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Kaupo Holiday Rentals

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Holiday Rentals in Kaupo

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

9.2 out of 10, Wonderful, (103)
"Perfect spot, comfy bed, clean and relaxing. An absolute dream thank you!"
The price is AU$721
includes taxes & fees
15 Aug - 16 Aug
Oceanview Condo in Hana-Let the ocean lull you to sleep

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

9.6 out of 10, Exceptional, (387)
"The property was excellent, highly recommend. "
The price is AU$556
includes taxes & fees
20 Aug - 21 Aug
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

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

10.0 out of 10, Exceptional, (225)
"Stunning and immaculate country home perfect for your Maui adventure. Comfortable and beautiful accommodation centrally located to all attractions. We would stay here again 💯! "
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, (257)
"Wonderful property, very comfortable and well provisioned. Location is great!!"
The price is AU$1,215
includes taxes & fees
4 Aug - 5 Aug
Wailea Ekolu - CoralTree Residence Collection

Fisher's Hana Bay Hale, Across from Hana Bay

9.4 out of 10, Exceptional, (394)
"Property was in a great location, very clean. We enjoyed our stay!"
The price is AU$623
includes taxes & fees
18 Aug - 19 Aug
Fisher's Hana Bay Hale, Across from Hana Bay

Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools

9.8 out of 10, Exceptional, (249)
"Greatly appreciated the hospitality. "
Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools

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

10.0 out of 10, Exceptional, (174)
"Great place !!"
The price is AU$1,555
includes taxes & fees
8 Aug - 9 Aug
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

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

10.0 out of 10, Exceptional, (66)
"16 of us stayed at this beautiful property. Two Families, 12 children total. We have nothing bad to say. All of our expectations were met. The listing is true and accurate. Communication with the property manager was always prompt and efficient.We would definitely stay her again."
The price is AU$4,302
includes taxes & fees
11 Aug - 12 Aug
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

10.0 out of 10, Exceptional, (194)
"Could not have been better. Cottage is a little jewel. Carrie, the host,is an amazing, kind and helpful person, Highly recommend staying at the cottage."
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

Stay in Hana #2

9.6 out of 10, Exceptional, (35)
"We stayed over night there and it was amazing just right for a one night stay"
The price is AU$540
includes taxes & fees
3 Aug - 4 Aug
Stay in Hana #2

Secluded cottage on Tropical flower farm

9.6 out of 10, Exceptional, (263)
"Such a beautiful local! Thank you for hosting us. We truly fell in love with Hana and hope to be back."
The price is AU$866
includes taxes & fees
4 Aug - 5 Aug
Secluded cottage on Tropical flower farm

Beautiful Condo, Private Lanai, Near Wailea Beaches

9.6 out of 10, Exceptional, (164)
"We had a wonderful week! Condo had everything we needed an the location was perfect. "
Beautiful Condo, Private Lanai, Near Wailea Beaches

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

10.0 out of 10, Exceptional, (77)
"After eight trips to Hawaii, this is the first place where I really felt I was in paradise. "
The price is AU$841
includes taxes & fees
3 Aug - 4 Aug
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

Breath taking ocean and volcano views! Pool,Close to beaches and everything else

9.8 out of 10, Exceptional, (155)
"We had the best time at our VRBO. The house was beautiful. The host was so accommodating. They answer our text right away. The pool was amazing. We would definitely book here again."
Breath taking ocean and volcano views! Pool,Close to beaches and everything else

IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

10.0 out of 10, Exceptional, (179)
"Located a few miles beyond Hana, this is a well-equipped and very comfortable rental. "
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

Exceptional Upcountry Villa with breathtaking views

10.0 out of 10, Exceptional, (44)
"We had a great time. Location is beautiful. House is comfortable, clean, and well-equipped. The view is amazing. Pool and whirlpool were a hit. Close to stores/restaurants in Makawao. Good hiking nearby. The hosts were responsive and helpful. Really can’t say enough about the views. I spent more time enjoying the views than reading my book! Didn’t even think about turning on the TV!"
Exceptional Upcountry Villa with breathtaking views

Ocean & Golf Views in Wailea - Designer 2 Story Condo w/ AC system, Wifi

9.8 out of 10, Exceptional, (188)
"It was great! So close to everything!"
Ocean & Golf Views in Wailea - Designer 2 Story Condo w/ AC system, Wifi

MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

10.0 out of 10, Exceptional, (241)
"Very nice accommodations in Hana, Maui. Perfect location and great kitchen! Very prompt response to a new lighting switch request in bathroom. Would stay here again."
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

Tropical stays where comfort meets the course

9.4 out of 10, Exceptional, (16)
"Great stay!"
Tropical stays where comfort meets the course

PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING

9.8 out of 10, Exceptional, (76)
"Great location for family gathering. Close to many amenities. "
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING
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

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. Bamboo Forest and Wailua Falls 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.