A coastal landscape with rugged cliffs, dense greenery, and a clear blue sea.

Holiday Homes in West Side

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for West Side holiday homes

A beach with waves, a clear sky, and a rocky cliff.

1. White Sand Beaches on the Sunny Westside of Kauai.

White Sand Beaches on the Sunny Westside of Kauai.
Kekaha
9.6 out of 10, Exceptional, (159 reviews)
"Great location, host, and HoCo treated us every morning."
United States
Kent K.
The price is AU$869
includes taxes & fees
26 Oct - 27 Oct
White Sand Beaches on the Sunny Westside of Kauai.
A swimming pool with a tiled edge, surrounded by lounge chairs and palm trees.

2. An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.4 out of 10, Exceptional, (83 reviews)
"Property was comfortable, clean, and easy to find. Would stay here again. Host provided lots of extra amenities."
United States
Melissa C.
The price is AU$637
includes taxes & fees
16 Oct - 17 Oct
An Affordable Alternative to Expensive Accommodations in Poipu
A swimming pool with a mosaic tile design, surrounded by lounge chairs and a palm tree.

3. An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (114 reviews)
"Had a great stay! We really liked the unit and the location. Everything was clean and comfy, and the host was super friendly. Would definitely stay here again."
United States
Myranda S.
The price is AU$676
includes taxes & fees
28 Oct - 29 Oct
An Affordable Alternative to Expensive Accommodations in Poipu
A beach with clear blue water, sandy shore, and lush green hills in the background.

4. Romantic Cottage, Private Acre of Paradise, View! Pool!

Romantic Cottage, Private Acre of Paradise, View! Pool!
Hanalei
9.8 out of 10, Exceptional, (112 reviews)
"This is an amazing little corner of paradise with a view and everything you need."
United States
Jennifer D.
The price is AU$1,574
includes taxes & fees
24 Oct - 25 Oct
Romantic Cottage, Private Acre of Paradise, View! Pool!
A beach with clear turquoise water, a sandy shore, and lush green mountains in the background.

5. Hale Minoaka | Private Cottage w/ A/C & Bikes in Poipu Beach Estates

Hale Minoaka | Private Cottage w/ A/C & Bikes in Poipu Beach Estates
Poipu
9.8 out of 10, Exceptional, (151 reviews)
"Quiet, private, clean home! Have stayed here twice now and recommend it to anyone going to the island. Has everything you need for a comfy stay."
United States
Madison H.
Hale Minoaka | Private Cottage w/ A/C & Bikes in Poipu Beach Estates
A rocky shoreline with clear water, palm trees, and a distant view of the ocean.

6. Island Vibes! / 2BR 2BA Princeville Townhouse / Walk to Beach / Fast WiFi

Island Vibes! / 2BR 2BA Princeville Townhouse / Walk to Beach / Fast WiFi
Princeville
9.4 out of 10, Exceptional, (132 reviews)
"This is a great place to stay, in a great area on the island. The condo had everything we needed, and is decorated nicely with Hawaiian charm. "
United States
Kevin M.
The price is AU$840
includes taxes & fees
27 Oct - 28 Oct
Island Vibes! / 2BR 2BA Princeville Townhouse / Walk to Beach / Fast WiFi
A modern bathroom with a freestanding bathtub, a showerhead, and lush greenery.

7. Walk to Hanalei Bay&Town. Waterfalls&Mountain Views. A/C, FREE Surf,Sup,Bike.etc

Walk to Hanalei Bay&Town. Waterfalls&Mountain Views. A/C, FREE Surf,Sup,Bike.etc
Hanalei
10.0 out of 10, Exceptional, (72 reviews)
"Absolutely beautiful - inside and out, we felt we were in a true Kaua’i escape! Took 1000 pictures just in the yard - landscaping is phenomenal with the surfboard fencing! Perfect walk to beach, food, and some shopping! Hosts were very easy to communicate with and the house was loaded with all the towels, beach toys, and simple needs of staying in a VRBO! Would stay here again!"
United States
Patty G.
The price is AU$2,926
includes taxes & fees
20 Oct - 21 Oct
Walk to Hanalei Bay&Town. Waterfalls&Mountain Views. A/C, FREE Surf,Sup,Bike.etc
A beach with a person lying on a towel under a tree, a rocky cliff, and the ocean.

8. Ocean & Golf Course Views / 2BR 2BA Princeville Townhouse / Walk to Beach / WiFi

Ocean & Golf Course Views / 2BR 2BA Princeville Townhouse / Walk to Beach / WiFi
Princeville
9.8 out of 10, Exceptional, (32 reviews)
"Beautiful location and great accommodations. Mahalo for letting us stay there. "
United States
Rachelle R.
The price is AU$993
includes taxes & fees
28 Oct - 29 Oct
Ocean & Golf Course Views / 2BR 2BA Princeville Townhouse / Walk to Beach / WiFi
A two-story house with a balcony, a patio with outdoor furniture, and a well-lit interior.

9. 🏝Princeville Bliss, Huge Lanai - 3 bedroom, 4 queens, sleeps 10 🐠

🏝Princeville Bliss, Huge Lanai - 3 bedroom, 4 queens, sleeps 10 🐠
Princeville
9.4 out of 10, Exceptional, (16 reviews)
"Family friendly"
United States
Cindy W.
The price is AU$937
includes taxes & fees
27 Oct - 28 Oct
🏝Princeville Bliss, Huge Lanai - 3 bedroom, 4 queens, sleeps 10 🐠
A covered outdoor area with a wooden deck, a sliding glass door leading to a patio, and lush greenery in the background.

10. Peaceful Hawaiian Hideout Minutes to Hanalei town!

Peaceful Hawaiian Hideout Minutes to Hanalei town!
Princeville
10.0 out of 10, Exceptional, (4 reviews)
"Thalia was a lovely home. Beautifully renovated and everything was nice, new and clean. Great location for north shore exploration. Close to Hanalei and Princeville. Communication and courtesy were great. Would stay again!"
United States
Bobette N.
The price is AU$1,180
includes taxes & fees
15 Nov - 16 Nov
Peaceful Hawaiian Hideout Minutes to Hanalei town!
A living room with a view of the ocean, a glass table, and a sofa.

11. Sealodge Condo A1 - Oceanfront

Sealodge Condo A1 - Oceanfront
Princeville
8.8 out of 10, Excellent, (32 reviews)
"Host was very communicative and the view was fantastic! Would definitely stay there again!"
United States
Justin C.
The price is AU$827
includes taxes & fees
18 Oct - 19 Oct
Sealodge Condo A1 - Oceanfront
A wooden deck with a hot tub, lounge chairs, and a covered area with a view of lush greenery and mountains.

12. The Iconic Bamboo House

The Iconic Bamboo House
Hanalei
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property. Close walk to beach. They had sand chairs, an umbrella, some toys and boogie boards to borrow which was amazing. The property texted me before check in. I texted back to verify they had boogie boards to borrow, they told me no they did not have boogie boards to borrow. So I bought a non refundable 75 boogie board (all of them are expensive high quality material) only to realize I did not need it. Frustrating. (Boogie boards all sales final)The place was clean. There was...
United States
Jessica J.
The price is AU$2,006
includes taxes & fees
16 Oct - 17 Oct
The Iconic Bamboo House
A covered outdoor area with wooden chairs and a view of mountains and greenery.

13. Hanalei Treehouse: Mountain, Waterfall & Bay Views

Hanalei Treehouse: Mountain, Waterfall & Bay Views
Princeville
9.4 out of 10, Exceptional, (27 reviews)
"We had an amazing stay at the property. The location and views are great. Would totally stay here again."
United States
Jesus Y.
The price is AU$1,474
includes taxes & fees
19 Oct - 20 Oct
Hanalei Treehouse: Mountain, Waterfall & Bay Views
A beachfront property with a covered patio, outdoor seating, and lush greenery.

14. Beachfront Luxury Home, Panoramic Ocean Views, Walk To Tunnels Beach TVNCU-1214

Beachfront Luxury Home, Panoramic Ocean Views, Walk To Tunnels Beach TVNCU-1214
Hanalei
10.0 out of 10, Exceptional, (118 reviews)
"It was an amazing place!"
United States
Amber M.
The price is AU$4,760
includes taxes & fees
16 Oct - 17 Oct
Beachfront Luxury Home, Panoramic Ocean Views, Walk To Tunnels Beach TVNCU-1214
A tropical resort pool with a water slide, surrounded by lush greenery and palm trees.

15. *NEW 2BD Luxe Beach Cottage |Pool PickleB Gym| AC

*NEW 2BD Luxe Beach Cottage |Pool PickleB Gym| AC
Poipu
6.0 out of 10, (1 review)
*NEW 2BD Luxe Beach Cottage |Pool PickleB Gym| AC
A pool with a water slide, surrounded by rocks and tropical plants.

16. 🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠

🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
Poipu
9.4 out of 10, Exceptional, (34 reviews)
"Will stay there again"
United States
Dayne O.
The price is AU$790
includes taxes & fees
17 Oct - 18 Oct
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
A modern outdoor lounge area with a pool, seating, and a view of the ocean.

17. Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22

Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22
Poipu
10.0 out of 10, Exceptional, (6 reviews)
"Everything as advertised and more! Beautiful house with beautiful views. Property manager and owner were both very helpful and accommodating! "
United States
Aaron B.
The price is AU$8,476
includes taxes & fees
11 Nov - 12 Nov
Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22
A spacious kitchen with a high ceiling, large windows, and a view of the outdoors.

18. NEW 1 ACRE POIPU ESTATE -Sleeps 32 - Full AC - 8 Ensuites- FREE Poipu Beach Club

NEW 1 ACRE POIPU ESTATE -Sleeps 32 - Full AC - 8 Ensuites- FREE Poipu Beach Club
Poipu
NEW 1 ACRE POIPU ESTATE -Sleeps 32 - Full AC - 8 Ensuites- FREE Poipu Beach Club
A covered outdoor seating area with wicker furniture and a table with fruit.

19. Paradise retreat! Plunge Pool, Hot Tub, AC & Water Gears!

Paradise retreat! Plunge Pool, Hot Tub, AC & Water Gears!
Princeville
9.6 out of 10, Exceptional, (124 reviews)
"Nice, very convenient place, had everything we needed."
United States
Katya G.
The price is AU$1,910
includes taxes & fees
26 Oct - 27 Oct
Paradise retreat! Plunge Pool, Hot Tub, AC & Water Gears!
A coastal sunset view with palm trees and a beach.

20. Unaffected by Hurricane-Private 4 BR Luxury Home in Poipu - Sleeps 10 TVNC#1194

Unaffected by Hurricane-Private 4 BR Luxury Home in Poipu - Sleeps 10 TVNC#1194
Poipu
9.8 out of 10, Exceptional, (119 reviews)
"Location was great "
United States
Karen G.
The price is AU$2,378
includes taxes & fees
27 Oct - 28 Oct
Unaffected by Hurricane-Private 4 BR Luxury Home in Poipu - Sleeps 10 TVNC#1194
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

OUTRIGGER Kauaʻi Beach Resort & Spa

OUTRIGGER Kauaʻi Beach Resort & Spa

10/10 Excellent
"Good hotel . Proximate to amenities"
Abimbola 2-night trip
Posted 18 hours ago
OUTRIGGER Kauaʻi Beach Resort & Spa

Find out more about West Side

West Side Holiday Homes information

Number of reviews
1,028
Accommodation
553 Holiday Homes
Lowest Price
AU$637
Highest Price
AU$8,476

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