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Our top choices for Kaanapali Hillside condo rentals

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Oceanside condo, full kitchen, ocean view. Fully renovated 2023Central Kihei
9.4 out of 10, Exceptional, (56)
$337 nightly
The price is $392
Dec 31 - Jan 1, 2026
Total with taxes and fees

Sugar Beach Resort Oceanview 1 bed/1 bath
Sugar Beach Resort Oceanview 1 bed/1 bathNorth Kihei
9.6 out of 10, Exceptional, (112)
$371 nightly
The price is $432
Dec 16 - Dec 17
Total with taxes and fees

BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach
BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar BeachNorth Kihei
10.0 out of 10, Exceptional, (125)
$289 nightly
The price is $336
Dec 21 - Dec 22
Total with taxes and fees

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!North Kihei
10.0 out of 10, Exceptional, (266)
$325 nightly
The price is $380
Jan 9 - Jan 10, 2026
Total with taxes and fees

Best Oceanfront Value in Kihei - Kealia Resort!
Best Oceanfront Value in Kihei - Kealia Resort!North Kihei
9.6 out of 10, Exceptional, (109)
$383 nightly
The price is $446
Dec 16 - Dec 17
Total with taxes and fees

Oceanfront condo with pool & balcony - walk to dining, activities, and more
Oceanfront condo with pool & balcony - walk to dining, activities, and moreWailuku
9.4 out of 10, Exceptional, (131)
$495 nightly
The price is $578
Dec 16 - Dec 17
Total with taxes and fees

Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!Central Kihei
9.4 out of 10, Exceptional, (84)
$503 nightly
The price is $586
Jan 12 - Jan 13, 2026
Total with taxes and fees

Sugar Beach Oceanview 30% HOLIDAY SALE 169 Dec
Sugar Beach Oceanview 30% HOLIDAY SALE 169 DecCentral Kihei
9.8 out of 10, Exceptional, (51)
$410 nightly
The price is $477
Dec 16 - Dec 17
Total with taxes and fees
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 Kaanapali Hillside Hotel Reviews

The Westin Maui Resort & Spa, Ka'anapali
10/10 Excellent
Find out more about Kaanapali Hillside
Kaanapali Hillside Condo Rentals information
Number of reviews | 2,148 |
|---|---|
Accommodation | 6039 Condo Rentals |
Lowest Price | $336 |
Highest Price | $1,030 |
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