
Holiday rentals with a pool in Kailua-Kona
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kailua-Kona
Guests agree: these homes with a pool 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 Kailua-Kona rentals with a pool
House rentals with a pool

Mollie’s Paradise Resort Home - No Cleaning Fee!

Exceptional Oceanview Home - Pool & Stunning View

Kahaluu Bay Get-Away

Tropical Oasis Home with Pool and Steps to Beach

Tiny House Hawaii

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

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

Ocean, Sunset, Mountain & Celestial Views
Apartment rentals with a pool

Ocean Views~by Honl's Beach~Heart of Kona~AC

Lovely studio condo with kitchenette and pool

Renovated Condo with A/C, Pool & Spa

SALE! OceanfrontWalkable inTown QuietPoolElevator

Direct Oceanfront - Magic Sands Beach!

Downtown Kona Condo / Vintage Hawaii / Fast WiFi

O/F View, on ocean 1 Bdrm, Casa De Emdeko Ironman

Kalanikai Condos! 5 Min walk to Kona Pier!
Other holiday rentals with a pool

Gorgeous Unit, Stunning Views!

1 BR condo steps from Kona's premier surf break

Ocean view with central location tropical paradise

Brand NEW Oceanfront Retreat! Steps to Beach!

Ohana With Private Pool & Jacuzzi

NEW! ADORABLEbungalow in Kona

Oceanfront Chic • Just Renovated

Gorgeous condo walking distance to the beach!
Quick stats about holiday rentals with a pool in Kailua-Kona
Total rentals
1.9K properties
Nightly prices starting at
£37 before taxes and fees
Total number of reviews
71K reviews
Family-friendly rentals
960 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
1.1K properties have a dedicated workspace
Destinations to explore
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- Rentals with pools Hawaii County
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- Hapuna Beach
- Mauna Lani, Auberge Resorts Collection
- Kaunaoa Beach
- Kohanaiki Private Club Community
- Four Seasons Resort Hualalai
- Ke‘EI Beach
- Mauna Kea Golf Course
- Waikōloa Beach
- Mauna Lani Golf
- Waikoloa Beach Golf Course
- Kona Country Club
- 49 Black Sand Beach
- Hapuna Golf Course
- Volcano Golf and Country Club
- Kona Dog Beach
- Kealakekua Bay State Historical Park
- Nanea Golf Club
- Makalawena Beach
- Honokohau Beach
- Kuki’o Golf & Beach Club
- ʻAlula Beach
- Pololū Beach
- Mahaiʻula Beach
- Wawaloli Beach
- Things to do Kailua-Kona
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- Art and culture Hawaii County
- Nature and outdoors Hawaii County
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- Things to do Hawaii
- Nature and outdoors Hawaii
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- Food and drink Hawaii
- Wellness Hawaii
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- Things to do United States
- Sightseeing United States
- Art and culture United States
- Wellness United States
- Entertainment United States
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- Tours United States
- Food and drink United States
- Nature and outdoors United States