Guesthouse vacation rentals in Kalaoa

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Top-rated guesthouse rentals in Kalaoa

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
Guesthouse in Kailua-Kona
5 out of 5 average rating, 202 reviews

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!

Top guest favorite
Guesthouse in Kailua-Kona
4.97 out of 5 average rating, 769 reviews

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

Guest favorite
Guesthouse in Holualoa
4.94 out of 5 average rating, 392 reviews

Holualoa Ekahi -Country guest house,Taxes included

Aloha! Holualoa Ekahi is close to Holualoa Village, Kailua-Kona town, the ocean and beaches, airport, shopping and restaurants. We love the quaint, cool and country atmosphere here in Holualoa. This is a cozy home with comfy king bed and furnishings, spacious walk-in shower, large covered lanai to enjoy the outdoors, smart TV, Wifi, washer & dryer and amenities. Ideal for singles or couples, with a sofa sleeper for a third guest if needed. Come experience the island charm of Holualoa Ekahi.

Guest favorite
Guesthouse in Holualoa
4.93 out of 5 average rating, 467 reviews

Cozy Coastal Hideaway | King Bed + Coastal Views

Ocean View - King Bed✨ Self Checkin and Out Private Entry and Private Lanai ✨For the Island Dreamer 🛏️ King Bed w/ Plush 4” Topper 🚪 Private Entry + Peaceful Lanai 🛁 Outdoor Shower w/ Hot H2O 📶 STARLINK Satellite WiFi 🧼 Bath + Beach Towels Provided 🧴 Bathing Essentials Included ☕ Organic Coffee + Tea 🏡 A serene, light-filled retreat — simply perfect for 1–2 🚫 Not set up for children/infants ⚠️ Inclined Street Parking & Pathway 👣 Mobility required 💬 Message with questions anytime

Top guest favorite
Guesthouse in Kailua-Kona
4.98 out of 5 average rating, 117 reviews

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.

Superhost
Guesthouse in Captain Cook
4.81 out of 5 average rating, 819 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, 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 .

Top guest favorite
Guesthouse in Kailua-Kona
4.98 out of 5 average rating, 137 reviews

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.

Guest favorite
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 366 reviews

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!

Guest favorite
Guesthouse in Kailua-Kona
4.95 out of 5 average rating, 251 reviews

Our Hawaii Hale: Detached 2 bed ohana with parking

Our Hawaii Hale sits at 1500’ elevation and is 10 minutes from the airport, beaches and downtown Kona allowing for easy access to everything the island has to offer! Our unit features 2 full beds, a kitchenette and large bathroom with walk-in shower. Enjoy parking right outside of unit, beach gear & shared laundry! We are in a residential neighborhood with roosters and coqui frogs. TA-106-058-1888-01

Guest favorite
Guesthouse in Kailua-Kona
4.94 out of 5 average rating, 139 reviews

Cozy Vintage Inspired Hawaiian Guest Cottage

7 minutes from the airport and 9 miles from downtown Kona, this stylish, cheerful guest cottage is perfectly situated for exploring all this island has to offer! The vintage art/decor nod to a paradise of yesteryear with both mid-century flare and old Hawaii charm. It has a kitchen, queen bed, 55” smart tv, private patio and shared bbq. Come and make where you stay as memorable as the places you go.

Superhost
Guesthouse in Kailua-Kona
4.84 out of 5 average rating, 160 reviews

Lavender Lane

Escape to Lavender Lane, a serene guest house nestled in a tranquil setting. Ideal for solo retreats or getaways, this cozy hideaway features a comfortable bed, a well-equipped kitchenette, and a private entrance. Explore nearby attractions or unwind amidst blooming lavender and fragrant herbs. Experience peace and relaxation at Lavender Lane—your perfect getaway awaits!

Top guest favorite
Guesthouse in Kailua-Kona
4.89 out of 5 average rating, 271 reviews

Carries Cottage

Carries Cottage Aloha and Welcome to Carries Cottage. Located at the base of an Ohia Forest on the slopes of Hualalai on the Big Island of Hawaii, Carries Cottage offers warm sunny days and cool nights in a green, lush, tropical setting. Come experience why the Kaloko area is one of the most desirable locations on the Big Island.

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