Kaiulani holiday rentals

We found 670 holiday rentals — enter your dates for availability

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Dates

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Flexible dates

August 2025

September 2025

Discover a selection of 10 homes and other holiday rentals in Kaiulani that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the best amenities for hanging out with the people that matter most, including air conditioning and cable TV. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Kaiulani

Showing deals for:21 Nov - 28 Nov

Hanalei Bay Sunset over Bali Hai a short walk away

Exceptional

(80 reviews)

Escape to Tropical Bliss, Our Dreamy Oasis at the Plantation at Princeville

Princeville, HI

5% off

S$561 nightly

Includes taxes & fees

Exceptional

(98 reviews)

Perfect Studio: AC, Pool, Private Bedroom, Lanai + Local Info & Island Guide

Princeville, HI

7% off

S$358 nightly

Includes taxes & fees

Full Moon looking out from the Lanai. Taken in January.

Exceptional

(12 reviews)

Princeville, Kauai. Delightful Studio In Sandpiper Village. Ten night maximum

Princeville, HI

7% off

S$296 nightly

Includes taxes & fees

Memorable sunset view from your lanai last summer

Exceptional

(139 reviews)

Relax on our extra large Lanai in Beautiful Kauai , 3 Bedroom Condo w/ View!

Princeville, HI

7% off

S$619 nightly

Includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Kaiulani

Quiet, Licensed, Clean & Affordable Cottage Studio with Kitchenette

Sleeps 2 · 1 bathroom

4Br 4.5 Ba Punahele House with Ocean and Mountain Views, Beach Gear, Near Queens Pond

Sleeps 10 · 4 bedrooms · 4+ bathrooms

Top rated rentals - Kaiulani

Oasis is a unique tropical escape, built around a waterfall garden courtyard

Beautiful

Just what we wanted, a place that was peaceful and relaxing with great views. Since it’s connected to a golf course, without fences, it seemed like an endless backyard, perfect for playing smashball and cornhole. Can not say enough good things about the property managers, the house and the location, all were above expectations.

Denyse C.

Stayed Jun 2023

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

Frequently asked questions

What is the most popular type of holiday rental accommodation in Kaiulani?

Based on our research, condos are the most popular holiday rental type in Kaiulani. But that goes without saying, everyone's idea of the perfect stay can differ. Vrbo has holiday rentals of all shapes and sizes, so you're sure to discover your perfect match.

How much does it cost to rent a holiday rental in Kaiulani?

Several factors can affect how much you'll pay for a holiday rental in Kaiulani, like the season, type of property and length of stay. Still, all our holiday homes have something in common — incredible value. Just enter your travel dates to find your ideal fit.

How much does it cost to rent a beach house in Kaiulani?

When you travel and the size and style of the property will influence how much you'll pay for your beachside holiday rental. Click on your Kaiulani travel dates to view your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use the filters to select the amenities and features you want in your holiday home.

Are there pet-friendly holiday rentals in Kaiulani?

Pack a suitcase and a bone for your beloved pooch because Kaiulani has nine holiday homes that roll out the welcome mat to doggie guests. Let your happy hound join in on the family trip at one of our pet-friendly holiday rentals on Vrbo. Simply enter your destination and dates, then check our "Pets allowed" filter box.

Can I rent a house with a pool in Kaiulani?

Add a whole new level of fun to your adventure by booking your crew into one of the eight houses with a private pool in Kaiulani. Use our handy search filter to find the kind of property you want on Vrbo, and then spend lazy days splashing about in a swimming pool that's just for you.

What are popular rental amenities in Kaiulani?

When it comes to rental amenities that people prefer in Kaiulani, an ocean view, a chef and a barbecue grill rank highest. With Vrbo holiday homes, you'll discover options to fit your style and taste, whether you're going on a trip with your partner, your family or even pets.

Are there large group holiday rentals in Kaiulani?

With six Kaiulani properties that can host five or more people, you can bring a few extra family members or friends along. Whether you're planning a casual get-together or a special celebration, we'll help you book the perfect space to fit the occasion.

Are there holiday rentals in Kaiulani that welcome kids?

With nine family-friendly holiday homes available in Kaiulani, now is a great time to introduce the kids to the thrills of travel. Simply click on our "Properties good for families" filter to discover stays that come with conveniences perfect for families on the move, like kitchens, outdoor spaces, hot tubs and bunk beds.

What are the top attractions for families in Kaiulani?

Keeping the kiddos entertained during your holiday in Kaiulani is a cinch with these cool family-friendly attractions:

Hideaways Beach
Hanalei Valley Lookout
Sealodge Beach

Are there holiday rentals with WiFi in Kaiulani?

Kaiulani has three holiday rentals with WiFi, so you can stay connected during your trip. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movies with your family to sending emails, these Vrbo homes make it easy to go online.

How can I find holiday rentals with air conditioning in Kaiulani?

Pick your dates and then use our filter tool to see holiday rentals with ac in Kaiulani on Vrbo. With four air-conditioned properties on offer here, you can enjoy a cool and comfortable trip.

How old do you have to be to rent a holiday rental in Kaiulani?

Age restrictions can differ across properties on Vrbo, so double-check the rules of the holiday rental in Kaiulani you're interested in. But usually, it's 16, 18 or 21.

How long can I rent a holiday rental in Kaiulani for?

How long you can rent a holiday rental in Kaiulani is down to the property. Just enter your preferred travel dates to display a list of options offering extended stays. With lots of creature comforts such as air conditioning and kitchens, as well as some offering discounted weekly or monthly prices, you're sure to discover the perfect place to call your home away from home in Kaiulani.