
House vacation rentals in Wailea, Wailea-Makena
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Top-rated house rentals in Wailea, Wailea-Makena
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Popular amenities for Wailea, Wailea-Makena house rentals
House rentals with a pool

Aloha Aku CoCoPalm Suite – Experience Tropical Bli
We had the most amazing time. All of the small touches were there, and we were constantly surprised by the high level of service and pride in the property. You cannot beat the view, and the hot tub is awesome! The unit was stocked with the nessesities, as well as delightful extras. The bed was incredibly comfortable, and the cherry on top was the ducks!! So charming. We cannot wait to come back!

Newly Remodeled Cottage
Look no more!! Vans place is absolutely stunning. We stayed here with our four kids & we cannot wait to return. The location is so peaceful and extremely spacious. Thank you Van for hosting our stay. We look forward to staying here again.

ICC 20 Remodeled 2BD Hawaiian Cottage w Pool AC
Beautiful property with a great deck. Was perfect for a family vacation. So close to all the resorts and the beach. Great location to get around Maui. Would highly recommend!

Luana Kai C209
Beautiful condo in Kihei with every possible amenity to make you feel right at home. Private and peaceful with a pool, beach access. Perfect for getting around to snorkeling which was nearby. Access to stores too. Great place from which to visit Haleakala as well!

Your Beachfront Island Home Awaits! #1A2
This place is terrific! It's clean, very comfortable, nicely laid out. The rooms are spacious and all have AC units and ceiling fans - and an AC unit in the main living/eating area. The linens and towels are high quality. There is a wonderful deck that overlooks the pool and the ocean with easy access to a small grassy area and beach. The house has lots of amenities for guests' use incl boogie boards, snorkel equipment, sand toys for kids. There are also a lot of spices and other items in the pantry which is always nice when you cook in. The hosts are responsive and friendly. The only downside is the condo sits on a pretty high traffic road and it can be noisy. You can walk to some restaurants but a car is a must. I would come back here for sure.

Centrally located and steps to the beach!
I had a great stay at Mike and Ashley’s condo — it was cozy, clean, and in a perfect location

#1 Kaanapali Beach Modern Condo C101 Maui Eldorado
Very beautiful location to stay at in Kaanapali! Has a gym with just enough equipment, grills and pools, and an included private golf cart upon request to the beautiful Kaanapali beaches. Also towel service available until 5:30pm! So wonderful! AC and other amenities were great, did not have a single issue or complaint my entire stay here. Had a great time here, will hopefully be back!!!

Oceanfront 2BR Condo w/ Pool Access & Sunset Views
Very highly recommend this listing! the views were stunning and with obstruction. The suite feels very private and the lanai is ideal for anyone looking to relax while looking out and watching the ocean. The unit is also very near attractions and beaches on West Maui with great parking access (included which is rare) and calm roads. Even during higher surf days, the sound proofing in the suite didn't disturb our sleep. we had a very enjoyable time!
Weekly house rentals

Mahalo Pono @ Ka 'anapali Royal
We throughly enjoyed our stay and the place was super nice! Nice of them to let us use their beach chairs, towels and boogie board. Owners accommodating to let us check in a little early. Little bit of a walk to beaches but we’re walkers and really enjoyed it. Pretty centralized and beach accessible.

Hunter Hales KALA cottage Haiku Maui
Mikes spot was amazing! Spotlessly clean, had anything you can think of (from glass food containers, cooking supplies, filtered water, everything…) and was perfectly located to hop on the road to Hana. It’s walkable to a few cafes but is very private and secluded from the road. We loved hearing the sounds of the toads at night as well as the rooster saying hello in the morning. A perfect place to relax 😎

Maalaea Kai 307 - Maui Prime Oceanfront
This was a fantastic place to spend our week in Maui. The condo was amazing and spacious with all the amenities you would need to enjoy your time. The location is perfect, relatively close to the airport and well situated next to route 30 so you could go everywhere on the island quite easily. The view from the condo is second to none, from the patio you can easily see the Haleakalā mountain and from the front door is a great sight of the western Maui mountains. And on top of everything this condo was much more peaceful than the huge resort areas. There were not too many people around, and even when we did go to the beach we were able to find a spot easily. I’d recommend this condo for anyone who wants to spend a week or a few days in Maui - the price is quite good compared to the normal resorts, you get a great view and anything you don’t pick up on your way from the airport you can grab on a 20 minute drive to Kihei. This place was perfect for us.

The Art Estate, Haiku Maui Hawaii
We are so grateful to have found Mana House! This place is truly magical. We loved the peaceful beauty of the house and surrounding area. It’s very private and there was always a nice breeze that kept things cool. The sound of the birds and the laughing goats added an extra “mood elevator” as Tom puts it! Highly, highly recommend staying here!

3-bed 2-bath Beach Bungalow w/ Bikes & Pickleball!
Dan & Steph’s place was the perfect getaway location for me! It was so close to amazing beaches and restaurants, and the seemingly remote nature or the house made it seem I returned to a private island when I returned!

Hale Nanea
Wonderful house beautifully decorated - great location right next to Mama's beach, great for families and kids, very quiet and clean, we had a great stay! A perfect Hawaiian home with everything you need !

Romantic feel w/private bath & kitchen King bed
This place offered us lots of privacy, a very comfortable bed, and plenty of space. Mary Anne was responsive and always available. We slept well, could eat and shop nearby, and relaxed after our long days at her place.
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.

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 :)

House of light
Audrey's place was excellent, from the location, amenities, and geckos; all around really great spot away from busy touristy areas.

Gratitude Bed and Breakfast BBWK2022/0001
We had such a lovely week long stay here!This house is peaceful, quiet, clean, and very comfortable- a hidden gem for sure. It truly felt like a home away from home and the perfect place for us to relax, unwind and enjoy. The house was furnished with all the amenities that we needed and is walkable to restaurants and shops. Rhonda was so welcoming and was always available if we had questions or needed anything. We would happily stay at the Gratitude Bed and Breakfast again.

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.

Charming 2bd/1ba downstairs Unit with AC
Rina’s place was great for us. It had all the basic amenities that we needed. The place is a quick walk to the town of Paia and a few local beaches. All the food in the town is great and the beaches were awesome. It was a good place to rest after a long day of being out and about. No complaints here.

Beautiful ocean view home with central A/C
Had a great 1 night stay here. Slept 6 comfortably and was an easy walk into town. No complaints!!
Quick stats about house rentals in Wailea, Wailea-Makena
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ257 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
- Laie
- Honolua Bay
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Wailea Beach
- Hāmoa Beach
- Oneloa Beach
- Manele Golf Course
- Pahoa Beach
- Maui Ocean Center
- Kaulana Beach
- Mokulau Beach
- Kailiili
- Hallulu
- Papaloa Beach
- Paukukalo Beach
- Ka'anapali Golf Courses