
Guest house holiday rentals in Hawaiian Islands
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Top-rated guest house rentals in Hawaiian Islands
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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.

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.

Adventure Volcano & Historic Puna Trail- AC Studio
A 2 min walk (yes, 2 min) to START of Historical Puna Trail; check the map. Leave your vehicle in our gated yard. A/C Detached Large Studio! Far from road! Paved road!Secured gate with remote control, Active & Adventurous-Wellness. Perfectly centered to Keaau (14min),Volcano (35-40min),Pahoa(12min),Kalapana,and Hilo(22min)…we are located Kaloli Rd and Beach Rd. (4-6min from the main highway),Kaloli Point is an East coastline, south of Hilo w/micro climate raved for sunny and great Tradewinds!

Coconut Cottage/Sunrise Cottages Hawaii
Adorable ocean facing cottage has a true Hawaiian rainforest feel. The Coconut Cottage has a king sized bed, high end mattress, en suite bathroom and full kitchenette. 5 minute walk to Kehena beach with its beautiful black sand and stunning views. Hawai'i has many outdoor activities which include amazing nearby snorkeling at Shipman's Bay, miles of the world's newest beaches, Volcanoes National Park, beautiful Akaka & Rainbow Falls, and stunning Waipio Valley, are all within driving distance.

Bamboo Bungalow
Our slice of paradise sits on 1 acre of manicured tropical orchard with over 40 varieties of fruit trees, a giant stand of bamboo, hundreds of orchids and herbs. Newly constructed unattached studio cottage with canopy queen size bed and super comfortable full size futon. Indoor bath with shower and outdoor bamboo shower. Brand new kitchen and an adorable lanai for enjoying the panoramic view of sunset or morning coffee. Our teak swing above the cottage offers a horizon view of the ocean.

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.

Treehouse Ohana
The Ohana in a tropical jungle setting will be your home while visiting the Big Island. We are located at 1000ft elevation, and it's a nice few degrees cooler than downtown Kona. In 10 minutes you can get to the closest beaches by car. Start your day with a freshly brewed cup of James Bean Coffee from our farm. You have your own private entrance to the Ohana and free parking for 1 car. Enjoy the jungle & animal sounds and ocean view. No A/C, no self check-in. Cats & dogs on premises.

Romantic Cabin Treehouse | Birdwatching | Hiking
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.

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.

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 .

Kona Paradise Ohana Studio
Enjoy epic sunset views over the ocean while surrounded by lush jungle foliage. The scent of plumeria and the gentle calls of tropical birds will never let you forget you're in paradise. While you're here you'll be a stone's throw from many wonderful places to snorkel, as well as Place of Refuge National Park. This is a terrific base camp to explore Volcanoes National Park, Mauna Kea Observatories, the most southern point of the U.S., a black sand Beach and much more!
Popular amenities for guest house rentals in Hawaiian Islands
Family-friendly guest house rentals

Big Lanai w/ outdoor living! Ocean view & breezes!

NEW 2 bedroom hosted Tranquil Island Getaway

Windspirit Cottage TA tax #137089228801

*Sunrise Studio* Scenic+quiet!

Quaint Cottage Near Coffee, Road to Hana/Haleakala

Holualoa Ekahi -Country guest house,Taxes included

Paradise Waits

“Special Rate” Private, Waimea Ohana (Guest House)
Guest house rentals with a patio

3-min walk to beach | King bed | Newly Renovated!

Hale Hapu’u - Tropical Tiki Paradise for Couples.

Serene Starting Point for Roaming Island Wide

Country Guest Home

Cozy Vintage Inspired Hawaiian Guest Cottage

Studio- Ocean View Hideaway

Fresh & Bright Tropical Getaway- Ocean View

Cozy Cottage with Fresh Rainwater Hot Tub *No fees
Guest house rentals with a washing machine and dryer

Kimo’s Getaway

Mango Hale Cottage

Maile Bungalow- County Licensed

Kailua Surf Shack: Your Hawaiian Adventure!

Stunning remodeled treehouse cottage with views

The Kona Loft - Serene, Ocean Views, <1mi to Beach

Holualoa Country Home

The Banyan House
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