Mansion vacation rentals in Hilton Head Island

5 out of 5 average rating, 6 reviews

Pink Sand Paradise - A Peaceful Luxury Retreat

Escape to this luxurious 4-bedroom, 2.5-bath Hilton Head Island home, thoughtfully designed for relaxation, connection, and effortless coastal living. Perfect for golf getaways, beach escapes, girls’ trips, or family vacations, this end-unit retreat offers a calm, upscale atmosphere that immediately puts you at ease. Light-filled living spaces, elegant coastal décor, and a screened-in porch surrounded by lush greenery create a boutique, retreat-like experience. Enjoy morning coffee while taking in the tranquil surroundings or unwind in the evening with a glass of wine. Robes are provided for added comfort during your stay. Located just minutes from Coligny Beach, the island’s top golf courses, dining, and shopping, this home provides easy access to all Hilton Head has to offer. Golf enthusiasts can enjoy world-class courses nearby, while beach lovers can use the included towels, chairs, umbrellas, mats, and boogie boards for effortless days on the sand. Inside, the open-concept living area is bright and welcoming, featuring a fully equipped kitchen, spacious dining area, and cozy living room with smart TV and electric fireplace. It’s perfect for gathering, relaxing, or spending quality time with family and friends. Fast WiFi, washer/dryer, and thoughtfully curated amenities make for a seamless stay. Whether you’re planning a relaxation retreat, a girls’ getaway, or a memorable family vacation, this Hilton Head home offers the perfect combination of luxury, calm, and convenience. Guests return year after year for the serene atmosphere, upscale design, and prime location near beaches, golf, and island attractions. STR Permit No. 043210 This is a place to: Slow down Reconnect Golf Laugh Rest Enjoy a glass of wine or a cocktail Fully savor the Hilton Head experience Things to Know: Check-in: 4:00 PM Check-out: 10:00 AM No smoking on the property No pets allowed No events, parties, or large gatherings Must be 21 years or older to book

5 out of 5 average rating, 87 reviews

Sea Pines house ~ Golf Sim / Putting Green / Games

Town of Hilton Head Island STR Permit Number: 064406 Centrally located in Hilton Head Island 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 & seating, this home is a one-of-a-kind experience. Sleeping up to 10 guests (2 kings and 4 doubles), 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 HHI.

Guest favorite

A spacious screened porch equipped with a dining table and chairs offers a relaxing area for gatherings. Two ceiling fans provide comfort, and a fireplace adds a cozy touch. A large window showcases the private backyard, enhancing the connection to the outdoors.

Home in Shipyard

4.84 out of 5 average rating, 264 reviews

Private Beach Access-Pet Friendly-Hot Tub!

Welcome to The Beach House-A Family Fun Home! Immerse yourself in the ambiance of your 4-bdrm oasis, featuring a separate Bunk House for added privacy. Luxuriate in your hot tub under the stars in the HUGE backyard with Fire Pit and Covered Grill pole barn. Challenge your friends and family to ping pong or unwind in the screen porch with fireplace and dining area. With a Gorilla Cart at your disposal, hauling beach gear is a breeze. Get ready for endless fun and memories at your beach getaway!

A two-story house features a light-colored exterior with a metal roof and a front balcony. The driveway provides access to two garages, with landscaped greenery and grass surrounding the property, enhancing the overall curb appeal.

4.87 out of 5 average rating, 395 reviews

W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King beds*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

The image captures a private heated pool beneath a covered patio. Comfortable lounge chairs surround the pool, and an outdoor dining area features a large table with chairs. A shaded umbrella stands above the table, while greenery and a grill are visible, enhancing the outdoor setting.

5 out of 5 average rating, 117 reviews

98 Sandcastle Ct

98 Sandcastle Ct Brand New 6 Bedroom Home near Beach with Pool, Elevator/ (Sleeps Up To 22 Guests ) 20 in beds & 2 in Queen Sofa Sleeper. Over 3200 sq feet, 6 Bedrooms, Heated Pool, Elevator & about .3 miles from the beach = Tons of Fun!!! * 6 Bedrooms * 4 Full Baths * Walking Distance to Ocean. * Heated Private Pool. (Free pool Heat :) * Elevator Available: Free use Adults Only. * Free Parking: 4-6 reg cars/mini vans.. LRG SUV's or LRG Vans = 4 parking spots. Note: 2 = garage 4 =driveway.

A well-lit bedroom features two spacious beds, each adorned with vibrant blue and green bedding. A decorative wall basket adds a natural touch, while a window with patterned curtains allows for natural light. A small chair and side table enhance the room's functionality.

4.99 out of 5 average rating, 112 reviews

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! PN: 040312

The open-concept living space features handmade Saltillo tiles and a vaulted ceiling. A comfortable couch and a fireplace are visible along with a large dining table. A staircase leads to the upper level, enhancing the spacious layout. Sliding glass doors provide access to the outdoor area.

4.98 out of 5 average rating, 105 reviews

Governor’s Quarters Pet Friendly, Fenced in Yard

Welcome to Governor's Quarters- your Luxury Hilton Head Getaway Stay Lowcountry in this stately-designed home. Newly remodeled & fully equipped for your golfer’s retreat or family/friends' coastal vacation. 5 mins from the SeaPines Beach Club and HarbourTown Golf Links and the heated community pool! Located in famous, Sea Pines Resort. Enter the gates of resort living offering trolley rides to local restaurants, premium golf courses, HarbourTown Lighthouse, & most importantly- the beach!

5 out of 5 average rating, 3 reviews

New Build Near Beach- Sleeps 10- Golf Sim- Family

Welcome to your perfect Hilton Head getaway! This brand-new home is designed for families and groups, comfortably sleeping 10 guests and featuring a private golf simulator for endless fun. Located just minutes from the beach, you’ll enjoy the perfect mix of relaxation, entertainment, and convenience. ✔ Sleeps 10 – perfect for families or groups ✔ Golf simulator for fun day or night ✔ Open-concept living space ✔ Fully stocked kitchen ✔ Close to beach, dining & shops ✔ Easy self check-in

4.75 out of 5 average rating, 4 reviews

Wren's Nest - 4BR SeaPines Retreat+Backyard Oasis

Welcome to Wren's Nest, a luxurious Sea Pines retreat. Just steps to private beach access, this stylish 4BR home blends coastal elegance with family-friendly comfort. Enjoy a secluded backyard oasis with a waterfall pool, large screened-in porch, and space to unwind. Walk or bike to South Beach, shops, restaurants, and miles of scenic Hilton Head trails. Bring the entire family, leave with memories of a lifetime. Beach chairs, wagon, and umbrellas included. Pets welcome.

A private outdoor space features a stone-paved terrace with a heated pool and spa. Surrounding the area, lush landscaping creates a tranquil atmosphere. Lounge chairs are positioned for sunbathing, while a dining table offers an inviting setting for outdoor meals.

4.8 out of 5 average rating, 10 reviews

Luxury 2nd Row Home w Pool & Spa | Sleeps 10

Welcome to your South Forest Beach escape, just a 1-minute walk to the sand. This inviting coastal retreat blends comfort and style, featuring a private yard, heated pool, and relaxing spa. Designed for easy living, the home offers bright, welcoming spaces perfect for families and groups. Spend your days at the beach, unwind poolside, or explore nearby Coligny Plaza. With an unbeatable location and laid-back vibe, this home is made for effortless, memory-filled stays.