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
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Holiday Rentals in Kaanapali Hillside

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3482)
"Thank you! Loved it!"
The price is AU$515
includes taxes & fees
14 Mar - 15 Mar
Aston Kaanapali Shores

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2720)
"Great location. Easy access to multiple pools and beach. Outstanding for family. "
The price is AU$1,461
includes taxes & fees
4 Apr - 5 Apr
OUTRIGGER Honua Kai Resort & Spa

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2363)
"My wife and I stayed here for our babymoon. Great location, the beach is excellent, staff very friendly. The trolley is very convenient. Would definitely stay here again"
The price is AU$599
includes taxes & fees
24 Mar - 25 Mar
Aston Maui Kaanapali Villas

Kaanapali Alii

4.0 star property
9.6 out of 10, Exceptional, (867)
"Amazing place "
Kaanapali Alii

Napili Shores Maui by OUTRIGGER

3.0 star property
8.8 out of 10, Excellent, (1573)
"Very beautiful, we had a great time, Lots things to do for free close by"
The price is AU$673
includes taxes & fees
26 Mar - 27 Mar
Napili Shores Maui by OUTRIGGER

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very good, (646)
"Being right on the beach was great. The pool, hot tub and seating area outside were excellent. The staff were very friendly and helpful. I would highly recommend it to anyone that is looking for a relaxing vacation."
Kahana Beach Vacation Club

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very good, (855)
"So quiet the people were so nice it was beautiful!"
Kahana Falls Maui by VRI Americas

Royal Kahana Maui by OUTRIGGER

3.0 star property
8.0 out of 10, Very good, (1355)
"Nice views and great having a full kitchen and washer and dryer. NO Beach "
The price is AU$1,143
includes taxes & fees
1 Apr - 2 Apr
Royal Kahana Maui by OUTRIGGER

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very good, (732)
"Nice place but very noisy. We also had an ant invasion but maintenance came promptly and sprayed. "
Maui Beach Vacation Club

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1102)
"Liked the beach. Liked the boardwalk for walking. Liked the policy re lounge chairs and their enforcement of the policy. Restaurant options were limited. Staff were always friendly and helpful. Auntie's Kitchen was rather mediocre. Duke's nearby was better. Would have like to know beforehand that units have washer/dryer as we would have packed less. "
The price is AU$1,047
includes taxes & fees
20 Mar - 21 Mar
The Westin Ka'anapali Ocean Resort Villas

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1044)
"The apartment was good with all amenities. The inconvenience was lack of a proper restaurant and convenience store. Unless one has a car no nearly place to buy grocery and necessary things to cook in the apartment. There was only a deli where we could buy sandwich and such eatables. We had to take a taxi whenver we wanted to buy anything like milk, bread etc. No regular public transport either. Though we had a nice apartment with all kitchen utensils we could not cook anything during our stay....
Sugar Beach Resort

AEI at The Mahana Kaanapali Resort

4.0 star property
8.8 out of 10, Excellent, (242)
"Beautiful location with great sea views. My studio suite was located on the third floor and could do with an upgrade. Otherwise, it was safe, quiet, and clean. "
AEI at The Mahana Kaanapali Resort

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (454)
"We loved the Villa we stayed in! Beautiful property. We really enjoyed the pool and how close it is to the ocean! Can't wait to come back. The whales were fun to see!"
The price is AU$1,317
includes taxes & fees
2 Apr - 3 Apr
The Westin Nanea Ocean Villas, Ka'anapali

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

Napili Sunset on the Beach

2.5 star property
9.2 out of 10, Wonderful, (629)
"A great location and beautiful beach location. Easy access to everything. Grounds well maintained."
The price is AU$458
includes taxes & fees
13 Mar - 14 Mar
Napili Sunset on the Beach

Maui Schooner Resort

3.5 star property
9.2 out of 10, Wonderful, (444)
"Love it!"
Maui Schooner Resort

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (326)
"We saw whales breaching everyday from our lanai. We enjoyed going to the beach and playing in the surf. It was convenient to grocery stores, shopping. It was a great experience. The staff was super nice and helpful. Would stay there again next year:)"
AEI at Kaanapali Shores

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (419)
"Great place to stay. "
Maui Sunset

Napili Village Hotel

3.0 star property
8.8 out of 10, Excellent, (65)
"This little oasis is for ppl that don’t mind a little dated bungalow but has all the amenities that you will need and location location location,plus staff is so amazing and helpful and enjoy you being with them truly!! Great stay we will return!!Great laundry and ironing facility.."
Napili Village Hotel

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very good, (1372)
"We have stayed at this property many timesover the past 40 years and look forward to coming back soon."
The price is AU$901
includes taxes & fees
25 Mar - 26 Mar
Aston at Papakea 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

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

OUTRIGGER Kaanapali Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1001)
"I loved how nice and approachable the staff was and how earthy the resort is. There is only one restaurant on the resort but that’s fine because a short five minute walk down the beach takes you to a ton of them. "
The price is AU$663
includes taxes & fees
10 Apr - 11 Apr
OUTRIGGER Kaanapali Beach Resort

Hilton Vacation Club Ka'anapali Beach Maui

4.0 star property
8.8 out of 10, Excellent, (1002)
"The regular staff at the property were very helpful and friendly. It’s in a beautiful area, right by the beach. We had a wonderful stay!"
The price is AU$639
includes taxes & fees
6 Apr - 7 Apr
Hilton Vacation Club Ka'anapali Beach Maui

The Ritz-Carlton Maui, Kapalua

5.0 star property
9.2 out of 10, Wonderful, (1002)
"Amazing hotel with amazing service! I left my jackets behind and they FedEx it back to me for free! Thank you."
The price is AU$1,958
includes taxes & fees
13 Mar - 14 Mar
The Ritz-Carlton Maui, Kapalua
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 are some of the best holiday rentals that Kaanapali Hillside has to offer?

Kapalua Golf Villas by KBM Resorts: This holiday home rental outside Kaanapali Hillside is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave. Kick off your shoes and enjoy yourself with a terrace and a garden.

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 Kaanapali Beach. Kaanapali Kai Course at Kaanapali Golf Resort and Kaanapali Golf Courses 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.