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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.
$617 nightly
The price is $719
May 7 - May 8
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.
$542 nightly
The price is $570
May 1 - May 2
Total with taxes and fees
KP228 Garden View | Beach•Pool•Turtle•AC

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
$425 nightly
The price is $497
Apr 30 - May 1
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, (12 reviews)
"Fantastic time!"
United States
Chris C.
$657 nightly
The price is $769
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

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.
$609 nightly
The price is $713
May 1 - May 2
Total with taxes and fees
Quiet Kiahuna plantation #88 , New Remodel with AC

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

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
$663 nightly
The price is $776
Apr 30 - May 1
Total with taxes and fees
NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation

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
$332 nightly
The price is $387
May 7 - May 8
Total with taxes and fees
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!

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.
$579 nightly
The price is $678
Apr 30 - May 1
Total with taxes and fees
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6

Ocean View & AC! 3 Min Walk To Poipu Beach!

Ocean View & AC! 3 Min Walk To Poipu Beach!
Poipu
10.0 out of 10, Exceptional, (115 reviews)
"Everything was as advertised. We had a great time. Thank you."
United States
Keri B.
$497 nightly
The price is $581
May 14 - May 15
Total with taxes and fees
Ocean View & AC! 3 Min Walk To Poipu Beach!

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, (9 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.
$733 nightly
The price is $858
Apr 29 - Apr 30
Total with taxes and fees
Cozy 1-bedroom condo in beautiful Koloa with washer/dryer, AC fiber internet

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

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.
$914 nightly
The price is $1,069
Apr 29 - Apr 30
Total with taxes and fees
Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C

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
$617 nightly
The price is $719
May 6 - May 7
Total with taxes and fees
Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6

Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!

Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!
Poipu
9.8 out of 10, Exceptional, (76 reviews)
"The perfect place to stay for great food and stunning sunsets "
United States
matthew m.
$568 nightly
The price is $664
May 5 - May 6
Total with taxes and fees
Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!

Enjoy Partial Ocean Views & Moir Garden Views! A/C, Pool, Hot Tub and Gym

Enjoy Partial Ocean Views & Moir Garden Views! A/C, Pool, Hot Tub and Gym
Poipu
9.4 out of 10, Exceptional, (25 reviews)
"Clean, comfortable, excellent communication, and great location! We’d stay here again in a heartbeat."
United States
Kileigh S.
$596 nightly
The price is $699
May 5 - May 6
Total with taxes and fees
Enjoy Partial Ocean Views & Moir Garden Views! A/C, Pool, Hot Tub and Gym

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

Steps from Beach, Stunning View, A/C, Pool Access

Steps from Beach, Stunning View, A/C, Pool Access
Poipu
9.4 out of 10, Exceptional, (100 reviews)
"We absolutely loved it and plan to come back!"
United States
Niki D.
$610 nightly
The price is $710
Apr 30 - May 1
Total with taxes and fees
Steps from Beach, Stunning View, A/C, Pool Access

Pili Mai Family Condo 14L, 4 bedroom, 3.5 bath, Central AC, Spacious Lanai

Pili Mai Family Condo 14L, 4 bedroom, 3.5 bath, Central AC, Spacious Lanai
Poipu
9.8 out of 10, Exceptional, (101 reviews)
"Awesome amenities, perfect stay"
United States
Cameron C.
$752 nightly
The price is $877
Apr 30 - May 1
Total with taxes and fees
Pili Mai Family Condo 14L, 4 bedroom, 3.5 bath, Central AC, Spacious Lanai

Poipu tropical garden view w/AC. No stairs!

Poipu tropical garden view w/AC. No stairs!
Poipu
8.8 out of 10, Excellent, (3 reviews)
"Nice place, great location, highly recommended "
United States
Kevin H.
$566 nightly
The price is $610
May 1 - May 2
Total with taxes and fees
Poipu tropical garden view w/AC. No stairs!
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
911
Accommodation
1127 Condo Rentals
Lowest Price
$387
Highest Price
$1,069

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