Vacation Rentals

Hilton Head Island is home to a diverse selection of vacation rentals to accommodate all guest groups inclinations. From 1 bedroom villas to 7 bedroom homes, it’s a breeze to locate the Hilton Head vacation rental of your dreams. Each and every rental includes its own set of luxury amenities, from sapphire swimming pools, to leafy outdoor pavilions, to tip-top tennis courts, to the always at close quarters beach access. If you intend to spend time exploring the area, choose a rental on island, within reach of everything. All rentals come fully furnished with everything that you could ever need for a wonderful stay — all you have to bring is your suitcase! Start looking for your dream Hilton Head vacation rental today.


Properties Available 114 properties available
5 BEDS /4 BTHS Luxurious and Convenient Family home in Sea PinesCozy living room for night inWell-appointed kitchen with modern appliancesRelaxing Outdoor Pool AreaXplorie 2 Free Adult Bikes (Valid for 3 - 21 night stays)Welcome to your ultimate vacation home at 25 Willow Oak Road West, nestled in the heart of Sea Pines on Hilton Head Island.
Hot HOT 19
Home - 25 Willow Oak Rd West, Sea Pines
Homes
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 14 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeTasteful and invitingly decorated third floor villaPrivate deck that overlooks the breathtaking ocean viewsComplex ground with tranquil coastal ambianceXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your dream vacation home in Hilton Head Is
Hot HOT 17
Villa - Sea Cloisters 303, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
2 BEDS, 2 BATHS3 outdoor decks with partial marsh and water viewsCoastal oasis with stylish decorModern kitchen with new appliances5-minute walk to Harbour Town shops, restaurants, and attractionsXplorie - 2 Free Adult Bikes (Valid for stays from 3-21 days)Discover the ultimate retreat at our luxurious 2-bedroom, 2-bathroom home nestled in the sere
Hot HOT 18
Home - 2030 Deer Island, Sea Pines
Homes
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
4 BEDS, 3 BATHSBeautifully furnished, two-story villaPerfect for family vacations, golf group outings, or weekend getawaysAccess to Complex Pool and Tennis CourtsA short walk to the beach, shops, and diningXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Escape to your dream vacation home in Palmetto Dunes Resort, where luxury, comf
Hot HOT 18
Villa - Inverness 975, Palmetto Dunes
Condos/Villas
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
2 Beds, 2 BathsBuilding Construction from Sep 2024 - April 2025, subject to changeFifth floor villa offering breathtaking viewsFully equipped kitchen ideal for family mealsPrivate balcony providing a peaceful retreat to start or end your dayConcishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Valid for sta
Hot HOT 17
Villa - Windsor Place II 2513, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
2 BEDS, 2.5 BATHSRelaxing, comfortable villa in Palmetto DunesSpacious and inviting living spaceA quick 3-minute walk to the pristine beachesConcishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to Wendover Dunes, the newest ocean-side complex in Palmetto Dunes on Hilt
Hot HOT 15
Villa - Wendover Dunes 8128, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths , 1 Half
Guests 6 guests
2 BEDS, 2 BATHSPet -friendly two-story villaLiving space perfect for unwindingThe private deck offers stunning views and a relaxing outdoor spaceEasy access to golf, tennis, shopping, dining, and the beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our newly remodeled Palmetto Dunes vacation home, a 2 bedroom, 2
Hot HOT 21
Villa - Inverness 985, Palmetto Dunes
Condos/Villas Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
3 BEDS, 3 BATHSMulti-level villa nestled in the beautiful Shipyard communityFully equipped kitchen with top-of-the-line appliancesOpen space foyer with a dedicated area for work or studyPrivate deck with golf viewsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to 102 Golfmaster, your dream vacation home nestled in th
Hot HOT 14
Villa - Golfmaster 102, Shipyard
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths , 1 Half
Guests 8 guests
3 BEDS, 2.5 BATHSCharming, pet friendly villaOpen living space perfect for family gatherings and relaxationPrivate deck perfect for outdoor dining and relaxationQuiet community with an easy beach accessXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)This welcoming 3-bedroom, 2.5-bathroom villa is located in the Folly Field area of
Hot HOT 14
Villa - Stones Throw 52, Folly Field
Condos/Villas Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths , 1 Half
Guests 8 guests
3 BEDS, 3 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeElegant oceanfront villa with high ceilingsCoastal decor and relaxing atmospherePrivate balcony with breathtaking views of the oceanUnwind and soak in the mesmerizing coastal sceneryXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to our el
Hot HOT 13
Villa - Sea Cloisters 510, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
3 BDS / 2 BATHSPrivate Family Home with golf course viewsPerfect for relaxation after a day at the beachPet Friendly (Non refundable pet fee required)Golf, tennis, dining, and marina nearbyXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Introducing 51 Wood Duck!  This beautiful one level home overlooks the 14th Club Course Fai
Hot HOT 15
Home - 51 Wood Duck, Sea Pines
Homes Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 5 guests
4 Bed / 3 BathSpacious living room with comfy couchesPerfect for family getawaysAccess to Sea Pines Beach Club Beach AccessClose to some of the best restaurants and attractions in the areaXplorie - 2 Free Adult Bikes (Valid from 3-21 nights)Escape to a gorgeous vacation home in Sea Pines, where luxury and comfort meet. This stunning 4-bedroom retre
Hot HOT 24
Home - 11 Hollyberry Lane, Sea Pines
Homes
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests

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