Holiday rentals with a fireplace in Kailua-Kona

4.98 out of 5 average rating, 108 reviews

Home in Waimea

Modern Upcountry Home with Mauna Kea Views

This is a comfortable 2 BD/2BA with rustic modern & eclectic decor, situated on a beautiful private acre of lush greenery. The living area is an open concept kitchen & living room with grand floor-to-ceiling windows showing off views of famous Mauna Kea. The generously sized master bedroom has a brand-new Avocado cal-king bed and a second bedroom offers a cozy queen. With a fully equipped kitchen & amenities, this is a perfect home base from which to begin or continue your Big Island experience!

4.99 out of 5 average rating, 147 reviews

Farm stay in Keauhou

Ocean Views - Modern Farmhouse Kona Coffee Retreat

Escape to our family-friendly 3.5-acre Kona Coffee Farm, nestled in the mountains minutes from beaches, 15 min to Kailua-Kona, and 5 min to Captain Cook. Kids can feed our friendly chickens, spot geckos, and explore the lush grounds filled with coffee trees, fruit, and flowers. The 3BR, 2BA modern farmhouse includes a spacious lanai, perfect for family meals, morning coffee, and stargazing. Enjoy cool mountain breezes, a refreshing escape from the coastal heat, and the magic of Kona Coffee.

5 out of 5 average rating, 10 reviews

Cloud 9 Hawaii Forest Retreat

This rental is located on 6 acres in the unique Hawaiian cloud forest. Mornings are sunny and cool. We feed the birds attracting a flock of white cockatoos, finches, pheasant and cardinals. The pond and forest attract more bird species as well. Afternoons may see fog or rain develop, then clearing skies for extraordinary sunsets. Night skies are packed with stars. Peaceful and quiet location away from the tourist crowds and heat of the coast, but 15 minutes to airport, town and beaches.

4.93 out of 5 average rating, 192 reviews

Cabin in Kailua-Kona

Carson's Kaloko Mountain Cabin

This rustic and cozy cabin sits on our 5 acre parcel in the cloud forest above Kona town on the Big Island, called Kaloko Mauka. It has it's own private little corner of the property, complete with secluded hot tub, yard and large lanai perfect for the bbq! One king bed in the studio, best for 2-3 adults. Loft can suit a child or two 8 years and older or another adult. There is a fold out futon with extra bedding and pillows. Loft railing is not completely protected for children under 8.

4.92 out of 5 average rating, 133 reviews

Kona Mountain Home, 3/2, lanai, hot tub, sleeps 8

My home is a classic Hawaiian ranchette on the slopes of Hualalai, on 3 acres of beautiful Hawaiian forest. It has beautiful lanais, a deck with hot tub downstairs, along with a workout room and ping pong table. KMH is close to several of Kona's beautiful beaches, the Big Island's most challenging golf, and has great views of the Kona coast. It is also adjacent to a Nature Preserve where you can hike for miles through the Forest. My home will make you feel like you live in Hawaii!

Guest house in Kailua-Kona

4.95 out of 5 average rating, 169 reviews

Ka Hale O Maluhia

Welcome to your next vacation! Our upstairs guesthouse is private and comfortable. Our reviews speak for itself! We strive to provide our guests with an amazing stay. Wake up every morning enjoying a cup of coffee on the balcony with a panorama view of the ocean. Enjoy your days at the beach using our provided beach equipment (towels, chairs, umbrellas, boogie boards and more). And relax in the evenings, at this cool elevation, next to the fire pit with your family and friends.

5 out of 5 average rating, 5 reviews

Walua Oasis 2/2 Private Pool

Welcome to Walua Oasis, the ultimate vacation home for families and friend groups looking for a luxurious and serene getaway on the Big Island. This 2 bed/2 bath home has breathtaking ocean views throughout. Lounge poolside while taking in the palm trees and picturesque ocean scenery beyond. The entire property enjoys a refreshing sea breeze, and you can savor it best on the shaded lanai, designed as an outdoor living space where you can dine, relax, and marvel at the views.

5 out of 5 average rating, 40 reviews

Zen-Inspired Retreat, Breathtaking Ocean City View

Welcome to your peaceful escape above the clouds. Nestled in the native Ohia forest on the hills of Kona, this serene retreat offers sweeping panoramic views of the Pacific Ocean, Kona town, and nightly sunsets - all from the comfort of your private lanai. Perfect for a wellness getaway, family retreat, or just a quiet break from the world, our home is designed with calming tones and nature-inspired décor, offering the perfect balance of beauty, comfort, and intention.

4.91 out of 5 average rating, 213 reviews

Home in Captain Cook

Kona Paradise Sunset Homebase

Enjoy epic sunset views over the ocean while surrounded by lush jungle foliage. The scent of plumeria and the gentle calls of tropical birds will never let you forget you're in paradise. While you're here you'll be a stone's throw from many wonderful places to snorkel, as well as Place of Refuge National Park. This is a terrific base camp to explore Volcanoes National Park, Mauna Kea Observatories, the most southern point of the U.S., a black sand Beach and much more!

4.91 out of 5 average rating, 191 reviews

Home in Holualoa

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.