Holiday rentals 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.

Guest favourite

Apartment in Hilton Head Island

4.93 out of 5 average rating, 162 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.

23–30 Dec

£112 per night
Superhost

Apartment in Hilton Head Island

4.88 out of 5 average rating, 157 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.)

9–16 Dec

£117 per night
Guest favourite

Apartment in Hilton Head Island

4.88 out of 5 average rating, 189 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.

17–24 Dec

£115 per night

Popular amenities for Hilton Head Island holiday rentals

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
Sonesta Resort Hilton Head Island3 locals recommend
Omni Hilton Head Oceanfront Resort5 locals recommend
The Westin Hilton Head Island Resort & Spa6 locals recommend

Other great holiday rentals in Hilton Head Island

Superhost

Apartment in Hilton Head Island

4.81 out of 5 average rating, 107 reviews

HILTON HEAD RESORT CONDO - NEWLY RENOVATED

28 Oct – 4 Nov

£125 per night
Guest favourite

Guest suite in Hilton Head Island

4.94 out of 5 average rating, 271 reviews

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

4–11 Jul

£141 per night
Guest favourite

Apartment in Hilton Head Island

4.92 out of 5 average rating, 116 reviews

Spring Rates! 2 Queen Beds/Indoor Pools/Pickleball

10–17 Sept

£119 per night
Guest favourite

Apartment in Tybee Island

4.93 out of 5 average rating, 516 reviews

Adorable Beachfront Condo

25 Jan – 1 Feb

£106 per night
Guest favourite

Apartment in Hilton Head Island

4.93 out of 5 average rating, 105 reviews

Spacious Two Bedroom Villa in Hilton Head Resort!

27 Oct – 3 Nov

£136 per night
Guest favourite

Apartment in Hilton Head Island

4.97 out of 5 average rating, 205 reviews

Cozy Oceanfront-Romantic Retreat-Mesmerizing Views

8–15 Dec

£144 per night
Guest favourite

Townhouse in Bluffton

4.97 out of 5 average rating, 144 reviews

Newly Remodeled Lowcountry Escape!

14–21 Dec

£119 per night
Guest favourite

Apartment in Hilton Head Island

4.9 out of 5 average rating, 79 reviews

Beachfront Balcony | Walk Everywhere | Pool

23–30 Dec

£79 per night
Superhost

Flat in Hilton Head Island

4.81 out of 5 average rating, 16 reviews

Coastal Chic Hilton Head Beach & Tennis A342

14–21 Oct

£99 per night
Superhost

Apartment in Hilton Head Island

4.91 out of 5 average rating, 11 reviews

Privacy@The Beach - Full Remodel - Steps to Pool

7–14 Nov

£113 per night
Guest favourite

Apartment in Hilton Head Island

4.97 out of 5 average rating, 76 reviews

Beach condo with pool and stunning nature views

19–26 Oct

£124 per night
Guest favourite

Apartment in Hilton Head Island

4.98 out of 5 average rating, 41 reviews

our "Escape from New York"

15–22 Dec

£131 per night

Quick stats about holiday rentals in Hilton Head Island

Total rentals

5.6K properties

Rentals with a pool

4.9K properties have a pool

Pet-friendly rentals

730 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

£8 before taxes and fees

Destinations to explore