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Vacation Homes in South Shore

An Affordable Alternative to Expensive Accommodations in Poipu

9.2 out of 10, Wonderful, (56)
"The property was excellent and the owner is a really helpful person."
The price is ¥21,837
¥57,379 total
includes taxes & fees
Sep 2 - Sep 3
An Affordable Alternative to Expensive Accommodations in Poipu

4 Star Beachfront Resort. AC. Lanai. Restaurant. Pool. Gym. Spa.

The price is ¥15,999
¥67,280 total
includes taxes & fees
Sep 28 - Sep 29
4 Star Beachfront Resort. AC. Lanai. Restaurant. Pool. Gym. Spa.

R413-Pool-Spa-Beach-Turtles-Ocean Access-w/d-A/C, Spectacular Garden Oasis w/ W/D and AC, Pool

9.8 out of 10, Exceptional, (145)
"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."
The price is ¥18,658
¥106,522 total
includes taxes & fees
Sep 7 - Sep 8
R413-Pool-Spa-Beach-Turtles-Ocean Access-w/d-A/C, Spectacular Garden Oasis w/ W/D and AC, Pool

An Affordable Alternative to Expensive Accommodations in Poipu

9.2 out of 10, Wonderful, (99)
"Great unit in a fantastic location!"
The price is ¥28,675
¥67,642 total
includes taxes & fees
Sep 28 - Sep 29
An Affordable Alternative to Expensive Accommodations in Poipu

KIMO'S POIPU BEACH Kauai 4BDRM HALE – Walk to BEACH & SUNSETS + Private BBQ DECK

The price is ¥70,113
¥182,074 total
includes taxes & fees
Sep 4 - Sep 5
KIMO'S POIPU BEACH Kauai 4BDRM HALE – Walk to BEACH & SUNSETS + Private BBQ DECK

*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club

9.8 out of 10, Exceptional, (20)
"Wonderful experience, would definitely stay again."
The price is ¥39,704
¥110,897 total
includes taxes & fees
Sep 15 - Sep 16
*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club

Cute 2BR Cottage w AC close to beaches

10.0 out of 10, Exceptional, (6)
"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. "
The price is ¥50,659
¥152,969 total
includes taxes & fees
Sep 14 - Sep 15
Cute 2BR Cottage w AC close to beaches

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

9.0 out of 10, Wonderful, (6)
"This house is in great location while being well equipped with everything you need inside the house and for the beach!"
The price is ¥110,288
¥247,958 total
includes taxes & fees
Sep 13 - Sep 14
Great Rate Upgraded 4 Bedroom Luxury Poipu Home sleeps 10- Baby Beach TVNC#1194

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

Fall special for months of October & November. See calendar

9.6 out of 10, Exceptional, (112)
"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!"
The price is ¥44,115
¥131,869 total
includes taxes & fees
Sep 18 - Sep 19
Fall special for months of October & November. See calendar

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"
The price is ¥110,288
¥245,495 total
includes taxes & fees
Sep 2 - Sep 3
Great Rates Private 4 BR Luxury Home in Poipu - Baby Beach Sleeps 10 TVNC#1194

Luxury 3br Poipu Estates Home w Private Pool

9.8 out of 10, Exceptional, (32)
"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.."
The price is ¥126,257
¥347,435 total
includes taxes & fees
Sep 14 - Sep 15
Luxury 3br Poipu Estates Home w Private Pool

Pili Mai 5L - 4 Bedroom Suite in Poipu Sleeps 8 AC, Pool, Fitness Center & More!

9.4 out of 10, Exceptional, (10)
"Great stay!"
The price is ¥337,471
¥605,087 total
includes taxes & fees
Sep 1 - Sep 2
Pili Mai 5L - 4 Bedroom Suite in Poipu Sleeps 8 AC, Pool, Fitness Center & More!

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

10.0 out of 10, Exceptional, (17)
"Great location, lots of extra items including chairs, cart for the beach."
The price is ¥76,407
¥208,293 total
includes taxes & fees
Sep 5 - Sep 6
Luxurious 4BR/3.5BA House: AC, Short Walk To Beach

KP13-Beachfront-WD-Pool -Sunsets-2nd Floor

The price is ¥39,851
¥118,467 total
includes taxes & fees
Sep 13 - Sep 14
KP13-Beachfront-WD-Pool -Sunsets-2nd Floor

Hale Huna - fully air conditioned 4 BD 4 BTH, short walk to beaches

10.0 out of 10, Exceptional, (110)
"Great location, close to the beach and pool"
The price is ¥97,274
¥220,880 total
includes taxes & fees
Sep 1 - Sep 2
Hale Huna - fully air conditioned 4 BD 4 BTH, short walk to beaches

Ocean 500 Feet

9.0 out of 10, Wonderful, (2)
"the property was very clean and quiet. walk distance to the beautiful beach. "
The price is ¥66,173
¥151,527 total
includes taxes & fees
Sep 1 - Sep 2
Ocean 500 Feet

New Renovated April 2025 Charming Apartment In Delightful Kiahuna with AC,

The price is ¥43,380
¥125,743 total
includes taxes & fees
Sep 17 - Sep 18
New Renovated April 2025 Charming Apartment In Delightful Kiahuna with AC,

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

10.0 out of 10, Exceptional, (92)
"We loved our stay! Great location, and awesome house."
The price is ¥72,790
¥189,393 total
includes taxes & fees
Sep 19 - Sep 20
Huge Ocean View Home--40 Second Stroll to the Ocean--Hear the Waves at Night

Charming apartment in delightful Koloa with fitness room, AC, WiFi

The price is ¥39,704
¥100,980 total
includes taxes & fees
Sep 13 - Sep 14
Charming apartment in delightful Koloa with fitness room, AC, WiFi
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

Find out more about South Shore

Find out more about South Shore

South Shore Vacation Homes information

Number of reviews
Accommodation
487 Vacation Homes
Lowest Price
¥21,837
Highest Price
¥21,837

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