Kaupo vacation rentals

From simple studios to luxe lofts, find vacation rentals that are right for you on Airbnb.
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Vacation rentals in Kaupo

$197 CAD Heavenly Hana Paradise-King Garden Suite
44 reviews

This room includes private entrance, a king size bed, air conditioning, small refrigerator (no freezer, but a cooler is available), satellite TV, free WiFi, en suite bathroom an... read more
$263 CAD Heart of Hana, 1BR/1BA Cottage
13 reviews

Relax in the fully equipped 1 bedroom cottage with a full kitchen, living room, dining area, washer/dryer, outdoor shower, and a covered deck with views of the ocean and mountai... read more
$165 CAD Relaxing Oceanfront getaway in Hana
27 reviews

Our 6th generation owned oceanfront plantation style duplex has 2 one bedroom fully furnished private apartments. read more
$276 CAD #106 Kuakahi - Partial Ocean View
10 reviews

WELCOME TO HANA, MAUI ~ THE LAST HAWAIIAN PLACE HANA KAI MAUI welcomes you to our beautiful oceanfront vacation rentals on Hana Bay at Waikaloa Beach. Partial Oceanview Studio... read more
$185 CAD Rudi's Ranch
43 reviews

Your own private cottage, located 5 miles before Hana Town. Very peaceful and quiet. Enjoy the 5 acres - hiking, biking, close to Wainapanapa State Park. Wifi, TV available. ... read more
$344 CAD Comfortable Kolea Cottage, Hana
61 reviews

Kolea, timber built in 2003, spacious, well equipped and convenient for Hana, is surrounded by lawn carved out of the forest on our 11-acre estate bursting with flowers and frui... read more

Favourite Kaupo vacation rentals

$237 CAD Heavenly Hana Paradise - Studio Suite
221 reviews

Featuring private entrance and lanai, the Studio includes air conditioning, cooking facilities & refrigerator, king bed, satellite TV, free WiFi, linens, and en suite bathroom w... read more
$145 CAD Jungle Cottage on Sustainable Farm
90 reviews

We are a family farm practicing a simple and sustainable form of living. If a farm stay is what you would enjoy, then this is the place for you! We hope you will gather some i... read more
$463 CAD Travaasa Resort Owners Ocean Suite Hana Maui
21 reviews

This is the ocean front, owners unit at Travaasa with views and access to amenities of the resort and Hana, it offers the benefits of a five star resort while still being low ke... read more
$184 CAD Kula Jasmine Studio
28 reviews

Kula Jasmine, with its view overlooking Maui, has been the home and art studio of world-renowned artist Curtis Wilson Cost since 1984. The home is secluded on 5 acres of pastora... read more
$165 CAD Relaxing Oceanfront Getaway
50 reviews

Our 6th generation owned oceanfront plantation style duplex has 2 one bedroom fully furnished private apartments. Usually available in my office from 10am-3pm. The house is an... read more
$144 CAD Hale O Pūliki
30 reviews

My studio is a restful place to come to after enjoying the day on Maui. Separate from the main house with beautiful bi-coastal views of the island. The first time I walked on to... read more

More vacation rentals in Kaupo

$165 CAD Country Bungalow. Lush gardens. Appointed lovely
40 reviews

A wonderful spot on the lower slopes of Haleakala Crater. Convenient to all sites on Maui. Special in many ways. From the soaker tub in the gardens where you'll bathe under t... read more
$353 CAD #104 Haneoo - Ocean View 1 Bd
1 review

WELCOME TO HANA, MAUI ~ THE LAST HAWAIIAN PLACE HANA KAI MAUI welcomes you to our beautiful oceanfront vacation rental property on Hana Bay at Waikaloa Beach. Oceanview 1BR/1BA... read more
$157 CAD Kula Treat - Upcountry Maui
142 reviews

Private, gracious apartment on residential street in desirable Upcountry Maui. Great home base for exploring, quiet country retreat for relaxing. Restaurants and farmers’ market... read more
$394 CAD Hana Lani Pole House and Treehouse
28 reviews

This Hawaii "pole house" house features a great ocean view, open floor plan, lots of tropical fruits and flowers, and lots of privacy. The house sits on 20 acres of lush jungle.... read more

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