
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

Private Pool - 180° Ocean View - Minutes to Beach

Tropical Oasis Home with Pool and Steps to Beach

Tiny House Hawaii

Private Pool & Spa-Beautiful Oceanview Home

Huge Kona Home • Ocean View • Pool • 4 bdrms • AC
Condo rentals with a pool

Renovated Condo with A/C, Pool & Spa

Oceanfront Condo/Hawaiian Style. 1Bd, w/AC & Wifi

Ali'i Dr w/ Ocean Sunsets next to Farmer's Market

2 Bedroom Penthouse Condo With Ocean View And Pool

Hawai'i paradise at Kona Isle

Modern Kona Retreat • Walk to Ocean & Town

Incredible Downtown Kona /Renovated/New Dual AC

Honua Studio *Ocean Views on the Golf Course!
Other holiday rentals with a pool

Oceanview, Steps to Downtown: The Pono Condo

Centrally Located Downtown Kona Condo

Brand NEW Oceanfront Retreat! Steps to Beach!

NEW! ADORABLEbungalow in Kona

Brand new Luxury Oceanfront Living in Kona with AC

Beach Access: Peaceful 1 Bed Condo in Kailua-Kona

Oceanfront Chic • Just Renovated

AC Peek-a-boo Ocean View 1br1ba Kona cozy getaway
Quick stats about holiday rentals with a pool in Kailua-Kona
Total rentals
1.9K properties
Nightly prices starting at
$76 AUD 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
- Rentals with pools Hawaii
- Rentals with pools United States
- Hapuna Beach
- Mauna Lani, Auberge Resorts Collection
- Kaunaoa Beach
- Four Seasons Resort Hualalai
- Pahoa Beach
- Kohanaiki Private Club Community
- Mauna Kea Golf Course
- Ke‘EI Beach
- Waikōloa Beach
- Mauna Lani Golf
- Waikoloa Beach Golf Course
- Kona Country Club
- Volcano Golf and Country Club
- Hapuna Golf Course
- 49 Black Sand Beach
- Kona Dog Beach
- Kealakekua Bay State Historical Park
- Makalawena Beach
- Kuki’o Golf & Beach Club
- Nanea Golf Club
- Mauumae Beach
- Honokohau Beach
- ʻAlula Beach
- Pololū Beach
- Things to do Kailua-Kona
- Things to do Hawaii County
- Sports activities Hawaii County
- Art and culture Hawaii County
- Nature and outdoors Hawaii County
- Things to do Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Entertainment Hawaii
- Wellness Hawaii
- Art and culture Hawaii
- Tours Hawaii
- Nature and outdoors Hawaii
- Food and drink Hawaii
- Things to do United States
- Sightseeing United States
- Food and drink United States
- Entertainment United States
- Wellness United States
- Art and culture United States
- Sports activities United States
- Tours United States
- Nature and outdoors United States