Photo by ‎‎Debra Fischer

West Side holiday homes

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
NZ$34,746
for 7 nights, 1 villa
NZ$4,964 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
NZ$23,672
for 7 nights, 1 villa
NZ$3,382 per night
includes taxes & fees
Kauai Ohana Villa • 6 Bedrooms • Pool• Tiki Bar• AC• GYM
main Livng Area
Interior
Driveway Accomodates Plenty of Vehicles
Heated Pool and Waterfall
Exceptional
(95 reviews)

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

Koloa

7% off
NZ$13,366
for 7 nights, 1 home
NZ$1,909 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
Living Room
Pool
Exceptional
(151 reviews)

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

Koloa

7% off
NZ$15,656
for 7 nights, 1 home
NZ$2,237 per night
includes taxes & fees
5 Star, Great for Families, 4BD w/AC, HTD Pool, Poipu Beach Athletic Club access
Private kitchen
Living area
Interior
Room
Exceptional
(147 reviews)

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

Princeville

15% off
NZ$3,826
for 7 nights, 1 apartment
NZ$547 per night
includes taxes & fees
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!
Beach
Pool
Resort Lobby
Property grounds
Wonderful
(64 reviews)

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

Lihue

5% off
NZ$3,460
for 7 nights, 1 apartment
NZ$494 per night
includes taxes & fees
Beautiful Oceanfront Resort With Walk Out room to the 4 Resort Pools and Beach
Interior
Pool
Property grounds
Dining
Wonderful
(44 reviews)

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

Lihue

5% off
NZ$3,460
for 7 nights, 1 apartment
NZ$494 per night
includes taxes & fees
Ocean view room, Beachfront Kauai Beach Resort, Jacuzzis, 4 pools, restaurants
Sheraton Laua
Living Room & Dining Room
Walking path in front of the house to Shipwreck Beach and The Grand Hyatt
Dining Room Upstairs
Exceptional
(10 reviews)

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

Koloa

7% off
NZ$10,697
for 7 nights, 1 home
NZ$1,528 per night
includes taxes & fees
Amazing 3-bedroom house with AC in Bayview @ Poipu Kai - Ocean View
Terrace/patio
Room
Interior
Living area
Exceptional
(106 reviews)

Tree Top Suite- Beautiful walk to Hanalei Bay

Princeville

6% off
NZ$3,896
for 7 nights, 1 cottage
NZ$557 per night
includes taxes & fees
Tree Top Suite- Beautiful walk to Hanalei Bay
Property grounds
A short stroll to beautiful beaches
Poolside bar also offers a menu for hungry guests.
Exterior
Exceptional
(216 reviews)

Your Kauai Adventure Starts With This Lovely Villa.

Lihue

7% off
NZ$3,249
for 7 nights, 1 villa
NZ$464 per night
includes taxes & fees
Your Kauai Adventure Starts With This Lovely Villa.
Exterior
Proximity to ocean
Dining area
Inside looking out
Exceptional
(99 reviews)

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

Koloa

7% off
NZ$6,821
for 7 nights, 1 home
NZ$974 per night
includes taxes & fees
2BD/2BA Poipu Beach House with AC Walk to Brennecke's and Poipu Beach Park
Dining
Exterior
Interior
Property grounds
Wonderful
(44 reviews)

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

Lihue

5% off
NZ$3,460
for 7 nights, 1 apartment
NZ$494 per night
includes taxes & fees
Gorgeous Beachfront Resort, 4 Beautiful Pools, Walkout room to the pools, ocean
Outdoor Shower
Lanai
Kitchen
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
NZ$9,156
for 7 nights, 1 home
NZ$1,308 per night
includes taxes & fees
Executive Family 4BR Princeville Home by beaches & the park w/AC, SPA and Bikes
Property grounds
Pool
Dining
Interior
Wonderful
(49 reviews)

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

Lihue

7% off
NZ$3,496
for 7 nights, 1 apartment
NZ$499 per night
includes taxes & fees
Romantic Oceanfront Kauai Beach Resort, Jacuzzis, restaurants, 4 pools
Property grounds
Pool
Dining
Interior
Wonderful
(33 reviews)

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

Lihue

5% off
NZ$3,460
for 7 nights, 1 apartment
NZ$494 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.
Golf
Master bedroom balcony with incredible views!
Beautiful designer kitchen open to dining, living room, deck and ocean view!
Exceptional
(136 reviews)

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

Lihue

7% off
NZ$16,282
for 7 nights, 1 home
NZ$2,326 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
NZ$3,025
for 7 nights, 1 apartment
NZ$432 per night
includes taxes & fees
Bali Ohana, private studio in Asia House
Dining
Exterior
Beach
Interior
Wonderful
(57 reviews)

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

Lihue

7% off
NZ$3,083
for 7 nights, 1 apartment
NZ$440 per night
includes taxes & fees
Oceanfront Resort steps to pool/beach via your lanai, 4 Beautiful Pools
Love Nest Suite
Tide Pools Restaurant at Grand Hyatt Poipu
Hot tub and hanging king-size bed
Poipu Kai Resort
Exceptional
(28 reviews)

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

Koloa

7% off
NZ$4,214
for 7 nights, 1 apartment
NZ$602 per night
includes taxes & fees
Love Nest - Luxury Studio in tropical gardens with koi ponds, waterfalls
BBQs at the pools right behind my building C.
The resort has lagoons & fountains & lovely landscaping to stroll around
Sunrise view of condos from the beach every morning it is natures art
The Condo Pool decking was recent & has many relaxing lounges under1 minute away
Exceptional
(349 reviews)

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

Lihue

6% off
NZ$3,961
for 7 nights, 1 apartment
NZ$566 per night
includes taxes & fees
Over 350 Avg 5.0 Star Reviews Say It all! This Is The Best Deal On Kauai! .
Interior
Pool
Exterior
Beach
Exceptional
(56 reviews)

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

Lihue

5% off
NZ$3,460
for 7 nights, 1 apartment
NZ$494 per night
includes taxes & fees
Beautiful Beachfront Resort, Resort and Oceanview Unit, 4 pools, 2 Jacuzzis,
Interior
Pool
Beach
Newly updated
Exceptional
(12 reviews)

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

Koloa

8% off
NZ$5,948
for 7 nights, 1 apartment
NZ$850 per night
includes taxes & fees
Poipu Beach• AC• Walk Out• 3-Min to Beach • Pool • Surf School• Snorkel• Turtle
Lovely pool and spa area at The Cliffs
Enjoy morning coffee at sunrise on the lanai
Newly remodeled recreation room with library, big-screen TV and lounge.
Play or walk alongside the stunning Makai Course just a few blocks away.
Exceptional
(171 reviews)

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

Princeville

7% off
NZ$4,782
for 7 nights, 1 apartment
NZ$683 per night
includes taxes & fees
Prime Oceanfront End Unit--View--Family-friendly Cliffs Resort at Bargain Rates
Exterior
Pool
Beach
Living area
Exceptional
(158 reviews)

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

Koloa

7% off
NZ$5,536
for 7 nights, 1 apartment
NZ$791 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? Bookabach 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 Bookabach 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, Bookabach 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 Bookabach.
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 Bookabach 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 Bookabach 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.

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