Holiday Homes in South Shore

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in South Shore

3 bedrooms with baths, air conditioning and heated pool near Grand Hyatt.
Guests can enjoy a serene beach experience with calm waters and fine sand.

3 bedrooms with baths, air conditioning and heated pool near Grand Hyatt.

9.2 out of 10, Wonderful, (75)
"Perfect place for three couples"
3 bedrooms with baths, air conditioning and heated pool near Grand Hyatt.
An Affordable Alternative to Expensive Accommodations in Poipu
Surrounded by lush greenery and vibrant flowers, this tropical setting offers a serene escape.

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 AU$605
includes taxes & fees
20 Aug - 21 Aug
An Affordable Alternative to Expensive Accommodations in Poipu
Plumeria House, Poipu Beach, Koloa Home with a View
Situated on a sloped terrain, this house features a covered porch and a garage door, surrounded by lush tropical vegetation.

Plumeria House, Poipu Beach, Koloa Home with a View

10.0 out of 10, Exceptional, (184)
"We had a great time! Wonderful house!"
Plumeria House, Poipu Beach, Koloa Home with a View
Fall special for months of October & November. See calendar
Relax by the pool surrounded by palm trees and lounge chairs.

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 AU$1,390
includes taxes & fees
24 Aug - 25 Aug
Fall special for months of October & November. See calendar
Poipu Luxury Home - AC Private Heated Swimming Pool, Free Access to Gym, NEW BBQ
Enjoy cooking in this well-lit kitchen with a large island, dishwasher, and ample counter space.

Poipu Luxury Home - AC Private Heated Swimming Pool, Free Access to Gym, NEW BBQ

9.4 out of 10, Exceptional, (33)
"Wonderful property. Beautiful pool and close to beach and restaurants. Would definitely stay here again!"
Poipu Luxury Home - AC Private Heated Swimming Pool, Free Access to Gym, NEW BBQ
PRIVATE HOME: 5 Min Walk to Beach, Pool & Tennis Courts
Guests can enjoy a serene beach experience with a palm tree nearby and the ocean's gentle waves.

PRIVATE HOME: 5 Min Walk to Beach, Pool & Tennis Courts

9.6 out of 10, Exceptional, (97)
"Nice place to stay, good location"
PRIVATE HOME: 5 Min Walk to Beach, Pool & Tennis Courts
5 Bed 3 Bath Home in Poipu Kai
Relax on the balcony overlooking a lush garden, where you can enjoy a meal at the outdoor table or cook on the grill.

5 Bed 3 Bath Home in Poipu Kai

10.0 out of 10, Exceptional, (25)
"Such a wonderful place for our family of 12 (6 kids, 6 adults). Short walk to the beach and the pool. Wonderful neighborhood. Felt very comfortable and safe there. We had everything we needed at the house to cook our meals. Would highly recommend."
The price is AU$3,258
includes taxes & fees
10 Aug - 11 Aug
5 Bed 3 Bath Home in Poipu Kai
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
Enjoy cooking and dining in this well-equipped kitchen with a central island, microwave, kettle, and toaster.

🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠

9.6 out of 10, Exceptional, (17)
"We had a great stay. The house is very close to Poipu beach, and they provided all of the beach accessories we needed. The house had the basics and stayed cool in the evenings - we didn't even need to turn on the AC. We would definitely stay here again."
The price is AU$869
includes taxes & fees
10 Aug - 11 Aug
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
Loke Lani+Guest House by Destination Kauai - Luxury Home, Private Pool, A/C, Poipu Kai
Enjoy a serene beach experience surrounded by lush vegetation and majestic mountains.

Loke Lani+Guest House by Destination Kauai - Luxury Home, Private Pool, A/C, Poipu Kai

9.6 out of 10, Exceptional, (70)
"This was a great house and a great location. A 10 minute walk to the beach, comfortable, clean, and spacious for our family of seven adults. "
Loke Lani+Guest House by Destination Kauai - Luxury Home, Private Pool, A/C, Poipu Kai
Milo Hae Hale welcomes you to Beautiful Island of Kauai! Pet welcome ocean view
Relax in style on this inviting porch, surrounded by lush greenery and comfortable wicker chairs.

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

9.8 out of 10, Exceptional, (38)
"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
Luxury family friendly home within walking distance to Poipu Beach.
Relax by the serene pool surrounded by lush greenery and palm trees, with a soothing waterfall cascading into the water.

Luxury family friendly home within walking distance to Poipu Beach.

10.0 out of 10, Exceptional, (121)
"Our family thoroughly enjoyed our vrbo rental. The property is well maintained. We loved the short walk to the beach. "
Luxury family friendly home within walking distance to Poipu Beach.
An Affordable Alternative to Expensive Accommodations in Poipu
Surrounded by lush greenery and vibrant flowers, this tropical setting offers a serene escape.

An Affordable Alternative to Expensive Accommodations in Poipu

9.2 out of 10, Wonderful, (99)
"Great unit in a fantastic location!"
The price is AU$644
includes taxes & fees
17 Aug - 18 Aug
An Affordable Alternative to Expensive Accommodations in Poipu
Private Ocean View Estate in Poipu with A/C, Jacuzzi, & Pool 5 min walk to beach
Enjoy cooking in this well-equipped kitchen with a large island, double sink, and wooden cabinets.

Private Ocean View Estate in Poipu with A/C, Jacuzzi, & Pool 5 min walk to beach

10.0 out of 10, Exceptional, (148)
"Better than the pictures! Comfortably accommodated two families of 5. Best stocked kitchen of any VRBO we've stayed at. Great ocean views and super short walk to the beach. I'd stay here again no question. "
Private Ocean View Estate in Poipu with A/C, Jacuzzi, & Pool 5 min walk to beach
5 Bed/5 Bath Craftsman Home with large lanai, Central A/C. Close to Beach.
Enjoy cooking in this well-equipped kitchen with a central island, stove, and oven.

5 Bed/5 Bath Craftsman Home with large lanai, Central A/C. Close to Beach.

9.8 out of 10, Exceptional, (82)
"We thoroughly enjoyed our stay at this property. All of our family commented on how the house and its location were perfect. The kitchen was well equipped and the two dishwashers were very handy for our party of 9. We most certainly recommend this property."
5 Bed/5 Bath Craftsman Home with large lanai, Central A/C. Close to Beach.
SPECTACULAR OCEANFRONT PENTHOUSE-Air Conditioned 3 Bedroom/3 Bathroom, Full Gym
Relax by the resort pool surrounded by lush tropical vegetation and a soothing waterfall.

SPECTACULAR OCEANFRONT PENTHOUSE-Air Conditioned 3 Bedroom/3 Bathroom, Full Gym

10.0 out of 10, Exceptional, (54)
"This was our second stay at this property. Great location, amazing view, and very comfortable. Perfect accommodations for our family."
SPECTACULAR OCEANFRONT PENTHOUSE-Air Conditioned 3 Bedroom/3 Bathroom, Full Gym
Pane Road Hale, Quaint & updated for your comfort
Enjoy golfing with ocean views and a picturesque lighthouse in the distance.

Pane Road Hale, Quaint & updated for your comfort

10.0 out of 10, Exceptional, (57)
"Loved the stay - even learned to love the 3 am roosters crowing. Like a built in wake up call."
Pane Road Hale, Quaint & updated for your comfort
Hale Minoaka by Destination Kauai - Poipu Beach Estates Exquisite Cottage
Escape to a serene beach paradise with turquoise waters and a lush mountain backdrop.

Hale Minoaka by Destination Kauai - Poipu Beach Estates Exquisite Cottage

9.8 out of 10, Exceptional, (135)
"Overall a nice place and we loved the location! Clean and quiet property. It was wonderful to have a washer/dryer."
Hale Minoaka by Destination Kauai - Poipu Beach Estates Exquisite Cottage
A/C Oceanfront View Of Poipu Beach.
Guests can enjoy beach access and stunning ocean views surrounded by lush greenery and palm trees.

A/C Oceanfront View Of Poipu Beach.

9.8 out of 10, Exceptional, (133)
"Great house right by Poipu and Brennecke's beach. Outdoor shower is super nice for getting the sand off after playing in the waves all day. Close to lots of places to eat. House is well put together, AC works really well."
The price is AU$3,559
includes taxes & fees
17 Aug - 18 Aug
A/C Oceanfront View Of Poipu Beach.
Five Bed, Five Bath Tropical Paradise With A/C, Hot Tub, & Beach Walk
Relax by the resort pool surrounded by lush tropical vegetation and a soothing waterfall.

Five Bed, Five Bath Tropical Paradise With A/C, Hot Tub, & Beach Walk

9.4 out of 10, Exceptional, (43)
"Well supplied spacious house close to the beaches shops and restaurants. "
Five Bed, Five Bath Tropical Paradise With A/C, Hot Tub, & Beach Walk
Custom Home Walking Distance to the Grand Hyatt and Shipwreck Beach
Relax in a serene outdoor space with a long table, benches, and comfortable seating surrounded by lush greenery.

Custom Home Walking Distance to the Grand Hyatt and Shipwreck Beach

9.8 out of 10, Exceptional, (44)
"This was a great spot. Convenient walk to the beach and loved all the beach supplies that were available. My family had a wonderful time!"
Custom Home Walking Distance to the Grand Hyatt and Shipwreck Beach
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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