Guest house holiday rentals in Island of Hawai'i

Romantic waterfall cabin in the rain forest

Your own private log cabin and waterfall! Listen to the rushing stream as it cascades over your own private 50 foot high waterfall in your own private cabin. For the writer. For the dreamer. For the romantic getaway. Be inspired, transported and immersed into our Hamakua Coast rain forest oasis. Located next to the Waipio Lookout, our rain forest property is the perfect place to recharge and rejuvenate. We’re a ten minute drive to Historical Honoka’a Town. Our "Banana Belt" climate is perfect!

Ohia Hideaway Bed & Breakfast

Welcome to Ohia Hideaway - where comfort meets environmental responsibility. Wake up to a room service style breakfast of local fruit and homemade baked goods surrounded by miles of lush native Hawaiian rainforest. Its the perfect place to stargaze and relax in the private hot tub after a day of adventures. Stay put or explore what the quaint Volcano area has to offer. You can spend your days viewing lava fountains, hiking the national park, exploring lava tubes, golfing, or visiting the winery.

Koki Kottage. Central location for east Hawaii

Clean and airy studio located for easy access to all of east Hawaii and the rest of the island. The studio is a separate guest unit with a back porch and lots of privacy. No steps to climb, covered parking place, washer/dryer, and 1 acre to enjoy. Full bathroom and full kitchen. A great place to come home to at the end of the day on the island. Also a perfect place to spend a work-vacation. Check out our 250+ amazing guest reviews! Many guests say they wish they had planned to stay longer...

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.

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.

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.

Romantic Kona Oceanview Retreat w/ 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 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. Minutes from Alii Drive and Kona's best beaches. 15 min to Kona Airport. 2-night minimum.

Oceanfront Estate Retreat 1 - Carriage w/ Horses

Experience unmatched luxury in a one-bedroom apartment of a world class, $10+M gated oceanfront estate perched on a dramatic cliff edge with a pool. Wake up to breathtaking sunrises, panoramic ocean views in your spacious apartment that features a private lanai, separate living and sleeping rooms, full kitchen, bathroom with walk-in rainfall shower, bidet, and custom furnishings. This property offers privacy, elegance, and stunning surroundings for singles, couples, or honeymooners.

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.

Gigi’s Volcano Cottage

Awarded Hawaii’s most hospitable host for the entire state of Hawai’i, Gigi’s Volcano Cottage is nestled sweetly in the peaceful tropical rainforest at the top of Kilauea Volcano on the Big Island of Hawai’i, just 1 mile from Volcanoes National Park. Ideal for park visitors, island explorers or outer island retreats. Relax to the sound of beautiful birds, wind in the trees and gentle rain showers on the roof. All the amenities you need for a comfortable and cozy visit.

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 .

Ocean View with a view

Our little slice of paradise is located in Ocean View Hawaii half way between Kona and Hilo. A beautiful place to enjoy the island flow free from crowds and filled with peace. We have views of south point the most southern point of The United States. At night the you can experience millions of twinkling stars as we are in one of the special places on earth free of light pollution allowing views of the stars rarely seen with the naked eye