West Side Vacation Rentals

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Our top choices for West Side vacation rentals

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, (154 reviews)
"Great place! Was lovely having access to beach supplies. The host was very nice and Koku was the best! "
United States
Jaya G.
The price is CA $384
CA $880 total
includes taxes & fees
May 27 - May 28
White Sand Beaches on the Sunny Westside of Kauai.

Simple & Fun Rooftop Camper SUV Gear

Simple & Fun Rooftop Camper SUV Gear
1.0 star property
Anahola
The price is CA $263
CA $517 total
includes taxes & fees
May 28 - May 29
Simple & Fun Rooftop Camper SUV Gear

The Westin Princeville Ocean Resort Villas

The Westin Princeville Ocean Resort Villas
4.0 star property
Princeville
8.8 out of 10, Excellent, (1,014 reviews)
"The room was surprisingly larger than expected and the kitchen was very useful."
United States
Marc
The price is CA $596
CA $707 total
includes taxes & fees
Jun 7 - Jun 8
The Westin Princeville Ocean Resort Villas

Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas
4.0 star property
Poipu
9.2 out of 10, Wonderful, (790 reviews)
"Would visit again for sure "
United States
Milind
The price is CA $474
CA $563 total
includes taxes & fees
May 30 - May 31
Sheraton Kauai Resort Villas

The Cliffs at Princeville

The Cliffs at Princeville
3.5 star property
Princeville
8.8 out of 10, Excellent, (263 reviews)
"Great accommodation not far from many beaches"
United States
Gary Lee
The price is CA $461
CA $577 total
includes taxes & fees
Jun 15 - Jun 16
The Cliffs at Princeville

Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very good, (1,199 reviews)
"Convent location, nice staff. Roomy condo."
United States
Linda
The price is CA $223
CA $317 total
includes taxes & fees
Jun 17 - Jun 18
Banyan Harbor Resort

Plantation Hale Suites

Plantation Hale Suites
3.0 star property
Waipouli
8.0 out of 10, Very good, (1,707 reviews)
"Beautiful location and convenient "
United States
Willie
The price is CA $180
CA $263 total
includes taxes & fees
Jun 4 - Jun 5
Plantation Hale Suites

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, (110 reviews)
"It was excellent location.Walking to lots of different restaurants in other hotels and the beach. The bathroom was a little musty smelling, so I had to buy a plugin"
United States
Cheri
The price is CA $155
CA $499 total
includes taxes & fees
Jun 11 - Jun 12
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.4 out of 10, Exceptional, (75 reviews)
"Location was perfect for 10 minute walk to convention at Grand Hyatt and beach. Never made it to the pool, not sure where it’s at. 2 minute drive to poipu beach where 20 large turtles were resting and beautiful sunset. The use of chairs, umbrella, ice chest and snorkeling gear was very convenient. "
United States
Charles
The price is CA $243
CA $667 total
includes taxes & fees
May 30 - May 31
An Affordable Alternative to Expensive Accommodations in Poipu

Paddle to the Beach from a Secluded Riverfront Eden-A/C-Central to Hanalei&Ke'e

Paddle to the Beach from a Secluded Riverfront Eden-A/C-Central to Hanalei&Ke'e
Hanalei
10.0 out of 10, Exceptional, (132 reviews)
"Excellent communication with the owner. Perhaps the best location we stayed in Hawaii. The house is in a beautiful spot; the river is ideal just as advertised. "
United States
Lawrence E.
The price is CA $518
CA $1,293 total
includes taxes & fees
May 25 - May 26
Paddle to the Beach from a Secluded Riverfront Eden-A/C-Central to Hanalei&Ke'e

Beautiful Air Conditioned 2nd Floor 2 Bedroom w/mountain and slight ocean view

Beautiful Air Conditioned 2nd Floor 2 Bedroom w/mountain and slight ocean view
Waipouli
9.8 out of 10, Exceptional, (45 reviews)
"Everything about this place was top notch. Great place to watch the sunrise before you start your adventures. "
United States
David
The price is CA $206
CA $829 total
includes taxes & fees
Jun 14 - Jun 15
Beautiful Air Conditioned 2nd Floor 2 Bedroom w/mountain and slight ocean view

Quiet Kiahuna plantation #88 , New Remodel with AC

Quiet Kiahuna plantation #88 , New Remodel with AC
Poipu
10.0 out of 10, Exceptional, (34 reviews)
"Ivan was an excellent host, the property clean and beautiful. The hotel-style check-in was a fancy bonus!"
United States
Felix R.
The price is CA $441
CA $1,180 total
includes taxes & fees
Jun 10 - Jun 11
Quiet Kiahuna plantation #88 , New Remodel with AC

Marriott's Kauai Lagoons

Marriott's Kauai Lagoons
3.5 star property
Lihue
9.4 out of 10, Exceptional, (154 reviews)
"Second time staying here, absolutely LOVE this property! "
United States
Amanda
The price is CA $872
CA $1,035 total
includes taxes & fees
Jun 5 - Jun 6
Marriott's Kauai Lagoons

Pili Mai Family Condo 3H, 2 Bedroom 2.5 Bath, Ground Floor, Shaded Lanai,

Pili Mai Family Condo 3H, 2 Bedroom 2.5 Bath, Ground Floor, Shaded Lanai,
Poipu
9.8 out of 10, Exceptional, (116 reviews)
"Wonderful location, clean and beautiful! We enjoyed our stay!!"
United States
Nelly C.
The price is CA $219
CA $993 total
includes taxes & fees
May 27 - May 28
Pili Mai Family Condo 3H, 2 Bedroom 2.5 Bath, Ground Floor, Shaded Lanai,

Romantic Cottage, Private Acre of Paradise, View! Pool!

Romantic Cottage, Private Acre of Paradise, View! Pool!
Hanalei
9.6 out of 10, Exceptional, (108 reviews)
"Our stay was fantastic, the host with excellent guidance, prompt responses to inquiries , the property mgr. quick to respond to questions! We had an amazing stay and would highly recommend it, we will be coming back, we were mesmerized by the stars, geckos, frogs, sounds of birds, we felt like and were in paradise! Absolutely a 10 star retreat/escape!"
United States
Delilah T.
The price is CA $684
CA $1,577 total
includes taxes & fees
Jun 12 - Jun 13
Romantic Cottage, Private Acre of Paradise, View! Pool!

Deluxe Island Retreat-Newly Remodeled - SUMMER SPECIAL

Deluxe Island Retreat-Newly Remodeled - SUMMER SPECIAL
Princeville
9.8 out of 10, Exceptional, (67 reviews)
"Great location in Princeville. The condo has two ensuite bedrooms making it ideal for two couples. We hit Costco for supplies and ate most meals at the condo avoiding the unhealthy and expensive dining out!"
United States
Marcus
The price is CA $364
CA $947 total
includes taxes & fees
May 26 - May 27
Deluxe Island Retreat-Newly Remodeled - SUMMER SPECIAL

Beautiful Studio By The Beach! 1BR

Beautiful Studio By The Beach! 1BR
Waipouli
9.0 out of 10, Wonderful, (50 reviews)
"Ac was ok , fans helped , farthest unit from beach no view from room"
United States
Debra
The price is CA $131
CA $499 total
includes taxes & fees
Jun 14 - Jun 15
Beautiful Studio By The Beach! 1BR

Tropical, Bright Studio: Steps to Golf Course, Beaches, & Amazing Views

Tropical, Bright Studio: Steps to Golf Course, Beaches, & Amazing Views
Princeville
9.4 out of 10, Exceptional, (123 reviews)
"An awesome condo in an awesome little community. Perfect for proximity to North Shore adventures, and not nearly as busy as the east and south shores. The condo itself is the perfect home base. Host was super helpful in accommodating at early bag drop off, and always responded to questions expeditiously. We had an amazing time here. 5+ stars! "
United States
Christopher
The price is CA $256
CA $591 total
includes taxes & fees
Jun 8 - Jun 9
Tropical, Bright Studio: Steps to Golf Course, Beaches, & Amazing Views

Charming Beachfront Condo! 2BR

Charming Beachfront Condo! 2BR
Waipouli
9.8 out of 10, Exceptional, (61 reviews)
"Great location right on the water!"
United States
M R.
The price is CA $269
CA $766 total
includes taxes & fees
Jun 19 - Jun 20
Charming Beachfront Condo! 2BR

Dreamy Beachfront Studio! 1BR

Dreamy Beachfront Studio! 1BR
Waipouli
9.4 out of 10, Exceptional, (35 reviews)
"Great Location! "
United States
Brandon E.
The price is CA $104
CA $480 total
includes taxes & fees
Jun 5 - Jun 6
Dreamy Beachfront Studio! 1BR
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.