Mansion vacation rentals in Hilton Head Island

Ask @ New Listing Discounts~Sea Pines~Pool~Yard

Located in the prestigious Sea Pines Resort, Sweet Carolina Retreat has the amenities needed for that perfect beach vacation. This home has the rare combination of a spacious outdoor oasis along with a large fenced back yard with grass for 2 or 4 legged guests. Relax in the large sports pool or hot tub, and gather with your guests around the fire pit or outdoor bar. All of this is walking distance to the beach and an easy bike ride to Harbour Town (lighthouse) and South Beach Marina (Salty Dog).

Modern Beach Escape | Private Pool~Steps to Beach

Welcome to your private slice of Hilton Head paradise—completely rebuilt and just steps from the sand. This 4BR, 3.5BA showstopper sits on a corner lot, 30ft from a private beach path. Enjoy the tropical pool area, fire pit, outdoor shower, and a massive balcony overlooking this beachside oasis. Inside: two stylish living areas, Smart TVs in every room, & luxe finishes throughout. Sleeps 11 & dog friendly. Minutes from top-tier golf, dining, & endless island adventures—book your dream stay now!

W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King ßds*grill*gms

✔wlk to beach 500 yrds, bike, boat, tennis, golf ✔pet-ok✔5beds✔gourmet kitchen☼sundeck✔ping pong table &games✔screened outdoor area with grill&table✔Spectrum&AppleTV*Roku&WiFi✔W&D✔Busn traveler ready✔2 garages✔private yard space✔1st-floor kitchen, living room with love seat and cal king sofa✔semi-open sitting room aka bdrm with cal king sofa, adjacent small closet, powder room✔sun porch✔2nd floor 2 bdrms with a queen✔master bdrm with king bed Tempurpedic, wlk-in cl and bath with ♥♥shower, 2Z AC

Charming Lagoon home with pool - walk to beach!

This beautiful, recently renovated, Palmetto Dunes home is just a short walk to the Beach, Pickleball & Tennis Center and across the street from Fazio Golf Course. Large living & dining area with views of lagoon, wrap around deck for dining or relaxing, and a private pool with lounge chairs offer one of the best spots in HHI. Location, Location! This 5 Bedroom, 5 Bath home is perfect for family gatherings, pickleball, tennis & golf groups or a getaway while working or learning remotely.

5 Bedroom Home w/ Private Pool & 6Seater Golf Cart

This professionally decorated 5 bedroom 4 bath single family home has a private heated pool, elevator, and custom 6 seater Alpha Club Car golf cart. This home is located on the north end of Hilton Head Island with a 5 minute walk or 2 minute golf cart ride to the less crowded Folly Field Beach area. 91 Sandcastle is the perfect vacation rental spot on Hilton Head Island because of its proximity to the beach, restaurants, golf courses and everything else this amazing island has to offer.

Palmetto Dunes Home on 1st Tee Fazio Golf Course

Beautiful home located in Palmetto Dunes Resort. Deck with pool overlooking the first tee of Fazio Golf course with fantastic views of the sunset. Carolina room makes a great 5th bedroom. Private Cul-De-Sac street. Short walk to the beach, general store and tennis center. Enjoy all the amenities of the resort including its beaches, three golf courses, fishing, kayaking, tennis, pickleball, bike trails, restaurants and Dunes Buggy shuttle. Perfect for family beach trips or golf getaways.

5 Bedroom-Beach Access-Pool-Sleeps 14!

Make our brand new custom built home, Sur La Mer at Burkes Beach, your vacation destination! This stunning 3,200 square foot home was completed in 2023. Our 5 bedroom home is a guaranteed picture perfect destination for your family or group of up to 14 people. Our home features a heated private pool and a short walk to the beach. We are centrally located across the street from beach access, a short drive to local restaurants, bars, grocery store and Hilton Head Airport (HHH).

Cozy beach house w/Private Heated Pool near park

Short walk to Singleton beach or Burkes beach. This oversized 4 bedroom 4 ensuite is the perfect retreat close to everything the Island has to offer. The home features a screened in pool with TV and adjacent ping pong table. The open concept living space is perfect for entertaining with access to a large porch and grill. The property is steps away from Chaplin Park that hosts Tennis, Playground, Soccer, Baseball, Basketball, Trails and Fields for the kids to play. Sleeps 12.

6 BR, Sleeps 26, Beach Time

Just a short walk down Folly Field to the beach & locally managed by the Owner. This brand new beach house has 6 bedrooms and 4 full bathrooms. Linens, Bath Towel sets & Pool Towels included. An Amazing bunk room/play room with 6 full size bunk beds, high end furnishings, fully equipped kitchen, dining for the entire crew, 2 huge balconies with lovely lagoon views, large outdoor living area with television and shaded pool. We have thought of everything & we are at your service!

Sea Pines house ~ Golf Sim / Putting Green / Games

Centrally located in HHI just within the gates of Sea Pines, with golf simulator, outdoor putting green, 2 game rooms, and a backyard area with games, outdoor dining, fire table & lounging areas, this home is a one-of-a-kind experience. Sleeping up to 10 guests (2 king beds and 4 double beds), this luxurious space will offer unparalleled comfort, amenities, and the perfect location for you to use as your central base to enjoy the best of Hilton Head Island.

Enjoy time with family and friends

Home sleeps up to 22 guests (17 Beds) depending on sleeping arrangements and is in a Gated Community, Short walk to the Beach . Home has 5 Bedrooms plus bonus room with Bunk Beds, 4 Baths.. Open concept.. There is a deck of the living room with table and chairs also to enjoy. The heated screened pool and BBQ are for your enjoyment. Rear yard is fenced. 6 person golf cart available for rental at discounted rates. Dill Dinkers indoor pickleball close by.

Luxury Home w/Pool & Spa Near Beach on Hilton Head

39 Off Shore — This stunning 6-bedroom, 5-bathroom home in Palmetto Dunes boasts a beautiful expansive deck, private pool, and hot tub with serene and secluded views. The perfect retreat for families or groups of friends looking for a luxurious and comfortable vacation. Enjoy sunbathing and relaxing by the pool during the day, and stargazing from the hot tub at night. This home offers the ultimate combination of privacy, comfort, and elegance.