House holiday rentals in Wailea, Wailea-Makena

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Popular amenities for Wailea, Wailea-Makena house rentals

House rentals with a pool

Home in Kihei
4.56 out of 5 average rating, 16 reviews

Ocean View Condo 533- A/C, Free Parking, and WiFi

AndreaRating, 5 stars1 month ago
Had a great time. Home had everything needed.
Home in Kihei
5 out of 5 average rating, 5 reviews

Hale Luana 4B House pool/spa/AC, STKM2023/00001

AnhRating, 5 stars2 weeks ago
We stayed here for a few nights and loved it. It has a great location near the beach and many good places to eat, all within walking distance. The host was super friendly and always on top with the communication. They are also very accommodating and flexible with our last-minute request. The place has all the necessary amenities for beachgoers, including a pool and sauna. I'd definitely stay here again.
Top Guest favourite
Home in Kihei
4.98 out of 5 average rating, 57 reviews

Centrally located and steps to the beach!

DonnyRating, 5 stars2 weeks ago
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!
Superhost
Home in Kihei
4.33 out of 5 average rating, 3 reviews

Oceanfront Living is the Best!! -Kamaole Nalu #602

TrishRating, 5 stars36 months ago
Great property and location- the lanai has a wonderful view of the ocean- there is a snorkel spot right at the edge of the property- saw fish and several turtles- and a very nice beach was adjacent to the property. The unit washer and dryer were very handy. The kitchen was well stocked. There are restaurants and other shopping across the street. My only real criticism is the unit could use some updating- the carpeting in the bedrooms is very worn/dirty looking….
Home in Wailea
4.76 out of 5 average rating, 25 reviews

The Palms 1202 - The most expansive ocean views

GregRating, 5 stars16 months ago
Andre was a tremendous host. He was promptly responsive to our questions and requests. His condo is beautiful and well-equipped. The view from the lanai and every room was spectacular. My wife and I would love to stay here again.
Guest favourite
Home in Kihei
4.9 out of 5 average rating, 10 reviews

Romantic Oceanview Condo Steps to Beach

EthanRating, 5 stars1 week ago
Wonderful stay, right by a nice beach and walkable to restaurants!
Home in Kihei
4.7 out of 5 average rating, 10 reviews

Oceanfront-Sandy Paradise Royal Mauian-503

DavidRating, 5 stars2 days ago
Great location and very responsive owners. The place was clean, had great views, and even a few amenities (e.g. beach chairs, umbrella, ice chest) that were very handy during our stay. The place is right across the street from a great shaved ice and bagel place. There is also a very good cinnamon roll place and local shopping store within walking distance. Overall we had a great experience, and we would recommend this place to anyone.
Guest favourite
Home in Kihei
4.98 out of 5 average rating, 42 reviews

Kihei Stay: 5 Min walk to Beach, Steps to Pool, AC

ChelseyRating, 5 stars3 months ago
We loved our stay here! This condo had everything we needed. The kitchen was well stocked. We especially loved the comfortable rocking chair in the living room since we were traveling with little ones. The walls are thick, so we never heard any noise from neighbors. Great location with very short walk to the pool and we walked across the street to the beach for sunsets each night.

Weekly house rentals

Superhost
Home in Kihei
5 out of 5 average rating, 3 reviews

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

AshleyRating, 5 stars76 months ago
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!
Guest favourite
Home in Kihei
4.96 out of 5 average rating, 25 reviews

Stunning One Bd Partial ocean, AC, wifi,Pool C209

MireeRating, 5 stars1 month ago
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.
Guest favourite
Home in Kihei
4.91 out of 5 average rating, 86 reviews

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou

BrandyRating, 5 stars2 days ago
The condo was exactly as described and perfect for our vacation. It was clean and the kitchen was well organized with everything we needed for our stay. It was also equipped with beach towels, chairs and a cooler which came in very handy.
Top Guest favourite
Home in Paia
4.93 out of 5 average rating, 169 reviews

PAIA HALE Walk to beach and town

PaulRating, 5 stars5 days ago
Jacque was an accommodating host who responded promptly to our inquiries. He provided a comfortable home within a gated area for increased privacy, just a short walk from Paia. The location could not have been any more perfect, and the home provided us with a nice sized bedroom, large closet, full kitchen, and a living room area, as well as an outside patio. Paia and the nearby Makawao were wonderful art towns with excellent restaurants. This was a great place to stay and the cottage suited our needs perfectly. Jacque was a responsive and helpful host.
Superhost
Home in Kihei
5 out of 5 average rating, 3 reviews

Beautiful One bd Ocean AC,wifi,pool A102

TriciaRating, 5 stars7 months ago
We had a lovely 2 weeks at Luana Kai. Our condo was clean and had everything we needed for our time there. There was plenty to do right in Kihei and we had a great time.
Guest favourite
Home in Kihei
4.97 out of 5 average rating, 37 reviews

Aloha Aku Bamboo Suite – Discover Beachfront Seren

MichaelRating, 5 stars3 days ago
This was a beautiful property it was on a really quiet beach and the outdoor space is amazing the hot tub and soaking pools were great the kitchen is stocked with all you need. They had all the snorkel equipment and beach stuff you need and it was just lovely. We were here for 5 nights and it really was incredible I can’t recommend this place enough. The beach gets a bit windy in the afternoon but the water is warm and shallow and it’s a really lovely beach. The bed is comfy and the hosts were super responsive I’d definitely recommend this spot!
Guest favourite
Home in Kihei
4.99 out of 5 average rating, 72 reviews

Cute Cottage-Large Outdoor Deck

ShariRating, 5 stars2 months ago
I can't say enough good things about this stay. It was totally heavenly and a truly perfect way to do Maui. This sweet cottage is nestled in a Kihei neighborhood and was super convenient and easy to get to all places of interest. It was extremely well appointed and comfortable, stylish and fun. The outdoor space was a huge bonus and I couldn't have felt more at home.
Home in Kihei
4.76 out of 5 average rating, 25 reviews

Amazing private home in Kihei!

ErinRating, 5 stars20 months ago
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!

Private house rentals

Guest favourite
Home in Kihei
5 out of 5 average rating, 17 reviews

Aloha Aku CoCoPalm2 Suite – Cozy Beachfront Escape

GregRating, 5 stars3 months ago
Great and comfortable stay. Loved the sunset views. Very walkable beach right out front, and it was great having all the accessories like beach chairs and other gear available to take to nearby snorkeling spots and coves. Gary and Sarah and the Aloha Aku team were communicative and quick to reply, and they'll really have pit a lot of energy into making the property inviting and relaxing. Note - the bathroom is within the bedroom area and not fully enclosed, so there's not much privacy in that regard. Not an issue, just something to be aware of if booking as a group.
Superhost
Home in Wailuku
4.72 out of 5 average rating, 60 reviews

Vineyard Village Maui Ohana 2BR/1 Bathroom

OliviaRating, 5 stars5 months ago
Todd was great to work with for our stay on Maui. He was very accommodating and allowed my family and I to check in early so we could make a whale watching tour later in the day. His place was close to a couple different restaurants that could be walked to, which was great in not having to fight for parking. The place was cozy and perfect for a slow morning before being out exploring the island for the day. He clearly communicated all the instructions for check in and check out, which made the rental process really easy.
Superhost
Home in Kihei
5 out of 5 average rating, 6 reviews

Aloha Aku Hula2 Suite – Beachfront Bliss

NicoleRating, 5 stars13 months ago
Aloha Aku has been everything we wanted, and more. The photos and descriptions don't do it justice. We were originally booked for five days, but extended our trip twice, for a total of 10 days because everything here is just so perfect!
Superhost
Home in Kihei
5 out of 5 average rating, 5 reviews

Aloha Aku Ohana2 Suite – Relaxing Garden Views Awa

TimRating, 5 stars26 months ago
When we arrived, we got confused trying to find the entrance, but if you read the instructions carefully, you should be fine! I had the most communication and clearer instructions here than anywhere else I've stayed with AirBnB-like places! The property is beautiful, the beach there is great for walks and sights, but not the best for swimming/snorkeling as it is usually murky. The hot tub and pools are really neat. The accommodations are exactly as described and really well done.
Superhost
Home in Wailuku
4.9 out of 5 average rating, 31 reviews

Vineyard Village Maui House of Aloha

StephanieRating, 5 stars4 months ago
Todd's place was clean and cozy. The town is a local's town, not touristy & fancy. The kitchen was well stocked with utensils etc. It was nice to have the use of folding chairs & umbrella to take to the beach. The Four Sister's bakery one block away is a must try! Get the butter rolls for sure! There are also some food trucks a couple of blocks away.
Superhost
Home in Kihei
4.85 out of 5 average rating, 13 reviews

Maui Sunset A102 - Aloha Mai 2, Beachfront Resort

LoriRating, 5 stars6 months ago
My sisters and I had a wonderful stay. We grew up on the island and came back to visit for a family event. It was wonderful to stay somewhere that was so convenient. It totally met our needs for location and amenities. Although it is a one bedroom, having a second bathroom was a big plus in choosing a place to stay. The beach is right there and we enjoyed watching the sunsets. The grounds are beautiful. Plenty of restaurants to choose from just a short drive away. We hope to stay again.
Superhost
Home in Kihei
4.71 out of 5 average rating, 7 reviews

Remodeled One BD Ocean, AC,wifi, pool D202

JackieRating, 5 stars5 months ago
My husband and I stayed in this unit for 2 weeks over the Christmas period with our two children. we found the unit to be very well equipped with everything we could have needed for our stay. the kitchen in particular was great with newer cabinets and marble-look countertop - it was all very easy to keep clean through our stay. The washer and dryer inside the unit was a plus and super convenient - it meant that we could pack less for our trip since we could do laundry throughout our stay. The suite overlooked the ocean and the pickleball courts, so there was always some people-watching potential. As a relatively small complex, it was nice to recognize faces at the pool or in the parking lot throughout our stay - it does have the feel of a small community. The location of the complex itself was wonderful. it had the convenience of being very close to all the restaurants of Kihei without being directly in the action. This meant less traffic but could pick up takeout within 5 minutes.
Superhost
Home in Kihei
4.93 out of 5 average rating, 27 reviews

Aloha Aku Honu Suite – Experience the Spirit of Al

MeaganRating, 5 stars12 months ago
Gary's condo is on a private beach with private pool and hot tub. The common area has all the amenities you could ask for. Very impressed!

Quick stats about house rentals in Wailea, Wailea-Makena

  • Total rentals

    50 properties

  • Nightly prices starting at

    $116 NZD 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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