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. Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas
4.0 star property
Poipu
9.2 out of 10, Wonderful, (877 reviews)
"Everything about it was paradise!"
United States
shirlee
Sheraton Kauai Resort Villas

2. Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very good, (1,283 reviews)
"Great location"
United States
Richard
The price is CA $254
CA $355 total
includes taxes & fees
Oct 25 - Oct 26
Banyan Harbor Resort

3. 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
The price is CA $203
CA $291 total
includes taxes & fees
Oct 12 - Oct 13
Plantation Hale Suites

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.
The price is CA $837
CA $1,793 total
includes taxes & fees
Sep 26 - Sep 27
Romantic Cottage, Private Acre of Paradise, View! Pool!

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.
The price is CA $2,152
CA $4,666 total
includes taxes & fees
Oct 3 - Oct 4
Beachfront Luxury Home, Panoramic Ocean Views, Walk To Tunnels Beach TVNCU-1214

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 $1,688
CA $3,008 total
includes taxes & fees
Oct 5 - Oct 6
Walk to Hanalei Bay&Town. Waterfalls&Mountain Views. A/C, FREE Surf,Sup,Bike.etc

7. 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 $370
CA $911 total
includes taxes & fees
Oct 3 - Oct 4
Deluxe Island Retreat-Newly Remodeled - SUMMER SPECIAL

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.
The price is CA $478
CA $1,025 total
includes taxes & fees
Sep 25 - Sep 26
Sweeping "WOW" Ocean Views from Every Room and Balcony - Penthouse Location

9. Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!

Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!
Poipu
9.8 out of 10, Exceptional, (80 reviews)
"Very clean and the view was great. Very nice and a great price to stay!"
United States
Larry W.
The price is CA $413
CA $830 total
includes taxes & fees
Sep 25 - Sep 26
Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!

10. 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 $430
CA $1,045 total
includes taxes & fees
Sep 25 - Sep 26
299 night May special. Air Conditioned Luxury Island Retreat. Newly Remodeled.

11. 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 $115
CA $444 total
includes taxes & fees
Sep 25 - Sep 26
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

12. Poipu Vibes in Modern Comfort! AC- Washer Dryer in unit partial OV- Rare find

Poipu Vibes in Modern Comfort! AC- Washer Dryer in unit partial OV- Rare find
Poipu
9.8 out of 10, Exceptional, (93 reviews)
"Everything was great! The host was exceptional, the property was nice, it was a great place to stay as we visited Poipu."
United States
Rick B.
The price is CA $603
CA $806 total
includes taxes & fees
Sep 27 - Sep 28
Poipu Vibes in Modern Comfort! AC- Washer Dryer in unit partial OV- Rare find

13. 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.
The price is CA $491
CA $1,408 total
includes taxes & fees
Sep 25 - Sep 26
Tropical style Luxury Townhome, newly renovated - Paradise!

14. 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 $303
CA $1,185 total
includes taxes & fees
Sep 30 - Oct 1
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8

15. 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 $535
CA $1,074 total
includes taxes & fees
Sep 25 - Sep 26
OCEANFRONT! at the Pono Kai Resort in Kauai AMAZING Views AC 2BR/2BA - Kapaa

16. 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.
The price is CA $475
CA $1,105 total
includes taxes & fees
Sep 25 - Sep 26
Mesmerizing ocean view -Hawaiiana Style walkout unit - whale and bird watching

17. 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 $1,055
CA $2,396 total
includes taxes & fees
Sep 25 - Sep 26
Unaffected by Hurricane-Private 4 BR Luxury Home in Poipu - Sleeps 10 TVNC#1194

18. 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 $880
CA $2,087 total
includes taxes & fees
Sep 25 - Sep 26
Poipu Pili Mai 4 Bedroom Condo with Ocean Views, Pool & Golf Course Access

19. Edge of Cliff Luxury Penthouse over largest coral reef in HI - Beach access & AC

Edge of Cliff Luxury Penthouse over largest coral reef in HI - Beach access & AC
Princeville
10.0 out of 10, Exceptional, (120 reviews)
"Excellent accommodations, beautiful view."
United States
Steven B.
The price is CA $442
CA $1,107 total
includes taxes & fees
Sep 25 - Sep 26
Edge of Cliff Luxury Penthouse over largest coral reef in HI - Beach access & AC

20. Quiet Kiahuna plantation #88 , New Remodel with AC

Quiet Kiahuna plantation #88 , New Remodel with AC
Poipu
10.0 out of 10, Exceptional, (36 reviews)
"Rental was clean with tons of kitchen supplies and extra linen for pull out sofa. Loved the wagon on the porch to take stuff down to the beach. Easy access to pool and beach. Wonderful gym amenities! "
United States
Melissa H.
The price is CA $421
CA $1,221 total
includes taxes & fees
Sep 25 - Sep 26
Quiet Kiahuna plantation #88 , New Remodel with AC
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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