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Our top choices for South Shore condo rentals

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.
$589 nightly
The price is $688
May 9 - May 10
Total with taxes and fees
Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,

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.
$582 nightly
The price is $616
May 16 - May 17
Total with taxes and fees
KP228 Garden View | Beach•Pool•Turtle•AC

Quiet Kiahuna plantation #88 , New Remodel with AC

Quiet Kiahuna plantation #88 , New Remodel with AC
Poipu
10.0 out of 10, Exceptional, (33 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.
$645 nightly
The price is $755
May 12 - May 13
Total with taxes and fees
Quiet Kiahuna plantation #88 , New Remodel with AC

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
9.0 out of 10, Wonderful, (109 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
$316 nightly
The price is $368
May 7 - May 8
Total with taxes and fees
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, (234 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
$428 nightly
The price is $501
May 22 - May 23
Total with taxes and fees
Ocean-View Studio, Steps to Beaches, in Sunny 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.
$620 nightly
The price is $726
May 19 - May 20
Total with taxes and fees
Sunny Poipu Condo w/ A/C close to Beach. Moir Garden and Partial Ocean View #301

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.
$543 nightly
The price is $634
May 20 - May 21
Total with taxes and fees
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
9.6 out of 10, Exceptional, (30 reviews)
"The property is beautiful and convenient to the beach"
United States
Rhonda
$617 nightly
The price is $722
May 28 - May 29
Total with taxes and fees
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym

Kiahuna Paradise condo with A/C

Kiahuna Paradise condo with A/C
Poipu
9.8 out of 10, Exceptional, (8 reviews)
"Top notch, vacation rental."
United States
Bill G.
$691 nightly
The price is $808
May 14 - May 15
Total with taxes and fees
Kiahuna Paradise condo with A/C

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, (73 reviews)
"Great place for families!"
United States
William N.
$583 nightly
The price is $682
May 25 - May 26
Total with taxes and fees
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6

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.
$486 nightly
The price is $568
May 20 - May 21
Total with taxes and fees
Kahala at Poipu Kai

Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C

Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C
Poipu
9.8 out of 10, Exceptional, (24 reviews)
"Great place, fantastic location!"
United States
Nick S.
$909 nightly
The price is $1,064
May 19 - May 20
Total with taxes and fees
Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C

Beachfront Condo Poipu Beach Amenities Galore

Beachfront Condo Poipu Beach Amenities Galore
Poipu
8.8 out of 10, Excellent, (69 reviews)
"Perfect spot best beach"
United States
Monia
$423 nightly
The price is $495
May 11 - May 12
Total with taxes and fees
Beachfront Condo Poipu Beach Amenities Galore

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)
"Convenient location near the beaches, very responsive owner, comfortable space. Would stay here again."
United States
Anush
$713 nightly
The price is $834
May 22 - May 23
Total with taxes and fees
NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation

Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8

Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8
Poipu
9.6 out of 10, Exceptional, (84 reviews)
"Rating Details: The property manager was more than 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: GREAT PLACE TO STAY!"
United States
MELISSA L.
$697 nightly
The price is $813
May 7 - May 8
Total with taxes and fees
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8

Cozy 1-bedroom condo in beautiful Koloa with washer/dryer, AC fiber internet

Cozy 1-bedroom condo in beautiful Koloa with washer/dryer, AC fiber internet
Poipu
10.0 out of 10, Exceptional, (10 reviews)
"The home was perfect for our family of 4 to stay. Short 5 minute walk to the beach, quiet, conveniently located to restaurants and activities. The room was clean, ac was great! Kitchen was stocked well and it was nice to have a washer and dryer in the unit. The lawn area was great for the kids to play !"
United States
Krystal R.
Cozy 1-bedroom condo in beautiful Koloa with washer/dryer, AC fiber internet

Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6

Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6
Poipu
10.0 out of 10, Exceptional, (11 reviews)
"Great experience — the condo was beautiful, clean, and had everything we needed for a comfortable stay."
United States
Anonymous traveler
$597 nightly
The price is $696
May 11 - May 12
Total with taxes and fees
Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6

Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor

Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor
Poipu
9.2 out of 10, Wonderful, (7 reviews)
"Amenities were great. Condo was comfortable and very nice. We enjoyed our stay."
United States
Sheree A.
$539 nightly
The price is $628
May 17 - May 18
Total with taxes and fees
Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor

Stunning Ocean View - Steps from the beach - Kahala 623

Stunning Ocean View - Steps from the beach - Kahala 623
Poipu
10.0 out of 10, Exceptional, (51 reviews)
"Our second stay in this lovely, comfortable place. We hope to return."
United States
Maril S.
$555 nightly
The price is $649
May 13 - May 14
Total with taxes and fees
Stunning Ocean View - Steps from the beach - Kahala 623

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, (150 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.
$630 nightly
The price is $737
May 14 - May 15
Total with taxes and fees
Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to 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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South Shore Condo Rentals information

Number of reviews
1,046
Accommodation
1127 Condo Rentals
Lowest Price
$368
Highest Price
$1,064

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