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Compare 36 Vacation Homes in Kaupo with updated reviews, rates, and availability.

Fisher's Hana Bay Hale, Across from Hana Bay

9.6 out of 10, Exceptional, (335)
"Great location and stay. It met our needs as a family of four that spent most the day out seeing the local sights. The kids shared the double bed without a problem."
The price is AED 716
AED 1,465 total
includes taxes & fees
28 Nov - 29 Nov
Fisher's Hana Bay Hale, Across from Hana Bay

STHA-2017/0002 Across from Hana Bay

9.6 out of 10, Exceptional, (328)
"This was our second time staying here. It’s in a perfect location— very close to all of the beaches and activities.. The house has everything you need and very clean. I highly suggest that you make your coffee and take the very short walk down to Hana Bay to watch the sunrise every morning. Also sleeping on the bed in the screened in porch is pretty amazing as well! We enjoyed talking with the nice lady who cleans the home. She’s very kind and does such a wonderful job. Highly recommend!"
The price is AED 639
AED 1,304 total
includes taxes & fees
28 Nov - 29 Nov
STHA-2017/0002 Across from Hana Bay

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

9.8 out of 10, Exceptional, (205)
"This is our 3rd time booking this property and every time has been amazing! The house is perfect for our family of four. It has always been very clean, quiet and relaxing. The property is so gorgeous and we enjoy our time out on the patio. 1000000000 X would recommend! If this is your first time to Hana, I recommend bringing or buying bug spray as it is the jungle and there are lots of bugs outside. You’ll be totally fine if you have some though. See you next year Hana!"
The price is AED 1,102
AED 2,316 total
includes taxes & fees
1 Dec - 2 Dec
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

9.8 out of 10, Exceptional, (68)
"We had a very relaxing time at this property! Such a beautiful place. We will definitely stay again. "
The price is AED 2,975
AED 4,930 total
includes taxes & fees
27 Nov - 28 Nov
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

Hana Ocean Palms Bungalows

9.6 out of 10, Exceptional, (106)
"The Ocean Palms Bungalow is the perfect vacation home on the road to Hana. It is set back and hidden from the road and is surrounded by beautiful trees and a lush garden. I stayed at a similar cottage years ago but that home was sold and taken off the rental market. I have been searching for another like it for years but nothing has ever compared until now. The house is not a sleek, modern place with all new matchy- matchy furniture. But that is exactly what makes this place so special. It...
Hana Ocean Palms Bungalows

IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

10.0 out of 10, Exceptional, (168)
"Loved this house. Like staying in a treehouse. Owners were thoughtful and presented a welcoming aesthetic. Hāna is just beautiful and we loved our stay. "
The price is AED 1,286
AED 2,184 total
includes taxes & fees
30 Nov - 1 Dec
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

Newly remodeled 4 BD Heated Pool very quiet and private home in Wailea area

10.0 out of 10, Exceptional, (52)
"The house was really nice everything there that you could imagine and then some the host was incredibly accommodating nice swimming pool and beautiful views of the ocean definitely would stay there again if we had the chance super close to all the stores and easy to find that makes it very helpful and a neighborhood that you can trust"
Newly remodeled 4 BD Heated Pool very quiet and private home in Wailea area

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 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 AED 3,489
AED 6,816 total
includes taxes & fees
1 Dec - 2 Dec
Hana Homestead by the Beach

Amazing Hana Bay Beach Cottage Location! 5-Minute Walk to Hana town & beaches!

10.0 out of 10, Exceptional, (13)
"The property is fantastic and had everything we needed. Great response from the property manager and very clean. The evening breeze was the best and just hearing the ocean all night was so calming."
Amazing Hana Bay Beach Cottage Location! 5-Minute Walk to Hana town & beaches!

Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

9.2 out of 10, Wonderful, (135)
"Hana is a sleepy town ...but friendly ...everything is in walking distance...need more vacation time!"
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

Hana Bay View 3 BR/2 BA house sleeps 6 comfortably with 2 patios.

9.2 out of 10, Wonderful, (21)
"I was not aware that the third bedroom did not have air conditioning. That is the one thing they could do to make this property perfect!"
Hana Bay View 3 BR/2 BA house sleeps 6 comfortably with 2 patios.

Upcountry Short Term Rental Home with Ocean and Mt Views, Close to Makawao Town.

9.4 out of 10, Exceptional, (85)
"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

10.0 out of 10, Exceptional, (124)
"This place was amazing! The view and pool were spectacular as advertised . Close to all the great beaches. We had an amazing stay and will be back!"
Private & Fabulous views! Exclusive pool, spa and 1 acre yard

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

10.0 out of 10, Exceptional, (209)
"Only problem was getting into the house - code would not work, apparently an internet problem. Cypher Lock on upstairs door was in process of being replaced so had to use a single physical key. Otherwise, loved the house, the amenities (provided beach gear, grill, washer/driers, kitchen, etc. Master bed high for short-legged oriental. Relationship with owner exceptional."
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

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 "
The price is AED 1,451
AED 2,661 total
includes taxes & fees
26 Dec - 27 Dec
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

Upcountry Kula - Private House On The Slopes Of Haleakala - Multi-Island View

10.0 out of 10, Exceptional, (158)
"Peaceful!"
Upcountry Kula - Private House On The Slopes Of Haleakala - Multi-Island View

Beautiful house in the Upscale Maui Meadows neighborhood

10.0 out of 10, Exceptional, (4)
"What an exceptional way to celebrate our 50th wedding anniversary! My husband & I took our family with us to Maui to stay in this outstanding home. Thank you for sharing your home with us! The property manager Diane was awesome! She was such a beautiful person and our family experienced a lifetime of memories in which she was a vital part! Thank you for all of the great memories, the wine was a lovely touch, the grandchildren and adults alike enjoyed the coconut water, the mango’s and the...
Beautiful house in the Upscale Maui Meadows neighborhood
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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Other property types in Kaupo

Fisher's Hana Bay Hale, Across from Hana Bay

9.6 out of 10, Exceptional, (335)
"Great location and stay. It met our needs as a family of four that spent most the day out seeing the local sights. The kids shared the double bed without a problem."
The price is AED 716
AED 1,465 total
includes taxes & fees
28 Nov - 29 Nov
Fisher's Hana Bay Hale, Across from Hana Bay

STHA-2017/0002 Across from Hana Bay

9.6 out of 10, Exceptional, (328)
"This was our second time staying here. It’s in a perfect location— very close to all of the beaches and activities.. The house has everything you need and very clean. I highly suggest that you make your coffee and take the very short walk down to Hana Bay to watch the sunrise every morning. Also sleeping on the bed in the screened in porch is pretty amazing as well! We enjoyed talking with the nice lady who cleans the home. She’s very kind and does such a wonderful job. Highly recommend!"
The price is AED 639
AED 1,304 total
includes taxes & fees
28 Nov - 29 Nov
STHA-2017/0002 Across from Hana Bay

Wailea Ekolu - CoralTree Residence Collection

3.5 star property
8.8 out of 10, Excellent, (245)
"We loved this property! It was more then what we were expected, so comfortable and quiet and super clean and very spacious, we will stay here again."
Wailea Ekolu - CoralTree Residence Collection
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.