Search and Rent Kaanapali Hillside Condos

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Our top choices for Kaanapali Hillside condo rentals

10.0 out of 10, Exceptional, (266)
"Great stay"
United States
Noah C.
$325 nightly
The price is $380
Jan 9 - Jan 10, 2026
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
10.0 out of 10, Exceptional, (125)
"Very nice condo Nice furniture Comfortable and friendly "
United States
John
$289 nightly
The price is $336
Dec 21 - Dec 22
Total with taxes and fees
BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach
9.4 out of 10, Exceptional, (56)
"Check in was very easy and this is a perfect location for ocean access. "
Canada
Tracy C.
$301 nightly
The price is $349
Dec 15 - Dec 16
Total with taxes and fees
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
9.4 out of 10, Exceptional, (131)
"The view is amazing"
United States
Carlos A.
$488 nightly
The price is $571
Dec 14 - Dec 15
Total with taxes and fees
Oceanfront condo with pool & balcony - walk to dining, activities, and more
9.6 out of 10, Exceptional, (160)
"It was pretty much as described and met our needs.It was in a pretty good location for our requirements, and not too far from the port for our snorkelling trip."
United Kingdom
Carole W.
$425 nightly
The price is $495
Dec 14 - Dec 15
Total with taxes and fees
Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!
9.6 out of 10, Exceptional, (17)
"central location, with easy access. We always stay in the Maalaea Banyans."
United States
Daniel G.
$579 nightly
The price is $673
Dec 15 - Dec 16
Total with taxes and fees
Ocean Front & Budget Friendly: Maalaea Banyans 204 - The Perfect Couples Getaway
9.8 out of 10, Exceptional, (75)
"Great location. Central to everything. We’ve been here around 20 times and love the little spots like this on the beach. Best sunset ever!!"
United States
Eric F.
$489 nightly
The price is $530
Dec 14 - Dec 15
Total with taxes and fees
OCEANFRONT RESORT- Winter's here+new rates - Kihei Sands Beachfront Condos-A3
9.6 out of 10, Exceptional, (109)
"The condo was exactly as described and in a great location, we loved the grassy area right in front of the beach if we didn’t feel like sitting in the sand! Tim had all the essentials for us and was quick to respond if we had any questions- we would definitely stay here again in the future! "
United States
Bailey B.
$383 nightly
The price is $446
Dec 15 - Dec 16
Total with taxes and fees
Best Oceanfront Value in Kihei - Kealia Resort!
9.6 out of 10, Exceptional, (11)
"Wonderful place to stay. Awesome host. We had a great time and hopefully be back soon!"
United States
Jennifer D.
$370 nightly
The price is $431
Dec 14 - Dec 15
Total with taxes and fees
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
9.6 out of 10, Exceptional, (111)
"Nice view of the ocean from the balcony. Clean unit with just about everything you will need for a short vacation."
United States
Ron R.
$371 nightly
The price is $432
Dec 15 - Dec 16
Total with taxes and fees
Sugar Beach Resort Oceanview 1 bed/1 bath
9.8 out of 10, Exceptional, (104)
"Great spot and the property was fantastic!"
United States
Michael B.
$586 nightly
The price is $638
Dec 14 - Dec 15
Total with taxes and fees
OCEANFRONT RESORT-CHECK OUT OUR WINTER RATES! Kihei Sands Beachfrnt Condo B14
8.6 out of 10, Excellent, (68)
"We had an excellent time! Everything was as advertised. Gorgeous location and very quiet and peaceful. Only downside is that while we were there the building was under construction for a new elevator so there was limited parking and quite a bit of space taken up by the construction "
United States
Dylan R.
$396 nightly
The price is $461
Dec 14 - Dec 15
Total with taxes and fees
Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot
9.4 out of 10, Exceptional, (84)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful condo, great views and location"
United States
Pam B.
$501 nightly
The price is $584
Jan 12 - Jan 13, 2026
Total with taxes and fees
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
4.0 star property
9.6 out of 10, Exceptional, (315)
"great time, great resort, helpful staff"
Canada
Prableen
$561 nightly
The price is $662
Dec 14 - Dec 15
Total with taxes and fees
The Whaler Resort Kaanapali Beach
9.6 out of 10, Exceptional, (158)
"Everything was great. Kitchen well stocked, beautiful view. "
United States
Eric S.
$380 nightly
The price is $442
Dec 21 - Dec 22
Total with taxes and fees
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
9.8 out of 10, Exceptional, (51)
"We had an amazing view, great location and nice apartment. We had everything what you need for a vacation, boogie board, umbrella etc, the box outside were packed with good stuff. The kitchen was well equipped. Overall it was good, except the pillows were smelly. "
Canada
Tamas F.
$405 nightly
The price is $472
Dec 14 - Dec 15
Total with taxes and fees
Sugar Beach Oceanview 30% HOLIDAY SALE 169 Dec
8.8 out of 10, Excellent, (105)
"Love the swimming pools and convenient access to beach "
United States
Korri
$732 nightly
The price is $827
Jan 5 - Jan 6, 2026
Total with taxes and fees
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742
9.8 out of 10, Exceptional, (19)
"Convenient nice place to stay on Maui"
United States
Giovanni B.
$372 nightly
The price is $433
Dec 15 - Dec 16
Total with taxes and fees
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
9.6 out of 10, Exceptional, (96)
"We had a fantastic stay. Great location! The property and condo were well maintained. Would definitely recommend and stay here again. "
United States
Renee B.
$586 nightly
The price is $638
Dec 14 - Dec 15
Total with taxes and fees
OCEANFRONT RESORT -Whale Season is on SALE -Kihei Sands Beachfront Condos -B4
10.0 out of 10, Exceptional, (100)
"Perfect place for families had the best time at Kahana Sunset. Beautiful grounds."
United States
Anthony L.
$731 nightly
The price is $851
Dec 14 - Dec 15
Total with taxes and fees
Luxury Ocean View Condo - Kahana Sunset D4 - A/C & 5G WiFi - Pool
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

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Kaanapali Hillside Condo Rentals information

Number of reviews
1,661
Accommodation
6039 Condo Rentals
Lowest Price
$336
Highest Price
$851

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