Maalaea Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Maalaea vacation rentals

Property grounds

Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.4 out of 10, Exceptional, (57 reviews)
"The property was very clean and well maintained! We enjoyed our stay. "
United States
Cindy B.
The price is ￥32,292
￥137,310 total
includes taxes & fees
Jun 8 - Jun 9
Bright, Beautiful, Remodeled Island Sands 505 Condo
TV

Beachfront Complex on Sugar Beach

Beachfront Complex on Sugar Beach
Wailuku
9.6 out of 10, Exceptional, (18 reviews)
"Great place to stay with kids."
United States
Anonymous traveler
The price is ￥65,526
￥80,552 total
includes taxes & fees
May 24 - May 25
Beachfront Complex on Sugar Beach
On the beach, sun loungers, beach towels

VIEWS VIEWS VIEWS ~ Bliss on the Bay

VIEWS VIEWS VIEWS ~ Bliss on the Bay
Wailuku
8.0 out of 10, Very Good, (1 review)
The price is ￥42,304
￥91,301 total
includes taxes & fees
May 18 - May 19
VIEWS VIEWS VIEWS ~ Bliss on the Bay
TV

Direct Beachfront with Spectacular Oceanviews!

Direct Beachfront with Spectacular Oceanviews!
Wailuke
9.8 out of 10, Exceptional, (53 reviews)
"Awesome little spot. Exactly what me and my wife were looking for. Highly recommend it! Had everything we needed and was close to all the spots we wanted to check out."
United States
Garrett F.
The price is ￥40,525
￥49,501 total
includes taxes & fees
May 17 - May 18
Direct Beachfront with Spectacular Oceanviews!
Outdoor dining

Oceanfront condo with pool & balcony - walk to dining, activities, and more

Oceanfront condo with pool & balcony - walk to dining, activities, and more
Wailuku
9.4 out of 10, Exceptional, (132 reviews)
"Beautiful view!!"
United States
Gene E.
The price is ￥26,322
￥98,904 total
includes taxes & fees
May 16 - May 17
Oceanfront condo with pool & balcony - walk to dining, activities, and more
Property grounds

Direct Oceanfront Newly Remodeled!

Direct Oceanfront Newly Remodeled!
Wailuku
9.0 out of 10, Wonderful, (20 reviews)
"Clean, great views, great location by the harbor, small. "
United States
Tanna F.
The price is ￥80,301
￥98,453 total
includes taxes & fees
May 27 - May 28
Direct Oceanfront Newly Remodeled!
Outdoor dining

Oceanfront • AC • W/D • Desk • Central Maui

Oceanfront • AC • W/D • Desk • Central Maui
Wailuku
10.0 out of 10, Exceptional, (2 reviews)
"Thank you. Everything was perfect. Beautiful home with amazing views. "
United States
Rovie V.
The price is ￥50,760
￥112,668 total
includes taxes & fees
May 15 - May 16
Oceanfront • AC • W/D • Desk • Central Maui
Dining

Gorgeous 3-Bedroom Condo in Ma'alaea With Extra Large Waterfront Lanai

Gorgeous 3-Bedroom Condo in Ma'alaea With Extra Large Waterfront Lanai
Wailuku
10.0 out of 10, Exceptional, (4 reviews)
"Unit was as described in pictures, location was perfect, was fun watching fishing boats and tour boats leave harbor each morning… over 6 day period never heard any noise dusk to dawn, unexpected new experience, both bathrooms had bidets last but not least host was super responsive to all my questions and any concerns I had … definitely a great place to stay."
United States
steve n.
The price is ￥111,243
￥238,419 total
includes taxes & fees
May 18 - May 19
Gorgeous 3-Bedroom Condo in Ma'alaea With Extra Large Waterfront Lanai
TV

Kanai A Nalu - Top floor Oceanfront condo w Pool

Kanai A Nalu - Top floor Oceanfront condo w Pool
Wailuku
10.0 out of 10, Exceptional, (6 reviews)
"We had an amazing stay here! Property was clean and location was great. We would definitely stay here again!"
United States
Andrina L.
The price is ￥117,040
￥156,492 total
includes taxes & fees
May 27 - May 28
Kanai A Nalu - Top floor Oceanfront condo w Pool
Interior

Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach

Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach
Wailuku
9.2 out of 10, Wonderful, (7 reviews)
"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 ￥42,300
￥87,893 total
includes taxes & fees
May 24 - May 25
Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach
Outdoor dining

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Wailuku
9.6 out of 10, Exceptional, (169 reviews)
"Great location on the island, nice accommodations. "
United States
Chris P.
The price is ￥21,779
￥63,761 total
includes taxes & fees
May 27 - May 28
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Property grounds

*Maalaea Banyans 104* NEW LISTING Maui Stunning Prime Ocean Front with hot tub!

*Maalaea Banyans 104* NEW LISTING Maui Stunning Prime Ocean Front with hot tub!
Maalaea
The price is ￥35,544
￥126,049 total
includes taxes & fees
May 18 - May 19
*Maalaea Banyans 104* NEW LISTING Maui Stunning Prime Ocean Front with hot tub!
On the beach

Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (43 reviews)
"Excellent location. "
United States
Thomas
The price is ￥28,986
￥75,490 total
includes taxes & fees
Jun 8 - Jun 9
Romantic Beachfront Getaway
Exterior

In the center of it all!

In the center of it all!
Maalaea
10.0 out of 10, Exceptional, (109 reviews)
"Great location. It really is in the center of it all. We had some trouble with the tv upon arrival. I called Angela and she immediately sent someone to fix the problem. The kitchen was fully stocked with everything we needed. Would recommend. "
United States
Leesa H.
The price is ￥31,336
￥69,682 total
includes taxes & fees
Jun 2 - Jun 3
In the center of it all!
Property grounds

Simply Amazing Oceanfront Condo! Milowai 310

Simply Amazing Oceanfront Condo! Milowai 310
Wailuku
10.0 out of 10, Exceptional, (21 reviews)
"Very good location and amenities. "
United States
Jiaxing B.
The price is ￥25,150
￥84,934 total
includes taxes & fees
May 20 - May 21
Simply Amazing Oceanfront Condo! Milowai 310
Property grounds

Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach

Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach
Wailuku
10.0 out of 10, Exceptional, (1 review)
"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 ￥19,806
￥58,274 total
includes taxes & fees
May 26 - May 27
Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach
On the beach

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,793 reviews)
"Super clean room with fantastic view of the sea. Short walk to Napili beach. Great breakfast at the Gazebo restaurant "
United States
Mark
The price is ￥34,858
￥41,380 total
includes taxes & fees
May 31 - Jun 1
Napili Shores Maui by OUTRIGGER
Outdoor pool, open 8:00 AM to 9:30 PM, sun loungers

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (907 reviews)
"Staff was amazing and nice! The GM is a huge Kansas City Chiefs fan. The property is beautiful and is a perfect walking distance for anything Kīhei/Wailea. Great TV channels as well. There are cute roosters, lizards and birds everywhere. Will be staying here again for sure! "
Canada
Ethan
The price is ￥38,858
￥46,130 total
includes taxes & fees
Jun 8 - Jun 9
Aston Maui Hill
Garden

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,095 reviews)
"Pools were great had available seating and kids loved the waterfall and hot tub."
United States
Doreen
The price is ￥41,373
￥53,779 total
includes taxes & fees
May 15 - May 16
Aston Kaanapali Shores
Beach nearby, white sand, beach towels

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (182 reviews)
"The property is beautiful and located just steps away from the beach."
United States
Patricia
The price is ￥36,026
￥42,768 total
includes taxes & fees
May 14 - May 15
Napili Village Hotel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Maalaea Hotel Reviews

Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

10/10 Excellent
"Our stay at Hilton Grand Vacations Club Maui Bay Villas was truly outstanding from beginning to end. Every member of the staff made us feel welcomed and cared for — from the gentleman who graciously assisted with our luggage, to the incredibly patient and accommodating woman at the front desk, to the friendly and helpful concierge team. The villa itself was absolutely beautiful, with every detail thoughtfully designed for comfort and relaxation. The amenities were fantastic and added so much to the overall experience. What made this stay especially unique was the genuine warmth and attentiveness of the staff, who consistently went above and beyond in ways that felt personal rather than routine. Combined with the peaceful atmosphere, beautiful surroundings, and exceptional accommodations, it created an experience that felt far more special than a typical resort stay. All things considered, this was the nicest and most enjoyable stay we have ever experienced, and we are incredibly grateful for the hospitality we received."
Claire 5-night trip
Posted 6 hours ago
Hilton Grand Vacations Club Maui Bay Villas

Find out more about Maalaea

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

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

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

Frequently asked questions

Can I find vacation rentals in Maalaea?

Yes, you can find vacation rentals close to the most popular points of interest in Maalaea, or you can go with 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's the top vacation rental that Maalaea has to offer?

Yonegan Maui Getaways - Haiku : Visitors like this Maalaea vacation home rental. It is located near the beach and has a hot tub, a barbecue grill, 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 vacation rentals like in Maalaea?

Vacation rentals are privately owned accommodations you can book for several days or longer in Maalaea. Vacation rentals offer amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for families.