Kaupo Holiday Rentals

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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Kaupo holiday rentals

Beach

Cottage in Hana Town Center

Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
9.6 out of 10, Exceptional, (196 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 HK$1,918
HK$4,075 total
includes taxes & fees
30 Mar - 31 Mar
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Beach towels

Holiday Home in Hana Town Center

Fisher's Hana Bay Hale, Across from Hana Bay
9.6 out of 10, Exceptional, (421 reviews)
"Very peaceful place to stay. Enjoyed location and would stay again if I come to Hana!"
United States
Nicholas
The price is HK$1,527
HK$3,179 total
includes taxes & fees
15 Mar - 16 Mar
Fisher's Hana Bay Hale, Across from Hana Bay
Property grounds

Apartment in Hana Town Center

Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor!
9.8 out of 10, Exceptional, (84 reviews)
"The location was very good."
United States
Jim B.
The price is HK$2,623
HK$3,747 total
includes taxes & fees
17 Mar - 18 Mar
Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor!
Exterior

Apartment in Hana Town Center

Oceanview Condo in Hana-Let the ocean lull you to sleep
9.4 out of 10, Exceptional, (136 reviews)
"Great location."
United States
John
The price is HK$1,957
HK$3,662 total
includes taxes & fees
3 Apr - 4 Apr
Oceanview Condo in Hana-Let the ocean lull you to sleep
Property grounds

Condo in Hana Town Center

Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!
9.6 out of 10, Exceptional, (25 reviews)
"I would stay again "
United States
Bruce H.
The price is HK$3,171
HK$4,472 total
includes taxes & fees
2 Apr - 3 Apr
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!
Property grounds

Condo in Hana Town Center

Oceanview #203 at Hana Kai Maui - 1 Bedroom Upper Floor, Stunning View!
9.4 out of 10, Exceptional, (66 reviews)
"Great stay! Friendly staff and awesome view of the ocean and beach."
United States
Cindy H.
The price is HK$3,327
HK$4,707 total
includes taxes & fees
3 Apr - 4 Apr
Oceanview #203 at Hana Kai Maui - 1 Bedroom Upper Floor, Stunning View!
Property grounds

Apartment in Hana Town Center

Oceanview #202 at Hana Kai Maui - Lofted Studio Upper Floor, Panoramic View!
9.6 out of 10, Exceptional, (62 reviews)
"Best place to stay in Hana!!"
Australia
Roger S.
The price is HK$2,920
HK$4,141 total
includes taxes & fees
18 Mar - 19 Mar
Oceanview #202 at Hana Kai Maui - Lofted Studio Upper Floor, Panoramic View!
Sun-loungers, beach towels

Holiday Home in Hana Town Center

Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b
9.2 out of 10, Wonderful, (154 reviews)
"The location was fantastic and the house was very comfortable, especially the beds."
United States
Lisa H.
The price is HK$1,867
HK$4,146 total
includes taxes & fees
20 Mar - 21 Mar
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b
Property grounds

Condo in Hana Town Center

Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
9.6 out of 10, Exceptional, (116 reviews)
"Everything Good "
United States
Marc
The price is HK$3,327
HK$4,682 total
includes taxes & fees
15 Mar - 16 Mar
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
Beach

Holiday Home in Kaʻeleku

Beautiful Home in paradise!
9.6 out of 10, Exceptional, (173 reviews)
"Beautiful and quiet location, close to town. Perfect for a rural experience. "
United States
Matt D.
The price is HK$3,092
HK$5,670 total
includes taxes & fees
22 Mar - 23 Mar
Beautiful Home in paradise!
Fridge, microwave, oven, stovetop

Holiday Home in Hana Town Center

Hana Homestead by the Beach
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 HK$4,658
HK$10,875 total
includes taxes & fees
14 Apr - 15 Apr
Hana Homestead by the Beach
Property grounds

Holiday Home in Kaʻeleku

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
9.8 out of 10, Exceptional, (239 reviews)
"30 yr anniversary - perfectly relaxing for us - would stay here again for sure."
United States
Trent H.
The price is HK$2,360
HK$4,696 total
includes taxes & fees
22 Mar - 23 Mar
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Property grounds

Condo in Hana Town Center

Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!
9.6 out of 10, Exceptional, (79 reviews)
"Nice easy check in. Easy access to black sand beach (not the State Park)."
United States
Brett
The price is HK$3,327
HK$4,682 total
includes taxes & fees
31 Mar - 1 Apr
Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!
Property grounds

Condo in Hana Town Center

Oceanfront #4 at Hana Kai Maui - 1 Bedroom Upper Floor Corner 100ʻ from Water!
9.8 out of 10, Exceptional, (30 reviews)
"This property is just as advertised: beautiful location, close to the water, easy check-in, and helpful staff."
United States
Michele T.
The price is HK$3,875
HK$5,439 total
includes taxes & fees
5 Apr - 6 Apr
Oceanfront #4 at Hana Kai Maui - 1 Bedroom Upper Floor Corner 100ʻ from Water!
Property grounds

Apartment in Hana Town Center

Partial Oceanview #106 at Hana Kai Maui - Studio unit with a really nice view!
8.8 out of 10, Excellent, (36 reviews)
"Clean, comfortable room with a wonderful view in Hana!"
United States
Amelia
The price is HK$2,489
HK$3,573 total
includes taxes & fees
17 Mar - 18 Mar
Partial Oceanview #106 at Hana Kai Maui - Studio unit with a really nice view!
Property grounds

Condo in Hana Town Center

Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit
9.6 out of 10, Exceptional, (64 reviews)
"The place was awesome and nicely decorated. The ocean view was amazing too"
United States
Rohit
The price is HK$2,623
HK$3,747 total
includes taxes & fees
17 Mar - 18 Mar
Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit
Property grounds

Apartment in Hana Town Center

Oceanview #205 at Hana Kai Maui - 1 Bedroom Upper Floor - Amazing View!
9.6 out of 10, Exceptional, (60 reviews)
"Great little place. Thanks so much for accommodating our earlier arrival. "
United States
Laura B.
The price is HK$2,850
HK$4,025 total
includes taxes & fees
18 Mar - 19 Mar
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

Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available.

Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available.

10/10 Excellent
"I can’t say enough wonderful things about our stay. I read the comments and completely agree. From the warm welcome and hospitality from Anya and Frank, to the beautiful setting of their gorgeous property, to the nice room…everything was fantastic. I especially enjoyed being able to hang out with Hoku (friendly dog) and Amos and Andy (twin cats) as we roamed the property. Mahalo for the memorable stay. "
Karen 2-night trip
Posted 17 hours ago
Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available.

Find out more about Kaupo

Search for holiday rentals in Kaupo on Expedia! You can easily find your home rentals, villas, holiday apartments in Kaupo using one of the methods below:

  • View our selection of featured holiday rentals in Kaupo
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  • Enter your travel dates to view the best deals on holiday rentals in Kaupo while they last

Look no further and take a look at our great range of rental properties in Kaupo!

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.