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Holiday Rentals in Kaupo

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Holiday Rentals in Kaupo

Apartment in Hana Town Center

9.2 out of 10, Wonderful, (114)
"A good place to stay "
United States
Xiaohong
The price is €405
includes taxes & fees
10 Dec - 11 Dec
Oceanview Condo in Hana-Let the ocean lull you to sleep

Holiday Home in Hana Town Center

9.6 out of 10, Exceptional, (411)
"Great stay. "
United States
Anthony A.
The price is €312
includes taxes & fees
5 Dec - 6 Dec
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Apartment in Hana Town Center

9.6 out of 10, Exceptional, (42)
"Staying here was a pleasure - from the ease of the check in process, to the cleanliness of the room, amenities and location, we're so glad we chose this home!"
United States
Jenny E.
The price is €306
includes taxes & fees
3 Dec - 4 Dec
Stay in Hana #2

Holiday Home in Hana Town Center

9.6 out of 10, Exceptional, (409)
"We only stayed one night but it was fantastic, clean and cozy! Check in was super simple and we were able to get in and out quickly to enjoy the rest of our trip."
United States
Jarah A.
The price is €350
includes taxes & fees
18 Dec - 19 Dec
Fisher's Hana Bay Hale, Across from Hana Bay

Apartment in Hana Town Center

9.0 out of 10, Wonderful, (58)
"It was a very beautiful and clean property. I would definitely stay here again. I love the modern amenities and the decor. I loved where it was situated. It felt like we were in the middle of a rainforest."
United States
ROWENA
The price is €305
includes taxes & fees
12 Dec - 13 Dec
Stay in Hana #1

Apartment in Kipahulu

9.8 out of 10, Exceptional, (258)
"Beautiful stay on a beautiful property. This one is truly special & the hosts are great. Make sure you check out the stars at night magical! Thank you guys. :)Ryan & Mabel "
United States
Ryan B.
Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools

Holiday Home in Makawao

10.0 out of 10, Exceptional, (46)
"Beautiful views and beautiful accommodations! We loved being in the up country and this house was perfect for my family of five. "
United States
Kimberly P.
Exceptional Upcountry Villa with breathtaking views

Villa in Kula

10.0 out of 10, Exceptional, (185)
"Great stay"
United States
Peter A.
The price is €1,023
includes taxes & fees
4 Dec - 5 Dec
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

Cottage in Hana

10.0 out of 10, Exceptional, (246)
"What a beautiful quaint house with so much character and cute little antique accents. Hosts were great! Great communication and abundance of local insight. So peaceful with a secluded yard adorned with plumerias, orchids, palms and so much more. What a perfect little place to call home for 11 nights."
United States
DAWN L.
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

Condo in Hana Town Center

9.4 out of 10, Exceptional, (62)
"Everything was perfect!!!! We even had ice cold water waiting on us in the fridge!!! The condo was gorgeous, loved the kitchen! We could see the black sand beach from our gorgeous deck!!! My only regret was not staying longer!!!! I recommend the restaurant in Hana for dinner, it was excellent! We will be back!"
United States
Brenda
The price is €392
includes taxes & fees
6 Dec - 7 Dec
Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit

Condo in Hana Town Center

9.6 out of 10, Exceptional, (23)
"I would stay again "
United States
Bruce H.
The price is €376
includes taxes & fees
1 Dec - 2 Dec
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!

Cottage in Kaʻeleku

9.4 out of 10, Exceptional, (280)
"This was a great location, comfortable cute little cottage."
United States
Briana B.
The price is €487
includes taxes & fees
12 Dec - 13 Dec
Secluded cottage on Tropical flower farm

Cottage in Hana Town Center

10.0 out of 10, Exceptional, (19)
"Incredible property!!I would love to come back again. "
United States
Cynthia O.
AUTHENTIC HAWAIIAN BEACH HOUSE ON HANA BAY. 5-minute walk to beaches and town.

Condo in Hana Town Center

9.6 out of 10, Exceptional, (77)
"Great location! Was so nice to walk the grounds and the beach. Close to food trucks and black sand beach. Would definitely stay here again! "
United States
Nicole H.
The price is €369
includes taxes & fees
30 Nov - 1 Dec
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View!

Condo in Hana Town Center

9.6 out of 10, Exceptional, (110)
"Everything Good "
United States
Marc
The price is €402
includes taxes & fees
5 Dec - 6 Dec
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access

Condo in Hana Town Center

9.6 out of 10, Exceptional, (75)
"Best Suite & view was excellent!!"
United States
Heidi
The price is €402
includes taxes & fees
2 Dec - 3 Dec
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!

Condo in Hana Town Center

10.0 out of 10, Exceptional, (70)
"Awesome place!"
United States
Darek and Brandi R.
Oceanfront #5 at Hana Kai Maui - 2 BR/2 BA Upper Floor Corner 100ʻ from Water!

Holiday Home in Hana

10.0 out of 10, Exceptional, (183)
"Beautiful peaceful home. "
United States
Rebecca
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

Holiday Home in Hana Town Center

9.8 out of 10, Exceptional, (26)
"Great place, very convenient and amazing settings! "
United States
Dan R.
Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!

Holiday Home in Hana Town Center

9.8 out of 10, Exceptional, (136)
"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. "
United States
Christopher
The price is €1,101
includes taxes & fees
3 Dec - 4 Dec
Hana Homestead by the Beach
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 €305 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.