South Shore Holiday Rentals

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Our top choices for South Shore holiday rentals

Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas
4.0 star property
Poipu
9.2 out of 10, Wonderful, (790 reviews)
"Would visit again for sure "
United States
Milind
The price is NZ$741
includes taxes & fees
2 June - 3 June
Sheraton Kauai Resort Villas

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.4 out of 10, Exceptional, (75 reviews)
"Location was perfect for 10 minute walk to convention at Grand Hyatt and beach. Never made it to the pool, not sure where it’s at. 2 minute drive to poipu beach where 20 large turtles were resting and beautiful sunset. The use of chairs, umbrella, ice chest and snorkeling gear was very convenient. "
United States
Charles
The price is NZ$814
includes taxes & fees
30 May - 31 May
An Affordable Alternative to Expensive Accommodations in Poipu

Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!

Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
Poipu
9.2 out of 10, Wonderful, (113 reviews)
"Loved the space and where it was located. Only thing that could be improved would be the communication of instructions and rules of the place."
United States
Ryan
The price is NZ$754
includes taxes & fees
3 June - 4 June
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!

Ocean-View Studio, Steps to Beaches, in Sunny Poipu

Ocean-View Studio, Steps to Beaches, in Sunny Poipu
Poipu
9.8 out of 10, Exceptional, (235 reviews)
"We loved our stay and would look to stay here again in the future. It was very relaxing and close to everything we wanted to do "
United States
Lori
The price is NZ$844
includes taxes & fees
21 June - 22 June
Ocean-View Studio, Steps to Beaches, in Sunny Poipu

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
Poipu
10.0 out of 10, Exceptional, (74 reviews)
"Great place for families!"
United States
William N.
The price is NZ$1,010
includes taxes & fees
17 June - 18 June
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6

Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,

Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,
Poipu
9.8 out of 10, Exceptional, (63 reviews)
"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: We absolutely loved staying here! It was clean, in a great location, and had a lot of space. We would absolutely stay here again."
United States
Jill C.
The price is NZ$1,212
includes taxes & fees
25 May - 26 May
Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,

South Kauai Tranquil Retreat w/ AC in Poipu

South Kauai Tranquil Retreat w/ AC in Poipu
Poipu
10.0 out of 10, Exceptional, (21 reviews)
"Clean, well-appointed, convenient location, and excellent communication from host."
United States
Robert L.
South Kauai Tranquil Retreat w/ AC in Poipu

Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym

Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym
Poipu
9.8 out of 10, Exceptional, (31 reviews)
"The property is beautiful and convenient to the beach"
United States
Rhonda
The price is NZ$1,223
includes taxes & fees
28 May - 29 May
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym

Kahala at Poipu Kai

Kahala at Poipu Kai
Poipu
9.6 out of 10, Exceptional, (137 reviews)
"Host was wonderful and responsive when needed. Place was centrally located to beaches and shopping. Local shops, golf and food very good."
United States
Terri B.
The price is NZ$960
includes taxes & fees
5 June - 6 June
Kahala at Poipu Kai

Quiet Kiahuna plantation #88 , New Remodel with AC

Quiet Kiahuna plantation #88 , New Remodel with AC
Poipu
10.0 out of 10, Exceptional, (34 reviews)
"The openness of the unit and the patio were great. The bed was super comfortable and the maid service was very good. The support staff were helpful and kind. "
Canada
Lori T.
The price is NZ$1,348
includes taxes & fees
2 June - 3 June
Quiet Kiahuna plantation #88 , New Remodel with AC

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (65 reviews)
"I will definitely book here again! The place was perfect for my 19 year old daughter and I. It was clean, quiet and safe. Everyone was very friendly, and Cameron went above and beyond to answer any questions or provide assistance. Our new favorite place 😊"
United States
Jenifer
The price is NZ$794
includes taxes & fees
2 June - 3 June
An Affordable Alternative to Expensive Accommodations in Poipu

Sunny Poipu Condo w/ A/C close to Beach. Moir Garden and Partial Ocean View #301

Sunny Poipu Condo w/ A/C close to Beach. Moir Garden and Partial Ocean View #301
Poipu
10.0 out of 10, Exceptional, (13 reviews)
"Fantastic time!"
United States
Chris C.
The price is NZ$1,153
includes taxes & fees
9 June - 10 June
Sunny Poipu Condo w/ A/C close to Beach. Moir Garden and Partial Ocean View #301

Marriott's Waiohai Beach Club

Marriott's Waiohai Beach Club
4.0 star property
Poipu
8.6 out of 10, Excellent, (189 reviews)
"Property is stunning…amazing beach, friendly staff"
United States
Jennifer
The price is NZ$818
includes taxes & fees
26 May - 27 May
Marriott's Waiohai Beach Club

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (110 reviews)
"Very nice hosts and a great place to stay "
United States
John H.
The price is NZ$805
includes taxes & fees
23 May - 24 May
An Affordable Alternative to Expensive Accommodations in Poipu

KP228 Garden View | Beach•Pool•Turtle•AC

KP228 Garden View | Beach•Pool•Turtle•AC
Poipu
9.6 out of 10, Exceptional, (12 reviews)
"KP228 was exactly as pictured in the photos, and also had a closetful of useful beach items for the guest to use (beach chairs, umbrellas, snorkel gear, etc.). Bed was very comfortable, and the A/C kept us cool throughout the house!"
United States
Kevin F.
The price is NZ$1,075
includes taxes & fees
4 June - 5 June
KP228 Garden View | Beach•Pool•Turtle•AC

Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach

Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach
Poipu
10.0 out of 10, Exceptional, (152 reviews)
"Kiahuna Resort is special. First, it's set on one of the most beautiful and easily enjoyable ocean beaches in the world. Second, the expansive grounds are lovely and very well maintained. There's probably not a bad unit in this resort - I've stayed in 4 over the last 42 years - so it probably comes down to price point, communication with owner, and standard of furnishings and decor. We have no complaints from this stay!"
Canada
Alan F.
The price is NZ$1,268
includes taxes & fees
4 June - 5 June
Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach

KP169 Ground FL Beachside | Pool•AC•Ocean

KP169 Ground FL Beachside | Pool•AC•Ocean
Poipu
9.8 out of 10, Exceptional, (8 reviews)
"We had a wonderful time steps to the ocean great views"
United States
Matthew H.
The price is NZ$1,160
includes taxes & fees
30 May - 31 May
KP169 Ground FL Beachside | Pool•AC•Ocean

NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation

NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation
Poipu
9.2 out of 10, Wonderful, (16 reviews)
"We had a great time, loved the athletic club and beach access!"
United States
ryan z.
NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation

500 feet to the 🌊, 1000 feet 🏝 and 🐢

500 feet to the 🌊, 1000 feet 🏝 and 🐢
Poipu
9.8 out of 10, Exceptional, (29 reviews)
"Great location and well furnished. Highly recommend."
United States
Robert
The price is NZ$1,176
includes taxes & fees
23 May - 24 May
500 feet to the 🌊, 1000 feet 🏝 and 🐢

Penthouse Condo 100 Yards From The Beach! Includes A/C, Pool, Hot Tub and Gym

Penthouse Condo 100 Yards From The Beach! Includes A/C, Pool, Hot Tub and Gym
Poipu
9.6 out of 10, Exceptional, (41 reviews)
"The host, housecleaning services (they allowed us to put groceries into the refrigerator/freezer before the apartment was completely cleaned), intake at the main office, grounds, etc were all exceptional! Thank you for allowing us to stay in your wonderful apartment! Muc appreciated!"
United States
John M.
The price is NZ$1,204
includes taxes & fees
24 May - 25 May
Penthouse Condo 100 Yards From The Beach! Includes A/C, Pool, Hot Tub and Gym
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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Top South Shore Hotel Reviews

Find out more about South Shore

Everything you need to know about South Shore holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Shore holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Shore holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

South Shore holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Shore. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Shore holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Shore holiday rentals we have selected for you start as low as NZ$741 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Shore rentals

At Expedia, we put the best South Shore holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top South Shore rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Shore holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Shore. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.