Hilton Head Island Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Hilton Head Island vacation rentals

House (3 Bedrooms) | Interior

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!
3.0 star property
Edgefield
10.0 out of 10, Exceptional, (1 review)
"It was like home away frim home. "
United States
Willie
The price is ￥26,792
￥80,599 total
includes taxes & fees
May 14 - May 15
Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!
On the beach

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, (56 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is ￥20,366
￥51,053 total
includes taxes & fees
May 20 - May 21
Tranquility by the Beach 1st Fl Sleeps 6,King Bed
Beach nearby

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

Old Town + Modern 4 BR + Fire Pit + EV Charger
Old Town Bluffton
9.4 out of 10, Exceptional, (28 reviews)
"Thank you so much for a wonderful stay!"
United States
Christy R.
The price is ￥28,016
￥74,363 total
includes taxes & fees
May 10 - May 11
Old Town + Modern 4 BR + Fire Pit + EV Charger
Beach

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, (93 reviews)
"Great place and a very convenient location!"
United States
Anonymous traveler
The price is ￥24,338
￥70,390 total
includes taxes & fees
May 13 - May 14
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
Beach

2BD/2BATH Villa! Near Beach! HHR Building 3!

2BD/2BATH Villa! Near Beach! HHR Building 3!
Mid Island
9.4 out of 10, Exceptional, (11 reviews)
"Met all expectations "
United States
Bradley
The price is ￥16,945
￥54,802 total
includes taxes & fees
May 12 - May 13
2BD/2BATH Villa! Near Beach! HHR Building 3!
Snack bar

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (130 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
Disney's Hilton Head Island Resort
Interior

C & N Lodging, Bluffton, SC

C & N Lodging, Bluffton, SC
Bluffton
9.4 out of 10, Exceptional, (6 reviews)
"We had a great stay. Communication was awesome and the place was great. You couldn't ask for a better location for Bluffton. Garage apartment and was taken care of really well. If older be aware there are stairs which is no problem but may not suit everyone. Thanks Clynise for being an awesome host."
United States
Randy
The price is ￥19,742
￥36,021 total
includes taxes & fees
May 10 - May 11
C & N Lodging, Bluffton, SC
Terrace/patio

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, (153 reviews)
"Great location. Great host. Would definitely book again. "
United States
Janice G.
The price is ￥26,651
￥50,860 total
includes taxes & fees
May 12 - May 13
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view
On the beach, sun loungers

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, (148 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 ￥27,497
￥68,165 total
includes taxes & fees
May 10 - May 11
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
Interior

Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (45 reviews)
"Great cottage and very close to amazing restaurants. "
United States
Annie R.
The price is ￥35,253
￥59,460 total
includes taxes & fees
May 13 - May 14
Low Country Living In Old Town Bluffton
Apartment (0 Bedroom) | Interior

Beach Access: Oceanfront Hilton Head Studio

Beach Access: Oceanfront Hilton Head Studio
3.0 star property
South End
8.0 out of 10, Very Good, (2 reviews)
"After a couple of bumps resolved, our stay was very good. Location is great also. We would definitely stay here again. Thanks to the owner and his hospitality crew."
United States
Marvin
The price is ￥18,018
￥62,092 total
includes taxes & fees
Jun 5 - Jun 6
Beach Access: Oceanfront Hilton Head Studio
A heated pool

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
Mid Island
9.4 out of 10, Exceptional, (81 reviews)
"Loved the location and the property. Everything was as described and we had an amazing and seamless time!"
United States
Dana F.
The price is ￥37,279
￥125,204 total
includes taxes & fees
May 11 - May 12
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
Smart TV, books

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Sea Pines
10.0 out of 10, Exceptional, (92 reviews)
"Great location!"
United States
Jessica G.
The price is ￥33,373
￥71,525 total
includes taxes & fees
Jun 1 - Jun 2
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
View from property

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (63 reviews)
"We are vacation club owner and we extended our stay with Hotels.com Harbor Club is our favorite property on HHI. "
United States
Mark
The price is ￥60,635
￥66,699 total
includes taxes & fees
May 21 - May 22
Marriott's Harbour Club
Outdoor dining

Coastal Soul-Gorgeous Direct OceanFront!

Coastal Soul-Gorgeous Direct OceanFront!
South End
10.0 out of 10, Exceptional, (41 reviews)
"Room was just as advertised. Bed was comfy, beautiful view, walking distance to restaurants. Check in and out was very easy. The host was very helpful and reponses were very quick. We enjoyed out stay and would stay again."
United States
Angela S.
The price is ￥38,551
￥72,566 total
includes taxes & fees
May 13 - May 14
Coastal Soul-Gorgeous Direct OceanFront!
Fridge, microwave, oven, stovetop

Gated Community, Close to beach, heated pool, golf cart available to rent

Gated Community, Close to beach, heated pool, golf cart available to rent
Mid Island
9.8 out of 10, Exceptional, (88 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 ￥120,813
￥250,428 total
includes taxes & fees
May 17 - May 18
Gated Community, Close to beach, heated pool, golf cart available to rent
Beach nearby

Old Town + Walk to restaurant + EV Charger

Old Town + Walk to restaurant + EV Charger
Old Town Bluffton
9.8 out of 10, Exceptional, (24 reviews)
"Great location"
United States
Linda T.
The price is ￥20,137
￥55,890 total
includes taxes & fees
May 10 - May 11
Old Town + Walk to restaurant + EV Charger
On the beach, sun loungers, beach towels

STUNNING ocean view! Brand new listing

STUNNING ocean view! Brand new listing
South End
10.0 out of 10, Exceptional, (6 reviews)
"Yes, the host was very welcoming and answered my questions quickly. This property met my needs as a single traveler. The best thing about this condo was the location. I could watch the sunrise without leaving the condo, "
United States
Pam D.
The price is ￥12,550
￥40,174 total
includes taxes & fees
May 11 - May 12
STUNNING ocean view! Brand new listing
Property grounds

Direct Ocean Front First Floor 1BR/1Bath Condo

Direct Ocean Front First Floor 1BR/1Bath Condo
South End
9.2 out of 10, Wonderful, (70 reviews)
"Everything clean and view was amazing. Bed is sleeping on a piece of cheap tan foam on top of mattress. Needs to have a covering or something to keep from feeling it through thin sheets. And the pool and elevator is far on other end of unit. For us no problem but beware if you need elevator. Well kept grounds to beach."
United States
Deborah
The price is ￥18,332
￥53,601 total
includes taxes & fees
May 11 - May 12
Direct Ocean Front First Floor 1BR/1Bath Condo
Property grounds

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
Bluffton
9.0 out of 10, Wonderful, (12 reviews)
"Perfect spot, beautifully appointed, comfortable and private. Perfect for traveling with pet"
United States
andrea R.
The price is ￥20,509
￥35,002 total
includes taxes & fees
May 19 - May 20
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
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

Palmera Inn and Suites

Palmera Inn and Suites

8/10 Good
"Clean Room Nice staff"
Tom 3-night trip
Posted 10 hours ago
Palmera Inn and Suites

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:

  • View our selection of featured holiday rentals in Hilton Head Island
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  • Enter your travel dates to view the best deals on holiday rentals in Hilton Head Island while they last

Look no further and take a look at our great range of rental properties in Hilton Head Island!

Frequently asked questions

Are there vacation rentals in Hilton Head Island?

Yes, you can find vacation rentals in Hilton Head Island close to Coastal Discovery Museum, or you can select a 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 vacation rentals that Hilton Head Island has to offer?

Beach. View. Suite. 1 br. 1 ba. Sleeps 5: Visitors give good reviews to this Hilton Head Island vacation home rental, which 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 vacation with amenities like a garden. Other favorite homes for rent in Hilton Head Island are Hilton Ivory | 15th Hole of Harbourtown Golf Course | Private Pool + Hot Tub and Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown.

How many vacation rentals are there in Hilton Head Island?

With 958 Expedia vacation rentals, you're sure 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 Coligny Theater, 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 Shipyard Golf Course and Coligny Plaza.

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

A vacation rental is a private property where you can stay for a few weeks or just a few days in Hilton Head Island. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for small groups.