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 Sea Pines

5 out of 5 average rating, 92 reviews

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.

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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

4.86 out of 5 average rating, 153 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

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Guest favorite

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, 268 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 Gorilla 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 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, 401 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

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Guest favorite

Condo in Hilton Head Island

5 out of 5 average rating, 10 reviews

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.

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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, 133 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

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Top guest favorite

A well-lit bedroom features two spacious beds, each adorned with vibrant blue and green bedding. A decorative wall basket adds a natural touch, while a window with patterned curtains allows for natural light. A small chair and side table enhance the room's functionality.

Home in Hilton Head Island

4.99 out of 5 average rating, 115 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! PN: 040312

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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, 108 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!

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Superhost

Home in Sea Pines

4.9 out of 5 average rating, 10 reviews

Wren's Nest - 4BR SeaPines Retreat+Backyard Oasis

Welcome to Wren's Nest, a luxurious Sea Pines retreat. Just steps to private beach access, this stylish 4BR home blends coastal elegance with family-friendly comfort. Enjoy a secluded backyard oasis with a waterfall pool, large screened-in porch, and space to unwind. Walk or bike to South Beach, shops, restaurants, and miles of scenic Hilton Head trails. Bring the entire family, leave with memories of a lifetime. Beach chairs, wagon, and umbrellas included. Pets welcome.

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Top guest favorite

A spacious front porch features white rocking chairs with multicolored cushions, set against a backdrop of tall pine trees. Natural light filters through the porch railings, creating a serene atmosphere. The view overlooks a landscaped courtyard, enhancing the inviting outdoor space.

Townhouse in Hilton Head Island

4.95 out of 5 average rating, 113 reviews

Luxury Villa-Steps from the beach and pet friendly

This spacious town home offers 4 bedrooms, 4.5 baths. The front porch overlooks the courtyard where there is a pool. The pool is heated in March, Apr and Oct. After coming up the stairs, you have a first floor that has a living room, dining room and kitchen as well as a powder room, laundry room, and bedroom with private bath. Upstairs - Bedroom #2 - Queen Bed w/ bath Bedroom #3 - King Bed w/ bath Bedroom #4 - Two Queen Beds w/ bath

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Guest favorite

An expansive pool deck is illuminated with soft lighting, showcasing a private pool and built-in spa. A lounge area with multiple chairs is present, and a covered seating area is visible in the background. The setting sun casts warm hues over the space.

Home in Palmetto Dunes

5 out of 5 average rating, 6 reviews

Upscale Retreat w Pool & Spa | Palmetto Dunes

Experience relaxed luxury in this Palmetto Dunes retreat overlooking the golf course. Designed for comfort and connection, this home offers a private pool and spa, plus an expansive outdoor space with a bar and grill perfect for gathering. Inside, enjoy a chef’s kitchen, multiple living areas, and a quiet office for added flexibility. Just minutes from the beach, golf, and dining, this home delivers an easy, elevated Hilton Head getaway.

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Guest favorite

A modern home is surrounded by lush greenery, featuring large glass windows that invite natural light. A spacious outdoor area includes multiple lounge chairs and umbrellas, along with a large dining table. A pool area is visible, enhancing the outdoor living experience.

Home in Palmetto Dunes

4.9 out of 5 average rating, 21 reviews

Luxury Palmetto Dunes Retreat with Private Pool

Escape to a refined island retreat in the prestigious Palmetto Dunes community on Hilton Head Island. This recently renovated luxury home offers elegant coastal living with a private pool and serene surroundings. Enjoy easy access to beaches, golf, tennis, and scenic bike paths—blending comfort, privacy, and resort-style amenities for an elevated Lowcountry getaway. Perfect for family vacations, golf getaways, and long-term luxury stays.

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