Holiday Rentals in Kaupo

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Our top choices for Kaupo holiday rentals

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, (28 reviews)
"This place was perfect. Enjoyed 2 days of big surf and stormy weather from the lanai. A true vacation. My favorite place to stay on Maui. Hana town is da best. "
United States
Kimo B.
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!

Stay in Hana #2

Stay in Hana #2
Hana Town Center
9.6 out of 10, Exceptional, (57 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
Stay in Hana #2

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

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, (144 reviews)
"Great location."
United States
John
The price is €410
includes taxes & fees
30 Jun - 1 Jul
Oceanview Condo in Hana-Let the ocean lull you to sleep

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)
"Beautiful place to stay in Hana and super nice people. "
United States
Tanya L.
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access

Fisher's Hana Bay Hale, Across from Hana Bay

Fisher's Hana Bay Hale, Across from Hana Bay
Hana Town Center
9.4 out of 10, Exceptional, (433 reviews)
"Very peaceful place to stay. Enjoyed location and would stay again if I come to Hana!"
United States
Nicholas
The price is €348
includes taxes & fees
22 Jun - 23 Jun
Fisher's Hana Bay Hale, Across from Hana Bay

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 €444
includes taxes & fees
30 Jun - 1 Jul
Partial Oceanview #106 at Hana Kai Maui - Studio unit with a really nice view!

Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit

Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit
Hana Town Center
9.6 out of 10, Exceptional, (64 reviews)
"Nice location "
United States
janie h.
Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit

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, (246 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 €514
includes taxes & fees
1 Jun - 2 Jun
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

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

Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Hāna
10.0 out of 10, Exceptional, (101 reviews)
"I love spending time here. This is such a wonderful place to stay if you want to get away. It was our 2nd time, and we loved every minute of it. Including the rain. Manager was very helpful. The house was stocked with everything you need. "
United States
Anonymous traveller
The price is €471
includes taxes & fees
12 Jun - 13 Jun
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA
Hana
10.0 out of 10, Exceptional, (256 reviews)
"Beautiful place."
United States
Jessica R.
The price is €512
includes taxes & fees
28 Jun - 29 Jun
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

Stay in Hana Upstairs

Stay in Hana Upstairs
Hana Town Center
9.6 out of 10, Exceptional, (43 reviews)
"Beautiful remote location! A little short on kitchen supplies like wine glasses and Tupperware. We loved the cabin feel of the place. Great access to the Hana Road and excellent nearby waterfall hikes!"
United States
Paulina B.
Stay in Hana Upstairs

Hana Homestead by the Beach

Hana Homestead by the Beach
Hana Town Center
9.8 out of 10, Exceptional, (143 reviews)
"We loved are quiet, peaceful stay in Hāna! So much fun! Beautiful property!"
United States
Justin
Hana Homestead by the Beach

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

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
Kaʻeleku
9.8 out of 10, Exceptional, (86 reviews)
"Great tropical location with ocean view. "
United States
Myra S.
The price is €747
includes taxes & fees
5 Jun - 6 Jun
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

Relaxing home away from home- honeymoon friendly

Relaxing home away from home- honeymoon friendly
Hana
10.0 out of 10, Exceptional, (285 reviews)
"It was such a cute little place. Quite and charming with a spectacular view. Loved our stay here."
Canada
Marjorie
The price is €458
includes taxes & fees
1 Jun - 2 Jun
Relaxing home away from home- honeymoon friendly

Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm

Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm
Hana
9.8 out of 10, Exceptional, (146 reviews)
"Pretty house, amazing grounds. Great views of sunrise. We really enjoyed it."
United States
Thomas M.
Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm

Stay in Hana #1

Stay in Hana #1
Hana Town Center
9.0 out of 10, Wonderful, (70 reviews)
"We loved staying here…. Maybe a toaster would be nice… we are breakfast peeps!! "
United States
maureen
Stay in Hana #1

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, (79 reviews)
"Great view, excellent location. 2 -3 nights is the perfect amount of time in Hana."
United States
Jim
The price is €459
includes taxes & fees
3 Jun - 4 Jun
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.
Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor!
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, 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 €348 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. Haleakalā Visitor Center and Haleakala Crater 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.