
Kailua-Kona holiday homes
We found 3,932 holiday rentals — enter your dates for availability
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:29 Aug - 5 Sept
Image gallery for Luxurious Oceanfront Escape Awaits – Stunning Views & Top-Floor Waikoloa Living!

1010 out of 10 rating
Exceptional
(140 reviews)
Luxurious Oceanfront Escape Awaits – Stunning Views & Top-Floor Waikoloa Living!
Waikoloa, HI
8% off
Price is NZ$9,656
NZ$9,656
NZ$1,379 per night
includes taxes & fees
Image gallery for Wyndham Kona Hawaiian - 2BR/2BA Deluxe Unit

9.69.6 out of 10 rating
Exceptional
(20 reviews)
Wyndham Kona Hawaiian - 2BR/2BA Deluxe Unit
Kailua-Kona, HI
8% off
Price is NZ$7,101
NZ$7,101
NZ$1,014 per night
includes taxes & fees
Image gallery for Villa On The Ocean - One Of Largest Condos On Alii Drive. Directly Oceanfront.

1010 out of 10 rating
Exceptional
(45 reviews)
Villa On The Ocean - One Of Largest Condos On Alii Drive. Directly Oceanfront.
Kailua-Kona, HI
11% off
Price is NZ$9,093
NZ$9,093
NZ$1,299 per night
includes taxes & fees
Image gallery for Kona Keauhou Newly Remodeled Home, Quiet private home on Golf course with Pool.

1010 out of 10 rating
Exceptional
(23 reviews)
Kona Keauhou Newly Remodeled Home, Quiet private home on Golf course with Pool.
Kailua-Kona, HI
9% off
Price is NZ$7,971
NZ$7,971
NZ$1,139 per night
includes taxes & fees
Image gallery for Luxury Private Vacation | 180° Ocean View | AC | Pool | WiFi

9.89.8 out of 10 rating
Exceptional
(59 reviews)
Luxury Private Vacation | 180° Ocean View | AC | Pool | WiFi
Kailua-Kona, HI
7% off
Price is NZ$17,384
NZ$17,384
NZ$2,483 per night
includes taxes & fees
Image gallery for Hualalai Resort: Ground Level Villa by the Ocean

1010 out of 10 rating
Exceptional
(68 reviews)
Hualalai Resort: Ground Level Villa by the Ocean
Kailua-Kona, HI
8% off
Price is NZ$23,550
NZ$23,550
NZ$3,364 per night
includes taxes & fees
Image gallery for Charming Mauna Lani Golf Villa! Private Beach Access! Golf Course View 2BR/2BA

9.89.8 out of 10 rating
Exceptional
(111 reviews)
Charming Mauna Lani Golf Villa! Private Beach Access! Golf Course View 2BR/2BA
Kamuela, HI
7% off
Price is NZ$5,984
NZ$5,984
NZ$855 per night
includes taxes & fees
Image gallery for Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.

1010 out of 10 rating
Exceptional
(149 reviews)
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
Kailua-Kona, HI
6% off
Price is NZ$30,159
NZ$30,159
NZ$4,308 per night
includes taxes & fees
Image gallery for Kona Oceanfront complex I Updated I AC I Heated Pool I Best Location

9.69.6 out of 10 rating
Exceptional
(40 reviews)
Kona Oceanfront complex I Updated I AC I Heated Pool I Best Location
Kailua-Kona, HI
7% off
Price is NZ$2,995
NZ$2,995
NZ$428 per night
includes taxes & fees
Image gallery for Family Friendly Home with Mountain Views, Private Lanai, and Beach Accessories

1010 out of 10 rating
Exceptional
(27 reviews)
Family Friendly Home with Mountain Views, Private Lanai, and Beach Accessories
Kamuela, HI
7% off
Price is NZ$8,283
NZ$8,283
NZ$1,183 per night
includes taxes & fees
Image gallery for Spectacular luxury golf course view home in the heart of the Mauna Lani resort

9.89.8 out of 10 rating
Exceptional
(39 reviews)
Spectacular luxury golf course view home in the heart of the Mauna Lani resort
Kamuela, HI
7% off
Price is NZ$19,087
NZ$19,087
NZ$2,727 per night
includes taxes & fees
Image gallery for Luxury Home in Mauna Lani☀️🌴

1010 out of 10 rating
Exceptional
(36 reviews)
Luxury Home in Mauna Lani☀️🌴
Kamuela, HI
7% off
Price is NZ$23,016
NZ$23,016
NZ$3,288 per night
includes taxes & fees
Image gallery for ENJOY RESORT LIVING 2 Beds/2 Baths Ocean Views

9.89.8 out of 10 rating
Exceptional
(21 reviews)
ENJOY RESORT LIVING 2 Beds/2 Baths Ocean Views
Kailua-Kona, HI
7% off
Price is NZ$4,152
NZ$4,152
NZ$593 per night
includes taxes & fees
Image gallery for Charming Holualoa Ranching-Era Estate near Kailua and Keauhou. Away from it all!

1010 out of 10 rating
Exceptional
(159 reviews)
Charming Holualoa Ranching-Era Estate near Kailua and Keauhou. Away from it all!
Holualoa, HI
7% off
Price is NZ$8,713
NZ$8,713
NZ$1,245 per night
includes taxes & fees
Image gallery for Mauna Lani 4 BR Luxury! Golf & Beach Club

9.89.8 out of 10 rating
Exceptional
(29 reviews)
Mauna Lani 4 BR Luxury! Golf & Beach Club
Kamuela, HI
10% off
Price is NZ$20,623
NZ$20,623
NZ$2,946 per night
includes taxes & fees
Image gallery for Ocean Front !!...Watch The Surfers And Smell the Ocean...Minutes to the beach.

9.69.6 out of 10 rating
Exceptional
(199 reviews)
Ocean Front !!...Watch The Surfers And Smell the Ocean...Minutes to the beach.
Kailua-Kona, HI
7% off
Price is NZ$11,335
NZ$11,335
NZ$1,619 per night
includes taxes & fees
Image gallery for Gorgeous Ocean View, Comfortable Cool Elevation, Close to Everything!

9.89.8 out of 10 rating
Exceptional
(47 reviews)
Gorgeous Ocean View, Comfortable Cool Elevation, Close to Everything!
Kailua-Kona, HI
7% off
Price is NZ$8,562
NZ$8,562
NZ$1,223 per night
includes taxes & fees
Image gallery for Panoramic Ocean Views! Luxury Estate - Pool, Hot Tub, Jacuzzi & Air Conditioning

9.69.6 out of 10 rating
Exceptional
(68 reviews)
Panoramic Ocean Views! Luxury Estate - Pool, Hot Tub, Jacuzzi & Air Conditioning
Kailua-Kona, HI
7% off
Price is NZ$15,771
NZ$15,771
NZ$2,253 per night
includes taxes & fees
Image gallery for Luxury Nohea Home w/ Pool & private Ohana! Access to Mauna Lani Sports Club!

1010 out of 10 rating
Exceptional
(26 reviews)
Luxury Nohea Home w/ Pool & private Ohana! Access to Mauna Lani Sports Club!
Kamuela, HI
7% off
Price is NZ$20,128
NZ$20,128
NZ$2,875 per night
includes taxes & fees
Image gallery for The “Promise Tree” is a great family gathering place in Kailua Kona!

1010 out of 10 rating
Exceptional
(142 reviews)
The “Promise Tree” is a great family gathering place in Kailua Kona!
Kailua-Kona, HI
7% off
Price is NZ$20,442
NZ$20,442
NZ$2,920 per night
includes taxes & fees
Image gallery for "Hale Maluhia" - Cottage with expansive ocean views in central Kailua Kona.

1010 out of 10 rating
Exceptional
(100 reviews)
"Hale Maluhia" - Cottage with expansive ocean views in central Kailua Kona.
Kailua-Kona, HI
7% off
Price is NZ$3,023
NZ$3,023
NZ$432 per night
includes taxes & fees
Image gallery for Beautiful 3 bedroom condo in the heart of Waikoloa

9.89.8 out of 10 rating
Exceptional
(18 reviews)
Beautiful 3 bedroom condo in the heart of Waikoloa
Waikoloa, HI
7% off
Price is NZ$6,907
NZ$6,907
NZ$987 per night
includes taxes & fees
Image gallery for Incredible Ocean view from Updated Top Floor Condo!

1010 out of 10 rating
Exceptional
(81 reviews)
Incredible Ocean view from Updated Top Floor Condo!
Kailua-Kona, HI
7% off
Price is NZ$4,027
NZ$4,027
NZ$575 per night
includes taxes & fees
Image gallery for Beauty and Luxury Meets Oceanfront Paradise

1010 out of 10 rating
Exceptional
(34 reviews)
Beauty and Luxury Meets Oceanfront Paradise
Kailua-Kona, HI
8% off
Price is NZ$34,487
NZ$34,487
NZ$4,927 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Kailua-Kona
Hale Kona Kai by Casago Kona
Sleeps 3 · 1 bedroom
7.47.4 out of 10
Goodgood
8 reviews(8 reviews)
Ocean Front Pool, Private and Newly Renovated Top Corner Unit
Sleeps 2 · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
247 reviews(247 reviews)
Spacious, Luxurious, Tropical Townhouse Style Condo For A Truly Aloha Vacation
Sleeps 6 · 2 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
190 reviews(190 reviews)
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
Royal Sea Cliff Kona by OUTRIGGER
Sleeps 4 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
526 reviews(526 reviews)
Beautiful Pool with Stunning Ocean and Sunset Views
Sleeps 10 · 4 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
62 reviews(62 reviews)
Top rated rentals - Kailua-Kona
Amazing location
1010 out of 10
Exceptionalexceptional
140 reviews(140 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value