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.

Family · Location · Getting around

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.

Value · Family · Laundry

Kona Surf Snorkel Paradise, Beachfront, Hot Tub

Incredible views of the bay and surfers! Modern house(built 2014) with A/C all rooms. It’s across the street from Kahalu’u Beach. This is the BEST snorkeling and surfing spot in Kona. Surfboards,The Kona Trolley stop, and food trucks are steps away. The house has a hot tub, 4 brms, one upstairs, 3 downstrs, There’s one full bath en-suite upstairs with toilet, tub and shower. There is a toilet downstairs with very private outdoor shower. Plus one bdrm has a sink/vanity & 2nd outdoor shower.

Family · Value · Outdoor spaces

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

Location · Family · Hospitality

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.

Family · Location · Accuracy

Huge Kona Home • Ocean View • Pool • 4 bdrms • AC

Bringing the whole crew—or two families? This breezy 4BR, 3BA Kona home is built for fun and flexibility. Two stories mean plenty of space to gather—or sneak off for quiet time. With two kitchens, two living rooms, A/C, smart TVs, and indoor laundry, everyone gets room to relax. Take in an almost 180° ocean view of Kona bay, lounge on breezy lanais, fire up the BBQ, or float in the pool. Pick fresh mangoes and starfruit on-site. Just 5 mins to Kona town—your perfect island escape awaits.

Value · Family · Comfort

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

Value · Location · Access

Hale Aka'ula, House of the Red Sunset

Nestled within the lush oasis of Kohanaiki, this 3 bedroom, 2 bath home awaits as your ideal Hawaiian retreat. Offering a spacious living room and chef's kitchen, it's made for memorable family gatherings. Surrounded by tropical greenery, you have ocean vistas and stunning sunsets from the comfort of the fully screened lanai. With convenient access to downtown Kona (6 mi), the airport (7.5 mi), and the pristine beaches of the north end, like Kua Bay Beach Park (10 mi).

Location · Family · Kitchen

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.

Family · Value · Access

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.

Value · Family · View

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.

Value · Location · Backyard

2 Bedroom in the Kona Hills on a Coffee Farm

Located at 2400 feet elevation, we offer our downstairs, two-bedroom, one-bathroom Ohana. Our house is located on a quiet Kona coffee farm. We enjoy wonderful ocean views, and cool mountain mornings (a nice escape for hot and sunny downtown Kona (15 to 20 minutes away). We have trees everywhere and our place borders the state forest. Our house is a perfect place to make your base-camp and then head out each day for your adventures.

Value · Location · Layout