Maalaea Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Maalaea

Condo in Wailuku

9.6 out of 10, Exceptional, (158)
"Everything was great. Kitchen well stocked, beautiful view. "
United States
Eric S.
The price is AU$714
includes taxes & fees
21 Dec - 22 Dec
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

Condo in Wailuku

10.0 out of 10, Exceptional, (1)
"Great spot. Host was very helpful with information on what to do etc. Location was nice and right on beach. Just wish there was more to do walking distance like restaurants etc. Not much but the harbor. But still a great location. Condo had everything you needed for house and beach which was nice. Made it comfy for 9 days. The lock to get in was tricky but she assisted when needed. Overall great spot and friendly host and people. "
United States
Alicia T.
The price is AU$646
includes taxes & fees
22 Dec - 23 Dec
Cool 1BD Entire Condo On The Beach in Maalaea Harbor

Condo in Wailuku

9.6 out of 10, Exceptional, (35)
"We loved everything about this property!! The view, the location, the beach equipment, the amenities and decor were all very much appreciated. It was a great stay!"
United States
Darren H.
The price is AU$733
includes taxes & fees
12 Dec - 13 Dec
Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front

Condo in Wailuku

9.4 out of 10, Exceptional, (131)
"The view is amazing"
United States
Carlos A.
The price is AU$1,097
includes taxes & fees
2 Jan - 3 Jan 2026
Oceanfront condo with pool & balcony - walk to dining, activities, and more

Condo in Wailuku

10.0 out of 10, Exceptional, (19)
"We thoroughly enjoyed our stay here! Beautiful views, quiet location, and close proximity to activities. I definitely recommend it!!"
United States
Shavonda T.
The price is AU$782
includes taxes & fees
7 Dec - 8 Dec
Simply Amazing Oceanfront Condo! Milowai 310

Apartment in Wailuku

10.0 out of 10, Exceptional, (1)
"The unit is as advertised, with no exceptions, so no need to repeat that. Very nice. No problems. Host Joanne was great. This might be the nicest unit in the complex, being corner and ground floor, and the complex is also really nice. Great views, with one small caveat: there’s a hedge on the right side of the property that obstructs some of the view to the west. The sun rises directly over Haleakala crater in the morning, as viewed from the condo patio. Saw hundreds, maybe thousands of whales...
United States
John O.
The price is AU$668
includes taxes & fees
9 Dec - 10 Dec
Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach

Condo in Wailuku

8.6 out of 10, Excellent, (68)
"We had an excellent time! Everything was as advertised. Gorgeous location and very quiet and peaceful. Only downside is that while we were there the building was under construction for a new elevator so there was limited parking and quite a bit of space taken up by the construction "
United States
Dylan R.
The price is AU$702
includes taxes & fees
7 Dec - 8 Dec
Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot

Apartment in Maalaea

10.0 out of 10, Exceptional, (109)
"Overall nice place to stay"
United States
Danny H.
The price is AU$678
includes taxes & fees
8 Dec - 9 Dec
In the center of it all!

Condo in Wailuku

9.6 out of 10, Exceptional, (44)
"Island sands is my favorite Condos"
United States
michelle p.
The price is AU$1,054
includes taxes & fees
31 Dec - 1 Jan 2026
Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.

Condo in Maalaea Bay

9.6 out of 10, Exceptional, (39)
"We were rarely there except to sleep but the apartment has everything we needed. It’s walking distance to the harbor and ocean center. The beach is literally steps outside. The owner was very quickly responsive to our questions."
United States
Amy S.
The price is AU$719
includes taxes & fees
7 Dec - 8 Dec
Romantic Beachfront Getaway

Condo in Wailuku

2.0 star property
9.6 out of 10, Exceptional, (17)
"central location, with easy access. We always stay in the Maalaea Banyans."
United States
Daniel G.
The price is AU$1,175
includes taxes & fees
9 Dec - 10 Dec
Ocean Front & Budget Friendly: Maalaea Banyans 204 - The Perfect Couples Getaway

Condo in Wailuku

10.0 out of 10, Exceptional, (1)
"Great, quiet location on the water. We enjoyed sitting on the lanai listening to the waves and watching sea turtles pop their heads above the water."
United States
Beth W.
The price is AU$846
includes taxes & fees
14 Dec - 15 Dec
Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach

Condo in Wailuku

9.8 out of 10, Exceptional, (36)
"Would stay here again! Great location. Not too many people and close to town. The condo was clean and had everything we needed."
United States
Angie A.
Beachfront Resort Gorgeous 2Bd2Ba Oceanview

Condo in Wailuku

9.4 out of 10, Exceptional, (15)
"Great for our first night. Great location close to the airport "
United States
Jade D.
The price is AU$845
includes taxes & fees
9 Dec - 10 Dec
Beachfront Complex on Sugar Beach

Condo in Wailuku

8.0 out of 10, Very good, (4)
"Great location, gorgeous view."
United States
Debbie N.
The price is AU$899
includes taxes & fees
11 Dec - 12 Dec
Stunning Fully remodeled Direct Oceanfront on the beach, AC, pool, spa

Condo in Wailuku

8.6 out of 10, Excellent, (12)
"Condo had everything you need for a wonderful time in Maui. Snorkle gear, beach chairs, cooler, we were able to grill and cook a couple of times. The harbor where most of the cruises depart is a 10 min walk and there is a small mall around there as well. 20 min from the airport and right in the middle of Maui . We love our stay there"
United States
Ericka
Updated Ocean front condo overlooking Maalaea Bay

Condo in Wailuku

10.0 out of 10, Exceptional, (16)
"We had a great stay. Loved to see the whales from the deck and the turtles on the beach."
United States
Janae S.
Direct Ocean Front

Condo in Wailuku

The price is AU$1,088
includes taxes & fees
9 Dec - 10 Dec
Kanai A Nalu 416 Oceanfront 2 bedroom Overlooking South Maui Ocean

Condo in Wailuke

9.8 out of 10, Exceptional, (41)
"Nice veiw of the surf"
United States
Kai P.
The price is AU$859
includes taxes & fees
19 Dec - 20 Dec
Direct Beachfront with Spectacular Oceanviews!

Condo in Wailuku

8.0 out of 10, Very good, (1)
The price is AU$889
includes taxes & fees
7 Dec - 8 Dec
VIEWS VIEWS VIEWS ~ Bliss on the Bay
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Maalaea Hotel Reviews

Find out more about Maalaea

Everything you need to know about Maalaea holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Maalaea holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Maalaea holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Maalaea holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Maalaea. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Maalaea holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Maalaea holiday rentals we have selected for you start as low as AU$513 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Maalaea rentals

At Expedia, we put the best Maalaea holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Maalaea rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Maalaea holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Maalaea. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Yonegan Maui Getaways - Haiku : This holiday home rental outside of Maalaea is located near the beach, and has 1 hot tub, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a microwave, a coffee maker and kitchenware.

What can I see and do in Maalaea?

Maalaea Beach and Maalaea Bay Beaches are a couple of lovely local spots to get outside and enjoy nature. Kaanapali Beach and Wailea Beach 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.