South Shore Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
29 Oct - 30 Oct
Tomorrow
30 Oct - 31 Oct
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Holiday Rentals in South Shore

Beach/ocean view
Kiahuna Plantation Resort Kauai by OUTRIGGER
Kiahuna Plantation Resort Kauai by OUTRIGGER
3.0 star property
8.4 out of 10, Very good, (971)
"Great place to stay we go there everybyear"
United States
mark
Kiahuna Plantation Resort Kauai by OUTRIGGER
Outdoor pool
Castle Kiahuna Plantation & Beach Bungalows
Castle Kiahuna Plantation & Beach Bungalows
3.0 star property
8.0 out of 10, Very good, (1035)
"Very relaxing, clean and accessible to the beach. I enjoyed watching the sunset ☀️"
United States
Anna
Castle Kiahuna Plantation & Beach Bungalows
Fridge, microwave, oven, stovetop
Stone House - Beachfront Home with 180 Degree Coastline Views!
Stone House - Beachfront Home with 180 Degree Coastline Views!
9.6 out of 10, Exceptional, (48)
"We loved our stay at the Stone House. The most incredible views all the way around the house. Hearing the ocean, day and night, was a highlight for all of us! It was convenient to be near shops and restaurants and we loved visiting Baby Beach. It was a wonderful experience for our family's visit to the south shore of Kauaii."
United States
Kelly H.
Stone House - Beachfront Home with 180 Degree Coastline Views!
Outdoor pool
Beachfront Condo Poipu Beach Amenities Galore
Beachfront Condo Poipu Beach Amenities Galore
8.8 out of 10, Excellent, (56)
"Great location and great amenities! Walkable to everything. Definitely "
United States
Ryan M.
Beachfront Condo Poipu Beach Amenities Galore
2 bedrooms, premium bedding, in-room safe, individually decorated
Whalers Cove Oceanfront Resort
Whalers Cove Oceanfront Resort
3.5 star property
9.6 out of 10, Exceptional, (164)
"Perfect views, friendly staff, and ample facilities！"
Japan
Akira
Whalers Cove Oceanfront Resort
Beach nearby
Now with AC! Ocean View 2 bd 2 Bath, 1 story condo at the Makahuena.
Now with AC! Ocean View 2 bd 2 Bath, 1 story condo at the Makahuena.
9.6 out of 10, Exceptional, (220)
"The accommodations were clean, comfortable, and had all the amenities of home. The location was ideal. We really enjoyed our stay."
United States
Myra B.
Now with AC! Ocean View 2 bd 2 Bath, 1 story condo at the Makahuena.
Property grounds
Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned
Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned
9.6 out of 10, Exceptional, (166)
"Loved the location. A peaceful & refreshing escape."
United States
Iris
The price is HK$1,546
HK$3,048 total
includes taxes & fees
4 Nov - 5 Nov
Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned
Spa
LUXURY VILLA, 3 Private Suites, Pool/Spa, Gym, Central A/C, Beach
LUXURY VILLA, 3 Private Suites, Pool/Spa, Gym, Central A/C, Beach
10.0 out of 10, Exceptional, (173)
"We loved everything about this place and it was perfect for our family of 3 adult couples and 2 toddlers. We hope to book this place again next year. Thank you for a wonderful stay! "
United States
Cosette T.
LUXURY VILLA, 3 Private Suites, Pool/Spa, Gym, Central A/C, Beach
Beach nearby
Luxury Poipu 4br Villa with AC Walk to the Beach! (224)
Luxury Poipu 4br Villa with AC Walk to the Beach! (224)
9.6 out of 10, Exceptional, (77)
"Clean and very accessible property near the Grant Hyatt. Would recommend for family, especially if there for the conference."
Canada
Wen J.
Luxury Poipu 4br Villa with AC Walk to the Beach! (224)
Outdoor dining
Panoramic Views, Upgraded 2 bed, 2.5 baths, AC
Panoramic Views, Upgraded 2 bed, 2.5 baths, AC
9.6 out of 10, Exceptional, (162)
"The place was amazing and in a great location. Pool was a life saver to keep cool."
United States
Karri W.
Panoramic Views, Upgraded 2 bed, 2.5 baths, AC
Fridge, microwave, oven, stovetop
Makahuena 1-303 Ocean View condo 2 Bedroom Plus Loft Sleeps 8 AC!
Makahuena 1-303 Ocean View condo 2 Bedroom Plus Loft Sleeps 8 AC!
9.0 out of 10, Wonderful, (67)
"Walkable to the beach, steps to the sunset. Had a great time"
United States
Kirk M.
Makahuena 1-303 Ocean View condo 2 Bedroom Plus Loft Sleeps 8 AC!
Beach nearby, sun-loungers, beach towels
Large beautiful home with air conditioning! Walk to Beaches, Resort Pool
Large beautiful home with air conditioning! Walk to Beaches, Resort Pool
10.0 out of 10, Exceptional, (46)
"Property was just as listed. Perfect for our group of 8 friends. "
United States
Kylene D.
Large beautiful home with air conditioning! Walk to Beaches, Resort Pool
Indoor pool, outdoor pool
HOME & GUEST HOUSE FOR PRICE OF 1 POIPU BEACH ESTATES 5 BR/ 5 BA WALK TO BEACH
HOME & GUEST HOUSE FOR PRICE OF 1 POIPU BEACH ESTATES 5 BR/ 5 BA WALK TO BEACH
9.8 out of 10, Exceptional, (199)
"Great for large families"
United States
Tom and Lisa F.
HOME & GUEST HOUSE FOR PRICE OF 1 POIPU BEACH ESTATES 5 BR/ 5 BA WALK TO BEACH
Beach
2-Bedroom Garden & Ocean Views!
2-Bedroom Garden & Ocean Views!
9.0 out of 10, Wonderful, (2)
"Great location. Beautiful sunsets. Bed was super comfy. Easy to communicate issues to property manager. "
United States
Jamie P.
2-Bedroom Garden & Ocean Views!
Outdoor dining
The Catbird Seat -Closest Vacation Home To Poipu Beach - 100 Ft Away!!! Pool!!
The Catbird Seat -Closest Vacation Home To Poipu Beach - 100 Ft Away!!! Pool!!
10.0 out of 10, Exceptional, (140)
"Always a pleasure to stay at Catbird Seat"
United States
Ron J.
The Catbird Seat -Closest Vacation Home To Poipu Beach - 100 Ft Away!!! Pool!!
Pool
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
2.0 star property
10.0 out of 10, Exceptional, (51)
"This condo was awesome. Would definitely stay there again. The game room was a nice bonus."
United States
Susan S.
The price is HK$1,942
HK$5,267 total
includes taxes & fees
13 Nov - 14 Nov
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
Sun-loungers, beach towels
3-bdrm Oceanview Condo at Makahuena -Walk to Poipu Beaches- NEW Split A/C SYSTEM
3-bdrm Oceanview Condo at Makahuena -Walk to Poipu Beaches- NEW Split A/C SYSTEM
9.6 out of 10, Exceptional, (61)
"Great location with everything our family needed."
United States
Brandon B.
3-bdrm Oceanview Condo at Makahuena -Walk to Poipu Beaches- NEW Split A/C SYSTEM
Exterior detail
4 Bed Poipu House, Guest House, Walk to Beach, Poipu Kai Pool, Large Lanai, Beach Toys
4 Bed Poipu House, Guest House, Walk to Beach, Poipu Kai Pool, Large Lanai, Beach Toys
9.6 out of 10, Exceptional, (55)
"Beautiful, well equipped home. "
United States
Betty J.
4 Bed Poipu House, Guest House, Walk to Beach, Poipu Kai Pool, Large Lanai, Beach Toys
Terrace/patio
AC OCEANFRONT END-CORNER UNIT NOTHING BUT OCEAN AND TURTLES, B201
AC OCEANFRONT END-CORNER UNIT NOTHING BUT OCEAN AND TURTLES, B201
9.8 out of 10, Exceptional, (148)
"I love Poipu Shores! This unit has a corner view over the ocean filled with turtles and sea birds. A lovely place"
United States
Kay F.
AC OCEANFRONT END-CORNER UNIT NOTHING BUT OCEAN AND TURTLES, B201
Exterior
Makahuena 2102 by Destination Kauai with A/C
Makahuena 2102 by Destination Kauai with A/C
10.0 out of 10, Exceptional, (177)
"Loved being so close to the ocean, the view, beaches close by. Everything was awesome from location to cleanliness. Very comfortable for our group of seven."
United States
Debra
Makahuena 2102 by Destination Kauai with A/C
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Shore Hotel Reviews

Aston at Poipu Kai

Aston at Poipu Kai

10/10 Excellent
"beautiful spacious house; clean and in excellent condition; it felt like home. However, it was my first time using this service and I think I didn’t understand how it works. I didn’t reach out to anyone and didn’t connect via text as they welcomed me via text. I missed the human interaction with the caretakers; it felt like there were none. "
Rita 8-night trip
Posted 1 day ago
Aston at Poipu Kai

Find out more about South Shore

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!