
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

Island Views Hale

Island Time-Luxury Golf Front Home with Pool/Spa

Tiny House Hawaii

Ocean, Sunset, Pool, King's Luxury experience

HAVEN: Poolside Sanctuary with Heavenly Views

Big Family Home, Pool, Views, Yard, Lanai, Clean!
Weekly house rentals

Artist's Home: Beautiful View of Paradise in Kona

Luxury Magic Oceanview Home – Huge Lanai & Hot Tub

The Mango Cottage on Keauhou Bay

Kona House // Ocean View //Cold AC//5 Min to beach

4-Bedroom Retreat, Near Magic Sands Beach!

Holualoa Ekolu (Comfort, View, Taxes included)

New Modern Interior|OceanView| HotTub|Forest Deck

Magic Sands Beach House
Private house rentals

Luxury Villa Above Kailua Bay

Stunning Keauhou Resort Condo!

Hula Hale

Kona Hale Pili

Clean Stocked Relaxing Kona Home • AC • Pool • BBQ

Private guest house in the Hawaii Island tropics.

Breathtaking Ocean Views with Refreshing AC

Zen-Inspired Retreat, Breathtaking Ocean City View
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
- Ke‘EI Beach
- Mauna Lani Golf
- 49 Black Sand Beach
- Mauna Lani, Auberge Resorts Collection
- Volcano Golf and Country Club
- Kealakekua Bay State Historical Park
- Waikoloa Beach Golf Course
- Waikōloa Beach
- Kona Country Club
- Pōhue Beach
- Nanea Golf Club
- Kuki’o Golf & Beach Club
- Makalawena Beach
- Kealia Beach
- Kona Dog Beach
- ʻAlula Beach
- Mahaiʻula Beach
- Makolea Beach
- Things to do Kailua-Kona
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