Holiday rentals with a fireplace in Kailua-Kona

Panoramic Ocean Views With Private Saltwater Pool

E Koma Mai (Welcome) to this upscale retreat that offers you a true luxury experience. Sitting on a hillside, this home boasts unobstructed views of the coastline from the main pool deck, upper lanai, and from nearly all interior spaces. With 3 bedrooms and space for 6 guests, this home is perfectly set up to accommodate 3 couples or families, as there is plenty of private space. With a prime location just 10 minutes from the beaches, this home will provide an unforgettable Big Island adventure.

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!

Private guest house in the Hawaii Island tropics.

Yes, Hawaii Island has beautiful sandy beaches, but why would you ever want to leave once you check into Waiopai cottage? Lower your blood pressure by watching our sheep graze in their surrounding pastures. Relax on your own private 700 sq' covered lanai with a tropical drink and your favorite book. Breathe in a beautiful evening of colorful skies as you watch the sun set over the Kona coast line. Fall asleep with the gentle hums of Nature Sounds and wake up with the Hawaiian song birds.

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.

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.

Waimea Honu Hale- Relaxing, Tropical, Country Home

"Waimea Honu Hale". Honu is Hawaiian for turtle, and Hale is Hawaiian for home. Waimea Honu Hale is a magical home nestled in the lush green of the Waimea hills. You'll love the natural outdoors, complemented by the classy interior finishes like the custom walk-in showers, black leather granite counters, or the natural wood floors and Koa rails. This cute haven away from the Hussle of life may have you calling Waimea home. You'll want to stay forever. The beaches are 20 minutes away.

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.

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!

There is 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.

Cloud Forest Retreat with Treehouse Vibes

Treehouse vibes meet modern comfort at this Kona Cloud Forest retreat. Built with native ʻōhiʻa posts harvested from the property, the home blends seamlessly into its lush rainforest setting. From the kitchen, living room, and primary bedroom, you’re surrounded by serene, tree-level views. Breathe in cooler mountain air, then unwind with a cozy fireplace and wellness amenities: an infrared sauna, outdoor shower, hot tub, ice bath, bathtub and massage table with massage gun.

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.

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.