
Poipu Kai vacation rentals
We found 300 vacation rentals — enter your dates for availability
Vacation rentals with weekly discounts - Poipu Kai
Showing deals for:Nov 14 - Nov 21
Image gallery for Beautiful - Poipu Beach 3bdr/3 bath w full AC, pools, pickleball, athletic club

9.69.6 out of 10 rating
Exceptional
(15 reviews)
Beautiful - Poipu Beach 3bdr/3 bath w full AC, pools, pickleball, athletic club
Koloa, HI
8% off
Price is $676
$676
$4,735 for 7 nights
$4,735 for 7 nights
All fees included
Image gallery for Luxurious Poipu condo - Walk to multiple beaches - Central AC - Wifi - Pools

1010 out of 10 rating
Exceptional
(117 reviews)
Luxurious Poipu condo - Walk to multiple beaches - Central AC - Wifi - Pools
Koloa, HI
12% off
Price is $1,015
$1,015
$7,105 for 7 nights
$7,105 for 7 nights
All fees included
Image gallery for Perfect family home with A/C! Amazing location, a short walk to Poipu beaches!

1010 out of 10 rating
Exceptional
(109 reviews)
Perfect family home with A/C! Amazing location, a short walk to Poipu beaches!
Koloa, HI
8% off
Price is $626
$626
$4,379 for 7 nights
$4,379 for 7 nights
All fees included
Image gallery for Regency at Poipu Kai 323: Beautifully Updated Poipu Resort Condo With A/C

1010 out of 10 rating
Exceptional
(15 reviews)
Regency at Poipu Kai 323: Beautifully Updated Poipu Resort Condo With A/C
Koloa, HI
8% off
Price is $440
$440
$3,079 for 7 nights
$3,079 for 7 nights
All fees included
Image gallery for Luxury Condo In Poipu Beach, Central Air Conditioning, Pools and Mountain Views

1010 out of 10 rating
Exceptional
(107 reviews)
Luxury Condo In Poipu Beach, Central Air Conditioning, Pools and Mountain Views
Koloa, HI
8% off
Price is $842
$842
$5,897 for 7 nights
$5,897 for 7 nights
All fees included
Image gallery for PRIVATE HOME: 5 Min Walk to Beach, Pool & Tennis Courts

9.69.6 out of 10 rating
Exceptional
(97 reviews)
PRIVATE HOME: 5 Min Walk to Beach, Pool & Tennis Courts
Koloa, HI
8% off
Price is $634
$634
$4,437 for 7 nights
$4,437 for 7 nights
All fees included
Image gallery for Tropical Rendezvous Suite - Luxury Studio in tropical gardens with koi ponds.

1010 out of 10 rating
Exceptional
(24 reviews)
Tropical Rendezvous Suite - Luxury Studio in tropical gardens with koi ponds.
Koloa, HI
12% off
Price is $286
$286
$2,001 for 7 nights
$2,001 for 7 nights
All fees included
Image gallery for Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned

9.69.6 out of 10 rating
Exceptional
(162 reviews)
Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned
Koloa, HI
8% off
Price is $218
$218
$1,523 for 7 nights
$1,523 for 7 nights
All fees included
Image gallery for Air conditioned, Resort Location. Short Walks To Beaches & Restaurants

9.49.4 out of 10 rating
Exceptional
(130 reviews)
Air conditioned, Resort Location. Short Walks To Beaches & Restaurants
Koloa, HI
8% off
Price is $218
$218
$1,523 for 7 nights
$1,523 for 7 nights
All fees included
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Find the best place to stay - Poipu Kai
Kahala at Poipu Kai
Sleeps 4 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
120 reviews(120 reviews)
Sugar Mill Cottage at Poipu Kai By Parrish Kauai - short walk to beach & quiet l
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Luxury 4BR Penthouse at the Villas at Poipu Kai
Sleeps 9 · 4 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Poipu Bay Getaway - Poipu House - Saltwater pool, hot tub, AC!, Walk to Beach and Hyatt!
Sleeps 12 · 6 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
263 reviews(263 reviews)
50% OFF AUGUST SALE! Poipu Beach House-AC-Steps to Beach & Grand Hyatt
Sleeps 8 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
204 reviews(204 reviews)
Spacious affordable 2br/2ba/3lanai remodeled condo, perfect location in Poipu!
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
126 reviews(126 reviews)
Top rated rentals - Poipu Kai
Summer break
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Condo was clean! Conveniently located and easy check in and check out process. Very affordable
Tina B.
Stayed Jul 2025
Amazing grounds plenty of space
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Great place with all the needed amenities. Plus, short walk to the beaches and the grounds are so beautiful. Wish we could have stayed longer!
Sean M.
Stayed Jun 2025
Best location!
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Clean home in a beautiful neighborhood! Very accommodating to our entire family! Will definitely stay here again!
Nicole P.
Stayed Jun 2025
Wonderful family vacation home
1010 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
Our family of 8 (Parents, 2 adult children with spouses and 2 grandchildren) stayed at this lovely home for 10 days. Location was perfect since we could walk to 3 beaches. The home was perfect for us with 4 bedrooms and 3 full baths. They had all the beach items you could ever ask for including a wagon, umbrellas, chairs, lots of towels, etc. Thry also had everything you could need for kids like step stools, high chair, games, legos. It was beautiful, clean, peaceful, very Hawaiian and met all our needs. The owner was lovely and we were so grateful for the use of this home during our family stay. We would definitely stay here again.
Barbara C.
Stayed Jun 2025
Beautiful property and great location
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
The house is recently upgraded. Well stocked. Had everything my family of six needed including lots of space. Extra beach equipment which was incredibly useful. Short walk to the beach. You have to walk a little ways to get to the pool compared to most rentals but a great pool and probably a five minute walk. Property manager was quick to respond to anything. We would love to stay here again.
Travis Q.
Stayed Apr 2025
Great place
1010 out of 10
Exceptionalexceptional
204 reviews(204 reviews)
We enjoyed our stay. Great home and location. It provided everything we needed to be comfortable. Highly recommend
Lynden J.
Stayed Mar 2025
Home away from home with perks!!
1010 out of 10
Exceptionalexceptional
185 reviews(185 reviews)
We loved the house with the wrap around porch, pool, swim essentials and beautiful views. Provided were all the items we needed to use the kitchen, bbq, tv, books and free wifi. We had travel problems with flights due to the microsoft glitch but the vrbo and the owners were so accomodating and patient with us. We felt very blessed. We would do it all over again.
Barbara S.
Stayed Jul 2024
Great location and stay
1010 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
This is an AMAZING house! Air con was on when we arrived and ice cold! It's quiet but a short walk to the pool and beach. Kalapaki Joe's is right next to the pool and does a mean happy hour! It was our first time to the island and we had a delightful stay!
gingieglo
Stayed Jul 2024
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value