
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!

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

Epic Kona Views • Pool • A/C • Sleeps 2 Families

Big Family Home, Pool, Views, Yard, Lanai, Clean!
Condo rentals with a pool

Renovated Condo with A/C, Pool & Spa

Downtown | AC | Pool | Kitchen | Desk |1 Gig | BBQ

Direct Oceanfront - Magic Sands Beach!

Spectacular View, Direct Oceanfront Kona,Top Floor

Amazing Oceanfront Condo! Great Location!

Renovated Condo with Beautiful Ocean View- New AC

Kailua Kona Downtown Condo Walk to Pier & Beaches

Plantation Hale
Other holiday rentals with a pool

Gorgeous Unit, Stunning Views!

Oceanview, Steps to Downtown: The Pono Condo

1 BR condo steps from Kona's premier surf break

Brand NEW Oceanfront Retreat! Steps to Beach!

Ohana With Private Pool & Jacuzzi

1BR Kona Condo w/ Chef’s Kitchen & Tropical Lanai

NEW! ADORABLEbungalow in Kona

O/F View, on ocean 1 Bdrm, Casa De Emdeko Ironman
Quick stats about holiday rentals with a pool in Kailua-Kona
Total rentals
1.9K properties
Nightly prices starting at
$85 NZD 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
- Rentals with beach access Kailua-Kona
- Rentals with a fireplace Kailua-Kona
- Townhouse rentals Kailua-Kona
- Pet-friendly rentals Kailua-Kona
- Private suite rentals Kailua-Kona
- Condo rentals Kailua-Kona
- Beachfront rentals Kailua-Kona
- Rentals with breakfast Kailua-Kona
- Rentals with a hot tub Kailua-Kona
- Villa rentals Kailua-Kona
- Beach condo rentals Kailua-Kona
- House rentals Kailua-Kona
- Cabin rentals Kailua-Kona
- Rentals with a washing machine and dryer Kailua-Kona
- Rentals with a fire pit Kailua-Kona
- Rentals with outdoor seating Kailua-Kona
- Rentals with a patio Kailua-Kona
- Fitness-friendly rentals Kailua-Kona
- Rentals with a kayak Kailua-Kona
- Guesthouse rentals Kailua-Kona
- Hotel rentals Kailua-Kona
- Apartment rentals Kailua-Kona
- Family-friendly rentals Kailua-Kona
- Luxury rentals Kailua-Kona
- Beach house rentals Kailua-Kona
- Resort rentals Kailua-Kona
- Waterfront rentals Kailua-Kona
- Rentals with pools Hawaii County
- Rentals with pools Hawaii
- Rentals with pools United States
- Hapuna Beach
- Kaunaoa Beach
- Mauna Lani, Auberge Resorts Collection
- Kohanaiki Private Club Community
- Four Seasons Resort Hualalai
- Ke‘EI Beach
- Mauna Kea Golf Course
- Mauna Lani Golf
- 49 Black Sand Beach
- Waikōloa Beach
- Kona Country Club
- Hapuna Golf Course
- Volcano Golf and Country Club
- Waikoloa Beach Golf Course
- Kealakekua Bay State Historical Park
- Makalawena Beach
- Kona Dog Beach
- Kuki’o Golf & Beach Club
- Nanea Golf Club
- ʻAlula Beach
- Honokohau Beach
- Wawaloli Beach
- Mauumae Beach
- Pololū Beach
- Things to do Kailua-Kona
- Things to do Hawaii County
- Art and culture Hawaii County
- Sports activities Hawaii County
- Nature and outdoors Hawaii County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Tours Hawaii
- Entertainment Hawaii
- Art and culture Hawaii
- Food and drink Hawaii
- Things to do United States
- Sightseeing United States
- Food and drink United States
- Wellness United States
- Art and culture United States
- Sports activities United States
- Entertainment United States
- Tours United States
- Nature and outdoors United States