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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23
In four months
Dec 19 - Dec 21

Browse Select Kaupakulua Vacation Homes

Our top choices for Kaupakulua vacation homes

Yonegan Maui Getaways - Haiku
Garden

Yonegan Maui Getaways - Haiku

3.0 star property
9.0 out of 10, Wonderful, (4)
"It was a last minute stay and it had what we needed. "
The price is CA $186
CA $356 total
includes taxes & fees
Sep 2 - Sep 3
Yonegan Maui Getaways - Haiku
Locally-owned, eco-friendly condo on Road to Hāna. 2-min walk to beach & seafood
Beach

Locally-owned, eco-friendly condo on Road to Hāna. 2-min walk to beach & seafood

The price is CA $283
CA $412 total
includes taxes & fees
Sep 26 - Sep 27
Locally-owned, eco-friendly condo on Road to Hāna. 2-min walk to beach & seafood
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Property grounds

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

10.0 out of 10, Exceptional, (67)
"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 CA $1,973
CA $3,872 total
includes taxes & fees
Sep 10 - Sep 11
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
Property grounds

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

9.8 out of 10, Exceptional, (76)
"Phenomenal property for your stay in Hana - especially for a large group "
The price is CA $754
CA $1,355 total
includes taxes & fees
Sep 8 - Sep 9
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
Charming Direct Oceanfront North Shore Beach House
4 bedrooms, iron/ironing board, free WiFi, bed sheets

Charming Direct Oceanfront North Shore Beach House

9.0 out of 10, Wonderful, (33)
"We had a great time at this VRBO! It was so clean and was the perfect lay out for our family. The beds were comfortable and the views were gorgeous! We will definitely be staying again. "
The price is CA $908
CA $1,098 total
includes taxes & fees
Sep 2 - Sep 3
Charming Direct Oceanfront North Shore Beach House
Sugar Beach 106 - Ground Floor next to the 5 Miles of Sandy Beach
A heated pool

Sugar Beach 106 - Ground Floor next to the 5 Miles of Sandy Beach

The price is CA $254
CA $724 total
includes taxes & fees
Sep 2 - Sep 3
Sugar Beach 106 - Ground Floor next to the 5 Miles of Sandy Beach
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
Exterior

Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach

10.0 out of 10, Exceptional, (7)
"Clean, cozy and nicely designed. This condo has an amazing view and access to the beach and pool. Kitchen is well equipped, even has a milk warmer/frother which I appreciate so much as a lover of lattes. We'll happily stay here again on our next trip to Maui. "
The price is CA $422
CA $998 total
includes taxes & fees
Sep 4 - Sep 5
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
Haiku Hale - 3 Bedroom Maui Getaway!
Property grounds

Haiku Hale - 3 Bedroom Maui Getaway!

10.0 out of 10, Exceptional, (4)
"Clean, well lit, private, Haiku is a sweet town. Note that there are a few steep steps to master bedroom."
The price is CA $679
CA $1,356 total
includes taxes & fees
Sep 4 - Sep 5
Haiku Hale - 3 Bedroom Maui Getaway!
Hotel-zoned OCEAN FRONT GROUND FLOOR! Menehune Shores 121
Pool

Hotel-zoned OCEAN FRONT GROUND FLOOR! Menehune Shores 121

10.0 out of 10, Exceptional, (186)
"The property was amazing and was well stocked in both the kitchen as well as for all supplies. We loved our stay here and the immediate access from the patio to the beach area was amazing. We would stay here again!"
The price is CA $326
CA $947 total
includes taxes & fees
Sep 3 - Sep 4
Hotel-zoned OCEAN FRONT GROUND FLOOR! Menehune Shores 121
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
Sun loungers, beach towels

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

9.8 out of 10, Exceptional, (109)
"The property was clean, well maintained, and in a sweet, quiet neighborhood-a perfect home base for lots of day trips around Maui with tons of toys for beach-going. We hope to visit again! And a beautiful backyard and amenities!"
The price is CA $204
CA $764 total
includes taxes & fees
Sep 2 - Sep 3
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In
Beach nearby, sun loungers, beach towels

Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

10.0 out of 10, Exceptional, (173)
"We had a great time. The house was very well organized and equipped "
The price is CA $576
CA $1,405 total
includes taxes & fees
Oct 1 - Oct 2
Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In
Historic Maui Estate: 10 Suites & Chef Breakfast
Outdoor dining

Historic Maui Estate: 10 Suites & Chef Breakfast

2.0 star property
The price is CA $4,002
CA $5,145 total
includes taxes & fees
Sep 26 - Sep 27
Historic Maui Estate: 10 Suites & Chef Breakfast
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!
Beach

Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

9.4 out of 10, Exceptional, (58)
"Everything you need in the condo and enough beaches to try one every day!"
The price is CA $205
CA $811 total
includes taxes & fees
Sep 2 - Sep 3
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!
Sugar Beach PH17 - Direct Oceanfront 1 bedroom
Property grounds

Sugar Beach PH17 - Direct Oceanfront 1 bedroom

The price is CA $309
CA $796 total
includes taxes & fees
Sep 3 - Sep 4
Sugar Beach PH17 - Direct Oceanfront 1 bedroom
Sugar Beach 417 Direct Row Beach Views in Beautifully Upgraded Ocean front Condo Home
Property grounds

Sugar Beach 417 Direct Row Beach Views in Beautifully Upgraded Ocean front Condo Home

The price is CA $309
CA $791 total
includes taxes & fees
Sep 6 - Sep 7
Sugar Beach 417 Direct Row Beach Views in Beautifully Upgraded Ocean front Condo Home
Experience luxury in a spacious 900 sq ft condo in South Kihei, featuring 2 bedrooms with king beds
Interior

Experience luxury in a spacious 900 sq ft condo in South Kihei, featuring 2 bedrooms with king beds

The price is CA $247
CA $1,146 total
includes taxes & fees
Sep 3 - Sep 4
Experience luxury in a spacious 900 sq ft condo in South Kihei, featuring 2 bedrooms with king beds
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
Terrace/patio

Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

9.6 out of 10, Exceptional, (106)
"Nice property with plenty of space, great location on the island, super communicative and polite host, and such a great backyard/outdoor area. Would highly recommend!"
The price is CA $377
CA $1,409 total
includes taxes & fees
Sep 2 - Sep 3
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
Terrace/patio

Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

10.0 out of 10, Exceptional, (1)
"Place was great and would definitely stay again! There was a nice yard and a closet full of beach gear, chairs and coolers we made use of. Only thing that would have been better was if the hot tub was not on a timer that shuts off later at night. Great spot!!"
The price is CA $587
CA $1,944 total
includes taxes & fees
Sep 2 - Sep 3
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
Villas By The Cove, Penthouse II · Ocean View Penthouse Steps from the Beach
Exterior

Villas By The Cove, Penthouse II · Ocean View Penthouse Steps from the Beach

10.0 out of 10, Exceptional, (21)
"Wonderful stay in a desirable location! We absolutely loved it! "
The price is CA $607
CA $1,610 total
includes taxes & fees
Sep 10 - Sep 11
Villas By The Cove, Penthouse II · Ocean View Penthouse Steps from the Beach
Selfie wall, walk to beach, TVs in rooms
Interior

Selfie wall, walk to beach, TVs in rooms

The price is CA $302
CA $757 total
includes taxes & fees
Sep 15 - Sep 16
Selfie wall, walk to beach, TVs in rooms
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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Top Kaupakulua Hotel Reviews

Find out more about Kaupakulua

Find out more about Kaupakulua

Kaupakulua Vacation Homes information

Number of reviews
Accommodation
225 Vacation Homes
Lowest Price
CA $186
Highest Price
CA $1,086

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