
Guesthouse holiday rentals in Hawaiian Islands
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Top-rated Guesthouses 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.

Hawaii Volcano Coffee Cottage
We at Hawaii Volcano Coffee Company welcome you to stay at our beautiful studio cottage overlooking one of our many organic coffee orchards. We are located between two of the Big Islands most iconic areas; Hawaii Volcano National Park and Hilo's beaches, approximately both a 20-minute drive from the studio. Our road to cottage can be rough,it is old blacktop that need to be replaced. We are asking county for help but no response.Road be adventurous , but cottage is worth it. E Komo Mai (Welcome)

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.

The Ohana
Find your peaceful retreat by staying in a traditional Hawaiian style home, an Ohana. Get the full experience of what real Island lifestyle is in your stay in Na'alehu, world renowned as "The Southern Most Town" in Hawai'i and the USA! A perfect midpoint between Kona and Hilo maximizing your adventure choices and making the most out of tour time. Guaranteed treasured memories. NOW OPEN Self-Serving shop conveniently located just a few steps from your stay. Rentable surf board and beach gear.

A/C Studio & Adventure Trailhead to Shipman Beach
Air conditioning Detached Large Studio! PAVED Road! Active and Adventurous-Wellness. We ARE Perfectly centered to Keaau FoodLand (10 min)Volcano (40min)Pahoa(12min)Kalapana,and Hilo(30min)…we are located Kaloli Rd and Beach Rd. (4-6min from the main highway), toward the ocean,Kaloli Point is an East coastline, south of Hilo w/micro climate raved for sunny and great Tradewinds. Our Location gets #1 rating, far enough away but yet so close. Plan to grab groceries in your way to our to check in

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 with direct ocean access to swim, surf, kayak, snorkel and watch dolphins. Walking distance to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor art market. Two room suite. Queen bed. Living room with 50 in TV. Bathroom with large shower. Large covered deck with seating area, kitchenette, dining table, lounge chairs. Outdoor shower.

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

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 .

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.

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 Hawaiian Islands guesthouses
Family-Friendly guesthouses

Sunset House by the Sea

*Sunrise Studio* Scenic+quiet!

Charming Cottage

Look No Further Hale Nai'a Pink Cottage Kealakekua

Mongoose Manor- Modern guesthouse / amazing views

Quaint Cottage Near Coffee, Road to Hana/Haleakala

Garden Cottage Ohana

de Brums Lanai/BBLA 2021/0001
Guesthouses with a patio

Kailua Surf Shack: Your Hawaiian Adventure!

Hale Hapu’u - Tropical Tiki Paradise for Couples.

Country Guest Home

Blue Banana Bungalow - Tropical Hawaiian Hideaway

Cozy Vintage Inspired Hawaiian Guest Cottage

Studio- Ocean View Hideaway

Kona Guesthouse ❤ Ocean Views | Kitchen | Patio

KoKo Cottage: Adorable 2-Bedroom Ocean View/Lanai
Guest house rentals with a washing machine and dryer

Kimo’s Getaway

Mango Hale Cottage

Maile Bungalow- County Licensed

Lani Wai Ka Napo'o

Absolutely Oceanfront-60'Waterfall Pool-Legal

Kailua Beach Cottage - 1990/NUC-1797

Gigi’s Volcano Cottage

Spectacular Views of Kailua-Kona
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