Mansion vacation rentals in Hilton Head Island

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

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.

Pets OK/Retreat/Bikes/Gear/Near Beaches, Sleeps 10

🚴 Complimentary Bikes • 🏖️ Beach Gear Included • 🐾 Pet Friendly Escape to Hilton Head and enjoy everything you need for a relaxing, stress-free vacation! ✔ Fast 400 Mbps Wi-Fi throughout the home ✔ Pet-friendly accommodations—🐶 ✔ Fun tabletop arcade game for family game nights ✔ Easy access to both Sea Pines Beach and Coligny Beach 🏖️ 6 beach chairs ☂️ Beach umbrella 🛒 Full-size bch wagon 🧺 10 beach towels Skip the parking hassle and hop on the nearby trolley to the beach. Permit #076752

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!

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.

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

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!

5BR Private Pool+Hot Tub+Sauna, 400 Steps to Beach

The Grace Claire is the ultimate group getaway — just 400 steps from Hilton Head beach, a private resort in your backyard. Private pool, hot tub, barrel sauna, putting green, arcade games, and pool table. Five bedrooms sleep 14 comfortably. Spend your days at the beach, come back to float in the pool, compete on the putting green, or unwind in the sauna at sunset. Beach gear waiting in the outdoor shed. Beautifully designed throughout with every detail curated for your perfect stay.

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.

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.

Luxury Palmetto Dunes Retreat with Private Pool

Escape to a refined island retreat in the prestigious Palmetto Dunes community on Hilton Head Island. This recently renovated luxury home offers elegant coastal living with a private pool and serene surroundings. Enjoy easy access to beaches, golf, tennis, and scenic bike paths—blending comfort, privacy, and resort-style amenities for an elevated Lowcountry getaway. Perfect for family vacations, golf getaways, and long-term luxury stays.

Private Pool | Golf | Exq. Coffee | Seascape

Gourmet Coffee Lovers Paradise. And, over 1000 *5* star reviews! You found the perfect vacation home where you can enjoy a private pool with a spacious layout. Comfortably sleep 8 in 4 private bedrooms. The kitchen is fully equipped with everything needed to prepare a gourmet meal. You can enjoy dining in the large formal dining room, the sunroom adjacent to the kitchen, or outside. *The pool can be heated for an additional fee.