Kaanapali Vacation Rentals

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Our top choices for Kaanapali vacation rentals

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (414 reviews)
"We love staying at The Whaler Resort! I like that it’s right next to all the shops and restaurants at Whaler Village. It’s a really nice combination of hotel amenities and condo living. The staff is super friendly and the property is very well maintained. We’ll definitely be staying here again."
United States
Dustin
The price is CA $426
CA $1,015 total
includes taxes & fees
Jun 8 - Jun 9
The Whaler Resort Kaanapali Beach

Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742
Lahaina
8.8 out of 10, Excellent, (111 reviews)
"Beautiful view! Had everything that we needed. Great location! Would love to come back and stay there again"
United States
Kelly C.
The price is CA $128
CA $1,058 total
includes taxes & fees
Jun 8 - Jun 9
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

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, (106 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 $128
CA $1,058 total
includes taxes & fees
Jun 27 - Jun 28
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422

Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422
Lahaina
7.8 out of 10, Good, (87 reviews)
"Fun time. Enjoyed unit. "
United States
Doug B.
The price is CA $128
CA $1,079 total
includes taxes & fees
Jun 8 - Jun 9
Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422

Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access
lahaina
9.6 out of 10, Exceptional, (19 reviews)
"It was a great resort We will be back for sure"
United States
Gregory M.
The price is CA $128
CA $1,058 total
includes taxes & fees
Jun 25 - Jun 26
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

Wake Up Over The Ocean at Maui Kai 904 - Your Quiet Kaanapali Oceanfront Escape.

Wake Up Over The Ocean at Maui Kai 904 - Your Quiet Kaanapali Oceanfront Escape.
Lahaina
9.8 out of 10, Exceptional, (147 reviews)
"Perfect location. Beautiful views. Had any supplies you might need to sleep go to the beach bathe relax. Not one negative to say or encountered. "
United States
robert w.
Wake Up Over The Ocean at Maui Kai 904 - Your Quiet Kaanapali Oceanfront Escape.

Kaanapali Shores 734 North Facing Ocean View

Kaanapali Shores 734 North Facing Ocean View
Lahaina
9.0 out of 10, Wonderful, (17 reviews)
"Location was good. It was about a 8 minute walk to the Kaanapali boardwalk and beach - which is absolutely beautiful! Beach at resort was not really usable. This is a north facing unit and didn’t receive any sun during our stay but it does have an ocean view which is nice! This is an old building and unit. The unit has been mostly renovated, but some areas are original (doors, ceilings, baseboards, ect.) There were a couple of items in the unit that did not work but they were replaced after...
Canada
Suzanne
The price is CA $166
CA $707 total
includes taxes & fees
Jun 13 - Jun 14
Kaanapali Shores 734 North Facing Ocean View

BeachFront: MauiKai - WestMaui, Hawaii

BeachFront: MauiKai - WestMaui, Hawaii
Lahaina
9.2 out of 10, Wonderful, (44 reviews)
"Great location!"
United States
Ethan B.
The price is CA $146
CA $603 total
includes taxes & fees
Jun 29 - Jun 30
BeachFront: MauiKai - WestMaui, Hawaii

Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Jacuzzi, Gr Floor Convenience

Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Jacuzzi, Gr Floor Convenience
Kaanapali
10.0 out of 10, Exceptional, (37 reviews)
"Everything was great. We had an excellent time. "
United States
Michael M.
The price is CA $219
CA $661 total
includes taxes & fees
Jun 25 - Jun 26
Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Jacuzzi, Gr Floor Convenience

Kaanapali Shores 432 Studio Condo Condo

Kaanapali Shores 432 Studio Condo Condo
3.0 star property
lahaina
The price is CA $206
CA $1,674 total
includes taxes & fees
Jun 24 - Jun 25
Kaanapali Shores 432 Studio Condo Condo

Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining

Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining
Lahaina
9.6 out of 10, Exceptional, (72 reviews)
"Great view very clean great bed "
United States
Tiffany
The price is CA $293
CA $1,291 total
includes taxes & fees
Jun 23 - Jun 24
Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining

Summertime Special Prices!! Book Now!

Summertime Special Prices!! Book Now!
Lahaina
10.0 out of 10, Exceptional, (166 reviews)
"Great stay. Kitchen fully equipped. The resort was quite and relaxing. A short walk to kanapalli beach where there is excellent snorkeling. The cabana was great with chairs and towels if needed. Whalers village a short walk away. Would definitely stay here again."
Canada
Darren
The price is CA $245
CA $846 total
includes taxes & fees
Jun 8 - Jun 9
Summertime Special Prices!! Book Now!

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, (198 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 $272
CA $873 total
includes taxes & fees
Jul 6 - Jul 7
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!

🏝️Family Vacation Home! Perfect for Couples! Ocean-Golf-Pool Views! Host by Owner

🏝️Family Vacation Home! Perfect for Couples! Ocean-Golf-Pool Views! Host by Owner
Lahaina
10.0 out of 10, Exceptional, (146 reviews)
"Perfect place just a short walk to the beach. Host was wonderful."
United States
Samuel
The price is CA $569
CA $1,226 total
includes taxes & fees
Jun 9 - Jun 10
🏝️Family Vacation Home! Perfect for Couples! Ocean-Golf-Pool Views! Host by Owner

Oceanfront Maui Kai|1BR/1BA|Enclosed Lanai|Panoramic Views|A/C|

Oceanfront Maui Kai|1BR/1BA|Enclosed Lanai|Panoramic Views|A/C|
Lahaina
9.4 out of 10, Exceptional, (28 reviews)
"I've stayed at the Maui Kai many times, each time in a different room, and this room was just as excellent. Well-appointed and comfortable, and can't beat the view. Would happily stay here again."
United States
Bill F.
The price is CA $238
CA $1,234 total
includes taxes & fees
Jun 8 - Jun 9
Oceanfront Maui Kai|1BR/1BA|Enclosed Lanai|Panoramic Views|A/C|

Oceanfront Corner Unit Maui Kai 908- Huge Lanai Views, A/C, Pool

Oceanfront Corner Unit Maui Kai 908- Huge Lanai Views, A/C, Pool
Lahaina
9.6 out of 10, Exceptional, (59 reviews)
"Adjusting your check out time is helpful. 10:00 is early! "
United States
Barbara E.
The price is CA $259
CA $1,263 total
includes taxes & fees
Jun 8 - Jun 9
Oceanfront Corner Unit Maui Kai 908- Huge Lanai Views, A/C, Pool

Maui Eldorado! Relax at Beach Cabana, 3 Pools, Snorkel Black Rock, and Golf

Maui Eldorado! Relax at Beach Cabana, 3 Pools, Snorkel Black Rock, and Golf
Kaanapali
10.0 out of 10, Exceptional, (117 reviews)
"The host was amazing with great communications! This unit was perfect! We had a great time. "
United States
Karen K.
The price is CA $279
CA $736 total
includes taxes & fees
Jul 7 - Jul 8
Maui Eldorado! Relax at Beach Cabana, 3 Pools, Snorkel Black Rock, and Golf

The best spot for whale watching!

The best spot for whale watching!
Lahaina
9.8 out of 10, Exceptional, (148 reviews)
"The view is amazing! "
United States
Alyssa F.
The price is CA $189
CA $569 total
includes taxes & fees
Jun 8 - Jun 9
The best spot for whale watching!

New! Maui Eldorado J121, Amazing Ocean View , #1 Kaanapali Beach, Prime Location

New! Maui Eldorado J121, Amazing Ocean View , #1 Kaanapali Beach, Prime Location
Lahaina
10.0 out of 10, Exceptional, (56 reviews)
"Great experience, we had a fantastic time staying here."
United States
David B.
The price is CA $282
CA $782 total
includes taxes & fees
Jun 8 - Jun 9
New! Maui Eldorado J121, Amazing Ocean View , #1 Kaanapali Beach, Prime Location

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 $203
CA $1,669 total
includes taxes & fees
Jun 27 - Jun 28
Kaanapali Shores Studio 642 Studio 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 Hotel Reviews

Price trends for vacation rentals in Kaanapali

Less expensive
More expensive
This month
Next month
August
March
CA $289
CA $312
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.

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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. Other favorite homes for rent in Kaanapali are Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach and Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH.

How many vacation rentals are there in Kaanapali?

With 26 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.