A rocky shoreline with a sunset over the ocean.

Holiday Homes in South Shore

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for South Shore holiday homes

Interior

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.4 out of 10, Exceptional, (79 reviews)
"Nice host (Cameron), nicely furnished & safe place."
United States
tommy d.
The price is NZ$760
includes taxes & fees
15 July - 16 July
An Affordable Alternative to Expensive Accommodations in Poipu
Beach nearby

Hale Minoaka | Private Cottage w/ A/C & Bikes in Poipu Beach Estates

Hale Minoaka | Private Cottage w/ A/C & Bikes in Poipu Beach Estates
Poipu
9.8 out of 10, Exceptional, (149 reviews)
"Amazing location, very clean and modern interior, lots of kitchen utensils were very helpful also! Would stay here again!"
United States
Lizzy S.
The price is NZ$1,068
includes taxes & fees
16 July - 17 July
Hale Minoaka | Private Cottage w/ A/C & Bikes in Poipu Beach Estates
Outdoor pool

🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠

🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
Poipu
9.4 out of 10, Exceptional, (30 reviews)
"Great house, very close to the beach! Stocked with beach chairs and beach toys, as well as games. Fast communication with the host. Very clean and organized. Highly recommend! "
United States
Katie d.
The price is NZ$1,038
includes taxes & fees
17 July - 18 July
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
Living area

Ocean 500 Feet

Ocean 500 Feet
Poipu
8.0 out of 10, Very good, (3 reviews)
"the property was very clean and quiet. walk distance to the beautiful beach. "
United States
Yuxia H.
The price is NZ$1,761
includes taxes & fees
22 July - 23 July
Ocean 500 Feet
Beach nearby, sun-loungers, beach towels

Great Rates Private 4 BR Luxury Home in Poipu - Baby Beach Sleeps 10 TVNC#1194

Great Rates Private 4 BR Luxury Home in Poipu - Baby Beach Sleeps 10 TVNC#1194
Poipu
9.8 out of 10, Exceptional, (118 reviews)
"Location was great "
United States
Karen G.
The price is NZ$2,896
includes taxes & fees
20 July - 21 July
Great Rates Private 4 BR Luxury Home in Poipu - Baby Beach Sleeps 10 TVNC#1194
Pool

*NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC

*NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC
Poipu
The price is NZ$2,285
includes taxes & fees
7 Aug - 8 Aug
*NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC
Property grounds

Huge Ocean View Home--40 Second Stroll to the Ocean--Hear the Waves at Night

Huge Ocean View Home--40 Second Stroll to the Ocean--Hear the Waves at Night
Poipu
10.0 out of 10, Exceptional, (97 reviews)
"James, our host, was very welcoming and helpful.The home is delightful, it is open and spacious.We loved being able to open all the patio doors and windows and have the cooling sea breeze.The bedrooms and beds are very comfortable.The location is perfect for being able to walk to several local beaches.We would definitely return."
United States
Anonymous traveller
The price is NZ$2,419
includes taxes & fees
15 July - 16 July
Huge Ocean View Home--40 Second Stroll to the Ocean--Hear the Waves at Night
Smart TV, video library

New Listing! Luxurious 4BR/3BA House with AC

New Listing! Luxurious 4BR/3BA House with AC
Poipu
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful house, great host!"
United States
Adam D.
The price is NZ$2,607
includes taxes & fees
26 July - 27 July
New Listing! Luxurious 4BR/3BA House with AC
Beach nearby

Luxurious 4BR/3.5BA House: AC, Short Walk To Beach

Luxurious 4BR/3.5BA House: AC, Short Walk To Beach
Poipu
10.0 out of 10, Exceptional, (37 reviews)
"We loved our stay. Great location and great home. "
United States
Tyler and Kim A.
The price is NZ$2,504
includes taxes & fees
21 July - 22 July
Luxurious 4BR/3.5BA House: AC, Short Walk To Beach
4 bedrooms, desk, iron/ironing board, travel cot

Stunning 270° Hapuʻu Mtn Views • Walk to Beach • Pool • A/C • Sleeps 12 • Ocean

Stunning 270° Hapuʻu Mtn Views • Walk to Beach • Pool • A/C • Sleeps 12 • Ocean
Poipu
10.0 out of 10, Exceptional, (3 reviews)
"It was a beautiful, well maintained property and we couldn’t have asked for more. "
United States
Karey K.
The price is NZ$4,477
includes taxes & fees
11 July - 12 July
Stunning 270° Hapuʻu Mtn Views • Walk to Beach • Pool • A/C • Sleeps 12 • Ocean
Sun-loungers, beach towels

Great news! Our three bedroom now has air conditioning!

Great news! Our three bedroom now has air conditioning!
Poipu
9.6 out of 10, Exceptional, (124 reviews)
"Really loved our stay. Great location, nice, spacious house. Would definitely recommend. "
United States
Ryan N.
The price is NZ$1,870
includes taxes & fees
20 July - 21 July
Great news! Our three bedroom now has air conditioning!
Pool

*NEW 7BD Farmhouse Estate |Pool, PickleB, Gym| AC

*NEW 7BD Farmhouse Estate |Pool, PickleB, Gym| AC
Poipu
10.0 out of 10, Exceptional, (8 reviews)
"The farmhouse and cottage were lovely. The property fit our family perfectly and had everything we needed. Highly recommend!"
United States
Derrick F.
The price is NZ$5,246
includes taxes & fees
9 Aug - 10 Aug
*NEW 7BD Farmhouse Estate |Pool, PickleB, Gym| AC
Exterior

Luxe Oceanview Getaway with Heated Pool & Epic Sunrise- As Seen on TV

Luxe Oceanview Getaway with Heated Pool & Epic Sunrise- As Seen on TV
Poipu
10.0 out of 10, Exceptional, (2 reviews)
"Nice property in a convenient location. Clean and well equipped. Owner, Ning, was very accommodative, over and above, very pleasant. Property manager, Evan, was excellent in taking care of our needs. The house has four proper bedrooms and allows up to 12 people. The fifth bedroom is really an enclosed patio/sunroom and okay for kids but not sleeping adults. We had 11 adults so a bit of a shuffle on sleeping arrangements. Otherwise, we had a great experience."
United States
Khashayar A.
Luxe Oceanview Getaway with Heated Pool & Epic Sunrise- As Seen on TV
Property grounds

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (112 reviews)
"Amazing location with all the amenities for the beach! We had a wonderful stay."
United States
Eric K.
The price is NZ$784
includes taxes & fees
21 July - 22 July
An Affordable Alternative to Expensive Accommodations in Poipu
Outdoor dining

Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22

Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22
Poipu
10.0 out of 10, Exceptional, (4 reviews)
"Everything as advertised and more! Beautiful house with beautiful views. Property manager and owner were both very helpful and accommodating! "
United States
Aaron B.
The price is NZ$11,760
includes taxes & fees
17 July - 18 July
Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22
Pool

*NEW 5BD Luxe Beach Estate |Pool, PickleB, Gym| AC

*NEW 5BD Luxe Beach Estate |Pool, PickleB, Gym| AC
Poipu
10.0 out of 10, Exceptional, (7 reviews)
"Love this house! We were able to separate between the main house and the cottage and have plenty of space for everyone. Awesome location too!"
United States
Brianna H.
The price is NZ$4,001
includes taxes & fees
7 Aug - 8 Aug
*NEW 5BD Luxe Beach Estate |Pool, PickleB, Gym| AC
Pool

*NEW 2BD Luxe Beach Cottage |Pool PickleB Gym| AC

*NEW 2BD Luxe Beach Cottage |Pool PickleB Gym| AC
Poipu
6.0 out of 10, (1 review)
The price is NZ$1,611
includes taxes & fees
7 Aug - 8 Aug
*NEW 2BD Luxe Beach Cottage |Pool PickleB Gym| AC
A heated pool

*NEW Estate 5BR Retreat|Pool|AC & PickleBall

*NEW Estate 5BR Retreat|Pool|AC & PickleBall
Poipu
10.0 out of 10, Exceptional, (7 reviews)
"We loved this place. It was a wonderful place for all seven of us. The club house was a great place to end our day being lazy around the pool."
United States
Margaret G.
The price is NZ$3,070
includes taxes & fees
11 July - 12 July
*NEW Estate 5BR Retreat|Pool|AC & PickleBall
Fridge, microwave, oven, stovetop

Ideally Located Princeville Home with Large Lanai, Yard & Views

Ideally Located Princeville Home with Large Lanai, Yard & Views
Princeville
The price is NZ$2,344
includes taxes & fees
12 July - 13 July
Ideally Located Princeville Home with Large Lanai, Yard & Views
Exterior

Cycle or Walk to Hanalei Bay

Cycle or Walk to Hanalei Bay
Hanalei
10.0 out of 10, Exceptional, (74 reviews)
"Great place close to beach! "
United States
Reagan S.
The price is NZ$3,102
includes taxes & fees
22 July - 23 July
Cycle or Walk to Hanalei Bay
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Shore Hotel Reviews

Sheraton Kauai Resort

Sheraton Kauai Resort

8/10 Good
"The property and beach was nice. The beach was a little rough for my 4 year old, but the pool was good. The Rum Fire restaurant was very good, while the other one was okay. Staff was either friendly or polite but seemed over it."
Andrea 5-night trip
Posted 8 hours ago
Sheraton Kauai Resort

Find out more about South Shore

South Shore Holiday Homes information

Number of reviews
831
Accommodation
457 Holiday Homes
Lowest Price
NZ$760
Highest Price
NZ$11,760

Explore a world of travel with Expedia