Hilton Head Island Vacation Rentals

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Vacation Rentals in Hilton Head Island

Montage Palmetto Bluff Residences

5.0 star property
10.0 out of 10, Exceptional, (1)
"This was our second visit to Montage Palmetto Bluff and once again it did not disappoint. The hospitality we find here is second to none. Everywhere we went we were greeted with smiling faces. We’d like to give a special shout out to Carmela at the concierge desk who was so incredibly wonderful with our 4 year-old son, Henry. Everything she did and every recommendation she provided enhanced our stay. The natural beauty of this place is beyond compare. We cannot wait to visit again. "
$1,598 nightly
The price is $1,757
Aug 7 - Aug 8
Total includes taxes and fees
Montage Palmetto Bluff Residences

Walk into Bluffton/ BOHO Home & Carriage House-HA

9.0 out of 10, Wonderful, (4)
"Family wedding and we loved this complex. Couldn’t have been more convenient or perfect for our group"
$707 nightly
The price is $732
Jul 10 - Jul 11
Total includes taxes and fees
Walk into Bluffton/ BOHO Home & Carriage House-HA

#61 Beautiful Condo Ideal Location 2BDR/2 Parking

7.2 out of 10, Good, (5)
"This is an apartment complex. We were definitely overcharged for this property. It doesn't look like the pictures. The property manager was very helpful and nice. I would not stay here again."
$397 nightly
The price is $437
Jul 13 - Jul 14
Total includes taxes and fees
#61 Beautiful Condo Ideal Location 2BDR/2 Parking

Great views of the New River close to Savannah and Hilton Head.

9.6 out of 10, Exceptional, (77)
"What a beautiful home. Beautiful and quite on a private road. We absolutely loved our stay. Cant wait to go back"
$289 nightly
The price is $326
Jul 14 - Jul 15
Total includes taxes and fees
Great views of the New River close to Savannah and Hilton Head.

Golf, Swim & Explore HHI

10.0 out of 10, Exceptional, (1)
"town home was very clean and in a great location to easily access a couple of the lesser known Hilton Head beaches and still have easy access to all of the restaurants and shopping that you would want. Family had a great time and community was quiet."
$430 nightly
The price is $473
Jul 13 - Jul 14
Total includes taxes and fees
Golf, Swim & Explore HHI

Marriott's Heritage Club

3.5 star property
9.4 out of 10, Exceptional, (65)
"Clean and comfortable "
$319 nightly
The price is $351
Jul 22 - Jul 23
Total includes taxes and fees
Marriott's Heritage Club

Cozy coastal pet friendly home located in downtown Bluffton!

10.0 out of 10, Exceptional, (19)
"The house is very clean and pretty. It had everything we needed and is close to things to do"
$504 nightly
The price is $554
Aug 6 - Aug 7
Total includes taxes and fees
Cozy coastal pet friendly home located in downtown Bluffton!

Beachfront Complex - 2025 Remodeled

$368 nightly
The price is $390
Jul 9 - Jul 10
Total includes taxes and fees
Beachfront Complex - 2025 Remodeled

GOLF CART! Remodeled home near Old Town, Xbox!

10.0 out of 10, Exceptional, (14)
"The house was beautiful, the owner was amazing. "
$470 nightly
The price is $517
Jul 23 - Jul 24
Total includes taxes and fees
GOLF CART! Remodeled home near Old Town, Xbox!

2 Bedroom 2 Bath Recently Remodeled

10.0 out of 10, Exceptional, (2)
"Comfy. Perfectly set up!! "
$393 nightly
The price is $403
Jul 9 - Jul 10
Total includes taxes and fees
2 Bedroom 2 Bath Recently Remodeled

Relax in Paradise

10.0 out of 10, Exceptional, (4)
"Nice, clean condo! Great location! Rode our bikes to the beach! This was our second stay at this condo. We will definitely come back!"
$528 nightly
The price is $581
Jul 19 - Jul 20
Total includes taxes and fees
Relax in Paradise

Marriott's Harbour Club

3.5 star property
9.0 out of 10, Wonderful, (59)
"Outstanding "
$451 nightly
The price is $496
Jul 22 - Jul 23
Total includes taxes and fees
Marriott's Harbour Club

Beach. View. Suite. 1 br. 1 ba. Sleeps 5

9.6 out of 10, Exceptional, (85)
"Host was available and accommodating. Would stay here again. "
$331 nightly
The price is $364
Jul 30 - Jul 31
Total includes taxes and fees
Beach. View. Suite. 1 br. 1 ba. Sleeps 5

House with a view/sleep upto 6 Guest, pets welcome

9.2 out of 10, Wonderful, (12)
"Nice and quiet neighborhood Everything was hreat"
$347 nightly
The price is $382
Jul 9 - Jul 10
Total includes taxes and fees
House with a view/sleep upto 6 Guest, pets welcome

Low Country Living In Old Town Bluffton

10.0 out of 10, Exceptional, (35)
"We enjoyed the location and it was perfect for walking to Old Town Bluffton. "
$346 nightly
The price is $381
Jul 12 - Jul 13
Total includes taxes and fees
Low Country Living In Old Town Bluffton

Lowcountry Luxe - Golf, Bike, Eat, Fun!

$455 nightly
The price is $501
Jul 9 - Jul 10
Total includes taxes and fees
Lowcountry Luxe - Golf, Bike, Eat, Fun!

Sea Pines house ~ Golf Sim / Putting Green / Game Room ~ Golf & Beach Retreat

10.0 out of 10, Exceptional, (8)
"Large clean well equipped home with nice furnishings. Great choice!!"
$1,286 nightly
The price is $1,415
Jul 24 - Jul 25
Total includes taxes and fees
Sea Pines house ~ Golf Sim / Putting Green / Game Room ~ Golf & Beach Retreat

Heron Hideaway: Grand Marsh Home w/ Pool & Hottub

10.0 out of 10, Exceptional, (8)
"We had a group of 7 adults staying at the house and it was spacious, clean and kitchen had everything we needed. Property manager answered all our questions and was very timely in responding. "
$1,219 nightly
The price is $1,340
Jul 18 - Jul 19
Total includes taxes and fees
Heron Hideaway: Grand Marsh Home w/ Pool & Hottub

Bluffton Retreat, Pet Friendly

10.0 out of 10, Exceptional, (15)
"Great support from owner and well maintained. We will be back"
$308 nightly
The price is $339
Jul 20 - Jul 21
Total includes taxes and fees
Bluffton Retreat, Pet Friendly

Breath and Relax/can sleep up to 6 guest/pets ok

9.4 out of 10, Exceptional, (13)
"We enjoyed our stay. The home was conveniently located and within walking distance to downtown Bluffton. "
$347 nightly
The price is $382
Jul 27 - Jul 28
Total includes taxes and fees
Breath and Relax/can sleep up to 6 guest/pets ok
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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Frequently asked questions

Are there vacation rentals in Hilton Head Island?

Yes, you can find vacation rentals in Hilton Head Island close to The Sandbox, or you can select a secluded option if you're looking for a relaxing stay. Visitors like the popular beaches 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?

Marriott's Heritage Club: Visitors give good reviews to this Hilton Head Island vacation home rental, which is located in the historical district and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a selection of games and a hot tub. Another good choice for your trip to Hilton Head Island is Charming Pet-Friendly Beach Home.

How many vacation rentals are there in Hilton Head Island?

With 2977 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 Arts Center of Coastal Carolina and Coastal Discovery Museum, whereas Sea Pines Forest Preserve and Coligny Beach are a couple of picturesque spots to enjoy the outdoors. Marine Corps Recruit Depot Parris Island and River Street are other popular places to visit in the area.

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.