Mansion holiday rentals in Hilton Head Island

The living area features an open layout with a cozy sofa and patterned armchairs surrounding a wooden coffee table. Natural light streams through large sliding glass doors that provide a view of the pool and outdoor seating area. Neutral tones and decorative accents create a welcoming environment.

4.9 out of 5 average rating, 41 reviews

Modern Serenity - Steps to Beach and Coligny Plaza

Location cannot be beat! 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 at either end of the home, queen room, & new bunk room that sleeps 7. Perfect for 1 family looking to spread out, or 2+ families vacationing together. Enjoy our new pool, spa, and fully fenced yard. Step free home. Pet friendly.

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, 382 reviews

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

A spacious backyard oasis features a luxurious pool and a hot tub, surrounded by palm trees and landscaped greenery. Soft lighting from string lights highlights the pergola, which offers covered seating. The inviting water of the pool is illuminated, creating a serene evening atmosphere.

4.93 out of 5 average rating, 44 reviews

Luxury Beachside 6BR Coastal Paradise~Pool/Hot Tub

Step into paradise at this luxurious 6BR, 5BA beach house just 30 steps from Hilton Head’s quietest and most beautiful beach! Modern meets coastal charm in this beautifully renovated home, featuring a resort-style backyard with a pool, hot tub, and pergola with an outdoor TV. Sleeps 16 & dog friendly! Perfect for large families or groups. Enjoy unbeatable beach access and stylish comfort in the charming Folly Field neighborhood just minutes from world-class dining, golf, and island adventures.

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, 101 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.

4.97 out of 5 average rating, 61 reviews

A large home is set within a lush landscape, featuring a spacious deck with seating and a private pool. Lounge chairs are placed nearby, and a hot tub is visible on the stone patio. Tall trees create a serene atmosphere around the property.

Home in Palmetto Dunes

3rd row Palmetto Dunes spacious home, private pool

Your vacation to remember awaits at our Mooring Buoy home inside Hilton Head’s Palmetto Dunes Resort. This updated third row house features a 3-minute walk to the beach and a newly renovated private pool and hot tub in the backyard. *Includes 2 hours of tennis or pickleball per day at Palmetto Dunes Tennis Center *ability to heat private pool and spa Situated in the beachfront heart of the island, you are a quick walk from the beach, Tennis Center, General Store, and the RTJ Golf Course.

A modern two-story home is presented, featuring blue and white exteriors with large windows. A custom 6-seater golf cart is parked in the driveway, surrounded by manicured landscaping, including palm trees and shrubbery.

4.96 out of 5 average rating, 105 reviews

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.

4.85 out of 5 average rating, 144 reviews

An outdoor deck features a shapely pool surrounded by lounging chairs. Lush greenery and palm trees are visible in the background, offering a view of the golf course. A purple umbrella stands next to the pool, providing shade.

Home in Palmetto Dunes

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.

Cottage in Hilton Head Island

A new two-story house features a blue exterior with white trim, complemented by a spacious driveway. Lush green grass surrounds the home, with low shrubs and trees providing shade and privacy. The garage doors are visible, adding to the house's functional appeal.

4.93 out of 5 average rating, 101 reviews

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

A shaded balcony is furnished with two woven chairs and a small table, complemented by a decorative area rug. Lush greenery is visible beyond the railing, providing a natural backdrop, while large windows allow for ample light to fill the space.

4.98 out of 5 average rating, 121 reviews

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.

4.95 out of 5 average rating, 169 reviews

Great spot for families, golf cart included

Home sleeps up to 22 guests (14 Beds) depending on sleeping arrangements.. We are located in a gated community a short walk to the beach on pathways and sidewalk. This home offers a heated screened pool keeping pesky bugs away and elevator. The main floor is open concept perfect for large families or groups to enjoy and socialize. Rear yard has BBQ, and firepit and is fully fenced. 6 Person Golf Cart available with restrictions.. Dill Dinkers indoor pickleball close by.

4.98 out of 5 average rating, 95 reviews

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.

Home in Sea Pines

Governor’s Quarters Stately Sea Pines Retreat HHI

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 minutes from SeaPines Beach Club and 6 mins from the Harbourtown Golf Links. 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!