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.

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!

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

SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest

The location of our stunning 4 bedroom beachfront penthouse SeaCrest #2512 condo is outstanding as it’s in the heart of Coligny Plaza where you can walk to shops, restaurants & beach bars and it offers breath taking ocean and lagoon views. It easily accommodates 2 families with its two master bedroom ocean view suites which have king beds & balcony access plus 2 additional BRs. Villa comes with beach amenities including beach wagon, chairs, umbrellas, towels & sand toys as well as board games.

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!

Dove's Nest - New Pool&Spa! Steps to beach&dining

Welcome to Dove’s Nest—just a 3-minute stroll to the beach and the vibrant shops and restaurants of Coligny Plaza. Thoughtfully renovated with fresh, modern coastal décor, this bright and airy home blends comfort with elevated design. Two separate living areas provide space to spread out, with one easily converting into a 5th private bedroom when needed. Ideal for multiple families or groups, this single-level home offers flexibility, relaxation, and effortless island living. Pets welcome.

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.

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.

Luxury 4BR Home w/ Pool & Golf Views - Sleeps 12

Heritage House is a newly redecorated 4BR/4BA retreat in Sea Pines, offering luxury, comfort, and golf course views. Sleeps 12 guests with spacious living areas, a private heated pool, fire pit, and screened porch. Enjoy new high-end furnishings, Smart TVs, and an open-concept kitchen. Just 1.1 miles to the beach, with bike rentals available for an additional fee. Pool is heated for free in March-May and September-November. 31 Heritage Road

4BR Coastal Elegance Chef’s Kitchen Steps to Beach

Willoughby House is a newly built luxury coastal retreat just a 3-minute walk from the beach. This spacious 4-bedroom, 3.5-bath home features designer coastal interiors, a gourmet chef’s kitchen, elegant dining for 10+, and a refined family room with fireplace and TV. Enjoy a main-level primary suite, multiple indoor and outdoor living spaces, resort-style amenities, and seamless beach access—perfect for upscale family and group getaways.