Guesthouse holiday rentals in Hawaiian Islands

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!

Family · Location · Getting around

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.

Location · Family · Breakfast

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.

Location · Value · Condition

All About The View!

A reader's delight! Enjoy paradise in this cozy guesthouse with your own library! You'll have the space to yourself with a private entrance, a lovely lanai to enjoy the sunset, televisions, a well appointed kitchenette, and more! The home is located at a cool and comfortable elevation just 10 minutes from Kona International Airport and 10-15 minutes from downtown Kona. We are a busy family of 4 (+pets) living upstairs. We love providing a home away from home for visitors! TA-018-066-6368-01

Family · Value · Cleanliness

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.

Family · Value · Outdoor spaces

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.

Value · Family · Barbecue

Spacious AC Studio at Puna Trail & Near Volcano

Welcome to your spacious Hawaiian getaway! This extra-large studio offers plenty of room to relax and unpack your gear, complete with crisp air-conditioning to keep you cool.Hikers will love the location—the famous Puna Trail is literally steps outside our gate. We are also centrally located just 40–45 minutes from the Volcano, giving you the perfect home base for exploring the island’s best natural wonders before coming back to a roomy, private retreat. Kaloli Point outside of Hilo!

Family · Value · Sleep quality

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.

Value · Family · Parking

Kona Oceanview Retreat - A/C & 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 A/C, 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. 15 min to Kona Airport. 2-night minimum. TVR Registration BBR-00008

Location · Value · Solo travel

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 .

Location · Value · Shared spaces

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!

Location · Value · Sleep quality

Comfort By The Coast

Aloha and E Komo Mai (Welcome) to our Ohana unit (2nd floor), where you will find everything you need while vacationing in paradise 🌺. When you stay at this centrally-located Ohana, you will find everything within walking distance. Within a .8 miles radius, you will find the following: Safeway, Starbucks, gas station, fast food, bars, restaurants, farmers market & downtown Kona/pier. Perfect for a walk, dining, Ironman, or catching breathtaking sunsets.

Family · Location · Getting around