House holiday rentals in Kailua-Kona

Ocean-View Retreat in Kona Countryside

Escape to a private, 2BR retreat on 3 lush acres in Holualoa—where hotel-style efficiency meets island charm.Step onto the lanai for sweeping ocean views, stunning sunsets, and cool mountain breezes.Just 10 minutes to Kona town, beaches, and the airport.With a full kitchen, BBQ, fire pit table, and modern comforts, it’s perfect for couples seeking a peaceful and private escape with scenic veiws. Grill dinner, unwind by the fire pit, or roll out a yoga mat and greet the day in serene surroundings

Private Pool - 180° Ocean View - Minutes to Beach

WOW! That’s what guests always say when they arrive at Kona Heavens Hideaway — Surrounded by lush tropical gardens, exotic fruit trees, and vibrant birds, this 1-acre property offers total privacy, stunning 180° ocean views, and comfortable breezes at 900 ft elevation. Just 4 miles from Kona town and close to beaches, it's the perfect blend of quiet country living and convenient access to everything you need. Spacious, serene, truly special — with reallyFast WiFi Hawaii Tax ID: W01435344-01

Adorable 2-bedroom modern cottage

Newly remodeled 2 bedroom gated cottage at a cool elevation providing gentle tropical breezes. Enjoy nature's sounds and the lush mauka beauty of our island, (ear plugs will be provided should you find you prefer more silence). Easy 10-minute drive to airport, beaches, shopping, restaurants and parks. Beach chairs and towels provided. Cottage is furnished and decorated as pictured. Bedrooms have A/C and queen beds. Owner occupies front home though you have full driveway access and privacy.

Entire rental unit Kona Ohana

Welcome to our beautiful home located at Kailua Kona. Our house is nestled in a peaceful gated neighborhood, offering a serene and relaxing atmosphere for your stay. Entire guest suite attached to the main house, separate entrance. Private one bedroom with 2 king size beds full bath with a full kitchen, washer and dryer, etc. We live next door with our children. We are an active family and you will likely hear us living our happy life :) We wake fairly early and are in bed by 11 most nights.

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.

The Mango Cottage on Keauhou Bay

Cottage on private, gated, 1 acre waterfront estate. Swim, surf, kayak, and snorkel from yard. Watch dolphins and boats in the bay. Walk to manta ray, snorkeling, kayaking, whale and dolphin tours, golf, restaurants, movie theater, and outdoor market. Two room suite. King bed. Full kitchen. Large shower. Covered deck with partial ocean views. Use of kayaks and stand-up paddle boards. Book alone or with Ocean Cottage. Couples and single travellers only. 100% non-smoking property inside and out.

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|Forest Deck

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

Magic Sands Beach Bungalow

Stay a short walk from Magic Sands Beach in this complete home. This three bedroom and three and half bath house includes an outdoor shower and bathroom, a ping pong table, and your own tree house. This is a legal and permitted vacation rental with no agency and on-island owner hosts. You can hang out in a hammock on the lanai while you BBQ your dinner after the beach. The perfect spot to explore Hawai'i island and only three miles from downtown Kailua-Kona.

Kona Sanctuary · Ocean View Hot Tub · A/C

Aolani Coffee Cottage: A Tranquil Sanctuary in the Heart of Hawaii Welcome to Aolani Coffee Cottage, an enchanting retreat nestled among the lush coffee farms of Holualoa and only a 10 minute drive from the stunning Magic Sands Beach.. Here, serenity abounds, offering you a haven to rest, recharge, and reconnect with the beauty of Hawaii. Our cottage is the embodiment of peace and creativity, providing the perfect escape to recharge and find inspiration.

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.

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.