House holiday rentals in Kailua-Kona

4.97 out of 5 average rating, 136 reviews

Kona Dolphin and Whale House. Rare Oceanfront. Spa

Beautiful Private Ocean Front Home On Lyman's Bay, one of Kona's most beautiful bays/ popular surf spots. Spectacular views. Ocean only 20' from private Lanai's. Everything you want and a Massage Chair and outdoor Hot Tub facing ocean &more. 3 Bedrooms have ocean views. Pocket Doors and Central AC with smart Alexa thermostat. Modern kitchen glass top cook top sub-zero fridge microwave and granite top counters. Secure coded front door lock. All Guests Bound By Rental Agreement in House Manual

4.94 out of 5 average rating, 103 reviews

HAVEN: Poolside Sanctuary with Heavenly Views

HAVEN Where the changing colors of the heavens melt into the sea. This is a place where dreams are born and special moments of your life unfold. Tranquility, privacy, and stunning beauty await you. A masterclass of design in harmony with nature, this exquisite and inspired home beckons you; a salve for body and soul. Whether you are submerged in the saltwater pool or lounging inside one your deluxe bedroom suites, the views will enchant you, providing an ever-changing patina of color & light.

4.98 out of 5 average rating, 210 reviews

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.

4.99 out of 5 average rating, 101 reviews

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.

4.99 out of 5 average rating, 104 reviews

The Mango Tiny House

This brand new tiny house was build around our mango tree with AC. Only 7 minutes from the airport, and a short 15 minutes to downtown Kailua. It's a great place to explore either southern or northern beaches. Things to know: We live on property in the main house You cannot fully stand up in the bedroom loft, it’s 5ft high The house is close to a road, it's fully insulated with double windows but you might hear cars and road sounds. Hawai’i Tax ID: GE-125-778-0736-01 TA-125-778-0736-01

4.98 out of 5 average rating, 133 reviews

Tropical villa: Heated pool, hot tub & ocean views

Beautifully appointed home on corner lot in an upscale gated community close to Kona downtown. Enjoy the resort style backyard w/heated pool, waterfall, hot tub and ocean views. Home comfortably sleeps 8 w/a sofa bed in the common area. Lush landscaping keeps yard and pool very private. Fast Internet, smart TVs, high quality linens, well-stocked kitchen, beach stuff, pool toys & much more is provided. Everything you need to your enjoy island getaway is HERE. Fully licensed: STVR-19-365351

4.99 out of 5 average rating, 151 reviews

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

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

4.92 out of 5 average rating, 126 reviews

Peaceful island getaway near the Kona airport

Enjoy cool breezes on a large, garden-like property 5 minutes from the airport. This private 1 bedroom, 1 bath condo is a 15 minute drive to Kona-town and popular beaches. This accessible space comes with a private parking space, king bed, walk-in closet, fully stocked kitchen, beach gear, portable crib, and much more. After a fun-filled day exploring the Big Island, relax by the fire pit and cook up some local fare on the grill surrounded by a lush setting.

4.97 out of 5 average rating, 237 reviews

Home in Keauhou

Aolani Coffee Cottage | Hot Tub + Ocean Views + AC

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.

4.94 out of 5 average rating, 194 reviews

Ho 'okipa Kaloko Cottage

A*L*O*H*A and E Komo Mai *Welcome! We welcome kamaaina's and visitors from afar with Ho'okipa *Hawaiian style hospitality. The private cottage is spacious, simple most of all cozy with a little local charm feeling to the space. If you plan to adventure and explore the Big Island this hale(home) may be all you need to return to relax, restore & recharge.

5 out of 5 average rating, 122 reviews

Nani Kona Lā - Mesmerizing Ocean View Home

Welcome to Nani Kona Lā which stands for The Beautiful Kona Sunset. This home has been perfectly placed on the magnificent slopes of Hualalai. The panoramic coastline views from almost every area of this home are absolutely breathtaking. This home will offer you a very relaxing place to regroup in between your activities on the Big Island.