Vacation Rentals By Owner In Hilton Head Island, SC

Enjoy Memorial Day week at this 2-bedroom Marriott apartment in Hilton Head Island. The space features two king beds and a cozy living room with a sofa bed, perfect for relaxing after a day of exploring. With two bathrooms, guests can enjoy added convenience and comfort. The apartment offers a terrific blend of comfort and style, creating a serene atmosphere throughout. Whether you’re unwinding or spending time with loved ones, this fantastic spot has everything you need. We hope you'll enjoy your stay at our apartment.

Apartment

Cozy 2-bedroom Marriott apartment in quaint Hilton Head Island. Great amenities!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$1138.55

Welcome to ESCAPE TO AN OCEANFRONT PARADISE ON HILTON HEAD ISLAND! brbr Marriott's SurfWatch where the sun-kissed shores of Hilton Head Island become your ultimate playground! Nestled on 31 acres of pure coastal enchantment, this resort is your gateway to a world of relaxation, adventure, and endless fun.brbrAdditional $500-$1000 SAVINGS available for members on certain 7-Night stays. All reservations require a FRI-FRI, SAT-SAT OR SUN-SUN STAYbrbrSHORT STAYS: can provide shorter stays. Some stays shorter than 7-Nights *may incur a higher nightly rate. Stays that exceed the 7-Night deed may require a unit move.brbrbrbrResort is a beachfront location. Resort has Garden and Ocean views from public area. Condo is within Beachfront Resort. Condo Views Vary Per Reservation. brCondo Rates are defaulted to Courtyard/Garden View categorybrbr Seaside Splendor: Prepare to be captivated by the masterful blend of seaside chic and Southern charm. With its awe-inspiring oceanfront location, Marriott's SurfWatch is more than a resort; it's a masterpiece of nature's beauty and human ingenuity.brbr Dive into Bliss: Imagine waking up to the rhythmic melody of crashing waves and stepping out onto your private balcony to soak in sweeping ocean views. Indulge in not one, but three heated saltwater pools that beckon you to embrace the sun-drenched days and revel in endless poolside relaxation.brbr Sip & Savor: Quench your thirst and tantalize your taste buds at the seasonal oceanfront pool bar. Let the salty breeze playfully mingle with the flavors of your favorite drinks. And for quick bites, The Marketplace Express is here to satisfy your cravings with snacks, cold drinks, and delightful treats.brbr⛱️ Play Your Way: Adventure awaits at every turn! Engage in friendly shuffleboard matches, show off your grilling skills at the gas grills, and gather around the mesmerizing fire pit with picnic tables for stories and laughter under the starlit sky. The kids have their own kingdom of fun at the activity center, ensuring everyone's happiness.brbr Active Escapes: Feel the energy surge through your veins at our state-of-the-art fitness center. Stay fit while overlooking the serene landscape, and later, explore the island's treasures by biking or hiking on miles of scenic trails.brbr Home Away From Home: Unwind in spacious three-bedroom villa rental that redefine luxury living. Marvel at the seamless fusion of indoor and outdoor spaces, as your fully equipped kitchen and separate living and dining areas inspire memorable moments and shared laughter.brbrResort has Beachfront/Oceanfront access. Water views from public spaces of resort. Condo is within the Beachfront Resort. Condo views vary per reservation. Condo Rates defaulted to Courtyard/Garden ViewsbrbrYou are welcome to request for fresh towels, paper towels and toiletries, more pillows and fresh linens to be delivered to your villa anytime during your stay. Guests staying more than one week will be able to request for an optional Stay Over Clean with onsite management/housekeeping. Additional housekeeping is optional and may be available for additional fee(s). Additional housekeeping must be requested and approved only with the onsite management teambrbrResort has Beachfront/Oceanfront access. Water views from public spaces of resort. Condo is within the Beachfront Resort. Condo views vary per reservation. Condo Rates defaulted to Courtyard/Garden ViewsbrbrView types at Marriott's Surfwatch do not refer to the unit view, but rather proximity to the ocean. Courtyard and Garden views will not offer any visible ocean, while Ocean Vista views may or may not have a view of the ocean.brbrUnits with view category “Close to Beach” are located in the Oceanfront/Ocean Dunes building. Units in the Ocean Dunes building may have a view to the ocean. Higher level units will have a view while lower level units may have obstructed view. Ocean Marsh and Tide Mark buildings are considered Oceanside Buildings with a “Courtyard View”. Sea Cove and Sea Dunes buildings will have a Garden view. Units located in the back of The Ocean Marsh building will also have a Garden View.brbr Island Adventures: Beyond the resort, Hilton Head Island unfolds as a treasure trove of excitement. Tee off at challenging golf courses, engage in epic matches on countless tennis courts, and immerse yourself in the island's natural beauty through biking or hiking along picturesque trails.brbr The Call of Hilton Head: The delicate sea-green marsh grasses, the rolling sand dunes, and the refreshing sea breezes create an ambiance of serenity and wonder. At Marriott's SurfWatch, you're not just vacationing; you're becoming a part of the island's story.brbr ️ Your Dream Vacation Awaits: It's time to turn your Hilton Head dreams into reality. Let the ocean's symphony be your lullaby, the golden beaches your playground, and Marriott's SurfWatch your home away from home. Plan your escape today and let the adventure begin!brbrMarriott's SurfWatch®: Where ocean views, Southern hospitality, and lifelong memories converge. Your Hilton Head journey starts here! brbr Capture the MagicbrbrMake sure to snap photos of your amazing adventure and share them with us on social media using #FindingMeili. We can't wait to see the fun and excitement you experience at our resort haven!

Beachfront Paradise SurfWatch Resort+Amenities! 3BR

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$543.4

NIGHT HERON | SEA PINE BEACH | Hilton Head IslandbrbrLocated in the revered Sea Pines neighborhood of Hilton Head Island, Heron’s Nest is a memorable and well appointed 3 BR / 2 BA treehouse-style loft villa. Due to its private access and close proximity to world-class beaches and golf courses, Heron’s Nest commonly welcomes beachgoers, golfers, nature-lovers, and artists from all over the world. Enjoy the unmatched proximity to Hilton Head's most popular attractions within the peaceful confines of the Sea Pines resort community.brbrThe space:brImmerse yourself in the tranquil Sea Pines canopy from this well appointed and sizable loft villa, just a short walk from the nationally revered Sea Pines Beach.brbrBedrooms: 3brBaths: 2brSleeps: 7brArea: Sea Pines BeachbrProximity to Beach: A Short 4-5min walk (1,400ft)brBeds: 1 King, 1 Queen, 2 Twin and 1 CouchbrParking Capacity: 2 CarsbrDog Friendly: NobrbrWalk to: Night Heron Pool (250ft), Sea Pines Beach (1,400ft)brBike to: Sea Pines Forest Preserve (0.5mi), Sea Pines Beach Club (0.8mi), Lawton Stables (1.0mi), Caligny Beach Park (1.8mi), Harbor Town (2.7mi)brbrHeron's Nest villa in the Sea Pines Resort will serve as home base while you enjoy the VERY close proximity to beaches, access to miles of scenic bike paths, tennis courts, pools, abundant wildlife, world-recognized golf courses. Relax in the robust forest canopy of the tranquil Night Heron lagoon and let this cozy, gracious home serve as your nest.brbrThe lower level features lofted ceilings and abundant natural light, filtered through the forest canopy. The living area is the definition of comfortable with a plush fabric couch and decorative fireplace. A private patio hangs over a tranquil lagoon and is accessed from the living room or dining area on the lower level. A full kitchen, dining area, two bedrooms, and two full bathrooms complete the lower level, leading to a spiral staircase up to the third exposed loft bedroom.brbrConveniences include 4 Flat Screen Smart TV's with Netflix included, free Wi-Fi, all linens/towels/kitchen towels, trash bags, toilet paper, paper towels, hand soap, laundry, dish detergents other general necessities.brbrSleeping Arrangements:br- 1st Master Bedroom with King Bed, brand new memory foam hybrid mattress, ensuite bath, and closets.br- 2nd Bedroom with Queen Bed, brand new memory foam hybrid mattress, ensuite bath, and closets.br- 3rd Bedroom is an exposed loft with two twin beds.br- A plush sofa in the Living Room allows overflow for a final sleeping location.brbrHeron's Nest is accessed by key pad entry using a code individually unique to you which is provided just prior to your arrival.brbrHouse Rules:br-No Smoking or Vapingbr-No Petsbr-No events, parties, or large gatheringsbr-Must be 21 years old to book and Photo ID may be required.brbrGuests are required to purchase a pass from the entry gate to enter Sea Pines. Parking for two vehicles is available in the private driveway. Crowding the driveway or parking on the grass is prohibited by the association.brGuest accessbrGuests will enjoy exclusive and private use of the villa for the entirety of their stay.brOther things to notebrEnjoy a warm beverage in the morning with a fully stocked coffee bar offering drip, pour-over, and k-cup coffee, stovetop espresso, nespresso pods, and a french press. Tea bags and loose leaf tea are also available.brbrHeron's Nest is only accessible by a set of stairs to the front door. Consider accessibility when booking.

Private Vacation Home

Sea Pines Villa • Steps to Beach • Coffee Bar • King Bed

Hilton Head Island, South Carolina, United States

3

Bed

Bath

Sleeps

$260.34

Perfect location! 2 BD/2BA villa one block from the beach with an outdoor pool, private deck with grill, in the charming Seascape Villas. Coligny Plaza and all of its amazing amenities is a short walk away!

Condo

Front row across from beach with pool - prime Forest Beach drive location!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$530.52

Enjoying breathtaking views of the tranquil Southern tip of Braddock’s cove, this two-bedroom villa boasts wonderfully updated renovations that lend sophistication to the natural beauty surrounding it. brbrUpon entry, that view is tantalizing framed atop a slight staircase, just a hint of what’s to come. Make your way through the wonderfully updated kitchen with its gleaming marbled granite counters set against stainless steel appliance, we see that majestic view in all its glory. brbrThe main living spaces all take advantage of this stunning view. In the soaring great room, where arched ceilings rise from a wall of tall windows, those views enlighten a space with leather sofa with chaise and flat-screen TV. At the other end, the grand dining room offers seating for six with the water just beyond sliding glass doors. Step through those and you’re enjoying al fresco dining and relaxation on the water’s edge. brbrA full laundry can also be found on this ground floor, along with the first gorgeous guest room. Offering a pair of full beds set before a flat-screen TV, this space enjoys a private bath with walk-in shower. Heading upstairs we come first to a landing offering elevated views. Just up a short spiral to one side we find a comfy loft set in nickel-gap shiplap where a trundle bed offers waterfront relaxation. Heading up the other way we come to the opulent primary suite, with a king-size bed set at the heart of a sprawling space with ceiling fan, flat-screen TV, sliders that lead out to a private Juliet balcony and spacious en suite with walk-in shower.brbrWith unbeatable views and the excitement of South Beach Marina just steps away, this waterfront villa is the perfect place for creating vacation memories.

1605 Port Villas at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$334.94

Restful oyster-hued walls and stone flooring lead you into this sensational two-bedroom villa. With an interesting blend of neutral earth-tones and vibrant splashes of color, the living room is a cheerful space with a large flat screen TV with DVR and internet access. Sliding glass doors reveal a pebbled patio, which sits amidst magnificent oaks and azaleas. Only steps away are the on-site swimming pool and sundeck, within view of the patio.brbrAlso with deck access, the dining area features leather seating for four at its glass table. The neighboring gourmet-style kitchen is roomy and sleek, with fabulous stainless steel appliances, luxe black cabinetry, taupe and brown granite countertops, and a flat cooktop. A washer and dryer is nearby, as is a bar area with granite counter and bar service.brbrAscending the graceful stairs with scrolled iron railing are two bedrooms. In a neutral palate with trendy coral accents and motif, the master is resplendent with a white four-poster king-sized bed. The private bathroom features oil-rubbed bronze fixtures, a pedestal sink and a glass-door stone-surrounded shower.brbrThe second bedroom, with pale robin’s egg blue walls, is charming with black bead-board furnishings and two queen-sized beds covered in white matelasse. Viewing the swimming pool and oaks, this room also has a flat panel TV, DVR, DVD and stylish beach-themed accessories. Its elegant private bathroom houses a spacious double vanity with oil-rubbed bronze pulls, tub/shower combination and a walk-in closet.brbrA prime vacation locale, this stunning villa easily accesses the world-class shopping, dining and recreation of Harbour Town or the beach with only a short bike ride.

2207 Heritage Villas at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$1013.09

Wonderfully updated to put a modern spin on coastal chic, this two-story villa in the heart of Harbour Town has everything you need for an unforgettable vacation. Located across from the Harbour Town Golf Links clubhouse the setting is ideal for golfers and wedding parties. brbrPrivate front porch includes a bike rack. brbrStretching away from you up on entry, the main living space breathes in oak-shaded views just beyond a wide set of sliders at one end. Enjoying this open airiness is the dining room with seating for six around an industrial style table, convenient to the gourmet kitchen whose quartz counters encircled a full suite of updated stainless-steel appliances. brbrAt the far end, bathing in the light of those windows, a comfortable living room sees a sleeper sofa and dual armchairs set to enjoy both sunlight and a large flat-screen TV. And by opening those sliding glass doors wide, you’re immersed in the waterside beauty of a private walled patio, with al fresco dining for four and Harbour Town just a short walk beyond the iron gate.brThe villa’s two en suite bedrooms can be found on the second floor. Both enjoy private baths, ceiling fans and flat-screen TVs, with one suite offering dual twin beds and the primary suite offering a plush king-size bed.brbrA designer’s skilled eye gave this magnificent vacation villa a majestic new look that blends old and new into something as timeless as it is gorgeous. And with its prime location, just steps away from the Harbour Town Golf Links Clubhouse and Harbour Town Yacht Basin, this Cutter Court villa is perfect for creating vacation memories.brbrSet at the heart of Harbour Town, with the iconic lighthouse and the sophisticated clubhouse just steps beyond your door, this villa’s updates lend modern beauty to an amazing vacation getaway.

958 Cutter Court at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$323.8

Hilton Head Island will undergo beach renourishment from September 2025 through May 2026 to help preserve the shoreline. During this time, small sections of beach (no more than 1,000 feet at a time) may be temporarily closed to pedestrian access as the project moves along. Plenty of beach will remain open and accessible for you to enjoy throughout your stay.brbrWelcome to 6101 Treetops, a pet-friendly Hilton Head condo rental tucked away in the tranquil Treetops community of South Forest Beach—where coastal convenience meets peaceful, wooded surroundings. Just a short walk to the beach, this inviting two-story retreat is the perfect setting for guests looking to relax, recharge, and experience the best of Hilton Head Island.brbrDesigned with comfort and functionality in mind, this spacious two-bedroom, two-and-a-half-bath condo accommodates up to six guests. All bedrooms and full bathrooms are located upstairs, creating a quiet separation from the main living areas—ideal for families or groups traveling together. The open-concept living space is warm and welcoming, perfect for unwinding after a day in the sun, while the fully equipped kitchen offers everything you need for easy meals at home.brbrStep outside to enjoy one of this property’s standout features: a large private patio and balcony overlooking serene, wooded views. Whether you’re sipping your morning coffee, enjoying a quiet evening, or simply taking in the peaceful surroundings, these outdoor spaces elevate your stay. Inside, an air hockey table adds a fun touch for guests of all ages.brbrThe Treetops community offers a variety of amenities to enhance your vacation, including a sparkling community pool, tennis courts, and shared electric grills for easy outdoor dining. Spend your days lounging poolside, biking shaded paths, or taking a quick stroll to the beach for sun, sand, and surf.brbrLocated just minutes from Coligny Plaza and South Forest Beach, you’ll have easy access to some of Hilton Head’s best dining, shopping, and entertainment. From championship golf and water activities to scenic bike rides and sunset walks along the shore, 6101 Treetops places you right where you want to be.brbrIf you’re searching for a Hilton Head vacation rental that combines comfort, location, and a true sense of escape, 6101 Treetops is ready to welcome you.brbr*** PLEASE NOTE: This is a pet friendly property, an additional pet fee will apply per pet and limit one pets***

Condo

6101 Treetops | Pet-Friendly, Game Table, Pool Access

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$861.33

Welcome to ! Unveil the Splendor of Hilton Head Island Like Never Before!brbrAdditional $500-$1000 SAVINGS available for members on certain 7-Night stays. All reservations require a FRI-FRI, SAT-SAT OR SUN-SUN STAYbrbrSHORT STAYS: can provide shorter stays. Some stays shorter than 7-Nights *may incur a higher nightly rate. Stays that exceed the 7-Night deed may require a unit move.brbrImagine waking up to the soothing melody of ocean waves, stepping onto your private balcony, and being greeted by the sun-kissed shores of Hilton Head Island. It's not just a dream – it's your reality at Marriott's Grande Ocean, the ultimate coastal escape that promises tranquility, adventure, and memories to cherish forever.brbr ‍♂️ Dive into Endless Delight: Our resort is your aquatic playground! Splash away in three inviting outdoor pools, perfect for family frolics and sunny relaxation. Immerse yourself in our indoor pool oasis, where you can unwind and float your cares away. ‍♀️brbr ️ Your Beachfront Haven Awaits: Feel the powdery sand between your toes as you take leisurely strolls along the pristine shoreline. Build sandcastles with your little ones, soak up the sun, and let the gentle ocean breeze whisk your worries away. ️brbr Sip, Savor, and Celebrate: Delectable dining options await your taste buds right here! Savor mouthwatering dishes at our on-site restaurants, where every bite is a journey of flavors. Raise a toast to unforgettable moments and relish the island's culinary delights. ️ brbr⛳ Play Your Way: Tee up for adventure on our putting green, challenge your friends to a lively game of bocce ball or shuffleboard, and lose yourself in nature's beauty along winding trails. Get your heart pumping at our state-of-the-art fitness center, then reward yourself with a rejuvenating soak in our whirlpool spas. ️‍♀️ ‍♂️brbr Discover Island Wonders: Hilton Head's treasures are right at your doorstep. Explore the vibrant Coligny Plaza Shopping Center, bask in the coastal charm of Folly Field Beach Park, and indulge in retail therapy at the renowned Tanger Outlets. Adventure beckons at every turn!brbr⛵ Sail into Adventure: For the avid golfers, conquer legendary courses like the Harbour Town Golf Links, a challenge that awaits your every swing. Embrace the island's spirit with family bike rides, tennis matches, and hiking expeditions – it's a playground for all ages! ️‍♂️ ‍♀️ brbr Your Dream Villa Awaits: After a day of exploration, unwind in the lap of luxury. Our spacious two-bedroom villas offer a cozy haven with open living spaces, a fully-equipped kitchen, and a balcony that showcases stunning views of resort area. It's your home away from home, designed for your ultimate comfort. brbrTwo-bedroom units sleep a maximum of eight guests. Bedding may vary between 1 King/2 Queen/1 Sleeper Sofa or 1 King/1 Queen/2 Sleeper Sofa.brbrMarriott's Grande Ocean does not guarantee ocean view units. Views are categorized as Courtyard or Close To Beach. Resort may upgrade or downgrade views. Some reservations will receive a complementary view upgrade. All upgraded views are subject to change.brbr Embark on an Unforgettable Journey: Whether you're seeking a romantic getaway, a family adventure, or a friends' retreat, Marriott's Grande Ocean on Hilton Head Island is your passport to paradise. Book now and let the magic of Hilton Head whisk you away on an extraordinary vacation like no other!

Beachfront Paradise@Grande Ocean Resort+Amenities. 2BR

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$947.1

Unveil the Splendor of Hilton Head Island Like Never Before! Imagine waking up to the soothing melody of ocean waves, stepping onto your private balcony, and being greeted by the sun-kissed shores of Hilton Head Island. It's not just a dream – it's your reality at Marriott's Grande Ocean, the ultimate coastal escape that promises tranquility, adventure, and memories to cherish forever.brbrI list my units with as well so Members can enjoy an additional $500-$1000 SAVINGS on certain 7-Night stays. brbrAll Expedia and VRBO reservations require a FRI-FRI, SAT-SAT OR SUN-SUN STAYbrbrSHORT STAYS: I can only provide short stays with . Some stays shorter than 7-Nights *may incur a higher nightly rate. Stays that exceed the 7-Night deed may require a unit move.brbrDive into Endless Delight: Our resort is your aquatic playground! Splash away in three inviting outdoor pools, perfect for family frolics and sunny relaxation. Immerse yourself in our indoor pool oasis, where you can unwind and float your cares away. brbrYour Beachfront Resort Haven Awaits: Feel the powdery sand between your toes as you take leisurely strolls along the pristine shoreline. Build sandcastles with your little ones, soak up the sun, and let the gentle ocean breeze whisk your worries awaybrbrbrYour Dream Villa Awaits: After a day of exploration, unwind in the lap of luxury. brOur spacious two-bedroom villas offer a cozy haven with open living spaces, a fully-equipped kitchen, and a balcony that showcases stunning views of resort area. It's your home away from home, designed for your ultimate comfort. brbrTwo-bedroom units sleep a maximum of eight guests. Bedding may vary between 1 King/2 Queen/1 Sleeper Sofa or 1 King/1 Queen/2 Sleeper Sofa.brbrMarriott's Grande Ocean does not guarantee ocean view units. Views are categorized as Courtyard or Close To Beach. Resort may upgrade or downgrade views. Some reservations will receive a complementary view upgrade. All upgraded views are subject to change.brbrbrWe are chairman owners and our guests have full access to the Marriott's Resort amenities.brbrSip, Savor, and Celebrate: Delectable dining options await your taste buds right here! Savor mouthwatering dishes at our on-site restaurants, where every bite is a journey of flavors. Raise a toast to unforgettable moments and relish the island's culinary delights. brbrPlay Your Way: Tee up for adventure on our putting green, challenge your friends to a lively game of bocce ball or shuffleboard, and lose yourself in nature's beauty along winding trails. Get your heart pumping at our state-of-the-art fitness center, then reward yourself with a rejuvenating soak in our whirlpool spas. brbrDiscover Island Wonders: Hilton Head's treasures are right at your doorstep. Explore the vibrant Coligny Plaza Shopping Center, bask in the coastal charm of Folly Field Beach Park, and indulge in retail therapy at the renowned Tanger Outlets. Adventure beckons at every turn!brbrSail into Adventure: For the avid golfers, conquer legendary courses like the Harbour Town Golf Links, a challenge that awaits your every swing. Embrace the island's spirit with family bike rides, tennis matches, and hiking expeditions – it's a playground for all ages! brbrbrbrEmbark on an Unforgettable Journey: Whether you're seeking a romantic getaway, a family adventure, or a friends' retreat, Marriott's Grande Ocean on Hilton Head Island is your passport to paradise. brbrBook now and let the magic of Hilton Head whisk you away on an extraordinary vacation like no other!

Beachfront Paradise@Grande Ocean Resort+Amenities. 2BR

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$428.2

Found on the third floor of Ketch Court, accessible by elevator, is this stunning one-bedroom villa, overlooking all of Harbour Town – its yachts, signature lighthouse, shops and restaurants…and Calibogue Sound beyond.brbrThe luxe living room, in tranquil hues of cream palm-green and red, features comfortable seating, an armoire with TV and DVD. Through sliding glass doors is a balcony which seats two for enjoying the breathtaking scenery.brbrBacked by a mirrored wall, the dining area features comfortable seating for four at its glass table with a beautiful bronzed light fixture above.brbrAdjacent to the dining room, the kitchen is fully appointed and includes lovely tan and espresso granite countertops, with a pass-through window to the living room.brbrViewing all of Harbour Town, the bedroom is elegant with black wood furnishings and soothing hues of red and cream on the king-sized bed, plus a flat screen TV. With sage walls, the bathroom features stone flooring, a pedestal sink and a tub/shower combination.brbrIn addition to enjoying all of Harbour Town’s amenities just outside, this graceful villa is only a few steps from the Harbour Town Golf Links, the Sea Pines Racquet Club and the Harbour Town Swimming Pool.

858 Ketch Court at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$371.52

-Deer Island Communitybr-Unique Treehouse!br-5 Min Walk to Shops, Restaurants in Harbour Townbr-2 Free Adult Bikes (Valid for stays from 3-21 days)brbrWelcome to 2030 Deer Island, your private treehouse oasis nestled in the serene beauty of Hilton Head Island! Super charming, this home features a downstairs game room for the kids and luxurious outdoor living. Tucked away in a secluded cul-de-sac, this Deer Island sea loft is a mere 5-minute walk to the fun of Harbour Town's shops & restaurants. brbrLiving Spaces:brAn ultimate retreat to unwind, this 2-bed, 2-bath + flex space home has been completely transformed into a coastal oasis. The kitchen has all new appliances, cabinetry, & a glass backsplash. New LVP flows seamlessly throughout the house.brbrAccommodations:brThe primary bedroom has a queen bed and expansive marsh and landscape views, while the guest bedroom features 2 twin beds and a dedicated workspace. Enjoy a new walk-in shower, custom tile, & stylish vanities in the baths, while a luxurious soaking tub awaits. brbrOutdoor:brYou'll love the 3 outdoor decks w/partial marsh & water views for fabulous outdoor entertainingbrbrArea:brEnjoy short bike rides to popular destinations like Coligny Beach, Harbour Town, and the scenic Sea Pines Forest Preserve. The renowned Sea Pines resort offers:brMiles of walking and biking trailsbrThe iconic Harbour Town LighthousebrSea Pines Racquet Clubbr3 championship golf courses, including Harbour Town Links.brWhether relaxing in elegance or exploring Sea Pines' world-class amenities, 2030 Deer Island offers the ultimate Hilton Head getaway. Book now to create unforgettable memories!brbrWhen you book with Hilton Head Properties R & R, your vacation comes with added perks:br-Complimentary Activities & Equipment: Enjoy two bikes, two beach chairs (Memorial Day–Labor Day), and daily activities like golf, mini-golf, and a dolphin tour, with coverage for one person for stays of 3–21 nights. Access to the Sea Pines trolley. Access to Sea Pines Beach Club Beach Access (Labor Day - Memorial Day).br-Luxurious Touches: Relax with plush beach towels and first-morning Starbucks coffee to start your day in style.br-Prompt Maintenance Support: Our full-time maintenance team ensures a hassle-free stay.br-Thoughtful Amenities: We provide high-quality bedding, bath towels, beach towels, and a starter kit with toiletries, detergents, and paper products to make packing easier. Entry is keyless. br-Please, no pets allowed!brChoose us for a worry-free vacation filled with comfort, convenience, and unforgettable memories. Let us help make your dream getaway a reality!

Private Vacation Home

Unique, Secluded Family Treehouse | Private Decks, Marsh Views, Bikes

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$1040.64

to enjoy on our elegant - at ’ — a refined oceanfront retreat where Low country charm meets effortless coastal luxury.brbrUnlock - & :brbr ($500–$1000 7- ) OR submit a for SHORT STAYS/SINGLE NIGHT REQUESTSbrbrWe may have Multiple Units available for your dates and can provide special rates for multiple bookings. Offer only available with .brbr :brReservations are offered in - ( – , – , – ).brShorter or non-standard stays may require a unit move or adjusted nightly rate.brbr & brbrExperience the natural beauty of Hilton Head Island from Marriott’s Grande Ocean — a lush, oceanfront resort known for its wide sandy beaches, landscaped grounds, and relaxed coastal elegance.brbrIdeally located near the island’s most sought-after attractions, guests enjoy access to championship golf courses, scenic biking trails, tennis facilities, and a vibrant yet refined coastal culture. From sunrise walks along the Atlantic shoreline to sunset evenings on your private balcony, every moment is designed for ease and comfort.brbr brbrMarriott’s Grande Ocean offers a well-balanced blend of recreation and relaxation, making it one of Hilton Head’s most established and desirable vacation destinations.brbrResort Highlights:br• Direct beachfront access with private boardwalksbr• Multiple outdoor pools, heated lap pool, and indoor poolbr• Children’s pool and splash areasbr• Seasonal oceanfront dining at Loggerhead Landing Bar & Grillebr• Full-service spa offering massage and wellness treatmentsbr• Fitness center with cardiovascular and strength equipmentbr• Tennis courts, bocce, shuffleboard, cornhole, and putting greenbr• Crow’s Nest Owners’ Loungebr• Barbecue grills and picnic areasbrbr – - brbrDesigned as a true residential-style retreat, your villa offers spacious interiors, thoughtful design, and all the comforts of home.brbr :brApproximately 1,380 sq. ft. | Sleeps up to 8 guestsbrbr :br• One King bedbr• En-suite bathroom with soaking tub and separate showerbrbr :br• Bedding may vary: One Queen bed + Sleeper Sofa OR Two Queen bedsbrbr :br• Queen Sleeper Sofabr• Dining area, flat-screen TV, and private balcony or patiobrbr & - :br• Full kitchen with oven, stove, refrigerator, dishwasher, microwavebr• Cookware, dishware, utensils, coffee maker, and toasterbr• Washer and dryerbr• High-speed WiFi and cable televisionbr• Iron, ironing board, and in-room essentialsbrbr & brVRBO RATES DEFAULTED TO STANDARD COURTYARD/GARDEN VIEW. Requests for view upgrade must be received PRIOR to booking which may require a higher nightly rate.brbr• Views are categorized as Courtyard or Close to Beachbr• Marriott’s Grande Ocean does not guarantee ocean view villasbr• Building location and view may vary and are assigned by the resort at check-inbr• Bedding configurations may vary slightly by unitbrbr , , .brbr & brbrHilton Head Island is internationally recognized for its exceptional golf and outdoor lifestyle.brbrNearby courses include Harbour Town Golf Links, Arthur Hills Golf Course, Golden Bear Golf Club, and additional courses at Shipyard, Port Royal, and Oyster Reef. Tee times and pricing are subject to availability.brbrGuests can also enjoy biking trails, beach activities, tennis, and a wide variety of water sports throughout the island.brbr & brbrUnwind at the on-site spa offering massage therapy, body treatments, and wellness services designed to enhance relaxation during your stay. Additional spa experiences are available nearby through local providers.brbr brbrLoggerhead Landing Oceanfront Bar & Grille offers seasonal outdoor dining and beverages in a relaxed beachfront setting, typically available from March through November.brbr brbrThe resort is undergoing elevator enhancements through July 2026. Up to two elevators may be closed at a time within individual buildings. Guests should anticipate intermittent construction activity and related noise during this period. Renovation schedules are managed directly by the resort and may change.brbr brbr• Access to verified owner-direct inventorybr• Meili-approved listings curated for quality and reliabilitybr• Exclusive member-only pricing and savings opportunitiesbr• Ability to request custom stays beyond standard inventorybr• Dedicated support through the platform

: Beachfront Paradise at Grande Ocean Resort +Amenities

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$150.75

This offer is only valid in 7 Night Intervals on a Sunday to Sunday schedule. All other offers cannot be accommodated. brbrTucked away among miles of white sugar sand beaches, Island Links Resort on Hilton Head Island welcomes you to one of America's premier leisure destinations. Priority tee times are available to resort guests at nearby gold courses. Guests can use the improved and updated Fitness Center located on the second floor of the Island Links Clubhouse. Explore the miles of island-wide bike and leisure trail pathways connect to the resort, or simply relax and gaze out over the lagoon. brbrExpand your mind on white-sand beaches, channel your energy on the golf course, or just relax at our historic Port Royal Plantation resort. Colonial plantations, Indian relics, and historical landmarks that pre-date the Revolutionary and Civil Wars provide a glimpse into the birth of a nation. Explore the past through the ancestral homes of the indigenous American Indian tribes and discover the significant colonization of the first English settlements of the New World. No matter when you visit, stunning scenery greets every season with kaleidoscopic hues enveloping majestic mountains and Atlantic Ocean waterways gracing Virginia and South Carolina. Guests can also use the improved fitness center located in the Island Links Clubhouse. There is also complimentary beach shuttle from April 1st through September 30th. brbrUnit Description brbrIsland Links by Coral Resorts features luxurious two- and three-bedroom condominiums featuring golf course views. Lovely, fully furnished accommodations welcome you with stylish decor, whether you are planning a romantic getaway or an exciting family vacation. All accommodations have full kitchen facilities that include microwaves, dishwashers, and washer/dryers. brbrYour 2 Bedroom Suite will accommodate up to 6 people and have a full kitchen. Standard sleeping accommodations include 1 King Bed in the Master Bedroom, 2 Twin Beds in the Second Bedroom, and 1 Queen Sleeper Sofa in the Living Area. (Please note: Photos are representations of the units provided and the actual unit is assigned by the resort at check-in.) brbrAdditional Information brbrCar Rental (Offsite 1 Miles)brFitness Center (Offsite 1 Miles)brJacuzzi/Hot tub (Onsite)brLaundry facilities (Onsite)brMedical facility (Offsite 1 Miles)brPoolside bar (Yes)brSalon (Offsite 1 Miles)brSauna (No)brSwimming pool (Onsite)brbrComplimentary beach shuttle from April 1st through September 30th. brbrComplimentary beach shuttle from April 1st through September 30th.brbr**The resort fee will have local taxes collected with them at the resort.**brbrPool Bar with light snacks, sodas and alcoholic beverages is open from Memorial Day Weekend to Labor Day brbrIMPORTANT INFORMATION:brGuest checking in must be at least 21 years of age. Resort will require a credit card imprint of $200 for a security deposit.

Condo

Island Links Resort - 2br suite - Sunday check-in

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$240.9

Brand New November 2019 renovated town home with gorgeous kitchen and baths directly next to Sea Turtle Market place, grocery shopping, movie theater. Coffee next door. Beach only 5 minutes away and Shelter Cove Marketplace 2 miles. Restaurants 1 block away. Great and Large place to stay for those looking to be near the beach and shopping. This is located within a residential community but perfectly placed near everything Hilton Head has to offer.

Private Vacation Home

#82 Spectacular Condo Ideal Location 2BDR/2Parking

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$264.6

Welcome to CAROLINA BREEZE, a refreshingly designed Vacation Ready Services condo located at Hilton Head Island Beach & Tennis Resort! Located on the 3rd floor of Tennis Villa A, this 2 bed & 2 bath retreat is the perfect location for the whole family. No expense was spared when renovating this property. The bedroom suite includes a relaxing bed, flat screen Smart TV, and chic decor. Need room to squeeze in more guests Take advantage of the sleeper sofa in the living room. The bathrooms are spacious and make it easy to wash off the sand from your day at the beach. The kitchen has all full sized appliances that include a dishwasher, fridge, stove/oven, and sink. The kitchen is open to a beautifully designed living room with another Smart TV as well as cable. Step out in the morning to the serene lagoon facing 3rd floor balcony. You’ll love to have coffee in the morning and listen to the wildlife. While you are here, you'll have private WiFi and all the essentials to make your stay comfortable - including starter supplies such as dish soap/detergent, trash bags, laundry detergent, toilet paper, paper towels, and bathing towels for your convenience. We provide enough bathing towels for each guest during your stay. Please do not use these on the beach! If you find yourself running low on towels, please utilize the on-site laundry area. You will have to go to the convention center (the building to the left as you enter the resort) and purchase a money card for the laundry area. Each load of laundry will cost $3.00.brbrThe resort itself is also packed with amenities: For those who love staying active, there are lighted tennis and pickleball courts, a playground, bike rentals, and the largest pool on Hilton Head Island! There is also another pool near Admiral's Row. After a day of fun in the sun, you can grill up a feast at the designated grilling area. Jamaica Joez is one of the most popular tiki bars on the island and is unmatched during the warmer months! With a full menu to an extensive drink menu, Jamaica Joez is an absolute hit. It is also located right next to the pool as well as the private boardwalk to Folly Field Beach! Beach gear is also provided! brbrThe Breeze trolley service runs every 30 minutes and has a stop at the resort. It starts back up again in March and will run until around Labor Day. It is available from 1PM-10PM during the week and 1PM-11PM on Friday & Saturday.brbrThis resort has a strict NO PETS policy. This condo is NON-SMOKING or VAPING and it is prohibited at the resort.brbrPlease let us know how many car passes you need (limit 2).

Carolina Breeze - 3rd Floor Tennis Villa @ HHBT!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$1049.4

to enjoy on our elegant - at ’ — a refined oceanfront retreat where Low country charm meets effortless coastal luxury.brbrUnlock - & :brbr ($500–$1000 7- ) OR submit a for SHORT STAYS/SINGLE NIGHT REQUESTSbrbrWe may have Multiple Units available for your dates and can provide special rates for multiple bookings. Offer only available with .brbr :brReservations are offered in - ( – , – , – ).brShorter or non-standard stays may require a unit move or adjusted nightly rate.brbr & brbrExperience the natural beauty of Hilton Head Island from Marriott’s Grande Ocean — a lush, oceanfront resort known for its wide sandy beaches, landscaped grounds, and relaxed coastal elegance.brbrIdeally located near the island’s most sought-after attractions, guests enjoy access to championship golf courses, scenic biking trails, tennis facilities, and a vibrant yet refined coastal culture. From sunrise walks along the Atlantic shoreline to sunset evenings on your private balcony, every moment is designed for ease and comfort.brbr brbrMarriott’s Grande Ocean offers a well-balanced blend of recreation and relaxation, making it one of Hilton Head’s most established and desirable vacation destinations.brbrResort Highlights:br• Direct beachfront access with private boardwalksbr• Multiple outdoor pools, heated lap pool, and indoor poolbr• Children’s pool and splash areasbr• Seasonal oceanfront dining at Loggerhead Landing Bar & Grillebr• Full-service spa offering massage and wellness treatmentsbr• Fitness center with cardiovascular and strength equipmentbr• Tennis courts, bocce, shuffleboard, cornhole, and putting greenbr• Crow’s Nest Owners’ Loungebr• Barbecue grills and picnic areasbrbr – - brbrDesigned as a true residential-style retreat, your villa offers spacious interiors, thoughtful design, and all the comforts of home.brbr :brApproximately 1,380 sq. ft. | Sleeps up to 8 guestsbrbr :br• One King bedbr• En-suite bathroom with soaking tub and separate showerbrbr :br• Bedding may vary: One Queen bed + Sleeper Sofa OR Two Queen bedsbrbr :br• Queen Sleeper Sofabr• Dining area, flat-screen TV, and private balcony or patiobrbr & - :br• Full kitchen with oven, stove, refrigerator, dishwasher, microwavebr• Cookware, dishware, utensils, coffee maker, and toasterbr• Washer and dryerbr• High-speed WiFi and cable televisionbr• Iron, ironing board, and in-room essentialsbrbr & brVRBO RATES DEFAULTED TO STANDARD COURTYARD/GARDEN VIEW. Requests for view upgrade must be received PRIOR to booking which may require a higher nightly rate.brbr• Views are categorized as Courtyard or Close to Beachbr• Marriott’s Grande Ocean does not guarantee ocean view villasbr• Building location and view may vary and are assigned by the resort at check-inbr• Bedding configurations may vary slightly by unitbrbr , , .brbr & brbrHilton Head Island is internationally recognized for its exceptional golf and outdoor lifestyle.brbrNearby courses include Harbour Town Golf Links, Arthur Hills Golf Course, Golden Bear Golf Club, and additional courses at Shipyard, Port Royal, and Oyster Reef. Tee times and pricing are subject to availability.brbrGuests can also enjoy biking trails, beach activities, tennis, and a wide variety of water sports throughout the island.brbr & brbrUnwind at the on-site spa offering massage therapy, body treatments, and wellness services designed to enhance relaxation during your stay. Additional spa experiences are available nearby through local providers.brbr brbrLoggerhead Landing Oceanfront Bar & Grille offers seasonal outdoor dining and beverages in a relaxed beachfront setting, typically available from March through November.brbr brbrThe resort is undergoing elevator enhancements through July 2026. Up to two elevators may be closed at a time within individual buildings. Guests should anticipate intermittent construction activity and related noise during this period. Renovation schedules are managed directly by the resort and may change.brbr brbr• Access to verified owner-direct inventorybr• Meili-approved listings curated for quality and reliabilitybr• Exclusive member-only pricing and savings opportunitiesbr• Ability to request custom stays beyond standard inventorybr• Dedicated support through the platform

Beachfront Paradise at Grande Ocean Resort+Amenities, 2BR

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$207.24

Located in Hilton Head Island, this adorable apartment offers a peaceful retreat for guests. With two bedrooms featuring a queen bed and a twin bed, plus a cozy living room with a sofa bed, there’s plenty of space to relax. Two bathrooms include a bathtub and hair dryer, making your stay comfortable and convenient. Guests can enjoy air conditioning and heating to suit any season. Whether you’re unwinding after a day of exploring or simply enjoying quiet moments inside, this awesome spot has you covered. We think our place will help you experience everything Hilton Head Island has to offer.

Apartment

Cozy 2-bedroom apartment in tranquil Hilton Head Island with Pool Private Beach

Bed

Bath

Sleeps

Select Dates for Price

Step out the front door to the pool and whirlpool. (with a separate children's pool) Walk 5 minutes to the beach. Easy access to all Palmetto Dunes amenities--golf, tennis, biking. Sit on the back patio that overlooks the Lagoon. 3 bedrooms each with its own private bath plus a half bath on the first floor. Living room and Master bedroom with Smart TV's. All other bedrooms have cable TV. Kitchen has granite counters and stainless steel appliances. Very well stocked kitchen. 2 King beds. 3rd bedroom has 2 Twin beds. LARGER GROUPS Ask owner about adjacent unit.

Steps from the beach....s

Hilton Head Island, South Carolina, United States

3

Bed

Bath