Maalaea Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Maalaea vacation rentals

Property grounds
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

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Wailuku
9.6 out of 10, Exceptional, (160)
"Everything was great. Kitchen well stocked, beautiful view. "
United States
Eric S.
The price is ￥38,879
￥85,404 total
includes taxes & fees
Jan 23 - Jan 24, 2026
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
A heated pool
Beachfront Resort Gorgeous 2Bd2Ba Oceanview

Beachfront Resort Gorgeous 2Bd2Ba Oceanview

Beachfront Resort Gorgeous 2Bd2Ba Oceanview
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.
The price is ￥40,440
￥128,583 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Beachfront Resort Gorgeous 2Bd2Ba Oceanview
Exterior
Oceanfront condo with pool & balcony - walk to dining, activities, and more

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, (131)
"The view is amazing"
United States
Carlos A.
The price is ￥36,224
￥106,217 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Oceanfront condo with pool & balcony - walk to dining, activities, and more
Outdoor dining
Kanai A Nalu 220 - Direct Oceanfront - “Sale” into Whale Season with Reduced Rates!

Kanai A Nalu 220 - Direct Oceanfront - “Sale” into Whale Season with Reduced Rates!

Kanai A Nalu 220 - Direct Oceanfront - “Sale” into Whale Season with Reduced Rates!
Maalaea
9.4 out of 10, Exceptional, (13)
"Enjoyed our stay"
United States
Margaret P.
The price is ￥70,263
￥193,470 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Kanai A Nalu 220 - Direct Oceanfront - “Sale” into Whale Season with Reduced Rates!
Property grounds
Direct Ocean Front

Direct Ocean Front

Direct Ocean Front
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.
The price is ￥56,210
￥111,265 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Direct Ocean Front
TV
Beachfront Complex on Sugar Beach

Beachfront Complex on Sugar Beach

Beachfront Complex on Sugar Beach
Wailuku
9.4 out of 10, Exceptional, (16)
"Great for our first night. Great location close to the airport "
United States
Jade D.
The price is ￥98,962
￥117,959 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Beachfront Complex on Sugar Beach
Outdoor dining
Relax in Style - Quiet, Air-Conditioned 2-Bedroom Condo in Sunny Maalaea

Relax in Style - Quiet, Air-Conditioned 2-Bedroom Condo in Sunny Maalaea

Relax in Style - Quiet, Air-Conditioned 2-Bedroom Condo in Sunny Maalaea
2.0 star property
Wailuku
The price is ￥45,968
￥132,359 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Relax in Style - Quiet, Air-Conditioned 2-Bedroom Condo in Sunny Maalaea
Outdoor dining
Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach

Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach

Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach
Wailuku
7.0 out of 10, Good, (2)
"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 ￥42,133
￥87,219 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach
Property grounds
Updated Ocean front condo overlooking Maalaea Bay

Updated Ocean front condo overlooking Maalaea Bay

Updated Ocean front condo overlooking Maalaea Bay
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
The price is ￥35,132
￥94,802 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Updated Ocean front condo overlooking Maalaea Bay
On the beach
Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach

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)
"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 ￥35,413
￥76,685 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach
Pool
Direct Oceanfront Newly Remodeled!

Direct Oceanfront Newly Remodeled!

Direct Oceanfront Newly Remodeled!
Wailuku
9.0 out of 10, Wonderful, (17)
"Great place to stay! Very convenient location and beautiful view. Checkin/checkout was easy and the condo was well appointed. Would love to stay again!"
United States
Adam B.
The price is ￥130,058
￥159,009 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Direct Oceanfront Newly Remodeled!
Pool
Romantic Beachfront Getaway

Romantic Beachfront Getaway

Romantic Beachfront Getaway
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 ￥28,886
￥78,539 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Romantic Beachfront Getaway
Pool
Oceanfront condo with pool | Central Maui

Oceanfront condo with pool | Central Maui

Oceanfront condo with pool | Central Maui
Wailuku
10.0 out of 10, Exceptional, (6)
"Everything is clean with great view"
United States
abhitej n.
The price is ￥111,948
￥148,286 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Oceanfront condo with pool | Central Maui
Property grounds
Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front

Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front

Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front
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.
Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front
Outdoor dining
Oceanfront • AC • W/D • Desk • Central Maui

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

Oceanfront • AC • W/D • Desk • Central Maui
3.0 star property
Wailuku
The price is ￥67,284
￥135,097 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Oceanfront • AC • W/D • Desk • Central Maui
Pool
Vibrant Oceanfront Condo: Extraordinary View, Pool

Vibrant Oceanfront Condo: Extraordinary View, Pool

Vibrant Oceanfront Condo: Extraordinary View, Pool
Wailuku
9.6 out of 10, Exceptional, (5)
"Great property. Can watch whales from your property"
United States
Ronald F.
The price is ￥115,075
￥146,534 total
includes taxes & fees
Dec 30 - Dec 31
Vibrant Oceanfront Condo: Extraordinary View, Pool
Property grounds
Kanai A Nalu - Top floor Oceanfront condo w Pool

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)
"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 ￥127,723
￥160,798 total
includes taxes & fees
Dec 30 - Dec 31
Kanai A Nalu - Top floor Oceanfront condo w Pool
Indoor pool, outdoor pool
Stunning Fully remodeled Direct Oceanfront on the beach, AC, pool, spa

Stunning Fully remodeled Direct Oceanfront on the beach, AC, pool, spa

Stunning Fully remodeled Direct Oceanfront on the beach, AC, pool, spa
Wailuku
8.0 out of 10, Very Good, (4)
"Great location, gorgeous view."
United States
Debbie N.
The price is ￥38,879
￥92,435 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Stunning Fully remodeled Direct Oceanfront on the beach, AC, pool, spa
Outdoor dining
Direct Beachfront with Spectacular Oceanviews!

Direct Beachfront with Spectacular Oceanviews!

Direct Beachfront with Spectacular Oceanviews!
Wailuke
9.8 out of 10, Exceptional, (44)
"Nice veiw of the surf"
United States
Kai P.
The price is ￥67,261
￥80,720 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Direct Beachfront with Spectacular Oceanviews!
A heated pool
Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.

Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.

Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.
Wailuku
9.4 out of 10, Exceptional, (45)
"Island sands is my favorite Condos"
United States
michelle p.
The price is ￥22,640
￥101,008 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.
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 Maalaea Hotel Reviews

Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

10/10 Excellent
"Nice outdoor pool and easy public beach accessible "
Xiaotang 6-night trip
Posted 11 hours ago
Sheraton Maui Resort & Spa

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:

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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, kitchenware, and a coffee maker.

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.