Holiday Homes in South Shore

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

In two weeks

In one month

In two months

In three months

Featured Holiday Homes in South Shore

includes taxes & fees

28 Sept - 29 Sept

"We had an awesome time! Pool and hot tub was great, met many fun people there. The beach was a short walk away and got to see the turtles! Location was close to stores and restaurants, and not too far from Waimea canyon."

includes taxes & fees

8 Sept - 9 Sept

"The property was excellent and the owner is a really helpful person."

includes taxes & fees

14 Sept - 15 Sept

"Wonderful experience, would definitely stay again."

includes taxes & fees

6 Sept - 7 Sept

"Nice property in a nice area. Room is better for a couple but we managed just fine with the pull out couch for all 4 of us. "

includes taxes & fees

16 Sept - 17 Sept

Beach nearby, sun-loungers, beach towels

"This house is in great location while being well equipped with everything you need inside the house and for the beach!"

includes taxes & fees

10 Sept - 11 Sept

"What a great little place! Split floor plan allows for the feeling of separate spaces with a communal kitchen. Patios and outdoor shower were perfect. Shampoo, conditioner and soaps provided were lovely, gentle, and smelled amazing. The pool was not located on site as you’d expect, but was about a half mile away or a ten minute walk. We did not end up utilizing the pool because of the distance. "

"Great location, lots of extra items including chairs, cart for the beach."

includes taxes & fees

5 Sept - 6 Sept

"Great stay!"

"Great tume"

"Close to great snorkeling, boogie boarding beaches, & Very quiet community. Central location for excursions.Home was very clean and well stocked.It suited our three families very well"

includes taxes & fees

10 Sept - 11 Sept

"Our all time favorite island, the house was perfect for our needs and would be great for 2 couples and children. Exactly as described peaceful, beautiful, private.."

includes taxes & fees

14 Sept - 15 Sept

"Such a wonderful place for our family of 12 (6 kids, 6 adults). Short walk to the beach and the pool. Wonderful neighborhood. Felt very comfortable and safe there. We had everything we needed at the house to cook our meals. Would highly recommend."

"This is a terrific property! The location is terrific, in a quiet subdivision near Poipu beach. Very easy to get to other island locations. The house is well-kept, full of amenities, everything works, the beds are comfortable. Check-in and check-out was very easy, the staff was very accommodating. Would not hesitate to stay here again."

includes taxes & fees

10 Sept - 11 Sept

"This home is incredible. It's beautiful, spacious, is in a perfect location to walk to the beach, and everything is well stocked and planned out inside. Can't wait to come back!"

includes taxes & fees

17 Sept - 18 Sept