Guesthouse holiday rentals in Kailua-Kona

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

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.

Tiny House in Kona - 5 Minute Walk to the Beach!

Mahalo nui for your Interest! After a short break, I am happy to be back hosting this wonderful space ~ Click my profile to check my 1400+ 5-Star Reviews and book with Confidence! This is a real Tiny House on Wheels with an additional connected open air and fully screened kitchen for dining and relaxing. You'll love this "rustic" and private experience in an upscale neighborhood just 4 miles south of downtown Kona! And, you are only a 5 Minute Walk to Magic Sands - the best beach in town!

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

AC | 1 Gig | BBQ | Kitchen | Workspace | Hammock

º 510 sq-ft Ohana (guesthouse) with private entrance, AC, Gig WiFi 6E, BBQ, Laundry, Hammock, Backyard, Patio º 5 min drive downtown, 8 mins to Magic Sands Beach º Fully stocked and equipped kitchenette & bathroom º Desk, chair, 2 monitors, printer, wired ethernet & Wi-Fi; Walk-in closet º Beach equipment (chairs, umbrella, towels, snorkels, kids toys & life jackets, coolers, body boards) º Safe, quiet neighborhood; owner lives on site º Honda Pilot, HR-V, CR-V or Kia Sportage SX for rent

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.

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.

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

Hawaiian Mt. Retreat Suite A

Enjoy a tranquil stay in our well equipped cottage....we tried to think of everything so you can relax. It is centrally located between warm sunny beaches and cool mountain hikes. You're just miles from the popular downtown Kailua-Kona, food, shopping, & ocean sunsets. Come visit Hawaii island style and soak it all in.