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Holiday Homes in West Side

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Our top choices for West Side holiday 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 NZ$1,125
includes taxes & fees
31 Dec - 1 Jan 2026
White Sand Beaches on the Sunny Westside of Kauai.
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 NZ$1,698
includes taxes & fees
21 Jan - 22 Jan 2026
Romantic Cottage, Private Acre of Paradise, View! Pool!
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 NZ$767
includes taxes & fees
5 Jan - 6 Jan 2026
An Affordable Alternative to Expensive Accommodations in Poipu
10.0 out of 10, Exceptional, (58)
"Such a cool surf house!"
United States
Clint
The price is NZ$3,400
includes taxes & fees
1 Jan - 2 Jan 2026
Walk to Hanalei Bay&Town. Waterfalls&Mountain Views. A/C, FREE Surf,Sup,Bike.etc
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 NZ$1,893
includes taxes & fees
7 Jan - 8 Jan 2026
Elegant Secluded Beach Estate Plantation in Moloaa Bay, Hi Kauai TVR 4180

Holiday 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 NZ$2,588
includes taxes & fees
5 Jan - 6 Jan 2026
Cycle or Walk to Hanalei Bay
10.0 out of 10, Exceptional, (22)
"Wonderful experience, would definitely stay again."
United States
Scott H.
The price is NZ$1,328
includes taxes & fees
10 Jan - 11 Jan 2026
*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club
9.4 out of 10, Exceptional, (125)
"Stayed 1 night prior to hiking the Napali coast. Convenient location"
United States
Michael S.
The price is NZ$1,126
includes taxes & fees
13 Jan - 14 Jan 2026
Island Vibes! / 2BR 2BA Princeville Townhouse / Walk to Beach / Fast WiFi
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 NZ$789
includes taxes & fees
7 Jan - 8 Jan 2026
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 NZ$976
includes taxes & fees
7 Jan - 8 Jan 2026
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠

Holiday Home in Kilauea

Kai Hale-Anini Beachfront Paradise
The price is NZ$7,810
includes taxes & fees
11 Jan - 12 Jan 2026
Kai Hale-Anini Beachfront Paradise
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.
The price is NZ$1,112
includes taxes & fees
6 Jan - 7 Jan 2026
Peaceful Hawaiian Hideout Minutes to Hanalei town!
10.0 out of 10, Exceptional, (23)
"We loved our short stay. Beautiful, clean and picturesque "
United States
Adrienne M.
The price is NZ$1,738
includes taxes & fees
21 Jan - 22 Jan 2026
Magical views of Hanalei Bay, Napali Coast and the Makai Golf Course in a beautifully styled home
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.
The price is NZ$1,225
includes taxes & fees
12 Jan - 13 Jan 2026
Quiet condo with covered lanai, shared pool, and hot tub
9.8 out of 10, Exceptional, (24)
"Amazing location. Walking distance to beach and town. Great for large group. "
United States
Aaron D.
The price is NZ$5,913
includes taxes & fees
8 Jan - 9 Jan 2026
Walking Distance to Hanalei bay with A/C, Hot Tub and Sauna
9.8 out of 10, Exceptional, (13)
"Everything we needed as a family with great access."
United States
Spence T.
The price is NZ$2,168
includes taxes & fees
7 Jan - 8 Jan 2026
Cool, Lo-Fi Styled Surf Shack - Ka Hale Nalu
The price is NZ$3,479
includes taxes & fees
6 Jan - 7 Jan 2026
True beachfront 5-bedroom house in Haena perfect for family getaways.
10.0 out of 10, Exceptional, (12)
"Beautiful home in a great location"
United States
Terri G.
The price is NZ$3,030
includes taxes & fees
7 Jan - 8 Jan 2026
Blue Kauai Hale - peaceful, spacious, multi-level north shore home

Holiday Home in Princeville

E2: 1 bedroom, 1st floor, oceanfront
8.6 out of 10, Excellent, (34)
" Love this property!! The bathroom needs a face lift aling with a new toilet. But overall it's lovely."
United States
LeAlys D.
The price is NZ$998
includes taxes & fees
2 Jan - 3 Jan 2026
E2: 1 bedroom, 1st floor, oceanfront
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 NZ$1,819
includes taxes & fees
28 Dec - 29 Dec
Fall special for months of October & November. See calendar
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 Holiday Homes information

Number of reviews
871
Accommodation
518 Holiday Homes
Lowest Price
NZ$767
Highest Price
NZ$7,810

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