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Kaanapali Vacation Rentals

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Vacation Rentals in Kaanapali

Honua Kai Resort & Spa

Honua Kai Resort & Spa

4 out of 5
130 Kai Malina Parkway, Lahaina, HI
The price is CA $452 per night from Nov 3 to Nov 4

Located in Lahaina, this beachfront condominium resort is in the historical district and within 3 mi (5 km) of Kahekili Beach, Whalers Village and Kaanapali ...

4.4/5Wonderful! (1,936 reviews)

"I loved how close it was to the beach however I felt that there was a lack of seating around the pool and the beach. I didn't understand why there were cabanas that you had to rent they should just have a couple of them for free. Other than that everything was amazing and the hotel was ..."…"

Reviewed on Jun. 14, 2020

Honua Kai Resort & Spa
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
The price is CA $232 per night from Oct 26 to Oct 27

Located in Lahaina, this beachfront condominium resort is in the historical district and within 3 mi (5 km) of Keka'a Beach, Kaanapali Beach and Whalers Village. ...

4.2/5Very Good! (2,406 reviews)

"Location is amazing. We rented the two bedrooms suit For 10 days which is an auspicious room with beautiful view, full kitchen and living/dining room. I highly recommend this hotel. A little bit pricy but worth the money."…"

Reviewed on Oct. 20, 2020

Aston Kaanapali Shores
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
45 Kai Ala Dr, Lahaina, HI
The price is CA $307 per night from Nov 22 to Nov 23

Located in Lahaina, this beachfront condominium resort is in the historical district and within 3 mi (5 km) of Kahekili Beach, Whalers Village and Kaanapali ...

4.3/5Excellent! (1,811 reviews)

"Large, comfortable room, good location, pleasant staff. Will definitely recommend to friends."…"

Reviewed on Mar. 17, 2020

Aston Maui Kaanapali Villas

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Kaanapali Alii

Kaanapali Alii

4 out of 5
50 Nohea Kai Dr, Lahaina, HI

Located in Lahaina, this beachfront condominium resort is next to a golf course and within a 5-minute walk of Kaanapali Beach and Whalers Village. Black Rock ...

4.7/5Exceptional! (516 reviews)

"We love staying at Kaanapali Alii because you have the same amazing on-beach experience as the hotels (Westin, Marriott, Hyatt, Sheraton) nearby, but with much larger rooms (luxury condos with kitchen and laundry). There are more streamlined amenities, but there is never a lack of things do to on ..."…"

Reviewed on Mar. 15, 2020

Kaanapali Alii
Kaanapali Beach Club Resort by Diamond Resorts

Kaanapali Beach Club Resort by Diamond Resorts

3.5 out of 5
104 Kaanapali Shores Pl, Lahaina, HI
The price is CA $514 per night from Oct 25 to Oct 26

This family-friendly Lahaina condominium resort is located near the airport, just steps away from Keka'a Beach and Kahekili Beach. Whalers Village and Black ...

4.2/5Very Good! (1,494 reviews)

"Close to a grocery store and walking distance from sandy( not rocky) beach. Great group of employees, Christina, Joyce, Juanita , Lady Ann to name a few associates who went above and beyond to assist us when we needed something."…"

Reviewed on Mar. 26, 2020

Kaanapali Beach Club Resort by Diamond Resorts
AEI at Kaanapali Shores

AEI at Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Road, Lahaina, HI

Situated by the ocean, this condominium resort is 0.1 mi (0.1 km) from Keka'a Beach and within 3 miles (5 km) of Kaanapali Beach and Whalers Village. Black Rock ...

4.2/5Excellent! (139 reviews)

"Beautiful landscaping, friendly accommodating staff, beautiful amenities, and very clean!"…"

Reviewed on Feb. 25, 2020

AEI at Kaanapali Shores
The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas

4 out of 5
6 Kai Ala Dr, Lahaina, HI
The price is CA $479 per night from Nov 6 to Nov 7

Located in Lahaina, this beachfront condominium resort is on the boardwalk and within 1 mi (2 km) of Kaanapali Beach, Black Rock and Whalers Village. Napili ...

4.4/5Excellent! (1,150 reviews)

"It was excellent Facilities were great Beach was beautiful"…"

Reviewed on Oct. 21, 2020

The Westin Ka'anapali Ocean Resort Villas
Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers

4 out of 5
100 Nohea Kai Drive, Lahaina, HI
The price is CA $467 per night from Nov 6 to Nov 7

Offering direct access to the beach, this Lahaina condominium resort is next to a golf course and within a 10-minute walk of Kaanapali Beach and Whalers Village. ...

4.3/5Excellent! (136 reviews)

"Very clean rooms. Lots of pools and plenty of activities for the kids."…"

Reviewed on Jan. 25, 2020

Marriott's Maui Ocean Club - Lahaina & Napili Towers
The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali

4 out of 5
45 Kai Malina Pkwy, Lahaina, HI
The price is CA $524 per night from Nov 21 to Nov 22

Located in Lahaina, this beachfront condominium resort is on the boardwalk and within 2 mi (3 km) of Honokowai Beach Park, Kaanapali Beach and Whalers Village. ...

4.6/5Exceptional! (339 reviews)

"This was our second stay at the resort and we had a fantastic time, as we did for our first stay. The room was spacious, had a kitchen and we lucked out with a fantastic view of the ocean. The staff was very friendly and helpful. The pool, both the larger and the kids' pool was great for when we ..."…"

Reviewed on Apr. 8, 2020

The Westin Nanea Ocean Villas, Ka'anapali
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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.

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.

Frequently asked questions

Are there vacation rentals in Kaanapali?
Yes, we have vacation rentals where you’ll be only 14.3 mi (23.1 km) from Maui Ocean Center, providing a more secluded option if you want peace and quiet. 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 can I see and do in Kaanapali?
Kaanapali Beach and Black Rock are a couple of scenic spots to enjoy the outdoors, whereas Whalers Village Museum is one of the cultural attractions. Other popular places to visit in the area include Whalers Village and Lahaina Harbor.
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.

Other types of properties in Kaanapali you may be interested in

Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

4 out of 5
200 Nohea Kai Dr, Lahaina, HI
Free cancellationReserve now, pay when you stay
The price is CA $511 per night from Oct 30 to Oct 31
Hyatt Regency Maui Resort & Spa
Royal Lahaina Resort

Royal Lahaina Resort

3.5 out of 5
2780 Kekaa Dr, Lahaina, HI
Free cancellationReserve now, pay when you stay
The price is CA $314 per night from Oct 30 to Oct 31
Royal Lahaina Resort
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.