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Compare 34 Vacation Homes in Kaupo with updated reviews, rates, and availability.

STHA-2017/0002 Across from Hana Bay
9.6 out of 10, Exceptional, (315)
"Absolutely loved the property...it was everything I expected."
STHA-2017/0002 Across from Hana Bay
Fisher's Hana Bay Hale, Across from Hana Bay
9.6 out of 10, Exceptional, (323)
"This was a great place to stay. Lots of fans to help stay cool. Wifi allowed me to get some work done while traveling. We would stay here again."
The price is SAR 732
SAR 1,493 total
includes taxes & fees
13 Oct - 14 Oct
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, (202)
"The house was clean and the property was so beautiful! The only downside was the geckos in the house. I didnt mind, but my mom was scared of them and had trouble sleeping as they were chirping in her room. But overall I'd recommend this place and id stay again if im ever in Hana! "
The price is SAR 1,220
SAR 2,469 total
includes taxes & fees
30 Sep - 1 Oct
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm
9.8 out of 10, Exceptional, (135)
"We had a great time and the host was great. Shout out to the previous reviews which were super accurate. Hana is such a fun place to visit and this house is a gem. "
The price is SAR 1,313
SAR 2,619 total
includes taxes & fees
26 Sep - 27 Sep
Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'
10.0 out of 10, Exceptional, (164)
"We loved this place! The fresh avocados were amazing to taste every day, and being a short walk to Tony and Caroline's fruit stand was a treat. We selected it for its proximity to Hamoa beach, and we were not disappointed. The beds were comfortable, the kitchen was well equipped. It was the perfect place to unwind and use as home for a few days while enjoying and exploring Hana. Would come back again!"
The price is SAR 1,313
SAR 2,232 total
includes taxes & fees
11 Oct - 12 Oct
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, (51)
"This lovely home offered everything you could want- swimming pool, billiards, games to entertain any family. Everything was immaculate, a beautiful ocean view, peaceful surroundings yet just a short drive to restaurants and the beach. We hope to stay with you again!"
Maui 4 BD Heated Pool very quiet and private home in Kihei Wailea resort area
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
10.0 out of 10, Exceptional, (207)
"My family and I had al wonderful time. The home was large enough for all of us to enjoy together and yet have our own little space. The location is so beautiful and quiet. I was able to get some good rest. The kitchen was clean and large enough to prepare meals for my family. The house was and property is clean and I am ready to book this home for another staycation 🌺 Mahalo nui, Ohana Kanuha 🌺"
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
Dolphin Room at Maui Eco Retreat: Ocean Views & Private Waterfall!
10.0 out of 10, Exceptional, (4)
"This place is a true slice of heaven. We stayed in a house with its own kitchen and dining area and a garden terrace with a stunning view over the ocean surrounded by incredible nature.. it has access to a private waterfall which is one of the most beautiful and enchanting places I've ever been. I can't recommend this place highly enough. Everyone was wonderful and our stay was amazing. I hope we will be back"
Dolphin Room at Maui Eco Retreat: Ocean Views & Private Waterfall!
Upcountry Short Term Rental Home with Ocean and Mt Views, Close to Makawao Town.
9.4 out of 10, Exceptional, (84)
"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.
Private & Fabulous views! Exclusive pool, spa and 1 acre yard
9.8 out of 10, Exceptional, (120)
"This house is amazing clean and perfect for a family vacation Location close to everything too Owner is so accommodating and nice and answers any questions very quickly Don’t miss out on this home Thanks "
Private & Fabulous views! Exclusive pool, spa and 1 acre yard
Fantastic Hana Bay Oceanfront Location! 5-Minute Walk to Hana town & beaches!
10.0 out of 10, Exceptional, (10)
"We were beyond pleased with our stay. The home had everything we needed, and the views were magnificent. The short stroll down to the black sand beach was absolutely gorgeous. Loved it!"
Fantastic Hana Bay Oceanfront Location! 5-Minute Walk to Hana town & beaches!
Hana Bay View 3 BR/2 BA house sleeps 6 comfortably with 2 patios.
9.4 out of 10, Exceptional, (19)
"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.
Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach
9.8 out of 10, Exceptional, (74)
"Quiet and peaceful. Beautiful views."
Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach
Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub
9.8 out of 10, Exceptional, (163)
"We absolutely loved our stay here. I was initially a little concerned with no air condition, but honestly, the open windows and listening to the ocean at your backyard added to the experience. The yard was full of fruiting plants and the children especially loved getting to search for fruit and playing on the rope swing. We were concerned that there wouldn't be enough to keep us entertained while in the town of Hana, but the beach nearby and the house itself was so wonderful that we were sad...
Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub
Beautiful Home in paradise!
9.6 out of 10, Exceptional, (156)
"Beautiful view, great front deck for breakfast! Appreciated the Kona coffee provided. Could use a few more mugs as we are all coffee drinkers! Nice to have beach towels, chairs and boogie boards. The master bath was roomy and beautiful. Price was very reasonable. Thank you for the wonderful stay "
Beautiful Home in paradise!
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING
9.8 out of 10, Exceptional, (67)
"We would stay in this home again, 10/10- the only downside is we enjoyed being in the house so much we were not motivated to explore the island! The pool is lovely- a nice sized pool to enjoy as a family of four. I spent most of my time on the back deck, enjoying the view of the pool with the ocean in the distance. The landscaping is top-notCh and there are a variety of curious birds and little lizards to watch. The bedrooms are spacious and comfortable, the kitchen is well-appointed. We had a...
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING
Up Country spacious Newly remodeled kitchen close to beach, airport, UpCountry
9.6 out of 10, Exceptional, (30)
"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, (132)
"The view from this house is absolutely amazing!! It overlooks Hana bay and the lighthouse. You can literally sit in the hot tub on the front porch and watch the sunset over the bay!"
The price is SAR 2,439
SAR 5,268 total
includes taxes & fees
26 Sep - 27 Sep
Hana Homestead by the Beach
Upcountry Kula - Private House On The Slopes Of Haleakala - Multi-Island View
10.0 out of 10, Exceptional, (155)
"We had an incredible stay! The peaceful setting, surrounded by lush greenery and stunning views, made for a perfect start to our trip. The home was cozy, clean, and well-stocked with all the essentials. The host was welcoming and provided great recommendations for exploring the area. We loved the cool climate and the short drive to Haleakalā National Park. This is the ideal spot for a serene escape in Upcountry Maui!"
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, (67)
"Beautiful property in a wonderful location. The hosts were helpful and attentive. We cant recommend this beautiful oasis enough!!"
The price is SAR 2,289
SAR 4,010 total
includes taxes & fees
1 Oct - 2 Oct
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
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Other property types in Kaupo

STHA-2017/0002 Across from Hana Bay
9.6 out of 10, Exceptional, (315)
"Absolutely loved the property...it was everything I expected."
STHA-2017/0002 Across from Hana Bay
Wailea Ekolu - CoralTree Residence Collection
3.5 star property
8.8 out of 10, Excellent, (242)
"Most excellent!!!"
Wailea Ekolu - CoralTree Residence Collection
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
10.0 out of 10, Exceptional, (133)
"There was an ungodly amount of rules at this property. So much so that we left the last two nights and booked a resort instead. There were a good amount on the listing, but I just figured the owners must have been taken advantage of in the past, so they are super firm upfront. The first thing they ask you to do, which most places also ask, is that you read the rule book. But holy moly, the rules are out of control. One example: "NO MARCO POLO. ITS ANNOYING." No slime, no play doh, no loud noises...
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.