Luxury Vacation Rentals with a Private Pool in Kailua-Kona

Claim your own slice of the Kona Coast with Wander. Our luxury private-pool vacation rentals in Kailua-Kona blend five-star consistency with the privacy of a standalone home.

Think saltwater or heated pools that spill toward the horizon, sunset lanais, and effortless indoor-outdoor living. Inside, find chef-ready kitchens, plush bedrooms, central air, ultra fast WiFi, and dedicated workspaces. Every stay includes pristine cleaning, 24/7 concierge, and homes that look exactly like the photos.

Choose from ocean-view villas and quiet hillside retreats framed by lava rock and palms, each designed for privacy and total relaxation.

Kailua-Kona rests on the sunny leeward side of Hawai‘i Island, where black lava meets cobalt water and trade winds stay gentle. The microclimate delivers warm days and clear evenings with sky-to-ocean sunsets.

From Holualoa’s coffee orchards to the calm bays around Keauhou, the Kona coast pairs adventure with a relaxed rhythm. Views to Hualalai and Mauna Loa set a dramatic backdrop for snorkeling, paddling, sportfishing, and waterfront strolls. This is why Wander's luxury private-pool vacation rentals in Kailua-Kona are the perfect choice, whether you're traveling for work or leisure.