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Condo Rentals in Kaanapali Hillside

Our top choices for Kaanapali Hillside condo rentals

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

9.8 out of 10, Exceptional, (256)
"Very clean, close to beaches and town. The host was also great with communication and recommendations. Highly recommend! "
$334 nightly
The price is $389
Aug 30 - Aug 31
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!

9.8 out of 10, Exceptional, (282)
"Convenient great location for the price"
$334 nightly
The price is $389
Aug 30 - Aug 31
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

Everything You Need For Your Home Away From Home

9.4 out of 10, Exceptional, (38)
"It’s been updated since the photos. We had a great time staying there."
$680 nightly
The price is $702
Sep 1 - Sep 2
Total with taxes and fees
Everything You Need For Your Home Away From Home

OCEANFRONT RESORT- 2x2 Spring Pricing! Kihei Sands Beachfront Condo B14

9.8 out of 10, Exceptional, (104)
"Great spot and the property was fantastic!"
$552 nightly
The price is $599
Aug 30 - Aug 31
Total with taxes and fees
OCEANFRONT RESORT- 2x2 Spring Pricing! Kihei Sands Beachfront Condo B14

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

9.4 out of 10, Exceptional, (131)
"We loved how centralized it was to everything. Easy to get to and amazing views."
$510 nightly
The price is $594
Sep 1 - Sep 2
Total with taxes and fees
Oceanfront condo with pool & balcony - walk to dining, activities, and more

Romantic Beachfront Getaway

9.6 out of 10, Exceptional, (38)
"We were rarely there except to sleep but the apartment has everything we needed. It’s walking distance to the harbor and ocean center. The beach is literally steps outside. The owner was very quickly responsive to our questions."
$412 nightly
The price is $479
Aug 31 - Sep 1
Total with taxes and fees
Romantic Beachfront Getaway

Bright, Beautiful, Remodeled Island Sands 505 Condo

9.6 out of 10, Exceptional, (51)
"Very clean, quiet, nice people all around. Good location."
$730 nightly
The price is $759
Sep 1 - Sep 2
Total with taxes and fees
Bright, Beautiful, Remodeled Island Sands 505 Condo

Clean Comfortable Condo that is Steps to the Beach, Affordable w/Free Parking

9.6 out of 10, Exceptional, (161)
"It was amazing! Located in a really great area with so much to do right there. Only one AC unit in the condo so it was pretty toasty but it was tolerable. Would definitely stay here again"
$374 nightly
The price is $435
Aug 31 - Sep 1
Total with taxes and fees
Clean Comfortable Condo that is Steps to the Beach, Affordable w/Free Parking

Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.

9.6 out of 10, Exceptional, (43)
"Loved sitting on the balcony and watching the whales in Maalaea Bay! Lovely condo!"
$536 nightly
The price is $601
Sep 15 - Sep 16
Total with taxes and fees
Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.

Oceanside condo, full kitchen, ocean view. Fully renovated 2023

9.4 out of 10, Exceptional, (51)
"Loved how close it was to the beach!"
$302 nightly
The price is $352
Aug 31 - Sep 1
Total with taxes and fees
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

OCEAN VIEW 2 Bdrm condo with Secluded Beach - Kahana Sunset C7

9.8 out of 10, Exceptional, (49)
"We loved our visit. The property is clean and well kept will all the basic kitchen utensils/appliances we needed. The private beach was perfect!"
$893 nightly
The price is $1,019
Aug 30 - Aug 31
Total with taxes and fees
OCEAN VIEW 2 Bdrm condo with Secluded Beach - Kahana Sunset C7

AUGUST Summer SALE! Maui's BEST- DIRECT OCEAN FRONT Longest Sandy Beach on Maui!

10.0 out of 10, Exceptional, (136)
"Best condo in Maui!"
$394 nightly
The price is $458
Aug 31 - Sep 1
Total with taxes and fees
AUGUST Summer SALE! Maui's BEST- DIRECT OCEAN FRONT Longest Sandy Beach on Maui!

OCEANFRONT RESORT- Kihei Sands Beachfront Condo-B10

9.6 out of 10, Exceptional, (102)
"Room was great, loved the beach access! View from the balcony was nice too!"
$586 nightly
The price is $638
Aug 30 - Aug 31
Total with taxes and fees
OCEANFRONT RESORT- Kihei Sands Beachfront Condo-B10

Best Oceanfront Value in Kihei - Kealia Resort!

9.6 out of 10, Exceptional, (106)
"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! "
$387 nightly
The price is $451
Sep 17 - Sep 18
Total with taxes and fees
Best Oceanfront Value in Kihei - Kealia Resort!

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

9.6 out of 10, Exceptional, (159)
"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."
$441 nightly
The price is $513
Aug 30 - Aug 31
Total with taxes and fees
Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!

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

8.8 out of 10, Excellent, (102)
"We love the resort and all the amenities. Were really happy with the location, since it was at walking distance to local eateries, pool, beach, and food trucks. We would suggest spraying the unit with pesticides. We found 3 roaches on our stay. One in the cabinets and two in counters. "
$659 nightly
The price is $743
Aug 30 - Aug 31
Total with taxes and fees
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

Beautiful ground floor unit!

9.6 out of 10, Exceptional, (149)
"We love Kuleana Resort. Beautiful grounds, nice pool and on the ocean. What more can a person want?!?! Condo was nice needs a little TLC but was perfect for us. Already planning our return. "
$526 nightly
The price is $612
Aug 30 - Aug 31
Total with taxes and fees
Beautiful ground floor unit!

Maui Kai 904 -Stocked King bed suite with AC & Stunning Views Sunrise to Sunset!

2.0 star property
9.8 out of 10, Exceptional, (141)
"I recommend this property as high as I possibly can! My feelings for this property is so high, that I could not say a negative word about any of it! Book it! A bit more detail: My oldest daughter (15) was excited to go to Maui and see sea turtles and within 1 min of checking in and going to see the amazing view there was a turtle swimming just a few yards out in the water. We would watch the sunset as often as we could on the lanai (porch) and just listen to the waves come onto shore....
$482 nightly
The price is $562
Aug 30 - Aug 31
Total with taxes and fees
Maui Kai 904 -Stocked King bed suite with AC & Stunning Views Sunrise to Sunset!

Top Floor Beachfront Condo with Ocean view

9.6 out of 10, Exceptional, (39)
"Great stay - I would definitely recommend it"
$378 nightly
The price is $440
Sep 7 - Sep 8
Total with taxes and fees
Top Floor Beachfront Condo with Ocean view

Simply Amazing Oceanfront Condo! Milowai 310

10.0 out of 10, Exceptional, (18)
"We thoroughly enjoyed our stay here! Beautiful views, quiet location, and close proximity to activities. I definitely recommend it!!"
$453 nightly
The price is $527
Sep 6 - Sep 7
Total with taxes and fees
Simply Amazing Oceanfront Condo! Milowai 310
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

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