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Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 Jum. II

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

Fisher's Hana Bay Hale, Across from Hana Bay
Beach towels

Fisher's Hana Bay Hale, Across from Hana Bay

9.4 out of 10, Exceptional, (365)
"Great location and the place had everything we needed for our family. Could use some updates and fixes, but a good price for Hana. We appreciated the beach gear and the kids didn't want to leave."
The price is SAR 732
SAR 1,496 total
includes taxes & fees
2 May - 3 May
Fisher's Hana Bay Hale, Across from Hana Bay
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'
Beach nearby, sun loungers, beach towels

IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

10.0 out of 10, Exceptional, (173)
"Very good property and location. Mahalo"
The price is SAR 1,313
SAR 2,219 total
includes taxes & fees
5 Apr - 6 Apr
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'
STHA-2017/0002 Across from Hana Bay
Beach towels

STHA-2017/0002 Across from Hana Bay

9.6 out of 10, Exceptional, (365)
"Nice place. PM, Kathy is very nice"
The price is SAR 653
SAR 1,344 total
includes taxes & fees
2 May - 3 May
STHA-2017/0002 Across from Hana Bay
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
Exterior

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

10.0 out of 10, Exceptional, (215)
"I have stayed in many rental homes and this is by far the best equipped rental home I have ever stayed in. We love to cook and usually can’t find enough pots and pans and utensils and this house had them all.We also had the privilege of their neighbors having goats and baby goats and cows which we enjoyed seeing from the deck of the house The house was also close enough to major towns And easy to find I would definitely stay here again on our next trip to Maui "
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!
Smart TV, Netflix, DVD player, books

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

9.8 out of 10, Exceptional, (219)
"This was our 3rd time staying out in Hana for 2 nights on the front end of our family vacation to Maui. The location of this house is great as it is just a short distance off the highway and the property is beautiful. Had everything we needed for our brief stay and was comfortable. "
The price is SAR 1,219
SAR 2,492 total
includes taxes & fees
8 Apr - 9 Apr
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Beautiful Home in paradise!
Beach

Beautiful Home in paradise!

9.6 out of 10, Exceptional, (163)
"Wanted a place for my family to stay while we enjoyed the road to Hana in Maui. This place checked the boxes. "
Beautiful Home in paradise!
Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub
Beach nearby, sun loungers, beach towels

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

9.8 out of 10, Exceptional, (165)
"This place was a dream. Such a lovely property walking distance to beaches and a short drive into Hana. Would recommend to anyone looking to get away. "
Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub
Waterfall House - Private House Overlooking the Ocean!
Outdoor spa tub

Waterfall House - Private House Overlooking the Ocean!

9.8 out of 10, Exceptional, (24)
"Pros: Incredible setting and the grounds are beautiful. Whale watching from the hot tub was probably the highlight of our trip. The pool gets the perfect amount of sun on the nice days. The whole property is very calm and relaxing. The people onsite are incredibly friendly and do not disturb the guests.Cons:The circle bed in the listing photos in incredibly uncomfortable. Getting in and out you or rolling or kneeling on marble to get on a mattress that has seen better decades. We would've slept...
Waterfall House - Private House Overlooking the Ocean!
Luxury Upcountry Villa with breathtaking views
Outdoor pool

Luxury Upcountry Villa with breathtaking views

10.0 out of 10, Exceptional, (37)
"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.
Exterior

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

9.8 out of 10, Exceptional, (130)
"Love the location, close to beach but you will need a car. Pool is great for adults and kids, it has nice steps at either end. Lots of stairs so be aware, fine for us but maybe not for everyone.Best view ever and sunsets are spectacular!we loved it. "
Fabulous views! Exclusive pool, spa and private 1 acre yard.
Hana Ocean Palms Bungalows
Exterior

Hana Ocean Palms Bungalows

9.6 out of 10, Exceptional, (112)
"We loved the beautiful landscaping and the kids enjoyed all the wildlife (cats). Location is wonderful right next to a short hike to a Venus pool. We loved it and would come again. "
Hana Ocean Palms Bungalows
Kula Luxury Retreat With Stunning Ocean & Mountain Views!
Pool

Kula Luxury Retreat With Stunning Ocean & Mountain Views!

10.0 out of 10, Exceptional, (70)
"KeoKea ranch is beautiful. The hosts are super responsive and very nice. If you like quiet and incredible views and some four leggeds to entertain you, just do it!"
Kula Luxury Retreat With Stunning Ocean & Mountain Views!
Historic Upcountry Maui Property With Pool, 5 Bedrooms, Sleeps 16
Outdoor pool

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

10.0 out of 10, Exceptional, (61)
"16 of us stayed at this beautiful property. Two Families, 12 children total. We have nothing bad to say. All of our expectations were met. The listing is true and accurate. Communication with the property manager was always prompt and efficient.We would definitely stay her again."
The price is SAR 5,233
SAR 9,956 total
includes taxes & fees
19 Apr - 20 Apr
Historic Upcountry Maui Property With Pool, 5 Bedrooms, Sleeps 16
PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (46)
"Our family really enjoyed this log house. Beautiful property at the best time of the year. Host was super helpful with tips on activities and attractions."
PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING

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

9.8 out of 10, Exceptional, (71)
"Home exceeded our expectations. Private beautiful backyard and clean home. Quick access to everywhere we needed to go and had chairs and towels for the beach. Highly recommend this property! "
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING
Hana Homestead by the Beach
Fridge, microwave, oven, stovetop

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 1,876
SAR 4,756 total
includes taxes & fees
13 Apr - 14 Apr
Hana Homestead by the Beach
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
Beach towels

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

9.8 out of 10, Exceptional, (70)
"Our family stayed two nights and enjoyed the home and the grounds. Just outside town and very close to Wainapanapa State Park, the home was spacious and comfortable. We enjoyed games on the deck, dinner at the dining table looking out at the ocean, and a few oranges and tangerines from the numerous trees on the property. Robin and Brad were extremely responsive and provided detailed information. Would highly recommend this quiet location in Hana. "
The price is SAR 2,663
SAR 4,538 total
includes taxes & fees
1 May - 2 May
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
Beautiful house in the Upscale Maui Meadows neighborhood
Beach/ocean view

Beautiful house in the Upscale Maui Meadows neighborhood

10.0 out of 10, Exceptional, (6)
"amazing"
Beautiful house in the Upscale Maui Meadows neighborhood
One-of-a-Kind Maui Getaway!
Pool

One-of-a-Kind Maui Getaway!

10.0 out of 10, Exceptional, (108)
"The architecture and view were absolutely amazing and the house was perfect for our family. The outdoor spaces were ideal - loved the infinity pool! There were some minor issues during our stay, but the host was very attentive and quick to respond. I am confident that the owner has already handled the few remaining items. Our family is very excited to come back to this beautiful home. "
One-of-a-Kind Maui Getaway!
Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach
Property grounds

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

9.8 out of 10, Exceptional, (80)
"Our family of five adults just finished a 10 day Stay here. Looks just like the pictures. The view is amazing!!!! The house is a great size for families with plenty of room to spread out and have your own space with tons of outdoor seating and areas. We enjoyed the pool and the hot tub every day and the beach is a pretty close drive. You can walk to the beach, however it is all downhill for a long way so unless you’re very fit, I wouldn’t recommend it, as you’d be going entirely uphill in the...
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

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

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

9.2 out of 10, Wonderful, (85)
"The room was clean, cozy and had an incredible view of the black sand beach. Location was close to the National Park, State Park and countless trails. I highly recommend it!"
The price is SAR 750
SAR 1,489 total
includes taxes & fees
9 Apr - 10 Apr
Oceanview Condo in Hana-Let the ocean lull you to sleep
Fisher's Hana Bay Hale, Across from Hana Bay
Beach towels

Fisher's Hana Bay Hale, Across from Hana Bay

9.4 out of 10, Exceptional, (365)
"Great location and the place had everything we needed for our family. Could use some updates and fixes, but a good price for Hana. We appreciated the beach gear and the kids didn't want to leave."
The price is SAR 732
SAR 1,496 total
includes taxes & fees
2 May - 3 May
Fisher's Hana Bay Hale, Across from Hana Bay
Wailea Ekolu - CoralTree Residence Collection
2 outdoor pools

Wailea Ekolu - CoralTree Residence Collection

3.5 star property
8.8 out of 10, Excellent, (251)
"loved it"
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.