Skip to content
Hawaii-based. Sharing the islands since 2006. Plan · Explore · Experience · Hawaii

Beautiful places.Your own island stay.

Hawaii vacation rentals

Aloha. Where to?

Find somewhere you will love coming home to.

Explore all vacation rentalsVillas, homes & oceanview condos

Alii Drive And Kona Sunsets

Kailua Kona Vacation Rentals

Kailua Kona Vacation Rentals Near the Water, Dining and Sunsets

Kailua Kona vacation rentals are a natural choice when you want west Big Island sunshine, ocean views, walkable dining and easy access to beaches. Many condos are set along or near Alii Drive, with lanais, pools, barbecue areas and sunset views that make the area feel relaxed without being far from restaurants, shops and Kailua Pier.

Rental Listings

Kailua Kona Vacation Rentals Listings

Loading rental map…

Map View · Page 14

Kailua Kona Vacation Rentals Map

OCEANFRONT/Elevator/AC/Surfers From $557/night

OCEANFRONT/Elevator/AC/Surfers

Kailua-Kona, Hawaii
★★★★★ 9.8/10 · 179 reviews

OCEAN FRONT BEAUTY! Intimate 20 unit complex. Feast your palate with this ocean front condo in the heart of Kailua Kona's "surf city". Spectacular...

2 Bedrooms 2 Bathrooms Sleeps 6
Direct oceanfront with A/C From $171/night

Direct oceanfront with A/C

Kailua-Kona, Hawaii
★★★★★ 9.8/10 · 176 reviews

Exquisite second floor oceanfront condo (no elevator). Enjoy watching dolphins, whales, and the beautiful sunset from a very private lanai, or listen...

2 Bedrooms 2 Bathrooms Sleeps 4
Oceanfront 3 Bedroom Residence From $554/night

Oceanfront 3 Bedroom Residence

Kailua-Kona, Hawaii
★★★★★ 9.8/10 · 158 reviews

This three-bedroom and three-bath standalone townhome is one of the Kona’s most desirable properties with stunning ocean views, an outdoor dining...

3 Bedrooms 3 Bathrooms Sleeps 6

Hawaii vacation rentals

Search vacation rentals