Book Holiday Homes in Kailua-Kona
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Featured Holiday Homes in Kailua-Kona

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Kailua-Kona
When you stay at this vacation home in Kailua-Kona, you'll be near the bay, a 5-minute drive from Kailua Pier and 10 minutes from Magic Sands Beach.

Walk to White Sands Beach or Relax by Your Private Pool
Kailua-Kona
With a stay at this vacation home in Kailua-Kona (Kahaluu-Keauhou), you'll be within a 15-minute drive of Magic Sands Beach and Kailua Pier.

Oceanfront Kona Beach House
Kailua-Kona
With a stay at this vacation home in Kailua-Kona (Holualoa Village), you'll be a 2-minute drive from Magic Sands Beach and 8 minutes from Kailua Pier.
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Big August 2025 discount! Rare BEACH FRONT Home at Kona Surf and Racquet Club
Kailua-Kona
With a stay at this vacation home in Kailua-Kona (Kahaluu-Keauhou), you'll be within a 15-minute drive of Magic Sands Beach and Kailua Pier.

🏖️Next to Keauhou Bay! | Concierge Included | Large Private Pool & Lanai
Kailua Kona
With a stay at this vacation home in Kailua-Kona (Kahaluu-Keauhou), you'll be within a 10-minute drive of Magic Sands Beach and Keauhou Bay Beach.

🏖️Ocean Front | Central AC | Private Pool & Grill | Concierge Included
Kailua Kona
With a stay at this vacation home in Kailua-Kona (Kahaluu-Keauhou), you'll be within a 15-minute drive of Magic Sands Beach and Holua Tennis Center.

Outrigger Paradise Hale Wa a Pale with Private Pool!
Kailua Kona
With a stay at this vacation home, you'll be centrally located in Kailua-Kona, within a 10-minute drive of Magic Sands Beach and Kailua Pier.

Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10
Kailua-Kona
With a stay at this vacation home, you'll be centrally located in Kailua-Kona, within a 10-minute drive of Magic Sands Beach and Kailua Pier.

Stunning Ocean Views + Designer Designed Kona Home
Kailua-Kona
With a stay at this vacation home, you'll be centrally located in Kailua-Kona, within a 15-minute drive of Kailua Pier and Makalei Golf Club.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Kailua-Kona Holiday Homes essential information
Accommodation | 570 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Walk to White Sands Beach or Relax by Your Private Pool, Oceanfront Kona Beach House, Big August 2025 discount! Rare BEACH FRONT Home at Kona Surf and Racquet Club, 🏖️Next to Keauhou Bay! | Concierge Included | Large Private Pool & Lanai, 🏖️Ocean Front | Central AC | Private Pool & Grill | Concierge Included, Outrigger Paradise Hale Wa a Pale with Private Pool!, Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10, Stunning Ocean Views + Designer Designed Kona Home |
Top Locations for Holiday Homes in Kailua-Kona
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Top trending hotels in Kailua-Kona

Royal Kona Resort
75-5852 Alii Dr, Kailua-Kona, HI
Fully refundableReserve now, pay when you stay
With a stay at Royal Kona Resort in Kailua-Kona (Historic Kailua Village), you'll be a 1-minute drive from Hulihee Palace and 6 minutes from Magic Sands ...

Kona Coast Resort
78-6842 Alii Dr, Kailua-Kona, HI
With a stay at Kona Coast Resort in Kailua-Kona (Kahaluu-Keauhou), you'll be within a 15-minute drive of Magic Sands Beach and Kailua Pier.

PACIFIC 19 Kona
75-5646 Palani Rd, Kailua-Kona, HI
Fully refundableReserve now, pay when you stay
With a stay at PACIFIC 19 Kona in Kailua-Kona, you'll be 5.4 mi (8.8 km) from Kahalu'u Beach Park and 11.7 mi (18.9 km) from Mahai'ula Beach.
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OUTRIGGER Kona Resort and Spa
78-128 Ehukai Street, Kailua-Kona, HI
Fully refundableReserve now, pay when you stay
Located in Kailua-Kona (Kahaluu-Keauhou), OUTRIGGER Kona Resort and Spa is within a 5-minute drive of Kona Country Club and Keauhou Bay Beach.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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^Subject to availability and chosen travel dates.