Photo by ‎‎Debra Fischer

West Side holiday rentals

We found 5,735 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – West Side

Showing deals for:11 Dec - 18 Dec

Heat up in the Hot Tub and then cool off with a dip in the pool or hang at the new Tiki Bar!
Kai Lani Ocean Villa at twilight, watch the outdoor TV while in the hot tub OR hang at the new Tiki Bar! Located only 4 Houses away from Shipwreck Beach!
Sparkling Pool, Hot Tub right by the Outdoor TV & a Tiki Bar!
Belly up to the Tiki Bar for a Mai Tai with 'Akua' our Hawaiian Warrior Guardian of the Tiki Bar
Exceptional
(6 reviews)

Kai Lani Ocean View Villa • Pool, Tiki Bar & AC

Koloa

8% off
AU$28,018
for 7 nights, 1 villa
AU$4,003 per night
includes taxes & fees
Kai Lani Ocean View Villa • Pool, Tiki Bar & AC
Primary King Suite 1(King Bed & 2 Twin Beds)
Welcome to Ohana Villa — your private Kaua‘i retreat
A shaded lanai offers swing bar seating or lounge seating with a Smart TV & Foosball, all just steps from the water — perfect for relaxing any time of day!
Relax with family or friends in the spacious, open-concept living room with tropical views,  AC and high ceilings & fans
Exceptional
(8 reviews)

Kauai Ohana Villa • 6 Bedrooms • Pool• Tiki Bar• AC• GYM

Princeville

7% off
AU$19,142
for 7 nights, 1 villa
AU$2,735 per night
includes taxes & fees
Kauai Ohana Villa • 6 Bedrooms • Pool• Tiki Bar• AC• GYM
Private kitchen
Interior
main Livng Area
Driveway Accomodates Plenty of Vehicles
Exceptional
(95 reviews)

3 bedrooms with baths, air conditioning and heated pool near Grand Hyatt.

Koloa

7% off
AU$10,424
for 7 nights, 1 home
AU$1,489 per night
includes taxes & fees
3 bedrooms with baths, air conditioning and heated pool near Grand Hyatt.
Dining and Kitchen
Aerial View of Both VRBO Listings: 1104054
Pool
Living Room
Exceptional
(151 reviews)

5 Star, Great for Families, 4BD w/AC, HTD Pool, Poipu Beach Athletic Club access

Koloa

7% off
AU$12,728
for 7 nights, 1 home
AU$1,818 per night
includes taxes & fees
5 Star, Great for Families, 4BD w/AC, HTD Pool, Poipu Beach Athletic Club access
Private kitchen
Living area
Exterior
Room
Exceptional
(147 reviews)

Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

Princeville

15% off
AU$3,115
for 7 nights, 1 apartment
AU$445 per night
includes taxes & fees
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!
Beach
Pool
Property grounds
Interior
Wonderful
(64 reviews)

Beautiful Oceanfront Resort With Walk Out room to the 4 Resort Pools and Beach

Lihue

5% off
AU$2,816
for 7 nights, 1 apartment
AU$402 per night
includes taxes & fees
Beautiful Oceanfront Resort With Walk Out room to the 4 Resort Pools and Beach
Property grounds
Pool
Property grounds
Dining
Wonderful
(44 reviews)

Ocean view room, Beachfront Kauai Beach Resort, Jacuzzis, 4 pools, restaurants

Lihue

5% off
AU$2,816
for 7 nights, 1 apartment
AU$402 per night
includes taxes & fees
Ocean view room, Beachfront Kauai Beach Resort, Jacuzzis, 4 pools, restaurants
Private kitchen
Room
Living area
Terrace/patio
Exceptional
(106 reviews)

Tree Top Suite- Beautiful walk to Hanalei Bay

Princeville

6% off
AU$3,148
for 7 nights, 1 cottage
AU$450 per night
includes taxes & fees
Tree Top Suite- Beautiful walk to Hanalei Bay
Sheraton Laua
Living Room & Dining Room
Aerial picture to show the location of the home in proximity to the beach
Dining Room Upstairs
Exceptional
(10 reviews)

Amazing 3-bedroom house with AC in Bayview @ Poipu Kai - Ocean View

Koloa

7% off
AU$8,548
for 7 nights, 1 home
AU$1,221 per night
includes taxes & fees
Amazing 3-bedroom house with AC in Bayview @ Poipu Kai - Ocean View
Poolside bar also offers a menu for hungry guests.
A short stroll to beautiful beaches
Property grounds
Exterior
Exceptional
(216 reviews)

Your Kauai Adventure Starts With This Lovely Villa.

Lihue

7% off
AU$2,645
for 7 nights, 1 villa
AU$378 per night
includes taxes & fees
Your Kauai Adventure Starts With This Lovely Villa.
Interior
Proximity to ocean
Inside looking out
Dining area
Exceptional
(99 reviews)

2BD/2BA Poipu Beach House with AC Walk to Brennecke's and Poipu Beach Park

Koloa

7% off
AU$5,454
for 7 nights, 1 home
AU$779 per night
includes taxes & fees
2BD/2BA Poipu Beach House with AC Walk to Brennecke's and Poipu Beach Park
Dining
Exterior
Property grounds
Dining
Wonderful
(44 reviews)

Gorgeous Beachfront Resort, 4 Beautiful Pools, Walkout room to the pools, ocean

Lihue

5% off
AU$2,816
for 7 nights, 1 apartment
AU$402 per night
includes taxes & fees
Gorgeous Beachfront Resort, 4 Beautiful Pools, Walkout room to the pools, ocean
Kitchen
Lanai
Giant 77" Flatscreen TV
Princeville Paradise 4 BR Family Home
Exceptional
(67 reviews)

Executive Family 4BR Princeville Home by beaches & the park w/AC, SPA and Bikes

Princeville

7% off
AU$7,362
for 7 nights, 1 home
AU$1,052 per night
includes taxes & fees
Executive Family 4BR Princeville Home by beaches & the park w/AC, SPA and Bikes
Dining
Pool
Interior
Beach
Wonderful
(49 reviews)

Romantic Oceanfront Kauai Beach Resort, Jacuzzis, restaurants, 4 pools

Lihue

7% off
AU$2,847
for 7 nights, 1 apartment
AU$407 per night
includes taxes & fees
Romantic Oceanfront Kauai Beach Resort, Jacuzzis, restaurants, 4 pools
Beach
Pool
Dining
Property grounds
Wonderful
(33 reviews)

Oceanfront Kauai Beach Resort, 4 Pools, 75 foot Water Slide, Restaurants on site

Lihue

5% off
AU$2,816
for 7 nights, 1 apartment
AU$402 per night
includes taxes & fees
Oceanfront Kauai Beach Resort, 4 Pools, 75 foot Water Slide, Restaurants on site
Indoor/outdoor living with ocean views and breezes.
Beautiful designer kitchen open to dining, living room, deck and ocean view!
Master bedroom with ocean view.
Golf
Exceptional
(136 reviews)

Modern Oceanfront Resort Living. Luxury Oceanfront Bedroom Suites. Sleeps 10!

Lihue

7% off
AU$13,245
for 7 nights, 1 home
AU$1,892 per night
includes taxes & fees
Modern Oceanfront Resort Living. Luxury Oceanfront Bedroom Suites. Sleeps 10!
Kitchen with micro, mini fridge, and accesories in closet
Asia House entry
Visiting Cardinal
Deck overlooking courtyard and distant vieew of ocean.
Exceptional
(17 reviews)

Bali Ohana, private studio in Asia House

Princeville

7% off
AU$2,422
for 7 nights, 1 apartment
AU$346 per night
includes taxes & fees
Bali Ohana, private studio in Asia House
Interior
Exterior
Pool
Dining
Wonderful
(57 reviews)

Oceanfront Resort steps to pool/beach via your lanai, 4 Beautiful Pools

Lihue

7% off
AU$2,543
for 7 nights, 1 apartment
AU$363 per night
includes taxes & fees
Oceanfront Resort steps to pool/beach via your lanai, 4 Beautiful Pools
Poipu Kai hot tub and pool
Tide Pools Restaurant at Grand Hyatt Poipu
Poipu Kai Resort
Love Nest Suite
Exceptional
(28 reviews)

Love Nest - Luxury Studio in tropical gardens with koi ponds, waterfalls

Koloa

7% off
AU$3,407
for 7 nights, 1 apartment
AU$487 per night
includes taxes & fees
Love Nest - Luxury Studio in tropical gardens with koi ponds, waterfalls
The Condo Pool decking was recent & has many relaxing lounges under1 minute away
The resort has lagoons & fountains & lovely landscaping to stroll around
BBQs at the pools right behind my building C.
The hotel entrance & lobby & reception has many different shops,  aspa & more
Exceptional
(349 reviews)

Over 350 Avg 5.0 Star Reviews Say It all! This Is The Best Deal On Kauai! .

Lihue

6% off
AU$3,202
for 7 nights, 1 apartment
AU$457 per night
includes taxes & fees
Over 350 Avg 5.0 Star Reviews Say It all! This Is The Best Deal On Kauai! .
Beach
Pool
Interior
Exterior
Exceptional
(56 reviews)

Beautiful Beachfront Resort, Resort and Oceanview Unit, 4 pools, 2 Jacuzzis,

Lihue

5% off
AU$2,816
for 7 nights, 1 apartment
AU$402 per night
includes taxes & fees
Beautiful Beachfront Resort, Resort and Oceanview Unit, 4 pools, 2 Jacuzzis,
Newly updated
Pool
Interior
Golf
Exceptional
(12 reviews)

Poipu Beach• AC• Walk Out• 3-Min to Beach • Pool • Surf School• Snorkel• Turtle

Koloa

8% off
AU$4,725
for 7 nights, 1 apartment
AU$675 per night
includes taxes & fees
Poipu Beach• AC• Walk Out• 3-Min to Beach • Pool • Surf School• Snorkel• Turtle
Cheery loft bedroom with desk, closet, dresser, TV great for 2nd couple or kids
Enjoy morning coffee at sunrise on the lanai
Play or walk alongside the stunning Makai Course just a few blocks away.
Newly remodeled recreation room with library, big-screen TV and lounge.
Exceptional
(171 reviews)

Prime Oceanfront End Unit--View--Family-friendly Cliffs Resort at Bargain Rates

Princeville

7% off
AU$3,798
for 7 nights, 1 apartment
AU$543 per night
includes taxes & fees
Prime Oceanfront End Unit--View--Family-friendly Cliffs Resort at Bargain Rates
Beach
Pool
Outdoor dining
Exterior
Exceptional
(158 reviews)

Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach

Koloa

7% off
AU$4,398
for 7 nights, 1 apartment
AU$628 per night
includes taxes & fees
Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your West Side getaway

Learn about the unique charm of West Side with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around West Side

Are you looking for things to do while you're in the area? Venture out of your cosy holiday rental and check out everything that makes West Side a fun spot to go on holiday. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Princeville Makai Golf Club (16.9 mi / 27.2 km)
  • Poipu Bay Golf Course (18 mi / 29 km)
  • The Ocean Course at Hokuala (20.2 mi / 32.5 km)
  • Wailua Golf Course (20.3 mi / 32.7 km)
  • Catamaran Kahanu (10.6 mi / 17 km)
  • Kauai Coffee Company (11.4 mi / 18.4 km)

Exploring the natural features in West Side

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, West Side is a great place to get out in nature. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Poipu Beach (17.4 mi / 28 km)
  • Waimea Canyon (2.7 mi / 4.3 km)
  • Waimea Canyon State Park (4.9 mi / 7.9 km)
  • Waimea Bay Beach (5.8 mi / 9.4 km)
  • Koke'e State Park (6.3 mi / 10.1 km)
  • Kekaha Beach Park (6.5 mi / 10.5 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in West Side?
The most sought-after types of holiday homes in West Side are houses. Want something different? Stayz has numerous options to match the unique needs of our guests, so you'll see holiday homes in loads of sizes and shapes. The perfect home away from home is waiting for you — snap up yours today.
How much does it cost to rent a holiday home in West Side?
The average price for a holiday home in West Side is based on a number of factors, including length of stay, season and property type. Whether you'd like a sprawling villa with space for the whole family or a cosy condo for you and your other half, just enter your dates of travel to view stays that offer great value.
How much does it cost to rent a beach house in West Side?
The average price for a holiday home near the beach in West Side depends on when you're going and the size and type of property you want. You can find prices easily and quickly on Stayz by entering your dates of travel. Then use our filter tool to pick the number of bedrooms and amenities that you prefer, such as air conditioning, WiFi and a pool.
What are popular home amenities in West Side?
The most popular home amenities people look for in West Side include a dryer, a microwave oven and a washing machine. Whether you're on the road with family, friends or even pets, Stayz holiday homes provide the best amenities for making epic memories with the people that matter most.
Are there large group holiday homes in West Side?
West Side has three holiday properties that can host 10 or more guests. These stays come with enough space to share good times with your favourite people.
Can I find two-bedroom holiday homes in West Side?
Take your pick of 10 two-bedroom homes in West Side. Give the kids the second room or maybe fill it with a couple of your best buddies. There's ample space for whoever's lucky enough to be joining your journey.
Are there holiday homes with WiFi in West Side?
There are 14 holiday homes with WiFi in West Side. If you want to disconnect from daily life on your trip, but still want to be connected to the internet, these getaways have what you need. Narrow your search by applying the WiFi filter on Stayz.
How old do you have to be to rent a holiday home in West Side?
We advise checking with the West Side holiday home you want on Stayz as the age limit differs. However, typically it's 16, 18 or 21.
How long can I rent a holiday home in West Side for?
It really depends on the West Side property. To see all available options offering extended stays, simply type your dates and guest number into the Stayz search page. Look forward to having the whole property to yourself, along with amenities such as a fully-equipped kitchen and an outdoor space where your little ones can play. Keep an eye out for long-term stays that offer weekly or monthly discounts.

More holiday ideas