Mansion vacation rentals in Hilton Head Island

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Top-rated mansion rentals in Hilton Head Island

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Top guest favorite

Home in Hilton Head Island

4.95 out of 5 average rating, 109 reviews

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

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Top guest favorite

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.

Home in Hilton Head Island

4.87 out of 5 average rating, 405 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

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Guest favorite

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

4.85 out of 5 average rating, 156 reviews

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 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. STR #071582

LocationValueBeach

Guest favorite

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

4.91 out of 5 average rating, 120 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! house is located on an island w/alligators 100% refunds for Category 2 storms or higher. Otherwise, cancellation policy holds. Host is only responsible to access of property from I-95. Also can’t guarantee condition or amount of amenities: grills, bikes are self service unless purchased butler service, clutter, paper products, washcloths

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Superhost

An aerial view captures a row of elegantly designed homes nestled along a sandy beach. Lush greenery and palm trees frame the properties, enhancing the coastal landscape. The azure sky complements the serene beachfront, creating a harmonious blend of nature and architecture.

Home in Shipyard

4.87 out of 5 average rating, 45 reviews

Luxury home/tiki bar/pool/private beach boardwalk

Spread out and relax in 4700 sq. ft. of luxury next to the ocean. Enjoy the perfect vacation in this 5 bedroom, 5 and 1/2 bath home with dual deluxe king master suites, plentiful parking for 10 cars, heated swimming pool, hot tub, private deck with lounge chairs, Tiki Bar, refrigerator/freezer, beach chairs and private boardwalk to your private beach paradise. BOTH master suite bathrooms beautifully remodeled January 2024. New deck boards installed September 2024. New AC system Sept. 2025.

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Top guest favorite

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.

Home in Hilton Head Island

5.0 out of 5 average rating, 123 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.

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Superhost

A spacious screened porch equipped with a dining table and chairs offers a relaxing area for gatherings. Two ceiling fans provide comfort, and a fireplace adds a cozy touch. A large window showcases the private backyard, enhancing the connection to the outdoors.

Home in Shipyard

4.84 out of 5 average rating, 269 reviews

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 Beach Cart at your disposal, hauling beach gear is a breeze. Get ready for endless fun and memories at your beach getaway!

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Top guest favorite

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.

Home in Hilton Head Island

4.98 out of 5 average rating, 135 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. STR# 034482

LocationValueBiking

Top guest favorite

The outdoor area features a private pool with a cozy seating arrangement nearby. A fire pit with glowing embers is central to the setting, surrounded by large loungers and a dining table. A large umbrella shades the outdoor seating, while a whimsical inflatable swan floats in the water.

Home in Sea Pines

5.0 out of 5 average rating, 45 reviews

Marsh Views | Pool, HotTub, Game Room&Pet Friendly

Welcome to The Heron Hideaway- your Luxury Hilton Head Getaway. Stay Lowcountry in this exclusively designed home. Newly remodeled & fully equipped for your golfer’s retreat or family/friends' coastal vacation. 5 mins 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!

LocationFamilyPool

Top guest favorite

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

4.98 out of 5 average rating, 109 reviews

Stately Governors Quarters-Pet Friendly, Fenced In

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!

LocationFamilyBeach

Guest favorite

Home in Sea Pines

5.0 out of 5 average rating, 15 reviews

Luxury Pool Home in Sea Pines | Sleeps 15

Experience Lowcountry charm in this Sea Pines retreat designed for relaxation and connection. Unwind by your private saltwater pool, surrounded by peaceful natural beauty, or gather in spacious living areas made for shared meals and evenings together. Spend your days biking scenic trails, exploring Harbour Town, or enjoying world-class golf and tennis nearby. With a perfect blend of comfort and location, this home is made for memorable Hilton Head getaways.

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Top guest favorite

Home in Hilton Head Island

5.0 out of 5 average rating, 14 reviews

Family Retreat | 1 Min to Beach | Pool Spa Theater

Step into your private coastal retreat—designed for unforgettable group getaways. Just a 1-minute walk to the beach with no streets to cross. Sleeps 18+. Enjoy a resort-style backyard with pool (heat available), hot tub, fire pit & putting green. Inside features a theater, game room & expansive spaces to gather. Golf cart area + easy bike rentals nearby. Elevated, effortless, and made for connection. Prime dates book fast—secure yours now.

LocationFamilyIndoor spaces