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Holiday houses in Hilton Head Island

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Top-rated holiday rentals in Hilton Head Island

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

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Condo in Hilton Head Island

4.85 out of 5 average rating, 211 reviews

End unit w lovely ocean view @ HHBT

*4/22/2021 Brand new bath & kitchen with convection microwave, LVP flooring, lighting, fixtures, furniture, mattress, everything from curtains to bedding & Samsung smartTV. Our end unit offers amazing 360 views of the ocean & resort from our front & rear balconies! We're so proud to share our new space with you. We wanted to keep the vintage vibe of the villa while adding all the luxury and modern comforts you expect while traveling and relaxing in style. *2-3 guest max. No pets. 25 age minimum*

30 Apr – 7 May

$1,726 AUD total

Guest favourite

Condo in Hilton Head Island

4.93 out of 5 average rating, 165 reviews

Hilton Head BIKE 'n BED - Perfect Couple's Getaway

Come relax and enjoy Hilton Head on South Forest Beach, the most popular section of the island. Ride our free bikes for a quick trip to Coligny Plaza where the quaint local shops and restaurants are. The beach is a quick 2 or less minute walk and the pool is just down the hall. Our condo is small, but perfect for a couple's getaway or a memorable trip with the kids. We have everything you need to help make yourselves at home with full size kitchen appliances and washer/dryer room just next door.

30 Dec – 6 Jan

$1,528 AUD total

Condo in Hilton Head Island

4.88 out of 5 average rating, 159 reviews

Hilton Head Hidden Gem

Comfy 3rd floor walk up retreat. Peaceful decor. Screened balcony. Furnished kitchen. Free use of WIFI, beach chairs/umbrella, gym, basketball & tennis courts, charcoal grills/picnic tables; pools. Steps from your door: explore our sandy beach, watch fish jump & dolphins swim; observe nature on a private pier. See the sunrise on the water. Grocery/restaurants w/in 1-5 miles. Make a meal or a reservation! Short drive to all island locales. Great island bike paths. (No pets or smoking.)

4 – 11 Jan

$1,595 AUD total

Guest favourite

Guesthouse in Bluffton

5.0 out of 5 average rating, 438 reviews

Lowcountry Retreat Carriage House

Located in a quiet neighborhood, minutes from Old Town Bluffton, where you can find unique shops, art galleries, & great places to eat - many with live music! A stroll through the neighborhood will take you past a local park with playground, workout area, & walking paths. There are many ponds to enjoy the local wildlife, wetland areas, and beautiful oak trees. It's so peaceful! Convenient to Hilton Head, Beaufort, and Savannah, it's the perfect spot for exploring, shopping, or relaxing!

17 – 24 June

$1,512 AUD total

Guest favourite

Condo in Hilton Head Island

4.88 out of 5 average rating, 193 reviews

Our Villa by the Sea

Enjoy our villa by the sea with a short board walk to one of the longest beaches in the US. Complementary beach accessories waiting for you. Relax on the balcony with the fresh ocean breeze and a peak of the ocean. Located on Hilton Head Beach & Tennis Resort, enjoy all of the amenities as our guest ... bar & grill on the beach, pool with ocean view, tennis courts, bike rentals, restaurant, and fitness center. Or just venture out and discover Hilton Head Island's beautiful attractions.

22 Feb – 1 Mar

$1,771 AUD total

Guest favourite

Guest suite in Hilton Head Island

4.94 out of 5 average rating, 274 reviews

LOCATION! Harbour, Dining, Shops, Beach-1.4 mile

Location .. Location .. Location !!! Private guest suite with independent entrance from outside, total privacy, and complete amenities, queen bed and full bath (no kitchen). Just step outside - great water-front restaurants with live music, weekly fireworks during summer, bars, shops, outdoor pool and BBQ. Supermarkets and more restaurants in 10 minutes walking. Free shuttle from April till September, beach only 1.4 miles. Great golfing, biking, tennis, fishing and water sports.

2 – 9 Sept

$1,364 AUD total

Guest favourite

Condo in Hilton Head Island

4.99 out of 5 average rating, 311 reviews

Ocean Front Resort Condo

Enjoy Coastal Cottage Living in a lovely 540 sq ft one bedroom vacation villa within the activity-filled gated resort of Hilton Head Beach and Tennis. Completely remodeled from with all new fixtures, furnishings, housewares and accessories, this charming beach villa has just opened its doors for guests in March 2019. Amenities include coffee, popcorn, breakfast treats and bottled water to consume; and beach towels, chairs, umbrellas and other items to borrow while here.

21 – 28 Nov

$1,987 AUD total

Guest favourite

Condo in Hilton Head Island

4.91 out of 5 average rating, 180 reviews

Anchor at the Beach ⛱ Eat & Shop at Coligny plaza!

Oceanfront building with a side view of the ocean from the balcony! Park your car and walk to everything! This beautiful 2 bed/2 bath beach condo is perfect for your family vacation or romantic getaway! No streets to cross to get to the beach! Prime location. Gated entry, private, and just a 5-minute walk to all the amenities of Coligny Plaza (70 Shops & Restaurants)! I also provide beach chairs, umbrella, and beach cart for your convenience during your stay!

7 – 14 Nov

$1,948 AUD total

Guest favourite

Condo in Hilton Head Island

4.92 out of 5 average rating, 101 reviews

Secluded 1st Floor Beach Getaway

Newly Remodeled - 2 Bedroom/2 Bath First Floor Villa in a Gated Community - less than a five minute walk through our complex to a private, natural beach! Everything you need to enjoy a relaxing, peaceful getaway and all that Hilton Head Island is famous for. Located in a beautiful, quiet community that offers 2 outdoor pools and one indoor pool that can be enjoyed year round. Come discover why this island has been voted the #1 best island in the United States!

18 – 25 Dec

$1,704 AUD total

Guest favourite

Condo in Hilton Head Island

4.9 out of 5 average rating, 126 reviews

Coastal Comfort! Condo in beachfront resort.

Beautiful fully renovated condo located in the Hilton Head Beach and Tennis resort. Kitchen has full size appliance, which makes staying in easy! King size bed and sleeper sofa in living room to comfortably sleep 4 people. Beach access from the resort. Its about a 2 minute walk through the parking lot. Resort has largest pool on island, gym, 3 restaurants, and tennis courts. Quick drive to multiple golf courses and other local favorites.

8 – 15 Dec

$1,871 AUD total

Guest favourite

Condo in Hilton Head Island

4.96 out of 5 average rating, 113 reviews

Beach&Tennis, Stylish, Modern, Folly Field Beach!

Hilton Head Beach & Tennis, 1-bedroom, fully remodeled! New queen mattress, stainless appliances, Queen Sleeper Sofa. 5 units from the ocean, partial ocean view. Enjoy a glass of wine, and listen to the ocean on the private patio. Free Wi-Fi! Don't stay in a tiny hotel room with no kitchen. Hotels are cold and sterile, our home is warm and welcoming! 100 feet to our beautiful beach and oceanfront pool! 12 Pickleball courts!

6 – 13 Dec

$1,663 AUD total

Guest favourite

Condo in Hilton Head Island

4.98 out of 5 average rating, 117 reviews

Salty Tides ~ 2 BR/2 Bath ~ Short Walk to Beach!

Nestled in the Folly Field Beach community, Fiddler's Cove Beach & Racquet Club is only 300 yards to the beach. Our 2 bedroom / 2 bathroom condo is located in the 2nd villa on the 3rd floor (no elevator). The master bedroom has a King bed and the guest room has 2 Twin beds. The villa is conveniently located for easy access to the beaches, pool, tennis, pickleball and clubhouse.

4 – 11 Oct

$1,751 AUD total

Holiday rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Hilton Head Island holiday rentals

Free parking on premises

Air conditioning

Stay near Hilton Head Island's top sights

Coligny Beach Park116 locals recommend

Coligny Plaza Shopping Center179 locals recommend

Hilton Head Island Beach & Tennis Resort10 locals recommend

Omni Hilton Head Oceanfront Resort5 locals recommend

Sonesta Resort Hilton Head Island3 locals recommend

The Westin Hilton Head Island Resort & Spa6 locals recommend

Other great holiday rentals in Hilton Head Island

Guest favourite

Condo in Hilton Head Island

4.88 out of 5 average rating, 180 reviews

Cozy Hilton Head Island Condo

15 – 22 Nov

$1,607 AUD total

Guest favourite

Guesthouse in Bluffton

5.0 out of 5 average rating, 258 reviews

Bluffton Casita

20 – 27 May

$1,521 AUD total

Guest favourite

Condo in Hilton Head Island

4.95 out of 5 average rating, 226 reviews

Ocean View! Steps to beach! Remodeled HHBT Condo

19 – 26 Dec

$2,298 AUD total

Guest favourite

Condo in Hilton Head Island

4.89 out of 5 average rating, 166 reviews

Hilton Head Island - Beach Retreat !!

12 – 19 Nov

$1,614 AUD total

Guest favourite

Condo in Hilton Head Island

4.95 out of 5 average rating, 201 reviews

Cozy Renovated Unit Great Location

22 – 29 Oct

$1,666 AUD total

Guest favourite

Condo in Hilton Head Island

4.97 out of 5 average rating, 118 reviews

Ocean Overlook - The Ultimate Vacation Experience

16 – 23 Nov

$3,145 AUD total

Guest favourite

Condo in Hilton Head Island

4.97 out of 5 average rating, 196 reviews

HHBT Resort-OceanView-Remodeled-Steps to beach!

2 – 9 Jan

$2,283 AUD total

Guest favourite

Condo in Hilton Head Island

4.91 out of 5 average rating, 165 reviews

2Bd/2.5 bth/Near Coligny Park/Few Blocks To Beach

3 – 10 Dec

$1,798 AUD total

Quick stats about holiday rentals in Hilton Head Island

Total rentals
5.5K properties
Rentals with a pool
4.8K properties have a pool
Pet-friendly rentals
790 properties allow pets
Family-friendly rentals
4.6K properties are a good fit for families
Total number of reviews
110K reviews
Nightly prices starting at
$16 AUD before taxes and fees

Destinations to explore