Kaanapali Vacation Rentals

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Check prices for these dates

Tonight
Dec 28 - Dec 29
Tomorrow
Dec 29 - Dec 30
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Kaanapali vacation rentals

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, (2887)
"Wonderful stay! "
United States
Quiauna
The price is ￥66,747
￥151,489 total
includes taxes & fees
Jan 26 - Jan 27, 2026
OUTRIGGER Honua Kai Resort & Spa
Exterior
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2523)
"We enjoyed the property "
United States
Therese
The price is ￥49,320
￥72,396 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Aston Maui Kaanapali Villas
Exterior
Aston Kaanapali Shores

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (3929)
"Loved the 2 pools and 2 hot tub, staff is great…thank you!"
United States
Candida
The price is ￥49,260
￥63,092 total
includes taxes & fees
Jan 17 - Jan 18, 2026
Aston Kaanapali Shores
Exterior
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, (329)
"Amazing resort second time being here will definitely be back next year "
United States
David
The price is ￥52,180
￥119,150 total
includes taxes & fees
Jan 28 - Jan 29, 2026
The Whaler Resort Kaanapali Beach
2 outdoor pools, cabanas (surcharge), pool umbrellas
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, (1127)
"Perfect stay"
United States
hao
The price is ￥76,250
￥90,516 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Westin Ka'anapali Ocean Resort Villas
3 outdoor pools, cabanas (surcharge), sun loungers
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)
"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 ￥78,755
￥93,492 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Studio | Property grounds
Whaler 518 Oceanview Studio Condo Condo by RedAwning

Whaler 518 Oceanview Studio Condo Condo by RedAwning

Whaler 518 Oceanview Studio Condo Condo by RedAwning
3.5 star property
Lahaina
The price is ￥61,217
￥176,458 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Whaler 518 Oceanview Studio Condo Condo by RedAwning
Pool
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

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, (106)
"The property management company was excellent and very responsive. "
Canada
Rajesh
The price is ￥22,233
￥126,048 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742
2 outdoor pools
Ka'anapali Shores 160

Ka'anapali Shores 160

Ka'anapali Shores 160
3.5 star property
Lahaina
The price is ￥152,504
￥228,011 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Ka'anapali Shores 160
Outdoor dining
Ocean View West Maui • Pool & Hot Tub

Ocean View West Maui • Pool & Hot Tub

Ocean View West Maui • Pool & Hot Tub
2.0 star property
Lahaina
The price is ￥31,157
￥90,960 total
includes taxes & fees
Dec 29 - Dec 30
Ocean View West Maui • Pool & Hot Tub
A heated pool
The Westin Nanea Ocean Villas (2BR)

The Westin Nanea Ocean Villas (2BR)

The Westin Nanea Ocean Villas (2BR)
Lahaina
The price is ￥121,185
￥136,433 total
includes taxes & fees
Jan 26 - Jan 27, 2026
The Westin Nanea Ocean Villas (2BR)
A heated pool
Marriott's Maui Ocean Club, Lāhainā (1BR)

Marriott's Maui Ocean Club, Lāhainā (1BR)

Marriott's Maui Ocean Club, Lāhainā (1BR)
Lahaina
The price is ￥89,088
￥101,548 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Marriott's Maui Ocean Club, Lāhainā (1BR)
On the beach
Ocean View steps from beach, dining, shopping 464

Ocean View steps from beach, dining, shopping 464

Ocean View steps from beach, dining, shopping 464
2.0 star property
Lahaina
The price is ￥84,391
￥190,876 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Ocean View steps from beach, dining, shopping 464
Pool
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

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, (101)
"Over all a great spot. Lication"
Canada
shelly k.
The price is ￥22,233
￥126,377 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
2 outdoor pools, cabanas (surcharge), pool umbrellas
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, (474)
"Spacious rooms and fun pools"
United States
Vanessa
The price is ￥97,574
￥115,832 total
includes taxes & fees
Jan 12 - Jan 13, 2026
The Westin Nanea Ocean Villas, Ka'anapali
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
8.8 out of 10, Excellent, (198)
"It was a great place to spend a vacation for the whole family. "
United States
Melanie
The price is ￥76,250
￥90,516 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Marriott's Maui Ocean Club - Lahaina & Napili Towers
Condo, 1 Bedroom | Aerial view
Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning

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
The price is ￥57,943
￥212,680 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning
A heated pool
Wonderful 2BR/ 2BA Oceanview Condo

Wonderful 2BR/ 2BA Oceanview Condo

Wonderful 2BR/ 2BA Oceanview Condo
Lahaina
9.2 out of 10, Wonderful, (129)
"Super clean!!Stocked with plenty essentials!Felt very comfortable there!!"
United States
Laura S.
The price is ￥61,845
￥154,373 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Wonderful 2BR/ 2BA Oceanview Condo
TV
Honua Kai Partial Ocean View Studio

Honua Kai Partial Ocean View Studio

Honua Kai Partial Ocean View Studio
2.0 star property
Lahaina
The price is ￥68,265
￥171,717 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Honua Kai Partial Ocean View Studio
A heated pool
REMODELLED, prime OCEAN VIEW at Maui's #1 Kaanapali beach J221

REMODELLED, prime OCEAN VIEW at Maui's #1 Kaanapali beach J221

REMODELLED, prime OCEAN VIEW at Maui's #1 Kaanapali beach J221
Kaanapali
10.0 out of 10, Exceptional, (65)
"Check-in was a very smooth and easy process. Room was very clean and had plenty of amenities. A very pleasant stay!"
United States
Ethan M.
The price is ￥23,368
￥72,598 total
includes taxes & fees
Jan 10 - Jan 11, 2026
REMODELLED, prime OCEAN VIEW at Maui's #1 Kaanapali beach J221
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

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent
"Absolute best place to stay on Maui. Such a calm atmosphere. Everyone so friendly. Rooms and grounds clean and well maintained. Updated. Close to whalers village. Maui Brewing Company so handy for any meal. Coffee shop with excellent banana bread. Convenient parking. Great views of sunset. Third stay here, will return. "
Michael Thomas 6-night trip
Posted 10 hours ago
OUTRIGGER Kaanapali Beach Resort

Find out more about Kaanapali

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

  • View our selection of featured holiday rentals in Kaanapali
  • Use the map to find apartments and other holiday homes in the Kaanapali neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kaanapali while they last

Look no further and take a look at our great range of rental properties in Kaanapali!

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?

Kapalua Golf Villas by KBM Resorts: Located near Kaanapali, this vacation home rental 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. Other favorite homes for rent in Kaanapali are #1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool and Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach.

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 Black Rock are a couple of lovely local spots to get outside and enjoy nature. Whalers Village 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.