Photo by ‎‎Debra Fischer

West Side holiday rentals

We found 5,686 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – West Side

Showing deals for:25 Dec - 1 Jan

Outdoor dining
Pool
Exterior
Living area
Exceptional
(15 reviews)

Kalia'i Marriott, Beach Club weeks available in 2027

Lihue

8% off
AU$5,257
for 7 nights, 1 room
AU$751 per night
includes taxes & fees
Kalia'i Marriott, Beach Club weeks available in 2027
Barbecue just steps away
A short stroll to beautiful beaches
Property grounds
Exterior
Exceptional
(216 reviews)

Your Kauai Adventure Starts With This Lovely Villa.

Lihue

7% off
AU$2,657
for 7 nights, 1 villa
AU$380 per night
includes taxes & fees
Your Kauai Adventure Starts With This Lovely Villa.
Interior
Pool
Dining
Beach
Exceptional
(73 reviews)

Stunning Oceanview Room, Beachfront Resort, 4 Pools, 2 Jacuzzis, Restaurants

Lihue

5% off
AU$3,742
for 7 nights, 1 apartment
AU$535 per night
includes taxes & fees
Stunning Oceanview Room, Beachfront Resort, 4 Pools, 2 Jacuzzis, Restaurants
Room
Exterior
Pool
Exterior detail
Excellent
(21 reviews)

Shangri-la escape! Ohana studio with private entrance and parking.

Princeville

7% off
AU$2,356
for 7 nights, 1 room
AU$337 per night
includes taxes & fees
Shangri-la escape! Ohana studio with private entrance and parking.
Property grounds
Exterior
Dining
Dining
Wonderful
(44 reviews)

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

Lihue

5% off
AU$3,626
for 7 nights, 1 apartment
AU$518 per night
includes taxes & fees
Gorgeous Beachfront Resort, 4 Beautiful Pools, Walkout room to the pools, ocean
Interior
Pool
Exterior
Outdoor dining
Wonderful
(39 reviews)

Ocean View Room, Spectacular Beachfront Resort, 4 pools, Restaurants on site

Lihue

5% off
AU$3,742
for 7 nights, 1 apartment
AU$535 per night
includes taxes & fees
Ocean View Room, Spectacular Beachfront Resort, 4 pools, Restaurants on site
Exterior
Pool
Outdoor dining
Beach
Wonderful
(37 reviews)

Breathtaking Oceanfront Resort, 4 pools, 2 Jacuzzis and Restaurants on Site

Lihue

5% off
AU$3,742
for 7 nights, 1 apartment
AU$535 per night
includes taxes & fees
Breathtaking Oceanfront Resort, 4 pools, 2 Jacuzzis and Restaurants on Site
Pool
Beach
Living area
Living area
Exceptional
(14 reviews)

Cozy 1-bedroom condo in beautiful Koloa with washer/dryer, AC fiber internet

Koloa

7% off
AU$9,690
for 7 nights, 1 apartment
AU$1,384 per night
includes taxes & fees
Cozy 1-bedroom condo in beautiful Koloa with washer/dryer, AC fiber internet
Complete coffee bar with Keurig, French press, and drip coffee
Full kitchen, dining area, and private lanai surrounded by tropical greenery
Room
Interior
Exceptional
(31 reviews)

Princeville Wellness Loft ~ A/C, Massage Chair, King Bed, Kitchen, Walk to Beach

Princeville

8% off
AU$8,982
for 7 nights, 1 apartment
AU$1,283 per night
includes taxes & fees
Princeville Wellness Loft ~ A/C, Massage Chair, King Bed, Kitchen, Walk to Beach
Private kitchen
Property grounds
Welcoming large bedroom
Terrace/patio
Excellent
(16 reviews)

ALOHA Authentic Hawaii Condo C-7

Kapaa

7% off
AU$3,184
for 7 nights, 1 apartment
AU$455 per night
includes taxes & fees
ALOHA Authentic Hawaii Condo C-7
Property grounds
Pool
Beach
Dining
Wonderful
(49 reviews)

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

Lihue

7% off
AU$3,629
for 7 nights, 1 apartment
AU$518 per night
includes taxes & fees
Romantic Oceanfront Kauai Beach Resort, Jacuzzis, restaurants, 4 pools
Bathroom
Living area
Private kitchen
Room
Exceptional
(172 reviews)

Top floor 1BR with AC, beach gear, lanai, and mountain views. Walk to the beach!

Princeville

15% off
AU$5,938
for 7 nights, 1 apartment
AU$848 per night
includes taxes & fees
Top floor 1BR with AC, beach gear, lanai, and mountain views. Walk to the beach!
Private kitchen
Property grounds
Aloha style dining room and breakfast bar
Relaxing in the morning sunshine...waiting for you! 🌞
Exceptional
(16 reviews)

ALOHA - ALOHA AUTHENTIC CONDO- C29, Comfy & Welcoming.

Lihue

7% off
AU$3,318
for 7 nights, 1 apartment
AU$474 per night
includes taxes & fees
ALOHA - ALOHA AUTHENTIC CONDO- C29, Comfy & Welcoming.
Room
Large deck - Ocean front views straight out as well as to the left in picture
Entry way to condo
Full ocean front views on all three walls of living room/Kitchen
Exceptional
(120 reviews)

Edge of Cliff Luxury Penthouse over largest coral reef in HI - Beach access & AC

Princeville

8% off
AU$11,361
for 7 nights, 1 apartment
AU$1,623 per night
includes taxes & fees
Edge of Cliff Luxury Penthouse over largest coral reef in HI - Beach access & AC
Kitchen with micro, mini fridge, and accesories in closet
Asia House entry
Deck overlooking courtyard and distant vieew of ocean.
Airial veiw.
Exceptional
(17 reviews)

Bali Ohana, private studio in Asia House

Princeville

7% off
AU$2,496
for 7 nights, 1 apartment
AU$357 per night
includes taxes & fees
Bali Ohana, private studio in Asia House
The Condo Pool decking was recent & has many relaxing lounges under1 minute away
The resort has lagoons & fountains & lovely landscaping to stroll around
Sunrise view of condos from the beach every morning it is natures art
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

7% off
AU$3,217
for 7 nights, 1 apartment
AU$460 per night
includes taxes & fees
Over 350 Avg 5.0 Star Reviews Say It all! This Is The Best Deal On Kauai! .
Oceanfront Pool & Jacuzzi for you to enjoy.
Tropical bliss.
Magical View from Lanai
Soak in the Beauty
Exceptional
(24 reviews)

Islander on the Beach 309 Oceanview Top Floor Corner Studio with AC

Kapaa

7% off
AU$3,599
for 7 nights, 1 apartment
AU$514 per night
includes taxes & fees
Islander on the Beach 309 Oceanview Top Floor Corner Studio with AC
Living area
Beach
Dining
King size bed
Exceptional
(58 reviews)

Kauai Beach Villa Walk to Beach, full kitchen, separate living room FREE PARKING

Lihue

5% off
AU$4,620
for 7 nights, 1 apartment
AU$660 per night
includes taxes & fees
Kauai Beach Villa Walk to Beach, full kitchen, separate living room FREE PARKING
looking through beautiful trees to oahu building, unit 341 is top floor
This is your view from the lanai
This is my first picture of the gorgeous ocean view taken in 2005
immaculate grounds, walking toward pool area
Exceptional
(180 reviews)

This Pic is Your Gorgeous Ocean View~Islander on the Beach Top Floor AC Parking

Kapaa

16% off
AU$2,894
for 7 nights, 1 apartment
AU$413 per night
includes taxes & fees
This Pic is Your Gorgeous Ocean View~Islander on the Beach Top Floor AC Parking
Pool
Opening of balcony door
Master bedroom
Kitchen island
Exceptional
(258 reviews)

Ocean Front, Edge Of Cliff - Feel & See Every Crashing Wave From All Room

Princeville

8% off
AU$10,232
for 7 nights, 1 apartment
AU$1,462 per night
includes taxes & fees
Ocean Front, Edge Of Cliff - Feel & See Every Crashing Wave From All Room
Welcoming master bedroom
Property grounds
Outdoor dining
Exterior
Wonderful
(22 reviews)

ALOHA-Authentic Hawaii Condo D15 ☆

Kapaa

7% off
AU$3,199
for 7 nights, 1 apartment
AU$457 per night
includes taxes & fees
ALOHA-Authentic Hawaii Condo D15 ☆
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
AU$3,846
for 7 nights, 1 apartment
AU$549 per night
includes taxes & fees
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!
Inviting, spacious bright 'Aloha' style bedroom with queen bed, luxury, high thread count linens & glass sliders to lanai & pool/spa
Well manicured grounds, beautiful flowers, shrubs & palms on resort
Relaxing yard/pool view from lanai
Memory evoking, Hawaiian 'Plantation' style resort.
Wonderful
(19 reviews)

ALOHA Authentic Hawaii Style Condo ☆ C-6

Kapaa

7% off
AU$2,856
for 7 nights, 1 apartment
AU$408 per night
includes taxes & fees
ALOHA Authentic Hawaii Style Condo ☆ C-6
The Hali Moi cottage community
Quiet mornings on your lanai before a 5 min stroll to The 1 Hotel for breakfast
Private kitchen
Room
Exceptional
(53 reviews)

Romantic Princeville Tiki Suite, AC, Luxury King, Walk to Beaches

Princeville

8% off
AU$7,494
for 7 nights, 1 apartment
AU$1,071 per night
includes taxes & fees
Romantic Princeville Tiki Suite, AC, Luxury King, Walk to Beaches

  • 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)
  • Kauai Coffee Company (11.4 mi / 18.4 km)
  • Kiahuna Golf Course (16.7 mi / 26.9 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.

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