Vacation rentals in Kaupo

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Top-rated vacation rentals in Kaupo

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Top guest favourite

Guesthouse in Kula

4.98 out of 5 average rating, 216 reviews

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.

Guest favourite

Farm stay in Hana

4.92 out of 5 average rating, 181 reviews

Hana Nautilus- Ocean view 3 bed 2 bath family home

SUP 2019/0006 STHA20200001 Hawaii TA Tax:TA-081-974-0672-01 Hawaii GE Tax:GE-081-974-0672-01R Located in Hana, Maui this custom built 3 bedroom 2 bathroom ocean view house is situated on 2.8 acres of agricultural land. The land is abundant with seasonal fruit trees the guests may enjoy when available. The owners are delighted to offer helpful information so you can have a safe and enjoyable experience. Hana offers amazing adventures such as hiking, diving, swimming, surfing and stunning beaches

Guest favourite

Cottage in Hana

4.95 out of 5 average rating, 154 reviews

Solar Cottage With Privacy & Panoramic Ocean Views

Entabeni Cottage sits above the Road to Hana overlooking the Pacific Ocean on the north shore of Maui, Hawaii. Entabeni Cottage is a fully-equipped, 830 square foot home, powered by the sun and beautifully situated on a gorgeous 6.25 acre tropical flower farm. Enjoy ocean views from your bed, kitchen, lanai (covered deck), & private yard. The Kristiansen's offer guests fresh eggs and vegetables from the garden when ready for harvest. License & Permit: BBHA 2013/0006 and SUP2 2012/0011

Top guest favourite

Cottage in Hana

4.99 out of 5 average rating, 415 reviews

The Farm Cottage -At Olamana Organics

The farm cottage is set at the top of our 5 acre exotic fruit farm. Enjoy your stay by touring the property and relaxing in our cozy home away from home. The cottage is equipt with everything you'll need without the clutter. From the living room, enjoy a view of the ocean, fruit trees, and tropical flowers. Listen to the birds chirp in the morning, and watch the sky turn colors as the sun sets. Our accommodations are licensed with the State of Hawaii. Our license number is BBHA 2020/0001

Guest favourite

Farm stay in Hana

4.93 out of 5 average rating, 301 reviews

JJ’s Hāna Hale - Farm Style Cottage STHA2021/0001

Forget your worries in this spacious serene space. Private air conditioned one bedroom cottage located on a 6 acre farm that is home to many rescued animals. A second bedroom can be made available for a fee please inquire prior to booking. Have as little or as much interaction as you wish. A fully equipped kitchen with a gas stove, full bathroom, a comfy bedroom a spacious living room w Smart TV and separate dining area. Wifi is also provided. Bikes available for two.

Superhost

Cottage in Hana

4.81 out of 5 average rating, 214 reviews

Hana Ocean Palms Bungalow STHA2009-003

Hawaii Tax of 17.42% is included in the price. Our beautiful Island Style home in Heavenly Hana Hawaii is three hundred yards to a magical ocean pool and a one mile coastal walk to a magnificent beach. The house is open to nature, is fully screened, has hammocks and an ocean view. It sleeps six comfortably, is equipped with a full kitchen, and has an outdoor shower as well as a nice indoor shower and tub. The property is full of tropical fruits, flowers, bamboo, and palms

Superhost

Bungalow in Hana

4.95 out of 5 average rating, 169 reviews

Romantic Hamoa Bay Bungalow

The Hamoa Bay Bungalow is Hana Maui's most elegant vacation hide-away. Balinese inspired, private, with ocean views, secluded and romantic. Just beyond sleepy Hana Town... this property is tucked in amongst lush ferns, banana trees, bamboo, colorful heliconias, fragrant ginger, papaya, century old trees, and manicured gardens. Enjoy sea views from each verandah. Listen to only the sounds of the birds, the geckos chirping, and the stones rolling in the surf at night.

Guest favourite

Cottage in Kula

4.95 out of 5 average rating, 371 reviews

Oceanview Cottage away from heat! w/ County Permit

Closest to the very top 2 Maui attractions (Hana and Haleakala) and away from 100 degree heat & traffic & noises & yet still close to everything! Private Cottage on 2acres of orchard on Haleakala, 1 mile from Kula Lodge, w/ endless pano Bi-Coastal View (Double Ocean View that no other islands have) & night city view! Stunning sunset & starry nights. Approved by Maui County w/ short term rental. The permit #s are listed in the license section.

Superhost

Apartment in Hana

4.8 out of 5 average rating, 603 reviews

Stay in Hana #1

Beautiful studio with 1 queen bed, fridge, microwave, coffee maker, ceiling fan, full private bathroom with river rock shower, 2 covered decks, and parking right in front of your door. You'll be surrounded by the sights of trees and sounds of ocean and birds. The property is 2 acres of lush Hana rainforest in a perfect location. Quiet, serene, tranquil and private, yet close to the best sights Hana has to offer.

Guest favourite

Cottage in Makawao

4.99 out of 5 average rating, 200 reviews

Upcountry retreat with breathtaking views!

Maui County Permits BBMP2019/0006 & SUP2 2019/0003 This is a BnB not a STRH Owners live on property. Aloha, sorry but at this time we are not hosting to families with children younger than 16 at this time. This is a non smoking property. No smoking is allowed. Use of the pool, hot tub and dry sauna are private when reserved with our private calendar. Mahalo!

Guest favourite

Farm stay in Haiku

4.95 out of 5 average rating, 403 reviews

Kalani at Haiku Garden Cottages

Welcome to Haiku Garden Cottages, a permitted BnB (Permit#BBPH 2017/0002 SUP2 2016/0011) located in the lush countryside of Maui's North Shore. Surrounded by beautiful beaches, amazing waterfalls, great hikes, and starlit nights, you'll feel like you're staying in a private paradise, while still being able to enjoy the convenience of being close to everything.

Superhost

Bungalow in Hana

4.91 out of 5 average rating, 191 reviews

Ala Aina Ocean Vista - Hana Bed & Breakfast

Ala Aina Ocean Vista is a private ohana with its own private front and back entrances. It is situated on an old banana plantation located on an exotic, lush, tropical property. It provides guests with peace & quiet and offers gorgeous vistas of tropical trees, flowers, rolling green lawns and sweeping ocean views in the distance.