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

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.
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Walk to White Sands Beach or Relax by Your Private Pool

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.
Walk to White Sands Beach or Relax by Your Private Pool
Oceanfront Kona Beach House

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.
Oceanfront Kona Beach House
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Big August 2025 discount! Rare BEACH FRONT Home at Kona Surf and Racquet Club

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.
Big August 2025 discount! Rare BEACH FRONT Home at Kona Surf and Racquet Club
🏖️Next to Keauhou Bay! | Concierge Included | Large Private Pool & Lanai

🏖️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.
🏖️Next to Keauhou Bay! | Concierge Included | Large Private Pool & Lanai
🏖️Ocean Front | Central AC | Private Pool & Grill | Concierge Included

🏖️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.
🏖️Ocean Front | Central AC | Private Pool & Grill | Concierge Included
Outrigger Paradise Hale Wa a Pale with Private Pool!

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.
Outrigger Paradise Hale Wa a Pale with Private Pool!
Panoramic view of ocean.  Excellent location. Quiet neighborhood. Sleep 10

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.
Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10
Stunning Ocean Views + Designer Designed Kona Home

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.
Stunning Ocean Views + Designer Designed Kona Home
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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
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 trending hotels in Kailua-Kona

Royal Kona Resort

Royal Kona Resort

3.5 out of 5
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 ...
Royal Kona Resort
Kona Coast Resort

Kona Coast Resort

3.5 out of 5
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.
Kona Coast Resort
PACIFIC 19 Kona

PACIFIC 19 Kona

3.5 out of 5
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.
PACIFIC 19 Kona
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OUTRIGGER Kona Resort and Spa

OUTRIGGER Kona Resort and Spa

4 out of 5
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.
OUTRIGGER Kona Resort and Spa
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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.