Holiday Homes in South Shore

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Featured Holiday Homes in South Shore

An Affordable Alternative to Expensive Accommodations in Poipu
9.4 out of 10, Exceptional, (61)
"The property was excellent and the owner is a really helpful person."
United States
Svitlana
The price is AU$620
includes taxes & fees
12 Nov - 13 Nov
An Affordable Alternative to Expensive Accommodations in Poipu
An Affordable Alternative to Expensive Accommodations in Poipu
9.2 out of 10, Wonderful, (100)
"Very thoughtful and helpful hosts. Comfortable furniture and close to many great places. "
United States
Don G.
The price is AU$677
includes taxes & fees
2 Nov - 3 Nov
An Affordable Alternative to Expensive Accommodations in Poipu
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
9.6 out of 10, Exceptional, (18)
"Comfortable and clean house within easy walking distance to an amazing beach. The house had all the basics and extra beach supplies. Great location with loads of shopping and dining options. Quiet neighborhood and private home."
United States
Amber T.
The price is AU$876
includes taxes & fees
5 Nov - 6 Nov
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club
10.0 out of 10, Exceptional, (21)
"Overall great! Perfect for our family of 4. Can’t wait to come back."
United States
Anonymous traveller
The price is AU$1,174
includes taxes & fees
12 Nov - 13 Nov
*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club
KP317-Private-3rdFl-Partial Ocean-Pool-Garden
2.0 star property
The price is AU$1,186
includes taxes & fees
15 Nov - 16 Nov
KP317-Private-3rdFl-Partial Ocean-Pool-Garden
*NEW 2BD Luxe Beach Cottage |Pool PickleB Gym| AC
*NEW 2BD Luxe Beach Cottage |Pool PickleB Gym| AC
Great Rate Upgraded 4 Bedroom Luxury Poipu Home sleeps 10- Baby Beach TVNC#1194
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 AU$2,587
includes taxes & fees
3 Nov - 4 Nov
Great Rate Upgraded 4 Bedroom Luxury Poipu Home sleeps 10- Baby Beach TVNC#1194
Great Rates Private 4 BR Luxury Home in Poipu - Baby Beach Sleeps 10 TVNC#1194
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 AU$2,614
includes taxes & fees
6 Nov - 7 Nov
Great Rates Private 4 BR Luxury Home in Poipu - Baby Beach Sleeps 10 TVNC#1194
Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22
The price is AU$10,321
includes taxes & fees
8 Nov - 9 Nov
Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22
Poipu Beach 1940s Cottage • Outdoor Showers
2.0 star property
The price is AU$1,597
includes taxes & fees
2 Nov - 3 Nov
Poipu Beach 1940s Cottage • Outdoor Showers
Huge Ocean View Home--40 Second Stroll to the Ocean--Hear the Waves at Night
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.
The price is AU$2,176
includes taxes & fees
14 Nov - 15 Nov
Huge Ocean View Home--40 Second Stroll to the Ocean--Hear the Waves at Night
Hale Huna - fully air conditioned 4 BD 4 BTH, short walk to beaches
10.0 out of 10, Exceptional, (115)
"We took a family trip with our adult children and our grandbaby. This house was excellent for us! It’s in a great location with a pool, multiple beaches and restaurants within walking distance. The host was great to work with and we loved our stay! Thanks for sharing your home with us!"
United States
Chad R.
The price is AU$2,357
includes taxes & fees
3 Nov - 4 Nov
Hale Huna - fully air conditioned 4 BD 4 BTH, short walk to beaches
Fall special for months of October & November. See calendar
9.6 out of 10, Exceptional, (115)
"We hope to return. It is a magical home.Perfect location, property & amenities. Excellent communication with the host. I had trouble with the key to the pool gate, so we weren’t able to see the pool/hot tub after a walk, but we preferred the beaches. I’m curious if other times of the year are hotter, because my mother-in-law took some time to get used to the fact that like most homes in Hawaii, they don’t have full house AC, but have excellent ocean breezes,"
United States
Heather B.
The price is AU$1,640
includes taxes & fees
29 Nov - 30 Nov
Fall special for months of October & November. See calendar
*NEW 7BD Farmhouse Estate |Pool, PickleB, Gym| AC
10.0 out of 10, Exceptional, (3)
"The house was great for our entire family to stay. We were surprised with how much room we had given that the trip consisted of 12 of us in 4 separate family units. The house had everything we needed for supplies both whether we were at the house or at the beach. It was so close to several beaches and shopping. We couldn't be happier with our choice of accomodations."
United States
Ryan S.
The price is AU$4,496
includes taxes & fees
12 Nov - 13 Nov
*NEW 7BD Farmhouse Estate |Pool, PickleB, Gym| AC
5 Bed 3 Bath Home in Poipu Kai
10.0 out of 10, Exceptional, (26)
"Plenty of room for family of 10. House was well stocked. Located close to walk to pool and beach. "
United States
James S.
The price is AU$4,070
includes taxes & fees
11 Nov - 12 Nov
5 Bed 3 Bath Home in Poipu Kai
Luxurious 4BR/3.5BA House: AC, Short Walk To Beach
10.0 out of 10, Exceptional, (20)
"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 AU$2,251
includes taxes & fees
17 Nov - 18 Nov
Luxurious 4BR/3.5BA House: AC, Short Walk To Beach
Poipu Kapili 54 - Air Conditioned OCEANFRONT Townhome - Can't beat our views
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 AU$2,182
includes taxes & fees
19 Nov - 20 Nov
Poipu Kapili 54 - Air Conditioned OCEANFRONT Townhome - Can't beat our views
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
Stunning 270° Hapuʻu Mtn Views • Walk to Beach • Pool • A/C • Sleeps 12 • Ocean
The price is AU$3,064
includes taxes & fees
2 Nov - 3 Nov
Stunning 270° Hapuʻu Mtn Views • Walk to Beach • Pool • A/C • Sleeps 12 • Ocean
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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