Holiday Homes in South Shore

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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Featured Holiday Homes in South Shore

Interior
An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu

Poipu
9.4 out of 10, Exceptional, (62)
"The property was excellent and the owner is a really helpful person."
United States
Svitlana
The price is NZ$679
includes taxes & fees
7 Dec - 8 Dec
An Affordable Alternative to Expensive Accommodations in Poipu
Outdoor dining
An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu

Poipu
9.2 out of 10, Wonderful, (101)
"Very thoughtful and helpful hosts. Comfortable furniture and close to many great places. "
United States
Don G.
The price is NZ$726
includes taxes & fees
6 Dec - 7 Dec
An Affordable Alternative to Expensive Accommodations in Poipu
Fridge, microwave, oven, stovetop
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠

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

Poipu
9.6 out of 10, Exceptional, (19)
"This house was perfect for our family of 5! So close to the beach and shopping. The house had everything we needed for our vacation. It was super clean. The air conditioning worked well. We will definitely stay here again when we come back to Kauai! "
United States
Evin C.
The price is NZ$1,001
includes taxes & fees
23 Nov - 24 Nov
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
Beach towels
KP317-Private-3rdFl-Partial Ocean-Pool-Garden

KP317-Private-3rdFl-Partial Ocean-Pool-Garden

2.0 star property
Poipu
The price is NZ$1,066
includes taxes & fees
17 Nov - 18 Nov
KP317-Private-3rdFl-Partial Ocean-Pool-Garden
Pool
Fall special for months of October & November. See calendar

Fall special for months of October & November. See calendar

Poipu
9.6 out of 10, Exceptional, (115)
"Had a lot to offer"
United States
Kerry D.
The price is NZ$1,871
includes taxes & fees
29 Nov - 30 Nov
Fall special for months of October & November. See calendar
Beach nearby
*NEW 2BD Luxe Beach Cottage |Pool PickleB Gym| AC

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

Poipu
The price is NZ$1,426
includes taxes & fees
23 Nov - 24 Nov
*NEW 2BD Luxe Beach Cottage |Pool PickleB Gym| AC
Terrace/patio
Poipu Beach 1940s Cottage • Outdoor Showers

Poipu Beach 1940s Cottage • Outdoor Showers

2.0 star property
Poipu
The price is NZ$1,822
includes taxes & fees
18 Nov - 19 Nov
Poipu Beach 1940s Cottage • Outdoor Showers
Beach nearby, sun-loungers, beach towels
Great Rate Upgraded 4 Bedroom Luxury Poipu Home sleeps 10- Baby Beach TVNC#1194

Great Rate Upgraded 4 Bedroom Luxury Poipu Home sleeps 10- Baby Beach TVNC#1194

Poipu
9.0 out of 10, Wonderful, (9)
"Great stay, lots of space. Love that we never run out of towels!"
United States
Sarah K.
The price is NZ$2,964
includes taxes & fees
19 Nov - 20 Nov
Great Rate Upgraded 4 Bedroom Luxury Poipu Home sleeps 10- Baby Beach TVNC#1194
Pool
Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22

Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22

Poipu
The price is NZ$12,101
includes taxes & fees
11 Dec - 12 Dec
Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22
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, (112)
"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"
Canada
Bruce W.
The price is NZ$2,806
includes taxes & fees
5 Dec - 6 Dec
Great Rates Private 4 BR Luxury Home in Poipu - Baby Beach Sleeps 10 TVNC#1194
Sun-loungers, beach towels
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, (93)
"Our family of grandparents, daughter and husband and children age 2 and 4 enjoyed the large home a short walk to Poipu Beach."
United States
Butch M.
Huge Ocean View Home--40 Second Stroll to the Ocean--Hear the Waves at Night
Pool
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, (131)
"Can’t beat the oceanfront view from the patio! Loved that so much is within walking distance!"
United States
Debbie D.
The price is NZ$2,249
includes taxes & fees
19 Nov - 20 Nov
Poipu Kapili 54 - Air Conditioned OCEANFRONT Townhome - Can't beat our views
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, (14)
"We’ve been visiting Poipu for years, and The Leilani House is now our go-to spot. The location is great and its tucked away on a quiet lot but just a quick drive to Poipu Beach, Brennecke’s, and great restaurants. The home itself is immaculate and thoughtfully designed, with plenty of space for everyone to spread out. The gourmet kitchen was stocked beyond our expectations, making it easy to cook big family breakfasts before heading out for the day. Air conditioning was a welcome comfort after...
United States
Bridget H.
The price is NZ$3,749
includes taxes & fees
17 Dec - 18 Dec
New Listing! Luxurious 4BR/3BA House with AC
Golf
FULL OCEAN VIEWS Poipu Beach House, LOVELY lanai and A/C

FULL OCEAN VIEWS Poipu Beach House, LOVELY lanai and A/C

Poipu
10.0 out of 10, Exceptional, (106)
"great ocean view and breezes on the lanai"
United States
anne m.
The price is NZ$2,476
includes taxes & fees
3 Dec - 4 Dec
FULL OCEAN VIEWS Poipu Beach House, LOVELY lanai and A/C
Terrace/patio
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, (21)
"Our family of seven adults thoroughly enjoyed this house. Easy walk to the beaches, pickleball/tennis courts and restaurants. House is generously stocked with everything you could possible need including beach equipment"
United States
Bart F.
The price is NZ$2,568
includes taxes & fees
17 Nov - 18 Nov
Luxurious 4BR/3.5BA House: AC, Short Walk To Beach
TV, stereo
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
The price is NZ$3,498
includes taxes & fees
23 Nov - 24 Nov
Stunning 270° Hapuʻu Mtn Views • Walk to Beach • Pool • A/C • Sleeps 12 • Ocean
A heated pool
As Seen on TV, Luxe Oceanview Villa, ACs, Heated Pool, Walk to Beaches

As Seen on TV, Luxe Oceanview Villa, ACs, Heated Pool, Walk to Beaches

Poipu
The price is NZ$4,537
includes taxes & fees
11 Dec - 12 Dec
As Seen on TV, Luxe Oceanview Villa, ACs, Heated Pool, Walk to Beaches
Beach nearby
*NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC

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

Poipu
The price is NZ$2,010
includes taxes & fees
17 Nov - 18 Nov
*NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC
Beach nearby
*NEW 5BD Luxe Beach Estate |Pool, PickleB, Gym| AC

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

Poipu
The price is NZ$2,900
includes taxes & fees
17 Nov - 18 Nov
*NEW 5BD Luxe Beach Estate |Pool, PickleB, Gym| AC
Sun-loungers
Romantic Cottage, Private Acre of Paradise, View! Pool!

Romantic Cottage, Private Acre of Paradise, View! Pool!

Hanalei
9.6 out of 10, Exceptional, (104)
"This cottage was special. Simply, beautiful. If you enjoy morning coffee with a view; this is for you. Enjoy :) We will be back. "
Canada
Eric
The price is NZ$1,541
includes taxes & fees
28 Nov - 29 Nov
Romantic Cottage, Private Acre of Paradise, View! Pool!
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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Top South Shore Hotel Reviews

Koloa Landing Resort at Poipu, Autograph Collection

Koloa Landing Resort at Poipu, Autograph Collection

10/10 Excellent
"Staff made us feel like family"
Tommy 6-night trip
Posted 2 days ago
Koloa Landing Resort at Poipu, Autograph Collection

Find out more about South Shore

South Shore Holiday Homes information

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