House holiday rentals in Kailua-Kona

Ocean, Sunset, Mountain & Celestial Views

🌴 Guest Favorite - Top 10% on the Big Island Enjoy stunning ocean, mountain, sunset, and starry views from nearly every room in this cozy, family-friendly three-bedroom, two-bathroom Waikoloa Village, Hawaii home. The house includes everything you'll need on your paradise escape including a fully equipped kitchen, beach gear such as boogie boards, snorkels, coolers, umbrellas, towels and Wi-Fi. We also provide bath towels, bed linens, soaps/shampoos, coffee, children's toys, and a BBQ grill.

Tropical Oasis: Pool, Spa, Waterfall, Ocean View

Welcome to Nakukui Hale, your own private Hawaiian sanctuary — a beautifully designed estate for up to 8 guests in a gated community. A resort-style waterfall spills over lava rock into a blue-tiled heated pool. Wander the lush landscape, listen to colorful birds sing, and unwind in the spa or relax in the private gazebo as the sun sets over the Pacific. Just minutes from Ali'i Drive, Magic Sands Beach, Ironman Pier and the best restaurants in Kona. This is Hawaii living at its absolute finest.

Exceptional Oceanview Home - Pool & Stunning View

Exceptional quality, unobstructed panoramic Oceanview, three-bedroom home with AC and a heated pool located in Kailua-Kona. As you walk through the door and see the deep blue ocean, you have arrived in Hawaiian paradise! The home features wide pocket doors that seamlessly expand the living space out to a large balcony (lanai). Relax in your own private oasis swimming pool, lounge in the shade under a poolside gazebo, unwind in your own hot tub! All just minutes from restaurants & shopping.

Clean spacious in Kailua Kona.

Enjoy easy access to everything from this perfectly located home base. It's close to Kona airport, Costco, beautiful beaches, and only a 10 min drive to Kona town. It is located in a quiet neighborhood right in Kailua Kona near some of the best beaches on the island. The perfect place for a small group of friends or family to have a wonderful vacation. When staying in our space, we have a variety of beach toys and towels that we welcome guests to use. The Ironman triathletes are also welcome.

Private & Beautiful home on 1 acre

A beautiful & private home on 1 acre in Kona Palisades! Our home is in an ideal location at nearly 1,400 ft. elevation to take advantage of cooler temperatures, while being just minutes from the airport, beaches, and Kailua-Kona town. Enjoy a vaulted living room ceiling, 2 covered lanais, and thoughtful finishes throughout our home. Set on a single level, the home features 3 bedrooms, 2 1/2 bathrooms, with a spacious roundabout driveway and green grassy lawns Caretaker lives on property

Stunning Serene Bali Retreat [Pool/AC/Ocean View]

Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai/Balinese architecture, hand-carved wood everywhere, and ample windows/skylights that showcase the beauty of the Big Island. The kitchen/living rooms connect to the owner's retreat via covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys a quiet atmosphere and cooler temps than busy downtown while not being far from the action.

New Modern Interior|OceanView| HotTub|AC|Forest V

180° ocean view from front door to bedroom Fully renovated in 2024 with modern design and furnishings 1700+ sq. ft. on a 12,000+ sq. ft. lot, ocean-facing with forest backdrop 5 mins to beach, including popular snorkeling at Kahaluu 9 mins to Kona downtown for dining and shopping Sunset Hot Tub – brand new for relaxation Four outdoor sitting areas; large deck in forest setting All rooms has brand new AC Dual Dishwasher 85-inch luxury TV Extremely safe neighborhood with private gate

Halia Hale

Escape to your own private Kona retreat, perfect for couples or friends. This gated and fully fenced home sits among 500+ mature Kona coffee trees and seasonal fruit like mango, papaya, banana, tangerine, orange, and avocado. Relax by the lap pool, detox in the commercial-grade sauna, or sip fresh coffee on the lanai. Just minutes from Kona’s beaches, shops, and dining, yet peaceful and secluded—an ideal spot to recharge and enjoy the spirit of Hawai‘i.

Mini Plantation with a View

2300 sq.ft home on over an acre is perfect for time with family & friends. 10 minutes from downtown Kona, in Holualoa, with organic coffee, fruit trees, and flowers. There is a roof-top games with ping-pong room overlooking the garden. Paddle boards, snorkeling gear, basketball, and lots of games are also provided. Entertaining is easy on the huge lanai with bbq and a kitchen equipped with cooking staples and equipment. Home is on-property hosted.

Beautiful, Spacious Home w/Expansive Ocean Views

Our spacious Kona home is a wonderful place for families and groups to gather, with large bedrooms, a beautiful kitchen, and plenty of room to spread out and relax. Guests especially love the sweeping sunset views, the cooler evenings at our elevation, and the easy access to some of the best beaches on the Big Island. It’s a comfortable, welcoming home that works especially well for family reunions and time together with people you love.

Family-Friendly 4BR Oasis by Magic Sands

Escape to this spacious island retreat featuring an open-concept living area, gourmet kitchen, and beautifully designed coastal interiors. Relax on the covered lanai with outdoor dining, lounge seating, BBQ, and a lush tropical backyard. The home offers luxurious king suites, a spa-inspired primary bath with a Jacuzzi tub, and is just minutes from Kona's best beaches, snorkeling, shopping, and dining. 🌺

Mollie’s Paradise Resort Home & Private Pool

Welcome to Mollie's Paradise! This gated resort vacation home features a beautifully crafted outdoor paradise with a private pool and spa. Your host, Mollie, has curated a vacation home experience that will exceed your expectations. Her attention to detail, quality amenities and extra clean home is loved by guests.