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Holiday houses in Hilton Head Island

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Quick stats about holiday rentals in Hilton Head Island

  • Total holiday rentals

    Explore 6,800 holiday rentals in Hilton Head Island

  • Nightly prices starting at

    Hilton Head Island holiday rentals start at $70 NZD per night before taxes and fees

  • Verified guest reviews

    Over 149,050 verified reviews to help you choose

  • Family-friendly holiday rentals

    5,640 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 1,150 rentals that welcome pets

  • Holiday rentals with a pool

    6,120 properties feature pools

  • Rentals with dedicated workspaces

    3,530 properties have a dedicated workspace

  • Wi-Fi availability

    6,800 of Hilton Head Island holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront and Monthly stays across Hilton Head Island rentals

  • 4.8 Average rating

    Hilton Head Island stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated holiday rentals in Hilton Head Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Hilton Head Island

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

4.95 out of 5 average rating, 109 reviews
Guest favourite
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.
Home in Hilton Head Island

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!

4.98 out of 5 average rating, 88 reviews
Top Guest favourite
A welcoming living area is presented, featuring a comfortable sofa and a round dining table with two chairs. A wall-mounted television is visible. Natural light floods in through sliding glass doors, offering a view of palm trees and outdoor seating.
Condo in Hilton Head Island

The Lookout - A Modern Beach Retreat (Oceanfront)

Welcome to The Lookout! The moment you step into this villa you will be greeted by an open floor plan, a fully stocked kitchen, & every amenity that you'll need for your stay. Take a seat on one of the high top adirondack chairs & enjoy your favorite beverage while overlooking the most popular beaches on the island. Truly - every square inch of this unit has been meticulously utilized to give you an unforgettable vacation. We look forward to hosting you at Seaside Villa's premier luxury villa!

5.0 out of 5 average rating, 114 reviews
Top Guest favourite
The kitchen features modern appliances, including a stainless steel refrigerator and a sleek oven. White cabinetry with glass accents showcases dishware. A marble countertop provides ample workspace, and recessed lighting brightens the room, enhancing its inviting ambiance.
Apartment in Hilton Head Island

Fully Renovated 2 Bedroom Villa - Walk to Beach

Make yourself at home in this comfortable 2 story, ground floor Condo. Easy walk to the beach. Open concept living, dining and fully equipped kitchen and 1/2 bath on main floor. Chose either the comfy King or Queen bedroom with walk-in shower or bathtub of your choice. Private courtyard with Grill and outside seating. All this, in a setting of azaleas, palms and 20 steps to pool with stores and restaurants just 2 blocks away. Please note there is only 1 parking space available for your stay.

4.97 out of 5 average rating, 167 reviews
Top Guest favourite
Condo in Hilton Head Island

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.

5.0 out of 5 average rating, 15 reviews
Top Guest favourite
Home in Hilton Head Island

Modern Beach Escape | Private Pool~Steps to Beach

Welcome to your private slice of Hilton Head paradise—completely rebuilt & just steps from the sand. This 4BR,3.5BA showstopper sits on corner lot, 30ft from a private beach path. Enjoy the tropical pool area, fire pit, outdoor shower & massive balcony overlooking this beachside oasis. Inside:2 stylish living areas, Smart TVs in every room, luxe finishes throughout. Sleeps 11 & dog friendly. Minutes from top-tier golf, dining, & island adventures—book your dream stay now! HHI Permit #076394

4.98 out of 5 average rating, 43 reviews
Top Guest favourite
A bright dining area offers a view of the ocean through open doors leading to a private beachfront balcony. Coastal décor is present on the round table, complemented by neutral tones and natural light streaming in from the outdoors.
Condo in Hilton Head Island

Oceanfront Luxe KING BED 65TV Beach Bar Pickleball

Panoramic 180° Oceanfront views the Moment You Open the Door! Beachfront Balcony Watch Sunrise/Hear the Waves 1 min walk to Beach! Beachfront Pool, Tiki Bar/Grill KING BED FREE Pickleball, Tennis, Gym HGTV Designer Renovation Two 65" SmartTVs Expanded Bedroom Blackout Sleeping Marble Spa Bath Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest RESORT Beach Bar/Sports Bar 3 Restaurants Bike Rentals on Site 4 Beach Boardwalks Gated 24/7 Security Seasonal Island Trolley Stop

4.98 out of 5 average rating, 368 reviews
Top Guest favourite
A clear view of the ocean is visible from the balcony, showcasing a sandy beach lined with colorful umbrellas. Gentle waves roll onto the shore, and distant figures can be seen enjoying the beach. Lush greenery frames the foreground, enhancing the coastal scene.
Condo in Hilton Head Island

Oceanfront, 3rd floor, King Bed

Direct oceanfront! Perfect for a couples get away, week vacation or anything in between. Take a walk across the street to Coligny Square where there are more than 60+ shops and restaurants. Ride your bike on more than 100 miles of trails. Onsite parking, pool and free wifi. Just bring your bathing suit and a towel! We provide the rest for you to have a relaxing vacation; beach chairs, umbrella, cooler, all kitchen spices, a Coffee Bar, shampoo, conditions, body wash and tide pods!

4.91 out of 5 average rating, 132 reviews
Top Guest favourite
A wooden boardwalk leads through grassy dunes towards the beach. The path extends toward the calm ocean, under a gray sky. Soft sand is visible at the boardwalk's end, inviting guests to access the beachfront.
Condo in Hilton Head Island

Ocean View & Steps to Beach! Remodeled HHBT Condo!

Newly remodeled! Adorable beach front condo located in HH Beach & Tennis Resort. Watch & listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rental, and a gym. We also provide beach chairs, coolers, boogie boards and coffee! It's all here! The getaway you've been waiting for and deserve!

4.96 out of 5 average rating, 380 reviews
Guest favourite
Treehouse in Sea Pines

CoCo's Island Treehouse

Unwind in a cozy, character-filled treehouse surrounded by nature. Tucked in a wooded setting just a short walk to the dog beach, shops, & restaurants of Harbortown, this retreat offers the perfect blend of privacy & convenience. Fully equiped kitchen,king beds ,sofa bed and 85” TV make it ideal. Plenty of Outdoor Deck space , fire pit and grill . Seasonal Pool at South Beach Pool and Marina .Reach the wide shores of the Sea Pines Beach Club by car, bike trail, or trolley.

4.91 out of 5 average rating, 79 reviews
Top Guest favourite
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!

Welcome to The Caddyshack! Centrally located in Shipyard, this fully renovated 2 bedroom 2.5 bath villa overlooks the tee box on the 3rd hole of the Brigatine golf course. Watch the day's last golfers go by while the sun's final rays set from the back porch. Enjoy the many miles of walking/biking trails, the nearby Shipyard Beach Club, Coligny Plaza shops & restaurants, golf and more. The Caddyshack has been recently renovated and is ready for you. Join us soon!

4.99 out of 5 average rating, 76 reviews
Guest favourite
Home in Palmetto Dunes

Private Pool, Lagoon View, & Walk to Beach!

Welcome to 5 Off Shore, a beautifully furnished 3BR/2.5BA home in Palmetto Dunes, just a short walk to the beach. This upscale retreat features a private heated pool, peaceful lake views, a large screened porch, and stylish interiors filled with natural light. Enjoy a fully remodeled gourmet kitchen, spa-like primary suite, outdoor shower, and resort-style outdoor living. Perfect for families or couples seeking comfort, privacy, and prime Hilton Head location.

5.0 out of 5 average rating, 11 reviews

Popular amenities for Hilton Head Island holiday rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Stay near Hilton Head Island's top sights

Coligny Beach Park

184 locals recommend

Hilton Head Resort

7 locals recommend

Hilton Head Island Beach & Tennis Resort

19 locals recommend

Folly Field Beach

55 locals recommend

Coligny Plaza Shopping Center

288 locals recommend

The Sea Pines Resort

14 locals recommend

Other great holiday rentals in Hilton Head Island

Guest favourite
Home in Sea Pines

Luxury Pool Home in Sea Pines | Sleeps 15

5.0 out of 5 average rating, 15 reviews
Top Guest favourite
Condo in Hilton Head Island

Coastal Calm: Lagoon View, Beach, Family Friendly

5.0 out of 5 average rating, 46 reviews
Top Guest favourite
Home in Sea Pines

Sea Pines Home w Large Deck | Great for Couples!

5.0 out of 5 average rating, 34 reviews
Guest favourite
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

4.93 out of 5 average rating, 44 reviews
Top Guest favourite
Home in Hilton Head Island

Family Retreat | 1 Min to Beach | Pool Spa Theater

5.0 out of 5 average rating, 16 reviews
Guest favourite
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

Luxury Palmetto Dunes Retreat with Private Pool

4.92 out of 5 average rating, 24 reviews
Top Guest favourite
Apartment in Sea Pines

Harbour Town Marina Studio | Walk to Lighthouse

5.0 out of 5 average rating, 35 reviews
Guest favourite
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.
Home in Sea Pines

Starfish Beach House with Pool and Bikes

4.91 out of 5 average rating, 46 reviews

When is the best time to visit Hilton Head Island?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$288 NZD$292 NZD$349 NZD$381 NZD$377 NZD$442 NZD$418 NZD$358 NZD$314 NZD$302 NZD$299 NZD$288 NZD
Avg. temp10°C12°C16°C19°C23°C27°C28°C28°C25°C20°C15°C12°C

Frequently Asked Questions

  • What are the best places to stay in Hilton Head Island?

    Hilton Head Island has a range of neighborhoods where visitors often stay, including Sea Pines, Palmetto Dunes, and Forest Beach. These areas are known for access to beaches, dining, and activities for all types of travelers.

  • What are the best things to do in Hilton Head Island with kids?

    Families frequently explore interactive museums, join dolphin-watching cruises, or play at local beaches and parks. Mini-golf courses and bicycling along shaded pathways add to the fun.

  • What are some of the best things to do in Hilton Head Island?

    Explore the sandy beaches, kayak through scenic waterways, and visit Harbour Town for its lighthouse and harborside shops. Golf courses, cycling trails, and nature preserves are often recommended.

  • How is the weather in Hilton Head Island?

    Hilton Head Island has mild winters with temperatures around 40–61°F (4–16°C), and warmer, humid summers reaching 90–92°F (32–34°C). Rainfall occurs year-round, with the heaviest showers often in summer months.

  • What are the best places to visit in Hilton Head Island?

    Harbour Town is known for its lighthouse and waterfront shops, while Coligny Beach Park is a popular spot for families. Pinckney Island National Wildlife Refuge draws visitors interested in birdwatching and nature walks.

  • What are some hiking trails in Hilton Head Island?

    Enjoy walking or biking trails in Sea Pines Forest Preserve, or explore the scenic paths at Pinckney Island National Wildlife Refuge. These areas feature marsh views and opportunities to spot local wildlife.

  • What are some family activities we can do in Hilton Head Island?

    Families often enjoy beach days, kayaking, biking, and visiting interactive museums. Mini-golf, playgrounds, and boat excursions are also frequently suggested.

  • What are some of the best day trip ideas from Hilton Head Island?

    Many visitors explore nearby historic towns or take guided nature excursions in surrounding areas. Local waterways and coastal preserves around the island are also popular for day trips.

  • Are there any pet friendly accommodations available in Hilton Head Island?

    Hilton Head Island has pet-friendly stays in areas such as Forest Beach, South Beach, and Folly Field. Many rentals welcome dogs and are near dog-friendly parks or beaches.

  • What are some local tips for visiting Hilton Head Island?

    Consider renting bikes, as cycling paths connect many attractions and neighborhoods. Local traditions include sunrise beach walks and sampling seafood at waterfront restaurants; bringing insect repellent is also suggested for marsh areas.

  • What is Hilton Head Island known for?

    Hilton Head Island is known for its sandy beaches, golf courses, and scenic marshland. The area also has a distinct blend of natural beauty, outdoor activities, and coastal food traditions.

  • What are the best hidden gems to explore in Hilton Head Island?

    Visitors often uncover quieter spots like Mitchelville Freedom Park, which shares local history, or the Audubon Newhall Preserve with its tranquil nature trails. Locally owned art galleries around the island reveal regional talent.

  • What are the best foods to try in Hilton Head Island?

    Fresh seafood dishes such as shrimp and crab are frequently suggested, along with traditional Lowcountry specialties like she-crab soup and shrimp and grits. Local barbecue and pecan pie also feature on many menus.

  • What should I bring for a trip to Hilton Head Island?

    Pack beachwear, sunscreen, and a hat for sun protection, along with comfortable shoes for biking or walking. Bringing a light rain jacket and insect repellent is useful, especially if you plan to explore marshes or parks.

  • What is the nightlife in Hilton Head Island like?

    Nightlife on Hilton Head Island has laid-back bars, live music venues, and outdoor patios, especially in areas such as Coligny Plaza and Shelter Cove. Many spaces blend local food and entertainment for a relaxed evening experience.

  • What are the most popular events or festivals in Hilton Head Island?

    Hilton Head Island frequently hosts the Heritage Golf Tournament, outdoor music and food festivals in spring and summer, and art shows throughout the year. Local markets and sporting events are also popular gathering points.

  • Are there family friendly vacation rentals in Hilton Head Island?

    Many vacation rentals on Hilton Head Island welcome families, especially in Palmetto Dunes, Sea Pines, and Forest Beach. These areas have access to beaches, parks, and entertainment suited for guests of all ages.

  • When is the best time to visit Hilton Head Island?

    Late spring and early fall are frequently suggested for pleasant temperatures, fewer crowds, and outdoor activities. Many visitors also enjoy summer for its lively beach atmosphere and seasonal events.

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