Hanauma Bay Nature Preserve featuring general coastal views and landscape views

Hawaii Kai holiday rentals

We found 4,874 holiday rentals — enter your dates for availability

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August 2025

September 2025

Discover a selection of 61 homes and other holiday rentals in Hawaii Kai that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include Wi-Fi and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Hawaii Kai

Showing deals for:14 Nov - 21 Nov

Exceptional

(11 reviews)

Waimānalo Beach Cottages 2 min walk to the beach!

Waimanalo, HI

8% off

AU$6,298 per night

includes taxes & fees

Exceptional

(30 reviews)

Remodeled oasis in the heart of Waikiki! Min. from beach, shops, & restaurants!

Honolulu, HI

7% off

AU$375 per night

includes taxes & fees

Exceptional

(59 reviews)

Newly renovated Waikiki Sunset unit with STUNNING Diamond Head and ocean views

Honolulu, HI

7% off

AU$756 per night

includes taxes & fees

Exceptional

(185 reviews)

Oceanfront, Yacht Harbor, Luxury, Friday Fireworks front row seat, FAB!

Honolulu, HI

7% off

AU$454 per night

includes taxes & fees

Excellent

(40 reviews)

Entire 2 Bedroom Condo, King Bed, FREE Parking, Sleeps 6, Walk to Waikiki Beach

Honolulu, HI

7% off

AU$621 per night

includes taxes & fees

Exceptional

(266 reviews)

Oceanfront Waikiki/Ilikai Condo with stunning ocean views and free parking

Honolulu, HI

7% off

AU$606 per night

includes taxes & fees

Exceptional

(230 reviews)

Magnificent Ocean View Penthouse, FREE PARKING- Pool renovation until 2026

Honolulu, HI

7% off

AU$480 per night

includes taxes & fees

Living room has it's own lanai and an armoire that can be used to hang clothes.

Exceptional

(31 reviews)

2 SIDE BY SIDE CONDOS 2 BLOCKS FROM THE BEACH! LOTS OF SLEEPING SPACE!

Honolulu, HI

7% off

AU$975 per night

includes taxes & fees

Exceptional

(46 reviews)

1 BR Top floor stunning views from 2 Lanais. Jeep & Parking Available thru Turo

Honolulu, HI

7% off

AU$415 per night

includes taxes & fees

Exceptional

(36 reviews)

2 min walk to the beach Ocean &mountain view. Central AC, Parking is available .

Honolulu, HI

7% off

AU$429 per night

includes taxes & fees

Exceptional

(50 reviews)

Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range

Honolulu, HI

7% off

AU$588 per night

includes taxes & fees

Exceptional

(38 reviews)

Oceanview Central AC. 2min walk to Waikiki beach , on site parking is available

Honolulu, HI

11% off

AU$353 per night

includes taxes & fees

Exceptional

(60 reviews)

Waikiki Sunset * Newly Renovated * Parking * Diamond Head Ocean Views *

Honolulu, HI

7% off

AU$415 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Hawaii Kai

Maunalua Bay Beach Park

Find the best place to stay - Hawaii Kai

Luxury Hawaii Kai Villa Luana – Ocean View, Saltwater Pool, 5 Min to Sandy Beach

Sleeps 12 · 4 bedrooms · 2+ bathrooms

Top rated rentals - Hawaii Kai

Premier Host

Great House Great Host

Wow, Donna and her Husband were great Host. This home and location were the best if you are exploring the windward side of the island, or quite frankly any part. If you are looking for a home away from home this is your chance to include a pool and access to great hikes and beaches. Cannot say enough good things about this property and host.

Randall I.

Stayed Apr 2021

Amazing House

Fantastic property with an amazing view. Great outdoor pool and entertainment area, well appointed kitchen and indoor entertainment area. Bedrooms were comfortable. Overall a great property for our group of 7 people.

Jeff H.

Stayed Aug 2019

From your window, what a fabulous view! The ocean, Koko Crater, the marina.

Premier Host

Perfection with an amazing view.

We were greeted by a smiling Claudia as we got out of the car on the 25th August 2016. Claudia and Kevin's guest house was perfect in every way, the set up of the property has everything you could possible need. We stayed there for two weeks and toured around the island numerous times on day trips. The grocery store is just down the road and has numerous other shopping facilities within a couple of minutes. We travelled to Hawaii from Australia for a relaxing vacation and we were not disappointed. This was definitely the best holiday we have had, the view from the guest house is amazing and waking up to that every morning was very hard to leave. We will most certainly be travelling back for another holiday next year and stay at the guest house. Thankyou once again Claudia & Kevin for our beautiful Hawaiian holiday :) Heather & Brad Robb Queensland Australia

Heather R.

Stayed Aug 2016

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 home accommodation in Hawaii Kai?

Based on our research, houses are the most popular holiday property type in Hawaii Kai. But having said that, everyone's idea of the perfect trip isn't the same. Stayz has holiday homes of all sizes, shapes and budgets, so you're sure to discover your ideal match.

How much does it cost to rent a holiday home in Hawaii Kai?

A range of things can determine how much you'll pay for a holiday home in Hawaii Kai, including the season, type of property and length of stay. Still, all of our holiday homes have something in common — unbeatable value. Just enter your travel dates to find your ideal match.

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

The average price for a holiday home near the beach in Hawaii Kai will depend on when you're going and the type and size of property you want. Find prices easily on Stayz by entering your travel dates and destination. Then make use of the filter tool to select the number of bedrooms and amenities essential to you, like WiFi, air conditioning and a pool.

Are there large group holiday homes in Hawaii Kai?

Hawaii Kai has 20 holiday homes that can host 10 or more people. These stays come with the space you need to share good times with your favourite people.

Can I find two-bedroom holiday homes in Hawaii Kai?

Choose from four two-bedroom homes in Hawaii Kai. Put your little ones in the second room or maybe fill it with a couple of your besties. There's a spot for whoever's fortunate enough to be coming along.

Are there holiday homes with WiFi in Hawaii Kai?

Hawaii Kai has 38 holiday homes with WiFi, so you'll be able to stay connected while you're travelling. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with your family to checking emails, these Stayz homes will keep you online.

How old do you have to be to rent a holiday home in Hawaii Kai?

The minimum age can vary across properties on Stayz, so be sure to look at the rules of the holiday home in Hawaii Kai you're considering. But usually, it's 16, 18 or 21.

How long can I rent a holiday home in Hawaii Kai for?

The amount of time you can book a Hawaii Kai holiday home for varies depending on the property. Just put in your travel dates to view options that offer extended stays. They include everything you need to make your extended break more comfortable and enjoyable, such as laundries and air conditioning. Some Stayz holiday properties may also offer weekly or monthly discounted prices, so you can stay even longer for less.