Mansion holiday rentals in Hilton Head Island

5 out of 5 average rating, 24 reviews

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!

The exterior of the home features a welcoming entry with a white railing and steps leading to the front door. Multiple windows allow natural light to illuminate the entrance, while a lantern adds a touch of warmth near the doorway. The light color of the siding creates a bright and inviting appearance.

4.87 out of 5 average rating, 385 reviews

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

A heated pool is surrounded by a spacious deck made of light-colored wood. Lounge chairs sit along the edge, and a hammock is placed nearby. A grill is positioned for outdoor cooking, complemented by tropical artwork on the wall and potted plants adding greenery.

5 out of 5 average rating, 105 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.

Superhost

Home in Palmetto Dunes

4.67 out of 5 average rating, 3 reviews

MyStay at 72 Off Shore | Renovated 4BR Beach House

MyStay at 72 Off Shore is a beautifully renovated 4-bedroom, 3-bathroom home in Palmetto Dunes. With an open-concept layout, a fully equipped kitchen, and a spacious living area, it’s perfect for families. The backyard offers a fire pit, grill, and games, while the garage features ping pong. A short bike ride leads to the beach and Dunes House. Enjoy golf, tennis, and scenic trails, plus MyStay perks like plush linens, a stocked kitchen, and beach gear for the ultimate Hilton Head getaway.

4.85 out of 5 average rating, 146 reviews

A well-lit pool area is shown at dusk, featuring a rectangular pool with illuminated blue water. The surrounding deck is finished in wood with steps leading to the house. Lounge chairs are positioned nearby, and palm trees provide a natural backdrop.

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.

Superhost

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.

Cottage in Hilton Head Island

4.92 out of 5 average rating, 104 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 screened-in pool area features a clear blue pool surrounded by light-colored tiles. Comfortable lounge chairs are arranged nearby, and a dining set is positioned under a ceiling fan. A television is mounted on the wall for entertainment.

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.

An outdoor living area features a private pool, complemented by modern lounge chairs and a grill area. The open space is shaded by a wooden overhang, with accent pillows adding color. A wall-mounted television is visible in the background.

4.99 out of 5 average rating, 102 reviews

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!

4.96 out of 5 average rating, 24 reviews

Hilton Head 6BR, Sleeps 18: Pool, Hot Tub, FirePit

Escape to Tide House, a 2024 custom 6BR, 5BA home—just 0.6 miles from Folly Field Beach. The ultimate Hilton Head retreat with premium amenities! • Heated Private Pool ($125/week) • Outdoor Patio/Dining + TV • Hot Tub • Fire Pit • Putting Green • BBQ Grill • Poker/ Ping-Pong Table • Corn Hole, Board & Card Games • Fully Stocked Kitchen • TVs in Each Bedroom • Kids' Toys, Games & Xbox Game Center • Beach Essentials • Ample Parking • Washer & Dryer • Wi-Fi

5 out of 5 average rating, 17 reviews

Home in Sea Pines

LARGE Private Pool & Spa ~ Designer Decorated

Escape to Island Time, a 4BR/3BA retreat in Sea Pines, just 0.5 miles to the beach & 0.7 miles to the Beach Club. This spacious home features a private heated pool & spa, golf course views, a screened-in porch, and multiple indoor & outdoor living areas. Enjoy the grill (cleaned before arrival, propane included) and a Solo Stove fire pit (guest provides firewood). Experience the perfect blend of relaxation and Lowcountry charm—book your stay today!

4.91 out of 5 average rating, 139 reviews

A spacious kitchen features rich wooden cabinetry and a large granite countertop with an undermount sink. Pendant lights illuminate the area, which opens to a well-lit dining and living area through large windows. White pillars add elegance to the open design.

Townhouse in Sea Pines

HHI South Beach at it's Best! Sea Pines

The two story floor plan has 4 bedrooms, 4.5 baths. The lower level has a garage, three bedrooms, three bathrooms and a covered porch. Upstairs you will find the main living area, gourmet kitchen, dining area, 2 decks, the master bedroom/bathroom, laundry room and half bath. There’s an open floor plan that flows from the kitchen to the dining room right out to the balcony overlooking Braddock Cove and the South Beach Marina.