South Shore Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in South Shore

Castle Kiahuna Plantation & Beach Bungalows

3.0 star property
8.0 out of 10, Very good, (1022)
"Beautiful location! Loved having coffee every morning on the lanai. "
Castle Kiahuna Plantation & Beach Bungalows

Kiahuna Plantation Resort Kauai by OUTRIGGER

3.0 star property
8.4 out of 10, Very good, (941)
"Highly recommend!"
The price is HK$3,585
HK$7,220 total
includes taxes & fees
10 Aug - 11 Aug
Kiahuna Plantation Resort Kauai by OUTRIGGER

Stone House - Beachfront Home with 180 Degree Coastline Views!

9.6 out of 10, Exceptional, (48)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful location. Sounds of the ocean, whales and dolphins and turtles, clear to see. Accommodations were superb!"
Stone House - Beachfront Home with 180 Degree Coastline Views!

Whalers Cove Oceanfront Resort

3.5 star property
9.6 out of 10, Exceptional, (159)
"Friendly professional staff, well maintained property and stunning views. My family absolutely loved our stay. Thank you Whaler's Cove!"
Whalers Cove Oceanfront Resort

HOME & GUEST HOUSE FOR PRICE OF 1 POIPU BEACH ESTATES 5 BR/ 5 BA WALK TO BEACH

9.8 out of 10, Exceptional, (192)
"Kathryn was responsive and awesome to work with!"
HOME & GUEST HOUSE FOR PRICE OF 1 POIPU BEACH ESTATES 5 BR/ 5 BA WALK TO BEACH

LUXURY VILLA, 3 Private Suites, Pool/Spa, Gym, Central A/C, Beach

10.0 out of 10, Exceptional, (164)
"Plenty of private space for 5 adults with a separate bathroom (2 full suites) for each bedroom. Living room accordion glass door opens to a beautiful 2nd floor Lanai with a beautiful view. Short walk to the beach and restaurants and access to a beautiful relaxing pool. Owners are a pleasure to communicate with before, during, and after the stay. "
LUXURY VILLA, 3 Private Suites, Pool/Spa, Gym, Central A/C, Beach

Ocean-View Studio, Steps from Beaches In Sunny Poipu

9.8 out of 10, Exceptional, (204)
"Great location. 10 min walk from shopping, restaurants, & coffee. 5 min drive to Poipu Beach. Great location to use as a base to explore the island. Underground parking. "
The price is HK$1,562
HK$4,163 total
includes taxes & fees
11 Aug - 12 Aug
Ocean-View Studio, Steps from Beaches In Sunny Poipu

Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops

10.0 out of 10, Exceptional, (55)
"Excellent home for multiple family members "
Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops

Plumeria House, Poipu Beach, Koloa Home with a View

10.0 out of 10, Exceptional, (179)
"We had a great time! Wonderful house!"
Plumeria House, Poipu Beach, Koloa Home with a View

A/C Oceanfront View Of Poipu Beach.

9.8 out of 10, Exceptional, (133)
"Great location to the beach and turtle viewing. Easy access to restaurants."
The price is HK$7,271
HK$19,719 total
includes taxes & fees
9 Aug - 10 Aug
A/C Oceanfront View Of Poipu Beach.

maximize your tropical enjoyment with this ocean-view studio.

9.4 out of 10, Exceptional, (46)
"We enjoyed our stay. Kauai Vacation Rentals did a great job."
maximize your tropical enjoyment with this ocean-view studio.

Villas at Poipu Kai 3 bed/3 bath luxury villa with central air conditioning!

9.8 out of 10, Exceptional, (179)
"Little use of car. Walking distance to beach, tennis/pickleball courts and pool. Enjoyed every meal in w/family. Wonderful outdoor seating area. Would stay here again!"
The price is HK$4,074
HK$8,755 total
includes taxes & fees
3 Aug - 4 Aug
Villas at Poipu Kai 3 bed/3 bath luxury villa with central air conditioning!

Remodeled Family-Size Condo with Fantastic View of the Ocean and Pool

10.0 out of 10, Exceptional, (43)
"The property, location, view, and overall experience was fantastic. The kids loved the pool and nearby beaches. The owner was very response and helpful. We would highly recommend staying here this to other families!!!!!"
The price is HK$3,879
HK$8,587 total
includes taxes & fees
17 Jul - 18 Jul
Remodeled Family-Size Condo with Fantastic View of the Ocean and Pool

Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned

9.6 out of 10, Exceptional, (159)
"The property was very convenient for us. It is a small space but very well thought out We had kids and grandkids at the Hilton next door so all we really needed was a place to sleep"
The price is HK$1,562
HK$3,039 total
includes taxes & fees
18 Jul - 19 Jul
Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned

OCEANFRONT Poipu Studio-Honeymoon,AC,View Turtles from Lanai,Free Access to Gym

4.0 star property
10.0 out of 10, Exceptional, (9)
OCEANFRONT Poipu Studio-Honeymoon,AC,View Turtles from Lanai,Free Access to Gym

Hale Hapuna - Poipu's Best Ocean and Mountain Views

9.8 out of 10, Exceptional, (75)
"Perfect for a big group"
Hale Hapuna - Poipu's Best Ocean and Mountain Views

Milo Hae Hale welcomes you to Beautiful Island of Kauai! Pet welcome ocean view

9.8 out of 10, Exceptional, (36)
"John was an excellent host, he responded quickly to questions and we had everything we needed and more. The home and neighborhood are pristine. The pool and beautiful landscaping made for an excellent bonus as we enjoyed our coffee in the morning and swimming with the kids in the evening. All bedrooms have excellent A/C, the covered drive-thru driveway was awesome for close loading and unloading of luggage, plus it rained often and we could still access the vehicles without getting wet. We loved...
Milo Hae Hale welcomes you to Beautiful Island of Kauai! Pet welcome ocean view

Dazzling 4th Floor Oceanfront in Poipu - "Mele Moana - Song of the Sea"

9.4 out of 10, Exceptional, (117)
"This condo had the perfect Lanai for enjoying coffee in the morning or our wine at night and watching the whales. It’s so close to coffee shops, restaurants and most importantly beaches. The property itself had everything we needed and more. The owner was so gracious and helpful and easy to communicate with. Would definitely stay here again for our next Kauai holiday."
Dazzling 4th Floor Oceanfront in Poipu - "Mele Moana - Song of the Sea"

Castle Po'ipū Shores

3.0 star property
8.8 out of 10, Excellent, (288)
"Excellent area, unit was quite. Needed some updating and minor repairs. Front desk person was very knowledgeable and kind!"
Castle Po'ipū Shores

Waiohai Beach House: Poipu Beachfront Estate

9.6 out of 10, Exceptional, (35)
"Family had a fantastic time."
Waiohai Beach House: Poipu Beachfront Estate
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.
Save an average of 15% on thousands of hotels when you're signed in