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

West Side Vacation Rentals

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Our top choices for West Side vacation rentals

1. White Sand Beaches on the Sunny Westside of Kauai.

White Sand Beaches on the Sunny Westside of Kauai.
Kekaha
9.6 out of 10, Exceptional, (158 reviews)
"Great location, host, and HoCo treated us every morning."
United States
Kent K.
The price is CA $378
CA $879 total
includes taxes & fees
Sep 20 - Sep 21
White Sand Beaches on the Sunny Westside of Kauai.

2. Plantation Hale Suites

Plantation Hale Suites
3.0 star property
Waipouli
8.0 out of 10, Very good, (1,750 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
The price is CA $183
CA $267 total
includes taxes & fees
Oct 1 - Oct 2
Plantation Hale Suites

3. Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very good, (1,282 reviews)
"Great location"
United States
Richard
The price is CA $244
CA $343 total
includes taxes & fees
Sep 20 - Sep 21
Banyan Harbor Resort

4. Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas
4.0 star property
Poipu
9.2 out of 10, Wonderful, (876 reviews)
"Everything about it was paradise!"
United States
shirlee
The price is CA $513
CA $609 total
includes taxes & fees
Oct 2 - Oct 3
Sheraton Kauai Resort Villas

5. 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 $832
CA $1,783 total
includes taxes & fees
Sep 29 - Sep 30
Romantic Cottage, Private Acre of Paradise, View! Pool!

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.
The price is CA $1,678
CA $2,991 total
includes taxes & fees
Oct 6 - Oct 7
Walk to Hanalei Bay&Town. Waterfalls&Mountain Views. A/C, FREE Surf,Sup,Bike.etc

7. 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, (117 reviews)
"It was an amazing place!"
United States
Amber M.
The price is CA $2,140
CA $4,915 total
includes taxes & fees
Oct 3 - Oct 4
Beachfront Luxury Home, Panoramic Ocean Views, Walk To Tunnels Beach TVNCU-1214

8. OCEANFRONT! at the Pono Kai Resort in Kauai AMAZING Views AC 2BR/2BA - Kapaa

OCEANFRONT! at the Pono Kai Resort in Kauai AMAZING Views AC 2BR/2BA - Kapaa
Kapaa
9.4 out of 10, Exceptional, (124 reviews)
"The view was everything! Spectacular!The unit was clean and very comfortable The hosts saw to all our needs."
United States
Sarah R.
The price is CA $532
CA $1,083 total
includes taxes & fees
Sep 20 - Sep 21
OCEANFRONT! at the Pono Kai Resort in Kauai AMAZING Views AC 2BR/2BA - Kapaa

9. 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.
The price is CA $476
CA $1,019 total
includes taxes & fees
Sep 20 - Sep 21
Sweeping "WOW" Ocean Views from Every Room and Balcony - Penthouse Location

10. 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
The price is CA $368
CA $959 total
includes taxes & fees
Sep 20 - Sep 21
Deluxe Island Retreat-Newly Remodeled - SUMMER SPECIAL

11. 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 $505 total
includes taxes & fees
Sep 22 - Sep 23
Tropical, Bright Princeville Studio with Mountain Views

12. 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
The price is CA $301
CA $1,179 total
includes taxes & fees
Sep 22 - Sep 23
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8

13. 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, (143 reviews)
"Amazing place to stay."
United States
Caitlin N.
The price is CA $428
CA $1,039 total
includes taxes & fees
Sep 20 - Sep 21
299 night May special. Air Conditioned Luxury Island Retreat. Newly Remodeled.

14. Cycle or Walk to Hanalei Bay

Cycle or Walk to Hanalei Bay
Hanalei
10.0 out of 10, Exceptional, (75 reviews)
"Place was nice!"
United States
Carley
The price is CA $977
CA $2,147 total
includes taxes & fees
Sep 22 - Sep 23
Cycle or Walk to Hanalei Bay

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, (162 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.
The price is CA $498
CA $1,134 total
includes taxes & fees
Sep 25 - Sep 26
Mesmerizing ocean view -Hawaiiana Style walkout unit - whale and bird watching

16. Poipu Pili Mai 4 Bedroom Condo with Ocean Views, Pool & Golf Course Access

Poipu Pili Mai 4 Bedroom Condo with Ocean Views, Pool & Golf Course Access
Poipu
10.0 out of 10, Exceptional, (82 reviews)
"Janice and Brett were extremely accommodating and friendly. The condo has a wonderful view and is very conveniently located. We were a crew of 8 people and the space was great for that family size."
United States
Marjorie C.
The price is CA $875
CA $1,960 total
includes taxes & fees
Sep 20 - Sep 21
Poipu Pili Mai 4 Bedroom Condo with Ocean Views, Pool & Golf Course Access

17. Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home

Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home
Poipu
10.0 out of 10, Exceptional, (274 reviews)
"Wonderful property-wonderful hosts!"
United States
Anonymous traveller
The price is CA $642
CA $1,305 total
includes taxes & fees
Sep 20 - Sep 21
Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home

18. Paradise retreat! Plunge Pool, Hot Tub, AC & Water Gears!

Paradise retreat! Plunge Pool, Hot Tub, AC & Water Gears!
Princeville
9.6 out of 10, Exceptional, (123 reviews)
"Nice, very convenient place, had everything we needed."
United States
Katya G.
The price is CA $477
CA $1,908 total
includes taxes & fees
Sep 20 - Sep 21
Paradise retreat! Plunge Pool, Hot Tub, AC & Water Gears!

19. Tropical style Luxury Townhome, newly renovated - Paradise!

Tropical style Luxury Townhome, newly renovated - Paradise!
Princeville
10.0 out of 10, Exceptional, (107 reviews)
"Very well equipped spacious condo, kitchen has everything you need, very clean, bright, lots of amenities for the beach, chairs, surfboards etc, we will definitely book this unit again!"
Canada
Dallas L.
The price is CA $488
CA $1,400 total
includes taxes & fees
Sep 22 - Sep 23
Tropical style Luxury Townhome, newly renovated - Paradise!

20. Unaffected by Hurricane-Private 4 BR Luxury Home in Poipu - Sleeps 10 TVNC#1194

Unaffected by Hurricane-Private 4 BR Luxury Home in Poipu - Sleeps 10 TVNC#1194
Poipu
9.8 out of 10, Exceptional, (119 reviews)
"Location was great "
United States
Karen G.
The price is CA $1,049
CA $2,249 total
includes taxes & fees
Sep 20 - Sep 21
Unaffected by Hurricane-Private 4 BR Luxury Home in Poipu - Sleeps 10 TVNC#1194
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with West Side. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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