Vacation Villa Rentals By Owner In Hilton Head Island, SC

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.brbrThis waterfront villa in Sea Pines offers a blend of coastal charm and relaxed sophistication, with sweeping views of the Calibogue Sound from nearly every angle. Designed to host family and friends, the stunning villa features three bedrooms, two and a half bathrooms, and thoughtfully designed spaces that make it as ideal for gathering as it is for quiet retreats.brbrStepping inside, you’re welcomed by a bright, open floor plan. Just beyond the entry, the dining space is perfectly positioned for group meals, complete with a built-in wet bar for evening cocktails. Flowing seamlessly from here is the living room, where floor-to-ceiling windows frame the sound and flood the space with natural light. Comfortable seating and a large smart TV make this room equally suited for movie nights or peaceful afternoons, while sliding doors open to a balcony with views of both the water and the community pool.brbrThe kitchen sits adjacent to the living area and was designed with entertaining in mind. A large island with bar seating, stainless steel appliances, a coffee station, and a wine fridge provide everything you need, whether preparing a full dinner or setting up for a casual happy hour. The kitchen also offers direct access to the balcony, creating the perfect setting for dining al fresco with the sound as your backdrop.brbrBedroom one is located just off the main living area and offers a queen bed, smart TV, and convenient access to the half bath near the entrance. Bedroom two sits on the opposite side of the villa with another queen bed and smart TV, along with its own private ensuite bathroom featuring a walk-in shower. Bedroom three is the primary suite, a serene retreat tucked at the end of the hall with a king bed, smart TV, and private balcony overlooking the sound. The ensuite bathroom feels like a spa with a soaking tub, walk-in shower, and double vanity, complemented by two spacious walk-in closets.brbrWith multiple balconies, abundant natural light, and direct access to the community pool and shoreline, this villa is perfectly positioned to take in the beauty of Sea Pines. Whether you’re sipping morning coffee while watching the sunrise, enjoying cocktails at sunset, or gathering indoors for a cozy evening, every detail of 1922 South Beach Club is designed to make your stay unforgettable.brbrKey Features:br•Proximity to the beach: Oceanfront Villa to Calibogue Soundbr•Access to community poolbr -The community pool at South Beach Club is open to guest use from March 1st - November 30th.br•Sea Pines Amenitiesbr•Pets are not allowedbrbrRent price includes: Rental Rate, Hospitality Program, Beach Gear Credit, Booking Processing Fees, and Departure Clean. Your Luxury Concierge is included with no additional cost.brbrAccount #/STR Permit # 076854

Stunning 3 Bedroom villa with incredible views of the Calibogue Sound!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$225.2

Summary:brbrEasy Bike Ride or Walk to the Beach! All the comforts of home in our 2 Bedroom Colonnade Club Villa in Shipyard!brbrbrbrSpacious ground floor villa nestled within a quiet, serene landscape of oak trees & spanish moss with bike paths leading you to the beach. Colonnade Club features a pool and hot tub with expansive sun deck for ultimate relaxation. Our sleeps 6-villa is a great home away from home!brbrbrbrThe Space:brbrWelcome to 145 Colonnade Club ~ Your Shipyard Getaway!brbrbrbrSpacious 2-Bedroom Villa with Resort Amenities & Beach AccessbrbrbrbrRelax and unwind in this beautiful 2-bedroom, 2-bath villa located in the prestigious Colonnade Club of the world-class Shipyard Community. With its spacious layout, thoughtful amenities, and prime location, this 1,175 sq. ft. single-story villa is the perfect destination for families, couples, or small groups seeking a serene Hilton Head escape.brbrbrbrVilla Features:brbrMaster Suite: King-sized bed, private ensuite bath, oversized closet, and ample dresser storage. Desk and chair for a designated work space.brbrGuest Bedroom: Queen-sized bed, closet, dresser, and Smart TV.brbrOpen Living Area: Comfortable seating, Smart TV, and queen sleeper sofa for additional sleeping accommodations (sleeps up to 6) with brand new flooring throughout!brbrFully Equipped Kitchen: Chef’s kitchen with plenty of counter space, cookware, and a pantry for all your needs.brbrOutdoor Living: Cozy, covered back deck perfect for morning coffee or evening cocktails, with BBQ grills conveniently located near the pool and bike path.brbrAdditional Amenities: Cable TVs, board games, books, fresh linens, towels, and starter essentials. Full-sized washer and dryer in a dedicated laundry room off the kitchen.brbrCommunity Amenities:brbrPool & Hot Tub: Relax at Colonnade Club’s pool, hot tub, and sundeck, just steps from your villa. Pool OPEN April-October. Community gas grills.brbrBeach Access: A scenic 10–15 minute walk down shaded bike paths brings you to Hilton Head’s pristine beaches.brbrbrbrNo Smoking. No Pets. No Parties. Please enjoy yourself and treat our home like you would treat your own. Do not take furniture out of the home or move it from one room or to another. NO RV's, sprinter vans or shuttles. No motorcycles or trailers are allowed on the property. Bikes must be secured. Only Shipyard parking passes are permitted within the Shipyard gate community.brbrTennis & Golf: Access the Van Der Meer Tennis Club, and a 27-hole golf course.brbrBike-Friendly: Miles of picturesque bike paths throughout Shipyard and across the island.brbrPrime Location:brbrColigny Plaza: Just outside Shipyard’s gates, enjoy a vibrant mix of casual dining, shopping, and nightly summer entertainment for all ages.brbrShipyard Beach Access: A beach parking pass is included during the summer season (first come, first served).brbrSonesta Resort: Walkable for dining, drinks, and relaxation.brbrWhy Choose Hilton Head brbrHilton Head Island has been named the #1 island in the U.S. by Condé Nast Traveler for four consecutive years. With 250+ restaurants, 24 golf courses, and miles of stunning beaches, it’s the perfect destination for any vacation.brbrbrbrAdditional Details:brbrParking: Includes 2 Shipyard parking passes. Parking is not assigned.brbrPolicies:brbrNo smoking.brbrNo pets.brbrNo e-bikes, golf carts, trailers, kayaks, or canoes permitted.brbrBikes must be secured in the designated racks.brbrPlease do not move furniture between rooms or floors.brbrCancellation Policy: All cancellations are subject to a non-refundable processing fee.brbrPlan Your Stay:brbrWhether you’re relaxing by the pool, strolling to the beach, or exploring the island’s vibrant dining and entertainment scene, 145 Colonnade Club is your perfect Hilton Head retreat.brbrbrbrSTR # 74992brbrbrbrBook your stay today and discover why Hilton Head is a slice of paradise!brbrbrbrGuest Access:brbrKey code access will be provided in the days prior to your arrival for seamless check-in. Two parking passes will be provided during you stay. Parking pass must be displayed in vehicle throughout your stay in Shipyard.brbrbrbrThe Neighborhood:brbrA premier south east barrier island off of the coasts of South Carolina and Georgia. Voted the Best Island in the US in 2016, 2017, 2018 & 2019 by Conde Naste Traveler. Located in the Shipyard Community, the Evian neighborhood offers beaches, a community pool, tennis courts, a picnic area, and golf. Enjoy easy days relaxing in the sun, sand and surf on some of the best beaches in the country. Get into the swing of things with the island's 24 world class golf courses and 350 tennis courts, and experience our rich and vibrant history. Outdoor adventure is yours—ride horseback through a forest preserve, bike on the beach and moss-draped trails, kayak in our beautiful waters, go dolphin watching or even zip-line through our beautiful Low Country! Experience and explore all that Hilton Head Island has to offer.brbrbrbrGetting Around:brbrThe pool, beach, tennis center, and beach are all walkable. Breeze Shuttle is available mid-March through October outside of the Shipyard gate to get you to shopping, restaurants, or the public beach. A parking pass is available for the Shipyard amenities, and the beach has public parking as well.brbrbrbrOther Things to Note:brbrPest ControlbrbrAll of our homes receive professional pest control treatment every month. While an occasional bug may find its way inside, the treatments ensure they are short-lived. Please note that the community operates on a set schedule for pest control, so an exterminator visit may occur during your stay. We appreciate your understanding as this helps us maintain a clean and comfortable environment for all guests.

145 Colonnade Club Villa Beach Path, Pool, Hot Tub

Hilton Head Island, South Carolina, United States

Bed

Bath

6

Sleeps

$247.5

Relax with the whole family at this Westin-affiliated villa with access to all Westin amenities including oceanfront pools, giant pool deck with lounge chairs, state of the art fitness center, bars and restaurants, and private beach! At the villas, enjoy private pools, outdoor grills and picnic tables, and free daily golf and tennis/pickleball at the Port Royal Racquet and Golf Club. This unit is right off the larger condo community pool and features brand new renovated bathrooms!brbrThe spacebrBedrooms are configurable to fit your needs, either 1 king bed or 2 singles. The default arrangement is 1 king in the master and 2 twins in the guest room. Other arrangements can be accommodated for a $35 fee. The villa has a washer/dryer unit in-unit, and has a fully stocked kitchen ready with all the essential cooking equipment and tools you'll need. The living room has a pull-out sofa bed in case there are 6 guests. One of the shared villa community pools is right off the back deck, as is one of the shared community grills, so you can easily cook up locally-caught fish every night during your stay!brbrGuest accessbrThere is no parking pass required for this area of Port Royal, and there is ample parking right outside the villa. There are a few stairs (not wheelchair accessible), but this is a first floor unit, so there's not many. The unit is about a 10 minute walk to the beach, a 10 minute walk to the Westin, and an easy bike ride to either.brbrOther things to notebrCheck-in will take place at the Westin starting at 4pm the date of your arrival, where the villa will be reserved under your name. You will leave a credit card on file at the Westin for incidentals, and are able to charge drinks/food/spa treatments at the Westin to the villa. The Westin charges a $269 cleaning fee upon check-in.

Luxury First Floor Villa - Free Daily Golf and Tennis Included

Hilton Head Island, South Carolina, United States

Bed

Bath

6

Sleeps

$845.07

Sea Crest Resort Oceanfront Complex | Just Steps from the Beach!brbr**Complex Update: Sea Crest Buildings 1 & 2 will be undergoing roof construction from September 2025 through end of February 2026. {This villa is in Building 3}brbr**Due to necessary repairs, the indoor pool will be closed until March 2026 (dates subject to change). brbr*2 Bedrooms | 2 Bathroomsbr*Sleeps 8br*1 King, 2 Queens, Queen Sleeper Sofabr*3 TVs | Wi-Fi | Keurig br*4 Beach Towels for Guest Usebr*Rounds of Golf & Children's Activities Includedbr*3rd Floor Villa with Ocean Front Viewsbr*Balconies Off of the LR and Master Bedroombr*Steps to the Beachbr*Point Central Keyless Entrybr*Access to the Forest Beach Shuttle (seasonal)br*Parking Limited to Two Vehiclesbr*Guests Can Enjoy Numerous Sea Crest Amenitiesbrbr3302 Sea Crest is a lovely 2 bedroom, 2 bathroom villa on Hilton Head Island with beautiful ocean views. Located on the third floor this villa has a neutral color palette, beach décor and is bright and sunny with ocean views from almost every room. The foyer is tiled, bedrooms are carpeted and the rest of the main living area has hardwood floors.brbrThe master bedroom is to the left of the entrance and has a king size bed, two accent chairs, a 38” Samsung SMART TV and beautiful ocean views. There is access to a covered balcony where you can sun bathe on one of the two lounge chairs. This room has a private bathroom with double vanities, a soaker tub and walk-in shower.brbrThe guest suite is to the right of the entrance and offers two queen beds and a 32” TV. This room shares a bathroom with the hall and has double vanities, a soaker tub and walk-in shower. The full size washer and dryer is behind closed doors in the hall. Dining room table seats six with high back rattan chairs. The kitchen has stainless steel appliances including a flat top stove. There are three stools at the countertop to enjoy a snack or cup of coffee while the chef prepares the meal. In the living room there is a queen sleeper sofa, love seat, two accent chairs and 38 cable TV. The sliding doors lead to a covered balcony with a high top table that seats four. brbrThe Sea Crest Resort is located just steps from the beautiful Atlantic Ocean and offers a variety of amenities such as two oceanfront pools, hot tub, children’s pool, fitness center and beautifully landscaped gardens. You are also within walking distance of Coligny Plaza where you will find over 100 shops, restaurants and entertainment. Sea Crest is one of the premier Hilton Head Island resorts.brbr*3 Night Minimum Stay Required. Summer Rentals Weekly Only (Sat. to Sat.)br*Parking Limited to Two Vehicles

3302 SeaCrest ~ Nicely Updated Ocean Front Villa in Downtown Hilton Head!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$371.25

Location! Location! Location! 11 miles of sandy white beaches are just 200 yards from the villa. Beach cabana with showers/restroom on the beach path. Dip into the large community pool steps from the back deck. Coligny Village, Celebration Park and the famous Tiki Hut with year round live entertainment are within walking/biking distance! Bring or rent bikes for your stay to enjoy over 200 miles of paved bike paths on HHI!brbrThis spacious villa offers 3 cozy bedrooms - 2 with king beds and 1 with two full beds. The 2 bathrooms are equipped with all the essentials and walk in showers. All liens are provided. This tranquil retreat is the perfect spot for larger family and friend groups to enjoy a peaceful getaway. Fully equipped kitchen to create tasty meals, including a massive Low Country Boil pot and gas grill on the deck. Waterfall oak dining table seats 8 or dine al fresco on the deck!brbrLiving room offers a 52 Inch Smart TV with Cable and all three bedrooms offer 42 inch Smart TVs with cable. High and low beach chairs, beach cart, and beach towels are provided. Games are provided in case of inclement weather!brbrBring or rent bikes to enjoy 200 miles of HHI paved bike paths or cruise the shore! Bike racks provided. brbrParking permits for 2 cars are provided.brbrBeachfront Cabana with showers and restrooms available on a private beach path for SeaScape guests directly across the street.brbrbrLocation DetailsbrbrBeaches: Coligny Beach Park (.4 miles), Singleton Beach (8.4 miles), Burkes Beach (8.5 miles), Dreisen Beach Park (8.7 miles), Folly Beach Park (9.2 miles) and Fish Haul Beach Park (12.2 miles)brbrIsland Attractions: Harbour Town Lighthouse (3.4 miles), Stoney Baynard Ruins (2.4 miles), Shelter Cove Community Park (3.9 miles), Coastal Discovery Museum (9.0 miles)brbrGolf: Harbour Town Golf Links (3.5 miles), Robert Trent Jones Oceanfront Course (5.2 miles), The Heritage Golf Collection on Hilton Head Island (8.8 miles), Golden Bear Golf Club at Indigo Run (12.0 miles)brbrShopping: Village at Wexford (2.3 miles), Coligny Plaza Shopping Center (.5 miles), Shelter Cove Town Center (7.0 miles), Main Street Village (9.8 miles)brbrAirports: Hilton Head Island Airport (10.6 miles), Savannah/Hilton Head International Airport (47.8 miles).

SEA SCAPE VILLA WALKABLE TO COLIGNY BEACH W/ 2 POOLS, BEACH CABANA & KING BEDS!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$233.65

Welcome to “Family Footprints” at Island House Villa in South Forest Beach. Sit back, relax, and enjoy our soothing-nautical themed getaway in this 2 Bedroom/2 Bath villa. This is a 1 story flat on the second floor (and no one above you). The villa has been completely renovated for a relaxing beach getaway. brbrIsland House Management/HOA allows ONE dog per villa. This is NON-NEGOTIABLE. brThe pet fee is $165 per stay. Please click the “Bringing Pet” button to add the $165 pet fee to the reservation. We do not accept cats due to severe allergies. brbrThe Island House Villa complex is in the heart of Hilton Head Island with many conveniences within walking distance. We are just a ~10-minute walk to the beautiful beaches of Hilton Head Island to a more private area where it will tend to be less busy than a public beach. Celebration Park is a 5-minute walk across the street. Keep walking a few minutes further and you will reach Coligny Plaza and the Coligny public Beach. At Coligny (great atmosphere!) you can find an assortment of shops and dining areas along with ice cream and souvenir shops. There's also a golf-cart service that frequently drives in the area that works on tips only. brbrThe family room is equipped with a 65-inch TV, ceiling fan, sofa, and two recliners.brbrThe Master bedroom has a queen-sized bed, ceiling fan, and its own master bath with walk in shower. brbrThe Guest room has a queen and a twin bed that can accommodate up to three guests comfortably. It also has a ceiling fan. The second bathroom is adjacent to the bedroom.brbrThe dining area offers plenty of seating and the kitchen is fully equipped with everything you need for your long- or short-term stay. Recently installed, are all new stainless-steel kitchen appliances. Also, in the kitchen, there is a full-sized washer and dryer. There's a full-sized coffee maker and a Keurig. We’ve provided books and games to pass your time away while relaxing at the villa. The unit includes Wi-Fi.brbrWe rent 2 villas in the Island House Complex, so If you have plans to come with another family or your week is unavailable, please reference the VRBO ID 866253. Both villas are second floor flats. brbrAround the corner, located on property of the villa, is a large spacious pool with plenty of lounge chairs and a bath house for you and all your guests to enjoy. The Van Der Meer Tennis facility is just steps away for the avid tennis player (They offer lessons and clinics). brbrHilton Head Island offers so much for outdoor living. There's an abundance of bike trails, plenty of golfing, tennis, fishing, and beaches that will interest everyone. A new restaurant called “The Bank” just opened and is over a mile from our complex. It is THE spot to catch a sporting event with great food and drinks. There’s plenty of amazing live entertainment, events and dining to suit your needs on the island.br brThe gorgeous shores of Hilton Head are just a short walk. Biking is one of our favorite family activities. Bring your own bike or rent locally (free delivery) from across the way. Miles of trails will bring you hours of sightseeing and exercise throughout your stay. The island provides plenty of activities ranging from marine tours, aquatic adventures, fishing, golfing at its finest, shopping, and fine dining for all. Don’t forget those days’ trips off the island. Hilton Head Island is less than an hour away from the nostalgic areas of Savanah, GA and Charleston, SC. The up-and-coming town of Bluffton is 20 minutes away.br Whatever you choose to do while you’re here at Forest Beach, Island House, you’re sure to make plenty of memories at “Heavenly Sands” villa. We’ll strive to do everything we can to ensure your stay is comfortable, pleasurable, and worry free.

Family Footprints: 2BR/2BA Beach-Dine-Shop-Celebration Park! All ~10 min. Walk!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$386.97

4401 Island Club | Updated Oceanview Villabrbr*2 Bedrooms | 2 Bathroomsbr*Sleeps 5br*1 King, 1 Queen, 1 Twinbr*3 TVs (including a 46 in the Living Room) | Wi-Fi | Keurigbr*Hair Dryer in Each Bathroom | Lighted Vanity Make Up Mirror in Master Bathroombr*4th Floor Private Balcony with Unobstructed Viewsbr*Direct Sunrise Viewsbr*Community Pool | Hot Tub | Kiddie Pool | Grilling Areabr*Playground | Basketball Courts | Fitness Center br*4 Beach Towels for Guest Usebr*Stocked Lagoon for Catch & Release Fishingbr*1 Hour of Tennis or Pickleball Per Day at the Island Club Tennis Centerbr*Rounds of Golf & Children's Activities Includedbr*Point Central Keyless Entrybr *24/7 Security in a Gated Community | Neptune Buildingbr *Guests Can Enjoy Numerous Island Club AmenitiesbrbrEnjoy the ocean view from this two-bedroom, two-bathroom villa that is the ideal getaway for families and friends. Its 4th floor location and a three-panel sliding door that opens up to a wide patio provide stunning views of the Atlantic Ocean, plus you'll have access to a number of shared pools, the beach nearby, and more amenities at Island Club! Below, manicured walkways among the lush vegetation lead you to the beach, the pool, hot tub, and the complex’s picnic area, fishing lagoon, fitness center, and tennis and basketball courts. A short drive from the villa gets you to the alluring shops, restaurants, and spas of Hilton Head.brbrThe condo’s modern kitchen boasts new granite countertops and custom cabinets while casual seating lures you into the living room, which offers a 46-inch flat screen TV for entertaining and relaxing. In the master bedroom, you'll find a king-size bed, a 30-inch flat screen TV, a private bathroom with walk-in shower, and additional patio access. The second bedroom contains both a queen and twin-size bed and a 30-inch flat screen TV, as well as access to the full bathroom in the hallway. Wi-Fi lets you keep in touch with friends back home and a private washer/dryer lets you take care of any laundry.brbrIsland Club is an oceanfront villa complex located in the Folly Field area next door to the Westin Resort Hotel. Beautifully landscaped grounds with walkways that lead to the beach and sundeck. The complex features 9 tennis courts with 7 clay and 2 Har-Tru, a fitness center, basketball courts and fishing lagoons. There are charcoal and gas grills on site, a picnic area by the beach with lawn games such as corn hole and lawn golf as well as a children's playground. The pools are centrally located in the complex. There is a zero-entry children's pool with a mushroom fountain, hot tub, a tanning shelf and a large lap pool. The pools can be seasonally heated. You can also rent bikes on site as well.

Unobstructed Ocean Front Views from Mid Island 2BR Villa!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$819.57

Sea Cloisters 411br2 BEDS, 2 BATHSbrbrBreathtaking ocean views from the villa.brFully equipped kitchen with brand new appliancesbrDirect access to miles of pristine beaches.brXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)brbrEscape to your own oceanfront paradise in this stunning vacation home located in Hilton Head Island. With its breathtaking views and convenient amenities, this two-bedroom, two-bathroom villa is the perfect destination for your beach getaway. As you enter the freshly renovated villa, you'll immediately notice the brand new kitchen appliances in the fully equipped kitchen. Prepare your favorite meals and gather with your loved ones in the open dining and living rooms, where you can enjoy the company and the mesmerizing ocean views.brbrStep outside and you'll find yourself just moments away from miles and miles of pristine beaches. Feel the soft sand between your toes and immerse yourself in the tranquil ambiance of the ocean. Whether you prefer leisurely strolls along the shoreline or building sandcastles with your family, this location offers endless opportunities for beachside enjoyment. The living room and master bedroom, featuring a comfortable king bed, open out to a private deck that overlooks the majestic ocean. Start your mornings with a cup of coffee as you take in the breathtaking sunrise, or unwind in the evening with a refreshing drink while watching the waves roll in. The guest bedroom offers two queen beds, providing ample space for additional guests. For your convenience, the villa includes a washer and dryer, allowing you to keep your beach towels and clothes fresh throughout your stay. Stay entertained with cable TV, and rest easy knowing that every aspect of the villa is completely furnished, ensuring a comfortable and relaxing experience.brbrThe Sea Cloisters community is situated right on the oceanfront, providing you with direct access to wide sandy beaches, gentle breaking surf, and, of course, the magnificent ocean. Indulge in the expansive and private oceanfront pool, exclusively available for owners and guests at Sea Cloisters. Relax on the sundecks surrounded by lush semi-tropical landscaping, and revel in the privacy and tranquility that this location offers. Immerse yourself in the beauty of Hilton Head Island, where the ocean is at your doorstep and endless recreational activities await. From exploring miles of interconnected bike paths to indulging in water sports and enjoying local attractions, there is something for everyone to enjoy. Here is some additional information that for you to know about the home:brbrSleeping Arrangements:brBedroom 1: 1x King BedbrBedroom 2: 2x Queen BedsbrbrComplex Pool & Kids Pool (Not Heated)brElevatorbrBig Comfy Beach Towels for Guest UsebrFirst Morning Starbucks CoffeebrKeyless EntrybrbrWhen you choose to stay with Hilton Head Properties R & R, you're not just booking a vacation rental; you're investing in peace of mind and a truly relaxing getaway. Here's what you can expect:brbr- Complimentary Rental Equipment & Activities: Take advantage of our complimentary activities, including two free bikes, two beach chairs(Memorial Day - Labor Day), 1 daily round of golf, 1 daily mini-golf round, and 1 daily memorable dolphin tour, adding excitement and value to your stay. Each activity covers the cost for 1 person. (Valid for stays between 3-21 nights).br- Luxurious Touches: Enjoy our big, comfy beach towels and wake up to a fresh brew with our first-morning Starbucks coffee, adding a touch of luxury to your mornings by the sea.br- Prompt Maintenance Support: With a dedicated full-time maintenance team on standby, any unexpected issues can be swiftly addressed, ensuring a hassle-free experience during your vacation.br- Thoughtful Amenities: We provide all properties with essential amenities like bedding, bath towels, and beach towels, so you can pack lighter and enjoy your time without worrying about the small details.br- Starter Supplies: To kickstart your stay, we offer a Starter Supply of toiletries, detergents, and paper products, ensuring you have everything you need for the first few days.brbrChoosing Hilton Head Properties R & R means choosing a worry-free vacation experience filled with comfort, convenience, and unforgettable moments. Book now through our Availability Tab directly online! Reserve your dates today while they are still open and the rates are set. Only 50% DUE at time of reservation! Remaining balance will be due (30) days prior to check. Always feel free to call one of our specialized vacation planners with any questions or to book over the phone. We are here to make your dream vacation a reality!

Oceanfront Hilton Head Villa with Pool, Private Deck, King Suite, Beach Access & Stunning Views

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$768.79

Sea Cloisters 302br2 BEDS, 2BATHSbrbrExquisite condominium with fresh, coastal decorationsbrOpen concept living and dining areabrExpansive and private oceanfront poolbrXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)brbrWelcome to our beautiful vacation home in Hilton Head, SC! This exquisite two-bedroom, two-bathroom condominium is the ideal destination for your next family vacation. Step inside and be greeted by fresh, coastal decorations that create a relaxing and inviting atmosphere throughout the entire space. The highlight of this vacation home is the beautifully renovated and fully equipped kitchen. With its modern appliances, sleek countertops, and ample storage space, it's a chef's dream come true. The kitchen seamlessly opens out into the open concept living and dining room, where you'll be captivated by breathtaking views of the ocean. Imagine enjoying your meals while being surrounded by the sights and sounds of the sea. brbrThe living room is designed with your comfort in mind. Sink into the plush sofas and unwind as you take in the panoramic ocean views. The master bedroom, featuring a king-size bed, offers direct access to a private patio. Step outside and you'll discover a haven of tranquility, complete with comfortable outdoor furniture and delightful decorations. It's the perfect spot to sip your morning coffee or enjoy a sunset cocktail while listening to the waves crashing on the shore. The second bedroom is tastefully decorated with a charming nautical theme. It boasts a cozy queen-size bed and a desk, providing a convenient workspace for those who need to stay connected or work remotely while basking in the beach ambiance.brbrLocated in the coveted Sea Cloisters complex, this vacation home offers direct ocean frontage. Step outside and find yourself greeted by wide sandy beaches, gently breaking surf, and the majestic ocean. As a guest at Sea Cloisters, you'll have exclusive access to the expansive and private oceanfront pool. Lounge on the sundecks, take refreshing dips in the pool, or simply unwind amidst the lush semi-tropical landscaping. Privacy is paramount in this serene location, ensuring you can relax and rejuvenate to your heart's content.brWhether you're seeking a fun-filled family getaway or a peaceful retreat by the sea, our vacation home in Hilton Head, SC, promises an unforgettable experience. Book your stay with us and immerse yourself in coastal bliss. Here is some additional information that for you to know about the home:brbrSleeping Arrangements:brBedroom 1: 1x King BedbrBedroom 2: 1x Queen BedbrbrComplex Pool & Kids Pool (Not Heated)brElevatorbrBig Comfy Beach Towels for Guest UsebrFirst Morning Starbucks CoffeebrKeyless EntrybrPermit # 029567brbrWhen you choose to stay with Hilton Head Properties R & R, you're not just booking a vacation rental; you're investing in peace of mind and a truly relaxing getaway. Here's what you can expect:brbr- Complimentary Rental Equipment & Activities: Take advantage of our complimentary activities, including two free bikes, two beach chairs(Memorial Day - Labor Day), 1 daily round of golf, 1 daily mini-golf round, and 1 daily memorable dolphin tour, adding excitement and value to your stay. Each activity covers the cost for 1 person. (Valid for stays between 3-21 nights).br- Luxurious Touches: Enjoy our big, comfy beach towels and wake up to a fresh brew with our first-morning Starbucks coffee, adding a touch of luxury to your mornings by the sea.br- Prompt Maintenance Support: With a dedicated full-time maintenance team on standby, any unexpected issues can be swiftly addressed, ensuring a hassle-free experience during your vacation.br- Thoughtful Amenities: We provide all properties with essential amenities like bedding, bath towels, and beach towels, so you can pack lighter and enjoy your time without worrying about the small details.br- Starter Supplies: To kickstart your stay, we offer a Starter Supply of toiletries, detergents, and paper products, ensuring you have everything you need for the first few days.brbrChoosing us means choosing a worry-free vacation experience filled with comfort, convenience, and unforgettable moments. We are here to make your dream vacation a reality!

Oceanfront Villa | Stunning Views, Pool, Private Balcony, Renovated Kitchen and Bikes

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$326.93

Palmetto Dunes Vacation Villa Close to Beach, Tennis & Golfbrbr*2 Bedrooms | 2 Bathroomsbr*Sleeps 6br*1 King, 2 Doublesbr*3 TV's | DVD | Alexa | Wi-Fi | Gas Grill I Keurigbr*Community Pool br*Pup Friendly {Additional Fees/Restrictions Apply | Please Inquire}br*4 Beach Towels for Guest Usebr*Point Central Keyless Entrybr*Parking Limited to Two Vehiclesbr*Access to the Free Palmetto Dunes Buggy (seasonal)br*Rounds of Golf & Children's Activities IncludedbrbrWelcome to 606 Queens Grant located in Palmetto Dunes!brbrThis villa is a single story with an open spacious floor plan that is filled with sunlight. The living space has comfortable furnishings, cathedral ceilings and a large flat screen TV which is perfect for movie night after a long day in the sun at the beach. The dining table is open to the living area and offers seating for eight guests, there is also a pass thru to the kitchen. The kitchen has been freshly painted, is well equipped and has newer stainless steel appliances. There are 2 bedrooms, the master bedroom has king bedding, new linens, ceiling fan, a seating area and a private renovated full bath. The guest bedroom has 2 double beds, new linens, ceiling fan and private updated full bath.brbrThere are laundry facilities within the villa, parking is in front of the villa and there is a patio off the living are with seating for 4 plus a gas grill.brbrThere is a beautiful newly remodeled complex pool located just outside the sliding door to the right of the villa within a minutes walk. The beach is located a short bike ride from the villa, beach access is located at the Dunes House and during peak season the Dunes Buggy transports guests within the plantation including the marina side located at Shelter Cove. There are miles of bike paths, lagoons, water activities, 3 golf courses, tennis courts, a general store and dining located within the plantation.brbr*3 Night Minimum Stay Required. Summer Rentals Weekly Only (Sat. to Sat.)br*Pools Open April 1st - October 31st. Not Heatedbr*Parking Limited to Two Vehicles

606 Queens Grant ~ Newly Renovated, Single Story 2Br Villa Close to Beach

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$415.3

Beachside Tennis Oceanfront Complex | Just Steps from the Beach brbrPlease Note the Upcoming Project Being Scheduled for Beachside Tennis: brbrReplacing Sidewalks & Refreshing LandscapingbrJanuary 2026 - March 2026brbr*2 Bedrooms | 2 Bathroomsbr*Sleeps 6br*1 King, 2 Queensbr*3 TVs | Wi-Fi | Keurig | Community Gas Grillbr*2nd Floor Villa with Fantastic Water Views of Calibogue Soundbr*Steps to the Beach| 4 Beach Towels for Guest Usebr*Comes with Free Golf and Kids Activitiesbr*Point Central Keyless Entrybr*FREE TENNIS One Hour Per Day at the South Beach Racquet Clubbr*Access to the Sea Pines Trolley (seasonal)brbr1890 Beachside Tennis is a wonderful 2 bedroom, 2 bath villa offering spectacular views of the Calibogue Sound from all rooms and is just steps to the beach. Located on the second floor, guests will delight in seeing dolphins playing in their natural habitat, watching shrimp boats pass by, and viewing breath-taking sunsets. There is a gorgeous grass yard with lush tropical landscaping and beautiful pine trees that surround the property. Great bedroom separation provides guests with plenty of privacy.brbrThe open living area is surrounded by windows overlooking the Calibogue and provides a lot of natural sunlight. Guests can relax after a long day at the beach and watch a movie on the 50 SMART TV.brJust off the living room is a glass-top dining table with seating for six and an updated kitchen with granite counter-tops, all offering beautiful water views.brbrThe master bedroom offers a king bed, 40 SMART TV, and a private bath with double sinks, granite counters and a large travertine shower. Guests may access the balcony that is shared with the living room as well. The guest bedroom provides 2 queen beds, 32 TV, a private bath that also has a hall entrance, and a private balcony. Both bedrooms enjoy the same fantastic view as the living room. A large beachside swimming pool with a sundeck and grilling area are available to guests.brbrBeachside Tennis is an easy walk to South Beach Marina for water sports, dining, and shopping. Be sure to bring your tennis racquets for a free hour of tennis daily. Guests can walk to South Beach Racquet Club which offers clay courts. Whether basking in the sun, enjoying all the amenities of Sea Pines Plantation, or just relaxing with the family, guests will be sure to enjoy their stay in this tropical resort.br br*3 Night Minimum Stay Required. Summer Rentals Weekly Only (Sat. to Sat.)br*Property May Be Monitored by Exterior Security Cameras

1890 Beachside Tennis ~ Enjoy Free Tennis and Water Views

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

$364.1

brOne of the most premier Lighthouse two bedrooms. Don't miss the chance to stay in this beautifully remodeled property in Lighthouse Regime 1, with a gorgeous on site pool. Pet friendly, yet immaculately clean and open, you'll enjoy the natural light from the pretty sunroom overlooking the Atlantic Dunes Golf Course, remodeled kitchen and baths, convenient built-ins and workdesk, and expanded sleeping options with a queen and twin in the guest room. There are TV's in all bedrooms and the living room, high speed WIFI, a propane grill, beach wagon, and all just a five minute walk from the Sea Pines Beach Club. brbrAs with all our villas enjoy a fully equipped kitchen, a couple of free bikes for exploring the miles of trails through Sea Pines, free clay court tennis at South Beach, half price pickle ball from one of the most central locations in the resort. From beach accessories to a modest video library, this villa provides all the amenities you need to maximize your vacation/getaway. Please note that we have a pet fee, so please be sure your pet is listed in the guest count as you book so that your quote will be accurate. brbrCheck in is a breeze as we mail your door code and vehicle pass ahead of your arrival, eliminating the need for a stop at security. Just park in front and head for the sand!

SeaPines, Pet friendly, Golf view, Walk to the SeaPines Beach Club

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$280.93

Barrington Park Complex | Just Steps from the Beach! brbr*1 Bedroom | 1 Full Bathroom | 1 Half Bathbr*Sleeps 4br*1 King, Queen Sleeper Sofabr*2 TVs | Wi-Fi | Keurigbr*Comes with Free Golf and Kids Activitiesbr*1st Floor Villa with Landscape and Lagoon Viewsbr*Short Walk to The Beach br*4 Beach Towels for Guest Usebr*Point Central Keyless Entrybr*Access to the Palmetto Dunes Buggy (seasonal)brbr608 Barrington is a 1 bedroom, 1.5 bathroom Hilton Head vacation villa located in Palmetto Dunes. Situated on the first floor, this villa has a great view of the fountain located on the lagoon and well landscaped yard from the kitchen, dining room, and living room.brbrThe fully equipped kitchen has been remodeled with stainless steel appliances and granite counter tops. The updated breakfast bar has a tiled top and will seat two guests. The dining area is located near the kitchen with a farmhouse wood table and 4 high back wood chairs. Dining room also has a nice size window with views of the lagoon and sliding glass door leading to the balcony that has two Adirondack lounge chairs.brbrThe spacious living room has a nice new blue couch with queen size sleeper, two armchairs, entertainment center with SMART TV and DVD making the villa accommodate 4 guests. The sliding door leads to the balcony with view of the lagoon and fountain.brThe Master bedroom has a King size bed, TV and private bath combo shower/jetted tub. There is half bath and laundry room with a stack-able washer/dryer off the hallway leading to the bedroom.brbrJust outside of the villa is a charcoal grilling area near the lagoon and fountain. Pathways lead to the complex pool and out to the beach and ocean. The Barrington oceanfront pool is heated March to December but the complex hot tub is heated year round.br br*7 Night Minimum Stay Required April -October.(Sat. to Sat.)

608 Barrington Park ~ Cozy 1BR Villa with Lagoon Views, Steps to Beach

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$449.08

Barrington Arms Oceanfront Complex | Just Steps from the Beach brbr*2 Bedrooms | 2 Bathroomsbr*Sleeps 8br*1 King, 2 Doubles, Queen Sleeper Sofabr*Steps to the Beachbr*5th Floor Oceanfront Villa br*4 Beach Towels for Guest Usebr*3 TVs | Wi-Fi | Keurigbr*Point Central Keyless Entrybr*Access to the Palmetto Dunes Buggy (seasonal)br*Guests have access to all of the Barrington Complex Amenitiesbr*Rounds of Golf & Children's Activities Included brbr502 Barrington Arms offers outstanding oceanfront views from this top floor Palmetto Dunes Vacation villa in Hilton Head, SC. Guests can enjoy the 5th floor panoramic views of the lagoon, oceanfront pool, and the Atlantic Ocean. The large covered balcony can be accessed through a sliding glass door from either the living room or the master bedroom. It offers a round table with 4 upright chairs and also a high top table with 2 bar chairs.brbrElegantly decorated, the living room has a brand new couch with queen sleeper sofa, two high back armchairs, a 50 SMART TV and a small swivel armchair decorated in a palm tree motif.brbrThe villa has been beautifully updated with all new flooring, new kitchen and new bathrooms. There is a beautiful glass top table in the dining room with 6 leather chairs. The dining area is adjacent to both the living room and the well-equipped kitchen. Upon entering 502 Barrington, the kitchen is on the left with new cabinets and granite counter tops. It also has a flat top stove, double sinks, and a stacked washer/dryer. There is a roomy breakfast bar with 2 stools.brbrThe master bedroom is off the dining area to the right. It has a king bed, 40 SMART TV, small armchair, and private access to the balcony. The view is just as spectacular as it is from the living room with the lagoon, swimming pool, and ocean. On the left side of the bedroom is one sink with mirror. The private bath features a NEW walk-in shower and a second vanity with sink.brbrOn the left side of the villa, just past the kitchen, there is a guest room that provides 2 double beds, decorated in an uplifting color scheme that has a 32 TV. The guests have a tropical view of the tall trees and a slight view of the ocean. The hall bathroom has been beautifully renovated and features a combination tub/shower. Pocket door enables this to be a closed suite or the bath can be accessed from the hall.brbrWhether enjoying your morning coffee watching the sunrise or ending the day with a breath-taking sunset, this villa is ideal for your vacation. Make sure you check out all the things to do in Hilton Head, SC.br br*3 Night Minimum Stay Required. Summer Rentals Weekly Only (Sat. to Sat.)

Barrington Arms Oceanfront Complex | Just Steps from the Beach

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$709.4

Beachside Tennis Oceanfront Complex | Just Steps from the BeachbrbrPlease Note the Upcoming Project Being Scheduled for Beachside Tennis: brbrReplacing Sidewalks & Refreshing LandscapingbrJanuary 2026 - March 2026brbr*2 Bedrooms | 2 Bathroomsbr*Sleeps 6br*1 King, 2 Queensbr*3 Smart TVs {55 in LR & 40 in Bedrooms}br*Wi-Fi | Keurig | Gas Grillbr*5th Floor Villa with Panoramic Views of the Calibogue Soundbr*Steps to the Beach br*4 Beach Towels for Guest Usebr*Rounds of Golf & Children's Activities Includedbr*Point Central Keyless Entrybr*Access to the Sea Pines Trolley (seasonal)brbrExperience the pinnacle of coastal living in this exquisite 5th-floor corner penthouse, offering sweeping views of the Calibogue Sound and an unparalleled blend of style and comfort. Designed with an eye for elegance, this villa features rich wood flooring, designer bathrooms, and an updated kitchen—perfectly appointed for a sophisticated yet relaxed lifestyle.brbrStep into the spacious open floor plan, where warm island-inspired décor welcomes you into a sunlit haven. The inviting living spaces flow seamlessly onto a wraparound deck—ideal for sipping morning coffee or unwinding at sunset while soaking in the breathtaking vistas.brbrThe primary suite serves as a true retreat with a king-sized bed, spa-like en-suite bath, and private balcony overlooking serene waters. A generously sized guest suite features two queen beds and access to the main balcony, making it equally luxurious and private.brbrWhether you're seeking a vacation escape or a serene year-round residence, this penthouse offers the perfect blend of upscale amenities and coastal charm.brbrBeachside Tennis offers a private pool and direct beach access, and it’s just a short walk to South Beach Marina for water sports, dining, and shopping. Whether you’re starting your day with a quiet moment on the veranda or enjoying the afternoon sun with a cold drink, this upscale villa promises an unforgettable vacation, one you’ll want to repeat year after year.br br*3 Night Minimum Stay Required. Summer Rentals Weekly Only (Sat. to Sat.)br*Property May Be Monitored by Exterior Security Cameras

1900 Beachside Tennis ~ Penthouse with Panoramic Ocean Views!

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

$742.89

Villamare Oceanfront Complex | Just Steps from the Beachbrbr*2 Bedrooms | 2 Bathroomsbr*Sleeps 8br*1 King, 2 Queens, Queen Sleeper Sofabr*Steps to the Beachbr*4 Beach Towels for Guest Usebr*3rd Floor Villa with Direct Ocean Viewsbr*3 TVs | DVD | Alexa | Wi-Fi | Keurigbr*Rounds of Golf & Children's Activities Includedbr*Balcony Off of LR and Both Bedroomsbr*Point Central Keyless Entrybr*Palmetto Dunes Buggy br*Two Oceanfront Pools & Hot Tubs br(one is adult-only)br*Gas Grilling Station & Fire Pit br*Fitness Center w/ Indoor Pool & Saunabrbr1301 Villamare is a 3rd floor villa with breathtaking oceanfront views. When entering this villa, the main living area, kitchen, dining, and master bedroom are to your right. The main living has beige tiled floors while the bedrooms are both carpeted. Villamare villas are set up so that you enter the open living area, and the bedrooms are on either side, so everyone can enjoy their privacy.brbrEnjoy the direct oceanfront views from all rooms! The kitchen has custom cabinets, granite counters and a breakfast bar that seats four and is accented with wainscoting. In the kitchen closet is a stacked washer and dryer. The adjacent glass topped dining room table seats six. In the living room there is a dark leather queen sleeper sofa, two accent chairs, and a 48” TV. The sliding door opens to a covered balcony that has a table for four. A great place to enjoy your morning coffee or afternoon cocktails while taking in the spectacular view of the ocean. brbrBehind the French doors is the master bedroom featuring a king bed, bench seat, and mounted 43” TV. This room has access to the balcony shared with the living room and has the same gorgeous ocean views. The master bathroom has an antique-style claw foot soaking tub, double granite vanities, and a walk-in shower.brbrThe guest bedroom, with two Queen beds, is located on the opposite side of the living area offering great bedroom separation. This room has a 32” TV in the armoire and has its own private balcony with four chairs. The perfect place to relax with a book while enjoying the ocean sights and sounds. The private bathroom has a double vanity with granite counters and a walk-in shower.brbrThis villa is truly one of a kind with all the upgrades you would expect in a luxury villa. brbrComplex amenities include the newly renovated family-friendly pool, sundeck and hot tub area. This project also included the addition of a brand new, adult-only, oceanfront, serenity pool with its own hot tub and sunning deck. Fresh landscaping and pavers have been installed through out these areas, including the gas grilling station and the seasonal fire pit.brbrBoth pools are heated seasonally, March 15th - May 1st and October 15th - December 1st. {These dates are subject to change and out of our control.}brbrPalmetto Dunes is one of the premiere areas of Hilton Head Island and has three miles of beach, three signature golf courses, world-renowned tennis, and an 11-mile lagoon system where guests can kayak, canoe and fish. There are miles of leisure paths that weave throughout the resort that are great for walking, jogging, and biking. Plus, Shelter Cove Marina on Broad Creek is close by where you will find live entertainment, restaurants, and shops.brbr*3 Night Minimum Stay Required. Summer Rentals Weekly Only (Sat. to Sat.)

1301 Villamare ~ Beautiful 2Br Villa with Oceanfront Views in Palmetto Dunes

Hilton Head Island, South Carolina, United States

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Sleeps

$587.98

Sunset Beach Cottage at 43 Lands End RoadbrStunning Beachfront Villa with Outstanding Views, Sunsets & Dolphins! brbr*4 Bedrooms | 4 Bathroomsbr*Sleeps 8br*2 Kings, 1 Queen, 2 Twinsbr*5 Smart TVs | Wi-Fi | Keurig | Gas Grillbr*Magnificent Views, Sunsets and Stargazing on the Calibogue Soundbr*Watch Dolphins, Pelicans, Osprey, Heron, Egrets and Eagles from Inside the Homebr*Daily Round of Golf and Kids Activities Includedbr*Large Waterfront Deck for Sunning and Nature Watchingbr*Beachfront located at the end of a continuous 12 mile sandy, swimming beachbr*Keyless Entrybr*Parking Limited to Two Vehiclesbr*Short Walk to the South Beach Marina Villagebr*Lands End has a Maintained Private Pool On-Sitebr*4 Beach Towels for Guest Usebr*Complimentary Access to the Sea Pines Trolley (seasonal) stopping at Lands E

Can't Beat the Views from this Sunset Beach Cottage in Sea Pines!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$345.64

This ground-level 2 bedroom/2 bath villa is located in Shorewood, a gated community located in the South Forest Beach area. The open floor plan with nine-foot ceilings allows for a very comfortable living/dining experience. Access from the living room leads to your private patio, which seats 4, and is located within steps to the new pool complex, and the ocean. brbrThe living room has a queen size sleeper sofa, comfortable seating, and includes a flat-screen TV. The dining area seats 6 with extra seating at the bar area. Our villa has an updated, fully equipped, kitchen and separate laundry room with full-size washer and dryer. The private master suite features a king size bed, updated private master bath with tub/shower combination and vanity area.. Master bedroom has access to our private patio, and pool/ocean The master includes a flat-screen TV and DVD player. The guest bedroom features 2 full size beds, and a flat screen TV.. The updated second bath has a tub/shower combination.. brbrThe pool area has been totally renovated and includes a salt water, seasonally heated, pool, children's pool, hot tub, and private bath house.brbrIn the heart of Hilton Head, our villa is within walking distance to specialty shops, bars, restaurants, bakery, pharmacy, grocery store and entertainment, all located in Coligny Plaza. Relax on the beach, in the pool area, on your patio, or enjoy miles of beaches and bike trails. brbrWhen booking, ask me how to get bike rental discounts thru Riding Tigers Bike Rentals. Maximum (2) Parking Passes. No grilling on the Shorewood Property. We recommend you purchase trip insurance.

DISCOUNTED 2026 RATES! Steps to Pool/Ocean - 2 BED/2 BATH GROUND FLOOR OCEANSIDE

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

$1262.97