Vacation rentals in Hilton Head Island

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Top-rated vacation rentals in Hilton Head Island

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

Superhost

Condo 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.)

Dec. 13 – 20

$199 CAD per night
Guest favourite

Condo in Hilton Head Island

4.98 out of 5 average rating, 234 reviews

Ocean Front Resort Villa

Freshly decorated in coastal cottage decor, this 540 sq ft one bedroom villa sleeps up to 6 and is located within the activity-filled Hilton Head Beach and Tennis Resort. The villa was recently remodeled with all new kitchen, bathroom and fixtures and is just 50 steps to gorgeous beach. The views from the living room include ocean, oceanfront pool , beach bar and grill, and pond with fountain. The villa is full of amenities including beach towels, beach chairs, beach umbrella and much more.

Jan. 5 – 12

$220 CAD per night
Guest favourite

Condo 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.

Jan. 6 – 13

$194 CAD per night

Popular amenities for Hilton Head Island vacation 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 vacation rentals in Hilton Head Island

Guest favourite

Condo in Hilton Head Island

4.97 out of 5 average rating, 216 reviews

Oceanfront Designer! KING BED 65"TV Bar Tennis GYM

Sep. 19 – 26

$517 CAD per night
Guest favourite

Condo in Tybee Island

4.93 out of 5 average rating, 516 reviews

Adorable Beachfront Condo

Jan. 25 – Feb. 1

$180 CAD per night
Guest favourite

Condo in Hilton Head Island

4.97 out of 5 average rating, 205 reviews

Cozy Oceanfront-Romantic Retreat-Mesmerizing Views

Dec. 1 – 8

$245 CAD per night
Guest favourite

Condo in Hilton Head Island

4.97 out of 5 average rating, 116 reviews

Ocean Overlook - The Ultimate Vacation Experience

Jan. 15 – 22

$393 CAD per night
Guest favourite

Condo in Hilton Head Island

4.93 out of 5 average rating, 105 reviews

Spacious Two Bedroom Villa in Hilton Head Resort!

Oct. 27 – Nov. 3

$232 CAD per night
Guest favourite

Condo in Hilton Head Island

4.89 out of 5 average rating, 149 reviews

Beachfront property with ocean/sunrise view!

Feb. 22 – Mar. 1

$240 CAD per night
Guest favourite

Condo in Hilton Head Island

4.83 out of 5 average rating, 132 reviews

1st Floor Condo, Just Steps away from the Beach!

Sep. 4 – 11

$233 CAD per night
Guest favourite

Condo in Hilton Head Island

4.9 out of 5 average rating, 79 reviews

Beachfront Balcony | Walk Everywhere | Pool

Dec. 23 – 30

$134 CAD per night
Superhost

Apartment in Hilton Head Island

4.81 out of 5 average rating, 16 reviews

Coastal Chic Hilton Head Beach & Tennis A342

Oct. 14 – 21

$170 CAD per night
Guest favourite

Condo in Hilton Head Island

4.93 out of 5 average rating, 59 reviews

Relaxing 2Br/2ba condo on HHI, minutes from beach

Dec. 6 – 13

$166 CAD per night
Guest favourite

Condo in Hilton Head Island

4.92 out of 5 average rating, 99 reviews

Secluded 1st Floor Beach Getaway

Nov. 21 – 28

$213 CAD per night
Guest favourite

Condo in Hilton Head Island

4.97 out of 5 average rating, 76 reviews

Beach condo with pool and stunning nature views

Oct. 19 – 26

$211 CAD per night

Quick stats about vacation 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

$14 CAD before taxes and fees

Destinations to explore