South Shore Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in South Shore

Kiahuna Plantation Resort Kauai by OUTRIGGER
Lanai
Kiahuna Plantation Resort Kauai by OUTRIGGER
3.0 star property
8.4 out of 10, Very good, (857)
"Beach, evening sunsets, morning rainbows - all right from the patio. Loved it."
The price is HK$3,223
HK$5,082 total
includes taxes & fees
16 Jul - 17 Jul
Kiahuna Plantation Resort Kauai by OUTRIGGER
Castle Kiahuna Plantation & Beach Bungalows
Outdoor pool
Castle Kiahuna Plantation & Beach Bungalows
3.0 star property
8.0 out of 10, Very good, (990)
"Nice maintained property. Wish pool was located on actual property."
Castle Kiahuna Plantation & Beach Bungalows
Castle Poipu Shores
Aerial view
Castle Poipu Shores
3.0 star property
8.8 out of 10, Excellent, (265)
"This is a very special place to stay overlooking a magnificent rocky coastline with huge waves splashing upward right in front of Poipu Shores. Just lovely."
Castle Poipu Shores
Ocean-View Studio, Steps from Beaches In Sunny Poipu
Beach nearby, sun-loungers, beach towels
Ocean-View Studio, Steps from Beaches In Sunny Poipu
9.8 out of 10, Exceptional, (174)
"Just enough room for 2 people with everything you need. Getting into the unit was easy with the lock box. Communication with owner worked well with timely responses. Mahalo"
The price is HK$1,320
HK$3,824 total
includes taxes & fees
9 Jul - 10 Jul
Ocean-View Studio, Steps from Beaches In Sunny Poipu
Whalers Cove Oceanfront Resort
Premium bedding, in-room safe, individually decorated
Whalers Cove Oceanfront Resort
3.5 star property
9.6 out of 10, Exceptional, (149)
"The staff was excellent. Very attentive to our needs. Loaned us beach chairs, umbrella, sand toys. The view was wonderful! Pool and barbecue were very nice. The kitchen could have been cleaner, but very well stocked. No AC. That took a couple of days to acclimate to, but overall not a problem even for my son who feels the heat. "
Whalers Cove Oceanfront Resort
Oceanfront Condo, steps to the ocean with AC, Lanai, Sunrise Views & Snorkeling
Property grounds
Oceanfront Condo, steps to the ocean with AC, Lanai, Sunrise Views & Snorkeling
10.0 out of 10, Exceptional, (16)
"Very nice appartment, great location, everything you may need during the stay you can find there."
Oceanfront Condo, steps to the ocean with AC, Lanai, Sunrise Views & Snorkeling
Bayview, Poipu, Koloa Hawaii "Torview"
Beach nearby
Bayview, Poipu, Koloa Hawaii "Torview"
9.6 out of 10, Exceptional, (136)
"enjoyable experience"
The price is HK$1,445
HK$2,860 total
includes taxes & fees
30 Jun - 1 Jul
Bayview, Poipu, Koloa Hawaii "Torview"
An Affordable Alternative to Expensive Accommodations in Poipu
Terrace/patio
An Affordable Alternative to Expensive Accommodations in Poipu
9.4 out of 10, Exceptional, (38)
"The property was great location to walk to Shipwreck Beach and a short drive from Poipu Beach. The place was clean and neat. Overall a great experience."
The price is HK$1,132
HK$2,898 total
includes taxes & fees
22 Jul - 23 Jul
An Affordable Alternative to Expensive Accommodations in Poipu
Plumeria House, Poipu Beach, Koloa Home with a View
Property grounds
Plumeria House, Poipu Beach, Koloa Home with a View
9.8 out of 10, Exceptional, (148)
"Great house. Close to everything. Had nice amenities."
Plumeria House, Poipu Beach, Koloa Home with a View
Ocean-view condo with balcony, washer/dryer & pool - walk to the beach
TV, video library
Ocean-view condo with balcony, washer/dryer & pool - walk to the beach
9.4 out of 10, Exceptional, (21)
"We had a fantastic time in Kauai and the condo was a great home base. Our only complaint was the lack of a good internet/wifi connection."
Ocean-view condo with balcony, washer/dryer & pool - walk to the beach
An Affordable Alternative to Expensive Accommodations in Poipu
Property grounds
An Affordable Alternative to Expensive Accommodations in Poipu
9.0 out of 10, Wonderful, (79)
"This was our 8th time in Kauai and usually stay in Poipu, but with condo rates being doubled what they usually are, we decided to try a VRBO for the first time. We weren't disappointed! Cam was a gracious host and the check in process couldn't have been easier. We loved that we had access to beach chairs, a cooler, snorkel gear, and boogie boards. The walk to the pool area took about 10 minutes but we did park by Kalapaki Joe's in the evening when we used the hot tub. There is a nice paved...
The price is HK$1,366
HK$3,424 total
includes taxes & fees
30 Jun - 1 Jul
An Affordable Alternative to Expensive Accommodations in Poipu
Delightful Historic Cottage Steps from Poipu/Brennecke's Beaches A/C
Beach nearby, sun-loungers, beach towels
Delightful Historic Cottage Steps from Poipu/Brennecke's Beaches A/C
10.0 out of 10, Exceptional, (192)
"This place is just heaven on earth. My husband and I had the most amazing vacation here and it simply couldn’t have been more perfect. The location is unbelievable - an easy walk to the beautiful beach and also to nearby restaurants and shops. This property has everything you will ever need, and we especially enjoyed breakfast on the peaceful lanai every morning, listening to the waves and the chickens. You would be hard-pressed to find a better rental anywhere on the south shore. Unbelievable...
Delightful Historic Cottage Steps from Poipu/Brennecke's Beaches A/C
Beachfront Condo Poipu Beach Amenities Galore
Outdoor pool
Beachfront Condo Poipu Beach Amenities Galore
9.0 out of 10, Wonderful, (31)
"We had an amazing time in Poipu and the condo was perfect for the price. It had everything we needed and more. The location was more than ideal. The beach is just down the street, restaurants, bars, the beach club all near by. It was fantastic. Thank you."
Beachfront Condo Poipu Beach Amenities Galore
Ocean Front Condo with AC, Watch Sea Turtles from Our Lanai
Exterior
Ocean Front Condo with AC, Watch Sea Turtles from Our Lanai
10.0 out of 10, Exceptional, (155)
"This condo was one of our all time favorites! It had an amazing view, very cool layout, nicely furnished and had the extras that make staying easy. Everything from a beach cooler and chairs to baggies for sandwich’s. The snorkeling out the west side below the Beach House was excellent too."
Ocean Front Condo with AC, Watch Sea Turtles from Our Lanai
Villas at Poipu Kai 3 bed/3 bath luxury villa with central air conditioning!
Exterior
Villas at Poipu Kai 3 bed/3 bath luxury villa with central air conditioning!
10.0 out of 10, Exceptional, (149)
"We found this to be a very central location to visit all the island has to offer"
The price is HK$4,677
HK$9,536 total
includes taxes & fees
4 Jul - 5 Jul
Villas at Poipu Kai 3 bed/3 bath luxury villa with central air conditioning!
Recently upgraded single level ocean view condo
Beach nearby
Recently upgraded single level ocean view condo
9.6 out of 10, Exceptional, (23)
"We stayed for 10 nights & this was a great location for everything on the island. The views from the lanai were amazing and the path neighboring the complex was fun to explore and is an easy walk to Shipwreck Beach. Also an easy walk in the other direction from the complex to Poipu Beach to see the sea turtles come ashore in the evening. The unit has plenty of kitchen supplies, space for everyone, beds were comfortable and having the washer/dryer was super helpful. Also appreciated there were...
Recently upgraded single level ocean view condo
Remodeled Condo 300 Ft From The Ocean!!!
Beach nearby, sun-loungers, beach towels
Remodeled Condo 300 Ft From The Ocean!!!
9.8 out of 10, Exceptional, (107)
"Instructions for check-in and check-out were clear and straightforward. The place was clean and comfortable and, most importantly, has air conditioning! The instruction booklet provided by the host was very helpful. Parking was always available. The location is very convenient and we were able to walk to the nearby shopping center, a fruit stand, and of course the beach."
Remodeled Condo 300 Ft From The Ocean!!!
Makahuena 4305 by Destination Kauai - A/C + Partial Ocean View
Exterior
Makahuena 4305 by Destination Kauai - A/C + Partial Ocean View
9.4 out of 10, Exceptional, (68)
"Property just as described. Lovely treats when we arrived. Great view although they are building in front of unit. We never had any issues with noise. Very quite complex. No parking issues. Very clean unit with beach floaties, toys for kids, games, and snorkel equipment. Super close to Shipwreck beach and Poipu beach."
Makahuena 4305 by Destination Kauai - A/C + Partial Ocean View
Honu La'e - 4 Bedroom, 4 Bath Ocean Front Vacation Home in Poipu with A/C
Property grounds
Honu La'e - 4 Bedroom, 4 Bath Ocean Front Vacation Home in Poipu with A/C
10.0 out of 10, Exceptional, (108)
"The house was beautiful and the location was fantastic. Beautiful views!"
Honu La'e - 4 Bedroom, 4 Bath Ocean Front Vacation Home in Poipu with A/C
Amazing Views in this 2 Bedrooms/2.5 Baths Condo
Aerial view
Amazing Views in this 2 Bedrooms/2.5 Baths Condo
9.6 out of 10, Exceptional, (110)
"Condo worked well for us, Great view from the balcony and main bedroom. Constructions next door of 5, 2 story houses will limit the perfect view of the sunrise and ocean, What a shame"
Amazing Views in this 2 Bedrooms/2.5 Baths Condo
Don't see what you're looking for?
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 types of properties in South Shore you may be interested in

Search for holiday rentals in South Shore on Expedia! You can easily find your home rentals, villas, holiday apartments in South Shore using one of the methods below:

  • View our selection of featured holiday rentals in South Shore
  • Use the map to find apartments and other holiday homes in the South Shore neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in South Shore while they last

Look no further and take a look at our great range of rental properties in South Shore!

Recent reviews of South Shore properties
Expedia verified reviews

Whalers Cove Oceanfront Resort

Whalers Cove Oceanfront Resort

5/5 Excellent
A bit of paradise!
"The staff was excellent. Very attentive to our needs. Loaned us beach chairs, umbrella, sand toys. The view was wonderful! Pool and barbecue were very nice. The kitchen could have been cleaner, but very well stocked. No AC. That took a couple of days to acclimate to, but overall not a problem even for my son who feels the heat. "
A verified traveller stayed at Whalers Cove Oceanfront Resort
Posted 2 days ago
Whalers Cove Oceanfront Resort