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Kaupo Vacation Rentals

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Vacation Rentals in Kaupo

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

9.6 out of 10, Exceptional, (400)
"The property was excellent, highly recommend. "
The price is ¥25,684
¥52,558 total
includes taxes & fees
Oct 3 - Oct 4
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

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

9.2 out of 10, Wonderful, (106)
"An idyllic setting where we could see the bay, hear the waves, with a short walk to the beach (black rocky sands). Neighbors a bit loud, but still one of the best spots in Hāna. Easy drive to the 7 sacred pools. Good food trucks nearby. "
The price is ¥29,522
¥58,575 total
includes taxes & fees
Oct 8 - Oct 9
Oceanview Condo in Hana-Let the ocean lull you to sleep

Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools

9.8 out of 10, Exceptional, (253)
"A little work to get there but the setting and activities on this side of the island are fabulous and worth several days. Eating option are limited so need to pack in some groceries. Beautiful, relaxing setting!"
Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools

Fisher's Hana Bay Hale, Across from Hana Bay

9.4 out of 10, Exceptional, (405)
"Wonderful property and a great place to stay in Hana"
The price is ¥28,784
¥58,885 total
includes taxes & fees
Sep 27 - Sep 28
Fisher's Hana Bay Hale, Across from Hana Bay

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

10.0 out of 10, Exceptional, (68)
"Amazing Property!! Host was very friendly and gracious with time for checking in and out. Our whole family wish we could have stayed longer. Perfect spot for all of our activities"
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Secluded cottage on Tropical flower farm

9.4 out of 10, Exceptional, (269)
"The cottage was great. Check-in was stress-free and Ms. Rebecca was always responsive. "
The price is ¥43,545
¥81,943 total
includes taxes & fees
Sep 28 - Sep 29
Secluded cottage on Tropical flower farm

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

10.0 out of 10, Exceptional, (178)
"Great place !!"
The price is ¥84,359
¥165,351 total
includes taxes & fees
Sep 29 - Sep 30
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

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

10.0 out of 10, Exceptional, (83)
"After eight trips to Hawaii, this is the first place where I really felt I was in paradise. "
The price is ¥45,790
¥80,102 total
includes taxes & fees
Oct 13 - Oct 14
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

10.0 out of 10, Exceptional, (228)
"I absolutely love staying here! It’s a new yearly tradition and great location! "
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

Wailea Ekolu - CoralTree Residence Collection

3.5 star property
8.8 out of 10, Excellent, (261)
"It’s a great place to Stay for the family vacation."
The price is ¥43,789
¥109,848 total
includes taxes & fees
Sep 25 - Sep 26
Wailea Ekolu - CoralTree Residence Collection

Exceptional Upcountry Villa with breathtaking views

10.0 out of 10, Exceptional, (44)
"Beautiful views and beautiful accommodations! We loved being in the up country and this house was perfect for my family of five. "
Exceptional Upcountry Villa with breathtaking views

$149 Sept Special!! Beautiful Updated Condo, Large Lanai, Near Wailea Beaches

9.6 out of 10, Exceptional, (166)
"We had a great vacation. If we come to Maui again we would choose to stay again."
The price is ¥34,688
¥128,197 total
includes taxes & fees
Oct 13 - Oct 14
$149 Sept Special!! Beautiful Updated Condo, Large Lanai, Near Wailea Beaches

Tropical stays where comfort meets the course

9.4 out of 10, Exceptional, (18)
"Great stay!"
Tropical stays where comfort meets the course

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

9.6 out of 10, Exceptional, (76)
"Nice easy check in. Easy access to black sand beach (not the State Park)."
The price is ¥47,858
¥68,081 total
includes taxes & fees
Sep 28 - Sep 29
Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!

Stay in Hana #2

9.6 out of 10, Exceptional, (40)
"We stayed over night there and it was amazing just right for a one night stay"
The price is ¥27,784
¥51,412 total
includes taxes & fees
Oct 2 - Oct 3
Stay in Hana #2

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

9.6 out of 10, Exceptional, (72)
"Best Suite & view was excellent!!"
The price is ¥44,461
¥63,609 total
includes taxes & fees
Sep 25 - Sep 26
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!

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

9.6 out of 10, Exceptional, (188)
"We had an amazing stay in Hana at the cottage. It’s clean and well equipped. Beautiful view from the kitchen and bedroom. Has a nice private outdoor space. "
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

Heaven on Earth in Upcountry Maui

10.0 out of 10, Exceptional, (99)
"Beautiful place with a great view onto the central island and the sea."
Heaven on Earth in Upcountry Maui

IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

10.0 out of 10, Exceptional, (181)
"This property was beautiful. We were a little nervous with no air conditioning but the breeze during the day and night was just fine. Loved having a great kitchen and washer/dryer. I would love to stay here again and hopefully one day we will. Beautiful location and viewing all the flowers and plants was amazing. "
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

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

9.6 out of 10, Exceptional, (20)
"Excellent all around property"
Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!
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

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. Bamboo Forest and Kipahulu Visitor Center 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.