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
Cozy Oceanfront-Romantic Retreat-Mesmerizing Views
Villa is located on The Spa On Port Royal Sound complex on Hilton Head Island. Enjoy unobstructed sound & ocean views from your private balcony. Private beach access & observation pier. Beautiful landscaped grounds. 2 outdoor pools-opened Apr.-Oct. Indoor pool, hot tub, dry sauna & gym. Grills and picnic areas on premises, one near the villa, recently installed hammocks near the ocean pool. Tennis and basketball courts on site. Come enjoy the beautiful sandy beach with beautiful sunrises!
16–23 AugIndividual Host,
£202 per night
4.97 out of 5 average rating, 205 reviews
Guest favourite
Apartment in Hilton Head Island
HHBT Resort-OceanView-Remodeled-Steps to beach!
FULLY REMODELED OCEAN VIEW VILLA Located in Hilton Head Beach & Tennis Resort, this beautiful 540 Square foot Villa is perfect for a small family or couple looking for a relaxing and fun getaway. The second floor balcony offers a view of both the ocean and pool, as well as, offering the soothing sounds of the ocean waves Located within a gated community and with access to the beach just steps away. The resort also features 2 private pools, 3 restaurants, bike rentals, a private gym & more!
11–18 DecIndividual Host,
£130 per night
4.97 out of 5 average rating, 191 reviews
Guest favourite
Apartment in Hilton Head Island
Lost Tiki Lounge TOP Floor Oceanfront Breakers
Step into oceanfront comfort. This beautiful condo has all the comforts of home and is located in the heart of the south end of the island steps away to restaurants, shopping and the pristine Coligny beach. It’s the perfect place for a romantic beach getaway for 2. Upon entry you will see an incredible view of the ocean in this light and bright 3rd floor Breakers condo.The condo is cleaned/managed by the local owners to ensure 100% satisfaction by my guests. BOTH Elevators are OPERATIONAL!
3–10 NovIndividual Host,
£257 per night
4.99 out of 5 average rating, 173 reviews

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

Other great holiday rentals in Hilton Head Island

Guest favourite
Apartment in Hilton Head Island
"Beach Time" - a cozy HHI Condo, steps from beach
28 Nov – 5 DecIndividual Host,
£106 per night
4.98 out of 5 average rating, 128 reviews
Guest favourite
Bungalow in Hilton Head Island
Sea Pines Deer Island Tree House with Ocean Views
30 Dec – 6 JanProfessional Host,
£258 per night
4.91 out of 5 average rating, 107 reviews
Guest favourite
Villa in Hilton Head Island
Direct Ocean Front S. Forest Beach
21–28 JanIndividual Host,
£160 per night
4.92 out of 5 average rating, 329 reviews
Guest favourite
Flat in Hilton Head Island
Jim's Stunning Direct Ocean Front 2BR Villa
3–10 FebProfessional Host,
£225 per night
4.82 out of 5 average rating, 131 reviews
Guest favourite
Guest house in Bluffton
Bluffton's Tropical Carriage House Getaway
Individual Host
4.97 out of 5 average rating, 672 reviews
Guest favourite
Apartment in Hilton Head Island
Luxe OceanView! KING BED BAR Tennis GYM PickleBall
30 Jan – 6 FebIndividual Host,
£172 per night
4.98 out of 5 average rating, 216 reviews
Guest favourite
Apartment in Hilton Head Island
The Breakers- Direct Oceanfront
17–24 JanIndividual Host,
£127 per night
4.88 out of 5 average rating, 32 reviews
Guest favourite
Flat in Hilton Head Island
Completely Renovated Duplex - 2 MIN WALK TO BEACH
1–8 NovIndividual Host,
£464 per night
4.97 out of 5 average rating, 32 reviews
Guest favourite
Home in Hilton Head Island
Harbour Town Treehouse-Sea Pines-Calibogue Lookout
22–29 OctProfessional Host,
£454 per night
4.96 out of 5 average rating, 25 reviews
Guest favourite
Villa in Hilton Head Island
Oceanfront Scandi Oasis Amazing View & Heated Pool
24–31 AugIndividual Host,
£383 per night
5.0 out of 5 average rating, 27 reviews
Guest favourite
Home in Hilton Head Island
180º Ocean Views, Treehouse "Siren's Lookout"
11–18 AugIndividual Host,
£571 per night
5.0 out of 5 average rating, 50 reviews
Guest favourite
Apartment in Hilton Head Island
New Ocean Front at Villamare!
30 Jan – 6 FebIndividual Host,
£417 per night
5.0 out of 5 average rating, 11 reviews

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