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Check prices for these dates

Compare 43 Vacation Homes in Kaupo with updated reviews, rates, and availability.

Fisher's Hana Bay Hale, Across from Hana Bay

9.4 out of 10, Exceptional, (369)
"Place was perfect for an overnight in Hāna. The hosts sent great info in advance, check in was easy. Location is easy to find, walking distance to beach. Highly recommended "
The price is SAR 731
SAR 1,489 total
includes taxes & fees
4 May - 5 May
Fisher's Hana Bay Hale, Across from Hana Bay

IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

10.0 out of 10, Exceptional, (176)
"Great quiet location. Listen to the ocean and the birds. "
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

STHA-2017/0002 Across from Hana Bay

9.6 out of 10, Exceptional, (368)
"My favorite part of the property was the outdoor bed on the screen-in porch, had the best night of sleep of my whole vacation sleeping outside"
The price is SAR 653
SAR 1,336 total
includes taxes & fees
12 May - 13 May
STHA-2017/0002 Across from Hana Bay

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

10.0 out of 10, Exceptional, (217)
"Stunning and immaculate country home perfect for your Maui adventure. Comfortable and beautiful accommodation centrally located to all attractions. We would stay here again 💯! "
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

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

9.8 out of 10, Exceptional, (222)
"Beautiful property, clean comfortable home. Close to activities in Hana. "
The price is SAR 1,125
SAR 2,341 total
includes taxes & fees
27 Apr - 28 Apr
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

Beautiful Home in paradise!

9.6 out of 10, Exceptional, (166)
"Very spacious! 10 min short trip from Hana and 5 min to waianapanapa state park"
The price is SAR 1,257
SAR 2,390 total
includes taxes & fees
27 Apr - 28 Apr
Beautiful Home in paradise!

Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub

9.8 out of 10, Exceptional, (167)
"Fantastic location. We stayed here with family when we were in town for a wedding. Such a special place to wake up each morning and watch the ocean. The home was very spacious and comfortable for a large group. "
Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub

Waterfall House - Private House Overlooking the Ocean!

9.8 out of 10, Exceptional, (24)
"This house is nestled inside the beginnings of the road to Hana. One of the most breathtaking places I’ve stayed in my life. Just beware, it is really hard to leave because it’s so beautiful!! The house itself is incredibly unique, there are little treasures everywhere that aren’t even pictured. "
Waterfall House - Private House Overlooking the Ocean!

Luxury Upcountry Villa with breathtaking views

10.0 out of 10, Exceptional, (39)
"This place is great. The views are incredible. We had a great time here and would have loved to stay longer. Watching the sunset from the hot tub, cooling down in the pool afterwards, lying in bed watching the moon set in the mornings. The quiet and peacefulness of the upcountry. Memories we will never forget."
Luxury Upcountry Villa with breathtaking views

Fabulous views! Exclusive pool, spa and private 1 acre yard.

10.0 out of 10, Exceptional, (133)
"This a beautiful house with a stunning view. With the pool and jacuzzi there’s almost no reason to leave the house!!"
Fabulous views! Exclusive pool, spa and private 1 acre yard.

Hana Ocean Palms Bungalows

9.6 out of 10, Exceptional, (112)
"A really lovely property in Hana. Thank you for having us! "
Hana Ocean Palms Bungalows

Kula Luxury Retreat With Stunning Ocean & Mountain Views!

10.0 out of 10, Exceptional, (71)
"We spent an amazing week here. If you are looking for peace and quiet with a stunning view and gracious hosts, this is the place! We will definitely stay here again!"
Kula Luxury Retreat With Stunning Ocean & Mountain Views!

Historic Upcountry Maui Property With Pool, 5 Bedrooms, Sleeps 16

10.0 out of 10, Exceptional, (61)
"After months of searching for a spot and planning a family Christmas/New Year vacation for me and my extended family, including 4 toddlers, we settled on the this property on Maui. Simply put, it was perfect for all of us. Beautiful compound on a stunning piece of property with hosts who jumped through hoops to be sure we were happy and comfortable. The 10 days we spent on Maui will forever be a special memory for me and my family and we hope to stay at the at this beautiful B&B again someday....
The price is SAR 5,233
SAR 10,348 total
includes taxes & fees
7 May - 8 May
Historic Upcountry Maui Property With Pool, 5 Bedrooms, Sleeps 16

PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!

10.0 out of 10, Exceptional, (46)
"Eve's place was in a great location for us and was such a pretty and relaxing place in the jungle! Great beds and such a neat place to stay!"
PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!

PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING

9.8 out of 10, Exceptional, (72)
"The house is a comfortable and accessible place to live in. There are a number of beaches nearby for days when you don’t want to hang out around the pool. "
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING

Hana Homestead by the Beach

9.8 out of 10, Exceptional, (133)
"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!"
Hana Homestead by the Beach

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

9.8 out of 10, Exceptional, (71)
"My family and my oldest daughter’s family stayed together for a long weekend. Close to everything and a wonderful home. "
The price is SAR 2,401
SAR 4,161 total
includes taxes & fees
4 May - 5 May
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, (6)
"What a fabulous property to spend a week! The house has all you need and more. Can accommodate 9 very comfortably and without people running into each other. Plenty of solitude space even for a large group. Location close to Wailea and some great beaches and great local restaurants. You won’t regret the stay and Diane (property mgr) goes above and beyond for you! Enjoy!"
Beautiful house in the Upscale Maui Meadows neighborhood

One-of-a-Kind Maui Getaway!

10.0 out of 10, Exceptional, (108)
"Wonderful Property for our family. Perfect location and house is fully as advertised. Lee made the stay even better - Freddy was also an awesome host "
One-of-a-Kind Maui Getaway!

Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach

9.8 out of 10, Exceptional, (82)
"Wonderful home with nice amenities."
Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach
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

STHA-2017/0002 Across from Hana Bay

9.6 out of 10, Exceptional, (368)
"My favorite part of the property was the outdoor bed on the screen-in porch, had the best night of sleep of my whole vacation sleeping outside"
The price is SAR 653
SAR 1,336 total
includes taxes & fees
12 May - 13 May
STHA-2017/0002 Across from Hana Bay

Wailea Ekolu - CoralTree Residence Collection

3.5 star property
8.8 out of 10, Excellent, (252)
"Amazing place to stay! Great area, stunning views. Very walkable "
Wailea Ekolu - CoralTree Residence Collection

Oceanview Condo in Hana-Let the ocean lull you to sleep

9.2 out of 10, Wonderful, (87)
"Wish we could stay longer!"
The price is SAR 897
SAR 1,673 total
includes taxes & fees
27 Apr - 28 Apr
Oceanview Condo in Hana-Let the ocean lull you to sleep
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.