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Compare 35 Vacation Homes in Kaupo with updated reviews, rates, and availability.

STHA-2017/0002 Across from Hana Bay
9.6 out of 10, Exceptional, 290 reviews
"This unit was an oasis away from our home. So well outfitted yet had the charm of a truly Hana home. We especially loved and spent most of our time on the front porch relaxing before and after each day's excursions!"
STHA-2017/0002 Across from Hana Bay
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 $195
$399 total
includes taxes & fees
Jun 13 - Jun 14
Fisher's Hana Bay Hale, Across from Hana Bay
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
9.8 out of 10, Exceptional, 192 reviews
"This house is even better than the listing makes it look. Clean & comfortable with a huge beautiful yard. The outdoor patio is also great with comfortable furniture & everything you could possibly ask for. We would highly recommend this house to anyone looking for a clean comfortable place to stay near Hana. We were very happy with everything and will definitely book this house again."
The price is $300
$598 total
includes taxes & fees
Jun 2 - Jun 3
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
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Very private. Fabulous views! Private pool, spa and yard on 1 acre!
10.0 out of 10, Exceptional, 114 reviews
"This property exceeded our expectations and was amazing. 10 out of 10. Everything was as it should be and there was no reason to contact the Owner Mark or property manager during our stay. The views from the mid deck are amazing and the perfect place to hang out. We didn't want to leave! Mark, the Owner, is excellent and answered all of our questions prior to our stay!"
Very private. Fabulous views! Private pool, spa and yard on 1 acre!
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
10.0 out of 10, Exceptional, 198 reviews
"We all (8 of us) liked the property. It had everything you need for cooking etc. Very nice appointments. We all enjoyed our stay there."
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub
9.8 out of 10, Exceptional, 157 reviews
"The Hana house was just perfect! We especially enjoyed sleeping to the sound of the waves each night. The home was especially clean and very comfortable for our family of 7. Checkin instructions were clear and concise. Our four night stay was just as relaxing as could be. We will definitely stay at this property again if we visit Hana in the future."
Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub
Beautiful Home in paradise!
9.6 out of 10, Exceptional, 149 reviews
"Nice"
Beautiful Home in paradise!
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING
9.8 out of 10, Exceptional, 63 reviews
"Great property perfect for families. We loved it so much we actually extended our vacation and stayed an extra day. For sure will be repeat guests."
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING
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!"
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'
Maui 4 BD Heated Pool very quiet and private home in Kihei Wailea resort area
10.0 out of 10, Exceptional, 48 reviews
"Beautiful house, nice property, peaceful neighborhood, very clean, amazing scenery, close to everything, awesome host!"
Maui 4 BD Heated Pool very quiet and private home in Kihei Wailea resort area
Hana Bay Oceanfront Cottage
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...
Hana Bay Oceanfront Cottage
Hana Bay View 3 BR/2 BA house sleeps 6 comfortably with 2 patios.
9.4 out of 10, Exceptional, 19 reviews
"The decks and lanai should be hosed down. Base boards and windows cleaned. Better cooking pans. I wasted some food because of one of the pans. Phone number left for manager not avail. The closet downstairs that is locked. Not for guests. The light was on the whole time. I tried emailing because I could not get the manager’s number. No response. I put a pillow over the door at the bottom so I could sleep. The stay was awesome great location. Comfortable. I’m not sure if I ever received the local...
Hana Bay View 3 BR/2 BA house sleeps 6 comfortably with 2 patios.
Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm
9.8 out of 10, Exceptional, 131 reviews
"Loved this home! This was a perfect secluded getaway for my husband and I. The ocean view, the close proximity to hikes, waterfalls, beaches and more and the wonderful property manager made this one of our all time favorites! The only recommendation I have is to get a four wheel drive vehicle if possible. It can rain a lot and the steep, gravel driveway can be a bit tricky to maneuver. Other than that, we would definitely recommend this locatuon."
Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm
Upcountry Short Term Rental Home with Ocean and Mt Views, Close to Makawao Town.
9.4 out of 10, Exceptional, 83 reviews
"Great place to stay. Would recommend anyone to stay here amongst the locals."
Upcountry Short Term Rental Home with Ocean and Mt Views, Close to Makawao Town.
Up Country spacious Newly remodeled kitchen close to beach, airport, UpCountry
9.6 out of 10, Exceptional, 30 reviews
"Few of my sons teammates grouped together for a recent baseball tournament! House was perfect! Close to the field. Saved us by being able to make breakfast everyday!"
Up Country spacious Newly remodeled kitchen close to beach, airport, UpCountry
Hana Homestead by the Beach
9.8 out of 10, Exceptional, 131 reviews
"Great location in center of Hana with view of the ocean. Walkable to two beaches and restaurant and food trucks. Comfortable home with lovely renovation touches."
The price is $650
$1,459 total
includes taxes & fees
Jun 7 - Jun 8
Hana Homestead by the Beach
Upcountry Kula - Private House On The Slopes Of Haleakala - Multi-Island View
10.0 out of 10, Exceptional, 151 reviews
"Amazing property!!! Hosts are super welcoming and our 2 kids very much enjoyed the chickens. The location in Upcountry is relaxing and the views are stunning. Easy access to all Maui had to offer. Property came with everything listed along with fresh eggs, juice, milk, and a fresh loaf of bread. We'll be returning to Maui and most likely staying here again. Cannot say how much we enjoyed our stay. It was like our home away from home."
Upcountry Kula - Private House On The Slopes Of Haleakala - Multi-Island View
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
9.8 out of 10, Exceptional, 65 reviews
"A great experience for our first Hana visitors. Porch a great setting for whole family."
The price is $735
$1,242 total
includes taxes & fees
Jun 3 - Jun 4
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
Beautiful house in the Upscale Maui Meadows neighborhood
10.0 out of 10, Exceptional, 2 reviews
"My wife and I, 3 of my siblings and their spouses, stayed 10 days in April. Age range is 59-73. We love traveling together, especially evenings where one couple cooks a meal for all, and afterwards we play cards, Mexican Train, and enjoy wide ranging conversations. This house was nearly perfect for that. Positives: our host, Diane, was wonderful and very responsive when a couple of minor issues came up. She had great tips on when/where to go on the island. The house itself was very roomy. The...
Beautiful house in the Upscale Maui Meadows neighborhood
Luxury Upcountry Villa with breathtaking views
10.0 out of 10, Exceptional, 35 reviews
"Beautiful property, views, surroundings and furnishing. Well appointed in a balanced and well thought out manner. A true diamond. Looking for peace? A different experience of Maui? Invest in yourself, stay here."
Luxury Upcountry Villa with breathtaking views
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See all available properties in Kaupo
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 property types in Kaupo

STHA-2017/0002 Across from Hana Bay
9.6 out of 10, Exceptional, 290 reviews
"This unit was an oasis away from our home. So well outfitted yet had the charm of a truly Hana home. We especially loved and spent most of our time on the front porch relaxing before and after each day's excursions!"
STHA-2017/0002 Across from Hana Bay
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 $195
$399 total
includes taxes & fees
Jun 13 - Jun 14
Fisher's Hana Bay Hale, Across from Hana Bay
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
10.0 out of 10, Exceptional, 130 reviews
"Beautiful property in Wailea. We enjoyed the pool all day and Elaine was so sweet. Will stay here again."
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.

Kaupo Vacation Homes information

Number of reviews
2,062
Accommodation
35 Vacation Homes
Lowest Price
$195
Highest Price
$735

Recent reviews of Kaupo hotels
Expedia verified reviews