Kaanapali Hillside Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Kaanapali Hillside vacation rentals

2 outdoor pools
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,534 reviews)
"Exceptional staff, clean rooms and resort. Great location. "
Canada
Travis
The price is P21,604
P30,882 total
includes taxes & fees
Jan 11 - Jan 12
Aston Maui Kaanapali Villas
Property amenity
Aston Kaanapali Shores

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (3,940 reviews)
"Good resort"
United States
Sumit
The price is P18,882
P24,160 total
includes taxes & fees
Jan 11 - Jan 12
Aston Kaanapali Shores
4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.0 star property
Lahaina
8.8 out of 10, Excellent, (2,898 reviews)
"Wonderful stay! "
United States
Quiauna
The price is P25,807
P57,951 total
includes taxes & fees
Jan 11 - Jan 12
OUTRIGGER Honua Kai Resort & Spa
Property grounds
The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Lahaina
8.6 out of 10, Excellent, (1,129 reviews)
"Perfect stay"
United States
hao
The price is P28,826
P34,219 total
includes taxes & fees
Jan 16 - Jan 17
The Westin Ka'anapali Ocean Resort Villas
In-room safe, iron/ironing board, free WiFi, bed sheets
Napili Sunset on the Beach

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (647 reviews)
"Location was excellent"
United States
Polly
The price is P16,642
P19,757 total
includes taxes & fees
Jan 13 - Jan 14
Napili Sunset on the Beach
Garden view
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (336 reviews)
"Great location and great views of beach"
United States
VenkataRamadas
The price is P29,049
P56,111 total
includes taxes & fees
Feb 10 - Feb 11
The Whaler Resort Kaanapali Beach
Beach nearby, white sand, beach towels
Napili Village Hotel

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (151 reviews)
"Exactly what we were looking for! Close walking distance to beach and dining!"
United States
Tessa
The price is P15,285
P18,145 total
includes taxes & fees
Jan 25 - Jan 26
Napili Village Hotel
Exterior
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
Lahaina
8.4 out of 10, Very Good, (237 reviews)
"Room was clean. Hotel staff were pleasant and competent. Construction was a little inconvenient noise and no carpeting by elevators was weird."
United States
Ron
The price is P29,773
P35,344 total
includes taxes & fees
Jan 23 - Jan 24
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Exterior
Timeshare Oceanview Studio in Maui

Timeshare Oceanview Studio in Maui

Timeshare Oceanview Studio in Maui
3.0 star property
Lahaina
8.4 out of 10, Very Good, (8 reviews)
"Room was perfect, staff extremely friendly and views were amazing!"
United States
Elizabeth
The price is P10,012
P23,426 total
includes taxes & fees
Jan 16 - Jan 17
Timeshare Oceanview Studio in Maui
Beach
Napili Shores D229 Studio Bedroom Condo by RedAwning

Napili Shores D229 Studio Bedroom Condo by RedAwning

Napili Shores D229 Studio Bedroom Condo by RedAwning
3.5 star property
Lahaina
8.0 out of 10, Very Good, (1 review)
The price is P16,586
P88,145 total
includes taxes & fees
Jan 30 - Jan 31
Napili Shores D229 Studio Bedroom Condo by RedAwning
Aerial view
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
9.4 out of 10, Exceptional, (3 reviews)
"Clean room and staff is super friendly. Would stay here again "
United States
Rene
The price is P27,648
P35,963 total
includes taxes & fees
Jan 26 - Jan 27
Royal Lahaina Bungalows & Spa
BBQ/picnic area
Kuleana Club - 509

Kuleana Club - 509

Kuleana Club - 509
3.0 star property
Lahaina
Kuleana Club - 509
On the beach
Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (1,731 reviews)
"We really enjoyed the location for our 2nd stay at Napili Shores. "
United States
Mikael Christopher
The price is P21,841
P25,928 total
includes taxes & fees
Jan 11 - Jan 12
Napili Shores Maui by OUTRIGGER
Exterior
The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (481 reviews)
"Wonderful place to stay. "
United States
Sharon Lynn
The price is P36,887
P43,790 total
includes taxes & fees
Jan 23 - Jan 24
The Westin Nanea Ocean Villas, Ka'anapali
Living area
2BR/2BA Oceanfront Condo in Maui Sunset

2BR/2BA Oceanfront Condo in Maui Sunset

2BR/2BA Oceanfront Condo in Maui Sunset
3.5 star property
Central Kihei
The price is P20,717
P41,403 total
includes taxes & fees
Jan 12 - Jan 13
2BR/2BA Oceanfront Condo in Maui Sunset
View from property
Oceanfront Maui Condo

Oceanfront Maui Condo

Oceanfront Maui Condo
2.0 star property
Lainaina
The price is P22,788
P47,430 total
includes taxes & fees
Jan 11 - Jan 12
Oceanfront Maui Condo
Terrace/patio
Kahana Reef 210

Kahana Reef 210

Kahana Reef 210
2.0 star property
Lahaina
Kahana Reef 210
3 outdoor pools, cabanas (surcharge), sun loungers
Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
Lahaina
8.6 out of 10, Excellent, (199 reviews)
"It was a great place to spend a vacation for the whole family. "
United States
Melanie
The price is P28,826
P34,219 total
includes taxes & fees
Jan 24 - Jan 25
Marriott's Maui Ocean Club - Lahaina & Napili Towers
Outdoor pool
Hale Mahina B304

Hale Mahina B304

Hale Mahina B304
2.0 star property
Lahaina
The price is P59,131
P70,195 total
includes taxes & fees
Jan 11 - Jan 12
Hale Mahina B304
Outdoor dining
Sands Of Kahana 282 2 Bedroom Condo by RedAwning

Sands Of Kahana 282 2 Bedroom Condo by RedAwning

Sands Of Kahana 282 2 Bedroom Condo by RedAwning
4.5 star property
Lahaina
The price is P37,790
P132,111 total
includes taxes & fees
Jan 11 - Jan 12
Sands Of Kahana 282 2 Bedroom Condo by RedAwning
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

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

10/10 Excellent
"Great room, great service, great location! "
John 5-night trip
Posted 1 day ago
The Whaler Resort Kaanapali Beach

Find out more about Kaanapali Hillside

Search for holiday rentals in Kaanapali Hillside on Expedia! You can easily find your home rentals, villas, holiday apartments in Kaanapali Hillside using one of the methods below:

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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 are some of the best vacation home rentals in Kaanapali Hillside?

Kapalua Golf Villas by KBM Resorts: Visitors like this Kaanapali Hillside vacation home rental. It is located on the beach and has an outdoor pool, a balcony, and a barbecue grill 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. Whalers Village 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.