
House holiday rentals in Wailea, Wailea-Makena
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Top-rated house rentals in Wailea, Wailea-Makena
Guests agree: These houses are highly rated for location, cleanliness and more.
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Popular amenities for Wailea, Wailea-Makena house rentals
House rentals with a pool

Luana Kai C209
Leslie’s place was a gem! If we are ever back to Maui, we would love to stay here again. The location was perfect for snorkeling, and Leslie’s local recommendations were awesome. The check in and out was very easy to follow. The place has beach chairs, boogie board, beach towels and so many more! We also appreciated the hot jacuzzi in the condo and the beach in the front.

Oceanview Home with Private pool and hot tub
Excellent location, beautiful view, house was well stocked and the communication was terrific from both homeowner Steve alongside the property manager Walker. Speedy responses to any questions we had. Our family had a blast in Maui and would rent from Steve again. Steve also had great recommendations for local eating alongside a picturesque sunset spot. For our family of five, Steve's home was a winner.

3BR/3BA Pualei Beach House
Ryan's place was exactly as pictured. The neighborhood and townhouse was very quiet and family friendly. Ryan was very responsive to the small things that can sometimes come up when traveling. Lahaina is still in process of rebuilding but even so there was more than enough to stay busy. Would highly recommend.

Centrally located and steps to the beach!
Mike and Ashley were incredibly amazing and helpful. They really went above and beyond for us. Really appreciated the special touch they left us for our anniversary and will recommend them to and friends and family that visit Maui. Their place is beautiful and it looks even better in pictures. It is perfectly homey, private, and quiet, which was very nice but also close to the beach with a three minute walk couldn’t recommend staying with Mike and Ashley more. Thanks for helping make our anniversary trip special!

Maalaea Kai 307 - Maui Prime Oceanfront
We had the best time at this condo! It was quiet and clean and was exactly what we were hoping for! Don was incredibly responsive when I had questions or needed recommendations to rent baby gear! We had a great time and hope to Come back again

Aloha Aku Hula Suite – Find Peace by the Shore
This is really well situated. A hundred feet from the back door and you are on the beach. Wake to the sounds of the birds from the adjacent wildlife refuge. It's intimate, with only four rental units in the building. No big hotels in the area, so the beach is uncrowded, and has basking sea turtles! Beautiful sunsets. They could have had 5 units, but kindly equipped the middle unit as a common room where departing guests leave food, drinks, and supplies like sunscreen, bug spray, etc. Free snorkeling and beach supplies, bikes with lights/locks/helmets, boogie and paddleboards, an ocean kayak, TONS of movies, books, and CDs. Our unit was clean, the bed was comfortable, and the kitchen was equipped with everything except a dishwasher and a full-size oven (there is big high quality toaster oven). Note the toilet/shower area is open at the top. Gary and his team communicated clearly for entry and exit but otherwise left us alone unless we had a question. Would definitely stay again.

Kamaole Sands FRONT ROW OCEAN Unit 116
Stayed just over 3 weeks in this spectacular unit. Well appointed, incredible views, so clean! It was fully stocked with anything and everything you could possibly need. Full size toiletries in bathrooms, tons of clean linens, soap, detergent, cleaning supplies, and toilet paper to cover our entire stay. We felt right at home. Andre was responsive and immediately assisted when we had an issue with the AC unit in the second bedroom upon arrival. There is ongoing construction in the complex, but it didn't affect our building or interrupt our stay at all. Parking is open season during this construction period, which turned out great because we could choose any open spot - super convenient and tons of availability. Kamaole Sands is our fav complex in Kihei and we are already planning our return visit. Will definitely stay in this unit over and over again.

CLOUD 9 BEACH HOUSE - pool, walk to beach, legal
We loved this home. Whether it was having dinner with a Maui Sunset or enjoying the first morning cup on the front patio with the blue Pacific as a backdrop or just enjoying the home and beautifully kept landscaping, with pool, we have nothing but positive things to say about this experience. The owner was very responsive to our questions. Truly felt like we were guests not customers. I was traveling with my Niece and her teen age and adult children and we all loved it. Lots of snorkeling and beach gear. Restaurants, beaches and shopping all very convenient. Several good swimming and snorkeling beaches minutes away. From first contact through checkout, this was my best experience with Airbnb. Mahalo, Joe
Weekly house rentals

Ocean View Condo 533- A/C, Free Parking, and WiFi
Had a great time. Home had everything needed.

Paia Family Cottage
We loved Maria’s place! Open plan with lots of space to relax and socialize. We loved having a washer and dryer! The beach chairs were an added bonus. The lanai was my favorite place. It faces due east so we were able to watch the sunrise every day while listening to the birds and drinking our coffee. The beds were very comfortable. A lovely neighborhood within walking distance to town, which we did every day. I highly recommend this lovely home!

3 Bedroom Private House Kihei /Wailea Maui
The coconut cottage is an ideal base for Maui adventures! Large, spacious property to easily accommodate up to 6-8 people - with a full functioning kitchen, 2.5 baths, large backyard and a lovely front-facing deck. We had the most luxurious and comfy stay, and lots of fun family memories in the main living area. The property is located in Kihei, with quick access to the beach, shopping and local markets. Marc is the most gracious host, and was incredibly accommodating, easily accessible and super kind. 10/10 recommend!!!! Would love to come back at some stage :)

Private Oceanfront Home N. Shore Maui - 1 Bdrm
What an amazing place! My husband and I were able to truly relax at this beautiful ocean front house. Gardens and lawn surrounding house are gorgeous too. Almost a 3/4 wrap around view as the yard is at an angle and you can see the ocean past the neighbor's house yard to the right. Beautiful house, pictures don't do it justice. Short walk to little beach with turtles resting on the shore. House was well stocked with everything you could need. My only complaint would be that there is no TV. Not much to do in Hawaii at night so would have been nice to watch movies/news/sports together rather than being on our own devices.

Kuau Beachy Family Cottage Maui
John’s place was perfect for what we wanted. We didn’t want to stay in a resort, but wanted access to all the island had to offer- this was the spot. Easy to access upcountry, get to the swimmable beaches, watch world Class surfing, good food. Being across the street from the store made grabbing breakfast, poke and sandwiches a breeze. The cottage was clean, quiet, and cozy.

One Block to the Beach! Cozy Beach House in Kihei
Wonderful to stay at Leanne’s place! Great spot to work remotely while enjoying Maui. And such a responsive and helpful host! Strongly recommend!

Gratitude Bed and Breakfast BBWK2022/0001
We loved staying at Rhonda’s cottage . The house is absolutely beautiful, a charming, traditional Hawaiian-style cottage with such a warm and inviting feel. The deco is adorable, full of thoughtful touches that make the space feel cozy and authentic. The kitchen is incredibly well-equipped, and there's even a dedicated closet for luggage. Rhonda goes above and beyond for her guests, We were greeted each day with delicious banana bread and fresh fruits. She also provides everything you need for a perfect beach day: beach chairs, sun umbrellas, snorkel gear, and more. Rhonda herself is simply lovely. She helped us with laundry, offered great recommendations for things to do in Maui, and restaurants. There's also a handmade booklet in the cottage full of helpful information about nearby activities and dining spots We truly felt like we were being welcomed by family like staying a kind aunt who wants you to feel completely at home during the holidays.

Exclusive Beachfront Cottage, Ocean Views, WiFi/AC
Absolutely perfect! Beautiful beach access with great walkability to local restaurants and shops. This place was peaceful and quiet! Great sunset view from the balcony. The space was clean and very easy to find. The beach made for great turtle watching.
Private house rentals

Hale Luana 4B House pool/spa/AC, STKM2023/00001
Five stars with a big caveat about the AC- see below. The many pluses: Very good value for highly walkable neighborhood, especially for families: well-locked pool, awesome playground at the end of the block, and lots of kids toys for pool and beach. Very comfortable layout with 4th bedroom garage conversion that feels like its own suite. Robyn lives in the front house and was so helpful with local recommendations and even lent some additional beach gear. For those who are more heat sensitive like us: Listing is vague about AC settings: lowest allowed temp in the main house is 73 and in the 4th bedroom, window AC goes to 72 but only can be turned on 7p-7a. These are reasonable ways to balance electricity use, but hopefully hosts will be more transparent in the listing (and include what cost would be for lower settings, which we didn’t end up asking about because we squeaked by.) It would have been nice to have option for a cooler temp at night ideally.

North Shore Ocean View Luxury 1/1
We love Haiku and Holly's place was great for us! It was in a familiar area: in close proximity to Yoga, the amazing Japanese restaurant NUKA and a local supermarket - all in walking distance. The one thing we had some trouble with was road noise mostly during the day. Through traffic calms down toward the end of the day and we really enjoyed the evening sounds from nature: frogs, crickets and such.... Things to remember: it does occasionally rain in Haiku (hence the rainbows) and Hawaii is on the pricey side - that's just how it is. Holly was very responsive during our stay - check-in was a breeze and she allowed us to stay longer on departure day which was very helpful. We would definitely stay here again - MAHALO!

Paia cottage walk to town and beach
Great place walking distance to Paia! Súper clean and comfortable, and well stocked kitchen. Great to have private parking also. Lovely little space to sit outside with some grass. Place gets lovely and cool in the evenings, we just had the windows open the whole time! Awesome that they provide beach accessories like chairs. Can walk from the property into town easily for food, and can walk to the local beach. We fell in love with Paia - such a charming sleepy beachside town that doesn’t seem to be overrun with tourists!

Amazing private home in Kihei!
this home worked well for our group of 5 coworkers. great kitchen amenities for making food, comfy beds, even the sofa bed in the studio area, and a good location for accessing Kihei and other parts of the island. CB vacations were very responsive when we reached out with questions. 2 bathrooms and parking for 2 vehicles was also critical for our group. this place worked so well for us, that we'll be returning there again for a second stay in just a couple of weeks!

Oceanfront-Sandy Paradise Royal Mauian-503
Incredible location with a balcony overlooking both the beach and mountains. Right across the street from a cinnamon roll store (with gluten-free options), a snorkel shop, shaved ice, and a grocery store. 3 minute walk from an ABC store too. Easy walk to the beach that it overlooks. 4 beach chairs, 2 beach umbrellas, and 6 beach towels inside to use. Highly recommend staying here.

Wailea Ekahi 6E Island Time!

Island Comfort - Prime Kihei Location - 2 bedrooms

The Classic Cottage
Quick stats about house rentals in Wailea, Wailea-Makena
Total rentals
50 properties
Nightly prices starting at
$108 AUD before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Kaipukaihina
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Pahoa Beach
- Wailea Beach
- Manele Golf Course
- Hāmoa Beach
- Oneloa Beach
- Maui Ocean Center
- Mokulau Beach
- Old Lahaina Luau
- Palauea Beach
- Wailea Golf Club
- Kaulahao Beach
- Wailau Valley
- Papaloa Beach
- Ka'anapali Golf Courses