
House holiday rentals in Kailua-Kona
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Top-rated house rentals in Kailua-Kona
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Kailua-Kona
House rentals with a pool

Mollie’s Paradise Resort Home - No Cleaning Fee!

Exceptional Oceanview Home - Pool & Stunning View

New, Stunning, 3 Bedroom Condo; A/C/Pools/ Hottub

Tiny House Hawaii

Ocean, Sunset, Pool, King's Luxury experience

HAVEN: Poolside Sanctuary with Heavenly Views

Big Family Home, Pool, Views, Yard, Lanai, Clean!

Holua Kai #32: Coastal view w/AC & Private Pool
Weekly house rentals

2 Bedroom in the Kona Hills on a Coffee Farm

Luxury Villa Above Kailua Bay

The White Kona Whale House -Amazing New View House

The Mango Cottage on Keauhou Bay

Kona Ali'i Village Home

Ideal Location And Fantastic Views 3BR/2BA

4-Bedroom Retreat, Near Magic Sands Beach!

Holualoa Ekolu (Comfort, View, Taxes included)
Private house rentals

Modern & Relaxing Home w/ Stunning Ocean View

Honu House

Home with Panoramic Ocean Views + Private Pool

Clean Stocked Relaxing Kona Home • AC • Pool • BBQ

Aloha Breeze

Private guest house in the Hawaii Island tropics.

Breathtaking Ocean Views with Refreshing AC

The Kona Cottage
Quick stats about house rentals in Kailua-Kona
Total rentals
320 properties
Total number of reviews
19K reviews
Family-friendly rentals
240 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
140 properties have a pool
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Destinations to explore
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- Hapuna Beach
- Kaunaoa Beach
- Kohanaiki Private Club Community
- Mauna Kea Golf Course
- Four Seasons Resort Hualalai
- Two Step
- Mauna Lani Golf
- Waikōloa Beach
- Mauna Lani, Auberge Resorts Collection
- Ke‘EI Beach
- Kealakekua Bay State Historical Park
- Waikoloa Beach Golf Course
- 49 Black Sand Beach
- Kona Country Club
- Volcano Golf and Country Club
- Kuki’o Golf & Beach Club
- Makalawena Beach
- Nanea Golf Club
- Kona Dog Beach
- Honokohau Beach
- Makolea Beach
- Hapuna Golf Course
- Mauumae Beach
- ʻAlula Beach
- Things to do Kailua-Kona
- Things to do Hawaii County
- Nature and outdoors Hawaii County
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- Things to do United States
- Sightseeing United States
- Food and drink United States
- Wellness United States
- Nature and outdoors United States
- Art and culture United States
- Tours United States
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- Entertainment United States