Kaanapali Hillside Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Kaanapali Hillside vacation rentals

Beach nearby, white sand, beach towels

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (181 reviews)
"Always stay here when we come to Napili. Rooms are the best bang for your buck on the island and the place is always spotless. Grounds are beautiful with amazing plants and the staff is always friendly."
United States
David
The price is ₩395,672
₩469,710 total
includes taxes & fees
May 8 - May 9
Napili Village Hotel
Classic Condo, 1 Bedroom, Lanai, Ocean View | Lanai

Kuleana Club - 712

Kuleana Club - 712
3.5 star property
Lahaina
The price is ₩512,665
₩915,528 total
includes taxes & fees
May 22 - May 23
Kuleana Club - 712
Condo, 1 Bedroom | Property grounds

Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning

Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning
3.5 star property
Lahaina
The price is ₩374,265
₩2,061,349 total
includes taxes & fees
May 4 - May 5
Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning
Garden

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,082 reviews)
"Nice and safe place to stay"
United States
Kristen
The price is ₩491,536
₩627,181 total
includes taxes & fees
May 29 - May 30
Aston Kaanapali Shores
On the beach

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,792 reviews)
"Super clean room with fantastic view of the sea. Short walk to Napili beach. Great breakfast at the Gazebo restaurant "
United States
Mark
The price is ₩380,047
₩451,160 total
includes taxes & fees
May 8 - May 9
Napili Shores Maui by OUTRIGGER
Beachfront Two Bedrooms | In-room safe, iron/ironing board, free WiFi, bed sheets

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (654 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is ₩413,697
₩491,119 total
includes taxes & fees
May 4 - May 5
Napili Sunset on the Beach
2 outdoor pools

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,563 reviews)
"Great location for beach lovers and family vacation. "
United States
meryem
The price is ₩473,992
₩693,666 total
includes taxes & fees
May 8 - May 9
Aston Maui Kaanapali Villas
Suite, Multiple Beds, Garden View (2 Baths) | Garden view

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (392 reviews)
"Great staff, clean room, felt at home"
Canada
Matthew
The price is ₩449,347
₩1,071,019 total
includes taxes & fees
May 27 - May 28
The Whaler Resort Kaanapali Beach
Property grounds

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, (1,135 reviews)
"Never a bad stay here!! "
United States
Michele
The price is ₩669,460
₩794,730 total
includes taxes & fees
May 8 - May 9
The Westin Ka'anapali Ocean Resort Villas
Aerial view

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
8.6 out of 10, Excellent, (14 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is ₩588,536
₩776,762 total
includes taxes & fees
May 14 - May 15
Royal Lahaina Bungalows & Spa
Apartment (1 Bedroom) | Interior

Stunning South Maui Condo w/ Lanai by Beach!

Stunning South Maui Condo w/ Lanai by Beach!
3.5 star property
North Kihei
The price is ₩184,678
₩581,720 total
includes taxes & fees
May 19 - May 20
Stunning South Maui Condo w/ Lanai by Beach!
Apartment, Private Bathroom | View from property

Oceanfront Maui Condo

Oceanfront Maui Condo
2.0 star property
Lainaina
The price is ₩333,010
₩903,944 total
includes taxes & fees
May 18 - May 19
Oceanfront Maui Condo
Studio | Beach | On the beach

Whaler 518 Oceanview Studio Condo Condo by RedAwning

Whaler 518 Oceanview Studio Condo Condo by RedAwning
3.5 star property
Lahaina
The price is ₩434,007
₩2,142,121 total
includes taxes & fees
May 3 - May 4
Whaler 518 Oceanview Studio Condo Condo by RedAwning
View from property

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, (247 reviews)
"Great hotel and perfect location"
United States
Sevelina Georgieva
The price is ₩693,001
₩822,676 total
includes taxes & fees
May 15 - May 16
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (2,958 reviews)
"Every thing about this resort was excellent"
United States
WILLIAM
The price is ₩519,971
₩1,401,065 total
includes taxes & fees
May 15 - May 16
OUTRIGGER Honua Kai Resort & Spa
Family Apartment, 2 Bedrooms, 2 Bathrooms, Ocean View (1015) | Living area | 50-inch TV with digital channels

2BR/2BA Oceanfront Condo in Maui Sunset

2BR/2BA Oceanfront Condo in Maui Sunset
3.5 star property
Central Kihei
8.0 out of 10, Very Good, (1 review)
The price is ₩499,368
₩1,012,397 total
includes taxes & fees
May 3 - May 4
2BR/2BA Oceanfront Condo in Maui Sunset
Classic Condo, 1 Bedroom, Lanai, Ocean View | Lanai

Kuleana Club - 315

Kuleana Club - 315
3.5 star property
Lahaina
The price is ₩406,881
₩789,946 total
includes taxes & fees
May 29 - May 30
Kuleana Club - 315
Outdoor pool

Maui Kaanapali Villas Resort by KBM

Maui Kaanapali Villas Resort by KBM
4.0 star property
Kaanapali
The price is ₩880,632
₩1,627,519 total
includes taxes & fees
May 21 - May 22
Maui Kaanapali Villas Resort by KBM
Exterior

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, (495 reviews)
"Clean room and easy access to the beach"
United States
Wonseok
The price is ₩763,920
₩906,864 total
includes taxes & fees
May 15 - May 16
The Westin Nanea Ocean Villas, Ka'anapali
Condo, 2 Bedrooms | Property grounds

Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Kaanapali Shores #159 2 Bedroom Condo by RedAwning
3.5 star property
Lahaina
The price is ₩493,178
₩1,694,954 total
includes taxes & fees
May 4 - May 5
Kaanapali Shores #159 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 Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali

10/10 Excellent
"Great access to snorkeling beach. Lots of lounges. Rooms are nice but sound proofing could be better. Staff was friendly and responsive. Lots of biting bugs but that’s due to recent flooding. Would recommend. "
Anna 7-night trip
Posted 2 hours ago
The Westin Nanea Ocean Villas, Ka'anapali

Find out more about Kaanapali Hillside

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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 Resort by KBM: You might want to consider this vacation home rental near Kaanapali Hillside, which 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 Kahekili Beach 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.