Kaanapali Hillside Vacation 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

Vacation Rentals in Kaanapali Hillside

Aston Kaanapali Shores
Exterior

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3411)
"Rooms are spacious and everything is good! Nice breeze from the beach!"
The price is P20,886
P26,354 total
includes taxes & fees
Feb 3 - Feb 4
Aston Kaanapali Shores
OUTRIGGER Honua Kai Resort & Spa
4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2660)
"service was awsome and the locals where super nice"
The price is P24,394
P59,590 total
includes taxes & fees
Jan 22 - Jan 23
OUTRIGGER Honua Kai Resort & Spa
Kahana Falls Maui by VRI Americas
Outdoor pool, sun loungers

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very Good, (826)
"Hands down best lodging west maui!"
Kahana Falls Maui by VRI Americas
Napili Shores Maui by OUTRIGGER
On the beach

Napili Shores Maui by OUTRIGGER

3.0 star property
8.8 out of 10, Excellent, (1545)
"From the moment we arrived at Napili Shores Resort By Outrigger, we had a pleasant first impression. While the exterior may have an older charm, it is impeccably clean and well-maintained, which immediately puts you at ease. Upon entering our room, we were pleasantly surprised by its spaciousness and modern amenities. The kitchen was fully equipped with everything we needed to feel right at home, including a traditional coffee maker that brewed a perfect cup to start our day. The bed was...
Napili Shores Maui by OUTRIGGER
Kaanapali Alii
3 outdoor pools, sun loungers

Kaanapali Alii

4.0 star property
9.6 out of 10, Exceptional, (846)
"We stayed in the ocean front room. Perfect view!!! I loved the hotel. Only downside was that there were no restaurants, bars or gift shop on site. "
Kaanapali Alii
Royal Kahana Maui by OUTRIGGER
Terrace/patio

Royal Kahana Maui by OUTRIGGER

3.0 star property
8.0 out of 10, Very Good, (1323)
"The room was well designed with a great view of the ocean. It had cooking facility and excellent for a linger stay. The rooms have mirrors which helps with light view and makes the room bigger. The rooms also had a washer dryer and together made our stay comfortable and enjoyable"
The price is P18,580
P44,085 total
includes taxes & fees
Feb 2 - Feb 3
Royal Kahana Maui by OUTRIGGER
Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2320)
"Great place for family stay"
Aston Maui Kaanapali Villas
Aston Mahana at Kaanapali
Outdoor pool

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1595)
"Good location, easy access to neighboring properties for breakfast. Very tropical entrance and ocean view with lots of sea life to see. Turtles daily, dolphins swam by daily at 3:45 pm and whales blowing spouts of water in the morning hours, even seen a sea lion swim by one day. Listen to the ocean waves when going to sleep and waking up. Staff was very helpful."
Aston Mahana at Kaanapali
Maui Beach Vacation Club
Living area

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very Good, (709)
"We stayed in the Maui Suite which is in the front. It has great veiws(saw whales off the deck). The only downside is it is very noisy and you have to keep the windows open because there is no A/C. "
Maui Beach Vacation Club
Kapalua Villas Maui
In-room safe, individually decorated, individually furnished

Kapalua Villas Maui

4.0 star property
8.8 out of 10, Excellent, (916)
"Great place to stay "
The price is P20,232
P55,196 total
includes taxes & fees
Feb 4 - Feb 5
Kapalua Villas Maui
The Whaler Resort Kaanapali Beach
Exterior

The Whaler Resort Kaanapali Beach

4.0 star property
9.4 out of 10, Exceptional, (127)
"We were upgraded to an oceanfront room, phenomenal view. Right next to the Whalers village, many dining options."
The Whaler Resort Kaanapali Beach
Sugar Beach Resort
Outdoor pool

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1034)
"No shampoo or conditioner in the room , was instructed to make a cal to speak to headquarters for such a simple thing ."
Sugar Beach Resort
Kahana Beach Vacation Club
Living area

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very Good, (630)
"Loved all of it. Staff was a mazing. 5 star all the way. "
Kahana Beach Vacation Club
Napili Sunset on the Beach
Sundeck

Napili Sunset on the Beach

2.5 star property
9.2 out of 10, Wonderful, (612)
"We had the best time here. The property is right on the beach and has everything you need to be comfortable. It has a kitchenette, comfortable beds, AC, patios and a swimming pool. It’s also right next door to the cutest coffee shop (Island Vibes) and snorkel shop. Everything you need. Also walking distance to the Gazebo restaurant. Napili bay is calm and we saw sea turtles at the black rock point. Fantastic spot, family friendly, we will be back! "
The price is P13,276
P15,661 total
includes taxes & fees
Jan 7 - Jan 8
Napili Sunset on the Beach
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, (1090)
"proximity to the beach and enjoyable for the entire family"
The price is P28,799
P33,971 total
includes taxes & fees
Jan 11 - Jan 12
The Westin Ka'anapali Ocean Resort Villas
Aston at The Whaler on Kaanapali Beach
Outdoor pool, open 8:00 AM to 10:00 PM, cabanas (surcharge)

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1453)
"This property is beautifully maintained with golf-course-like grass and colorful flowers. The receptionists are all warm and helpful. Location is very conveniently situated between Whaler villages and other beaches. The bathroom shower ceiling was opened and revealed the dusty vents which was not a site I wanted to see but nonetheless the room was clean and tidy! "
Aston at The Whaler on Kaanapali Beach
Maui Sunset
View from property

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (410)
"The Maui Sunset rental was fantastic. It is very family oriented, clean and the location is very convenient. It is very close to any dining you require and within minutes of grocery options. I would recommend the Maui Sunset to every family member and friends and I will be visiting it again for future trips. "
Maui Sunset
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, (832)
"Very quite. Close to the beach. Huge rooms"
The price is P17,358
P44,157 total
includes taxes & fees
Jan 20 - Jan 21
Kaanapali Maui at the Eldorado by OUTRIGGER
Aston at Papakea Resort
2 outdoor pools

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very Good, (1360)
"We liked to sit on the bench near the sea wall and watch the waves. The linai had an awesome view."
Aston at Papakea Resort
Sands of Kahana
Outdoor pool

Sands of Kahana

3.0 star property
8.2 out of 10, Very Good, (421)
"Rooms are very spacious and have great view. "
Sands of Kahana
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

Hyatt Regency Maui Resort & Spa
6 outdoor pools, cabanas (surcharge), pool umbrellas

Hyatt Regency Maui Resort & Spa

4.0 star property
9.2 out of 10, Wonderful, (1013)
"A very nice resort. Loved it. Quiet, clean, with many amenities. The location is great. Will definitely return!! "
The price is P28,333
P36,511 total
includes taxes & fees
Feb 1 - Feb 2
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, (1013)
"Had a really great experience at this hotel. Staff were friendly and accommodating, room was great, and hotel is in a great location. Would definitely come back here!"
The price is P17,966
P24,281 total
includes taxes & fees
Feb 3 - Feb 4
OUTRIGGER Kaanapali Beach Resort
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, (657)
"Excellent hotel in an excellent location. Plenty of dining and shopping nearby. Staff are friendly and helpful. Plenty of nice pools on site including adults only section. We will be back!"
The price is P32,231
P41,383 total
includes taxes & fees
Jan 6 - Jan 7
The Westin Maui Resort & Spa, Ka'anapali
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 vacation rental in Kaanapali Hillside?

Yes, we have vacation rentals near well known sights in Kaanapali Hillside, or you can select a more secluded option if you want a relaxing place to 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 larger area.

What’s a vacation rental in Kaanapali Hillside like?

A vacation rental is a private property you can book for a long or short time in Kaanapali Hillside. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a small group gathering.