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Holiday Rentals in West Side

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Our top choices for West Side holiday rentals

Aparthotel in Waipouli

Plantation Hale Suites
3.0 star property
8.0 out of 10, Very good, (1673)
"Love the Plantation Hale! We have stayed here several times and my family loves it! Great location on the island and it has everything we need!"
United States
Julie
The price is €258
includes taxes & fees
18 Jan - 19 Jan
Plantation Hale Suites
9.4 out of 10, Exceptional, (135)
"Quiet clean studio condo in beautiful vacation neighborhood. Hope to stay here again"
United States
Jessica
The price is €228
includes taxes & fees
31 Jan - 1 Feb
Sandpiper 133B - updated and renovated studio in Princeville
9.4 out of 10, Exceptional, (97)
"Great location"
United States
Billy F.
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach
9.4 out of 10, Exceptional, (42)
"Our stay at David's was wonderful. There was a leak in the AC when we first turned it on due to the drastic temperature change, but David immediately called and he and his daughter came by 30 minutes later to install a drip catcher panel. Shampoo/conditioner/soap all provided, as well as some dishware. Location was great, right across the street from Safeway and Wailua shave ice. Would stay here again!"
United States
Nicole L.
Cozy Studio By The Beach! 1BR
9.6 out of 10, Exceptional, (24)
"Great location, well stocked, clean. "
United States
Sanjay
Dreamy Beachfront Studio! 1BR
9.8 out of 10, Exceptional, (21)
"Nice, clean, very comfortable. Steps away from the beach, market, restaurants. "
United States
Juliette
Islander on the Beach 115 Ocean View Studio
8.8 out of 10, Excellent, (90)
"Beautiful resort with the most amazing views and pool!"
United States
Anonymous traveller
HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees
9.4 out of 10, Exceptional, (107)
"This place was cute, clean and great location. We enjoyed our stay!"
United States
Caroline d.
Tropical, Bright Studio: Steps to Golf Course, Beaches, & Amazing Views
10.0 out of 10, Exceptional, (154)
"The atmosphere was excellent. We could enjoy the beautiful sunset every evening and cute nenes too."
Japan
Yoshiko
Sandpiper 129A - Updated, modern, comfortable 1 bd
9.0 out of 10, Wonderful, (44)
"Great little room right next to the beach!"
United States
Jasmine G.
Amazing Studio By The Beach! 1BR
9.6 out of 10, Exceptional, (264)
"Spotlessly clean, beautiful view, super responsive hosts, and a short walk from the baby beach by lava lava beach club! Could not have asked for a better way to start our vacation! "
United States
Kathryn R.
Oceanfront on Kauai starting at $140/night!
8.8 out of 10, Excellent, (71)
"Lovely stay!"
United States
Kellie H.
The price is €412
includes taxes & fees
1 Feb - 2 Feb
HBR Studio Lockoff 1557, King Bed and Queen Sleeper, AC Add'l Resort Fees
9.2 out of 10, Wonderful, (66)
"Beautiful ground floor condo. WellAppointed. Steps to the pool and just a few more to the beach/ocean. Great place to watch the sun rise every morning. "
United States
Jeanette M.
The price is €454
includes taxes & fees
10 Jan - 11 Jan
Waterfront condo on the ground floor with a pool, ocean views & beach access

Aparthotel in Princeville

The Cliffs at Princeville
3.5 star property
8.8 out of 10, Excellent, (248)
"Great place, clean, and with all the basic amenities you look for on a mini vacation! "
United States
Zeenat
The Cliffs at Princeville
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 €932
includes taxes & fees
14 Jan - 15 Jan
Romantic Cottage, Private Acre of Paradise, View! Pool!
9.8 out of 10, Exceptional, (58)
"Nice place. Enjoyed the balcony. "
United States
James D.
The price is €529
includes taxes & fees
7 Feb - 8 Feb
Charming Beachfront Condo! 2BR
9.8 out of 10, Exceptional, (218)
"Place was quiet, clean and just right for our needs."
United States
Bryan D.
Ocean-View Studio, Steps from Beaches In Sunny Poipu
8.2 out of 10, Very good, (73)
"Spectacular views and surroundings. But "
United States
Shankar
The price is €434
includes taxes & fees
1 Feb - 2 Feb
HBR Couples Lockoff 7201, Ocean View, Quiet Location, Add'l Resort Fees
10.0 out of 10, Exceptional, (126)
"We wish we could have stayed longer. Great location and lovely time sitting on the lanai. "
United States
Janelle B.
Top Floor Beautiful Ocean View Studio
9.8 out of 10, Exceptional, (228)
"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
H-G-T-V type Renovation, Million Dollar view starting at only $210/night!
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

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, apart-hotels, 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 €228 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.