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

West Side Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

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, (157 reviews)
"Great location, host, and HoCo treated us every morning."
United States
Kent K.
The price is CA $374
CA $866 total
includes taxes & fees
Sep 4 - Sep 5
White Sand Beaches on the Sunny Westside of Kauai.

2. 2022 Red 4Runner

2022 Red 4Runner
1.0 star property
Anahola
The price is CA $211
CA $456 total
includes taxes & fees
Sep 3 - Sep 4
2022 Red 4Runner

3. 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, (118 reviews)
"Great location, close to the beach, the pool and shopping centers."
United States
Tania
The price is CA $102
CA $421 total
includes taxes & fees
Aug 30 - Aug 31
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

4. 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, (145 reviews)
"Great property located in a great location. "
United States
Joe W.
The price is CA $137
CA $502 total
includes taxes & fees
Sep 20 - Sep 21
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

5. 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, (86 reviews)
"HBR Stay was beautiful! We couldn’t ask for more while staying in Hanalei. It was easy access to Ha’ena State Park and the nearby stores were convenient for easy dinners. We loved everything about this stay. Host was easily responsive to any issues and would recommend for anyone staying in Kauai "
United States
Monique O.
The price is CA $112
CA $484 total
includes taxes & fees
Aug 27 - Aug 28
HBR Studio Lockoff 1557, King Bed and Queen Sleeper, AC Add'l Resort Fees

6. Plantation Hale Suites

Plantation Hale Suites
3.0 star property
Waipouli
8.0 out of 10, Very good, (1,742 reviews)
"Easy check in and out process and convenient location for what I needed to to do."
United States
Chelse
The price is CA $181
CA $265 total
includes taxes & fees
Sep 7 - Sep 8
Plantation Hale Suites

7. Couples Studio 1205, Mt View, Kitchenette, Washer Dryer, Add'l Resort Fees

Couples Studio 1205, Mt View, Kitchenette, Washer Dryer, Add'l Resort Fees
Princeville
9.4 out of 10, Exceptional, (133 reviews)
"Great location and great room."
United States
Quentin Riley T.
The price is CA $196
CA $649 total
includes taxes & fees
Sep 14 - Sep 15
Couples Studio 1205, Mt View, Kitchenette, Washer Dryer, Add'l Resort Fees

8. 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, (82 reviews)
"Place was as described, we had a wonderful stay. Resort was lovely. "
United States
Heidi L.
The price is CA $123
CA $499 total
includes taxes & fees
Aug 27 - Aug 28
HBR Couples Lockoff 7201, Ocean View, Quiet Location, Add'l Resort Fees

9. Tropical, Bright Princeville Studio with Mountain Views

Tropical, Bright Princeville Studio with Mountain Views
Princeville
9.4 out of 10, Exceptional, (135 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 $221
CA $571 total
includes taxes & fees
Sep 16 - Sep 17
Tropical, Bright Princeville Studio with Mountain Views

10. Modern Island Studio in a spectacular location on Kauai’s lovely North Shore

Modern Island Studio in a spectacular location on Kauai’s lovely North Shore
Princeville
9.8 out of 10, Exceptional, (284 reviews)
"Very easy check in and check out, and a relaxing place to stay. We enjoyed it very much!"
United States
Alyssa H.
The price is CA $192
CA $487 total
includes taxes & fees
Sep 10 - Sep 11
Modern Island Studio in a spectacular location on Kauai’s lovely North Shore

11. 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, (125 reviews)
"Had a great time in Kauai and this place made it that much more enjoyable!"
United States
Courtney Y.
The price is CA $134
CA $525 total
includes taxes & fees
Aug 29 - Aug 30
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!

12. Dreamy Beachfront Studio! 1BR

Dreamy Beachfront Studio! 1BR
Waipouli
9.2 out of 10, Wonderful, (40 reviews)
"Great spot to stay at. Will definitely stay again"
United States
Sergio G.
The price is CA $138
CA $526 total
includes taxes & fees
Aug 30 - Aug 31
Dreamy Beachfront Studio! 1BR

13. Cozy Studio By The Beach! 1BR

Cozy Studio By The Beach! 1BR
Waipouli
9.4 out of 10, Exceptional, (46 reviews)
"The bed and AC were very nice. Pool on the beach was great"
United States
Jason
The price is CA $187
CA $571 total
includes taxes & fees
Sep 14 - Sep 15
Cozy Studio By The Beach! 1BR

14. 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, (106 reviews)
"My husband and I loved staying here! The condo was gorgeous! Sooo cutely decorated! Also the patio was incredible! So lush! We spent so much time out there bird watching! We miss it already! 🌴🌴🌴"
United States
April
The price is CA $249
CA $632 total
includes taxes & fees
Sep 21 - Sep 22
Elegant Princeville Condo with Cozy Loft Bedroom and Mountain Views

15. Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,

Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,
Poipu
9.8 out of 10, Exceptional, (73 reviews)
"very well stocked with everything including kleenex and shower products . lovely and comfortable outdoor area, comfortable beds, beach equipment , coolers and towels in excellent condition and a plus to have available . Grilling area, grounds and gardens were very clean and well maintained , so many beautiful flowers everywhere."
Canada
Robert
The price is CA $197
CA $963 total
includes taxes & fees
Aug 28 - Aug 29
Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,

16. An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (81 reviews)
"Very cute spot, loved the semi-outdoor lanai/kitchen, a short 10 minute walk down the trail from a couple of beautiful beaches, and chairs and other beach necessities provided!Our host was very helpful in ensuring our needs were met and working with us when our flight out was delayed."
United States
Nicholas S.
The price is CA $218
CA $631 total
includes taxes & fees
Sep 1 - Sep 2
An Affordable Alternative to Expensive Accommodations in Poipu

17. Prince Kuhio 335 OCEANVIEW STUDIO

Prince Kuhio 335 OCEANVIEW STUDIO
Poipu
9.4 out of 10, Exceptional, (94 reviews)
"Overall nice accommodations "
United States
Katherine B.
The price is CA $277
CA $643 total
includes taxes & fees
Sep 2 - Sep 3
Prince Kuhio 335 OCEANVIEW STUDIO

18. Oceanfront, newly renovated. As low as $220/night.

Oceanfront, newly renovated. As low as $220/night.
Waipouli
9.6 out of 10, Exceptional, (274 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.
The price is CA $208
CA $496 total
includes taxes & fees
Sep 17 - Sep 18
Oceanfront, newly renovated. As low as $220/night.

19. 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, (292 reviews)
The price is CA $242
CA $664 total
includes taxes & fees
Sep 1 - Sep 2
Stunning Views of Hanalei Bay and Bali Hai | Kauai North Shore

20. Oceanfront on Kauai starting at $140/night!

Oceanfront on Kauai starting at $140/night!
Waipouli
9.6 out of 10, Exceptional, (281 reviews)
"The space was clean, easily accessible, and amenities were perfect for our stay."
United States
Eric W.
The price is CA $208
CA $528 total
includes taxes & fees
Sep 8 - Sep 9
Oceanfront on Kauai starting at $140/night!
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.
Save an average of 15% on thousands of hotels when you're signed in

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.

Explore a world of travel with Expedia