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Kaupo Holiday Rentals

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Check prices for these dates

Tonight
3 Nov - 4 Nov
Tomorrow
4 Nov - 5 Nov
This weekend
7 Nov - 9 Nov
Next weekend
14 Nov - 16 Nov

Holiday Rentals in Kaupo

Outdoor dining
Oceanview Condo in Hana-Let the ocean lull you to sleep
Oceanview Condo in Hana-Let the ocean lull you to sleep
9.2 out of 10, Wonderful, (111)
"Great Location! Loved the view from the room and the overall serene ambiance of the place. "
United States
Sunshine M.
The price is HK$1,943
HK$3,574 total
includes taxes & fees
7 Nov - 8 Nov
Oceanview Condo in Hana-Let the ocean lull you to sleep
Beach towels
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
9.6 out of 10, Exceptional, (404)
"Very clean, excellent directions and instructions, loved the lanai, fans helped keep one comfortable "
United States
Jean J.
The price is HK$1,352
HK$2,750 total
includes taxes & fees
8 Nov - 9 Nov
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Property grounds
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
10.0 out of 10, Exceptional, (70)
"There is absolutely nothing we could think of that was missing from our week at Banyon Tree! The property is beautiful, lovingly maintained, and made this our best trip to Hawaii ever!! Actually, our best-ever family vacation! Plenty of room for swimming, playing Capture the Flag, enjoying family dinners, playing card and table games, and just hanging out. We enjoyed seeing the turtles at Ho’okepa Beach, playing in the river at Íao State Park, and shopping local markets. Comfortable island...
United States
Sheridan B.
The price is HK$11,154
HK$23,024 total
includes taxes & fees
17 Nov - 18 Nov
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Outdoor dining
Spacious Beautifully Updated Condo, Large Lanai, Near Wailea Beaches
Spacious Beautifully Updated Condo, Large Lanai, Near Wailea Beaches
9.6 out of 10, Exceptional, (166)
"Wailea Grand Champions Condo was perfect location to stay near family gatherings and events while in Maui for Mom’s ashes to sea ceremony. The condo was clean, quiet, spacious and well worth the price. I enjoyed the privacy of the two rooms and the lanai. We would definitely choose this location again. Thank you! "
United States
Kimberly B.
Spacious Beautifully Updated Condo, Large Lanai, Near Wailea Beaches
Exterior
Private lush 2 Acre Mountain Home Maui w/ many amenities
Private lush 2 Acre Mountain Home Maui w/ many amenities
10.0 out of 10, Exceptional, (231)
"Clean, comfortable, modern, calm friendly setting with amazing views. Tasey the owner/manager was kind, caring easy to talk to and work with. Thank you so much for sharing your beautiful home. Wmy grandkids were ready to move in permanently The home is well furnished and I would highly recommend to anyone We loved the quaintness of Makawao"
United States
Karen B.
Private lush 2 Acre Mountain Home Maui w/ many amenities
Beach nearby, sun-loungers, beach towels
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'
10.0 out of 10, Exceptional, (181)
"We loved the home and enjoy the sound of nature. Well located, near Hamoa beach"
Canada
Pascale L.
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'
Exterior
Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools
Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools
9.8 out of 10, Exceptional, (256)
"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!"
United States
Ed W.
Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools
Beach towels
Fisher's Hana Bay Hale, Across from Hana Bay
Fisher's Hana Bay Hale, Across from Hana Bay
9.6 out of 10, Exceptional, (407)
"Quiet location. Nice bedroom. Good instruction from host. "
United States
Amy M.
The price is HK$1,515
HK$3,100 total
includes taxes & fees
12 Nov - 13 Nov
Fisher's Hana Bay Hale, Across from Hana Bay
Fridge, microwave, oven, stovetop
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
10.0 out of 10, Exceptional, (181)
"Great place !!"
United States
adrian p.
The price is HK$4,441
HK$8,997 total
includes taxes & fees
5 Nov - 6 Nov
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
Beach nearby
Tropical stays where comfort meets the course
Tropical stays where comfort meets the course
9.2 out of 10, Wonderful, (19)
"This condo has everything you could imagine at a fraction of the cost of staying at a resort! Everything was perfect!"
United States
Jim P.
Tropical stays where comfort meets the course
Outdoor pool
Breath taking ocean and volcano views! Pool,Close to beaches and everything else
Breath taking ocean and volcano views! Pool,Close to beaches and everything else
9.8 out of 10, Exceptional, (158)
"After each day of snorkeling we would come back to relax poolside, soak in hot tub, grill together, play games, watch the changing sky into the evening sunset and end with star gazing. It felt like our home away from home. Thank you Dianna & Troy. We look forward to a return visit hopefully soon. "
United States
Theresa W.
Breath taking ocean and volcano views! Pool,Close to beaches and everything else
Outdoor pool
Exceptional Upcountry Villa with breathtaking views
Exceptional Upcountry Villa with breathtaking views
10.0 out of 10, Exceptional, (46)
"We had a great stay in a very beautiful house."
United States
Judy D.
Exceptional Upcountry Villa with breathtaking views
Property grounds
Stay in Hana #2
Stay in Hana #2
9.6 out of 10, Exceptional, (40)
"We stayed here over night after doing the Road to Hana. Room had everything we needed and property was quiet to get a good night's rest!"
United States
Adrienne R.
The price is HK$1,462
HK$2,704 total
includes taxes & fees
5 Nov - 6 Nov
Stay in Hana #2
Outdoor dining
Secluded cottage on Tropical flower farm
Secluded cottage on Tropical flower farm
9.4 out of 10, Exceptional, (274)
"The cottage was great. Check-in was stress-free and Ms. Rebecca was always responsive. "
United States
La Tecia P.
The price is HK$2,292
HK$4,330 total
includes taxes & fees
11 Nov - 12 Nov
Secluded cottage on Tropical flower farm
Beach
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
9.6 out of 10, Exceptional, (189)
"Super lovely place, I wish we were staying longer! Has everything you need. "
United States
Nicole
The price is HK$1,671
HK$3,716 total
includes taxes & fees
10 Nov - 11 Nov
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Property grounds
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
9.8 out of 10, Exceptional, (76)
"We had a very relaxing time at this property! Such a beautiful place. We will definitely stay again. "
United States
Elizabeth C.
The price is HK$4,266
HK$7,720 total
includes taxes & fees
11 Nov - 12 Nov
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
Pool
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA
10.0 out of 10, Exceptional, (245)
"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."
United States
Chris C.
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA
Outdoor dining
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!
9.8 out of 10, Exceptional, (234)
"Great place to stay if you are looking to get away from it all. "
United States
Jacques C.
The price is HK$2,273
HK$4,806 total
includes taxes & fees
4 Nov - 5 Nov
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Property grounds
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
9.6 out of 10, Exceptional, (74)
"Amazing views!"
United States
Alexander
The price is HK$2,758
HK$3,906 total
includes taxes & fees
17 Nov - 18 Nov
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
On the beach, sun-loungers, beach towels
Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!
Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!
9.8 out of 10, Exceptional, (22)
"Great place, very convenient and amazing settings! "
United States
Dan R.
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

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

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

10/10 Excellent
"Such a sweet place in a great location!"
Errane B. 1-night trip
Posted 18 hours ago
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

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:

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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. 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.