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

West Side Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for West Side vacation rentals

A room with a sliding glass door leading to a balcony with a view of a grassy field and trees.

1. Plantation Hale Suites

Plantation Hale Suites
3.0 star property
Waipouli
8.0 out of 10, Very good, (1,762 reviews)
"Such a great place to stay and just a short walk to the beach. Perfect!"
United States
Kabryn
The price is CA $191
CA $277 total
includes taxes & fees
Nov 24 - Nov 25
Plantation Hale Suites
A swimming pool with lounge chairs, a building with solar panels, and a cruise ship in the background.

2. Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very good, (1,295 reviews)
"We really enjoyed our stay! The place was really clean. The location is great as well!"
United States
Martha
The price is CA $305
CA $415 total
includes taxes & fees
Nov 18 - Nov 19
Banyan Harbor Resort
A resort pool with a clear view of the ocean and mountains in the background.

3. Marriott's Kauai Lagoons

Marriott's Kauai Lagoons
3.5 star property
Lihue
9.4 out of 10, Exceptional, (160 reviews)
"Staff was wonderful and the villa was amazing."
United States
Rhonda
The price is CA $906
CA $1,076 total
includes taxes & fees
Nov 7 - Nov 8
Marriott's Kauai Lagoons
A tropical resort with a clear pool, palm trees, a waterfall, and a beach view.

4. HBR Studio Lockoff 1557, King Bed and Queen Sleeper, AC Add'l Resort Fees

HBR Studio Lockoff 1557, King Bed and Queen Sleeper, AC Add'l Resort Fees
Princeville
9.0 out of 10, Wonderful, (88 reviews)
"Amazing resort & amazing views!!"
United States
Grace F.
The price is CA $126
CA $504 total
includes taxes & fees
Oct 30 - Oct 31
HBR Studio Lockoff 1557, King Bed and Queen Sleeper, AC Add'l Resort Fees
A beach with clear turquoise water, a sandy shore, and a rocky foreground.

5. Modern Island Studio

Modern Island Studio
Princeville
9.8 out of 10, Exceptional, (291 reviews)
"This a a fabulous studio in a great North Shore location! Kimberlee provides all the amenities you need and more, including beach towels, chairs, umbrella, boogie boards and snorkeling equipment! The bed and furniture are very comfortable. The A/C and fans work really well, and the lanai (patio) is a great place to unwind after a long day exploring. Highly recommend!"
United States
Chuck
The price is CA $173
CA $466 total
includes taxes & fees
Nov 3 - Nov 4
Modern Island Studio
A living room with a sofa, coffee table, TV, and a cabinet. There's a balcony with a view of greenery.

6. Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!
Princeville
9.8 out of 10, Exceptional, (151 reviews)
"My wife and I had an incredible time at the studio.The location is perfect, the amenities were very helpful (beach chairs, umbrella, parking pass, etc).Daniel was easy to communicate with and answered any questions we had.Your stay in the north shore will be pricey, but this place was a bright spot for the wallet and made our time that much better!"
United States
Kade W.
The price is CA $108
CA $472 total
includes taxes & fees
Nov 1 - Nov 2
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!
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 CA $147
CA $506 total
includes taxes & fees
Oct 28 - Oct 29
Tropical, Bright Princeville Studio with Mountain Views
A resort with a clear pool, palm trees, and a waterfall.

8. 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, (109 reviews)
"We enjoyed our stay! Beautiful place. "
United States
Rhonda R.
The price is CA $155
CA $550 total
includes taxes & fees
Nov 4 - Nov 5
HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees
A lush garden with a pond, koi fish, and a waterfall.

9. Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!

Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
Poipu
9.2 out of 10, Wonderful, (129 reviews)
"Very comfortable and spacious. Has everything you need, and we enjoyed the beach equipment and high quality pool towels. The linens and towels were high quality also. The a/c worked great."
United States
Annette F.
The price is CA $122
CA $513 total
includes taxes & fees
Oct 28 - Oct 29
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
A tropical resort with a clear pool, palm trees, a waterfall, and a beach view.

10. 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, (84 reviews)
"Place was as described, we had a wonderful stay. Resort was lovely. "
United States
Heidi L.
The price is CA $112
CA $485 total
includes taxes & fees
Oct 30 - Oct 31
HBR Couples Lockoff 7201, Ocean View, Quiet Location, Add'l Resort Fees
A balcony with a view of the ocean, palm trees, and a purple orchid.

11. Ocean-View Studio, Steps to Beaches, in Sunny Poipu

Ocean-View Studio, Steps to Beaches, in Sunny Poipu
Poipu
9.8 out of 10, Exceptional, (248 reviews)
"Great location. Perfect for our short stay."
United States
Heather A.
The price is CA $307
CA $719 total
includes taxes & fees
Oct 26 - Oct 27
Ocean-View Studio, Steps to Beaches, in Sunny Poipu
A resort with a large pool, palm trees, and a view of the ocean.

12. Stunning Views of Hanalei Bay and Bali Hai | Kauai North Shore

Stunning Views of Hanalei Bay and Bali Hai | Kauai North Shore
Princeville
9.8 out of 10, Exceptional, (296 reviews)
"Beautiful stay, pictures don’t do it justice."
United States
Christian D.
The price is CA $245
CA $675 total
includes taxes & fees
Oct 27 - Oct 28
Stunning Views of Hanalei Bay and Bali Hai | Kauai North Shore
A nighttime pool area with a clear sky, a crescent moon, and a well-lit building with a pool.

13. Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed

Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed
Poipu
9.8 out of 10, Exceptional, (113 reviews)
"Great location! One of the nicer and newer places near the Poipu area."
United States
Ryan C.
The price is CA $179
CA $945 total
includes taxes & fees
Oct 30 - Oct 31
Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed
A clear pool surrounded by tropical vegetation and a building with a red roof.

14. Stunning Ocean and Mountain View | Kauai North Shore

Stunning Ocean and Mountain View | Kauai North Shore
Princeville
9.6 out of 10, Exceptional, (244 reviews)
"Very nice with a fantastic landscape and greenery , a little dated but would do again"
United States
Lloyd R.
The price is CA $461
CA $1,037 total
includes taxes & fees
Nov 23 - Nov 24
Stunning Ocean and Mountain View | Kauai North Shore
A hotel entrance with a sign reading "Islander on the Beach," featuring a covered walkway, stone flooring, and tropical landscaping.

15. 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 CA $103
CA $429 total
includes taxes & fees
Oct 27 - Oct 28
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach
A beach with clear blue water, sandy shore, and lush green hills in the background.

16. 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 CA $693
CA $1,599 total
includes taxes & fees
Oct 31 - Nov 1
Romantic Cottage, Private Acre of Paradise, View! Pool!
A spacious living area with a sofa, chairs, a coffee table, and a TV. It features a balcony with a view of palm trees and the ocean.

17. Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!

Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!
Poipu
9.8 out of 10, Exceptional, (204 reviews)
"Very easy instructions to enter and the villa had everything we needed. Great ocean view too!"
Australia
Annie B.
The price is CA $294
CA $907 total
includes taxes & fees
Nov 10 - Nov 11
Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!
A pool area with a water slide, palm trees, and a waterfall feature.

18. Beachfront Condo Poipu Beach Amenities Galore

Beachfront Condo Poipu Beach Amenities Galore
Poipu
8.6 out of 10, Excellent, (80 reviews)
"Great property, we had a great stay"
United States
VICTORIA G.
The price is CA $195
CA $589 total
includes taxes & fees
Nov 6 - Nov 7
Beachfront Condo Poipu Beach Amenities Galore
A nighttime pool area with a clear sky, a crescent moon, and a well-lit building with a pool.

19. Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6

Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6
Poipu
9.4 out of 10, Exceptional, (99 reviews)
"Loved this place! So clean and located just a couple minutes from the beach!! It was very quiet place and super clean! We absolutely loved staying here!"
United States
Ananiah
The price is CA $275
CA $1,083 total
includes taxes & fees
Nov 5 - Nov 6
Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6
A clear blue pool with rock formations, lounge chairs, and a thatched umbrella.

20. Majestic North Shore "Cliffs" Condo

Majestic North Shore "Cliffs" Condo
Princeville
9.4 out of 10, Exceptional, (32 reviews)
"I absolutely loved everything so beautiful and has everything for a home to do around the island:)"
United States
DARCY
The price is CA $274
CA $689 total
includes taxes & fees
Oct 30 - Oct 31
Majestic North Shore "Cliffs" Condo
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
"Nice place"
Larry 1-night trip
Posted 9 hours ago
OUTRIGGER Kauaʻi Beach Resort & Spa

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of West Side vacation rentals we have selected for you start as low as CA $277 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 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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