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Holiday houses in Hilton Head

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Top-rated holiday rentals in Hilton Head

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

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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
4.96 out of 5 average rating, 342 reviews

Ocean View! Steps to beach! Remodeled HHBT Condo!

Newly remodeled just last year! 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!

Guest favourite
A sunlit living space features a navy blue sofa and an elegant dining table surrounded by four chairs. Large sliding glass doors provide access to the oceanfront balcony, where views of the beach and coastal landscape can be seen in the distance.
Condo in Hilton Head Island
4.97 out of 5 average rating, 210 reviews

Oceanfront Luxury! KING BED Pickleball + Beach Bar

✨Airbnb top 10% Home ✨ PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! Oceanfront Balcony See & Hear the Waves! 100% Renovation HGTV Featured Decorator KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR w/Elevator Beach Chairs, Boogie Boards, Ice Chest & More RESORT Beachfront Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball 2nd Pool Bike Rental in Resort Gated 24/7 Security Free Trolley Stop - April-Sept

Top Guest favourite
A candle is displayed on a table, surrounded by seashells, with a sunset view of the ocean in the background. The warm colors of the sky reflect off the water, while a cup is placed nearby, adding to the serene atmosphere of the balcony.
Condo in Hilton Head Island
4.99 out of 5 average rating, 106 reviews

Luxury OceanView KING BED 75"TV Gym BAR Pickleball

✨Top 5% Airbnb Home✨ BIG OCEAN VIEWS FROM LIVING ROOM & BALCONY! Oceanfront Building Steps to Beach Boardwalk, Pool & Tiki Bar! FREE Pickleball, Tennis, Gym & More HGTV Featured Decorator 100% NEW Luxury renovation KING BED + 75" & 65" Smart TVs Expanded Bedroom Luxe Marble Kitchen & Bath Quiet Top Floor Well-designed 540 sq. ft. Elevator Beach Chairs + More RESORT: Oceanfront Pool & Bar & Grille Restaurants Sports Bar 4 Beach Boardwalks Bike Rental Gated 24/7 Security FREE Island Trolley Stop

Top Guest favourite
The living area showcases comfortable seating arrangements with two plush sofas and an accent chair. A light area rug features a subtle pattern. Large glass doors invite natural light and connect the space to an outdoor balcony. Art adorns the walls.
Condo in Hilton Head Island
4.96 out of 5 average rating, 109 reviews

Private comfy condo, steps away from the beach

Light and spacious beach-side condo centrally located within a gated community. Walk to the beach via one of several private beach accesses or to the community’s pools, grills, courts, gym, and play areas within minutes. Located in a quiet and relaxed area away from the bustle of the island’s southern end makes this perfect for families and retirees alike. Golf courses, stores and entertainment are only a short drive from the property. No-contact check-in using your personal numeric code.

Guest favourite
A sandy beach scene features a line of blue umbrellas providing shade over a row of wooden chairs. Gentle waves roll in from the ocean under a clear sky, while a distant red lighthouse is visible on the horizon.
Condo in Hilton Head Island
4.86 out of 5 average rating, 153 reviews

Beach Resort, pools, tennis, pickle ball Tiki bar!

Ready to unwind? You're on Island Time in this luxury 2 bedroom/2 bath villa with modern upgrades. Wear the kids out with amenities including indoor and outdoor pools and access to a private beach. Enjoy beautiful sunrises and sunsets while sipping a cold cocktail at Cocos.. a true beach bar. Centrally located near putt-putt golf and fabulous restaurants. Trolley Stop #13. Want to explore miles of bike trails OR just relax? We have everything you need to make this the vacation you deserve.

Top Guest favourite
A view from the balcony showcases lush greenery and a tranquil pond, with a gentle fountain visible. In the distance, the ocean glimmers under a blue sky. A palm tree stands prominently in the foreground, enhancing the coastal scenery.
Condo in Hilton Head Island
4.91 out of 5 average rating, 275 reviews

Hilton Head Beach & Tennis Resort Ocean View!

AMAZING OCEAN VIEW FROM THE BALCONY! Newly remodeled! Perfect for a family or a couple looking to enjoy a great oceanfront resort! Enjoy the site and sounds of the ocean right from the balcony!! This condo is on the second floor with an ocean view, only 5 units back from the ocean, this is a PRIME location! The unit is located in a quiet part of the resort and steps away from the ocean, resort pool, tennis and pickle ball courts. The resort has 24/7 onsite security

Top Guest favourite
A renovated kitchen features modern stainless steel appliances including a microwave, oven, and dishwasher. White cabinetry and granite countertops create a clean aesthetic. Ample storage is provided by drawers and cabinets, while laminate flooring adds a warm touch to the space.
Condo in Hilton Head Island
4.99 out of 5 average rating, 209 reviews

1st Floor-Beach Access-2 Pools-Hot tub-Pickleball

Welcome to our newly renovated 1st floor unit in Fiddler's Cove. Perfect for a tennis, pickleball, golf, biking or beach holiday! A 5-7 min walk to Folly Field beach via a private beach access available to our guests. Use our beach gear. Great secure wifi. Surrounded by world class golf courses. Enjoy 5 star amenities including 2 pools, hot tub, racquetball, pickle ball courts and gym. Pools are open from march 1st-October 31st and hot tub remains open year round.

Guest favourite
A welcoming living room features a combination of comfortable seating, including a brown sofa and two patterned chairs. Artistic prints of coastal scenes adorn the walls. A coffee table sits centrally on a decorative rug, while a fireplace adds a charming focal point.
Condo in Hilton Head Island
4.93 out of 5 average rating, 127 reviews

Newly Renovated Condo!

A beautiful, newly renovated, 2004 square foot beach getaway! Our condo is perfect for families who want to enjoy all that Hilton Head Island has to offer. Palmetto Dunes is centrally located on the island and convenient to the beach, restaurants, stores and the many other amenities available. The gated pool, right outside the back porch, opens on April 1. Enjoy the short walk to our amazing beaches of the Atlantic Ocean and all the other fantastic amenities!

Superhost
Condo in Hilton Head Island
4.87 out of 5 average rating, 134 reviews

Oceanfront Resort. Steps to the Beach. Sleeps 6.

Beautiful 1 bedroom condo just steps to the beach. Located in the desirable "B" building with private beach access. Tropical decor throughout the first-floor condo. Sleeps 6 with a queen bed in the bedroom and galley style bunks in the hallway. Each bunk has their own TV for the kids. The fully stocked kitchen has full-sized stainless-steel appliances and icemaker. Enjoy meals inside or on the private deck. Beach chairs, umbrella, wagon, and cooler provided.

Guest favourite
A light-filled living area features a cream-colored sofa with decorative cushions, complemented by a round wooden coffee table. In the backdrop, a mirrored wall enhances the spacious feel, while a vibrant beach-themed artwork adds a touch of coastal charm.
Apartment in Hilton Head Island
4.89 out of 5 average rating, 36 reviews

First Floor - 50 Yards to Sand- Partial Oceanview

This Hilton Head Beach & Tennis Resort FIRST FLOOR, one-bedroom retreat with an ocean view from the patio. Direct beach access from the complex, less than 50 yards from the sand! In room work station. Multiple restaurants in the complex as well as bike rentals. Including a network of pedestrian trails to explore and world-class golf all within easy reach of home. Mini golf 2 minutes away. Short drive to Coligny, Harbortown, etc

Guest favourite
An open-plan kitchen and dining area are showcased, featuring a large dining table surrounded by six chairs. A modern kitchen with white cabinets, a refrigerator, and various appliances is visible in the background. Abundant natural light filters through multiple windows, enhancing the spacious feel.
Apartment in Hilton Head Island
5 out of 5 average rating, 6 reviews

Seapines-2025 Remodel, Walk to Beach, End Unit

This newly remodeled, private end unit is located just 1/2 miles from the Sea Pines Beach Club. Stunning updates including fresh paint and furniture, updated baths and flooring. Pet friendly, yet pristine, crisp and tastefully coastal, your whole family will enjoy the thoughtful choices in #10 Lighthouse. This property's lovely, sunny exposure and open layout make it the perfect location for your relaxing Sea Pines getaway.

Top Guest favourite
The unique structure features floor-to-ceiling windows, allowing natural light to illuminate the interior. Surrounded by tall pine trees, the exterior showcases a blend of green tones. An inviting deck area includes seating options, creating a perfect spot to unwind in nature.
Home in Hilton Head Island
4.99 out of 5 average rating, 82 reviews

Harbour Town Treehouse | Deer Island | Sea’Forever

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 holiday rentals

Destinations to explore

  1. Airbnb
  2. United States
  3. South Carolina
  4. Beaufort County
  5. Hilton Head Island
  6. Hilton Head