Book villas with a pool in Kailua-Kona

Experience the ultimate getaway with luxury pool vacation villas in Kailua-Kona

Vacationing in Kailua-Kona offers a unique chance to escape into paradise, especially when you choose a luxury pool vacation villa. These stunning properties provide the perfect backdrop for outdoor adventures, enabling you to soak up the sun beside your own private pool. Whether you're lounging with a good book, enjoying a refreshing dip, or hosting a family barbecue under the stars, the atmosphere is both relaxing and invigorating. With breathtaking views and a serene environment, this destination is ideal for creating unforgettable memories with loved ones.

Our top choices for a great stay

Hualalai Hillside Villa 3101 - Prime Location~Ocean Views!

Hualalai Hillside Villa 3101 - Prime Location~Ocean Views!

Stay at this villa in Kailua-Kona. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Four Seasons Resort Hualalai Golf Course and Kikaua Point Beach Park are located nearby.
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Hualalai Hillside Villa 3101 - Prime Location~Ocean Views!
Hualalai Luxury Ocean View Ka'ulu Villa - Two Golf Carts Included!

Hualalai Luxury Ocean View Ka'ulu Villa - Two Golf Carts Included!

Book a stay at this golf villa in Kailua-Kona. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Four Seasons Resort Hualalai Golf Course and Kikaua Point Beach Park are located nearby.
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Hualalai Luxury Ocean View Ka'ulu Villa - Two Golf Carts Included!
Aloha Condos, Beach Villas at Kahaluu, Villa 1-202, Beach View, AC

Aloha Condos, Beach Villas at Kahaluu, Villa 1-202, Beach View, AC

Stay at this villa in Kailua-Kona. Enjoy laundry facilities, balconies, and an in-room coffeemaker. Popular attractions Magic Sands Beach and Kailua Pier are located nearby.
9.8/10 Exceptional! (34 reviews)
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Aloha Condos, Beach Villas at Kahaluu, Villa 1-202, Beach View, AC
Aloha Condos, Beach Villas at Kahaluu, Villa 1-201, Beach View, AC

Aloha Condos, Beach Villas at Kahaluu, Villa 1-201, Beach View, AC

Stay at this villa in Kailua-Kona. Enjoy laundry facilities, balconies, and an in-room coffeemaker. Popular attractions Magic Sands Beach and Kailua Pier are located nearby.
9.8/10 Exceptional! (29 reviews)
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Aloha Condos, Beach Villas at Kahaluu, Villa 1-201, Beach View, AC
Lux Ocean View Villa at Hualalai Resort w/Lanai&Outdoor shower

Lux Ocean View Villa at Hualalai Resort w/Lanai&Outdoor shower

Stay at this villa in Kailua-Kona. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Four Seasons Resort Hualalai Golf Course and Kikaua Point Beach Park are located nearby.
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Lux Ocean View Villa at Hualalai Resort w/Lanai&Outdoor shower
Lush Oceanview Villa w/Hot Tub & AC - Fairwayfront at Hualalai: 3101 Kumukehu

Lush Oceanview Villa w/Hot Tub & AC - Fairwayfront at Hualalai: 3101 Kumukehu

Book a stay at this golf villa in Kailua-Kona. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Four Seasons Resort Hualalai Golf Course and Kikaua Point Beach Park are located nearby.
10/10 Exceptional! (12 reviews)
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Lush Oceanview Villa w/Hot Tub & AC - Fairwayfront at Hualalai: 3101 Kumukehu
3 Bedroom Luxury Ke Alaula Villa at Hualalai Resort

3 Bedroom Luxury Ke Alaula Villa at Hualalai Resort

Stay at this villa in Kailua-Kona. Enjoy laundry facilities, tennis courts, and balconies. Popular attractions Four Seasons Resort Hualalai Golf Course and Kikaua Point Beach Park are located nearby.
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3 Bedroom Luxury Ke Alaula Villa at Hualalai Resort
3BD Ka'ulu Villa (129B) at Hualalai Resort

3BD Ka'ulu Villa (129B) at Hualalai Resort

2 out of 5
Stay at this villa in Kailua-Kona. Enjoy laundry facilities, tennis courts, and balconies. Popular attractions Four Seasons Resort Hualalai Golf Course and Kikaua Point Beach Park are located nearby.
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3BD Ka'ulu Villa (129B) at Hualalai Resort
3BR Ka'Ulu Villa 109A at Hualalai Resort Hualalai w/ Ocean Views & Resort Amenit

3BR Ka'Ulu Villa 109A at Hualalai Resort Hualalai w/ Ocean Views & Resort Amenit

2 out of 5
Stay at this villa in Kailua-Kona. Enjoy laundry facilities, tennis courts, and balconies. Popular attractions Four Seasons Resort Hualalai Golf Course and Kikaua Point Beach Park are located nearby.
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3BR Ka'Ulu Villa 109A at Hualalai Resort Hualalai w/ Ocean Views & Resort Amenit
Luxury Oceanview Villa at Hualalai w/Resort Pool & AC - Hainoa 2901D

Luxury Oceanview Villa at Hualalai w/Resort Pool & AC - Hainoa 2901D

Stay at this villa in Kailua-Kona. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Four Seasons Resort Hualalai Golf Course and Kailua-Kona Beaches are located nearby.
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Luxury Oceanview Villa at Hualalai w/Resort Pool & AC - Hainoa 2901D
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.

Why choose a Private Pool Villa in Kailua-Kona?

Choosing to stay in luxury pool vacation villas for rent in Kailua-Kona offers honeymooners, leisure seekers, and families a unique experience that hotels simply can’t match. With spacious layouts and private pools, these villas provide a level of comfort and intimacy that enhances your vacation. Imagine waking up to scenic views and enjoying a morning swim without the hustle and bustle of a hotel environment. Private villas often come with outdoor spaces perfect for barbecues or family games, making it easier to bond and create lasting memories. While hotels offer standard amenities, villas allow you to customize your experience, whether it’s lounging poolside, enjoying alfresco dining, or exploring the beautiful outdoors at your own pace. The choice of a private villa combines the best of relaxation, adventure, and family time, offering a truly unforgettable Hawaiian escape.