Kaupo Holiday Rentals

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Our top choices for Kaupo holiday rentals

Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Hana Town Center
9.6 out of 10, Exceptional, (200 reviews)
"Had a very nice stay. The cottage was well equipped. I spent 8 days there. Loved this location in Hana."
United States
Lon S.
The price is NZ$844
includes taxes & fees
13 May - 14 May
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

Stay in Hana #2

Stay in Hana #2
Hana Town Center
9.6 out of 10, Exceptional, (56 reviews)
"Clean and quiet spot in Hana! A great base for exploring the road to Hana without having to do it all in a day."
United States
Paul John Van de
The price is NZ$576
includes taxes & fees
14 May - 15 May
Stay in Hana #2

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

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana Town Center
9.6 out of 10, Exceptional, (449 reviews)
"Food truck near."
United States
Neal
The price is NZ$633
includes taxes & fees
14 May - 15 May
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!

Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!
Hana Town Center
9.6 out of 10, Exceptional, (27 reviews)
"I would stay again "
United States
Bruce H.
The price is NZ$866
includes taxes & fees
14 May - 15 May
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!

Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access

Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
Hana Town Center
9.6 out of 10, Exceptional, (118 reviews)
"Great view, enjoyed location. "
United States
Tony E.
The price is NZ$929
includes taxes & fees
19 May - 20 May
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access

Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!

Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
Hana Town Center
9.6 out of 10, Exceptional, (77 reviews)
"Great view, excellent location. 2 -3 nights is the perfect amount of time in Hana."
United States
Jim
The price is NZ$841
includes taxes & fees
13 May - 14 May
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!

Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor!

Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor!
Hana Town Center
9.8 out of 10, Exceptional, (84 reviews)
"The location was very good."
United States
Jim B.
The price is NZ$815
includes taxes & fees
17 May - 18 May
Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor!

Oceanview Condo in Hana-Let the ocean lull you to sleep

Oceanview Condo in Hana-Let the ocean lull you to sleep
Hana Town Center
9.2 out of 10, Wonderful, (142 reviews)
"Great location."
United States
John
The price is NZ$799
includes taxes & fees
10 June - 11 June
Oceanview Condo in Hana-Let the ocean lull you to sleep

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

Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b
Hana Town Center
9.2 out of 10, Wonderful, (156 reviews)
"Great location "
United States
Shahaf Y.
The price is NZ$931
includes taxes & fees
20 May - 21 May
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

Oceanview #202 at Hana Kai Maui - Lofted Studio Upper Floor, Panoramic View!

Oceanview #202 at Hana Kai Maui - Lofted Studio Upper Floor, Panoramic View!
Hana Town Center
9.6 out of 10, Exceptional, (62 reviews)
"Best place to stay in Hana!!"
Australia
Roger S.
The price is NZ$829
includes taxes & fees
13 May - 14 May
Oceanview #202 at Hana Kai Maui - Lofted Studio Upper Floor, Panoramic View!

Great location between Hana Town and Hamoa Beach, private, family-friendly

Great location between Hana Town and Hamoa Beach, private, family-friendly
Hana Town Center
9.8 out of 10, Exceptional, (238 reviews)
"Great location in Hana. Cozy and private. "
United States
Heather F.
The price is NZ$880
includes taxes & fees
6 June - 7 June
Great location between Hana Town and Hamoa Beach, private, family-friendly

Stay in Hana Upstairs

Stay in Hana Upstairs
Hana Town Center
9.6 out of 10, Exceptional, (42 reviews)
"We stayed a week. We wanted a quiet, relaxing place to get away from all the daily chaos of life. Hana Upstairs was perfect for us. It was close to all the activities and sites in Hana. It was remote and peaceful for us to "
United States
SHERI Z.
The price is NZ$790
includes taxes & fees
14 May - 15 May
Stay in Hana Upstairs

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

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Kaʻeleku
9.8 out of 10, Exceptional, (244 reviews)
"I appreciated everything as advertised. Would have preferred mini splits or AC in the bedrooms, but still a nice peaceful spot."
United States
Robert
The price is NZ$887
includes taxes & fees
25 May - 26 May
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

Hana Homestead by the Beach

Hana Homestead by the Beach
Hana Town Center
9.8 out of 10, Exceptional, (142 reviews)
"We loved are quiet, peaceful stay in Hāna! So much fun! Beautiful property!"
United States
Justin
The price is NZ$2,263
includes taxes & fees
31 May - 1 June
Hana Homestead by the Beach

Stay in Hana #1

Stay in Hana #1
Hana Town Center
9.0 out of 10, Wonderful, (69 reviews)
"We loved staying here…. Maybe a toaster would be nice… we are breakfast peeps!! "
United States
maureen
The price is NZ$585
includes taxes & fees
20 May - 21 May
Stay in Hana #1

Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!

Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!
Hana Town Center
9.6 out of 10, Exceptional, (33 reviews)
"Beautiful cottage, great furnishings, beautiful bay, great location, would love to stay!!"
United States
Debbie P.
The price is NZ$2,207
includes taxes & fees
27 May - 28 May
Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!

Partial Oceanview #106 at Hana Kai Maui - Studio unit with a really nice view!

Partial Oceanview #106 at Hana Kai Maui - Studio unit with a really nice view!
Hana Town Center
8.8 out of 10, Excellent, (36 reviews)
"Clean, comfortable room with a wonderful view in Hana!"
United States
Amelia
The price is NZ$807
includes taxes & fees
19 May - 20 May
Partial Oceanview #106 at Hana Kai Maui - Studio unit with a really nice view!

Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!

Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!
Hana Town Center
9.6 out of 10, Exceptional, (80 reviews)
"Great beach view lovely gardens"
United States
Dianne
The price is NZ$849
includes taxes & fees
13 May - 14 May
Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!

Oceanview #201 at Hana Kai Maui - 1 Bedroom Upper Floor Corner, Panoramic View!

Oceanview #201 at Hana Kai Maui - 1 Bedroom Upper Floor Corner, Panoramic View!
Hana Town Center
9.4 out of 10, Exceptional, (62 reviews)
"This condo was exactly as advertised! Wonderful property! Would definitely stay here again. This side of Maui is a must see!"
United States
Lisa S.
The price is NZ$849
includes taxes & fees
13 May - 14 May
Oceanview #201 at Hana Kai Maui - 1 Bedroom Upper Floor Corner, Panoramic View!

Oceanview #205 at Hana Kai Maui - 1 Bedroom Upper Floor - Amazing View!

Oceanview #205 at Hana Kai Maui - 1 Bedroom Upper Floor - Amazing View!
Hana Town Center
9.6 out of 10, Exceptional, (61 reviews)
"Great little place. Thanks so much for accommodating our earlier arrival. "
United States
Laura B.
The price is NZ$819
includes taxes & fees
13 May - 14 May
Oceanview #205 at Hana Kai Maui - 1 Bedroom Upper Floor - Amazing View!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Kaupo Hotel Reviews

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, 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 NZ$576 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. 

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 Haleakalā 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.