Hilton Head Island

No. 121

1981 St. Andrews Common

Villa

2 bedroom sleeps 5 private pool

Pet Friendly 2 BD/2 BA Palmetto Dunes Villa. Sleeps 5. Free Bikes. Proudly hosted this is truly one of the most special St. Andrews Villas available, an exceptional end-unit retreat offering a custom elevated “treehouse” perspective overlooking lush natural landscape and the golf course beyond. Tucked into a quiet, private section of the complex with no one above you and friendly neighbors beside you, this villa delivers peaceful Lowcountry serenity while placing you right in the heart of everything. Inside, the completely reconstructed kitchen is impressively spacious and outfitted with new appliances, perfect for everything from casual breakfasts to evening entertaining.

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No. 122

Oceanfront Villa and Bicycles - Stunning Coastal Escape

Villa

1 bedroom sleeps 4 shared pool

1 Bedroom, 1 Bath, Sleeper Sofa. Oceanfront Villa, Sleeps 4, Fully Renovated Proudly hosted. Discover your own piece of paradise at The Breakers, the ultimate destination for experiencing the very best of Hilton Head Island. This oceanfront villa offers unmatched convenience, just steps from the beach, the community pool, and only a one-minute walk to the vibrant shopping, dining, and entertainment of Coligny Plaza, affectionately known as “Hilton Head’s Downtown.” Step inside and indulge in the recent updates throughout this beautifully refreshed villa.

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No. 123

Oceanfront Villa with Beach Chairs and Bicycles - Stunning Coastal Retreat

Villa

1 bedroom sleeps 6 private pool

1 Bedroom, 1 Bath, Bunk Beds. Oceanfront Villa, Sleeps 6 Proudly hosted. Indulge in a beach lover’s dream at this stunning Breakers villa, where every detail has been thoughtfully designed to elevate your Hilton Head experience. The master bedroom features a comfortable Queen bed surrounded by beautifully crafted built-in storage, creating a warm and cozy retreat. Additional sleeping accommodations include two bunk beds or a sleeper sofa, allowing the villa to sleep up to six guests (maximum of three adults), perfect for families or small groups seeking an unforgettable island escape.

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No. 124

Oceanfront Villa and Stunning Views - Luxurious Coastal Retreat

Villa

1 bedroom sleeps 4 private pool

Villa, 1 Bedroom, 1 Bath, Sleeps 4 Welcome to Hilton Head's premiere 1-bedroom direct oceanfront villa, proudly presented where luxury meets coastal charm in this fully renovated penthouse corner unit. Located on the top floor, this villa provides wider ocean views than other properties, along with an additional window for more natural light. As you enter, the modern and open space welcomes you with a floor-to-ceiling renovation featuring subway tile, brushed nickel finishes, and chic beach hues. Open the door to your balcony and be captivated by the soothing sound of waves, the expansive view of the Atlantic, and the renowned beaches of Hilton Head just steps away.

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No. 125

Oceanfront Pool and Beach Access - Exquisite Family Retreat

House

8 bedroom sleeps 24 private pool

There is no need to look any further than oceanfront Beachside Bliss for your next family reunion or getaway, as this one-of-a-kind, 8,000-square-foot luxury home will spoil everyone lucky enough to come along. Welcome to this distinctive vacation property managed locally. There is no need to look any further than oceanfront Beachside Bliss for your next family reunion or friends’ getaway, as this one-of-a-kind, 8,000-square-foot luxury home will spoil everyone lucky enough to come along! As soon as the sun comes up, your days will be filled with island fun in the oceanfront pool with a spa and a hot tub. A few feet away, the private beach access will be the cherry on top for beach lovers.

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No. 126

Oceanfront Access and Community Pool - Beautiful Coastal Villa

Villa

2 bedroom sleeps 5 shared pool

Villa, 2 Bedroom, 2 Bathroom, Sleeps 6 Proudly hosted this beautifully updated 2-bedroom, 2-bathroom Ocean Club villa offers comfort, style, and the perfect beachside location. Just a one-minute walk from the sand, the villa features an open-concept main living level where the kitchen flows seamlessly into the dining and living areas. The dining space accommodates six at the table, with an additional four seats at the breakfast bar, while the living area offers ample seating and a large flat-panel TV. Step out onto your private patio to enjoy the fresh ocean air and serene surroundings. Upstairs, the master bedroom boasts a king-size bed and an en-suite bathroom for privacy and convenience.

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No. 127

Luxury Coastal Home, Pool & Hot Tub on Hilton Head

House

3 bedroom sleeps 8 private pool

3 Rum Row, Welcome to 3 Rum Row, your elegant Lowcountry retreat in Hilton Head’s Palmetto Dunes Oceanfront Resort. This beautifully remodeled home features a new kitchen, bright Carolina room with a wall of windows, and a stunning saltwater pool and spa. With a charming courtyard, spacious detached garage, and exclusive resort amenities nearby, this home blends modern luxury with Southern charm. Book your stay today! Discover unparalleled Lowcountry charm at 3 Rum Row in Hilton Head’s prestigious Palmetto Dunes Oceanfront Resort. This timeless retreat is a blend of elegance, sophistication, and modern comfort - ready to be your perfect island escape.

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No. 128

Community Swimming Pool and Free Bikes - Charming Island Haven

Villa

2 bedroom sleeps 8 private pool

2 Bedroom, Pet Friendly Villa. Hosts 8. Free Bikes & Beach Chairs Proudly hosted this inviting 2-bedroom, 2.5-bath villa in the heart of Palmetto Dunes offers the perfect blend of comfort, convenience, and resort-style living. Accommodating up to 8 guests, this pet-friendly retreat is just a short stroll from the beach and the oceanfront Dunes House, placing you in one of Hilton Head Island's most desirable destinations.

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No. 129

10 Cassina Lane

House

5 bedroom sleeps 12 private pool

Charming Completely Renovate 5 bedroom/4.5 bathroom oceanfront with private pool and boardwalk to the beach Welcome to this distinctive vacation property managed locally. This stunning, brand-new property was just completed in June 2025 and is ready to welcome its very first guests! The heart of the home lies upstairs, where the main living room impresses with vaulted ceilings and a wall of windows that flood the space with natural light. A plush sectional, coffee table, and accent chairs create a stylish, inviting area that flows into the dining space. The large wood table seats eight and is surrounded by woven-back chairs and open shelving.

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No. 130

Ocean and Marsh View Home with private pool, dog friendly, beachfront

House

6 bedroom sleeps 16 private pool

Collier Court 4 Welcome to your dream getaway in Hilton Head, SC! Just 50 feet from the beach path, this stunning house offers breathtaking views of both the ocean and marsh, making it the perfect retreat for families and friends. With 6 spacious bedrooms and 6.5 bathrooms, each equipped with its own private bathroom, everyone can enjoy their own space while still being together. The residence boasts three ocean-view porches where you can sip your morning coffee or unwind with a glass of wine as the sun sets. Dive into the heated private pool for a refreshing swim or challenge your loved ones to a game of ping pong. The home is dog-friendly, so your furry companions can join in on the fun!

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No. 131

Stunning oceanfront home with pool, private boardwalk, decks, & elevator

House

6 bedroom sleeps 16 private pool

Dune Lane 105 If you’ve been planning a group getaway to Hilton Head but haven’t yet found the perfect place, stop scrolling - here it is. With an unbeatable oceanfront location just two miles from Coligny Beach Park, beach access via your own boardwalk, two enormous wraparound decks, a pool, and stunning ocean views from the main areas of the home, you’ll feel like you’ve stumbled into your own private paradise. Thoughtful upgrades include a remodeled kitchen with all new top-of-the-line appliances, new countertops, and brand-new cabinets.

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No. 132

Stunning Oceanfront Hideaway with Private Pool, Deck, and Yard - Dogs Welcome

House

5 bedroom sleeps 14 private pool

Paradise *Please read our important pool heat information to help you have the best vacation possible!* This property has a pool that can be heated between Labor Day and Memorial Day for an additional fee of $69/night. You MUST notify management at least seven days in advance of your arrival if you would like to purchase pool heat. If the outside temperature is colder than 55 degrees, the pool will not be able to maintain a warmer temperature. If the pool does not reach your desired temperature but is still warming, refunds will NOT be given. Enjoy the tropical landscape and the first floor elevated balcony ocean views, which span the entire width of this dog-friendly home.

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No. 133

Beachfront beauty with pool access fireplaces, jetted tub, balconies, & WD

House

5 bedroom sleeps 10 shared pool

Sea Pointe This elegant five-bedroom home is just steps away from Singleton Beach and the shared community pool! Bring the whole family and create sun-soaked, lifelong memories in Hilton Head. When your toes aren't dug into the warm white sand, check out Folly Field Beach Park, the Arts Center of Coastal Carolina, the Coastal Discovery Museum, the Harbour Town Lighthouse, and Harbour Town Golf Links. When you're ready to relax, your home away from home will welcome you with open arms! Kick up your feet and tune into your favorite TV shows and movies in the spacious living room. When extra warmth is needed, turn on the gas fireplace.

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No. 134

Beachfront home with private pool, expansive deck & breathtaking views

House

5 bedroom sleeps 12 private pool

Dunes House Enjoy life at the beach at Dunes House! This home has impressive views of the beach and the Atlantic Ocean. The open living space on the second floor has living, dining, and a well-equipped kitchen that all look out to the Atlantic. Enjoy a cookout on the large deck off of the second floor or unwind on the screened porch. The first floor has a second living area leading out to the pool that can be heated for an additional fee. Surf and sand are a few steps away using the beach path next to the home. The modern Coligny Beach Park area provides benches, swings, restrooms, and changing rooms for beachgoers.

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No. 135

Endless Tides - Marshfront Lands End Retreat. Pool Across Street. 500 Feet to Beach Access

Townhouse

4 bedroom sleeps 8 shared pool

Endless Tides - Marsh Views, Ocean Glimpses, Steps to the Beach & Pool. Hilton Head Island, SC 29928 Welcome to Endless Tides, a beautifully positioned 4-bedroom, 3-bath coastal retreat tucked inside the exclusive gated community of Lands End within Sea Pines. Perfectly situated between Braddock Cove and the Atlantic Ocean, this attached single-family home offers expansive marsh views from nearly every rear-facing room, ocean glimpses from the upper level, the community pool directly across the street, and beach access less than 500 feet away. The location is truly special.

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No. 136

Oceanfront Villa with kitchen, balcony, patio shared pool and trails

Villa

4 bedroom sleeps 10 shared pool

Sound Villas 1454 Wake up to sweeping ocean views in this beautiful Sea Pines retreat, an inviting 4-bedroom, 4-bathroom home perfectly designed for relaxing coastal getaways. With direct beach access, you can spend your days strolling the shoreline, soaking up the sun, or watching dolphins play in the waves. Inside, the home features an open, airy layout with plenty of natural light and comfortable spaces to unwind. The full kitchen is equipped with everything you need for effortless vacation cooking, and the adjacent dining and living areas make gathering together easy.

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No. 137

Beachfront getaway with WiFi, pools, hot tub, gym, washer dryer, & central AC

Villa

3 bedroom sleeps 9 private pool

Island Club 5101 Heed the call of the beach at this ground-floor, oceanfront condo in the peaceful, 27-acre Island Club of Hilton Head! Outside, your furnished patio is perfect for morning coffee - courtesy of the Keurig and provided K-cups - or evening cocktails, courtesy of the wet bar just inside. Elsewhere in your open, comfortably furnished condo you'll find a well-equipped, full kitchen ready for any task from making a quiche to pouring a bowl of cereal - you're on vacation, after all. Dine together at the table for eight or keep it casual and pull up a barstool. In the evening, settle down on the cheerful, striped sofas and watch a little TV before bed.

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No. 138

Luxury Direct Oceanfront 3BR Panoramic Ocean Views

Villa

3 bedroom sleeps 10 private pool

Island Club 5401 Luxury Oceanfront Retreat. Panoramic Views from Every Bedroom Experience coastal luxury at its finest in this completely renovated 3-bedroom, 3-bath oceanfront condominium. Perfectly situated on the 4th floor, this premier beachfront retreat offers breathtaking panoramic ocean views, direct beachfront access, and upscale finishes throughout. From the moment you enter, you'll be captivated by the stunning ocean vistas visible from the living area dining, kitchen and all three bedrooms. Every detail has been thoughtfully redesigned, featuring brand-new furnishings, designer finishes, custom plantation shutters, and a bright, sophisticated coastal aesthetic.

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No. 139

Beachfront villa near golf with pool, hot tub, & balcony - snowbird-friendly

Villa

2 bedroom sleeps 6 private pool

Spa on Port Royal Sound 1123 Boasting a convenient location on Hilton Head Island, as well as many amenities you're sure to appreciate, make this charming villa your next vacation retreat! This beachfront home is a veritable haven for golfing enthusiasts, so be sure to bring your clubs and try your hand at the numerous courses nearby. For even more mellow days, a short drive will take you to beaches for comfy lounging and parks for scenic strolls. The island also sports a number of museums for guests who want to sate their intellectual curiosity and local restaurants for those who are hungrier in a traditional sense.

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No. 140

2BR Queen's Grant Villa in Palmetto Dunes, Modern Furnishings, Prime Location, Community Pool!

Villa

2 bedroom sleeps 7 shared pool

763 Queens Grant is a beautifully styled, laid-back pet friendly villa tucked inside the gated community of Palmetto Dunes, where the days are easy, the evenings are even easier, and coming home after a long day at the beach feels like the best part of the whole trip. From the moment you walk through the door, the soaring vaulted ceiling with exposed beams sets the tone, this isn't your average vacation rental. The open living and dining space is generous, airy, and made for togetherness, with a large sectional sofa that the whole group will be fighting over by day two.

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No. 141

Oceanfront, 3rd floor villa with corner balcony, pool and beach access

Villa

2 bedroom sleeps 6 private pool

Sea Cloisters 311 Immerse yourself in the soft blues of the ocean both inside and out at this oceanfront condo in the Sea Cloisters. Wake up each morning to a panoramic view of the Atlantic, sit down for breakfast on your breezy corner balcony, and spend the day swimming, surfing, and beachcombing downstairs. The Sea Cloisters is an oceanfront property that sits directly adjacent to Folly Field Beach Park on the scenic shores of Hilton Head Island. Its 25 acres include a beachfront swimming pool, a kiddie pool, a grilling area, bike paths, and direct access to the sandy beach.

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No. 142

First Floor, Oceanfront Condo with Free WiFi, Balcony, Shared Hot Tub, Pool, Sauna

House

2 bedroom sleeps 8 private pool

Villamare 1103 This coastal-themed and newly renovated condo in Palmetto Dunes offers amazing ocean and pool views! The first-floor location will make this condo accessible for everyone! Gain access to the balconies from both bedrooms, as well as the living room. This open floor plan allows for breathtaking views from every room. The living room features a flatscreen TV with a queen sleeper sofa. The main bedroom features a king with a private bathroom with a beautiful walk-in shower and flatscreen TV. The guest bedroom has two queens with coastal chic furniture, an updated walk-in shower, and flatscreen TV.

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No. 143

Beachfront escape with pools, hot tub, WiFi, washer dryer, & central AC

Villa

2 bedroom sleeps 8 private pool

Island Club 2103 Escape to the beach at this beautifully situated ground-floor, oceanfront condo in the peaceful, 27-acre Island Club on Hilton Head Island. Perfect for a relaxing coastal getaway, this charming retreat offers the ideal blend of comfort, convenience, and resort-style amenities. Step outside to your private furnished patio, where you can enjoy the fresh ocean breeze, listen to the waves, and soak up the beautiful South Carolina sunshine. Inside, you’ll find a bright and welcoming living space designed for relaxation. The well-equipped full kitchen has everything you need to prepare anything from your morning coffee to delicious home-cooked meals after a day at the beach.

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No. 144

51 Ocean Club

Villa

2 bedroom sleeps 6 private pool

Oceanfront Villa in S.Forest Beach. 2BD/2BA/Hosts 6 Proudly hosted this oceanfront villa in the heart of South Forest Beach offers the ultimate beachfront getaway with unbeatable convenience and coastal charm. Located on the main floor, this beautifully appointed 2-bedroom, 2-bath villa accommodates up to 6 guests and allows you to park right outside your door, unload with ease, and enjoy the comfort of single-level living throughout your stay. Designed with inviting nautical and coastal-inspired décor, the villa immediately sets the tone for a relaxing beach vacation the moment you step inside.

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No. 145

Dont Worry, Beach Happy 1BR Oceanview King Bed Villa in HHBT Resort

Villa

1 bedroom sleeps 4 private pool

HH Beach & Tennis 233C Wake up to breathtaking, unobstructed ocean views in this coastal chic villa at the ever popular Hilton Head Beach & Tennis Resort. Perfect for couples or small families, this newly listed retreat is literally steps to the beach. Start your mornings with coffee on the private balcony as the sun rises over the Atlantic, and unwind in the evenings with a brand new 55” Smart TV, high speed WiFi, and central AC comfort. Step inside to a well equipped kitchen with stainless steel appliances and granite countertops, refresh in a full bathroom with a tub/shower combo, and stretch out in a plush king bed and sleeper sofa.

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No. 146

309 Breakers

Villa

1 bedroom sleeps 6

Ocean Views. Walk to Everything! 1BD/1BA/Hosts 5. Free Bikes! Proudly hosted this beautifully remodeled oceanfront villa in the heart of North Forest Beach offers breathtaking Atlantic views, modern coastal style, and an unbeatable walk-everywhere location. Situated in an end-unit at the popular Breakers community, this inviting retreat accommodates up to 5 guests and is the perfect home base for couples, small families, or friends looking to experience the very best of Hilton Head Island. Inside, the bright, open-concept living space is designed to maximize the spectacular ocean views.

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No. 147

231 Breakers

Villa

1 bedroom sleeps 5 private pool

Oceanfront Dream Villa in North Forest Beach! Free Bikes and Close to Everything! Proudly hosted this bright and inviting oceanfront villa offers the perfect blend of comfort, convenience, and coastal charm in the heart of North Forest Beach. With beautiful natural light and a relaxed beachy feel throughout, this one-bedroom retreat is designed to make your island getaway effortless from the moment you arrive. The thoughtfully arranged layout includes a comfortable bedroom with a queen bed, a sleeper sofa in the living room, and a cozy twin bed tucked into the hall area, perfect for small families or groups.

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