House holiday rentals in Hilton Head Island

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.

4.84 out of 5 average rating, 250 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!

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!

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, 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

4.99 out of 5 average rating, 138 reviews

“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops

Privately-owned 2000 SF one-level home sits on a wooded corner lot conveniently located inside the entrance of Sea Pines Resort. This 3 BR, 2BA home was extensively renovated in August 2020, with inviting French-inspired coastal decor for a relaxing cozy feel. "Sea La Vie" chalet is within walking distance to grocery stores, shops, and restaurants. A short drive or bike ride takes you to the private Beach Club, housing oceanfront dining and bar, upscale facilities, and wide beaches. Bienvenue!

A newly constructed beach house is shown from the front, featuring a light blue exterior and a welcoming porch. Palm trees frame the scene, complemented by manicured landscaping. A driveway leads to a two-car garage beneath the home, creating a spacious entryway.

4.99 out of 5 average rating, 68 reviews

Beach House, Elevator, Sleeps 12

Stroll just a few steps from Fish Haul Beach to discover our haven of relaxation.This newly built beach house boasts 3 bedrooms and 2.5 baths complete with complimentary linens and bath towel sets.Enjoy a fully equipped kitchen, ample dining space,and 2 expansive balconies to soak in the coastal ambiance.Enhance your beach stay with included amenities such as boogie boards,backpack beach chairs and wagons.We've anticipated every need and are dedicated to ensuring your stay exceeds expectations!

A spacious living area is accentuated by vaulted ceilings and large windows, allowing natural light to fill the room. Comfortable sofas are arranged around a central coffee table, with decorative cushions adding color. A lamp and a decorative vase create a welcoming ambiance in this inviting space.

4.95 out of 5 average rating, 125 reviews

Lovely 3BR in Palmetto Dunes w/ new pool & spa

Lovely 3 BR home on #2 tee of the Fazio golf course in Palmetto Dunes Resort. Near tennis/pickleball center, general store, & restaurants. Newer pool and spa. Quartz countertops. Two King BRs, 3rd BR with 2 Queens. Flat screen TVs, cable, ROKU in all BRs. Doorbell cam at front door porch with recording capability for host/guest safety. Beach access @ Omni resort and Dunes House is 5-10 min by bike or 15 min walk. Beach towels/umbrella/chairs not provided. Pool/spa heat unavailable after 6/1/26

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, 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.

An inviting living space features a sectional sofa, a wooden coffee table, and a dining area with several chairs. Natural light illuminates the room through multiple windows, highlighting the coastal-inspired decor and airy layout. A chandelier complements the open, relaxed atmosphere.

4.94 out of 5 average rating, 123 reviews

Cozy Coastal Chic - Beach, Pickleball, Golf, Pets

Offered by owner /manager. Master bath w/ walk in shower, spacious bright open concept LR, DR, kitchen, w/ private cozy courtyard. Designer inspired coastal chic for the beachy atmosphere. Sit and relax in the courtyard, lounge in the sun while having an afternoon drink and BBQ. Watch golfers at the driving range or Trent golf course just a short walk from the villa. Go for a swim in 1 of 5 community pools. Under 10 minute walk to Palmetto Dunes beach or call seasonal dune buggy for a ride.

4.99 out of 5 average rating, 239 reviews

A serene bedroom is presented with a light color palette. A spacious bed adorned with soft blue pillows is positioned in front of a large window with white blinds. A wooden bench sits at the foot of the bed, featuring neatly arranged towels. A side table with lamps and a decorative piece enhances the inviting space.

Home in Bluffton

Old Town Bluffton Home + Golf Cart No Cleaning Fee

This is Bluffton Living at its finest! This luxurious southern coastal home is located in the heart of Old Town Bluffton just a couple blocks from the Promenade & includes a new Golf Cart at no additional charge. Master is on the main floor. Walking distance to wonderful local hot spots including the coffee shops, wine bar, high end/casual restaurants, and charming boutiques. Our home has it all w/ a full kitchen w/ stainless steel appliances, Traeger grill, dishwasher, washer/dryer, & More!

An outdoor patio area is furnished with four cushioned chairs featuring blue seat cushions. A small table sits nearby, and a string of lights is visible overhead. Lush greenery and trees provide a natural backdrop, contributing to a relaxing atmosphere.

5 out of 5 average rating, 24 reviews

HHI Escape - Beach Access, Golf Course, Pickleball

Escape to our cozy 2BR/2.5BA condo in Shipyard Plantation, the heart of Hilton Head's south end. Enjoy golf course views, a spacious living area perfect for family gatherings, and a fully equipped kitchen. Relax on the patio, stroll through the picturesque lagoon, or challenge friends to tennis or pickleball. Just minutes from pristine beach access and vibrant Coligny Plaza, our home offers easy access to island adventures. Create unforgettable memories with your family on Hilton Head Island!

4.96 out of 5 average rating, 132 reviews

The front exterior of the house features a welcoming porch with a central decorative door and flanking windows. Flowering plants are suspended from the eaves, while well-maintained shrubs frame the entrance. A clear pathway leads to the door, inviting guests into the home.

Home in Bluffton

Encanto of the Lowcountry in Old Town Bluffton

Welcome to the Heart of the Lowcountry - Bluffton South Carolina! Come stay in this vibrant & luxurious 2 BED / 2 BATH recently renovated home and enjoy the coastal way of life with cool river breezes as you discover the hub of businesses, shopping and community gatherings of eclectic Old Town. Spend time in the sun and sand on the nearby beaches of Hilton Head Island or visit the downtown waterfront of Historic Beaufort. Lots of local fun & activities! Welcome to Encanto of the Lowcountry.

5 out of 5 average rating, 25 reviews

Sea Pines Hut, 5-min Stroll to Ocean, Dog Friendly

Ocean, serene, luxury! Awaken your senses in this cottage surrounded by natural beauty of pines, pond, and blue herons. 5 min walk to Sea Pines pristine beach. 2-mile bike to the beach club and Nature Reserve full of wildlife. Luxurious interior and cozy outdoor porch, plush king bed, queen sofa bed sleep 4. cathedral ceiling, dog friendly, free bikes, beach chairs and cart, perfect for couples, solo travelers, or small families looking to create a luxurious Hilton Head Island experience.

Popular amenities for house rentals in Hilton Head Island

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

An outdoor pool area is situated beneath a covered patio, showcasing a rectangular pool with clear water. Comfortable lounge chairs are arranged nearby, along with a propane grill for outdoor cooking. A dining set is visible, providing space for shared meals under the serene surroundings.

4.82 out of 5 average rating, 17 reviews

4 Luxury Hilton Head Home | Private Pool

A welcoming living area showcases a comfortable gray sofa adorned with decorative pillows. A light wood coffee table is positioned in front, while a casual chair and a dining table with high stools are visible. Soft, natural light floods the space, enhancing the inviting ambiance.

4.89 out of 5 average rating, 37 reviews

NEW! Excellent Remodeled Best Beach & Tennis Villa

A large home is set within a lush landscape, featuring a spacious deck with seating and a private pool. Lounge chairs are placed nearby, and a hot tub is visible on the stone patio. Tall trees create a serene atmosphere around the property.

4.97 out of 5 average rating, 61 reviews

3rd row Palmetto Dunes spacious home, private pool

A serene lagoon scene is presented, featuring calm water bordered by leafy trees. Palm trees stand prominently in the foreground, while charming homes line the water's edge under a clear blue sky, providing a tranquil backdrop.

4.92 out of 5 average rating, 76 reviews

Updated! Sea Pines Lagoon View Oasis

A light-filled living area showcases a spacious sectional sofa accented with patterned cushions. A wooden coffee table sits in front, complemented by a contemporary chair. Large windows surround the room, offering views of the surrounding greenery, while a flat-screen TV is mounted on a white entertainment unit.

4.83 out of 5 average rating, 40 reviews

The Ocean Lily of Sea Pines

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.

5 out of 5 average rating, 32 reviews

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

A spacious outdoor pool area features lounge chairs arranged around a large swimming pool, with several guests enjoying the water. Two hot tubs are visible nearby, surrounded by palm trees and blue umbrellas. The ocean can be seen beyond the pool, creating a serene backdrop.

4.96 out of 5 average rating, 24 reviews

Oceanfront condo with elevator and gated entrance!

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

Weekly house rentals

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.

4.98 out of 5 average rating, 97 reviews

Governor’s Quarters Stately Sea Pines Retreat HHI

The villa's exterior is framed by lush greenery, featuring palm trees and manicured shrubs. A gravel pathway leads to the entrance, enhancing the peaceful, natural setting. The light-colored siding and slatted shutters contribute to the inviting curb appeal.

4.93 out of 5 average rating, 29 reviews

Charming Beach Villa at Palmetto Dunes!

The spacious living area features high ceilings and a fan above. A soft gray sofa is positioned beside a coffee table with decorative items. The wall is adorned with a large flat-screen TV, and a fireplace adds a focal point. Large windows allow natural light to fill the space.

4.98 out of 5 average rating, 42 reviews

Sea Pines Home - Family Friendly, Great location!

A bright entryway is presented, featuring turquoise walls and a matching front door. A white chair is adorned with a soft coral pillow, while a decorative wreath made of seashells hangs beside the door. A welcoming sign and a beach-themed tote bag add to the coastal decor.

4.99 out of 5 average rating, 87 reviews

Charming 3BR / 2 bath beach bungalow with hot tub!

The exterior of the house presents a modern coastal design, featuring a spacious deck with multiple seating areas, a large umbrella, and a grassy surrounding. Large glass doors invite natural light into the interior while a BBQ grill is visible on the deck.

5 out of 5 average rating, 34 reviews

New Sea Pines Remodel Close To Beach

An open concept living area showcases wood-paneled ceilings and large windows, allowing natural light to fill the space. A sectional couch faces a TV, while a wooden dining table is set for meals. Sliding glass doors open to views of the backyard.

4.98 out of 5 average rating, 53 reviews

Sea Pines Villa - Walk to Beach, Golf and Tennis

5 out of 5 average rating, 12 reviews

Home in Bluffton

3BR Cozy~Charming~Luxe Renovated Retreat/Bluffton

Superhost

4.67 out of 5 average rating, 3 reviews

MyStay at 72 Off Shore | Renovated 4BR Beach House

Private house rentals

A private residence is set among tall trees, featuring a spacious patio area with a circular pool at its center. A barbecue grill and poolside loungers are visible, surrounded by natural landscaping, creating a serene outdoor retreat.

5 out of 5 average rating, 30 reviews

Starfish Beach House with Pool and Bikes

An outdoor space features a newly installed pool surrounded by lounge chairs and a dining area. A putting green, marked with golf holes, lies nearby. The home is set against a backdrop of tall trees, creating a serene environment.

4.87 out of 5 average rating, 47 reviews

Heels in the Sand- Private Pool & Putting Green

5 out of 5 average rating, 13 reviews

Short walk to Beach!

A serene outdoor area features a spacious pool surrounded by a travertine tile deck, complemented by lounge chairs and shaded seating areas. The house's light blue exterior adds to the tranquil ambiance, while surrounding trees provide a sense of privacy.

5 out of 5 average rating, 34 reviews

6 Bdrm-5 King Suites, 6F/2H Bath, 7th row, Lg Pool

A cozy screened-in porch is displayed with four Adirondack chairs surrounding a glass-topped table. A vibrant blue area rug features a leaf pattern, while large glass windows provide expansive views of the tidal marsh and lush greenery outside.

4.92 out of 5 average rating, 24 reviews

Lagoon & Tidal Marsh Views w/Screened-In Porch

The living room showcases a spacious layout with two gray sofas adorned with decorative pillows. A round coffee table is centered on a coastal-themed area rug. A ceiling fan is installed above, and framed art pieces are displayed on the walls, adding a touch of sophistication.

5 out of 5 average rating, 23 reviews

Private Gated Beach Retreat in Hilton Head, SC

A spacious living area is highlighted by vaulted ceilings and natural light streaming through plantation shutters. Comfortable seating arrangements are created with light-colored sofas adorned with decorative pillows. A prominent fireplace is complemented by built-in shelves displaying books and decorative items.

4.87 out of 5 average rating, 63 reviews

SeaPines - Private Beach Path, Private Pool, Bikes

An open living area features a cozy seating arrangement with a large red sectional and armchair. A wooden coffee table is centered on a light carpet, while built-in shelves provide space for decor. A wall-mounted television is positioned above a white fireplace, enhancing the room's functionality.