Search and Rent Kaanapali Hillside Condos

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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 2023
Central Kihei
9.4 out of 10, Exceptional, (56)
"Check in was very easy and this is a perfect location for ocean access. "
Canada
Tracy C.
$337 nightly
The price is $392
Dec 31 - Jan 1, 2026
Total with taxes and fees
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Sugar Beach Resort Oceanview 1 bed/1 bath

Sugar Beach Resort Oceanview 1 bed/1 bath
North Kihei
9.6 out of 10, Exceptional, (112)
"Fully furnished kitchen, and beach accessories, from umbrellas, chairs, snorkel gear, beach towels, and great AC, beautiful view, no noise from pool. Will definitely stay here again if available on next trip. Centrally located to everything!!"
United States
Rachael R.
$371 nightly
The price is $432
Dec 16 - Dec 17
Total with taxes and fees
Sugar Beach Resort Oceanview 1 bed/1 bath

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 Beach
North Kihei
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

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)
"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!

Best Oceanfront Value in Kihei - Kealia Resort!

Best Oceanfront Value in Kihei - Kealia Resort!
North Kihei
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 16 - Dec 17
Total with taxes and fees
Best Oceanfront Value in Kihei - Kealia Resort!

Oceanfront condo with pool & balcony - walk to dining, activities, and more

Oceanfront condo with pool & balcony - walk to dining, activities, and more
Wailuku
9.4 out of 10, Exceptional, (131)
"The view is amazing"
United States
Carlos A.
$495 nightly
The price is $578
Dec 16 - Dec 17
Total with taxes and fees
Oceanfront condo with pool & balcony - walk to dining, activities, and more

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)
"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.
$503 nightly
The price is $586
Jan 12 - Jan 13, 2026
Total with taxes and fees
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!

Sugar Beach Oceanview 30% HOLIDAY SALE 169 Dec

Sugar Beach Oceanview 30% HOLIDAY SALE 169 Dec
Central Kihei
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.
$410 nightly
The price is $477
Dec 16 - Dec 17
Total with taxes and fees
Sugar Beach Oceanview 30% HOLIDAY SALE 169 Dec

OCEANFRONT RESORT- Winter's here+new rates - Kihei Sands Beachfront Condos-A3

OCEANFRONT RESORT- Winter's here+new rates - Kihei Sands Beachfront Condos-A3
North Kihei
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 16 - Dec 17
Total with taxes and fees
OCEANFRONT RESORT- Winter's here+new rates - Kihei Sands Beachfront Condos-A3

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Wailuku
9.6 out of 10, Exceptional, (158)
"Everything was great. Kitchen well stocked, beautiful view. "
United States
Eric S.
$369 nightly
The price is $429
Dec 21 - Dec 22
Total with taxes and fees
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
North Kihei
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.
$375 nightly
The price is $436
Dec 16 - Dec 17
Total with taxes and fees
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!

Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!
North Kihei
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.
$431 nightly
The price is $501
Dec 16 - Dec 17
Total with taxes and fees
Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!

Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot

Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot
Wailuku
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.
$401 nightly
The price is $467
Dec 16 - Dec 17
Total with taxes and fees
Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot

Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view
North Kihei
9.8 out of 10, Exceptional, (47)
"Really enjoyed our stay beautiful condo Will recommend to our friends thanks again "
United States
Michael P.
$448 nightly
The price is $521
Dec 16 - Dec 17
Total with taxes and fees
Top Floor Beachfront Condo with Ocean view

Luxury Oceanfront Studio at Napili Shores, View of Lanai and Molokai A203

Luxury Oceanfront Studio at Napili Shores, View of Lanai and Molokai A203
Lahaina
9.8 out of 10, Exceptional, (51)
"Area was pretty nice, right by the beach which we loved. Space was nice, bed was comfortable!"
United States
Rachel Y.
$903 nightly
The price is $1,030
Jan 9 - Jan 10, 2026
Total with taxes and fees
Luxury Oceanfront Studio at Napili Shores, View of Lanai and Molokai A203

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (315)
"great time, great resort, helpful staff"
Canada
Prableen
$561 nightly
The price is $662
Dec 21 - Dec 22
Total with taxes and fees
The Whaler Resort Kaanapali Beach

BEAUTIFUL OCEANFRONT MODERN West Maui Condo with Sunset Views!

BEAUTIFUL OCEANFRONT MODERN West Maui Condo with Sunset Views!
Lahaina
9.8 out of 10, Exceptional, (76)
"This place was very clean and we loved the location! "
United States
Tammy K.
$794 nightly
The price is $925
Dec 26 - Dec 27
Total with taxes and fees
BEAUTIFUL OCEANFRONT MODERN West Maui Condo with Sunset Views!

AI Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!

AI Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!
North Kihei
9.6 out of 10, Exceptional, (287)
"Had a great experience here it was close to everything in town and near alot of cool beaches! Would definitely return"
United States
morgan J.
$337 nightly
The price is $392
Dec 31 - Jan 1, 2026
Total with taxes and fees
AI Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (297)
"Locally convenient, price was right for the location, property management was on top of things and made sure that we were well taken car of. "
United States
Mark
$351 nightly
The price is $408
Dec 16 - Dec 17
Total with taxes and fees
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742
Lahaina
8.8 out of 10, Excellent, (106)
"The property management company was excellent and very responsive. "
Canada
Rajesh
$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
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

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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