A rocky shoreline with a sunset over the ocean.

South Shore Vacation Rentals

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Our top choices for South Shore vacation rentals

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.4 out of 10, Exceptional, (79 reviews)
"Nice host (Cameron), nicely furnished & safe place."
United States
tommy d.
The price is ¥25,147
¥73,128 total
includes taxes & fees
Aug 14 - Aug 15
An Affordable Alternative to Expensive Accommodations in Poipu

Kiahuna Plantation private Condo, Partial Ocean View, A/C, Steps from Beach #316

Kiahuna Plantation private Condo, Partial Ocean View, A/C, Steps from Beach #316
Poipu
9.8 out of 10, Exceptional, (20 reviews)
"The unit was very clean and a great location"
United States
Ruth M.
The price is ¥53,864
¥131,290 total
includes taxes & fees
Aug 1 - Aug 2
Kiahuna Plantation private Condo, Partial Ocean View, A/C, Steps from Beach #316

Prince Kuhio 335 OCEANVIEW STUDIO

Prince Kuhio 335 OCEANVIEW STUDIO
Poipu
9.4 out of 10, Exceptional, (94 reviews)
"Overall nice accommodations "
United States
Katherine B.
The price is ¥24,336
¥64,404 total
includes taxes & fees
Jul 20 - Jul 21
Prince Kuhio 335 OCEANVIEW STUDIO

Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas
4.0 star property
Poipu
9.2 out of 10, Wonderful, (823 reviews)
"Friendly staff and a clean resort made this stay acceptably relaxing."
United States
David
The price is ¥59,542
¥70,683 total
includes taxes & fees
Jul 29 - Jul 30
Sheraton Kauai Resort Villas

KP228 Garden View | Beach•Pool•Turtle•AC

KP228 Garden View | Beach•Pool•Turtle•AC
Poipu
9.6 out of 10, Exceptional, (12 reviews)
"Great hosts and beautiful property!"
United States
Joe A.
The price is ¥27,638
¥101,279 total
includes taxes & fees
Jul 22 - Jul 23
KP228 Garden View | Beach•Pool•Turtle•AC

Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed

Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed
Poipu
9.8 out of 10, Exceptional, (110 reviews)
"a nice gold course view and it was a great 6 days stay. "
United States
Tsz Kit
The price is ¥31,799
¥124,240 total
includes taxes & fees
Jul 30 - Jul 31
Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed

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, (120 reviews)
"Very clean and comfortable with all the amenities we needed for a lovely stay. Excellent location. If we were to return, we would love to stay here again."
United States
Kimberly G.
The price is ¥19,420
¥66,677 total
includes taxes & fees
Jul 26 - Jul 27
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, (243 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 ¥35,531
¥83,301 total
includes taxes & fees
Jul 27 - Jul 28
Ocean-View Studio, Steps to Beaches, in Sunny Poipu

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (66 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 ¥25,553
¥74,292 total
includes taxes & fees
Jul 28 - Jul 29
An Affordable Alternative to Expensive Accommodations in Poipu

Quiet Kiahuna plantation #88 , New Remodel with AC

Quiet Kiahuna plantation #88 , New Remodel with AC
Poipu
10.0 out of 10, Exceptional, (35 reviews)
"Rental was clean with tons of kitchen supplies and extra linen for pull out sofa. Loved the wagon on the porch to take stuff down to the beach. Easy access to pool and beach. Wonderful gym amenities! "
United States
Melissa H.
The price is ¥40,560
¥128,810 total
includes taxes & fees
Jul 20 - Jul 21
Quiet Kiahuna plantation #88 , New Remodel with AC

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, (13 reviews)
"Very good communication and clean condo. Nice furnishing and extremely comfortable beds. We loved our stay and would definitely come back. Thanks!"
United States
Vanessa N.
The price is ¥27,889
¥112,515 total
includes taxes & fees
Jul 23 - Jul 24
Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (112 reviews)
"Amazing location with all the amenities for the beach! We had a wonderful stay."
United States
Eric K.
The price is ¥24,093
¥72,389 total
includes taxes & fees
Jul 21 - Jul 22
An Affordable Alternative to Expensive Accommodations in Poipu

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, (16 reviews)
"Great experience — the condo was beautiful, clean, and had everything we needed for a comfortable stay."
United States
Anonymous traveler
Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6

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)
"Absolutely perfect location! We loved it. Would stay again in a heartbeat."
United States
Tara P.
The price is ¥33,908
¥117,515 total
includes taxes & fees
Jul 24 - Jul 25
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym

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)
"My family had a wonderful time staying in the comfortable unit. They appreciated its location, the air conditioning helped the children sleep, and the bathtub/shower combination worked well for both the adults and the little ones. "
United States
Nancy M.
Penthouse Condo 100 Yards From The Beach! Includes A/C, Pool, Hot Tub and Gym

1 bedroom, 1 bath condo and Access to Poipu Athletic Club- by Alo Vacations

1 bedroom, 1 bath condo and Access to Poipu Athletic Club- by Alo Vacations
Poipu
9.8 out of 10, Exceptional, (7 reviews)
"Great stay. Perfect location, walkable to beach and pool across the street. Jill was responsive and helpful. "
United States
Jessica C.
The price is ¥35,368
¥110,331 total
includes taxes & fees
Jul 16 - Jul 17
1 bedroom, 1 bath condo and Access to Poipu Athletic Club- by Alo Vacations

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, clean & comfortable, excellent host. "
United States
Kevin S.
The price is ¥43,075
¥112,523 total
includes taxes & fees
Aug 3 - Aug 4
500 feet to the 🌊, 1000 feet 🏝 and 🐢

Kiahuna Paradise condo with A/C

Kiahuna Paradise condo with A/C
Poipu
9.8 out of 10, Exceptional, (9 reviews)
"The condo was great. Very clean and updated. Host was fantastic to work with. I would reach out to this owner and their condo for future stays."
United States
David T.
The price is ¥40,560
¥130,168 total
includes taxes & fees
Jul 21 - Jul 22
Kiahuna Paradise condo with A/C

RE 413 | Walk to Poipu Beach • AC • Pool/Spa, Spectacular Garden Oasis w/ W/D and AC, Pool

RE 413 | Walk to Poipu Beach • AC • Pool/Spa, Spectacular Garden Oasis w/ W/D and AC, Pool
Poipu
9.8 out of 10, Exceptional, (151 reviews)
"Location and pool right by unit. "
United States
Tamara J.
The price is ¥41,615
¥141,498 total
includes taxes & fees
Jul 16 - Jul 17
RE 413 | Walk to Poipu Beach • AC • Pool/Spa, Spectacular Garden Oasis w/ W/D and AC, Pool

2/2 BEACH FRONT RESORT-AC-Poipu Bch, Kiahuna-Garden View, Pool/Gym/Courts

2/2 BEACH FRONT RESORT-AC-Poipu Bch, Kiahuna-Garden View, Pool/Gym/Courts
Poipu
9.6 out of 10, Exceptional, (115 reviews)
"The resort with the pool was excellent and the beach was very close and so accessible. We had an excellent stay!"
United States
Sadie M.
The price is ¥77,875
¥194,698 total
includes taxes & fees
Aug 2 - Aug 3
2/2 BEACH FRONT RESORT-AC-Poipu Bch, Kiahuna-Garden View, Pool/Gym/Courts
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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