
Guest house holiday rentals in Kailua-Kona
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Top-rated guest house rentals in Kailua-Kona
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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 with direct ocean access to swim, surf, kayak, snorkel and watch dolphins. Walking distance to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor art market. Two room suite. Queen bed. Living room with 50 in TV. Bathroom with large shower. Large covered deck with seating area, kitchenette, dining table, lounge chairs. Outdoor shower.

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.

Romantic Cabin Treehouse in Hawaii Cloud Forest
Stay in a unique cloud forest at a 2500 foot elevation, yet minutes to airport, beaches, restaurants, bars and shops. Extraordinary lodging, perfect for a honeymoon, writers retreat or meditation vacation. Surrounded by native forest, with tree fern and Hawaiian song birds. Afternoon rains end in grand sunsets. Nights are cool for sleeping with windows open. State forest hiking trails are at your doorstep. Great bird watching, including a local flock of cockatoos that visit in the morning!

Private Kona Oceanview Retreat with parking
Escape to a private oceanview retreat in North Kona! This cozy guesthouse offers breathtaking views from your private deck, surrounded by lush tropical plants. Enjoy your morning coffee while soaking in the serene ocean scenery, and unwind in a tastefully decorated interior with all essentials, a well-equipped kitchen, modern bathroom with a luxurious shower, and convenient laundry facilities. Perfect for couples or solo travelers and easy access to Kona’s attractions! Tax ID W01822068-01

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.

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, under counter 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, 10.25% TAT and 4.25% GE .

Spectacular Views of Kailua-Kona
Aloha and e komo mai to our Ohia Guest House in beautiful Kailua-Kona. Ohia Guest House is your well equipped home away from home, it has everything you will need for a comfortable holiday on The Big Island. We live at a cooler elevation of 1000 feet with pleasant tropical breezes. Our property is on 1.5 acres of tropical landscaping. Ocean views abound, perfect for sunset watching and seeing real-time surf conditions. In the evenings enjoy stargazing and the sounds of the tropics.

Kona Guesthouse ❤ Ocean Views | Kitchen | Patio
Enjoy all the comforts of home with sweeping views of Kailua Kona. Start your day with a brisk morning walk in our friendly neighborhood walking trail. When you are ready to get out and explore, you are minutes away from attractions that bring people to the island. Snorkel amidst turtles and reef fishes in Kahaluu Beach. Try night diving among Manta Rays in Keauhou Bay. Drive south to Kealakekua Bay and snorkel in one of the best spots known for its spectacular coral reefs.

Holualoa Studio Cottage - Incredible Ocean Views!!
BETTER THAN THE REST!!! Our adorable studio cottage is located on the side of Hualalai Mountain in Holualoa, Kona Coffee growing country. We are just above Kailua-Kona town, and only about 12-15 minutes to shopping, and about 15 minutes to the closest beach and only 20 minutes to the airport. You will LOVE our panoramic ocean and coastline view, plus on clear days you can see Mount Hualalai right behind us, plus a beautiful coffee farm too. Read our reviews!

Hale Kamalei in Kailua Kona
Enjoy all the comforts of home in this stylish guesthouse in the heart of Kailua Kona. This detached one bedroom ohana is centrally located - just minutes from the airport, shops, restaurants and some of the best beaches on Hawai'i Island. Experience Hawaii away from the hustle and bustle of resorts and overcrowded condominiums and stay where the locals live! The designated parking space is just steps from the front door. Private, clean, and convenient.

The Banyan House
Offering a newly renovated & private 1 bed, 1 bath guest suite conveniently located in a friendly residential area in Kona, close to beaches and restaurants. You have your own separate entrance to the unit, although we do share a wall, as this Ohana is connected to the main house. 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.

Cottage with Ocean and Sunset view
Situated on the island's western side at a cool 1300ft elevation, this small cottage is suitable for two people. Privacy is the keyword. This is a quiet, clean, peaceful place with A/C. It is near the airport, town, and beautiful beaches, located in a safe, affluent neighborhood. After the lava eruption on the other side of the island in 2018 subsided, we are now thrilled to have the best air quality and blue skies since 2007!
Popular amenities for guest house rentals in Kailua-Kona
Family-friendly guest house rentals

Kona Hale Ohana

Kona Coffee Mountain Getaway

Sunset House by the Sea

Paniolo Place (taxes included)

Cozy Hawaiian studio just minutes from the beach

Cozy Ohana: Ocean view 5 min to Town/Beach/Coffee

Hale Moana Breeze - Ocean View - Close to Airport

Paddles Too, an adorable stand alone studio.
Guest house rentals with a patio

Sea View Studio Getaway

Tranquil Tropical Retreat

All About The View!

3-min walk to beach | King bed | Newly Renovated!

I'o Hale on Wings of Aloha: 180° Ocean Sunset View

Ohana With Private Pool & Jacuzzi

Fresh & Bright Tropical Getaway- Ocean View

Bright Island Hideaway | King Bed + Ocean Views
Guest house rentals with a washing machine and dryer

Kimo’s Getaway

Private Ohana w/ AC, 1-Gig WiFi, BBQ & Hammock

Lani Wai Ka Napo'o

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

Look No Further Hale Nai'a Pink Cottage Kealakekua

Holualoa Ekahi -Country guest house,Taxes included

“Special Rate” Private, Waimea Ohana (Guest House)

Elegant & Peaceful Studio
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £123 | £135 | £119 | £114 | £117 | £113 | £107 | £105 | £108 | £121 | £115 | £126 |
| 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 |
Quick stats about guest house rentals in Kailua-Kona

Total holiday rentals
Explore 40 holiday rentals in Kailua-Kona

Nightly prices starting at
Kailua-Kona holiday rentals start at £75 per night before taxes and fees

Verified guest reviews
Over 4,670 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 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!
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- Hapuna Beach
- Pahoa Beach
- Mauna Kea Golf Course
- Kohanaiki Private Club Community
- Kaunaoa Beach
- Waikōloa Beach
- Ke‘EI Beach
- Mauna Lani Golf
- Volcano Golf and Country Club
- 49 Black Sand Beach
- Kuki’o Golf & Beach Club
- Kealakekua Bay State Historical Park
- Waikoloa Beach Golf Course
- Nanea Golf Club
- Hapuna Golf Course
- Kona Dog Beach
- Kona Country Club
- Makalawena Beach
- Mauumae Beach
- ʻAlula Beach
- Honokohau Beach
- Pololū Beach
- Wawaloli Beach
- Mahaiʻula Beach
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