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 $385
CA $892 total
includes taxes & fees
Nov 2 - Nov 3
White Sand Beaches on the Sunny Westside of Kauai.

2. Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas
4.0 star property
Poipu
9.2 out of 10, Wonderful, (881 reviews)
"Everything about it was paradise!"
United States
shirlee
The price is CA $466
CA $553 total
includes taxes & fees
Nov 2 - Nov 3
Sheraton Kauai Resort Villas

3. Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very good, (1,288 reviews)
"Great location"
United States
Richard
The price is CA $257
CA $360 total
includes taxes & fees
Nov 1 - Nov 2
Banyan Harbor Resort

4. Plantation Hale Suites

Plantation Hale Suites
3.0 star property
Waipouli
8.0 out of 10, Very good, (1,754 reviews)
"The property was perfect for our needs and we loved how usable the kitchen was. Everything was walkable from this room and the property was well maintained."
United States
Jennifer
The price is CA $202
CA $291 total
includes taxes & fees
Nov 1 - Nov 2
Plantation Hale Suites

5. 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, (149 reviews)
"Great property located in a great location. "
United States
Joe W.
The price is CA $110
CA $481 total
includes taxes & fees
Oct 12 - Oct 13
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

6. 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, (87 reviews)
"Amazing resort & amazing views!!"
United States
Grace F.
The price is CA $158
CA $560 total
includes taxes & fees
Oct 8 - Oct 9
HBR Studio Lockoff 1557, King Bed and Queen Sleeper, AC Add'l Resort Fees

7. 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, (295 reviews)
"The most amazing view ever! We loved this room and the Hanalei Bay resort in general."
United States
Lexi M.
The price is CA $250
CA $687 total
includes taxes & fees
Oct 27 - Oct 28
Stunning Views of Hanalei Bay and Bali Hai | Kauai North Shore

8. 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 $107
CA $454 total
includes taxes & fees
Oct 10 - Oct 11
Tropical, Bright Princeville Studio with Mountain Views

9. 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 $142
CA $537 total
includes taxes & fees
Oct 16 - Oct 17
HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees

10. 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.
The price is CA $166
CA $456 total
includes taxes & fees
Oct 8 - Oct 9
Modern Island Studio

11. D3, BREATHTAKING OCEAN views from ALL windows! Private End Unit. Walkin Shower.

D3, BREATHTAKING OCEAN views from ALL windows! Private End Unit. Walkin Shower.
Princeville
9.8 out of 10, Exceptional, (312 reviews)
"Amazing view of the ocean and albatrosses flying by. Convenient to the lighthouse and bird sanctuary and sunset at Hanalei"
United States
James C.
The price is CA $357
CA $868 total
includes taxes & fees
Oct 31 - Nov 1
D3, BREATHTAKING OCEAN views from ALL windows! Private End Unit. Walkin Shower.

12. 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, (247 reviews)
"Great location. Perfect for our short stay."
United States
Heather A.
The price is CA $312
CA $729 total
includes taxes & fees
Oct 9 - Oct 10
Ocean-View Studio, Steps to Beaches, in Sunny Poipu

13. Elegant Princeville Condo with Cozy Loft Bedroom and Mountain Views

Elegant Princeville Condo with Cozy Loft Bedroom and Mountain Views
Princeville
9.4 out of 10, Exceptional, (109 reviews)
"It was a very charming condo in a very safe and beautiful community. Would definitely stay again."
United States
Kelly H.
The price is CA $150
CA $543 total
includes taxes & fees
Oct 12 - Oct 13
Elegant Princeville Condo with Cozy Loft Bedroom and Mountain Views

14. 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 $314
CA $751 total
includes taxes & fees
Oct 7 - Oct 8
Majestic North Shore "Cliffs" Condo

15. 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, (127 reviews)
"A wonderful place to land very convenient to all the adventures the south had to offer. The space was clean and comfortable. Would stay here again!"
United States
Christine A.
The price is CA $171
CA $589 total
includes taxes & fees
Oct 20 - Oct 21
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!

16. Oceanfront Boutique Condo. 5% Discount for Most Stays of 7 or More Nights

Oceanfront Boutique Condo. 5% Discount for Most Stays of 7 or More Nights
Waipouli
10.0 out of 10, Exceptional, (156 reviews)
"The condo was equipped with everything we needed for our stay and the pool/beach were beautiful! We enjoyed our time and hope to return!"
United States
Jeanine R.
The price is CA $482
CA $1,178 total
includes taxes & fees
Oct 26 - Oct 27
Oceanfront Boutique Condo. 5% Discount for Most Stays of 7 or More Nights

17. 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 $130
CA $468 total
includes taxes & fees
Oct 9 - Oct 10
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

18. 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.
The price is CA $185
CA $533 total
includes taxes & fees
Oct 7 - Oct 8
Prince Kuhio 335 OCEANVIEW STUDIO

19. Beachfront Condo Poipu Beach Amenities Galore

Beachfront Condo Poipu Beach Amenities Galore
Poipu
8.6 out of 10, Excellent, (79 reviews)
"Great property, we had a great stay"
United States
VICTORIA G.
The price is CA $221
CA $627 total
includes taxes & fees
Nov 6 - Nov 7
Beachfront Condo Poipu Beach Amenities Galore

20. Gorgeous, Newly Remodelled Ocean Front Retreat-Sea Lodge II G6

Gorgeous, Newly Remodelled Ocean Front Retreat-Sea Lodge II G6
Princeville
9.8 out of 10, Exceptional, (124 reviews)
"Amazing ocean views and only 6 minutes away from Hanalei Bay. Great place! "
United States
Brian H.
The price is CA $392
CA $877 total
includes taxes & fees
Oct 17 - Oct 18
Gorgeous, Newly Remodelled Ocean Front Retreat-Sea Lodge II G6
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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