Search Vacation Homes in Hilton Head Island

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 3148 Vacation Homes in Hilton Head Island with updated reviews, rates, and availability.

Marriott's Harbour Club

3.5 star property
9.0 out of 10, Wonderful, (56)
"Thank you for the beautiful condo and view! "
The price is AED 1,657
AED 1,822 total
includes taxes & fees
26 May - 27 May
Marriott's Harbour Club

Marriott's Heritage Club

3.5 star property
9.4 out of 10, Exceptional, (62)
"Clean and comfortable "
The price is AED 1,480
AED 1,628 total
includes taxes & fees
28 Apr - 29 Apr
Marriott's Heritage Club

Guest Favorite ~FREE Heated Pool~Walk to Beach~BBQ

9.6 out of 10, Exceptional, (64)
"The house was clean and very suited for our family get together. We did have problems with the elevator and the A/C on the upper floors but after notifying the owners, both problems were eventually fixed. "
The price is AED 404
AED 2,209 total
includes taxes & fees
28 Apr - 29 Apr
Guest Favorite ~FREE Heated Pool~Walk to Beach~BBQ

NEW LISTING ~ Luxe 6BR Marsh Retreat w/ Pool & Stunning Views ~ 31 Hearthwood Dr

10.0 out of 10, Exceptional, (2)
"Only thing to say is PERFECTION! Location, house, property communication, stocking of house. From the little things to the big things, everything was perfect!!"
The price is AED 1,429
AED 4,772 total
includes taxes & fees
5 May - 6 May
NEW LISTING ~ Luxe 6BR Marsh Retreat w/ Pool & Stunning Views ~ 31 Hearthwood Dr

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

10.0 out of 10, Exceptional, (41)
"Great Place for Golf and enjoying Sea Pines. "
The price is AED 577
AED 1,418 total
includes taxes & fees
17 May - 18 May
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

6BR Hilton Head Beach House W/Pool, Fire Pit, Elev

9.6 out of 10, Exceptional, (47)
"Nice house, plenty of space for us. Definitely wish we could stay longer."
The price is AED 404
AED 2,209 total
includes taxes & fees
28 Apr - 29 Apr
6BR Hilton Head Beach House W/Pool, Fire Pit, Elev

2-Min Walk to Beach, Private Pool & Spa, Family & Dog-Friendly, Sleeps 17, Kids' Loft

9.8 out of 10, Exceptional, (77)
"We loved the property!. The pool was a huge hit for the whole family and with the beach a block away it was easy to have a day at the beach and end up at the pool. The hosts were great and easy to communicate with when needing anything. We would stay here again!"
2-Min Walk to Beach, Private Pool & Spa, Family & Dog-Friendly, Sleeps 17, Kids' Loft

Ocean View, 3-Patio, 6BR, 6300sf Home w/Pool; 50 Steps to Beach, Coligny Circle!

9.4 out of 10, Exceptional, (56)
"We have been coming to HHI since 2011 for our family vacation & everyone was in agreement that this was the best ever. The house is so spacious & beautiful; everyone had plenty of room without feeling crowed. We loved being steps away from the beach & when it was too windy at the beach we came back and enjoyed the pool. Being within walking distance to Coligny is also an advantage. "
Ocean View, 3-Patio, 6BR, 6300sf Home w/Pool; 50 Steps to Beach, Coligny Circle!

2 Talon Court @ Fish Haul Beach | Pool | Ocean Views | Pet-Friendly

10.0 out of 10, Exceptional, (1)
"Great house close to everything you might need for your vacation "
2 Talon Court @ Fish Haul Beach | Pool | Ocean Views | Pet-Friendly

Designer Furnishings & Private Pool NEW Rental, No Detail Overlooked

9.8 out of 10, Exceptional, (33)
"The pictures (while beautiful) do not do this home justice. The décor, touches, and thoughtfulness of the home are evident anywhere you look. The layout is wonderful for a family, or even two families, with children. Our 3 year old daughters loved the bunk beds, and all of the fun puzzles and games to help during any passing rain. Our family enjoyed the spa and pool - again, lots of features and thoughtful touches, beautiful deck, patio and grill. It's hard to overstate how much our family...
Designer Furnishings & Private Pool NEW Rental, No Detail Overlooked

Pool spa!Close to Harbour Town Beach club!

10.0 out of 10, Exceptional, (22)
"Great location, very nice property with lots of added extras. Nice pool."
Pool spa!Close to Harbour Town Beach club!

NEW!!! Modern cottage and perfect location!

10.0 out of 10, Exceptional, (28)
"Well appointed, nice space. Thoughtful hosts. Liked the proximity to Old Town. Will definitely stay again!"
NEW!!! Modern cottage and perfect location!

Renovated Home with Private Hot Tub, Fire Pit, Community Pool, Tennis Court & Playground

9.8 out of 10, Exceptional, (42)
"Beautiful house. Excellent location. Will return! "
Renovated Home with Private Hot Tub, Fire Pit, Community Pool, Tennis Court & Playground

NEW: Sleeps 16+, 3rd Row, Pool, Hot Tub, Climbing Wall, Gym, Game Rm.

10.0 out of 10, Exceptional, (2)
"Our families travel together quite often for spring Break and I can say without a doubt this was our favorite getaway yet. The house was absolutely beautiful with every feature that families with kids could hope for. It is clear the hosts put so much thought into creating a seamless experience. The house was very clean and has every amenity you could possibly think of. The location is amazing with a beautiful pool and a short walk to the beach. The hosts were wonderful and very responsive. I...
The price is AED 2,490
AED 5,956 total
includes taxes & fees
6 May - 7 May
NEW: Sleeps 16+, 3rd Row, Pool, Hot Tub, Climbing Wall, Gym, Game Rm.

Charming Bluffton Home w/ Yard ~ 3 Mi to Beaches!

9.8 out of 10, Exceptional, (8)
"Owner has paid a lot of attention to providing little extras to make guests welcome."
Charming Bluffton Home w/ Yard ~ 3 Mi to Beaches!

Coral Reef Resort

3.0 star property
9.2 out of 10, Wonderful, (53)
"This property was able to accommodate my family of five comfortably. We stayed in a two bedroom townhouse that included two full baths, a half bath, a sleeper sofa, a full kitchen and washer/ dryer. The town home was clean and free of any insects or bugs. A local bike vendor (Wheelz) is in close proximity of the facility. My teens actually rode their bikes back to the townhouse after picking up our 2 complimentary bikes. (Please note that Wheelz will only deliver and pick up your bike if you...
Coral Reef Resort

Dreamy island oasis with private pool, grill & fast WiFi - beach access nearby

7.2 out of 10, Good, (7)
"This house has a nice pool and a great layout on the first floor. Location is great. There are some things that are not fully functional or broken - but it's priced that way - so pay close attention to the listing details. That said, it is managed by Vacasa who is not responsive at all. You'll call/text their central line, their central line will tell you that they can't help but the local team will contact you, and then you won't hear from the local team."
Dreamy island oasis with private pool, grill & fast WiFi - beach access nearby

Spectacular Sunset Views on the Marsh in Hilton Head Island

9.6 out of 10, Exceptional, (17)
"Very hospitable host. Spectacular property."
Spectacular Sunset Views on the Marsh in Hilton Head Island

Private Pool ~ Cabana ~ 5 Deer Run Lane

10.0 out of 10, Exceptional, (16)
"We had a great stay and the house was perfect for our group. "
The price is AED 1,065
AED 3,293 total
includes taxes & fees
29 Apr - 30 Apr
Private Pool ~ Cabana ~ 5 Deer Run Lane

60 Lawton Road, Sea Pines

10.0 out of 10, Exceptional, (4)
"Home was perfect! Great view in the morning of the lake. Property has everything one could expect to feel right at home. "
60 Lawton Road, Sea Pines
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.
Don't see what you're looking for?
See all available properties in Hilton Head Island
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Hilton Head Island

Coral Sands Resorts by Palmera

3.5 star property
9.4 out of 10, Exceptional, (694)
"Very spacious rooms and staff are super helpful for getting tips about local restaurants / activities. "
Coral Sands Resorts by Palmera

Island Links Resort by Palmera

3.0 star property
9.2 out of 10, Wonderful, (281)
"On the north part of the beaches so much quieter. Close enough to walk to the beach since the shuttle didn't start until late April. Comfortable beds and enough space for 7 of us. Would stay again!"
Island Links Resort by Palmera

Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch

10.0 out of 10, Exceptional, (68)
"We had our adult children meet us in Hilton Head for a family vacation. We were very impressed by the home. It is a beautiful home and all of us had our own space and bathroom. The management team replied promptly to any questions/issues. Definitely would recommend! "
Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch
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.