South Shore Vacation Rentals

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Browse Select South Shore Vacation Homes

Clifftop Home w/ Amazing Oceanfront Views, Multiple Lanais - Walk to Poipu Beach
9.2 out of 10, Wonderful, 58 reviews
"The central location, nice neighborhood, ocean front views and beautiful yard could not be beat. Our large family enjoyed walking to Poipu beach (if you go at sunrise, you can see the sea turtles going into the water for the day). We loved spotting dolphins and sea turtles from the yard, doing yoga on the balcony and stargazing. The location was a good homebase for the day trips that we had planned. The only negative was the house is older and we had some problems turning off the showers all the...
Clifftop Home w/ Amazing Oceanfront Views, Multiple Lanais - Walk to Poipu Beach
Stunning 2 Bedroom Luxury Cottage 300 feet from Poipu Beach Park
10.0 out of 10, Exceptional, 230 reviews
"Beautiful place in a quiet neighborhood. Close to the beaches and places to eat"
Stunning 2 Bedroom Luxury Cottage 300 feet from Poipu Beach Park
Hale Ho‘okipa: 2 Homes/2 Pools in Poipu-Sleeps 16
10.0 out of 10, Exceptional, 30 reviews
"The property manager was very responsive and made sure we had a pack and play and a high chair for my daughter and everything else we needed. There were boogie boards, umbrellas, and chairs for the beach as well. Overall great experience and would stay here again!"
Hale Ho‘okipa: 2 Homes/2 Pools in Poipu-Sleeps 16
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Family friendly vacation home! 10 min walk to Poipu beach!
9.6 out of 10, Exceptional, 96 reviews
"Our group consisted of 3 fathers and 3 sons for a basketball tournament in Kalaheo. The house was perfect and had everything we needed. Great location too."
The price is CA $584
CA $1,391 total
includes taxes & fees
Jun 16 - Jun 17
Family friendly vacation home! 10 min walk to Poipu beach!
Private home. Access to Poi'pu Beach Athletic Club!
Private home. Access to Poi'pu Beach Athletic Club!
Island retreat at Kiahuna Golf Club - Poipu Athletic Club pool & hot tub access
10.0 out of 10, Exceptional, 10 reviews
"Beautiful home on golf course. Extremely clean and well appointed. Would stay here again"
Island retreat at Kiahuna Golf Club - Poipu Athletic Club pool & hot tub access
Poipu Pili Mai 6-L Ocean, Mountain, Golf Course & Sunset Views - Sleeps 8 !
10.0 out of 10, Exceptional, 63 reviews
"Condo was very clean, roomy and close to lots of beaches and restaurants!"
Poipu Pili Mai 6-L Ocean, Mountain, Golf Course & Sunset Views - Sleeps 8 !
Milo Hae Hale welcomes you to Beautiful island of Kauai!
9.8 out of 10, Exceptional, 28 reviews
"We really loved our stay at this home on the South Shore of Kauai. We spent half a week here, and loved every day we were able to call it home. The house was exactly as advertised, very clean (spotless), super comfortable, and VERY well stocked (DO NOT underestimate the importance of this point!). I wanted to personally thank the Homeowner for how well stocked the home was in terms of the kitchen, cooking supplies, spices, soaps, paper products, laundry detergent-- the list goes on. I have been...
Milo Hae Hale welcomes you to Beautiful island of Kauai!
Honu Lani - Oceanfront Home with Pool and Amazing Views!
10.0 out of 10, Exceptional, 39 reviews
"The location and layout of Honu Lani are superb. A short drive to everything on the south and east coasts and a short walk to Riptides or the Beach House Restaurant. The views are gorgeous and we snorkelled our front on calm days, surfed when there were waves. The house is well stocked with everything. Had such a great time, thank-you!"
Honu Lani - Oceanfront Home with Pool and Amazing Views!
Bayview, Poipu, Koloa Hawaii "Torview"
9.6 out of 10, Exceptional, 135 reviews
"Very quiet and close to everything. Has all you need in one room. Stayed 3 nights. Had a private entrance and very safe neighborhood. "
The price is CA $254
CA $503 total
includes taxes & fees
Jun 22 - Jun 23
Bayview, Poipu, Koloa Hawaii "Torview"
Delightful Historic Cottage Steps from Poipu/Brennecke's Beaches A/C
10.0 out of 10, Exceptional, 191 reviews
"Property was even better than advertised. Highly recommend esp for boogie boarding, beach activities. Loved the outdoor shower! House is great. Spent one whole day just relaxing on property itself. Neighborhood was quiet and worked out well, some rentals and some local residents and a good balance of each with a pleasant vibe. Host expectations were friendly and communicated clearly. We were grateful for their logistics support for checking in and out and the rental really made our stay in Kauai...
Delightful Historic Cottage Steps from Poipu/Brennecke's Beaches A/C
Two-story house with wraparound lanai, WiFi, amazing views
9.6 out of 10, Exceptional, 40 reviews
"Loved our oasis on Kauai! The check in was easy and the property was perfect for our family. We enjoyed the ample space and views from the living room since it was particularly rainy during our stay. We had plenty of extra towels and beach supplies. Great home base for all our hiking adventures."
Two-story house with wraparound lanai, WiFi, amazing views
Plumeria House, Poipu Beach, Koloa Home with a View
9.8 out of 10, Exceptional, 147 reviews
"Beautiful views! Short walk to beaches- even for the little ones. Beaches were beautiful. The house was perfect for our family with different areas for each family. It had everything we needed plus more -like beach toys, life jackets, pool toys. Our four year old spent more time in the pool than anywhere. We had the best time and hope to return here soon!"
Plumeria House, Poipu Beach, Koloa Home with a View
Honu La'e - 4 Bedroom, 4 Bath Ocean Front Vacation Home in Poipu with A/C
10.0 out of 10, Exceptional, 106 reviews
"We stayed a week at this beautiful home and loved every minute. The house was as advertised. You need to be prepared for cars and pedestrians walking by especially in the mornings. We enjoyed the large lanai for our coffee in the morning and all meals that we prepared in the well appointed kitchen. I would recommend this property without reservation."
Honu La'e - 4 Bedroom, 4 Bath Ocean Front Vacation Home in Poipu with A/C
Waterfront retreat with gourmet kitchen, spacious lanai & W/D
8.0 out of 10, Very good, 6 reviews
"Very clean and great location!!"
Waterfront retreat with gourmet kitchen, spacious lanai & W/D
Beautiful Luxury Home, Walking Distance to Shops, Beaches & Fine Dining!
10.0 out of 10, Exceptional, 73 reviews
"The property is beautiful and accommodated our family of 14 very well. Close to shopping and several beaches. Plenty of beach equipment (chairs, towels etc)."
Beautiful Luxury Home, Walking Distance to Shops, Beaches & Fine Dining!
Luxury family friendly home within walking distance to Poipu Beach.
10.0 out of 10, Exceptional, 100 reviews
"Enjoyed our stay at Hono House! Everything met our expectations! Restaurant suggestions were very useful. Celebrated 50 year anniversary!!"
Luxury family friendly home within walking distance to Poipu Beach.
Poipu Luxury Home -Special Rate- Private Heated Swimming Pool, Access to Fitness
9.4 out of 10, Exceptional, 22 reviews
"Beautiful house and property, nice quiet location. Tonnes of space, especially with just my wife and I, but was nice to come back to the pool at the end of the day to relax. Very nice open space and kitchen with wrap around deck on the second level, perfect for cooking and relaxing. Check in and communication all a breeze. Thank you!"
Poipu Luxury Home -Special Rate- Private Heated Swimming Pool, Access to Fitness
Pili Mai 10 I: Luxury Resort-Style Condo, Pool+Spa
10.0 out of 10, Exceptional, 23 reviews
"Excellent"
Pili Mai 10 I: Luxury Resort-Style Condo, Pool+Spa
SPECTACULAR OCEANFRONT PENTHOUSE - Air Conditioned 3 Bedroom/3 Bathroom
10.0 out of 10, Exceptional, 43 reviews
"The condo was clean and well-appointed. All communications were very good. The only potential drawback for some people might be that there are 40 steps in order to get up to unit from parking. That is a lot when toting heavy suitcases. We were told there were 20 steps when we inquired in advance, but in reality there are many more than that."
SPECTACULAR OCEANFRONT PENTHOUSE - Air Conditioned 3 Bedroom/3 Bathroom
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See all available properties in South Shore
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.

Other property types in South Shore

Kiahuna Plantation Resort Kauai by OUTRIGGER
3.0 star property
8.4 out of 10, Very good, 854 reviews
"We have been to Kiahuna Plantation 4 times over the years, as a couple and then with family. We have loved it each time, taking full advantage of what the property and community offers - beach/ocean swimming, pool/cafe, lawn/gardens, walking/hiking, local shopping/dining."
Kiahuna Plantation Resort Kauai by OUTRIGGER
Castle Kiahuna Plantation & Beach Bungalows
3.0 star property
8.0 out of 10, Very good, 990 reviews
"Nice maintained property. Wish pool was located on actual property."
Castle Kiahuna Plantation & Beach Bungalows
Castle Poipu Shores
3.0 star property
8.8 out of 10, Excellent, 264 reviews
"We had an incredible stay at Poipu Shores. The view from the lanai was incredible and we could not stop watching the sea turtles in the ocean. It was great having an additional beautiful view from the bedroom and sleeping to the sounds of the ocean each night. The pool was great and we were a quick walk to Poipu beach. The kitchen was fully equipped. I would absolutely stay here again. Mahalo for the memories!"
Castle Poipu Shores
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.

South Shore Vacation Homes information

Number of reviews
1,240
Accommodation
332 Vacation Homes
Lowest Price
CA $254
Highest Price
CA $584

Recent Reviews in South Shore
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