A beach with clear turquoise water, people swimming and sunbathing, and palm trees.

Kaanapali Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Kaanapali vacation rentals

Garden

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,183 reviews)
"We were very happy with our stay."
United States
Joni
The price is CA $298
CA $396 total
includes taxes & fees
Jul 29 - Jul 30
Aston Kaanapali Shores
Suite, Multiple Beds, Garden View (2 Baths) | Garden view

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (433 reviews)
"Great location! We enjoyed being right by Whaler’s Village with all the restaurants and shops. It’s also close to Black Rock which is great for snorkeling. We will be coming back for future Maui trips."
United States
Julie
The price is CA $387
CA $972 total
includes taxes & fees
Aug 9 - Aug 10
The Whaler Resort Kaanapali Beach
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, (3,000 reviews)
"Staff was friendly. Very nice resort with multiple pools and beach access."
United States
Rashbeg
The price is CA $490
CA $1,230 total
includes taxes & fees
Aug 15 - Aug 16
OUTRIGGER Honua Kai Resort & Spa
View from property

Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
Lahaina
8.8 out of 10, Excellent, (215 reviews)
"Marriott always offers top notch accommodations. Lahaina was on the beach, near shopping and restaurants."
United States
Mary S
The price is CA $807
CA $958 total
includes taxes & fees
Jul 31 - Aug 1
Marriott's Maui Ocean Club - Lahaina & Napili Towers
Exterior

The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North
4.0 star property
Lahaina
8.4 out of 10, Very good, (53 reviews)
"Fantastic amenities for family fun!!!"
United States
Jackie R.
The price is CA $807
CA $958 total
includes taxes & fees
Jul 23 - Jul 24
The Westin Ka'anapali Ocean Resort Villas North
Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,588 reviews)
"Nice stay! snorkeling right on beach front from room,, reef"
United States
Adrian
The price is CA $339
CA $527 total
includes taxes & fees
Aug 15 - Aug 16
Aston Maui Kaanapali Villas
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, (1,144 reviews)
"Never a bad stay here!! "
United States
Michele
The price is CA $807
CA $958 total
includes taxes & fees
Jul 23 - Jul 24
The Westin Ka'anapali Ocean Resort Villas
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, (251 reviews)
"Great hotel and perfect location"
United States
Sevelina Georgieva
The price is CA $830
CA $985 total
includes taxes & fees
Jul 31 - Aug 1
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Penthouse, 2 Bedrooms, Oceanfront

Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Lahaina
9.2 out of 10, Wonderful, (1,550 reviews)
"Awesome place and location. Ocean view and wrap around balcony incredible. Very spacious for our family. Could not be happier!"
United States
Joseph C
The price is CA $380
CA $988 total
includes taxes & fees
Aug 6 - Aug 7
Aston at The Whaler on Kaanapali Beach
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, (513 reviews)
"Clean, comfortable property with lots of amenities on the water! Helpful concierge to book excursions. I would stay again!"
United States
Kathryn
The price is CA $987
CA $1,172 total
includes taxes & fees
Jul 31 - Aug 1
The Westin Nanea Ocean Villas, Ka'anapali
Pool

Aston Kaanapali Shores | Oceanfront Resort Amenities

Aston Kaanapali Shores | Oceanfront Resort Amenities
Kaanapali
The price is CA $350
CA $466 total
includes taxes & fees
Jul 19 - Jul 20
Aston Kaanapali Shores | Oceanfront Resort Amenities
Interior

Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!

Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!
Lahaina
10.0 out of 10, Exceptional, (201 reviews)
"Amazing stay. Short walk to multiple beaches, easy parking, stocked kitchen, roomier than expected, used chairs/umbrella/cooler everyday. Would definitely stay here again. "
United States
Daren
The price is CA $274
CA $889 total
includes taxes & fees
Aug 3 - Aug 4
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!
Condo, 1 Bedroom | Dining

Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning

Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning
3.5 star property
Lahaina
10.0 out of 10, Exceptional, (1 review)
"room was amazing best view with ocean front right out of your window turtles and whales right outside your window as well what a place def recommend just one thing needed for the ladies is more mirrors and a iron lol. "
United States
Louis Philip
The price is CA $311
CA $1,897 total
includes taxes & fees
Aug 1 - Aug 2
Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning
Outdoor dining

Kaanapali Family Vacation Home - Ocean Views - Walk to Beach - Sleeps 7

Kaanapali Family Vacation Home - Ocean Views - Walk to Beach - Sleeps 7
Lahaina
10.0 out of 10, Exceptional, (147 reviews)
"Perfect place just a short walk to the beach. Host was wonderful."
United States
Samuel
The price is CA $555
CA $1,304 total
includes taxes & fees
Aug 7 - Aug 8
Kaanapali Family Vacation Home - Ocean Views - Walk to Beach - Sleeps 7
On the beach

Perch - Oceanfront Tranquility: 1BR Condo w/ Views

Perch - Oceanfront Tranquility: 1BR Condo w/ Views
Lahaina
9.8 out of 10, Exceptional, (7 reviews)
"The view from the lanai was great."
United States
Cindy R.
The price is CA $252
CA $573 total
includes taxes & fees
Jul 26 - Jul 27
Perch - Oceanfront Tranquility: 1BR Condo w/ Views
Property grounds

Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
Lahaina
8.6 out of 10, Excellent, (107 reviews)
"Lovely room in a great location. Check in and check out were super easy, great amenities"
United States
Michaela F.
The price is CA $143
CA $1,087 total
includes taxes & fees
Aug 5 - Aug 6
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
Beach nearby

Panoramic Corner Ocean & Kaanapali Golf Views 1BR

Panoramic Corner Ocean & Kaanapali Golf Views 1BR
Kaanapali
9.6 out of 10, Exceptional, (77 reviews)
"Nice place, just what we were looking for. The place was just as described. Nice pool with bbq, games and hot tub nearby. A gym on the property. And the ocean, wow, just amazing!!! Check in was easy, even though we got in very late. Plenty of parking, friendly staff on the property. Clean comfortable unit with all the things we needed nearby. "
United States
Leslie H.
The price is CA $302
CA $880 total
includes taxes & fees
Jul 17 - Jul 18
Panoramic Corner Ocean & Kaanapali Golf Views 1BR
Property grounds

FANTASTIC OCEAN VIEW, LUSH GARDENS, QUIET REMODELED END UNIT, 2 KING BEDS, A/C

FANTASTIC OCEAN VIEW, LUSH GARDENS, QUIET REMODELED END UNIT, 2 KING BEDS, A/C
Lahaina
9.8 out of 10, Exceptional, (180 reviews)
"Great location.Easy check in process."
United States
Stephanie K.
The price is CA $378
CA $1,524 total
includes taxes & fees
Jul 18 - Jul 19
FANTASTIC OCEAN VIEW, LUSH GARDENS, QUIET REMODELED END UNIT, 2 KING BEDS, A/C
Studio | Property grounds

Kaanapali Shores Studio 642 Studio Bedroom Condo by RedAwning

Kaanapali Shores Studio 642 Studio Bedroom Condo by RedAwning
3.0 star property
Lahaina
6.0 out of 10, (5 reviews)
"Very nice property, safe and clean, pool area is lovely. "
United States
Cindy Jean
The price is CA $237
CA $1,739 total
includes taxes & fees
Aug 6 - Aug 7
Kaanapali Shores Studio 642 Studio Bedroom Condo by RedAwning
Outdoor pool, a heated pool

Honua Kai- Konea 608 Beautiful Ocean View, Large 2 bedroom on 6th floor

Honua Kai- Konea 608 Beautiful Ocean View, Large 2 bedroom on 6th floor
Lahaina
10.0 out of 10, Exceptional, (89 reviews)
"We had a great time and the layout was just what we needed. Everything was as advertised, hosts were very accommodating and helpful throughout our stay. "
United States
kelly d.
The price is CA $569
CA $1,332 total
includes taxes & fees
Jul 23 - Jul 24
Honua Kai- Konea 608 Beautiful Ocean View, Large 2 bedroom on 6th floor
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 Hotel Reviews

Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

10/10 Excellent
"We went for our honeymoon and had the best experience! The staff were amazing as well as the property/amenities. Would definitely go back!"
Rachel 7-night trip
Posted 3 hours ago
Hyatt Regency Maui Resort & Spa

Price trends for vacation rentals in Kaanapali

Less expensive
More expensive
Next month
August
March
CA $263
Month
Price
January
CA $401
February
CA $425
March
CA $446
April
CA $379
May
CA $328
June
CA $289
July
CA $312
August
CA $263
September
CA $273
October
CA $311
November
CA $310
December
CA $389
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Kaanapali. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Kaanapali

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Kaanapali. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Kaanapali?

Yes, we have vacation rentals near popular sights in Kaanapali, or you can choose a more secluded option if you want a relaxing place to stay. Tourists who visit Kaanapali speak highly of the array of shops and relaxing spas. Make sure to also enjoy the popular beaches and top-notch restaurants during your vacation.

What are some of the best vacation rentals that Kaanapali has to offer?

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool: This Kaanapali vacation home rental is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 11 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. Our travelers also rate Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach as a favorite home for rent in Kaanapali.

How many vacation rentals are there in Kaanapali?

With 25 Expedia vacation rentals, you're sure to find just the right place for your Kaanapali stay.

What can I see and do in Kaanapali?

Kaanapali Beach and Kahekili Beach are a couple of great spots to enjoy nature, whereas other top attractions include Whalers Village. Black Rock and Kaanapali Kai Course at Kaanapali Golf Resort are other places to visit while you're in town.

What are vacation rentals like in Kaanapali?

Vacation rentals are private properties you can stay in for several days or more in Kaanapali. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family trips.