Mansion holiday rentals in Hilton Head Island

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.

Steps to Beach, Pool, 5BR, Great Location

Make this brand new (2023) custom built home, Sur La Mer at Burkes Beach, your vacation destination! This 5 bedroom home is a guaranteed picture perfect destination for your family or group of up to 14 people and features a heated private pool* and a short walk to the beach. Sur Le Mer is located just steps from beach access and right next to Chaplin Community Park (basketball, playground, tennis, baseball diamond and open field). It's also short drive to local restaurants, bars, grocery store

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!

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.

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!

Modern Serenity - Steps to Beach and Coligny Plaza

3min walk to Forest Beach, 1min to 60+ shops & restaurants at Coligny Plaza. Completely remodeled. Sure to delight design enthusiasts, home chefs, & families with children (baby essentials included). 4 bedrooms: 2 en-suite masters with king beds, queen room, & bunk room that sleeps 7. Perfect for 1 family looking to spread out, or 2+ families vacationing together. Enjoy our heated pool, spa, and fully fenced yard. Pet friendly. Step free home. Beach chairs, wagon and umbrellas provided.

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.

Beach City @ Freedom Park

Welcome to Beach City @ Freedom Park This gorgeous new build comes fully stocked with everything you could possibly need for your best beach vacay ever! The house is located on an island.100% refunds for Category 2 storms or higher. Otherwise, cancellation policy holds. Host is only responsible to access of property from I-95. Also cannot guarantee condition or amount of amenities: grills, bikes are self service unless purchased butler service, clutter, paper products, washcloths

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.

Private Pool/Spa | 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 and spa can be heated for an additional fee.