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.

4.91 out of 5 average rating, 45 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.

4.93 out of 5 average rating, 45 reviews

The exterior of the villa features a three-level structure surrounded by lush greenery and palm trees. A driveway is visible leading to a single car garage. Balconies are seen on the upper level, providing outdoor access. The overall setting is serene and inviting.

Home in Sea Pines

Harbour Town Villa in Picturesque Sea Pines

Luxurious and newly renovated 4 Bedroom 4 Bathroom Villa located in the heart of sought after Harbour Town. This home features views of the Calibogue Sound and the 18th hole of the Harbour Town Golf Club. The townhome is an end unit with 3 levels containing multiple windows allowing for amazing sunset views. Walk to the shops, restaurants, entertainment, and the Yacht Basin in just minutes. The closest beach access is at Sea Pines Beach Club which is 2 mi away. There is also a community pool

5 out of 5 average rating, 25 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!

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, 386 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

Townhouse in Hilton Head Island

A row of newly constructed townhomes is shown, featuring a blue exterior with white accents. Each unit has a three-car garage and a driveway bordered by palm trees. Soft lighting from street lamps illuminates the pathway, enhancing the serene atmosphere of the upscale community.

5 out of 5 average rating, 7 reviews

Brand New LUX Townhome-Mins to Beaches, private po

Brand new luxury 4BR/3.5BA townhome in the heart of Hilton Head! Just minutes from the beach, top restaurants, and bike trails. Enjoy upscale coastal décor, a chef’s kitchen, and spacious living areas perfect for relaxing or entertaining. Located in a resort-style community with a private pool and a stunning community pool—your perfect island getaway! Ideal for families, friends, or couples. There will be a $500 security deposit held on a credit card prior to check in & refunded at check out.

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, 106 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.

5 out of 5 average rating, 78 reviews

4BR with Private Pool, Pets Welcome, Steps to Sand

Discover your perfect Hilton Head getaway! This spacious 4BR/3BA, pet-friendly home sleeps 8 with a private heated saltwater pool, large sun decks + BBQ area, and a quick <5-min walk via exclusive path to beautiful Folly Field Beach. Enjoy 2 master suites (up/down) for privacy, 2 living areas + work nook ideal for families & remote work, full kitchen, fast Wi-Fi, and Smart TVs. Just 10-15 min to restaurants, shops & attractions. 75+ 5-star reviews for prime location & exceptional stays! 🏖️🌴

4.95 out of 5 average rating, 38 reviews

Coastal Calm- clean comfortableFREE beach shuttle

Crabline Court is a beautiful enclave of luxury homes on a cul de sac featuring 4, 5, 6 and 7 bedroom homes with private pools. As Crabline Court is located next to a beautiful town park, you have easy access to tennis, playgrounds, basketball, soccer and baseball fields. The beach access can be driven to in just 1 minute, bicycled to in 3-5 minutes. Our home is located off Singleton Beach Road. We offer 5 bedrooms and 5 bathrooms on 2 levels, plus a poolside rec room on the garage level.

4.85 out of 5 average rating, 147 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.

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.

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.

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!