Maalaea Holiday Rentals

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Holiday Rentals in Maalaea

REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
9.6 out of 10, Exceptional, 92 reviews
"Barbs condo was absolutely perfect! Great location- we were able to walk to the harbor with shops and restaurants. Central location to easily access all parts of Maui. Condo was super clean and well equipped. Barb has everything you need to make you feel at home. Beach chairs, umbrellas, bamboo beach mats, towels, toys, a couple pairs of snorkel gear We would definitely stay here again!.."
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm
9.6 out of 10, Exceptional, 96 reviews
"The view was stunning, location centrally located to all activities. I would highly recommend this property"
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, 3,056 reviews
"Workers very friendly. Front desk very accommodating Bar area and tenders were great! Drinks and apps amazing. Pool by beach was basic. Stayed in a 2 bd/2 ba room. It was clean but older/dated. Carpet could probably use to be replaced - clean but old. Great location by stores and a few restaurants. "
The price is NZ$463
per night
20 Jun - 21 Jun
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, 2,172 reviews
"We came here for our honeymoon and loved we came back in three years to celebrate our Anniversary. Everyone is so kind, the room is super clean and so comfortable. Will be coming back! "
The price is NZ$530
per night
19 Jun - 20 Jun
Aston Maui Kaanapali Villas
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, 1,492 reviews
"Loved everything about our stay at the hotel. Made it very comfortable "
Aston Mahana at Kaanapali
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, 2,545 reviews
"One of the most beautiful places I have stayed at so far! The vibrant views, friendly people, and proximity of restaurants and shops!"
The price is NZ$1,494
per night
29 Jun - 30 Jun
OUTRIGGER Honua Kai Resort & Spa
Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very good, 627 reviews
"Great staff, great room. We will stay here again"
Maui Beach Vacation Club
The Whaler Resort Kaanapali Beach
4.0 star property
9.4 out of 10, Exceptional, 34 reviews
"Property is wonderful our unit was nice but needed to be refreshed"
The Whaler Resort Kaanapali Beach
Sugar Beach Resort
3.0 star property
8.6 out of 10, Excellent, 986 reviews
"decent place to stay"
Sugar Beach Resort
Napili Shores Maui by OUTRIGGER
3.0 star property
8.8 out of 10, Excellent, 1,487 reviews
"Great condo. Roomy, comfortable and everything you need in the kitchen. Located on beach. Restaurants were great as well"
Napili Shores Maui by OUTRIGGER
Castle Napili Surf Beach Resort
3.5 star property
9.8 out of 10, Exceptional, 16 reviews
"Loved the beach view and nice quiet location. Beach isn’t really walkable and can’t really surf here. Snorkeling and swimming are pretty good. Great restaurants near by, but not part of this property. Overall good choice and good value. "
Castle Napili Surf Beach Resort
Kaanapali Alii
4.0 star property
9.4 out of 10, Exceptional, 794 reviews
"Greta location and close to many things. Hotel was amazing, the staff were great, had many amenities. Highly recommend and will be back "
Kaanapali Alii
Aston at Papakea Resort
3.0 star property
8.2 out of 10, Very good, 1,333 reviews
"nice "
Aston at Papakea Resort
Aston at The Whaler on Kaanapali Beach
4.0 star property
9.2 out of 10, Wonderful, 1,408 reviews
"All around great experience. Highly recommend!!"
The price is NZ$1,190
per night
25 Jun - 26 Jun
Aston at The Whaler on Kaanapali Beach
Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, 710 reviews
"The property is beautiful, the rooms are clean, and I love how quiet the area is. I would have given it 5 stars if the AC didn't keep waking us up at night because it kept turning on and off. "
Aston Maui Hill
The Westin Ka'anapali Ocean Resort Villas
4.0 star property
8.6 out of 10, Excellent, 1,055 reviews
"Resort is nice and clean, checking process and tagin your self parked vehicle is not friendly."
The price is NZ$1,044
per night
24 Jun - 25 Jun
The Westin Ka'anapali Ocean Resort Villas
Maui Sunset
3.5 star property
8.8 out of 10, Excellent, 328 reviews
"Maui Sunset was a dream. It comes with you would have in your kitchen at home, so you have the choice to eat out or buy groceries and cook yourself. I had a room with a partial view of the ocean and it was beautiful. The property and the pool is cleaned every day. You can sit out on a balcony and enjoy the sweet Hawaiian breeze or walk on the beach. They also have a herb garden, where if you wanted to go out and cut fresh herbs for your dinner you can do so. "
Maui Sunset
Sands of Kahana
3.0 star property
8.2 out of 10, Very good, 384 reviews
"Everything was in good and clean order. We had a great experience at this property."
Sands of Kahana
Maui Banyan Vacation Club
3.0 star property
8.0 out of 10, Very good, 296 reviews
"It was an amazing experience. Everyone was very friendly and helpful. Definitely we will came back "
Maui Banyan Vacation Club
Maui Kamaole
3.5 star property
8.8 out of 10, Excellent, 796 reviews
"Been staying in this property every year (for numerous years), K-105 was not very pleasant. Right off the bat, wi-fi network provided did not work at all. Had to call Vacasa re the issue,had me to connect to a nearby unit's wi-fi. TV in the bedroom didn't work for couple days, had to call Vacasa again, telling me someone will call back and/or come by but no one did. Had to call again, after I mentioned an unfavorable review, TV worked but no one called me back. Overall, pleasant stay at the...
Maui Kamaole
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See all available properties in Maalaea
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.

Other types of properties in Maalaea you may be interested in

REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
9.6 out of 10, Exceptional, 92 reviews
"Barbs condo was absolutely perfect! Great location- we were able to walk to the harbor with shops and restaurants. Central location to easily access all parts of Maui. Condo was super clean and well equipped. Barb has everything you need to make you feel at home. Beach chairs, umbrellas, bamboo beach mats, towels, toys, a couple pairs of snorkel gear We would definitely stay here again!.."
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm
9.6 out of 10, Exceptional, 96 reviews
"The view was stunning, location centrally located to all activities. I would highly recommend this property"
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, 3,056 reviews
"Workers very friendly. Front desk very accommodating Bar area and tenders were great! Drinks and apps amazing. Pool by beach was basic. Stayed in a 2 bd/2 ba room. It was clean but older/dated. Carpet could probably use to be replaced - clean but old. Great location by stores and a few restaurants. "
The price is NZ$463
per night
20 Jun - 21 Jun
Aston Kaanapali Shores
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Maalaea holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Maalaea. 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 Maalaea. Seeing all the best attractions is bound to make you fall in love with Maalaea. Who knows, you may even be tempted to extend your 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 holiday 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 Maalaea short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Maalaea?

Yes, there are holiday rentals close to the most popular sights in Maalaea, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Maalaea is known for its waterfront and seaside. Make sure you have time to check out the aquarium and seafood restaurants during your trip.

What are some of the best holiday rentals that Maalaea has to offer?

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32: This holiday home rental outside of Maalaea is located on the beach, and has an outdoor pool, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Maalaea?

With 16 Expedia holiday rentals, you're guaranteed to find just the right place for your Maalaea stay.

What can I see and do in Maalaea?

West Maui Mountains and Maalaea Beach are a couple of lovely local spots to get outside and enjoy nature. Kaanapali Beach and Napili Bay are other popular places to visit in the area.

What are holiday rentals like in Maalaea?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Maalaea. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for small groups.

Recent reviews of Maalaea properties
Expedia verified reviews