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

Our top choices for West Side vacation 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
$210 nightly
The price is $250
Oct 5 - Oct 6
Total with taxes and fees
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
$181 nightly
The price is $214
Oct 12 - Oct 13
Total with taxes and fees
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.
$270 nightly
The price is $318
Oct 8 - Oct 9
Total with taxes and fees
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.
$1,015 nightly
The price is $1,196
Sep 29 - Sep 30
Total with taxes and fees
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.
$2,833 nightly
The price is $3,335
Oct 3 - Oct 4
Total with taxes and fees
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.
$1,737 nightly
The price is $2,043
Oct 4 - Oct 5
Total with taxes and fees
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
$260 nightly
The price is $306
Sep 29 - Sep 30
Total with taxes and fees
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.
$588 nightly
The price is $692
Sep 29 - Sep 30
Total with taxes and fees
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.
$599 nightly
The price is $705
Sep 29 - Sep 30
Total with taxes and fees
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
$674 nightly
The price is $791
Sep 30 - Oct 1
Total with taxes and fees
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.
$405 nightly
The price is $477
Oct 28 - Oct 29
Total with taxes and fees
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.
$345 nightly
The price is $406
Oct 17 - Oct 18
Total with taxes and fees
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.
$353 nightly
The price is $416
Sep 29 - Sep 30
Total with taxes and fees
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.
$470 nightly
The price is $554
Sep 29 - Sep 30
Total with taxes and fees
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.
$629 nightly
The price is $740
Sep 29 - Sep 30
Total with taxes and fees
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.
$650 nightly
The price is $763
Oct 2 - Oct 3
Total with taxes and fees
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
$549 nightly
The price is $647
Oct 2 - Oct 3
Total with taxes and fees
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.
$808 nightly
The price is $951
Sep 30 - Oct 1
Total with taxes and fees
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.
$269 nightly
The price is $315
Oct 9 - Oct 10
Total with taxes and fees
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 19 hours ago
Kaua'i Palms 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 $214 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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