

Summary:brbrEscape to Marriott's Barony Beach Club, nestled in the heart of Hilton Head Island. This resort boasts a premier beachfront location within the prestigious Port Royal Resort, providing a perfect blend of relaxation and adventure. Guests can enjoy access to swimming pools, world-class fishing opportunities, and a variety of outdoor activities, making it a gateway to an unforgettable island experience. The resort also offers comfortable accommodations and convenient access to local attractions.brbrbrbrThe Space:brbrVilla Amenities:brbr• Bedroom 1: 1 King bedbrbr• Bedroom 2: 2 Queen bedsbrbr• 2 Full Bathroomsbrbr• Living Room with cable/satellite service on a large flat-screen television with DVD player, Pull-out sofa bedbrbr• Full Kitchen featuring Conventional oven/stove, Refrigerator with icemaker, Dishwasher, Microwave oven, Toaster, Coffee pot, Pots, pans, serving dishes, Silverware and dishwarebrbr• Washer/Dryer in unitbrbr• Patio/BalconybrbrbrbrResort Amenities:brbr• Bicycle Rentalsbrbr• On-Site Convenience Storebrbr• BBQ Grills/picnic areabrbr• Fitness Centerbrbr• Hot Tubsbrbr• Pool Bar/Grillebrbr• Pool Chairsbrbr• Pools (heated indoor/heated outdoor)brbr• Poolside Cabanasbrbr• Spa Servicesbrbr• Activities (On-Site)brbr• Cornholebrbr• Shuffleboardbrbr• Table Tennisbrbr• Activity Centerbrbr• Conciergebrbr• Fitness Classbrbr• Housekeepingbrbr• Beachfront AccessbrbrbrbrGuest Access:brbrAll Y’all’s Bar & Grill will be closed for the season from January 3 through February 13, 2026. We look forward to welcoming you back when we reopen.brbrbrbrThe Neighborhood:brbrMarriott's Barony Beach Club is located in Hilton Head Island, South Carolina.brbrbrbrGetting Around:brbrParking is $25/day. Parking is subject to change without notice. Please call the resort directly with questions regarding parking.brbrbrbrOther Things to Note:brbr• Resort is cashlessbrbr* Parking is $25/day. Parking is subject to change without notice. Please call the resort directly with questions regarding parking. brbr• Photos are not of the specific suite you are renting and your suite may vary slightly from the photos.brbr• You have full access to all resort amenities for the duration of your stay, including on your arrival and departure day.brbr• We will always place you in the best suite available, however we cannot guarantee a specific location in the resort.brbr• Your suite may be a mobility accessible unit.brbr• Information in this listing is provided by the resort and not independently verified.brbr• We are not affiliated with the resort, you are renting directly from a timeshare owner. We help timeshare owners cover their HOA and maintenance costs when they can't use their properties.brbr• You may be asked to watch a timeshare presentation, however you are under no obligation to do so and we recommend politely declining if you are not interested.brbr• The guest checking in must be 21+ years old and present a valid credit card for a refundable damage deposit due at check-in (amount may vary, please contact the resort directly for more information)brbr• Guests are required to accept additional terms and conditions in accordance with the resort's policies, including any applicable taxes and fees paid to the resort.brbr• No refunds or credits will be granted outside of the listing's cancellation policy.brbrbrbrInteraction with Guests:brbrOn-site resort staff available for any questions you may have during your stay.
Bed 2

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Bath

Sleep 6

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$603.0

/ Nightly
Condo

Marriott's Barony Beach Club | Two-Bedroom Villa

Hilton Head Island, South Carolina, United States

Summary:brbrEscape to Marriott's Barony Beach Club, nestled in the heart of Hilton Head Island. This resort boasts a premier beachfront location within the prestigious Port Royal Resort, providing a perfect blend of relaxation and adventure. Guests can enjoy access to swimming pools, world-class fishing opportunities, and a variety of outdoor activities, making it a gateway to an unforgettable island experience. The resort also offers comfortable accommodations and convenient access to local attractions.brbrbrbrThe Space:brbrVilla Amenities:brbr• Bedroom 1: 1 King bedbrbr• Bedroom 2: 2 Queen bedsbrbr• 2 Full Bathroomsbrbr• Living Room with cable/satellite service on a large flat-screen television with DVD player, Pull-out sofa bedbrbr• Full Kitchen featuring Conventional oven/stove, Refrigerator with icemaker, Dishwasher, Microwave oven, Toaster, Coffee pot, Pots, pans, serving dishes, Silverware and dishwarebrbr• Washer/Dryer in unitbrbr• Patio/BalconybrbrbrbrResort Amenities:brbr• Bicycle Rentalsbrbr• On-Site Convenience Storebrbr• BBQ Grills/picnic areabrbr• Fitness Centerbrbr• Hot Tubsbrbr• Pool Bar/Grillebrbr• Pool Chairsbrbr• Pools (heated indoor/heated outdoor)brbr• Poolside Cabanasbrbr• Spa Servicesbrbr• Activities (On-Site)brbr• Cornholebrbr• Shuffleboardbrbr• Table Tennisbrbr• Activity Centerbrbr• Conciergebrbr• Fitness Classbrbr• Housekeepingbrbr• Beachfront AccessbrbrbrbrGuest Access:brbrAll Y’all’s Bar & Grill will be closed for the season from January 3 through February 13, 2026. We look forward to welcoming you back when we reopen.brbrbrbrThe Neighborhood:brbrMarriott's Barony Beach Club is located in Hilton Head Island, South Carolina.brbrbrbrGetting Around:brbrParking is $25/day. Parking is subject to change without notice. Please call the resort directly with questions regarding parking.brbrbrbrOther Things to Note:brbr• Resort is cashlessbrbr* Parking is $25/day. Parking is subject to change without notice. Please call the resort directly with questions regarding parking. brbr• Photos are not of the specific suite you are renting and your suite may vary slightly from the photos.brbr• You have full access to all resort amenities for the duration of your stay, including on your arrival and departure day.brbr• We will always place you in the best suite available, however we cannot guarantee a specific location in the resort.brbr• Your suite may be a mobility accessible unit.brbr• Information in this listing is provided by the resort and not independently verified.brbr• We are not affiliated with the resort, you are renting directly from a timeshare owner. We help timeshare owners cover their HOA and maintenance costs when they can't use their properties.brbr• You may be asked to watch a timeshare presentation, however you are under no obligation to do so and we recommend politely declining if you are not interested.brbr• The guest checking in must be 21+ years old and present a valid credit card for a refundable damage deposit due at check-in (amount may vary, please contact the resort directly for more information)brbr• Guests are required to accept additional terms and conditions in accordance with the resort's policies, including any applicable taxes and fees paid to the resort.brbr• No refunds or credits will be granted outside of the listing's cancellation policy.brbrbrbrInteraction with Guests:brbrOn-site resort staff available for any questions you may have during your stay.
Bed 2

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Bath 2

Bath

Sleep 6

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$603.0

/ Nightly
Condo

Marriott's Barony Beach Club | Two-Bedroom Villa

Hilton Head Island, South Carolina, United States

Summary:brbrEscape to Marriott's Barony Beach Club, nestled in the heart of Hilton Head Island. This resort boasts a premier beachfront location within the prestigious Port Royal Resort, providing a perfect blend of relaxation and adventure. Guests can enjoy access to swimming pools, world-class fishing opportunities, and a variety of outdoor activities, making it a gateway to an unforgettable island experience. The resort also offers comfortable accommodations and convenient access to local attractions.brbrbrbrThe Space:brbrVilla Amenities:brbr• Bedroom 1: 1 King bedbrbr• Bedroom 2: 2 Queen bedsbrbr• 2 Full Bathroomsbrbr• Living Room with cable/satellite service on a large flat-screen television with DVD player, Pull-out sofa bedbrbr• Full Kitchen featuring Conventional oven/stove, Refrigerator with icemaker, Dishwasher, Microwave oven, Toaster, Coffee pot, Pots, pans, serving dishes, Silverware and dishwarebrbr• Washer/Dryer in unitbrbr• Patio/BalconybrbrbrbrResort Amenities:brbr• Bicycle Rentalsbrbr• On-Site Convenience Storebrbr• BBQ Grills/picnic areabrbr• Fitness Centerbrbr• Hot Tubsbrbr• Pool Bar/Grillebrbr• Pool Chairsbrbr• Pools (heated indoor/heated outdoor)brbr• Poolside Cabanasbrbr• Spa Servicesbrbr• Activities (On-Site)brbr• Cornholebrbr• Shuffleboardbrbr• Table Tennisbrbr• Activity Centerbrbr• Conciergebrbr• Fitness Classbrbr• Housekeepingbrbr• Beachfront AccessbrbrbrbrGuest Access:brbrAll Y’all’s Bar & Grill will be closed for the season from January 3 through February 13, 2026. We look forward to welcoming you back when we reopen.brbrbrbrThe Neighborhood:brbrMarriott's Barony Beach Club is located in Hilton Head Island, South Carolina.brbrbrbrGetting Around:brbrParking is $25/day. Parking is subject to change without notice. Please call the resort directly with questions regarding parking.brbrbrbrOther Things to Note:brbr• Resort is cashlessbrbr* Parking is $25/day. Parking is subject to change without notice. Please call the resort directly with questions regarding parking. brbr• Photos are not of the specific suite you are renting and your suite may vary slightly from the photos.brbr• You have full access to all resort amenities for the duration of your stay, including on your arrival and departure day.brbr• We will always place you in the best suite available, however we cannot guarantee a specific location in the resort.brbr• Your suite may be a mobility accessible unit.brbr• Information in this listing is provided by the resort and not independently verified.brbr• We are not affiliated with the resort, you are renting directly from a timeshare owner. We help timeshare owners cover their HOA and maintenance costs when they can't use their properties.brbr• You may be asked to watch a timeshare presentation, however you are under no obligation to do so and we recommend politely declining if you are not interested.brbr• The guest checking in must be 21+ years old and present a valid credit card for a refundable damage deposit due at check-in (amount may vary, please contact the resort directly for more information)brbr• Guests are required to accept additional terms and conditions in accordance with the resort's policies, including any applicable taxes and fees paid to the resort.brbr• No refunds or credits will be granted outside of the listing's cancellation policy.brbrbrbrInteraction with Guests:brbrOn-site resort staff available for any questions you may have during your stay.
Bed 2

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Sleep 6

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$603.0

/ Nightly
Condo

Marriott's Barony Beach Club | Two-Bedroom Villa

Hilton Head Island, South Carolina, United States

Summary:brbrEscape to Marriott's Barony Beach Club, nestled in the heart of Hilton Head Island. This resort boasts a premier beachfront location within the prestigious Port Royal Resort, providing a perfect blend of relaxation and adventure. Guests can enjoy access to swimming pools, world-class fishing opportunities, and a variety of outdoor activities, making it a gateway to an unforgettable island experience. The resort also offers comfortable accommodations and convenient access to local attractions.brbrbrbrThe Space:brbrVilla Amenities:brbr• Bedroom 1: 1 King bedbrbr• Bedroom 2: 2 Queen bedsbrbr• 2 Full Bathroomsbrbr• Living Room with cable/satellite service on a large flat-screen television with DVD player, Pull-out sofa bedbrbr• Full Kitchen featuring Conventional oven/stove, Refrigerator with icemaker, Dishwasher, Microwave oven, Toaster, Coffee pot, Pots, pans, serving dishes, Silverware and dishwarebrbr• Washer/Dryer in unitbrbr• Patio/BalconybrbrbrbrResort Amenities:brbr• Bicycle Rentalsbrbr• On-Site Convenience Storebrbr• BBQ Grills/picnic areabrbr• Fitness Centerbrbr• Hot Tubsbrbr• Pool Bar/Grillebrbr• Pool Chairsbrbr• Pools (heated indoor/heated outdoor)brbr• Poolside Cabanasbrbr• Spa Servicesbrbr• Activities (On-Site)brbr• Cornholebrbr• Shuffleboardbrbr• Table Tennisbrbr• Activity Centerbrbr• Conciergebrbr• Fitness Classbrbr• Housekeepingbrbr• Beachfront AccessbrbrbrbrGuest Access:brbrAll Y’all’s Bar & Grill will be closed for the season from January 3 through February 13, 2026. We look forward to welcoming you back when we reopen.brbrbrbrThe Neighborhood:brbrMarriott's Barony Beach Club is located in Hilton Head Island, South Carolina.brbrbrbrGetting Around:brbrParking is $25/day. Parking is subject to change without notice. Please call the resort directly with questions regarding parking.brbrbrbrOther Things to Note:brbr• Resort is cashlessbrbr* Parking is $25/day. Parking is subject to change without notice. Please call the resort directly with questions regarding parking. brbr• Photos are not of the specific suite you are renting and your suite may vary slightly from the photos.brbr• You have full access to all resort amenities for the duration of your stay, including on your arrival and departure day.brbr• We will always place you in the best suite available, however we cannot guarantee a specific location in the resort.brbr• Your suite may be a mobility accessible unit.brbr• Information in this listing is provided by the resort and not independently verified.brbr• We are not affiliated with the resort, you are renting directly from a timeshare owner. We help timeshare owners cover their HOA and maintenance costs when they can't use their properties.brbr• You may be asked to watch a timeshare presentation, however you are under no obligation to do so and we recommend politely declining if you are not interested.brbr• The guest checking in must be 21+ years old and present a valid credit card for a refundable damage deposit due at check-in (amount may vary, please contact the resort directly for more information)brbr• Guests are required to accept additional terms and conditions in accordance with the resort's policies, including any applicable taxes and fees paid to the resort.brbr• No refunds or credits will be granted outside of the listing's cancellation policy.brbrbrbrInteraction with Guests:brbrOn-site resort staff available for any questions you may have during your stay.
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Exceptional(11)

$656.84

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Private Vacation Home

5 Willow Oak - A Modern Coastal Chic 3-Bedroom Home in Sea Pines!

Hilton Head Island, South Carolina, United States

A 3-bedroom coastal chic home in Sea Pines will make a picture-perfect getaway for your family or friends/. Entering the home to a grand kitchen showcasing outdoor views, making it a sweet location for gathering. The main level of the house has a large living and dining area, and there is a second living area perfect for TV watching and game playing. brbrWhen it comes to comfort, the ultimate expression can be found in the three exquisite bedrooms, each enjoying a full desk for those taking a working vacation. In one, you’ll find a king-size bed with lush natural views in a full suite with a flat-screen TV, a private bath, and a walk-in shower. The second bedroom has a pair of queen beds with a flat-screen TV, windows looking out on golf views, and an en suite bath with tub and shower. The final suite, set off through a private foyer, has a king-size bed again with stunning views of the golf course and enjoying a space with a flat-screen TV, a seating area with dual armchairs a wonderfully updated en suite bath boasting dual-basin vanity, and a walk-in shower. brbrBeautiful accommodations, a large swimming pool with plenty of seating, stunning golf course views of the 17th tee on the Heron Point Golf Course, and a short bike ride to the ocean or Harbour Town await you at 5 Willow Oak.brbrThis house is a stroll to the Sea Pine Beach Club Trolley Parking Lot off Greenwood Drive. brbrTown of Hilton Head STR #64556brbrHIGHLIGHTSbr• *Heated Pool ( 13 ft x 33 ft). The pool can be heated for an additional fee of $300 per week from March through November. Please note that the electric heat pump only allows the pool to heat to “approximately” 20 degrees warmer than the lowest nighttime temperature.br• Golf Course Viewbr• Free Wireless Internetbr• 5 TVsbrbrSEA PINES RESORT FEATURES & AMENITIES [All Sea Pines Resort Features are subject to purchase, seasonality, and availability.]br• Lawton Stablesbr• Golf Courses - Harbour Town Golf Links home to the RBC Heritage Classic. Additional Sea Pines Resort courses include Heron Point by Pete Dye, Atlantic Dunes by Davis Love II, and Sea Pines Country Club [Private]br• Harbour Town Marina - Lighthouse, Shops, Restaurants, Water Activities, Private Boat Chartersbr• South Beach Marina - Shops, Restaurants, Water Activities, Fishing Charters, Dolphin Toursbr• Racquet Clubs - South Beach & Harbour Town br• Trolley Transportation - Schedule Variesbr• Tower Beach Parking - Property Owners Onlybr• Sea Pines Beach Club Parking - Major Seasonality Restrictionsbr• Ongoing upgrades to enhance the resort include renovations, new construction, and road projects.brbrPROPERTY CONFIGURATIONbr• 3 Bedroomsbr• 3 Bathsbr• Sleeps 10br• Parking for a maximum of 4 vehicles. All vehicle parking must be located on improved surfaces, like driveways, and cannot be on grassed or landscaped areas.br• 2,724 square feetbr• Washer and dryerbr• Fully equipped kitchenbr• Gas GrillbrbrBEDDING CONFIGURATIONbr• Bedroom 1 - 1 King (Master) 1st floorbr• Bedroom 2 - 1 King 1st floorbr• Bedroom 3 - 2 Queens 1st floorbr• Loft - 1 Twin and Trundle located in upstairs den areabrbrPlease Note: Beach renourishment projects are currently underway and will continue through late spring. While work is active at times, the beach remains open for guests to enjoy and access the shoreline daily. We appreciate your understanding as the community works to enhance and preserve our beautiful beaches! brbrPROPERTY REMINDERSbr• Pets are not allowedbr• * A total of 4 adult unisex bikes are included in your amenity fee when booking. Not included with rentals over 21 nights.br• The Vacation Company's Guest Connect will contain all your check-in information (lock codes, Wi-Fi codes, and other information pertinent to your stay).
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Home Most popular vacation rentals in Hilton Head Island