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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for South Shore holiday homes

A beach with clear turquoise water, a sandy shore, and a rocky outcrop with vegetation.

1. An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.4 out of 10, Exceptional, (83 reviews)
"Property was comfortable, clean, and easy to find. Would stay here again. Host provided lots of extra amenities."
United States
Melissa C.
The price is NZ$760
includes taxes & fees
5 Nov - 6 Nov
An Affordable Alternative to Expensive Accommodations in Poipu
A well-maintained garden with a pathway leading to a building, palm trees, and a view of the ocean.

2. An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (115 reviews)
"Had a great stay! We really liked the unit and the location. Everything was clean and comfy, and the host was super friendly. Would definitely stay here again."
United States
Myranda S.
The price is NZ$760
includes taxes & fees
5 Nov - 6 Nov
An Affordable Alternative to Expensive Accommodations in Poipu
A tropical resort pool with a water slide, surrounded by lush greenery and palm trees.

3. *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)
*NEW 2BD Luxe Beach Cottage |Pool PickleB Gym| AC
A pool with a water slide, surrounded by rocks and tropical plants.

4. 🏝 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, (35 reviews)
"Will stay there again"
United States
Dayne O.
The price is NZ$983
includes taxes & fees
4 Nov - 5 Nov
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
A modern kitchen with white cabinetry, a wooden island, and a view to a balcony.

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

New Listing! Luxurious 4BR/3BA House with AC
Poipu
10.0 out of 10, Exceptional, (25 reviews)
"Great location, loved the house, host communication was great. I would definitely stay here again!"
United States
Janine H.
The price is NZ$2,401
includes taxes & fees
19 Nov - 20 Nov
New Listing! Luxurious 4BR/3BA House with AC
A coastal sunset view with palm trees and a beach.

6. Unaffected by Hurricane-Private 4 BR Luxury Home in Poipu - Sleeps 10 TVNC#1194

Unaffected by Hurricane-Private 4 BR Luxury Home in Poipu - Sleeps 10 TVNC#1194
Poipu
9.8 out of 10, Exceptional, (119 reviews)
"Location was great "
United States
Karen G.
The price is NZ$2,827
includes taxes & fees
7 Nov - 8 Nov
Unaffected by Hurricane-Private 4 BR Luxury Home in Poipu - Sleeps 10 TVNC#1194
A modern outdoor lounge area with a pool, seating, and a view of the ocean.

7. 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, (6 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$10,139
includes taxes & fees
11 Nov - 12 Nov
Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22
A resort with multiple buildings, a covered patio area, and a well-maintained lawn with tropical plants.

8. 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
9.8 out of 10, Exceptional, (100 reviews)
"The home is fantastic!! It was absolutely beautiful!! Great location as well. It would be nice if it had air conditioning. I did not realize it didn’t have air conditioning before my arrival. I worry that some people physically/medically would be affected when sleeping in a hotter environment. Other than that, it was one of the nicest places we have ever stayed. Thank you!! We really enjoyed it!!"
United States
Mark N.
The price is NZ$2,620
includes taxes & fees
5 Nov - 6 Nov
Huge Ocean View Home--40 Second Stroll to the Ocean--Hear the Waves at Night
A spacious living room with wicker furniture, a flat-screen TV, and large windows offering a view of the outdoors.

9. 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$1,787
includes taxes & fees
24 Nov - 25 Nov
Ocean 500 Feet
A beach with waves, a sunset, and a rocky outcrop.

10. 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, (42 reviews)
"We loved our stay. Great location and great home. "
United States
Tyler and Kim A.
The price is NZ$2,514
includes taxes & fees
13 Nov - 14 Nov
Luxurious 4BR/3.5BA House: AC, Short Walk To Beach
A beach with a sunset, palm trees, and a calm sea.

11. Perfect house for family beach getaway. Walking distance to Poipu beach.

Perfect house for family beach getaway. Walking distance to Poipu beach.
Poipu
9.6 out of 10, Exceptional, (129 reviews)
"Great location. Everything you need is close by."
United States
Rosalyne B.
The price is NZ$1,867
includes taxes & fees
6 Nov - 7 Nov
Perfect house for family beach getaway. Walking distance to Poipu beach.
A traditional building with a tiled roof, surrounded by lush tropical vegetation.

12. NEW 1 ACRE POIPU ESTATE -Sleeps 32 - Full AC - 8 Ensuites- FREE Poipu Beach Club

NEW 1 ACRE POIPU ESTATE -Sleeps 32 - Full AC - 8 Ensuites- FREE Poipu Beach Club
Poipu
The price is NZ$9,314
includes taxes & fees
4 Nov - 5 Nov
NEW 1 ACRE POIPU ESTATE -Sleeps 32 - Full AC - 8 Ensuites- FREE Poipu Beach Club
A room with a bed, a small table with a chair, a balcony with a view of the landscape, and a lamp.

13. 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$3,573
includes taxes & fees
8 Nov - 9 Nov
Stunning 270° Hapuʻu Mtn Views • Walk to Beach • Pool • A/C • Sleeps 12 • Ocean
A tropical resort pool with a water slide, surrounded by lush greenery and palm trees.

14. *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$2,826
includes taxes & fees
25 Oct - 26 Oct
*NEW Estate 5BR Retreat|Pool|AC & PickleBall
A modern outdoor dining area with a long table, chairs, and a ceiling fan.

15. BRAND NEW Poipu Estate -Sleeps 16 - Full AC - 4 Ensuites - FREE Poipu Beach Club

BRAND NEW Poipu Estate -Sleeps 16 - Full AC - 4 Ensuites - FREE Poipu Beach Club
Poipu
10.0 out of 10, Exceptional, (1 review)
"We had an absolutely amazing stay at Poipu Beach Estates! The home was beautiful, spotless, incredibly spacious, and perfect for our large extended family. Having a private ensuite bathroom in every bedroom was such a luxury, giving everyone their own space and privacy. The entire home had air conditioning, which made our stay even more comfortable. The beautifully maintained, peaceful grounds were perfect for relaxing and spending quality time together. The location was fantastic, with gorgeous...
United States
Bryant W.
The price is NZ$4,025
includes taxes & fees
4 Nov - 5 Nov
BRAND NEW Poipu Estate -Sleeps 16 - Full AC - 4 Ensuites - FREE Poipu Beach Club
A modern living room with a large gray sofa, a dining area with a table and chairs, a television on a wooden cabinet, and a view of the ocean through large sliding glass doors.

16. Poipu Kapili 54 - Air Conditioned OCEANFRONT Townhome - Can't beat our views

Poipu Kapili 54 - Air Conditioned OCEANFRONT Townhome - Can't beat our views
Poipu
10.0 out of 10, Exceptional, (146 reviews)
"We have stayed in several places over the years in Kauai and this place was great. Beautiful ocean views, clean, beds were very comfortable, water pressure in the showers was amazing, kitchen was well stocked and everything was there that you would need for the beach. Would happily stay here again."
United States
Sally M.
The price is NZ$2,277
includes taxes & fees
18 Nov - 19 Nov
Poipu Kapili 54 - Air Conditioned OCEANFRONT Townhome - Can't beat our views
A pool with a water slide, lounge chairs, umbrellas, and tropical plants.

17. BALINESE POIPU BEACH ESTATE -4 ensuites -Full AC-Sleep 16- FREE Poipu Beach Club

BALINESE POIPU BEACH ESTATE -4 ensuites -Full AC-Sleep 16- FREE Poipu Beach Club
Poipu
9.4 out of 10, Exceptional, (10 reviews)
"The house was amazing there were 15 of us close a lot of beautiful places would definitely recommend this house"
United States
Brenda M.
The price is NZ$4,028
includes taxes & fees
4 Nov - 5 Nov
BALINESE POIPU BEACH ESTATE -4 ensuites -Full AC-Sleep 16- FREE Poipu Beach Club
A tropical resort pool with a water slide, surrounded by lush greenery and palm trees.

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

*NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC
Poipu
*NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC
A tropical resort pool with a water slide, surrounded by lush greenery and palm trees.

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

*NEW 5BD Luxe Beach Estate |Pool, PickleB, Gym| AC
Poipu
9.8 out of 10, Exceptional, (9 reviews)
"Great stay , close to beach with in walking distance or drive. Very clean would stay again."
United States
Brad G.
The price is NZ$3,285
includes taxes & fees
25 Oct - 26 Oct
*NEW 5BD Luxe Beach Estate |Pool, PickleB, Gym| AC
A pool area with a waterfall feature, surrounded by a stone deck and palm trees.

20. Kauai Beach Resort Ocean View | Pools, Waterslide, Hot Tub, Spa, King Bed, AC

Kauai Beach Resort Ocean View | Pools, Waterslide, Hot Tub, Spa, King Bed, AC
Lihue
4.0 out of 10, (1 review)
"Unpleasant stay. Don’t intend to return. Not terrible, but not close to being worth the price tag."
Brazil
João
The price is NZ$1,056
includes taxes & fees
26 Oct - 27 Oct
Kauai Beach Resort Ocean View | Pools, Waterslide, Hot Tub, Spa, King Bed, AC
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

Ko'a Kea Resort on Po'ipu Beach

Ko'a Kea Resort on Po'ipu Beach

10/10 Excellent
"Everything."
Lloyd 5-night trip
Posted 1 day ago
Ko'a Kea Resort on Po'ipu Beach

Find out more about South Shore

South Shore Holiday Homes information

Number of reviews
790
Accommodation
455 Holiday Homes
Lowest Price
NZ$760
Highest Price
NZ$10,139

Explore a world of travel with Expedia