House holiday rentals in Kailua-Kona

Tropical villa: Heated pool, hot tub & ocean views

Beautifully updated home nestled on a private corner lot in an upscale gated community, just minutes away from the town of Kona. Immerse yourself in the resort-style backyard w/ a heated pool, a cascading waterfall, a relaxing hot tub, and lush tropical landscaping. Comfortably sleeps 8, perfect for families. Enjoy fast Wi-Fi, smart TVs, luxurious linens, updated bathrooms, a well-stocked kitchen, and plenty of beach and pool gear to make your stay truly memorable. Fully licensed: STVR-19-365351

Value · Family · Nearby

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.

Family · Value · Long stay

Tropical Oasis: Heated Pool, 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 deep blue-tiled heated pool. Wander the lush landscape, listen to colorful birds sing, and unwind in the elevated 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 town. This is Hawaii living at its absolute finest.

Location · Family · Checkout

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.

Value · Location · Condition

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.

Location · Value · Accuracy

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 · Value · 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.

Location · Value · Air conditioning

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

Value · Family · Bathroom

Beautiful, Spacious Home w/Expansive Ocean Views

This is a HOSTED RENTAL and we are fully HB 108 COMPLIANT, but you won't see us unless you need us-on site or by text 7 days a week. This is not a party house. We rent to fun-loving folks who seek tranquility in paradise. Bookings made after 6/28/21 include all taxes and fees. Guests walk in and we see wow on their faces: gourmet kitchen, huge bedrooms.. "perfect for a family reunion" "cool at night, was just right" "close to the best beach in Hawaii" "amazing sunset views"

Family · Value · Air conditioning

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.

Value · Location · Layout

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.

Family · Location · Hiking

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 · Family · Getting around