Guest house 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!

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 .

Pebble Beach House- 2 Minute Walk to the Beach!

Come enjoy our guest house with Pebble Beach just a 2 minute walk down the road! Our piece of paradise is located in a peaceful neighborhood where you can see and hear whales spouting and slapping their tails (in season) and enjoy ocean sunsets. Pebble Beach is a great place to snorkel, kayak, or start a hike along the Kings Trail to volcanic formations or a hidden black sand beach. We are located approximately 45 minutes south of Kona, and 75 minutes to Volcanoes National Park.

Ka Hale O Maluhia

Welcome to your next vacation! Our upstairs guesthouse is private and comfortable. Our reviews speak for itself! We strive to provide our guests with an amazing stay. Wake up every morning enjoying a cup of coffee on the balcony with a panorama view of the ocean. Enjoy your days at the beach using our provided beach equipment (towels, chairs, umbrellas, boogie boards and more). And relax in the evenings, at this cool elevation, next to the fire pit with your family and friends.

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.

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

My husband and I purchased our home in 2014 and spent a year remodeling the main house and guest house. Our one-acre property is centrally located on the slopes of Buster Brown on the sunny side of Waimea (also known as Kamuela). We are walking distance to town, grocery stores, local farmers markets, coffee shops and some of our favorite restaurants. At 2750' elevation, our cooler evenings and nights give you a cozy break from the days sunny adventures.

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.

Kanaho Place in Holualoa

Aloha! Our guesthouse, built in 2020, is nestled on the slopes of Hualalai Mountain on a 5-acre family hobby farm. Our location is at a cool elevation, close to Holualoa town, 15 min from Kailua-Kona, airport, and beaches. The space has a large upstairs lanai with ocean view, comfortable queen bed, spacious bathroom, dressing room, WiFi, Smart TV, kitchenette with tabletop oven, microwave, hotplate, and a full-sized fridge