Kailua-Kona holiday rentals

We found 4,019 holiday rentals — enter your dates for availability

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September 2025

October 2025

If you are looking to stay near Kailua-Kona, HI (KOA-Kona Intl.), scroll through and discover holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll have the amenities that you expect and more, such as Wi-Fi and cable TV. What you'll find is a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Kailua-Kona, HI (KOA-Kona Intl.)

Showing deals for:5 Dec - 12 Dec

Exceptional

(70 reviews)

King Palm, Aug Low rates, Ocean views walk to Magics beach Kahalu'u Free HSWIFI

Kailua-Kona, HI

7% off

for 7 nights, 1 home

AU$422 per night

includes taxes & fees

Exceptional

(70 reviews)

Panoramic Ocean Views! Luxury Estate - Pool, Hot Tub, Jacuzzi & Air Conditioning

Kailua-Kona, HI

7% off

for 7 nights, 1 home

AU$1,654 per night

includes taxes & fees

Exceptional

(92 reviews)

Big 3BR / 4BA (3056sq ft) Kona Home with Pool/Jacuzzi, OceanView (Sleeps 16 max)

Kailua-Kona, HI

6% off

for 7 nights, 1 home

AU$966 per night

includes taxes & fees

Very good

(7 reviews)

Upgraded Spacious 5-bedroom with AC, Private Pool/Spa next to Magic Sand beach

Kailua-Kona, HI

6% off

for 7 nights, 1 home

AU$1,643 per night

includes taxes & fees

Exceptional

(225 reviews)

Oceanfront Penthouse - AC, Crashing Waves, Spectacular Sunsets, Surfers, Turtles

Kailua-Kona, HI

7% off

for 7 nights, 1 apartment

AU$658 per night

includes taxes & fees

Exceptional

(21 reviews)

Banyan Tree #303 - The best oceanfront condo with a car, beach & all the gear!

Kailua-Kona, HI

8% off

for 7 nights, 1 apartment

AU$1,199 per night

includes taxes & fees

Exceptional

(95 reviews)

Enjoy Panoramic Ocean Sunset Views From Your Private, Gated Residence

Kailua-Kona, HI

10% off

for 7 nights, 1 home

AU$1,975 per night

includes taxes & fees

Join us in Holualoa for a lovely stay that will delight the senses!

Exceptional

(164 reviews)

Charming Holualoa Ranching-Era Estate near Kailua and Keauhou. Away from it all!

Holualoa, HI

7% off

for 7 nights, 1 home

AU$1,202 per night

includes taxes & fees

Hale Kolepa Sunset View from your private & exclusive pool side at Hale Kolepa

Wonderful

(74 reviews)

Private Home with Pool in Secure Gated Community on Kona Country Club Fairway

Kailua-Kona, HI

6% off

for 7 nights, 1 home

AU$1,252 per night

includes taxes & fees

Exceptional

(46 reviews)

2 - bedroom Waikoloa Townhouse 106, close to beaches and restaurants

Waikoloa, HI

7% off

for 7 nights, 1 home

AU$693 per night

includes taxes & fees

Exceptional

(24 reviews)

Cozy studio with WiFi and AC that is within walking distance of Magic Sands Bch

Kailua-Kona, HI

7% off

for 7 nights, 1 apartment

AU$258 per night

includes taxes & fees

Exceptional

(98 reviews)

AMAZING KONA REEF D-36, DIRECT OCEANFRONT-TOP FLOOR PENTHOUSE, AIR CONDITIONING!

Kailua-Kona, HI

7% off

for 7 nights, 1 apartment

AU$772 per night

includes taxes & fees

Can't Stay Any Closer To The Ocean! Floor to ceiling windows.

Exceptional

(176 reviews)

Oceanfront Penthouse, As Close As You Can Stay To Ocean, Stunning Views, A/C!

Kailua-Kona, HI

5% off

for 7 nights, 1 apartment

AU$836 per night

includes taxes & fees

Exceptional

(15 reviews)

A Beautiful View Beach House at Kahalu'u Bay! Snorkeling & Surfing ~ Steps Away!

Kailua-Kona, HI

8% off

for 7 nights, 1 home

AU$1,041 per night

includes taxes & fees

Exceptional

(98 reviews)

Kona coast studio, low Aug rate, Free Parking, free HS-WIFI walk to Magics beach

Kailua-Kona, HI

7% off

for 7 nights, 1 apartment

AU$276 per night

includes taxes & fees

Exceptional

(146 reviews)

Luxurious Oceanfront Escape Awaits – Stunning Views & Top-Floor Waikoloa Living!

Waikoloa, HI

8% off

for 7 nights, 1 apartment

AU$1,127 per night

includes taxes & fees

Watch the waves, sunsets or your smart tv from your "day bed".

Very good

(33 reviews)

Magic Steps away & the Ocean Sings a Lullaby In Front of Your Ocean Front Suite

Kailua-Kona, HI

7% off

for 7 nights, 1 apartment

AU$402 per night

includes taxes & fees

HISTORICAL DISTRICT OF KAHALU'U. PLACE. SURF, CANOEING, AGRICULTURAL OF CHIEFS.!

Exceptional

(95 reviews)

FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.

Kailua-Kona, HI

7% off

for 7 nights, 1 home

AU$1,068 per night

includes taxes & fees

Another view of the dining area and the kitchen

Exceptional

(49 reviews)

Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

Kailua-Kona, HI

5% off

for 7 nights, 1 home

AU$321 per night

includes taxes & fees

Wonderful

(126 reviews)

Oceanfront, Beach , Pool, Wifi ,View! Relax Haw'n style #206 Portable AC

Kailua-Kona, HI

7% off

for 7 nights, 1 apartment

AU$355 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Kailua-Kona

Spacious "Great Room" So much light it's almost like being outside!

Spacious, Luxurious, Tropical Townhouse Style Condo For A Truly Aloha Vacation

Sleeps 6 · 2 bedrooms · 2+ bathrooms

Cozy studio with WiFi and AC that is within walking distance of Magic Sands Bch

Sleeps 2 · 1 bedroom · 1 bathroom

Coming up the gated driveway, at night...the guest house is on the left

Guest house on gated acre estate, Sleeps up to 7; Great for Events, too

Sleeps 7 · 2 bedrooms · 2 bathrooms

Top rated rentals - Kailua-Kona

Premier Host

Great stay

Great location and property, we will be back! Thanks for having us :)

Marion M.

Stayed Oct 2024

Premier Host

Didn’t want to leave

This property is fantastic. The kitchen is well stocked, the water equipment eg snorkels greatly appreciated. 40 mins drive from Kona so it is well and truly far from the crowds. The beach is lovely and a pleasant stroll past fishponds. Access to restaurants at Mauna Lani and “The Shops” is great. The golf course was also beautifully presented and very enjoyable to play. (North) . Sitting on the Lani, enjoying the beautiful gardens and fishpond with ocean in the background so relaxing. Would love to return here

Liz W.

Stayed June 2023

Premier Host

Thoroughly enjoyed our stay, very clean and tidy. Highlight was listening to the waves.

Waking up with ocean views while eating breakfast on the balcony was definitely our highlight. This place is well equipped with all of the cooking/utensils needed to enjoy a homely stay.

Jack R.

Stayed Oct 2022

Premier Host

Comfortable, private and spectacular!

Had a wonderful stay, very clean and comfortable, short drive to shops and restaurants. Great beaches nearby with lots of Turtles. Cindi was a fantastic host. Highly Recommended!

Mark Y.

Stayed Aug 2022

View looking north from your oceanfront lanai towards Kailua-Kona Bay

Premier Host

Great views

Enjoyed my stay here - sound of surf is amazing! Pretty close to everything and easy walk to main shops etc. Pool area was great, parking area easy but still steps up or down, even with the lift. Found it hard on my own, being older, to lift suitcase up and down. Otherwise very nice unit.

Wendy B.

Stayed Sept 2019

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