Kaupo Holiday Rentals from €303: Search Short-Term Rentals

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Holiday Rentals in Kaupo

On the beach, sun-loungers, beach towels

"Awesome place for a couple nights in Hāna. "

"nice place"

"This property is amazing! Not right on the water but great view of the ocean, can hear the ocean and 3minute walk to the beach!! Beautiful property and plenty of extras such as a jacuzzi, sauna, boogie boards, beach chairs, beach toys for the kids, and an on-site private outside shower to clean up after walking or playing in the beach. "

"Just as described and perfect for our 1 night in Hāna. Loved being able to walk to the beach across the street and down the road a bit"

includes taxes & fees

18 Jul - 19 Jul

"Wonderful property, perfect for an overnight in Hāna."

includes taxes & fees

11 Jul - 12 Jul

"For Hana, this was a great find. AC in both bedrooms. Nice porch with a great view. Full kitchen. Modern rain shower was great after the long drive. Check and out was easy. "

"Wanted a place for my family to stay while we enjoyed the road to Hana in Maui. This place checked the boxes. "

includes taxes & fees

18 Jul - 19 Jul

"What an amazing place to stay and enjoy beautiful Hana. The home is clean, comfortable and updated. We loved the property and how well kept the landscaping - it gives you a feeling of a high-end resort! Will stay her again!"

includes taxes & fees

10 Jul - 11 Jul

"This place was more than enough for our family of 5! We could have fit another family with us! Very clean, easy check in. The instructions on finding the place were spot on. We would definitely stay here again!"

"This house is beautiful and we loved everything about our stay. It's in a great location to spend time exploring the Road to Hana. We can't wait to come back!"

includes taxes & fees

18 Jul - 19 Jul

"16 of us stayed at this beautiful property. Two Families, 12 children total. We have nothing bad to say. All of our expectations were met. The listing is true and accurate. Communication with the property manager was always prompt and efficient.We would definitely stay her again."

includes taxes & fees

12 Jul - 13 Jul

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Find out more about Kaupo

Everything you need to know about Kaupo holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kaupo holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kaupo holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kaupo holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kaupo. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kaupo holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kaupo holiday rentals we have selected for you start as low as €303 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kaupo rentals

At Expedia, we put the best Kaupo holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Kaupo rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kaupo holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kaupo. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Kaupo properties

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

5/5 Excellent

Love this place!!

"This is our second time staying here and we loved it just as much as the first time! Close to everything in Hana, and plenty of room for our family if 4. We stayed here for two nights so we could hike without rushing back, and it was so worth it! Highly recommend staying here. "

A verified traveller stayed at Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Posted 9 days ago

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

5/5 Excellent

Paradise for a large family reunion with children

"There is absolutely nothing we could think of that was missing from our week at Banyon Tree! The property is beautiful, lovingly maintained, and made this our best trip to Hawaii ever!! Actually, our best-ever family vacation! Plenty of room for swimming, playing Capture the Flag, enjoying family dinners, playing card and table games, and just hanging out. We enjoyed seeing the turtles at Ho’okepa Beach, playing in the river at Íao State Park, and shopping local markets. Comfortable island breezes topped off our trip to Maui. Thank you, Helena, for your responsiveness throughout the reservation process and during our stay! Our international family reunion was unique and remarkable because of you and Banyon Tree! "

A verified traveller from United States stayed at Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Posted 10 days ago

Breath taking ocean and volcano views! Pool,Close to beaches and everything else

5/5 Excellent

Machado Family Trip

"An incredible and beautiful location, all the luxurious amenities, secluded and specious home away from home. The house was immaculate, comfortable, welcoming, and perfect. The pictures are spot on but arriving to the property the setting was beyond words gorgeous welcoming. An incredible 8 days!Thank you!!!!"

A verified traveller stayed at Breath taking ocean and volcano views! Pool,Close to beaches and everything else

Posted 11 days ago

Ocean & Golf Views in Wailea - Designer 2 Story Condo w/ AC system, Wifi

5/5 Excellent

Maui Vacation

"First time to Maui. We were told that Kihei was a good place to stay and we weren’t disappointed. Nice little unit with everything you need in the kitchen and beds were comfortable with good air conditioning."

A verified traveller stayed at Ocean & Golf Views in Wailea - Designer 2 Story Condo w/ AC system, Wifi

Posted 13 days ago

IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

5/5 Excellent

Beautiful Hana Getaway

"This property was beautiful. We were a little nervous with no air conditioning but the breeze during the day and night was just fine. Loved having a great kitchen and washer/dryer. I would love to stay here again and hopefully one day we will. Beautiful location and viewing all the flowers and plants was amazing. "

A verified traveller stayed at IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

Posted 2 weeks ago

Reduced rates. Eco friendly elegant modern home, gorgeous Ocean & Mt views

5/5 Excellent

Great quiet stay upcountry

"We (four adult friends) had a great, relaxing stay at this home. It's upcountry, which means it's a 20-30 minute drive at least to most attractions, but the tradeoff is a beautiful view and a quiet space to come home to. (You're also much closer to Haleakala than staying in the more populated areas.) The house itself had everything we needed and was really comfortable - lots of outdoor space, equipped kitchen, space is as advertised. Crispin was really communicative and helpful, and being able to borrow beach gear from the house was a great bonus. We'd definitely stay again!"

A verified traveller from Nashville, TN, USA stayed at Reduced rates. Eco friendly elegant modern home, gorgeous Ocean & Mt views

Posted 2 weeks ago

Frequently asked questions

Are there holiday rentals in Kaupo?

Yes, there are holiday rentals close to the most popular sights in Kaupo, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Kaupo has to offer?

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002 : This holiday home rental outside of Kaupo is located in a rural location, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Kaupo?

Explore the area and family-friendly sights such as Waikamoi Preserve, or get out into nature at a spot like Haleakala National Park. Bamboo Forest and Kipahulu Visitor Center are a couple of places you'll find in the wider area.

What’s a holiday rental in Kaupo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kaupo. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip.

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Holiday Rentals in Kaupo

Check prices for these dates

Holiday Rentals in Kaupo

Fantastic Hana Bay Oceanfront Location! 5-Minute Walk to Hana town & beaches!

Amazing Hana Bay Beach Cottage Location! 5-Minute Walk to Hana town & beaches!

Hana Homestead by the Beach

Fisher's Hana Bay Hale, Across from Hana Bay

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

Beautiful Home in paradise!

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Find out more about Kaupo

Recent reviews of Kaupo properties

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Breath taking ocean and volcano views! Pool,Close to beaches and everything else

Ocean & Golf Views in Wailea - Designer 2 Story Condo w/ AC system, Wifi

Wailea Ekolu - CoralTree Residence Collection

IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

Reduced rates. Eco friendly elegant modern home, gorgeous Ocean & Mt views

Luxury Upcountry Villa with breathtaking views

Hana-Maui Resort, a Destination by Hyatt Residence

Frequently asked questions