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Holiday Rentals in Kaupo

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Holiday Rentals in Kaupo

STHA-2017/0002 Across from Hana Bay
9.6 out of 10, Exceptional, 293 reviews
"Amazing. thank you. "
The price is €339
includes taxes & fees
9 Jul - 10 Jul
STHA-2017/0002 Across from Hana Bay
Wailea Ekolu - CoralTree Residence Collection
3.5 star property
8.8 out of 10, Excellent, 241 reviews
"Loved the ocean view. Although our unit was old it was well kept and offered us every amenity."
Wailea Ekolu - CoralTree Residence Collection
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'
10.0 out of 10, Exceptional, 160 reviews
"So happy we found this wonderful spot so we could easily get to the Kipahulu side of the park. The owners/managers were so helpful in providing lots of information about Hana. The architecture of the house is really unique... we loved it!"
The price is €562
includes taxes & fees
14 Jul - 15 Jul
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'
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Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
10.0 out of 10, Exceptional, 131 reviews
"Our family had a wonderful stay at Elaine’s bungalow during our visit to Maui. After spending the day exploring the island, we enjoyed returning to the house for pool time and relaxation. The entire property felt like our own private resort! One of the features we loved was the large, well manicured space outside to run around and chase lizards. The house was clean, cozy, and stocked with all the home essentials one would need including kitchen necessities and beach gear like towels, chairs,...
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools
9.8 out of 10, Exceptional, 222 reviews
"Beautiful location to relax with excellent views. Not as private as stated as attached deck and backyard are overlooked by homeowners living room."
Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools
Fisher's Hana Bay Hale, Across from Hana Bay
9.6 out of 10, Exceptional, 308 reviews
"We loved this place! Very homey and cute. Very easy to walk into town with beautiful views. The property has gorgeous landscaping and is well taken care of."
The price is €377
includes taxes & fees
24 Jul - 25 Jul
Fisher's Hana Bay Hale, Across from Hana Bay
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
9.6 out of 10, Exceptional, 91 reviews
"Fantastic hotel in the heart of Hanna with beautiful view of the ocean. Very quaint and clean with mini kitchen and nice balcony. Highly recommend this place. "
The price is €477
includes taxes & fees
20 Jul - 21 Jul
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
Very private. Fabulous views! Private pool, spa and yard on 1 acre!
10.0 out of 10, Exceptional, 115 reviews
"My husband and I brought our teenage son and his friend to stay at this property for a week. The house is spacious and the property huge and private. The view is unbelievable. Liz, the woman who manages the property, was always available to help out. She went above and beyond by helping me find a dentist when I had a dental emergency. I would highly recommend staying in this property! You will not be disappointed."
Very private. Fabulous views! Private pool, spa and yard on 1 acre!
Secluded cottage on Tropical flower farm
9.6 out of 10, Exceptional, 229 reviews
"We enjoyed our brief stay here. It was well-located for our time in Hana and had everything we needed."
The price is €528
includes taxes & fees
18 Jul - 19 Jul
Secluded cottage on Tropical flower farm
Beautiful Home in paradise!
9.6 out of 10, Exceptional, 150 reviews
"Beyond expectations! Beautiful property,"
Beautiful Home in paradise!
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access (no steps), Great View!
9.6 out of 10, Exceptional, 64 reviews
"Great place to stay"
The price is €458
includes taxes & fees
8 Jul - 9 Jul
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access (no steps), Great View!
Great location between Hana Town and Hamoa Beach, private, family-friendly
9.8 out of 10, Exceptional, 208 reviews
"Nice small house just outside Hana, but close to everything. 1min to food trucks and stores, 5min to two beaches (and Huli Huli Chicken). It is a good place to start for day trips to do all the road to Hana things without hurry and be the first at Waimoku Falls, Waiʻānapanapa State Park or Lava Tube. If we (family of 4) come back to Hana, we happily would stay here again."
Great location between Hana Town and Hamoa Beach, private, family-friendly
Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub
9.8 out of 10, Exceptional, 160 reviews
"The house had everything we needed to enjoy this side of Maui. Perfect location for a short walk to a beautiful beach, and short drive to hiking some amazing trails and local swimming holes. The outdoor space was my favorite. Listening to the ocean from everywhere including the master bedroom was a close second."
Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
9.8 out of 10, Exceptional, 194 reviews
"The house and property were both amazing, we really enjoyed our stay!"
The price is €565
includes taxes & fees
1 Aug - 2 Aug
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Relaxing home away from home- honeymoon friendly
10.0 out of 10, Exceptional, 261 reviews
"The quintessential country cottage with a view that’s unmatched."
Relaxing home away from home- honeymoon friendly
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
10.0 out of 10, Exceptional, 202 reviews
"House has a great layout. Plenty of amenities. Three pairs of washers and dryers is a huge bonus!"
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
Gorgeous REMODEL! Two King Suites & Huge Ocean Views! Wailea Ekolu #1308
9.6 out of 10, Exceptional, 11 reviews
"We have stayed at the eklou two times so far. We really like staying in Waiela. The location is lerfect and the eklou village complexes are nice and close to all that we need. And the lanai’s are perfect for sipping coffee and watching the sunrises or evening for the sunsets."
Gorgeous REMODEL! Two King Suites & Huge Ocean Views! Wailea Ekolu #1308
Stay in Hana #1
9.0 out of 10, Wonderful, 37 reviews
"The pictures are accurate. It was very clean. Plenty of space to park. Hot water. Quiet. Felt safe. No problems. Perfect spot for us."
The price is €357
includes taxes & fees
7 Jul - 8 Jul
Stay in Hana #1
Fantastic Hana Bay Oceanfront Location! 5-Minute Walk to Hana town & beaches!
10.0 out of 10, Exceptional, 6 reviews
"My husband and I spent two weeks in Maui for his birthday and to get some R&R. Staying in Hana was at the top of our vacation list, and we spent quite a bit of time looking for top-notch lodging. This cottage was absolutely spectacular! The unobstructed views of the beach, the sounds of the surf, and the quiet neighborhood were beyond our expectations! We spent a lot of time on the lanai just watching the waves crash on the beach, reading our books, eating homemage meals.... it was so...
Fantastic Hana Bay Oceanfront Location! 5-Minute Walk to Hana town & beaches!
New Designer Furnishings Partial Ocean View Ground Floor 2 Bedroom Residence
9.6 out of 10, Exceptional, 49 reviews
"Ocean Views.... gorgeous sunsets as you get to the rental like about a half a block away you get quite the view. A really nice pool surrounded and secluded by trees right outside your door and I believe it was heated. We basically had the place to ourselves except for one other couple with a small child. We had six adults on and off at different times during our stay. The shops at Wailea offer basically anything you could want from fine dining to ice cream and beer. They had live entertainment...
New Designer Furnishings Partial Ocean View Ground Floor 2 Bedroom Residence
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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.

Other types of properties in Kaupo you may be interested in

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
9.4 out of 10, Exceptional, 956 reviews
"Stunning property. The staff go above and beyond. Easily a 5 out of 5 and worth it all the way! "
The price is €1,022
includes taxes & fees
7 Jul - 8 Jul
Hotel Wailea, Relais & Chateaux - Adults Only
Hana-Maui Resort, a Destination by Hyatt Residence
4.0 star property
9.0 out of 10, Wonderful, 893 reviews
"Loved the location, but property is a bit dated. Also, I had an activity booked and no hotel staff showed up to lead it. When I called the front desk, they said they'd ask their activity lead if anyone was coming and text me back. 30 min later I got a text that so activities that day were cancelled. That's a big reason why the resort was so appealing and they didn't even have the courtesy to tell me when I checked in and told them how excited I was for the activities (hula dancing, lei making,...
The price is €655
includes taxes & fees
6 Aug - 7 Aug
Hana-Maui Resort, a Destination by Hyatt Residence
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
10.0 out of 10, Exceptional, 131 reviews
"Our family had a wonderful stay at Elaine’s bungalow during our visit to Maui. After spending the day exploring the island, we enjoyed returning to the house for pool time and relaxation. The entire property felt like our own private resort! One of the features we loved was the large, well manicured space outside to run around and chase lizards. The house was clean, cozy, and stocked with all the home essentials one would need including kitchen necessities and beach gear like towels, chairs,...
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
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.

Everything you need to know about Kaupo holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kaupo holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kaupo holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kaupo holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kaupo. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kaupo holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kaupo holiday rentals we have selected for you start as low as €339 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kaupo rentals

At Expedia, we put the best Kaupo holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Kaupo rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kaupo holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kaupo. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

STHA-2017/0002 Across from Hana Bay: This holiday home rental outside of Kaupo is located in a rural location, and has a patio, 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 Hana Forest Reserve 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.

Recent reviews of Kaupo properties
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