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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep

Our top choices for South Shore condo rentals

Pool

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 AED 582
AED 2,641 total
includes taxes & fees
25 May - 26 May
Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,
Property grounds

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.
The price is AED 918
AED 2,716 total
includes taxes & fees
14 May - 15 May
Quiet Kiahuna plantation #88 , New Remodel with AC
Pool

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 AED 741
AED 2,415 total
includes taxes & fees
1 Jun - 2 Jun
KP228 Garden View | Beach•Pool•Turtle•AC
Property grounds

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 AED 374
AED 1,418 total
includes taxes & fees
19 May - 20 May
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
Outdoor pool

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 AED 882
AED 2,483 total
includes taxes & fees
19 May - 20 May
Sunny Poipu Condo w/ A/C close to Beach. Moir Garden and Partial Ocean View #301
Beach nearby, sun loungers, beach towels

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.
The price is AED 988
AED 2,833 total
includes taxes & fees
14 May - 15 May
NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation
Outdoor pool

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
Beachfront Condo Poipu Beach Amenities Galore
Outdoor dining

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 AED 804
AED 1,838 total
includes taxes & fees
30 May - 31 May
Ocean-View Studio, Steps to Beaches, in Sunny Poipu
Sun loungers, beach towels

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, (40 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.
Penthouse Condo 100 Yards From The Beach! Includes A/C, Pool, Hot Tub and Gym
On the beach, sun loungers, beach towels

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
The price is AED 768
AED 2,641 total
includes taxes & fees
28 May - 29 May
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym
Property grounds

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.
The price is AED 793
AED 2,135 total
includes taxes & fees
20 May - 21 May
South Kauai Tranquil Retreat w/ AC in Poipu
Pool

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.
The price is AED 1,308
AED 3,788 total
includes taxes & fees
2 Jun - 3 Jun
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8
Outdoor pool

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 AED 552
AED 1,943 total
includes taxes & fees
20 May - 21 May
Kahala at Poipu Kai
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
Poipu
10.0 out of 10, Exceptional, (73 reviews)
"Great place for families!"
United States
William N.
The price is AED 918
AED 2,505 total
includes taxes & fees
25 May - 26 May
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
Outdoor dining

Kiahuna Paradise condo with A/C

Kiahuna Paradise condo with A/C
Poipu
9.8 out of 10, Exceptional, (8 reviews)
"Our host was very kind and accommodating to our travel schedule! He responded quickly to our needs. Condo was extremely clean, nicely decorated, and in a wonderful area - the resort was beautiful with direct beach access, two breakfast cafes, and an area of shops/a grocery store! Def recommend! "
United States
Natalie P.
The price is AED 918
AED 2,884 total
includes taxes & fees
14 May - 15 May
Kiahuna Paradise condo with A/C
Pool

Pili Mai Family Condo 10B, 4 Bedrooms, 3.5 bath, AC Lanai Dining w/ Sunsets!

Pili Mai Family Condo 10B, 4 Bedrooms, 3.5 bath, AC Lanai Dining w/ Sunsets!
Poipu
9.8 out of 10, Exceptional, (121 reviews)
"Great house in a great area! "
United States
Taylor P.
The price is AED 922
AED 3,442 total
includes taxes & fees
14 May - 15 May
Pili Mai Family Condo 10B, 4 Bedrooms, 3.5 bath, AC Lanai Dining w/ Sunsets!
Outdoor dining

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.
The price is AED 1,286
AED 3,846 total
includes taxes & fees
19 May - 20 May
Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C
Pool

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.
The price is AED 1,055
AED 2,626 total
includes taxes & fees
14 May - 15 May
Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach
Pool

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
The price is AED 582
AED 2,572 total
includes taxes & fees
18 May - 19 May
Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6
Dining

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.
The price is AED 446
AED 2,281 total
includes taxes & fees
17 May - 18 May
Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor
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

Ocean Front Condo with AC, Watch Sea Turtles from Our Lanai

Ocean Front Condo with AC, Watch Sea Turtles from Our Lanai

10/10 Excellent
"Excellent clean condo with fantastic location. Was handy for Baby & Lawai beaches, etc. Quick drive to Poipu Shopping Village, the Shops at Kukui’ula, Koloa Shopping Village & Old Town which had great restaurants. Private & quiet view of the cove where could see the old turtle swimming from the Lanai."
Grant M. 3-night trip
Posted 2 days ago
Ocean Front Condo with AC, Watch Sea Turtles from Our Lanai