Guesthouse holiday rentals in Kona

Plumeria Studio; Garden Balcony, Close to Airport

Plumeria at Kailana Cottage Kailana Cottage includes two separate rental units that share a hallway. Plumeria is set up like a hotel-style room, featuring a king-size bed, bright bathroom, TV, and a unique kitchenette located on the screened-in balcony—perfect for enjoying tropical breezes and sunset views. The kitchenette includes a hot plate, microwave, coffee press, tea/coffee, mini fridge, and basic cookware. Conveniently located near the airport with automated check-in and free parking.

The Banyan House

Enjoy a newly renovated private 1-bedroom, 1-bath guest suite in a peaceful residential area of Kona less than a mile from the beach. This stylish ohana has its own separate entrance, lush tropical views, a comfortable living space, kitchenette, in-unit laundry, and a spa-inspired bathroom with a beautiful walk-in shower. Please note that there are stairs and a pathway coming up to the property, guest should be comfortable walking up the path with their belongings and bringing them up stairs.

All About The View!

A reader's delight! Enjoy paradise in this cozy guesthouse with your own library! You'll have the space to yourself with a private entrance, a lovely lanai to enjoy the sunset, televisions, a well appointed kitchenette, and more! The home is located at a cool and comfortable elevation just 10 minutes from Kona International Airport and 10-15 minutes from downtown Kona. We are a busy family of 4 (+pets) living upstairs. We love providing a home away from home for visitors! TA-018-066-6368-01

Kimo’s Getaway

A private property secluded from a neighborhood in the lively town of Kailua Kona. Surrounded by palms except makai where the ocean greets you. Plenty of off street private parking. Two beautifully appointed bedrooms, one with a queen bed the other with two twins that can be made into king upon request. Full sized, fully equipped kitchen. You are walking distance to Honl's beach and to downtown Kailua Kona. The unit is the downstairs of a duplex, so no stairs. Infants are considered guests.

Kona Ocean Front Cottage on Keauhou Bay

Waterfront cottage on private, gated 1 acre estate. Close as you can get to an over the water bungalow in Hawaii. Direct ocean access to swim, surf, kayak, snorkel and watch dolphins. Walk to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor market. Two room suite. Queen bed. Living room with 50 in TV. Large covered deck with seating area, kitchenette, dining table, lounge chairs. Outdoor shower. Couples and solo travellers only. No smoking.

KoKo Cottage: Adorable 2-Bedroom Ocean View/Lanai

Enjoy our beautiful cottage all to yourself at a cool and breezy 1400' elevation just 10 minutes from town and minutes up the mountain from the Kona International Airport. Relax at the end of a fun day of adventure with a glass of wine on the spacious lanai while you watch the sunset. Our cottage is a perfect base for exploring, whether you want to have fun in beautiful Kailua-Kona or head north to some of the world's most spectacular beaches we're located conveniently between the two.

Treehouse Ohana

The Ohana in a tropical jungle setting will be your home while visiting the Big Island. We are located at 1000ft elevation, and it's a nice few degrees cooler than downtown Kona. In 10 minutes you can get to the closest beaches by car. Start your day with a freshly brewed cup of James Bean Coffee from our farm. You have your own private entrance to the Ohana and free parking for 1 car. Enjoy the jungle & animal sounds and ocean view. No A/C, no self check-in. Cats & dogs on premises.

Romantic Treehouse Cabin: Birdwatching Hike Yoga

Tucked high above Kailua-Kona in Hawaii’s enchanting cloud forest, this peaceful retreat invites you to slow down and reconnect with nature. Wake to song birds, sip coffee surrounded by lush tree ferns, and enjoy cool mountain air for sleeping( (no air conditioning needed!) Stunning glowing sunsets. Perfect for romantic escapes, creative retreats, or quiet relaxation, this serene hideaway blends tropical beauty, privacy, and cozy comfort into an unforgettable island experience.

Big Lanai w/ outdoor living! Ocean view & breezes!

Ocean Sunset Views and breezes on the spacious Hawaiian style outdoor living Lanai! Fully equipped Kitchen – including filtered water, and several small appliances 2 Bedrooms - queen size beds. Futon can also be used for sleeping. Overhead fans in every room. Bathroom w/ double shower. Outdoor shower too! Private entrance, driveway, carport Lovely residential Keahou neighborhood 5 Minute drive to Beaches – swimming, snorkeling and surfing Wifi and Netflix Laundry

Kona Oceanview Retreat - A/C & Rainfall Shower

Escape to a private oceanview retreat on a quiet Kona hillside — where mornings begin with Pacific views from your own lanai, and evenings end in what guests call "the best shower of my life." This standalone 600 sq ft guesthouse has A/C, its own private entrance, queen bed, full kitchen, and spa bathroom with rainfall shower and bidet. Beach chairs, snorkels, masks, umbrella, and cooler all included. 15 min to Kona Airport. 2-night minimum. TVR Registration BBR-00008

Comfort By The Coast

Aloha and E Komo Mai (Welcome) to our Ohana unit (2nd floor), where you will find everything you need while vacationing in paradise 🌺. When you stay at this centrally-located Ohana, you will find everything within walking distance. Within a .8 miles radius, you will find the following: Safeway, Starbucks, gas station, fast food, bars, restaurants, farmers market & downtown Kona/pier. Perfect for a walk, dining, Ironman, or catching breathtaking sunsets.

Kona Ohana: AC, Dual-Monitor Office, Patio & BBQ

Sun-kissed mornings at Magic Sands, hammock naps under swaying palms, and gigabit-speed Wi-Fi when duty calls—that’s the rhythm of life at our private 510-sq-ft Ohana in Kona. Whether you’re a couple chasing sunsets, a family building sandcastles, or a remote worker dialing in from paradise, this stand-alone guesthouse is your home base for effortless island living.