House holiday rentals in Hilton Head Island

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, 100 reviews

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

Featured in the August 2022 issue of Cottages and Bungalows magazine, this beautifully remodeled 3/2 beach bungalow is nestled in a charming neighborhood within walking distance to Folly Field beach. Enjoy a cup of coffee on the back porch in the morning, relax in the 6 person hot tub after an afternoon round of golf on the many courses nearby or sit by the fire pit and watch the stars at night. 8 Min walk to Folly Field Beach 2 Min walk to Adventure cove mini golf 6 Min Drive to golf & Tennis

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, 81 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!

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, 119 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 outdoor area features a heated private pool surrounded by a spacious patio and lounge chairs. The home, with updated siding, has a shaded seating area and a barbecue grill. Lush greenery and colorful flowers enhance the tranquil ambiance.

4.85 out of 5 average rating, 117 reviews

Palmetto Dunes House: Private Pool, PDBeach, Golf

Magnolia & Maple is your upgraded resort destination. Sat to Sat rentals. Home includes a desk with hi-speed internet, surround sound in the living room and updated décor. This 3 BR, 2 BA home sits on a quite street and offers the opportunity to relax by the private heated pool, walk/bike the 3/4 of a mile to PD's famous beaches, or get some exercise with tennis, golf, or pickleball. Close to Shelter Cove shopping and dining. HHI is a pedestrian and bike friendly area with plenty to do.

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, 113 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

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, 105 reviews

Governor’s Quarters Pet Friendly, Fenced in Yard

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!

A bright living area is presented with a cozy arrangement of a spacious sofa and a gray loveseat. Natural light filters through window treatments, highlighting a round coffee table and decorative accessories. A console table with a mirror and a soft lamp complete the inviting space.

4.94 out of 5 average rating, 102 reviews

Hilton Head Island Beach Cottage/House

Our house is located on the southern end of Hilton Head Island in the North Forest Beach neighborhood. The house is an easy 5 minute walk to Hilton Head's beautiful beach. Heron St offers its own private beach walk. It’s also a 10 minute walk to Coligny Plaza, offering local shopping, restaurants, and a grocery store. The house features a delightful outdoor shower, 2 bicycles and a shed loaded with 2 beach chairs, boogie boards, a frisbee and a surf fishing pole and tackle.

5 out of 5 average rating, 4 reviews

Home in Shipyard

Shipyard Golf: Where Family Memories Shine!

Escape to paradise at 83 Kingston Dunes Road in Hilton Head's prestigious Shipyard Plantation! This charming 3BR/3BA family home sits directly on hole #6 of the scenic Galleon Golf Course, offering stunning fairway views from spacious decks. Perfect for memorable vacations, enjoy golfing, biking trails, lagoons, and just 0.7 miles to pristine beaches and Coligny Plaza. Relax, unwind, and create family memories in this peaceful, pet-friendly retreat!

Luxe

5 out of 5 average rating, 8 reviews

44 Heritage, Sea Pines: Retreat on 11th Tee of HT

Set alongside the 11th tee box of the famous Harbour Town Links, this exclusive villa on Hilton Head Island is the perfect home base for your next golf vacation or family getaway. When you’re not out on the golf course, take a refreshing dip in the South Beach community pool or head down to the sandy beach. In the evening, check out South Beach Marina Village. Copyright © Luxury Retreats. All rights reserved. STR Permit Number: 076320

4.91 out of 5 average rating, 35 reviews

A private pool area is surrounded by lush greenery and tall trees, providing privacy and a natural setting. The pool features a built-in spa and is bordered by a spacious stone patio. Four lounge chairs are positioned nearby for relaxation.

Home in Shipyard

Private Pool | Golf | Exq. Coffee | Seascape

Gourmet Coffee Lovers Paradise. And, over 1000 *5* star reviews! You found the perfect vacation home where you can enjoy a private pool with a spacious layout. Comfortably sleep 8 in 4 private bedrooms. The kitchen is fully equipped with everything needed to prepare a gourmet meal. You can enjoy dining in the large formal dining room, the sunroom adjacent to the kitchen, or outside. *The pool can be heated for an additional fee.

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.

4.97 out of 5 average rating, 58 reviews

Sea Pines Villa - Walk to Beach, Golf and Tennis

This pristine Sea Pines villa has undergone significant renovations and upgrades, enhancing your stay with modern comforts and amenities. Just a five-minute stroll to the beach, this property is perfect for beach vacations and golf trips. Enjoy views of the tree-lined lagoon and renowned Atlantic Dunes Golf Course. The villa offers a private, professionally maintained putting green, and private tennis courts are only steps away.

A charming circular home is nestled among tall trees, featuring a spacious deck with white lounge chairs. The wooden steps lead up to the entrance, showcasing large windows that allow ample natural light. The surrounding greenery enhances the sense of privacy and seclusion.

4.98 out of 5 average rating, 94 reviews

Harbour Town Tree House | Private Office | HT Pool

Please see our almost 1000 5-star reviews at our other properties. Enjoy unbelievable tranquility high in the Sea Pines tucked away on Deer Island next to Harbour Town. Walk to the shops, restaurants, entertainment, and the Yacht Basin in just minutes. Feed the deer from your hand while you connect with nature. The Sea Loft is just one house away from the Turtle Trail that winds along the marshlands.

Popular amenities for Hilton Head Island house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An open-plan living area features a light-colored sofa facing a TV mounted above a fireplace. Natural light enters through sliding glass doors that lead to an outdoor space. A round side table with a lamp complements the seating, with a partial view of the kitchen area in the background.

4.99 out of 5 average rating, 74 reviews

“Vitamin Sea HHI” coastal comfort in Sea Pines

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.

4.92 out of 5 average rating, 39 reviews

Starfish Beach House with Pool and Bikes

A dining area features a reclaimed wood table surrounded by cross-back chairs. A shelving unit holds decorative items and books. Natural light brightens the stylish living room in the background, where plush seating and tasteful decor can be seen.

5 out of 5 average rating, 39 reviews

Steps to the Beach - Perfect All-Season Getaway

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.

4.93 out of 5 average rating, 80 reviews

Updated! Sea Pines Lagoon View Oasis

4.93 out of 5 average rating, 230 reviews

Perfect spot for a great getaway

5 out of 5 average rating, 3 reviews

Palmetto Dunes house w/ private pool, shared tenni

The spacious backyard features a large heated sports pool surrounded by a well-manicured lawn. Deck chairs in vibrant colors are arranged along the poolside, while a covered deck is accessible from the house. Lush trees provide shade, enhancing the relaxing outdoor environment.

5 out of 5 average rating, 30 reviews

Sweet Carolina~Pool~Fenced Yard~FirePit

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.

4.88 out of 5 average rating, 69 reviews

SeaPines - Private Beach Path, Private Pool, Bikes

Weekly house rentals

5 out of 5 average rating, 65 reviews

The exterior of a two-story villa features a light-colored facade and a welcoming entrance with steps leading to the front door. Lush greenery lines the path, with manicured shrubs and palm trees enhancing the natural setting. Large windows are present throughout the structure.

Home in Shipyard

The Caddyshack - Perfect Location!

5 out of 5 average rating, 3 reviews

New Build Near Beach- Sleeps 10- Golf Sim- Family

5 out of 5 average rating, 6 reviews

Palmetto Dunes Villa – Golf, Pools & Bike to Beach

4.97 out of 5 average rating, 35 reviews

Modern Beach Escape | Private Pool~Steps to Beach

5 out of 5 average rating, 29 reviews

Sea Pines Home w Large Deck | Great for Couples!

5 out of 5 average rating, 4 reviews

4BR Coastal Elegance Chef’s Kitchen Steps to Beach

5 out of 5 average rating, 81 reviews

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

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.

4.88 out of 5 average rating, 17 reviews

Luxury Palmetto Dunes Retreat with Private Pool

Private house rentals

4.91 out of 5 average rating, 11 reviews

Walk to Beach + Golf Views | Palmetto Dunes

The exterior of the home features a grand two-story structure with a large covered porch and multiple entry points. Lush landscaping with palm trees enhances the inviting curb appeal. A paved driveway provides access to the garage, surrounded by neatly trimmed bushes and grass.

5 out of 5 average rating, 36 reviews

5 Sandy Beach Trail- Beach House w/ Private Pool

A private balcony features blue Adirondack chairs arranged around a metal table, overlooking a natural lagoon surrounded by lush green foliage. Sunlight filters through the trees, enhancing the peaceful ambiance of the outdoor space.

4.96 out of 5 average rating, 83 reviews

Sea Pines Home! Walk to Beach & Pool | Lagoon View

4.86 out of 5 average rating, 14 reviews

95 Sandcastle Court

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.

4.84 out of 5 average rating, 43 reviews

The Ocean Lily of Sea Pines

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, 38 reviews

New Sea Pines Remodel Close To Beach

5 out of 5 average rating, 6 reviews

Pink Sand Paradise - A Peaceful Luxury Retreat

A covered patio area features a heated swimming pool with clear water. A dining table with several chairs sits nearby, complemented by comfortable seating. The backdrop includes a tranquil body of water and charming buildings, creating a serene outdoor ambiance.