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West Side Vacation Rentals

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In two months
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May 1 - May 3

Our top choices for West Side vacation rentals

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Plantation Hale Suites

Aparthotel in Waipouli

Plantation Hale Suites
3.0 star property
8.0 out of 10, Very Good, (1673)
"Love the Plantation Hale! We have stayed here several times and my family loves it! Great location on the island and it has everything we need!"
United States
Julie
$254 nightly
The price is $301
Jan 18 - Jan 19
Total with taxes and fees
Plantation Hale Suites
Iron/ironing board, free WiFi, bed sheets
Sandpiper 133B - updated and renovated studio in Princeville

Apartment in Princeville

Sandpiper 133B - updated and renovated studio in Princeville
9.4 out of 10, Exceptional, (135)
"Quiet clean studio condo in beautiful vacation neighborhood. Hope to stay here again"
United States
Jessica
$222 nightly
The price is $260
Jan 31 - Feb 1
Total with taxes and fees
Sandpiper 133B - updated and renovated studio in Princeville
Exterior detail
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

Condo in Waipouli

Islander Family Studio 137, Ground Floor, Steps to Pool and Beach
9.4 out of 10, Exceptional, (97)
"Great location"
United States
Billy F.
$341 nightly
The price is $397
Feb 1 - Feb 2
Total with taxes and fees
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach
Property grounds
Cozy Studio By The Beach! 1BR

Condo in Waipouli

Cozy Studio By The Beach! 1BR
9.4 out of 10, Exceptional, (42)
"Our stay at David's was wonderful. There was a leak in the AC when we first turned it on due to the drastic temperature change, but David immediately called and he and his daughter came by 30 minutes later to install a drip catcher panel. Shampoo/conditioner/soap all provided, as well as some dishware. Location was great, right across the street from Safeway and Wailua shave ice. Would stay here again!"
United States
Nicole L.
$305 nightly
The price is $357
Feb 3 - Feb 4
Total with taxes and fees
Cozy Studio By The Beach! 1BR
Property grounds
Dreamy Beachfront Studio! 1BR

Condo in Waipouli

Dreamy Beachfront Studio! 1BR
9.6 out of 10, Exceptional, (24)
"Great location, well stocked, clean. "
United States
Sanjay
$316 nightly
The price is $370
Feb 4 - Feb 5
Total with taxes and fees
Dreamy Beachfront Studio! 1BR
Pool
Islander on the Beach 115 Ocean View Studio

Apartment in Waipouli

Islander on the Beach 115 Ocean View Studio
9.8 out of 10, Exceptional, (21)
"Nice, clean, very comfortable. Steps away from the beach, market, restaurants. "
United States
Juliette
$488 nightly
The price is $548
Jan 22 - Jan 23
Total with taxes and fees
Islander on the Beach 115 Ocean View Studio
Pool
HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees

Condo in Princeville

HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees
8.8 out of 10, Excellent, (90)
"Beautiful resort with the most amazing views and pool!"
United States
Anonymous traveler
HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees
Golf
Tropical, Bright Studio: Steps to Golf Course, Beaches, & Amazing Views

Apartment in Princeville

Tropical, Bright Studio: Steps to Golf Course, Beaches, & Amazing Views
9.4 out of 10, Exceptional, (107)
"This place was cute, clean and great location. We enjoyed our stay!"
United States
Caroline d.
$324 nightly
The price is $379
Jan 14 - Jan 15
Total with taxes and fees
Tropical, Bright Studio: Steps to Golf Course, Beaches, & Amazing Views
Fridge, microwave, oven, stovetop
Sandpiper 129A - Updated, modern, comfortable 1 bd

Condo in Princeville

Sandpiper 129A - Updated, modern, comfortable 1 bd
10.0 out of 10, Exceptional, (154)
"The atmosphere was excellent. We could enjoy the beautiful sunset every evening and cute nenes too."
Japan
Yoshiko
$364 nightly
The price is $426
Feb 1 - Feb 2
Total with taxes and fees
Sandpiper 129A - Updated, modern, comfortable 1 bd
Property grounds
Amazing Studio By The Beach! 1BR

Condo in Waipouli

Amazing Studio By The Beach! 1BR
9.0 out of 10, Wonderful, (44)
"Great little room right next to the beach!"
United States
Jasmine G.
$296 nightly
The price is $346
Jan 19 - Jan 20
Total with taxes and fees
Amazing Studio By The Beach! 1BR
Property grounds
Oceanfront on Kauai starting at $140/night!

Condo in Waipouli

Oceanfront on Kauai starting at $140/night!
9.6 out of 10, Exceptional, (264)
"Spotlessly clean, beautiful view, super responsive hosts, and a short walk from the baby beach by lava lava beach club! Could not have asked for a better way to start our vacation! "
United States
Kathryn R.
$366 nightly
The price is $428
Jan 17 - Jan 18
Total with taxes and fees
Oceanfront on Kauai starting at $140/night!
Property grounds
HBR Studio Lockoff 1557, King Bed and Queen Sleeper, AC Add'l Resort Fees

Condo in Princeville

HBR Studio Lockoff 1557, King Bed and Queen Sleeper, AC Add'l Resort Fees
8.8 out of 10, Excellent, (71)
"Lovely stay!"
United States
Kellie H.
$405 nightly
The price is $472
Feb 1 - Feb 2
Total with taxes and fees
HBR Studio Lockoff 1557, King Bed and Queen Sleeper, AC Add'l Resort Fees
Exterior
Waterfront condo on the ground floor with a pool, ocean views & beach access

Condo in Waipouli

Waterfront condo on the ground floor with a pool, ocean views & beach access
9.2 out of 10, Wonderful, (66)
"Beautiful ground floor condo. WellAppointed. Steps to the pool and just a few more to the beach/ocean. Great place to watch the sun rise every morning. "
United States
Jeanette M.
$444 nightly
The price is $520
Jan 10 - Jan 11
Total with taxes and fees
Waterfront condo on the ground floor with a pool, ocean views & beach access
2 outdoor pools, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers
The Cliffs at Princeville

Aparthotel in Princeville

The Cliffs at Princeville
3.5 star property
8.8 out of 10, Excellent, (247)
"Great place, clean, and with all the basic amenities you look for on a mini vacation! "
United States
Zeenat
$352 nightly
The price is $418
Jan 8 - Jan 9
Total with taxes and fees
The Cliffs at Princeville
Sun loungers
Romantic Cottage, Private Acre of Paradise, View! Pool!

Vacation Home in Hanalei

Romantic Cottage, Private Acre of Paradise, View! Pool!
9.6 out of 10, Exceptional, (104)
"This cottage was special. Simply, beautiful. If you enjoy morning coffee with a view; this is for you. Enjoy :) We will be back. "
Canada
Eric
$910 nightly
The price is $1,066
Jan 14 - Jan 15
Total with taxes and fees
Romantic Cottage, Private Acre of Paradise, View! Pool!
Property grounds
Charming Beachfront Condo! 2BR

Condo in Waipouli

Charming Beachfront Condo! 2BR
9.8 out of 10, Exceptional, (58)
"Nice place. Enjoyed the balcony. "
United States
James D.
$401 nightly
The price is $470
Jan 8 - Jan 9
Total with taxes and fees
Charming Beachfront Condo! 2BR
Outdoor dining
Ocean-View Studio, Steps from Beaches In Sunny Poipu

Apartment in Poipu

Ocean-View Studio, Steps from Beaches In Sunny Poipu
9.8 out of 10, Exceptional, (218)
"Place was quiet, clean and just right for our needs."
United States
Bryan D.
$490 nightly
The price is $573
Jan 22 - Jan 23
Total with taxes and fees
Ocean-View Studio, Steps from Beaches In Sunny Poipu
Property grounds
HBR Couples Lockoff 7201, Ocean View, Quiet Location, Add'l Resort Fees

Condo in Princeville

HBR Couples Lockoff 7201, Ocean View, Quiet Location, Add'l Resort Fees
8.2 out of 10, Very Good, (73)
"Spectacular views and surroundings. But "
United States
Shankar
$426 nightly
The price is $495
Feb 1 - Feb 2
Total with taxes and fees
HBR Couples Lockoff 7201, Ocean View, Quiet Location, Add'l Resort Fees
Outdoor pool
Top Floor Beautiful Ocean View Studio

Condo in Waipouli

Top Floor Beautiful Ocean View Studio
10.0 out of 10, Exceptional, (126)
"We wish we could have stayed longer. Great location and lovely time sitting on the lanai. "
United States
Janelle B.
$336 nightly
The price is $393
Jan 13 - Jan 14
Total with taxes and fees
Top Floor Beautiful Ocean View Studio
Property grounds
H-G-T-V type Renovation, Million Dollar view starting at only $210/night!

Condo in Waipouli

H-G-T-V type Renovation, Million Dollar view starting at only $210/night!
9.8 out of 10, Exceptional, (228)
"Perfect property with a stunning ocean view right out the patio door! The condo is situated within walking distance to many restaurants and the Coconut Marketplace Shopping area. The location was also centrally located for visiting the northern beaches, as well as all of the southern beaches. The condo was outfitted with everything we needed, including beach chairs and umbrella for beach days. We definitely recommend this place!"
United States
Liz
$388 nightly
The price is $454
Feb 1 - Feb 2
Total with taxes and fees
H-G-T-V type Renovation, Million Dollar view starting at only $210/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.
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Top West Side Hotel Reviews

Hotel Coral Reef

Hotel Coral Reef

10/10 Excellent
"Good view, friendly staff."
Kathy 1-night trip
Posted 20 hours ago
Hotel Coral Reef

Find out more about West Side

Everything you need to know about West Side vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the West Side vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect West Side vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

West Side vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in West Side. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit West Side in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $260 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on West Side rentals

At Expedia, we put the best West Side vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top West Side rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream West Side vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around West Side. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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