Mansion vacation rentals in Hilton Head Island

Ask @ New Listing Discounts~Sea Pines~Pool~Yard

Located in the prestigious Sea Pines Resort, Sweet Carolina Retreat has the amenities needed for that perfect beach vacation. This home has the rare combination of a spacious outdoor oasis along with a large fenced back yard with grass for 2 or 4 legged guests. Relax in the large sports pool or hot tub, and gather with your guests around the fire pit or outdoor bar. All of this is walking distance to the beach and an easy bike ride to Harbour Town (lighthouse) and South Beach Marina (Salty Dog).

Modern Beach Escape | Private Pool~Steps to Beach

Welcome to your private slice of Hilton Head paradise—completely rebuilt and just steps from the sand. This 4BR, 3.5BA showstopper sits on a corner lot, 30ft from a private beach path. Enjoy the tropical pool area, fire pit, outdoor shower, and a massive balcony overlooking this beachside oasis. Inside: two stylish living areas, Smart TVs in every room, & luxe finishes throughout. Sleeps 11 & dog friendly. Minutes from top-tier golf, dining, & endless island adventures—book your dream stay now!

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

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.

Charming Lagoon home with pool - walk to beach!

This beautiful, recently renovated, Palmetto Dunes home is just a short walk to the Beach, Pickleball & Tennis Center and across the street from Fazio Golf Course. Large living & dining area with views of lagoon, wrap around deck for dining or relaxing, and a private pool with lounge chairs offer one of the best spots in HHI. Location, Location! This 5 Bedroom, 5 Bath home is perfect for family gatherings, pickleball, tennis & golf groups or a getaway while working or learning remotely.

Governor’s Quarters: Stately Sea Pines Stay on 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, pool access, HarbourTown Lighthouse, & most importantly- the beach!

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.

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.

Enjoy time with Family and Friends

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 for discounted rental rate. Dill Dinkers indoor pickleball close by.

5 Bedroom-Beach Access-Pool-Sleeps 14!

Make our brand new custom built home, Sur La Mer at Burkes Beach, your vacation destination! This stunning 3,200 square foot home was completed in 2023. Our 5 bedroom home is a guaranteed picture perfect destination for your family or group of up to 14 people. Our home features a heated private pool and a short walk to the beach. We are centrally located across the street from beach access, a short drive to local restaurants, bars, grocery store and Hilton Head Airport (HHH).

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.

MyStay at 4 Slack Tide |Private Pool-Lagoon Views!

Escape to MyStay at 4 Slack Tide, a private retreat in Palmetto Dunes with an indoor pool, lagoon views, and luxe comfort. This 4BR/4BA home sleeps 12 and features a chef’s kitchen, spacious living areas, and an upstairs game lounge. Steps from world-class golf, biking trails, and beach access, plus easy access to the Palmetto Dunes General Store. MyStay provides high-end linens, beach gear, and 24/7 service. Book now and unlock the ultimate Hilton Head getaway!