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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.
$579 nightly
The price is $675
Apr 28 - Apr 29
Total with taxes and fees
Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,

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
$427 nightly
The price is $499
Apr 26 - Apr 27
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.
$667 nightly
The price is $781
May 25 - May 26
Total with taxes and fees
Sunny Poipu Condo w/ A/C close to Beach. Moir Garden and Partial Ocean View #301

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
$361 nightly
The price is $420
May 7 - May 8
Total with taxes and fees
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!

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
$622 nightly
The price is $727
Apr 27 - Apr 28
Total with taxes and fees
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym

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.
$617 nightly
The price is $722
May 1 - May 2
Total with taxes and fees
Quiet Kiahuna plantation #88 , New Remodel with AC

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
$660 nightly
The price is $773
Apr 26 - Apr 27
Total with taxes and fees
NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation

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.
$563 nightly
The price is $593
May 1 - May 2
Total with taxes and fees
KP228 Garden View | Beach•Pool•Turtle•AC

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.
$628 nightly
The price is $734
Apr 26 - Apr 27
Total with taxes and fees
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8

Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!

Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!
Poipu
9.8 out of 10, Exceptional, (196 reviews)
"The location is excellent. We walked five minutes and we're on Poipu Beach. "
United States
Sylvana B.
$513 nightly
The price is $601
Apr 25 - Apr 26
Total with taxes and fees
Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!

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, (114 reviews)
"Everything was as advertised. We had a great time. Thank you."
United States
Keri B.
$497 nightly
The price is $581
Apr 27 - Apr 28
Total with taxes and fees
Ocean View & AC! 3 Min Walk To Poipu Beach!

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
Apr 30 - May 1
Total with taxes and fees
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, 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.
$556 nightly
The price is $649
May 5 - May 6
Total with taxes and fees
Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor

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.
$884 nightly
The price is $1,038
Apr 27 - Apr 28
Total with taxes and fees
Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C

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

Beachfront Condo Poipu Beach Amenities Galore

Beachfront Condo Poipu Beach Amenities Galore
Poipu
8.8 out of 10, Excellent, (68 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

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
$579 nightly
The price is $675
Apr 27 - Apr 28
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.
$560 nightly
The price is $656
Apr 26 - Apr 27
Total with taxes and fees
Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!

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.
$731 nightly
The price is $856
Apr 25 - Apr 26
Total with taxes and fees
Cozy 1-bedroom condo in beautiful Koloa with washer/dryer, AC fiber internet

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.
$622 nightly
The price is $727
May 5 - May 6
Total with taxes and fees
Enjoy Partial Ocean Views & Moir Garden Views! 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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South Shore Condo Rentals information

Number of reviews
1,095
Accommodation
1127 Condo Rentals
Lowest Price
$420
Highest Price
$1,038

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