Guest house holiday rentals in Hawaiian Islands

4.98 out of 5 average rating, 250 reviews

A group of alpacas, varying in color and patterns, stands along a fence in a lush green pasture. Their calm expressions reflect the peaceful environment, with rolling hills and trees visible in the background, creating a serene rural setting.

Guest house in Kula

Upcountry Alpaca, Llama, and Rabbit working farm

Experience Maui's first working fiber farm, home to Alpacas, Llamas, and Angora rabbits. Sitting at 3300 ft above sea level, Cottontail Farm enjoys perfect weather days and crisp, cool nights. The cooler temperatures are perfect for our wool producing animals that graze just outside your cottage in the back yard. Our alpacas and llamas are quiet observers but also provide plenty of entertainment of their own. Our group of Angora rabbits can be seen out the window hopping around their enclosures.

4.97 out of 5 average rating, 342 reviews

The log cabin is positioned on a hillside surrounded by lush greenery, featuring a blend of vibrant trees and tropical plants. A clear sky adds to the natural tranquility of the setting, highlighting the cabin's wooden exterior and nearby landscaping.

Guest house in Honokaa

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!

A spacious room features a large bed adorned with a blue floral quilt. Natural light enters through sliding doors, leading to a private balcony. A flat-screen TV is positioned on a wooden stand across from the bed, and a decorative mirror enhances the room's openness.

4.87 out of 5 average rating, 463 reviews

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.

4.99 out of 5 average rating, 383 reviews

A private hot tub is nestled on a wooden deck, surrounded by lush greenery and native Hawaiian plants. An outdoor shower with natural wood fencing is visible nearby, enhancing the serene setting within the tranquil rainforest.

Guest house in Volcano

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.

4.97 out of 5 average rating, 189 reviews

A modern guesthouse is surrounded by lush tropical vegetation, featuring large windows and a covered deck. A rocky stone wall borders the property, adding texture to the landscape. The structure is set against a backdrop of trees and blue sky, showcasing the tranquil environment.

Guest house in Keaau

Hale Hapu’u - Tropical Tiki Paradise for Couples.

E Komo Mai (welcome) to Hale Hapu’u! Our little Hawaiian tiki hut is perfect for couples seeking an authentic Big Island experience. The Guesthouse is adorned with hand carved tiki art from local artists, an outdoor bath room set in the midst of a tropical garden of ferns, palms & orchids, and a lanai/dining room overlooking lava features & new landscaping. Modern amenities of AC, Internet and Roku will make your vacation more enjoyable. And close proximity to Volcano NP and the ocean.

4.95 out of 5 average rating, 1,642 reviews

Lava flows are illuminated against the dark rocks, creating a vibrant orange glow that contrasts with the dusky sky. The ocean is visible in the background, with clouds reflecting the sunset colors above the horizon.

Guest house in Volcano

The Ohana at Volcanoes National Park

Welcome to the Ohana at Volcanoes National Park, the first Volcano Airbnb to reach 1,000 reviews, now 1600! You get sightseeing recommendations, driving tour routes, and travel advice with your reservation. We're happy to answer all your questions about this amazing island. We don't charge a cleaning fee! We're four minutes from Hawaii Volcanoes National Park! Ohana: noun. Hawaiian. 1) Family. 2) Guesthouse. Explore the big island with your ohana at our ohana, a rainforest guesthouse.

4.97 out of 5 average rating, 811 reviews

Private Kona Oceanview Retreat with parking

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.

The cottage is surrounded by lush greenery, set against a clear blue sky. A welcoming porch features white railings, while vibrant plants adorn the exterior. The spacious lawn invites exploration and relaxation, framed by the native Hawaiian forest.

4.95 out of 5 average rating, 686 reviews

Charming Cottage

This quaint & private little cottage is in the Kaloko native Hawaiian forest of Kailua-Kona on the Big Island of Hawai’i. Less than 15 minutes from Kona Airport & less than 15 minutes from town (6.7 miles). Not located in town. Elevation is approx. 2200 ft above sea level. Great if you are looking to experience a tropical forest. Due to severe allergies we are unable to host any animals. Not suitable for children. Must use phone navigation to locate as we are in a rural area :)

A two-story treehouse cabin is surrounded by lush greenery, including large banana leaves and tropical plants. Multiple windows reflect the natural light, and the wooden siding harmonizes with the forest backdrop, creating a seamless connection between the cabin and its environment.

5 out of 5 average rating, 235 reviews

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.

4.93 out of 5 average rating, 263 reviews

A serene sunset view is captured over the ocean, with silhouettes of trees and palms framing the scene. The sky displays soft hues of orange and pink, reflected gently on the water's surface. The tranquil atmosphere is complemented by a still pool in the foreground.

Guest house in Hakalau

Oceanfront Estate Retreat 2 - Solar w/ Horses

Experience unmatched luxury in a private, hi-end artistic apartment on 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 this spacious apartment featuring living, dining, desk, garden, sleeping, kitchen, bathroom with walk-in rainfall shower, bidet, and a luxurious furnishing. This property offers privacy, elegance, and stunning surroundings for singles, couples, or honeymooners.

Guest house in Captain Cook

A charming cottage constructed with intricate antique Bali panels is surrounded by lush greenery. The outdoor living area features seating arrangements under a partially covered roof, with soft lighting highlighting the unique decor and inviting atmosphere.

4.81 out of 5 average rating, 852 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, 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 .