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West Side Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for West Side holiday rentals

A tennis court with a net, a player in a light-colored shirt and shorts, and a tennis ball in motion.

1. Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very good, (1,284 reviews)
"Great location"
United States
Richard
The price is NZ$459
includes taxes & fees
4 Oct - 5 Oct
Banyan Harbor Resort
A hotel room with a large bed, a nightstand, a lamp, and a view of the outside through a window.

2. Plantation Hale Suites

Plantation Hale Suites
3.0 star property
Waipouli
8.0 out of 10, Very good, (1,752 reviews)
"Great location, staff were awesome and super helpful. The unit was clean, had all the kitchen items needed and spacious. Free parking was a bonus!"
United States
Sasa
The price is NZ$365
includes taxes & fees
12 Oct - 13 Oct
Plantation Hale Suites
A beach with clear turquoise water, a sandy shore, and a rocky foreground.

3. Modern Island Studio

Modern Island Studio
Princeville
9.8 out of 10, Exceptional, (287 reviews)
"We enjoyed our stay. It was super lovely. High quality beach gear was provided, including towels, snorkel gear, beach chairs, etc."
United States
Kyra N.
The price is NZ$580
includes taxes & fees
8 Oct - 9 Oct
Modern Island Studio
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 NZ$2,251
includes taxes & fees
29 Sept - 30 Sept
Romantic Cottage, Private Acre of Paradise, View! Pool!
A beachfront property with a covered patio, outdoor seating, and lush greenery.

5. 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 NZ$6,005
includes taxes & fees
3 Oct - 4 Oct
Beachfront Luxury Home, Panoramic Ocean Views, Walk To Tunnels Beach TVNCU-1214
A modern bathroom with a freestanding bathtub, a showerhead, and lush greenery.

6. 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 NZ$3,648
includes taxes & fees
4 Oct - 5 Oct
Walk to Hanalei Bay&Town. Waterfalls&Mountain Views. A/C, FREE Surf,Sup,Bike.etc
A golf course with sand bunkers, trees, and a mountainous backdrop.

7. Tropical, Bright Princeville Studio with Mountain Views

Tropical, Bright Princeville Studio with Mountain Views
Princeville
9.4 out of 10, Exceptional, (137 reviews)
"The accommodation had everything we needed. The host was very responsive and allowed an early check-in due to Hurricane Lala."
United States
Cody
The price is NZ$566
includes taxes & fees
2 Oct - 3 Oct
Tropical, Bright Princeville Studio with Mountain Views
A coastal view with a clear sky, a palm tree, and a railing.

8. Sweeping "WOW" Ocean Views from Every Room and Balcony - Penthouse Location

Sweeping "WOW" Ocean Views from Every Room and Balcony - Penthouse Location
Princeville
9.8 out of 10, Exceptional, (198 reviews)
"Great place to stay for a get away. Close to many things, very quiet and beautiful views."
United States
tyra w.
The price is NZ$1,274
includes taxes & fees
29 Sept - 30 Sept
Sweeping "WOW" Ocean Views from Every Room and Balcony - Penthouse Location
A grassy area with three green Adirondack chairs facing a scenic view of the ocean and coastline.

9. 299 night May special. Air Conditioned Luxury Island Retreat. Newly Remodeled.

299 night May special. Air Conditioned Luxury Island Retreat. Newly Remodeled.
Princeville
10.0 out of 10, Exceptional, (144 reviews)
"Amazing place to stay."
United States
Caitlin N.
The price is NZ$1,299
includes taxes & fees
29 Sept - 30 Sept
299 night May special. Air Conditioned Luxury Island Retreat. Newly Remodeled.
A nighttime pool area with a clear sky, a crescent moon, and a well-lit building with a pool.

10. Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8

Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8
Poipu
9.8 out of 10, Exceptional, (91 reviews)
"Perfect location beautiful property"
United States
Shanelle
The price is NZ$1,464
includes taxes & fees
29 Sept - 30 Sept
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8
A swimming pool with a mosaic tile design, surrounded by lounge chairs and a palm tree.

11. 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 NZ$891
includes taxes & fees
28 Oct - 29 Oct
An Affordable Alternative to Expensive Accommodations in Poipu
A balcony with a view of the ocean, two wicker chairs, and a wooden table.

12. Oceanfront, newly renovated. As low as $220/night.

Oceanfront, newly renovated. As low as $220/night.
Waipouli
9.6 out of 10, Exceptional, (278 reviews)
"This was a great location! Luke was very responsive when we had questions. The condo is centrally located on the island and very clean with unforgettable views! We would definitely stay here again!!!"
United States
Farah B.
The price is NZ$754
includes taxes & fees
17 Oct - 18 Oct
Oceanfront, newly renovated. As low as $220/night.
A balcony with a glass table holding fruits, a chair, and a view of the ocean and palm trees.

13. Prince Kuhio 335 OCEANVIEW STUDIO

Prince Kuhio 335 OCEANVIEW STUDIO
Poipu
9.4 out of 10, Exceptional, (95 reviews)
"Great place. Will stay again"
United States
Matthew S.
The price is NZ$777
includes taxes & fees
29 Sept - 30 Sept
Prince Kuhio 335 OCEANVIEW STUDIO
A rocky shoreline with clear water, palm trees, and a distant view of the ocean.

14. 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 NZ$1,035
includes taxes & fees
29 Sept - 30 Sept
Island Vibes! / 2BR 2BA Princeville Townhouse / Walk to Beach / Fast WiFi
A two-story building with a balcony overlooking a clear blue sky and ocean.

15. Mesmerizing ocean view -Hawaiiana Style walkout unit - whale and bird watching

Mesmerizing ocean view -Hawaiiana Style walkout unit - whale and bird watching
Princeville
10.0 out of 10, Exceptional, (163 reviews)
"Stunning views, quiet, clean and very comfortable. Had all the amenities we needed.We had an amazing, restorative stay at this wonderful place."
United States
Yoshiko B.
The price is NZ$1,372
includes taxes & fees
3 Oct - 4 Oct
Mesmerizing ocean view -Hawaiiana Style walkout unit - whale and bird watching
A pool with a waterfall feature, surrounded by palm trees and a gazebo.

16. Nihilani Family Condo 11C, Impeccably Decorated, Close to Pool

Nihilani Family Condo 11C, Impeccably Decorated, Close to Pool
Princeville
10.0 out of 10, Exceptional, (189 reviews)
"We traveled for my son’s first birthday we felt that we had plenty of room. It was a great location in Princeville and enjoyed going to the pool after a long day of exploring. The property had everything we needed and was very well kept. We had a wonderful trip"
United States
Ashton V.
The price is NZ$1,404
includes taxes & fees
2 Oct - 3 Oct
Nihilani Family Condo 11C, Impeccably Decorated, Close to Pool
A coastal landscape with a beach, ocean waves, and a mountainous backdrop.

17. Deluxe Island Retreat-Newly Remodeled - SUMMER SPECIAL

Deluxe Island Retreat-Newly Remodeled - SUMMER SPECIAL
Princeville
9.8 out of 10, Exceptional, (74 reviews)
"This place had everything we could have wanted. Clean, modern and the location was fantastic. We loved walking to turtle cove everyday. Very well appointed for families everything you could need."
Canada
Samantha
The price is NZ$1,198
includes taxes & fees
3 Oct - 4 Oct
Deluxe Island Retreat-Newly Remodeled - SUMMER SPECIAL
A pool area with lounge chairs, a gazebo, and tropical vegetation.

18. Tropical style Luxury Townhome, newly renovated - Paradise!

Tropical style Luxury Townhome, newly renovated - Paradise!
Princeville
10.0 out of 10, Exceptional, (107 reviews)
"Everything was so well thought out and we had everything we needed to make our stay comfortable. We will be back!"
United States
Aliza R.
The price is NZ$1,735
includes taxes & fees
29 Sept - 30 Sept
Tropical style Luxury Townhome, newly renovated - Paradise!
A hotel entrance with a sign reading "Islander on the Beach," featuring a covered walkway, stone flooring, and tropical landscaping.

19. Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

Islander Family Studio 137, Ground Floor, Steps to Pool and Beach
Waipouli
9.2 out of 10, Wonderful, (120 reviews)
"Wonderful location and beautiful beach!"
United States
cari w.
The price is NZ$576
includes taxes & fees
9 Oct - 10 Oct
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach
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

Kaua'i Palms Hotel

Kaua'i Palms Hotel

8/10 Good
"I love the cute and quaint property, feel so homey, location was centrally located. Everything was minutes away! Good amenities, no resort fees and free parking!! Loved it ☺️"
Helen 4-night trip
Posted 12 hours ago
Kaua'i Palms Hotel

Find out more about West Side

Everything you need to know about West Side holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the West Side holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect West Side holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

West Side holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in West Side. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A West Side holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of West Side holiday rentals we have selected for you start as low as NZ$365 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on West Side rentals

At Expedia, we put the best West Side holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top West Side rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream West Side holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around West Side. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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