Kaanapali Hillside Holiday Rentals

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Tonight
16 Feb - 17 Feb
Tomorrow
17 Feb - 18 Feb
Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar

Holiday Rentals in Kaanapali Hillside

Aston Kaanapali Shores
2 outdoor pools, pool umbrellas, pool loungers

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3455)
"The resort had easy access to various beaches and the amenities were great! "
The price is S$574
includes taxes & fees
17 Mar - 18 Mar
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2344)
"We stayed in a main floor villa which siuted us well. Liked the access from parking of not having to climb stairs. We enjoyed the on site restaurant....very convenient. "
Aston Maui Kaanapali Villas
OUTRIGGER Honua Kai Resort & Spa
4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2697)
"This property was absolutely perfect for our big group of 20! Management got our rooms all on the same side of the property. The gathering space outside on the green was wonderful for playing spike ball and throwing a football. The beach out front was beautiful! My kids loved the different pool options! We also loved that we could walk to the food truck park and grocery story. The proximity to other beaches was also great! We had the best time at Black Rock Beach nearby."
The price is S$1,332
includes taxes & fees
12 Mar - 13 Mar
OUTRIGGER Honua Kai Resort & Spa
Kaanapali Alii
3 outdoor pools, pool loungers

Kaanapali Alii

4.0 star property
9.4 out of 10, Exceptional, (863)
"Larger than expected 1 bedroom condo. Slighty older but still great"
Kaanapali Alii
Kahana Falls Maui by VRI Americas
Outdoor pool, pool loungers

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very good, (843)
"Room was nice condition, but small. It had a door to adjoining room that needs to be sound insulated, so you can not hear conversations and noise from tenants next door."
Kahana Falls Maui by VRI Americas
Kahana Villa
Tennis court

Kahana Villa

3.0 star property
8.0 out of 10, Very good, (312)
"Clean, cozy, comfortable!"
Kahana Villa
Kahana Beach Vacation Club
Living area

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very good, (643)
"Great place, good view on a non view room, just parking is too small we had to park next door."
Kahana Beach Vacation Club
Napili Shores Maui by OUTRIGGER
On the beach

Napili Shores Maui by OUTRIGGER

3.0 star property
8.8 out of 10, Excellent, (1562)
"Nice ocean view. Pleasant garden grounds. Poolside ocean view. Very nice restaurant on-site. Easy walkable access to the beach. On-site shop to rent or buy all necessities for the beach. I would stay here again."
Napili Shores Maui by OUTRIGGER
Royal Kahana Maui by OUTRIGGER
Terrace/patio

Royal Kahana Maui by OUTRIGGER

3.0 star property
8.0 out of 10, Very good, (1346)
"Great view, friendly and clean building close to many amenities and located in a quiet area. Our unit had AC which was a nice addition and welcome with the setting westerly sun exposure in our unit."
The price is S$1,015
includes taxes & fees
5 Mar - 6 Mar
Royal Kahana Maui by OUTRIGGER
Kapalua Villas Maui
In-room safe, individually decorated, individually furnished

Kapalua Villas Maui

4.0 star property
8.8 out of 10, Excellent, (926)
"The property is very clean, and the instructions are very detailed on how to get to your lodging. It was seamless and keyless check in and out. It was within 15 min walk to the beach, and surrounding restaurants. Great area to relax in West Maui."
The price is S$1,466
includes taxes & fees
6 Mar - 7 Mar
Kapalua Villas Maui
The Westin Ka'anapali Ocean Resort Villas
2 outdoor pools, pool umbrellas

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1099)
"Great stay "
The price is S$883
includes taxes & fees
23 Feb - 24 Feb
The Westin Ka'anapali Ocean Resort Villas
Napili Sunset on the Beach
Sun deck

Napili Sunset on the Beach

2.5 star property
9.2 out of 10, Wonderful, (622)
"Nice place and beaches"
The price is S$386
includes taxes & fees
18 Feb - 19 Feb
Napili Sunset on the Beach
Hono Koa Vacation Club
View from property

Hono Koa Vacation Club

3.0 star property
8.8 out of 10, Excellent, (177)
"We loved having the beautiful green space to enjoy the water view. The condition of the room was not good. Some doors couldn't be locked. Some windows couldn't be opened. We communicated this to the person on staff. She never showed she was very interested in helping. A security guy was there and got involved. No AC so opening doors and windows was important. Person on staff both days we were there seemed to not care at all about our experience and needs. Wouldn't stay there again. "
Hono Koa Vacation Club
The Whaler Resort Kaanapali Beach
Exterior

The Whaler Resort Kaanapali Beach

4.0 star property
9.4 out of 10, Exceptional, (151)
"Beautiful, clean, friendly as always! We love staying at the Whaler. 🌺"
The Whaler Resort Kaanapali Beach
The Westin Nanea Ocean Villas, Ka'anapali
2 outdoor pools, pool cabanas (surcharge), pool umbrellas

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (452)
"I came with my family and 3 kids wonderful place would love to come again. I even left my Apple Watch and one of the baby’s coat and all items were found and shipped to me"
The price is S$1,231
includes taxes & fees
17 Mar - 18 Mar
The Westin Nanea Ocean Villas, Ka'anapali
Kaanapali Maui at the Eldorado by OUTRIGGER
Beach nearby, free beach shuttle

Kaanapali Maui at the Eldorado by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (840)
"Great location and grounds. Loved the cabana. The apartment was spacious but very dated. Lanai was quite dirty. We had to clean it ourselves prior to use. Bed was very comfortable and kitchen had everything we needed. Really enjoyed having base start up materials especially even laundry detergent. Having an in suite washer drier was wonderful. We would definitely return."
The price is S$1,068
includes taxes & fees
7 Mar - 8 Mar
Kaanapali Maui at the Eldorado by OUTRIGGER
Sands of Kahana
Outdoor pool

Sands of Kahana

3.0 star property
8.2 out of 10, Very good, (429)
"It was nice the restaurant was close, wish they had food options on property. The pizza place across the street was good. We had a great time. "
Sands of Kahana
Maui Sunset
View from property

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (415)
"We enjoyed our stay. Grounds and pool are very well tended. Our unit was very tired and needed a deep clean. But the beds, pillows, linens and towels were very good. The A/C wall unit in the living room struggles to keep the space comfortable. I informed the property and hopefully they will replace it. The dedicated lap swimming in the morning is wonderful otherwise it’s overrun with kids even during the non-spring break time window. Good location and very close to Azeka Shopping Center with...
Maui Sunset
Honua Kai Konea Resort by KBM
Outdoor pool

Honua Kai Konea Resort by KBM

3.5 star property
9.4 out of 10, Exceptional, (35)
"Very clean, spacious and beautiful place. Had all the amenities we needed for our stay and for the beach. Perfect location and staff very friendly. Will definitely recommend this place. "
The price is S$1,962
includes taxes & fees
1 Mar - 2 Mar
Honua Kai Konea Resort by KBM
Sugar Beach Resort
Outdoor pool

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1044)
"It was so great and so pretty! Loved it !"
Sugar Beach Resort
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.
Don't see what you're looking for?
See all available properties in Kaanapali Hillside
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Kaanapali Hillside you may be interested in

The Westin Maui Resort & Spa, Ka'anapali
Terrace/patio

The Westin Maui Resort & Spa, Ka'anapali

4.0 star property
9.0 out of 10, Wonderful, (685)
"Location! Close to food and shopping."
The price is S$953
includes taxes & fees
8 Mar - 9 Mar
The Westin Maui Resort & Spa, Ka'anapali
Hyatt Regency Maui Resort & Spa
6 outdoor pools, pool cabanas (surcharge), pool umbrellas

Hyatt Regency Maui Resort & Spa

4.0 star property
9.2 out of 10, Wonderful, (1008)
"Just okay"
The price is S$847
includes taxes & fees
27 Feb - 28 Feb
Hyatt Regency Maui Resort & Spa
OUTRIGGER Kaanapali Beach Resort
View from room

OUTRIGGER Kaanapali Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (1007)
"Loved the property. The customer service was amazing. Will be back! "
The price is S$701
includes taxes & fees
8 Mar - 9 Mar
OUTRIGGER Kaanapali Beach Resort
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.

Frequently asked questions

Can I find a holiday rental in Kaanapali Hillside?

Yes, there are holiday rentals close to the most popular sights in Kaanapali Hillside, or you can select a more secluded option if you're looking for a relaxing stay.

What’s there to see and do in Kaanapali Hillside?

Explore the area and family-friendly sights such as Hawaii Nature Center of Iao Valley, or get out into nature at a spot like West Maui Mountains. Kaanapali Beach and Kaanapali Kai Course at Kaanapali Golf Resort are a couple of places you'll find in the wider area.

What’s a holiday rental in Kaanapali Hillside like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kaanapali Hillside. Holiday rentals feature amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family gatherings.