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Compare 197 Vacation Homes in Kaupakulua with updated reviews, rates, and availability.
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
9.6 out of 10, Exceptional, (92)
Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖
Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖
10.0 out of 10, Exceptional, (126)
Stunning Beachfront Private Home! Perfect for Families, Great Location!
Stunning Beachfront Private Home! Perfect for Families, Great Location!
9.8 out of 10, Exceptional, (93)
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
9.8 out of 10, Exceptional, (192)
Island Retreat Spacious 3B/3B Wailea Home Ocean View Private Pool & Hot Tub!
Island Retreat Spacious 3B/3B Wailea Home Ocean View Private Pool & Hot Tub!
9.8 out of 10, Exceptional, (138)
Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach
Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach
9.8 out of 10, Exceptional, (77)
Waterfall House - Private House Overlooking the Ocean!
Waterfall House - Private House Overlooking the Ocean!
9.8 out of 10, Exceptional, (23)
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
10.0 out of 10, Exceptional, (212)
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 Kaupakulua
Wailea Ekahi - CoralTree Residence Collection
Wailea Ekahi - CoralTree Residence Collection
9.2 out of 10, Wonderful, (507)
Wailea Grand Champions - CoralTree Residence Collection
Wailea Grand Champions - CoralTree Residence Collection
9.0 out of 10, Wonderful, (687)
Maui Beach Vacation Club
Maui Beach Vacation Club
8.2 out of 10, Very Good, (719)
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.