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Our top choices for West Side vacation homes

9.6 out of 10, Exceptional, (148)
"The owners were so accommodating. Loved this cute beach house. Our family felt so welcomed, the best vibes. Highly recommend. "
United States
Katie H.
The price is ¥47,325
¥103,615 total
includes taxes & fees
Dec 31 - Jan 1, 2026
White Sand Beaches on the Sunny Westside of Kauai.
9.4 out of 10, Exceptional, (63)
"The property was excellent and the owner is a really helpful person."
United States
Svitlana
The price is ¥33,916
¥75,180 total
includes taxes & fees
Jan 5 - Jan 6, 2026
An Affordable Alternative to Expensive Accommodations in Poipu
9.6 out of 10, Exceptional, (104)
"This cottage was special. Simply, beautiful. If you enjoy morning coffee with a view; this is for you. Enjoy :) We will be back. "
Canada
Eric
The price is ¥67,044
¥156,722 total
includes taxes & fees
Dec 23 - Dec 24
Romantic Cottage, Private Acre of Paradise, View! Pool!
10.0 out of 10, Exceptional, (56)
"Such a cool surf house!"
United States
Clint
The price is ¥157,592
¥312,690 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Walk to Hanalei Bay&Town. Waterfalls&Mountain Views. A/C, FREE Surf,Sup,Bike.etc
9.2 out of 10, Wonderful, (103)
"Very thoughtful and helpful hosts. Comfortable furniture and close to many great places. "
United States
Don G.
The price is ¥31,944
¥74,950 total
includes taxes & fees
Dec 23 - Dec 24
An Affordable Alternative to Expensive Accommodations in Poipu
9.6 out of 10, Exceptional, (19)
"This house was perfect for our family of 5! So close to the beach and shopping. The house had everything we needed for our vacation. It was super clean. The air conditioning worked well. We will definitely stay here again when we come back to Kauai! "
United States
Evin C.
The price is ¥40,621
¥95,423 total
includes taxes & fees
Jan 7 - Jan 8, 2026
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
9.4 out of 10, Exceptional, (125)
"Stayed 1 night prior to hiking the Napali coast. Convenient location"
United States
Michael S.
Island Vibes! / 2BR 2BA Princeville Townhouse / Walk to Beach / Fast WiFi
10.0 out of 10, Exceptional, (3)
"This home was a fantastic place to stay while our family explored Kauai! Lisa and Nathan were wonderful hosts. The kitchen had everything we needed, and we especially appreciated all of the beach things that were available. "
United States
Alison G.
Peaceful Hawaiian Hideout Minutes to Hanalei town!
9.2 out of 10, Wonderful, (102)
"Cool property. Awesome with the fruit trees and location near the beach. "
United States
Weston P.
The price is ¥83,134
¥184,881 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Elegant Secluded Beach Estate Plantation in Moloaa Bay, Hi Kauai TVR 4180
10.0 out of 10, Exceptional, (22)
"Wonderful experience, would definitely stay again."
United States
Scott H.
The price is ¥52,474
¥125,836 total
includes taxes & fees
Jan 9 - Jan 10, 2026
*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club

Vacation Home in Hanalei

The Iconic Bamboo House
2.0 star property
The price is ¥152,481
¥291,738 total
includes taxes & fees
Dec 23 - Dec 24
The Iconic Bamboo House

Vacation Home in Hanalei

Cycle or Walk to Hanalei Bay
10.0 out of 10, Exceptional, (66)
"Perfect stay"
United States
chris W.
The price is ¥115,946
¥236,614 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Cycle or Walk to Hanalei Bay
8.8 out of 10, Excellent, (3)
"It was a pleasant stay overall, but there were a few dissatisfactory things: 1. There were cockroaches in the kitchen; 2. I booked a 2-bedroom unit, but it turned out to be two separate 1-bedroom units with two sets of keys and separate doors. It was quite inconvenient. 3. The instruction clearly says to park on spot #25; we arrived late at night, it took us an hour driving around and we realized there was no parking spot #25. We were exhausted and finally parked on an open spot. The unit was...
United States
Rebecca H.
Quiet condo with covered lanai, shared pool, and hot tub

Vacation Home in Kilauea

Kai Hale-Anini Beachfront Paradise
The price is ¥425,073
¥712,475 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Kai Hale-Anini Beachfront Paradise
9.6 out of 10, Exceptional, (115)
"We have been to several islands but this house was by far the most comfortable place we’ve stayed in. Spacious and well stocked. It had most of what was needed for a perfect vacation. Hedy provided beach necessities, like toys, towels, chairs, umbrellas, snorkeling gear, etc. What really caught my eye was how well organized and labeled everything was. My family and I all agreed that this felt like a home away from home! "
United States
Wendy D.
The price is ¥67,044
¥168,646 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fall special for months of October & November. See calendar
2.0 star property
The price is ¥33,285
¥108,240 total
includes taxes & fees
Dec 22 - Dec 23
KP317-Private-3rdFl-Partial Ocean-Pool-Garden
The price is ¥136,170
¥309,968 total
includes taxes & fees
Jan 7 - Jan 8, 2026
True beachfront 5-bedroom house in Haena perfect for family getaways.

Vacation Home in Princeville

3BR w/AC, OPEN for CHRISTMAS!
9.8 out of 10, Exceptional, (13)
"We absolutely loved staying here. The owner left everything handy and clean. Everything was perfect!"
United States
Fidel P.
3BR w/AC, OPEN for CHRISTMAS!
10.0 out of 10, Exceptional, (14)
"I stayed here with 6 girls for our girls trip and it worked out perfectly. Everything was as pictured and we had a great stay."
United States
Sarah L.
The price is ¥268,017
¥474,690 total
includes taxes & fees
Dec 23 - Dec 24
New Listing! Luxurious 4BR/3BA House with AC

Vacation Home in Poipu

Ocean 500 Feet
9.0 out of 10, Wonderful, (2)
"the property was very clean and quiet. walk distance to the beautiful beach. "
United States
Yuxia H.
The price is ¥70,988
¥162,223 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Ocean 500 Feet
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 West Side Hotel Reviews

Find out more about West Side

West Side Vacation Homes information

Number of reviews
794
Accommodation
521 Vacation Homes
Lowest Price
¥74,950
Highest Price
¥712,475

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