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Maalaea Vacation Rentals

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Our top choices for Maalaea vacation rentals

1. Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!

Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
Wailuku
9.4 out of 10, Exceptional, (67 reviews)
"Great location to harbor for whale watching and good distance between airport and beaches. "
United States
Kellie B.
The price is CA $136
CA $698 total
includes taxes & fees
Sep 20 - Sep 21
Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!

2. 50 steps to the Ocean! Great Maui Location!

50 steps to the Ocean! Great Maui Location!
Wailuku
9.0 out of 10, Wonderful, (48 reviews)
"Loved being so close to beautiful, quiet beach, away from hustle and bustle. Would gladly stay here again."
United States
Kris B.
The price is CA $99
CA $592 total
includes taxes & fees
Sep 15 - Sep 16
50 steps to the Ocean! Great Maui Location!

3. 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 CA $232
CA $762 total
includes taxes & fees
Sep 14 - Sep 15
Simply Amazing Oceanfront Condo! Milowai 310

4. 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
9.4 out of 10, Exceptional, (176 reviews)
"Nice place and conviently located"
United States
Mike M.
The price is CA $234
CA $620 total
includes taxes & fees
Sep 15 - Sep 16
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

5. Suite Maui Paradise Condo - New Listing, Experienced Host!

Suite Maui Paradise Condo - New Listing, Experienced Host!
Wailuku
8.0 out of 10, Very good, (1 review)
"Excellent location to the water. Most expensive place we stayed on our 2 week trip and condition of condo was old. Carpet smelled initially, but was fine once windows were opened."
United States
Bryanna
The price is CA $151
CA $611 total
includes taxes & fees
Sep 21 - Sep 22
Suite Maui Paradise Condo - New Listing, Experienced Host!

6. Oceanfront Ocean View, Pool, King Bed, WiFi, AC

Oceanfront Ocean View, Pool, King Bed, WiFi, AC
Wailuku
9.6 out of 10, Exceptional, (35 reviews)
"Great place, excellent help in renting, highly recommend. Well-equipped kitchen, lovely vistas from lanai."
United States
Anna B.
The price is CA $209
CA $830 total
includes taxes & fees
Sep 30 - Oct 1
Oceanfront Ocean View, Pool, King Bed, WiFi, AC

7. Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (43 reviews)
"Excellent location. "
United States
Thomas
The price is CA $257
CA $668 total
includes taxes & fees
Sep 30 - Oct 1
Romantic Beachfront Getaway

8. Steps to Beach - Oceanfront Hono Kai 2BR Condo w/AC

Steps to Beach - Oceanfront Hono Kai 2BR Condo w/AC
Wailuku
9.8 out of 10, Exceptional, (11 reviews)
"The property is right on the beach and we enjoyed our sunrise beach walks a lot. The upstairs A/C didn't work and Melanie (the host) rush ordered another fan for us while she sent a handyman to fix it promptly! Great communication through the entire process and worked around our travel schedule to get the A/C fixed!"
United States
Nazim
The price is CA $229
CA $816 total
includes taxes & fees
Sep 20 - Sep 21
Steps to Beach - Oceanfront Hono Kai 2BR Condo w/AC

9. 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 CA $245
CA $617 total
includes taxes & fees
Sep 22 - Sep 23
Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach

10. In the center of it all!

In the center of it all!
Maalaea
10.0 out of 10, Exceptional, (109 reviews)
"Overall nice place to stay"
United States
Danny H.
The price is CA $277
CA $617 total
includes taxes & fees
Sep 24 - Sep 25
In the center of it all!

11. *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 CA $242
CA $1,153 total
includes taxes & fees
Oct 4 - Oct 5
*Maalaea Banyans 104* NEW LISTING Maui Stunning Prime Ocean Front with hot tub!

12. Stunning Direct Oceanfront home on the beach, AC, pool, spa

Stunning Direct Oceanfront home on the beach, AC, pool, spa
Wailuku
8.8 out of 10, Excellent, (8 reviews)
"The quiet condo complex with great views really made for a great vacation home base. "
United States
Melinda J.
The price is CA $248
CA $777 total
includes taxes & fees
Sep 14 - Sep 15
Stunning Direct Oceanfront home on the beach, AC, pool, spa

13. Kanai A Nalu 220 - Direct Oceanfront - Reduced Rates!

Kanai A Nalu 220 - Direct Oceanfront - Reduced Rates!
Maalaea
9.6 out of 10, Exceptional, (18 reviews)
"Everything was easy and beautiful view!"
United States
Maclin S.
The price is CA $345
CA $1,431 total
includes taxes & fees
Sep 22 - Sep 23
Kanai A Nalu 220 - Direct Oceanfront - Reduced Rates!

14. Oceanview, Air Conditioned, Centrally Located Maalaea Banyan Condo

Oceanview, Air Conditioned, Centrally Located Maalaea Banyan Condo
Wailuku
9.6 out of 10, Exceptional, (71 reviews)
"Perfect location to go anywhere in Maui. Great view of the ocean and molokini. We joked about having a million dollars view! We saw some whales in the distance one morning. House is fully equipped. Melanie is super attentive and responsive. We enjoyed our stay here. "
United States
Tracy L.
The price is CA $340
CA $1,001 total
includes taxes & fees
Sep 21 - Sep 22
Oceanview, Air Conditioned, Centrally Located Maalaea Banyan Condo

15. 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 view. Nice location close to the marina. Highly recommended!"
United States
LY c.
The price is CA $373
CA $776 total
includes taxes & fees
Sep 23 - Sep 24
Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach

16. Beachfront Complex on Sugar Beach

Beachfront Complex on Sugar Beach
Wailuku
The price is CA $344
CA $426 total
includes taxes & fees
Sep 14 - Sep 15
Beachfront Complex on Sugar Beach

17. 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 CA $375
CA $826 total
includes taxes & fees
Sep 14 - Sep 15
VIEWS VIEWS VIEWS ~ Bliss on the Bay

18. Ocean-view 2BR Maui condo with pool, A/C, beach

Ocean-view 2BR Maui condo with pool, A/C, beach
Wailuku
The price is CA $368
CA $1,037 total
includes taxes & fees
Sep 30 - Oct 1
Ocean-view 2BR Maui condo with pool, A/C, beach

19. Direct Oceanfront Newly Remodeled!

Direct Oceanfront Newly Remodeled!
Wailuku
9.2 out of 10, Wonderful, (29 reviews)
"Clean, great views, great location by the harbor, small. "
United States
Tanna F.
The price is CA $886
CA $1,104 total
includes taxes & fees
Sep 22 - Sep 23
Direct Oceanfront Newly Remodeled!

20. 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, (5 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 CA $985
CA $2,111 total
includes taxes & fees
Sep 14 - Sep 15
Gorgeous 3-Bedroom Condo in Ma'alaea With Extra Large Waterfront Lanai
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

Find out more about Maalaea

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 Maalaea. 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.

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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, 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.