Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (128 reviews)
"While the rooms are overdue a refurbishment, this place is a wondeful resort. "
United States
Chad
Disney's Hilton Head Island Resort

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (62 reviews)
"The staff was extremely inviting, professional, and kind. Parking was extremely easy we stayed in villa 3939. It was very large, clean, and had a great view. The property was conveniently located within the area and very walkable. It is very dark at night but we felt safe walking back from dinner. I’d definitely recommend this property for a quiet and peaceful getaway."
United States
ANGELEE
The price is HK$2,307
HK$2,538 total
includes taxes & fees
9 Mar - 10 Mar
Marriott's Harbour Club

Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Tranquility by the Beach 1st Fl Sleeps 6,King Bed
Mid Island
9.4 out of 10, Exceptional, (55 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is HK$774
HK$2,254 total
includes taxes & fees
4 Mar - 5 Mar
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Old Town + Modern 4 BR + Fire Pit + EV Charger

Old Town + Modern 4 BR + Fire Pit + EV Charger
Old Town Bluffton
9.2 out of 10, Wonderful, (27 reviews)
"The owners really communicated well throughout the process, got us our instructions early and followed up throughout the process. Great house, great location!"
United States
Michael I.
The price is HK$1,440
HK$4,166 total
includes taxes & fees
9 Mar - 10 Mar
Old Town + Modern 4 BR + Fire Pit + EV Charger

Marriott's SurfWatch

Marriott's SurfWatch
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (193 reviews)
"Great room and courteous staff"
United States
Brian
The price is HK$2,433
HK$2,676 total
includes taxes & fees
10 Mar - 11 Mar
Marriott's SurfWatch

Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
Old Town Bluffton
9.4 out of 10, Exceptional, (132 reviews)
"Property was in a great location and everything was clean."
United States
Miranda
The price is HK$915
HK$2,185 total
includes taxes & fees
4 Mar - 5 Mar
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

Family-friendly 2BR Home w/ Sofa Bed Hilton Head

Family-friendly 2BR Home w/ Sofa Bed Hilton Head
2.0 star property
Mid Island
The price is HK$1,713
HK$3,276 total
includes taxes & fees
29 Mar - 30 Mar
Family-friendly 2BR Home w/ Sofa Bed Hilton Head

SeaClusion-Oceanview, Mini split AC, Beach Chairs

SeaClusion-Oceanview, Mini split AC, Beach Chairs
South End
9.6 out of 10, Exceptional, (59 reviews)
"Overall wonderful. Would stay again."
United States
kathie g.
The price is HK$634
HK$2,030 total
includes taxes & fees
7 Mar - 8 Mar
SeaClusion-Oceanview, Mini split AC, Beach Chairs

Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
Mid Island
10.0 out of 10, Exceptional, (146 reviews)
"Property was clean, inviting, well apportioned and exactly as advertised. Close to beach and pool. Nice location. "
United States
Gene C.
The price is HK$1,232
HK$3,231 total
includes taxes & fees
4 Mar - 5 Mar
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

Close to beach, heated pool, golf cart included, 51

Close to beach, heated pool, golf cart included, 51
Mid Island
9.8 out of 10, Exceptional, (87 reviews)
"We loved staying here, the beach is close, the pool was heated and great for a kid."
United States
Geoffrey Y.
The price is HK$4,302
HK$10,186 total
includes taxes & fees
4 Mar - 5 Mar
Close to beach, heated pool, golf cart included, 51

Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access

Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access
South End
9.6 out of 10, Exceptional, (74 reviews)
"Very nice! Great location "
United States
MaryAnn S.
The price is HK$810
HK$2,491 total
includes taxes & fees
4 Mar - 5 Mar
Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access

Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view
South End
9.6 out of 10, Exceptional, (151 reviews)
"Great location. Great host. Would definitely book again. "
United States
Janice G.
The price is HK$1,166
HK$2,341 total
includes taxes & fees
12 Mar - 13 Mar
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!

Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
Mid Island
10.0 out of 10, Exceptional, (58 reviews)
"Very clean, well appointed, close to everything. Overall a great property!"
United States
Jenna B.
The price is HK$1,760
HK$4,026 total
includes taxes & fees
4 Mar - 5 Mar
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!

FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!

FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!
Sea Pines
9.8 out of 10, Exceptional, (127 reviews)
"Wonderful stay! Communication with owner was superb, so easy to get in. Location was perfect , Mike from harbor town and a mile from sea lines beach. Right around corner from bike rental so that was easy as well. Would highly recommend!"
United States
Candace L.
The price is HK$1,760
HK$4,155 total
includes taxes & fees
10 Mar - 11 Mar
FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!

Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (247 reviews)
"Great place for vacation on the beach, nice, clean and quiet areas "
United States
Larisa
The price is HK$2,777
HK$3,054 total
includes taxes & fees
12 Mar - 13 Mar
Marriott's Barony Beach Club

Close to Beach, golf cart included, heated pool, 79

Close to Beach, golf cart included, heated pool, 79
Mid Island
10.0 out of 10, Exceptional, (95 reviews)
"The place and host were phenomenal! "
United States
Tyler M.
The price is HK$4,083
HK$10,049 total
includes taxes & fees
8 Mar - 9 Mar
Close to Beach, golf cart included, heated pool, 79

Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
Old Town Bluffton
9.8 out of 10, Exceptional, (90 reviews)
"Excellent location in Bluffton. Close to shops, great restaurants, art galleries. Lovely stay. "
United States
Jean D.
The price is HK$2,148
HK$4,782 total
includes taxes & fees
9 Mar - 10 Mar
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

Ocean View! Steps to the beach! Remodeled HHBT Condo! 🏖️

Ocean View! Steps to the beach! Remodeled HHBT Condo! 🏖️
Mid Island
10.0 out of 10, Exceptional, (13 reviews)
"Great location, easy walk to the beach, clean and extra thoughtful host! "
United States
Alysha H.
The price is HK$704
HK$2,168 total
includes taxes & fees
4 Mar - 5 Mar
Ocean View! Steps to the beach! Remodeled HHBT Condo! 🏖️

Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
10.0 out of 10, Exceptional, (21 reviews)
"Host was very responsive to our needs."
United States
Margie S.
The price is HK$1,525
HK$2,615 total
includes taxes & fees
22 Mar - 23 Mar
Bluffton Retreat, Pet Friendly

Salty Sand-Close to the pool, steps to the beach!

Salty Sand-Close to the pool, steps to the beach!
South End
9.6 out of 10, Exceptional, (39 reviews)
"Great place. Worked perfectly for our needs-access to the beach, close to cocktails, dining and shopping."
United States
Timothy H.
The price is HK$602
HK$1,987 total
includes taxes & fees
4 Mar - 5 Mar
Salty Sand-Close to the pool, steps to the beach!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hilton Head Island Hotel Reviews

Find out more about Hilton Head Island

Search for holiday rentals in Hilton Head Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Hilton Head Island using one of the methods below:

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Frequently asked questions

Are there holiday rentals in Hilton Head Island?

Yes, there are holiday rentals in Hilton Head Island close to Coastal Discovery Museum, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the scenic seaside and waterfront in Hilton Head Island. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best holiday rentals that Hilton Head Island has to offer?

Beach. View. Suite. 1 br. 1 ba. Sleeps 5: This highly rated holiday home rental in Hilton Head Island is located on the beach, and has an outdoor pool, a balcony and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a garden. Other favourite homes for rent in Hilton Head Island are Stunning oceanfront home with pool, private boardwalk, decks, & elevator and Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown.

How many holiday rentals are there in Hilton Head Island?

With 1042 Expedia holiday rentals, you're guaranteed to find just the right place for your Hilton Head Island stay.

What’s there to see and do in Hilton Head Island?

Cultural attractions include Coastal Discovery Museum and Arts Center of Coastal Carolina, whereas Sea Pines Forest Preserve and Coligny Beach are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Heron Point by Pete Dye at Sea Pines Resort and The Village at Wexford.

What’s a holiday rental in Hilton Head Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hilton Head Island. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips.