Kaupo Vacation Rentals

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Our top choices for Kaupo vacation 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, (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 ¥35,126
¥76,961 total
includes taxes & fees
Mar 14 - Mar 15
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

Fisher's Hana Bay Hale, Across from Hana Bay

Fisher's Hana Bay Hale, Across from Hana Bay
Hana Town Center
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 ¥31,064
¥64,182 total
includes taxes & fees
Mar 14 - Mar 15
Fisher's Hana Bay Hale, Across from Hana Bay

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 ¥55,436
¥78,542 total
includes taxes & fees
Mar 14 - Mar 15
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, (135 reviews)
"Great location."
United States
John
The price is ¥39,825
¥74,527 total
includes taxes & fees
Apr 3 - Apr 4
Oceanview Condo in Hana-Let the ocean lull you to sleep

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, (25 reviews)
"I would stay again "
United States
Bruce H.
The price is ¥54,799
¥78,121 total
includes taxes & fees
Mar 15 - Mar 16
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!

Oceanview #203 at Hana Kai Maui - 1 Bedroom Upper Floor, Stunning View!

Oceanview #203 at Hana Kai Maui - 1 Bedroom Upper Floor, Stunning View!
Hana Town Center
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 ¥67,703
¥95,776 total
includes taxes & fees
Apr 3 - Apr 4
Oceanview #203 at Hana Kai Maui - 1 Bedroom Upper Floor, Stunning View!

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 ¥59,419
¥84,271 total
includes taxes & fees
Mar 18 - Mar 19
Oceanview #202 at Hana Kai Maui - Lofted Studio Upper Floor, Panoramic View!

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, (154 reviews)
"The location was fantastic and the house was very comfortable, especially the beds."
United States
Lisa H.
The price is ¥42,294
¥90,141 total
includes taxes & fees
Mar 20 - Mar 21
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

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, (116 reviews)
"Everything Good "
United States
Marc
The price is ¥57,507
¥81,837 total
includes taxes & fees
Mar 15 - Mar 16
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access

Beautiful Home in paradise!

Beautiful Home in paradise!
Kaʻeleku
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 ¥62,924
¥115,409 total
includes taxes & fees
Mar 22 - Mar 23
Beautiful Home in paradise!

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 ¥96,217
¥223,154 total
includes taxes & fees
Apr 13 - Apr 14
Hana Homestead by the Beach

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, (239 reviews)
"30 yr anniversary - perfectly relaxing for us - would stay here again for sure."
United States
Trent H.
The price is ¥48,029
¥95,558 total
includes taxes & fees
Mar 22 - Mar 23
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

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, (79 reviews)
"Nice easy check in. Easy access to black sand beach (not the State Park)."
United States
Brett
The price is ¥57,507
¥80,335 total
includes taxes & fees
Mar 14 - Mar 15
Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!

Oceanfront #4 at Hana Kai Maui - 1 Bedroom Upper Floor Corner 100ʻ from Water!

Oceanfront #4 at Hana Kai Maui - 1 Bedroom Upper Floor Corner 100ʻ from Water!
Hana Town Center
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 ¥78,854
¥110,681 total
includes taxes & fees
Apr 5 - Apr 6
Oceanfront #4 at Hana Kai Maui - 1 Bedroom Upper Floor Corner 100ʻ from Water!

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 ¥53,684
¥76,631 total
includes taxes & fees
Mar 18 - Mar 19
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)
"The place was awesome and nicely decorated. The ocean view was amazing too"
United States
Rohit
The price is ¥53,366
¥76,253 total
includes taxes & fees
Mar 17 - Mar 18
Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit

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, (60 reviews)
"Great little place. Thanks so much for accommodating our earlier arrival. "
United States
Laura B.
The price is ¥54,799
¥78,121 total
includes taxes & fees
Mar 15 - Mar 16
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

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Frequently asked questions

Are there vacation rentals in Kaupo?

Yes, we give you a choice of vacation rentals near well known local attractions in Kaupo, or you can select a secluded option if you're looking for relaxation.

What's the top vacation rental that Kaupo has to offer?

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002 : Visitors like this Kaupo vacation home rental. It is located in a rural location and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection 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 larger area.

What’s a vacation rental in Kaupo like?

A vacation rental is a private property you can book for a couple of days or more in Kaupo. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a small group gathering.