West Side Holiday Rentals

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Holiday Rentals in West Side

Plantation Hale Suites

3.0 star property
Waipouli
8.0 out of 10, Very good, (1664)
"Great place"
United States
Erik
The price is NZ$484
includes taxes & fees
9 Dec - 10 Dec
Plantation Hale Suites

Kiahuna Plantation Resort Kauai by OUTRIGGER

3.0 star property
Poipu
8.4 out of 10, Very good, (972)
"The grounds were immaculate, the room was spotless, the staff was very friendly. We enjoyed our stay immensely! Thank you for everything."
United States
Richard
The price is NZ$1,704
includes taxes & fees
10 Dec - 11 Dec
Kiahuna Plantation Resort Kauai by OUTRIGGER

Banyan Harbor Resort

3.0 star property
Nawiliwili
8.6 out of 10, Excellent, (1104)
"The room was comfortable and clean "
United States
Tara
The price is NZ$466
includes taxes & fees
11 Nov - 12 Nov
Banyan Harbor Resort

The Cliffs at Princeville

3.5 star property
Princeville
8.8 out of 10, Excellent, (238)
"Beautiful location Close to turtle cave Huge place and kitchen appliances were top notch "
United States
Natalie
The Cliffs at Princeville

Kapaa Sands

2.0 star property
Waipouli
The price is NZ$937
includes taxes & fees
11 Nov - 12 Nov
Kapaa Sands

An Affordable Alternative to Expensive Accommodations in Poipu

Poipu
9.4 out of 10, Exceptional, (61)
"The property was excellent and the owner is a really helpful person."
United States
Svitlana
The price is NZ$687
includes taxes & fees
7 Dec - 8 Dec
An Affordable Alternative to Expensive Accommodations in Poipu

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

Waipouli
9.4 out of 10, Exceptional, (96)
"Restful stay!"
United States
Steve
The price is NZ$586
includes taxes & fees
17 Nov - 18 Nov
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

Amazing Studio By The Beach! 1BR

Waipouli
9.0 out of 10, Wonderful, (43)
"Great little room right next to the beach!"
United States
Jasmine G.
The price is NZ$613
includes taxes & fees
2 Dec - 3 Dec
Amazing Studio By The Beach! 1BR

Top Floor Beautiful Ocean View Studio

Waipouli
10.0 out of 10, Exceptional, (126)
"We absolutely loved our stay! The condo was clean and in a great location! We wouldn’t hesitate to stay here again!"
United States
Scott S.
The price is NZ$716
includes taxes & fees
8 Dec - 9 Dec
Top Floor Beautiful Ocean View Studio

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

Hanalei
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$1,771
includes taxes & fees
28 Nov - 29 Nov
Romantic Cottage, Private Acre of Paradise, View! Pool!

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

Princeville
9.8 out of 10, Exceptional, (193)
"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$1,181
includes taxes & fees
5 Dec - 6 Dec
Sweeping "WOW" Ocean Views from Every Room and Balcony - Penthouse Location

Tropical, Bright Studio: Steps to Golf Course, Beaches, & Amazing Views

Princeville
9.4 out of 10, Exceptional, (106)
"Lovely place to stay. Relatively easy walking distance (about 20 minutes) to shops and even closer to beautiful beaches"
United States
Bede J.
The price is NZ$669
includes taxes & fees
23 Nov - 24 Nov
Tropical, Bright Studio: Steps to Golf Course, Beaches, & Amazing Views

Ocean-View Studio, Steps from Beaches In Sunny Poipu

Poipu
9.8 out of 10, Exceptional, (216)
"Great place, weather & every thing else. "
United States
Mike G.
The price is NZ$885
includes taxes & fees
13 Nov - 14 Nov
Ocean-View Studio, Steps from Beaches In Sunny Poipu

Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned

Poipu
9.6 out of 10, Exceptional, (166)
"Great location. Loved the stay!"
United States
Nate S.
The price is NZ$703
includes taxes & fees
16 Nov - 17 Nov
Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned

Ocean Front, Ground Level 1 Bedroom with King, Sleeps 4, with Cold AC

Kapaʻa
9.8 out of 10, Exceptional, (83)
"Loved the central location of the condo. Friendly residents and beautiful amenities. "
United States
Michelle S.
The price is NZ$984
includes taxes & fees
6 Dec - 7 Dec
Ocean Front, Ground Level 1 Bedroom with King, Sleeps 4, with Cold AC

An Affordable Alternative to Expensive Accommodations in Poipu

Poipu
9.2 out of 10, Wonderful, (61)
"Great location and Cam is a wonderful host. This is a great value for the area. We would stay again!"
United States
Chris M.
The price is NZ$639
includes taxes & fees
9 Dec - 10 Dec
An Affordable Alternative to Expensive Accommodations in Poipu

H-G-T-V type Renovation, Million Dollar view starting at only $210/night!

Waipouli
9.8 out of 10, Exceptional, (223)
"Perfect property with a stunning ocean view right out the patio door! The condo is situated within walking distance to many restaurants and the Coconut Marketplace Shopping area. The location was also centrally located for visiting the northern beaches, as well as all of the southern beaches. The condo was outfitted with everything we needed, including beach chairs and umbrella for beach days. We definitely recommend this place!"
United States
Liz
The price is NZ$662
includes taxes & fees
17 Nov - 18 Nov
H-G-T-V type Renovation, Million Dollar view starting at only $210/night!

Couples Studio 1205, Mt View, Kitchenette, Washer Dryer, Add'l Resort Fees

Princeville
9.4 out of 10, Exceptional, (115)
"We just spent 5 nights at this amazing property and wish we could have stayed longer! The location is absolutely incredible, if you can imagine a tropical paradise, this is exactly what it looks like. The surrounding nature is breathtaking. Situated in Princeville, a beautiful neighborhood with plenty of great dining options, stunning golf courses, and, of course, the legendary Nā Pali Coast. There are also gorgeous wild beaches nearby where you can truly enjoy nature in peace - it never feels...
United States
Kateryna
The price is NZ$799
includes taxes & fees
16 Nov - 17 Nov
Couples Studio 1205, Mt View, Kitchenette, Washer Dryer, Add'l Resort Fees

Sandpiper 133A - Updated (2021) one bedroom, sleeps 4.

Princeville
9.6 out of 10, Exceptional, (54)
"Best time ever. Love this island so much! "
United States
William K.
The price is NZ$703
includes taxes & fees
25 Nov - 26 Nov
Sandpiper 133A - Updated (2021) one bedroom, sleeps 4.

Charming Beachfront Condo! 2BR

Waipouli
9.8 out of 10, Exceptional, (56)
"Very Clean and quiet, great for a family stay! Love the chocolate and cookies that are provided."
United States
Xinzhuo A.
The price is NZ$813
includes taxes & fees
23 Nov - 24 Nov
Charming Beachfront Condo! 2BR
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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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$466 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.