Vacation Villa Rentals By Owner In Hilton Head Island, SC

Showing 1772 Of 1772 Vacation Rentals

$231.0

Vacation in Hilton Head at Hilton Head Beach and Tennis Ocean Front Resort

Hilton Head Island, South Carolina, United States

Are you looking for the perfect winter escape or summer getaway “Island Life” beachfront condo in Hilton Head is the perfect place to relax and has room for everyone with a queen bed, 2 bunks, and a pull-out sofa. The villa features a fully stocked kitchen for all your cooking needs including coffee bar. The balcony has comfortable seating and lets you enjoy the sun and partial view of the ocean. The resort features several restaurants, tennis, and swimming pools, playground, gym, and a great beach to swim, walk or watch the waves. The beach is only 500 feet from the condo. The is great for couples and small families. The we offer has a full stock kitchen, coffee/tea bar, games, books amd puzzles for all ages. Heading to the beach ~we have coolers, beach chairs, beach wagon and beach toys for you to enjoy. New mattress with adjustable bed.

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Exceptional(55)

$201.5

/ Nightly

Villa

109 Breakers - Cozy 1 Bedroom Villa with a spectacular Oceanfront Views!

Hilton Head Island, South Carolina, United States

* BEACH RE-NOURISHMENT *br* The Town of Hilton Head will be conducting a beach re-nourishment project during the 2025/2026 off-season.br* Different portions of Hilton Head's beaches will be re-nourished throughout the fall/winter/spring months.br* Check the Town of Hilton Head website for exact dates/updates.brbr**Breakers 109** brbrThis cozy oceanfront villa is ideal for small families or a brcouple looking forward to spending the day at the Beach bror the Oceanfront Pool & Baby Pool. This 525 sq. ft. villa bris tastefully decorated and includes a Bedroom, Full brBath, Living Area with Sleep Sofa & a Fully Equipped brKitchen. A Private Oceanfront Balcony is located off of brthe Living Area. Walk easily to Coligny Plaza which broffers more than 60 shops & restaurants & be sure to brstop by the ever popular Tiki Hut. Free WiFi. There is NO brLandline in this villa, guests are advised to use their cell brphones if necessary. brbr**Pool is heated in Oct 1 thru May 1** brbr**Single Level Villa**brbr* Bedroom 1 - Queen bed with Flat Screen TVbr* Private Hall Bath with Tub/Showerbr* Living Room with Flat Screen TV & Queen Sleep Sofabr* Kitchen offers all the amenities except a full size oven.br* Standard-Drip Coffee Maker br* Dining Areabr* Stacked Washer/Dryerbr* Private Ocean Front Balconybrbr**Exterior Features** brbr* Ocean Front Pool 20' x 35'br* Baby Pool 1' depthbr* Pool is Heated in March & Aprilbrbr**This is a first floor villa in an elevated building. **br** NOT recommended for 2 couples or 5 people**br**Please be aware there is very limited parking at the Breakers complex**

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Exceptional(55)

$186.01

/ Nightly

Villa

Courtside 1 - Forest Beach Ground Floor Spacious Condo

Hilton Head Island, South Carolina, United States

Courtside 1 is a 2 bedroom/2 bath condo all one level with no steps. Courtside 1 has been remodeled with granite counter tops, 3 flat screen TV's located both bedrooms and the living room. You will feel comfortable relaxing in this beach condo. Courtside number one is an end unit that lends to more privacy and light. The condo is a short walk to the beach and also a short walk to Coligny plaza. The master on suite has a king bed and the guest room has 2 double beds. There is also a sleeper sofa in the living room. The patio slider opens to a nice grass area and the pool is only steps away.

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$338.25

/ Nightly

Villa

Charming beachfront villa in Hilton Head Island with pool, beach/pool bar & more

Hilton Head Island, South Carolina, United States

Consider this villa your home away from home while you visit Hilton Head Island. This cozy retreat offers a living room with a sofa bed for extra guests and a hallway with a bunk bed for added comfort. Guests can enjoy amenities like WiFi, AC, pools, a beach/pool bar a fitness room, a playground, and tennis/pickleball, with the beachfront property during their stay. With 1 bedroom and 1 bathroom, this enjoyable villa is the perfect spot for a relaxing getaway. You're sure to make fantastic memories with a stay at our place.brbrbrEscape to Island Life at Hilton Head!brSleeps 6brNo petsbrBeachfrontbr1 bedroom br2-night minimum brbrCondo Highlights:br • Perfect for Couples & Families: 1 bedroom, sleeps 6br • Resort Amenities: 2 swimming pools plus kiddie pool, Poolside drinks from the tiki bar, bike rentals, steps to the beach from our beachfront condo, tennis, pickleball, on-site dining, gym, and holiday events br • Fully Equipped Kitchen: Includes air fryer, crockpot, microwave, coffee bar with Keurig and pot coffee maker, electric water kettle, toaster, blender, food storage containers and morebr • Entertainment & Comfort: Games, puzzles, books, 2 smart TVs, high-quality mattresses, elevator, and luggage racks, toys for kids.br • Beach Essentials Provided: Chairs, wagon, toys, bags, and coolersbr• Other essentials pack and play indoors only, several of hooks in bedroom, bathroom and balcony , hair dryer, and pack and play.

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Sleeps

Exceptional(81)

Select Dates for Price

Villa

BOOK HERITAGE WEEK @ ISLAND CLUB ️Ocean Resort,Lagoon view! free Bikes,chairs

Hilton Head Island, South Carolina, United States

Welcome home to Seaglass150 at Island Club! Spacious, airy, immaculate, newly updated and upgraded 1 bedroom, 1 -1/2 bathroom villa. Raised first floor with large balcony overlooking a beautiful lagoon and fountain. Just minutes to the pool, tennis courts and beach. Step out of the door and walk up the beautifully landscaped walkway to the private beach. No outside streets to cross. This villa is privately owned and managed which allows us to offer many more amenities than a rental company. Seaglass150 is a home away from home and is designed to make your vacation as relaxing as possible. Luxurious thick towels and a new King mattress and bedding. Queen sofabed and two chairs in the living room with games, puzzles and books for cozy nights home. Seating for 4-6 in the dining area plus dining for four on the balcony. Beach towels, chairs, umbrellas, cooler, and much more for the perfect vacation .brSeaglass 150 has had a longstanding following of repeat guests and over 60 incredible reviews. We wish to continue to provide an exceptional experience and welcome returning and new guests.br Island Club is a hidden Gem. A Tropical Paradise, away from the traffic and crowds yet minutes from stores and restaurants. Under 3 miles to the Shelter Cove Shopping and Entertainment Complex. The resort offers a children s program, ages 5 to 12, during the summer, as well as a beachside playground, outdoor dining pavilion with Weber gas grills and beach games. A beautiful pool with a waterfall, zero entry children s pool with a mushroom waterfall, large hot tub and sunning pool. Of course tennis is included with an onsite tennis and pro shop , as well as a gym with his/hers shower and saunas.br You will truly love the lush, well manicured, tropical feel of the Island Club and enjoy waking up to the sparkling water with ducks and turtles right off of your private deck.

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Exceptional(73)

$201.5

/ Nightly

Villa

320 Breakers -1 Bedroom Villa with Spectacular Ocean Views, Pool & Baby Pool!

Hilton Head Island, South Carolina, United States

* BEACH RE-NOURISHMENT *br* The Town of Hilton Head will be conducting a beach re-nourishment project during the 2025/2026 off-season.br* Different portions of Hilton Head's beaches will be re-nourished throughout the fall/winter/spring months.br* Check the Town of Hilton Head website for exact dates/updates.brbr**Breakers 320** brbrThis charming third floor villa offers beautiful Pool & brOcean Views and a Private Balcony. The Breakers Villas brare just steps away from Coligny Plaza, which offers brmore than 60 shops and restaurants & the ever popular brTiki Hut. This villa is ideal for a couple or a small family brwho enjoy spending the day at the Beach or the brOceanfront Pool. The Breakers # 320 features a Queen brbed in the Master bedroom with wall mounted Flat brScreen TV plus the Living Room offers a Sleep Sofa and bradditional Flat Screen TV. br**Pool is heated Oct 1 thru May 1. Free WiFi.** ** There bris NO Landline in this villa, guests are advised to use brtheir cell phones if necessary. brbr**Single Level Villa**brbr* Bedroom 1 - Queen bed with Flat Screen TVbr* Private Bath with Tub/Showerbr* Living Room with Flat Screen TV & Queen Sleep Sofabr* Kitchen offers all the amenities except a full size oven. br* Standard-Drip Coffee Makerbr* Dining Areabr* Stacked Washer/Dryerbr* Private Balcony with Pool & Ocean Viewsbrbr**Exterior Features**brbr* Ocean Front Complex Pool 20' x 35'br* Baby Pool 1' depthbr* Pool is Heated in March & Aprilbrbr**NOT recommended for 2 couples or 5 people**br**Please be aware there is very limited parking at the Breakers complex**

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$195.25

/ Nightly

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THE BEACH IS SO CLOSE! - 2Bd/2Ba Villa - South End Ticket to Happiness!

Hilton Head Island, South Carolina, United States

South End of the Island – Shipyard VillabrbrTailor-made for the perfect getaway! This nicely appointed 2-bedroom, 2-bathroom villa is nestled in one of the island’s most desirable plantations, featuring a private community gate with direct access to Ibis Rd that leads straight to the beach 1 1/2 blocks away.brbrThe villa offers everything you need to dine in, with plenty of seating at the dining table or the option to take your meal outdoors on the deck overlooking the golf course. Enjoy the peaceful surroundings while taking in the Lowcountry views.brbrWithin the community, you’ll find two beautiful heated pools, pickleball and tennis courts, gas grill stations, and relaxing swings perfect for unwinding and enjoying the quiet. Pack your bags, bring a few extras, and enjoy your vacation — whether you’re biking to the beach or Coligny Plaza, or simply cruising through Shipyard to spot local wildlife. You’ll be just minutes from some of Hilton Head’s best restaurants, shops, and nightlife.brbrShipyard’s location is ideal for exploring all the island has to offer. Visit nearby Harbour Town or South Beach Marina in Sea Pines, head to Shelter Cove for waterfront dining and entertainment, or hop on the Cross Island Parkway to discover local hot spots on the north end. Spend the day venturing through Pinckney Island National Wildlife Refuge or continue on to Old Town Bluffton, where charm, history, and Southern hospitality await.brbrThe affordable rates are in place to help us develop a repeat business since we are new to VRBO. Come and enjoy your stay on Hilton Head Island!

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Sleeps

Exceptional(6)

Select Dates for Price

Villa

Spacious Renovated 2 bed 2 bath Villa ideal location in Palmetto Dunes!!

Hilton Head Island, South Carolina, United States

Located in Palmetto Dunes Resort This property is a renovated villa with a “coastal feel” decor . Features a 2 bedroom, 2 bath with beach access . Private entrance, pickleball courts right next door, three pools on site, one- level, end unit , offering pet friendly (must be approval by rental manager) Located near the entrance of Palmetto Dunes with award winning championship oceanfront Robert Trent Jones golf course. Master bedroom is a king with Spa shower and second bedroom is a queen with full bath. Sleeper sofa if needed is located in the spacious living room with 55 inch screen smartTV. The fully equipped kitchen along with full size washer and dryer in the unit. Queens Grant amenities include multiple in-site community pools, spacious units with vaulted ceilings well maintained grounds along with miles of bike paths throughout the resort. The villa also has a large private deck area along with a gas grill along with hammock for a lazy day or a great area for cocktails or that morning coffee. One of the community pools is right across the street. Very short walk out the front door. The “dunes house” is located ocean front with restrooms and showers for owners and guests to use.. With the Pools , beach, golf, tennis, pickleball, bike paths along with Restaurants and shopping, Palmetto Dunes has it all !

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Sleeps

Exceptional(2)

$319.0

/ Nightly

Villa

Hilton Head Sunset Point at Shelter Cove May 28 - June 1 2026

Hilton Head Island, South Carolina, United States

Picturesque Shelter Cove Harbour on Hilton Head Island is where you will find two delightful vacation ownership resorts: Marriott's Harbour Point and Marriott's Sunset Pointe. Spacious 2-bedroom, 2-bath condo-style villa rentals feature separate living and dining areas, a fully equipped kitchen, master bedroom and bath, furnished balcony or patio and more. Part of the pleasure of vacationing at either of these water-side retreats, are tennis, swimming in our two sparkling outdoor pools and basking in the sun on a 2,400-square-foot sundeck. Enjoy evenings by the fire pit or prepare dinner on our BBQ grills. Stop by the Marketplace Express for any snacks, cold drinks, or sundries that you might need during your stay. We hope that you enjoy your vacation home-away-from-home here on Hilton Head Island.brbr

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$792.0

/ Nightly

Villa

Marriott 2-BR-2BA villa Hilton Head Island, Spa, Fitness, 3 pools, BBQ, Ocean

Hilton Head Island, South Carolina, United States

Marriott Barony Beach villa in Hilton Head Island offers a delightful escape for guests. With 2 bedrooms featuring a king bed and a full bed, along with 2 full bathrooms equipped with a hair dryer, this fantastic property ensures a comfortable stay. The additional living room space with a sofa bed provides extra room to relax and unwind. The property has 3 pools, indoor, outdoor, and a feature pool, plus 3 large hot tubs. The feature pool area has a full service grill and bar. Just beyond the feature pool, over the sand dunes, is the Atlantic Ocean. Perfect spot for long walks on the beach at night or early morning.Between the feature pool and the other two pools is a courtyard covered by coastal oaks and surrounded by manicured gardens. You can also find a game area and BBQ area with an open pavillion. In the main entrance building is a small market, meeting room, check in lobby, large fitness area, and a full service Spa.brI have been an owner here 20 years and never had a bad day.

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Exceptional(1)

$319.0

/ Nightly

Villa

Marriott's Sunset Pointe at Shelter Cove May 28- JUNE 1 2026

Hilton Head Island, South Carolina, United States

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$349.84

/ Nightly

Villa

Marriott's Harbour Point Hilton Head Island MAY 29 - JUNE 1 2026

Hilton Head Island, South Carolina, United States

brPicturesque Shelter Cove Harbour on Hilton Head Island is where you will find two delightful vacation ownership resorts: Marriott's Harbour Point and Marriott's Sunset Pointe. Spacious 2-bedroom, 2-bath condo-style villa rentals feature separate living and dining areas, a fully equipped kitchen, master bedroom and bath, furnished balcony or patio and more. Part of the pleasure of vacationing at either of these water-side retreats, are tennis, swimming in our two sparkling outdoor pools and basking in the sun on a 2,400-square-foot sundeck. Enjoy evenings by the fire pit or prepare dinner on our BBQ grills. Stop by the Marketplace Express for any snacks, cold drinks, or sundries that you might need during your stay. We hope that you enjoy your vacation home-away-from-home here on Hilton Head Island.

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Sleeps

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Most popular vacation rentals in Hilton Head Island

$5734.39

/ Nightly

Private vacation home

Truly Exceptional, Sea Pines Luxury Oceanfront Home

Hilton Head Island, South Carolina, United States

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$6268.77

/ Nightly

Private vacation home

Private Island in Hilton Head, Events & Poolside

Hilton Head Island, South Carolina, United States

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$6243.72

/ Nightly

Hotel resort

Oceanfront - 2 Bedroom - Marriott's Monarch at Sea Pines - Full Resort Access

Hilton Head Island, South Carolina, United States

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Sleeps

$6243.72

/ Nightly

Hotel resort

Oceanfront - 2 Bedroom - Marriott's Monarch at Sea Pines - Full Resort Access

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

$6243.72

/ Nightly

Hotel resort

Oceanfront - 2 Bedroom - Marriott's Monarch at Sea Pines - Full Resort Access

Hilton Head Island, South Carolina, United States

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$5882.62

/ Nightly

Hotel resort

Close to Beach - 2 Bedroom - Marriott's Grande Ocean - Full Resort Access

Hilton Head Island, South Carolina, United States

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$5882.62

/ Nightly

Hotel resort

Close to Beach - 2 Bedroom - Marriott's Grande Ocean - Full Resort Access

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

$5882.62

/ Nightly

Hotel resort

Close to Beach - 2 Bedroom - Marriott's Grande Ocean - Full Resort Access

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

$5882.62

/ Nightly

Hotel resort

Close to Beach - 2 Bedroom - Marriott's Grande Ocean - Full Resort Access

Hilton Head Island, South Carolina, United States

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Sleeps

$5799.02

/ Nightly

Hotel resort

Close to Beach - 2 Bedroom - Marriott's Grande Ocean - Full Resort Access

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Vacation Villa Rentals By Owner In Hilton Head Island, SC

$231.0

$201.5

$186.01

$338.25

$201.5

$195.25

$319.0

$792.0

$319.0

$349.84

Rent a place that suits your needs

Most popular vacation rentals in Hilton Head Island

$5734.39

$6268.77

$6243.72

$6243.72

$6243.72

$5882.62

$5882.62

$5882.62

$5882.62

$5799.02

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