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West Side Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for West Side vacation rentals

Aerial view
Plantation Hale Suites

Plantation Hale Suites

Plantation Hale Suites
3.0 star property
Waipouli
8.0 out of 10, Very Good, (1672)
"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
$254 nightly
The price is $301
Jan 18 - Jan 19
Total with taxes and fees
Plantation Hale Suites
Pool
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

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

Islander Family Studio 137, Ground Floor, Steps to Pool and Beach
Waipouli
9.4 out of 10, Exceptional, (97)
"Great location"
United States
Billy F.
$354 nightly
The price is $413
Feb 1 - Feb 2
Total with taxes and fees
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach
Outdoor pool, open 8:00 AM to 9:00 PM, sun loungers
Banyan Harbor Resort

Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.6 out of 10, Excellent, (1125)
"Was nice"
United States
Sanjeev
$350 nightly
The price is $416
Feb 1 - Feb 2
Total with taxes and fees
Banyan Harbor Resort
2 outdoor pools, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers
The Cliffs at Princeville

The Cliffs at Princeville

The Cliffs at Princeville
3.5 star property
Princeville
8.8 out of 10, Excellent, (247)
"Great place, clean, and with all the basic amenities you look for on a mini vacation! "
United States
Zeenat
$367 nightly
The price is $436
Jan 3 - Jan 4
Total with taxes and fees
The Cliffs at Princeville
Property grounds
Cozy Studio By The Beach! 1BR

Cozy Studio By The Beach! 1BR

Cozy Studio By The Beach! 1BR
Waipouli
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.
$355 nightly
The price is $415
Jan 5 - Jan 6
Total with taxes and fees
Cozy Studio By The Beach! 1BR
Beach nearby, beach towels
Amazing Studio By The Beach! 1BR

Amazing Studio By The Beach! 1BR

Amazing Studio By The Beach! 1BR
Waipouli
9.0 out of 10, Wonderful, (44)
"Great little room right next to the beach!"
United States
Jasmine G.
$296 nightly
The price is $346
Jan 19 - Jan 20
Total with taxes and fees
Amazing Studio By The Beach! 1BR
Property grounds
Oceanfront on Kauai starting at $140/night!

Oceanfront on Kauai starting at $140/night!

Oceanfront on Kauai starting at $140/night!
Waipouli
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.
$366 nightly
The price is $428
Jan 17 - Jan 18
Total with taxes and fees
Oceanfront on Kauai starting at $140/night!
Property grounds
HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees

HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees

HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees
Princeville
8.8 out of 10, Excellent, (90)
"Beautiful resort with the most amazing views and pool!"
United States
Anonymous traveler
$429 nightly
The price is $499
Feb 1 - Feb 2
Total with taxes and fees
HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees
Outdoor dining
Charming Beachfront Condo! 2BR

Charming Beachfront Condo! 2BR

Charming Beachfront Condo! 2BR
Waipouli
9.8 out of 10, Exceptional, (58)
"Great location right on the water!"
United States
M R.
$460 nightly
The price is $538
Jan 17 - Jan 18
Total with taxes and fees
Charming Beachfront Condo! 2BR
Beach nearby, sun loungers, beach towels
Adorable Studio, sleeps 3 - Totally renovated in 2018

Adorable Studio, sleeps 3 - Totally renovated in 2018

Adorable Studio, sleeps 3 - Totally renovated in 2018
Princeville
9.4 out of 10, Exceptional, (150)
"Cute and quiet place to stay! The area is walkable and a close driving distance from many nearby beaches, shopping, and food. It was easy to navigate and checking in and out was a breeze. The place was clean and served its purpose for my trip!"
United States
Harley
$218 nightly
The price is $256
Jan 4 - Jan 5
Total with taxes and fees
Adorable Studio, sleeps 3 - Totally renovated in 2018
On the beach
H-G-T-V type Renovation, Million Dollar view starting at only $210/night!

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

H-G-T-V type Renovation, Million Dollar view starting at only $210/night!
Waipouli
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
$355 nightly
The price is $415
Jan 3 - Jan 4
Total with taxes and fees
H-G-T-V type Renovation, Million Dollar view starting at only $210/night!
Property grounds
HBR Couples Lockoff 7201, Ocean View, Quiet Location, Add'l Resort Fees

HBR Couples Lockoff 7201, Ocean View, Quiet Location, Add'l Resort Fees

HBR Couples Lockoff 7201, Ocean View, Quiet Location, Add'l Resort Fees
Princeville
8.2 out of 10, Very Good, (71)
"Had a great time! Resort was very clean and had great amenities including two nice pools. It is very hilly but they offer golf cart pickups for getting around. Wifi and cell signal can be spotty at times. Would definitely stay here again!"
United States
Tony T.
$452 nightly
The price is $525
Feb 1 - Feb 2
Total with taxes and fees
HBR Couples Lockoff 7201, Ocean View, Quiet Location, Add'l Resort Fees
Property grounds
Tropical, Bright Studio: Steps to Golf Course, Beaches, & Amazing Views

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

Tropical, Bright Studio: Steps to Golf Course, Beaches, & Amazing Views
Princeville
9.4 out of 10, Exceptional, (107)
"This place was cute, clean and great location. We enjoyed our stay!"
United States
Caroline d.
$335 nightly
The price is $392
Jan 14 - Jan 15
Total with taxes and fees
Tropical, Bright Studio: Steps to Golf Course, Beaches, & Amazing Views
Outdoor pool
Sandpiper 133A - Updated (2021) one bedroom, sleeps 4.

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

Sandpiper 133A - Updated (2021) one bedroom, sleeps 4.
Princeville
9.6 out of 10, Exceptional, (57)
"Best time ever. Love this island so much! "
United States
William K.
$360 nightly
The price is $421
Jan 20 - Jan 21
Total with taxes and fees
Sandpiper 133A - Updated (2021) one bedroom, sleeps 4.
Pool
Sandpiper 129A - Updated, modern, comfortable 1 bd

Sandpiper 129A - Updated, modern, comfortable 1 bd

Sandpiper 129A - Updated, modern, comfortable 1 bd
Princeville
10.0 out of 10, Exceptional, (153)
"The atmosphere was excellent. We could enjoy the beautiful sunset every evening and cute nenes too."
Japan
Yoshiko
$364 nightly
The price is $426
Feb 1 - Feb 2
Total with taxes and fees
Sandpiper 129A - Updated, modern, comfortable 1 bd
Beach nearby, sun loungers, beach towels
Ocean-View Studio, Steps from Beaches In Sunny Poipu

Ocean-View Studio, Steps from Beaches In Sunny Poipu

Ocean-View Studio, Steps from Beaches In Sunny Poipu
Poipu
9.8 out of 10, Exceptional, (217)
"Place was quiet, clean and just right for our needs."
United States
Bryan D.
$490 nightly
The price is $573
Jan 22 - Jan 23
Total with taxes and fees
Ocean-View Studio, Steps from Beaches In Sunny Poipu
On the beach
Waterfront condo on the ground floor with a pool, ocean views & beach access

Waterfront condo on the ground floor with a pool, ocean views & beach access

Waterfront condo on the ground floor with a pool, ocean views & beach access
Waipouli
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.
$450 nightly
The price is $526
Jan 10 - Jan 11
Total with taxes and fees
Waterfront condo on the ground floor with a pool, ocean views & beach access
Outdoor dining
An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (61)
"It was comfortable, convenient and affordable base of operations to take advantage of the numerous sights and activities of Kauai. "
United States
John R.
$351 nightly
The price is $411
Jan 10 - Jan 11
Total with taxes and fees
An Affordable Alternative to Expensive Accommodations in Poipu
Interior
An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.4 out of 10, Exceptional, (63)
"The property was excellent and the owner is a really helpful person."
United States
Svitlana
$383 nightly
The price is $448
Jan 5 - Jan 6
Total with taxes and fees
An Affordable Alternative to Expensive Accommodations in Poipu
Property grounds
Oceanfront Air Conditioned Condo ~ Walk to Beach ~ Amazing Views

Oceanfront Air Conditioned Condo ~ Walk to Beach ~ Amazing Views

Oceanfront Air Conditioned Condo ~ Walk to Beach ~ Amazing Views
Princeville
10.0 out of 10, Exceptional, (96)
"The condo was beautiful and well equipped. The view was spectacular. We all wished we could have stayed longer/forever!"
United States
Debbie B.
$532 nightly
The price is $623
Jan 24 - Jan 25
Total with taxes and fees
Oceanfront Air Conditioned Condo ~ Walk to Beach ~ Amazing Views
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

Kauai Shores Hotel

Kauai Shores Hotel

10/10 Excellent
"A well maintained property with some classic beach charm."
Tyler 7-night trip
Posted 23 hours ago
Kauai Shores Hotel

Find out more about West Side

Everything you need to know about West Side vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the West Side vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

West Side vacation 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 low season months. For more hustle and bustle, you may prefer to visit West Side in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $239 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on West Side rentals

At Expedia, we put the best West Side vacation 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 vacation.

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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