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Compare Vacation Homes in Maalaea with updated reviews, rates, and availability.

Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A

9.6 out of 10, Exceptional, (93)
"Had a wonderful 7 days in Kihei - this place was great. Loved that you could walk the beautiful beach, the grounds were very well maintained, the pool was delightful and my husband was able to walk to the city park and play pickleball every morning. "
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A

272-1 Large oceanfront home- fully air conditioned, 25 feet from the water

9.0 out of 10, Wonderful, (40)
"Pumana was a beautiful area. We arrived just before a huge storm and the 2nd night of our stay there was a leak in the ceiling from the heavy rain fall. We got in touch with the property manager and he helped us move to a different property. We were thankful for his help and kindness. We were extremely happy with our stay. "
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water

Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖

10.0 out of 10, Exceptional, (127)
"Very spacious house with a delightful pool. Walk to a nice beach good for kids. Convenient location. Loved it!"
Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

9.8 out of 10, Exceptional, (67)
"We had a fantastic time! Everything was even better than we expected. We only wish we’d had a little more sunshine"
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

Stunning Beachfront Private Home! Perfect for Families, Great Location!

9.8 out of 10, Exceptional, (93)
"11 family members stayed at this property. Beautiful yard, view of ocean, access to beach, great location."
Stunning Beachfront Private Home! Perfect for Families, Great Location!

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

2.0 star property
10.0 out of 10, Exceptional, (5)
"Wonderful experience!. Accommodated 26 people with no problem at all. Beautiful house!"
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

10.0 out of 10, Exceptional, (8)
"Beautiful"
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

10.0 out of 10, Exceptional, (63)
"We stayed in Kahana with our children and their families. Six adults and three kids under 6 in this beautifully styled, waterfront property. The condo was beautifully and thoughtfully appointed with everything we needed. Clean, quiet and modern unit situated on a beautiful property. Pool and grounds are spotless and offer magnificent views of the islands, whale spouts and swimming sea turtles. Our hosts were helpful, considerate and easy to communicate with. Thank you Tracy and Steve for a...
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach! Pickle Ball Ct!

10.0 out of 10, Exceptional, (89)
"We had a great stay! It started with a walkthrough of the house to understand how to work everything and learn where everything was. Any time we needed help the communication was prompt and very easy. Any small issues were immediately remedied. The beds were fairly comfortable and the house was very aesthetically pleasing. The view from the roof was nice and the pool was very clean. We would definitely rent from them again!"
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach! Pickle Ball Ct!

Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

9.8 out of 10, Exceptional, (193)
"If you are looking for a group gathering, this is the place. Location, and all other desires were right there.We were there during the last storm (Jan 2025), and did have some leaks and flooding, but that doesn't change how we felt about staying there. No one can predict the weather!I want to thank the property owner for offering such a beautiful place to vacation!!LB"
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!

10.0 out of 10, Exceptional, (6)
"A "great room" inside for a large group and lots of lovely outdoor space around the pool makes for a perfect spot to bring your family. I had 11 and the five grandkids - ages 25-16 in one big room and all the adults in nice rooms for each couple. Just a short walk to the beach and a great little coffee shop. Kids are asking to come again! Thanks for making a memory for all of us."
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!

Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

9.6 out of 10, Exceptional, (58)
"We had a wonderful vacation here! The home is beautiful, we loved the pool, and really appreciated all the activity gear that’s available on site (snorkel gear, life vests, pool floats, bodyboards!). We hope to stay here again next time we travel to Hawaii "
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

Island Retreat Spacious 3B/3B Wailea Home Ocean View Private Pool & Hot Tub!

9.8 out of 10, Exceptional, (138)
"We had an amazing time at this vacation rental! Right from the start, we were blown away by how clean, spacious, and well-equipped the house was. It looked just like the photos and description on VRBO. The kitchen had everything we needed to whip up our meals, and the living areas were perfect for the whole family. The deck with the hot tub was a fantastic way to unwind after a long day at the beach, and the sunset views were just incredible. We even caught some fireworks from the Grand Wailea...
Island Retreat Spacious 3B/3B Wailea Home Ocean View Private Pool & Hot Tub!

Secluded Ocean View Napili Home - Sleeps 14

10.0 out of 10, Exceptional, (58)
"We have stayed in multiple rentals in Hawaii and this was one of the best places we have been. The house is great, the location as well. The back yard is very private with amazing ocean views. The secluded cove with pool and ocean access is the highlight. Nowhere else can you get this type of private ocean access. The pool is right on the ocean and is excellent as well. Highly recommended. "
Secluded Ocean View Napili Home - Sleeps 14

Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach

9.8 out of 10, Exceptional, (80)
"Our family of five adults just finished a 10 day Stay here. Looks just like the pictures. The view is amazing!!!! The house is a great size for families with plenty of room to spread out and have your own space with tons of outdoor seating and areas. We enjoyed the pool and the hot tub every day and the beach is a pretty close drive. You can walk to the beach, however it is all downhill for a long way so unless you’re very fit, I wouldn’t recommend it, as you’d be going entirely uphill in the...
Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach

105-1 Puamana Spacious Townhome Near Ocean.

9.4 out of 10, Exceptional, (52)
"We checked out of this beautiful condo three days before the Maui fires. It was one of those places where we for sure will come back to. As far as I can tell, it is still standing, but the clubhouse and some surrounding buildings did burn. This is the most amazing location on the island. Will definitely be back hopefully to help rebuild, and for sure to enjoy the beauty."
105-1 Puamana Spacious Townhome Near Ocean.

Private gated home with 300 Foot private beach front, beach toys and much more!

10.0 out of 10, Exceptional, (60)
"Our two families travel together every year for vacation, and like to rent a house big enough for all of us to stay comfortably. This house was exactly that. The location was great - close enough to nearby activities, but didn’t feel like we were in a busy area. We really enjoyed our stay! "
Private gated home with 300 Foot private beach front, beach toys and much more!

Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

10.0 out of 10, Exceptional, (215)
"I have stayed in many rental homes and this is by far the best equipped rental home I have ever stayed in. We love to cook and usually can’t find enough pots and pans and utensils and this house had them all.We also had the privilege of their neighbors having goats and baby goats and cows which we enjoyed seeing from the deck of the house The house was also close enough to major towns And easy to find I would definitely stay here again on our next trip to Maui "
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

272-2 Oceanfront Magic

10.0 out of 10, Exceptional, (1)
"We had a great time. The house is on the waterfront which is good for beginner surfers (like us). We took some of the best pictures of the entire vacation. The management was extremely responsive, kind, and very professional. We'll be back soon."
272-2 Oceanfront Magic

4-bedroom mini-splits AC vacation home just 5 minutes drive to Wailea Beach

10.0 out of 10, Exceptional, (56)
"This was our first trip to Maui. Linda was very attentive and sent us multiple recommendations so that we could have an idea of things we wanted to do prior to our stay. Having access to the pool was very nice as well for the evenings we wanted to continue relaxing in the water without the beach. We highly recommend this property and would love to rent it again in the future!! "
4-bedroom mini-splits AC vacation home just 5 minutes drive to Wailea Beach
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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Other property types in Maalaea

Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi, Split Air Throughout

9.6 out of 10, Exceptional, (88)
"We were not far from where we wanted to go. Loved seeing whales from our deck. We enjoyed our stay and would consider returning."
Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi, Split Air Throughout

Oceanfront, Luxurious Bed & Bedding, Air Conditioned, fast WiFi!

9.8 out of 10, Exceptional, (224)
"This condo was just as described. The location is perfect. It was well equipped and very quiet. The water views were beautiful. Saw lots of whales from the condo. The pool was very nice. We just wished there was some shade/ umbrellas there. If you book this, you won't be disappointed. We were there January 31-February 12th."
Oceanfront, Luxurious Bed & Bedding, Air Conditioned, fast WiFi!

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3471)
"We liked everything about this property. It was clean, nice and comfortable and the grounds and pool were immaculate. A bit dated, but well kept and that added to its charm! Outstanding check-in experience with welcoming and helpful staff. I appreciated the discounts I received for being an Expedia VIP as well. Will definitely be back!"
The price is SAR 1,219
SAR 1,548 total
includes taxes & fees
9 Mar - 10 Mar
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.