Holiday rentals with a fireplace in Kailua-Kona

5 out of 5 average rating, 29 reviews

Home in Keauhou

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.

4.98 out of 5 average rating, 106 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!

4.97 out of 5 average rating, 67 reviews

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.

4.93 out of 5 average rating, 190 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, 132 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, 36 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.

Superhost

Home in Captain Cook

4.91 out of 5 average rating, 207 reviews

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!

Superhost

Guest suite in Kailua-Kona

4.88 out of 5 average rating, 440 reviews

Kona-Amazing sunset, Ocean/POOL/AC/Great loc

We look forward to welcoming you to our property in the beautiful neighborhood of Kona Palisades. Centrally located in the heart of the Gold Coast of Kona. Less than 8 min away from Kona Airport,15 min away from Kua Bay and Kona Alii Dr.! We are located at 1,150 feet above sea level, this elevation is perfect for escaping the heat of downtown and cooling off after a day at the beach. Awaken to singing birds as the sun slowly rises over the Kona coastline.

4.9 out of 5 average rating, 186 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.