
Guest house holiday rentals in Kailua-Kona
Find and book unique guest house rentals on Airbnb
Quick stats about guest house rentals in Kailua-Kona

Total holiday rentals
Explore 30 holiday rentals in Kailua-Kona

Nightly prices starting at
Kailua-Kona holiday rentals start at £60 per night before taxes and fees

Verified guest reviews
Over 3,650 verified reviews to help you choose

Wifi availability
30 of Kailua-Kona holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kailua-Kona rentals

4.9 Average rating
Kailua-Kona stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated guest house rentals in Kailua-Kona
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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.
4.88 out of 5 average rating, 491 reviews
180 degree ocean view, private pool
Family friendly, NON SMOKING PROPERTY has a cottage with a 180 degree ocean view & beautiful pool. Enjoy incredible sunsets from the large deck, outdoor showers in the ginger garden & relaxing evenings in the hot tub. We welcome guests of all Races, religions, and sexual orientation! THERE IS NO LIFEGUARD ON DUTY NO DIVING IN THE POOL PLEASE THE SLIDE IS FEET FIRST ONLY! WE INVITE YOU TO PLEASE READ THROUGH THE FOLLOWING SECTION AS THERE IS OTHER PERTINENT INFORMATION FOR YOU AND YOUR FAMILY
4.88 out of 5 average rating, 163 reviews
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.
4.98 out of 5 average rating, 173 reviews
Garden Cottage Ohana
Welcome to your small slice of paradise! Newly redone kitchen, LR, and bathroom! The garden cottage is surrounded on three sides by dense forest. Enjoy coffee and sunsets on your private porch overlooking our tropical fruit farm, the ocean, and stargazing skies. Birds singing, a chorus of frogs, and a wild rooster’s crow are just some of the “sounds of the jungle” that will surround you. The cottage sits between two beautiful bays that host some of the best snorkeling of the Hawaiian Islands.
4.93 out of 5 average rating, 204 reviews
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
4.95 out of 5 average rating, 104 reviews
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.
4.97 out of 5 average rating, 149 reviews
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.
4.94 out of 5 average rating, 528 reviews
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.
4.99 out of 5 average rating, 249 reviews
Sea View Studio Getaway
This newly remodeled, fresh and clean guesthouse is centrally located and has amazing ocean views. Situated in a local neighborhood, this spot is perfect for someone looking to get a more authentic Hawaii experience. The Guesthouse is a large, private studio that contains a full kitchen and bathroom, as well as a spacious covered lanai to take in the stunning Kona sunsets. The closest beach is just a 5 minute drive away. A perfect home base for exploring the island!
4.93 out of 5 average rating, 124 reviews
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
4.97 out of 5 average rating, 828 reviews
Kealakekua Bay Bali Cottage -steps from Bay
This hidden jewel is at Kealakekua Bay. Private setting in our lower backyard. Walk to nearby Manini Beach. We are located 4 miles down at the bottom of Napoopoo Rd Fully equipped outdoor kitchen. Gas stove, refrigerator/freezer. Living/Dining area and bedroom/vanity area enclosed with open area at roofline where a large ficus tree limb goes through. Outdoor shower/ wc area. Very Private. Daily pricing includes Hawaili State taxes, 11% TAT and 4.5% GE .
4.81 out of 5 average rating, 861 reviews
Mango Hale Cottage
Listed price is for 2 guests. An additional charge of $40/nt for an extra guest. Mango Cottage is an original beach house located at the private and quiet end of Puako Beach Dr. The Cottage is a minute walk to the Paniau beach access which is a well known and popular beach for snorkeling, surfing, and fishing. The property is shared with the main house(Mango Hale) and surrounded by a lush lawn, mango & coconut trees, which provide a cool & comfortable environment.
4.94 out of 5 average rating, 171 reviewsPopular amenities for guest house rentals in Kailua-Kona
Family-friendly guest house rentals

Amazing Sunset / Ocean View, Beautiful New Home
4.95 out of 5 average rating, 203 reviews
Cottage with Ocean and Sunset view
4.96 out of 5 average rating, 395 reviews
NEW- Lavender Lane-1 Bedroom, 1 Bath, & Air Con
4.87 out of 5 average rating, 220 reviews
Carries Cottage
4.89 out of 5 average rating, 287 reviews
Dolphins visit Kealakekua Bay
4.85 out of 5 average rating, 106 reviews
Spectacular Views of Kailua-Kona
4.97 out of 5 average rating, 431 reviews
The Kona Loft - Serene, Ocean Views, <1mi to Beach
4.92 out of 5 average rating, 104 reviews
Tranquil Forest Escape
4.95 out of 5 average rating, 81 reviewsGuest house rentals with a patio

3-min walk to beach | King bed | Newly Renovated!
4.93 out of 5 average rating, 147 reviews
KoKo Cottage: Adorable 2-Bedroom Ocean View/Lanai
4.99 out of 5 average rating, 150 reviews
“Pineapple Cottage” your true Hawaiian getaway
4.91 out of 5 average rating, 134 reviews
Waimea Honu Cottage- Cozy & Relaxing
4.92 out of 5 average rating, 112 reviews
Private New|King+Queen Sofa bed·XL Deck+Laundry+AC
4.97 out of 5 average rating, 39 reviews
Luxury Ohana, 60ft Salt Pool,
4.96 out of 5 average rating, 24 reviews
Ohana With Private Pool & Jacuzzi
5.0 out of 5 average rating, 84 reviews
2 Bedroom Ohana Waikoloa Village
4.99 out of 5 average rating, 69 reviewsGuest house rentals with a washing machine and dryer

May Rose Cottage
4.88 out of 5 average rating, 172 reviews
Big Lanai w/ outdoor living! Ocean view & breezes!
4.96 out of 5 average rating, 165 reviews
Modern Apartment with Ocean and Mountain Views
4.94 out of 5 average rating, 230 reviews
Holualoa Country Home
4.96 out of 5 average rating, 199 reviews
1BR, 1Bath, Full Kitchen, Guest Suite
4.88 out of 5 average rating, 130 reviews
Kimo’s Getaway
4.91 out of 5 average rating, 316 reviews
Kona Ohana: AC, Dual-Monitor Office, Patio & BBQ
4.95 out of 5 average rating, 243 reviews
Synergy Near Golf & Beach
4.95 out of 5 average rating, 465 reviewsWhen is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £127 | £146 | £136 | £127 | £124 | £116 | £107 | £106 | £109 | £116 | £116 | £124 |
| Avg. temp | 6°C | 6°C | 6°C | 7°C | 9°C | 10°C | 9°C | 9°C | 9°C | 9°C | 7°C | 6°C |
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- Hapuna Beach
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- Mauna Kea
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- Kohanaiki Private Club Community
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- Sea Village
- Spencer Beach Park
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- Waialea Beach
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- Pololū Valley Lookout
- Kua Bay
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- Kona Farmer's Market
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- 49 Black Sand Beach
- Captain James Cook Monument
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