
Holiday rentals with outdoor seating in Wailea, Wailea-Makena
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Top-rated Holiday Houses with Outdoor Seating in Wailea, Wailea-Makena
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Holiday House Rentals with Outdoor Seating

Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01
It was a great home. It was in a central location to get to all the places we wanted to visit. We loved to just walk around the area, great food, great shopping nearby!!

Mana Hale Vacation Rental
This home is extremely well equipped with everything you may need. Kitchen tools, speaker to play music, beach gear and towels, it's all there. The house has a beautiful garden and it's a quiet neighborhood. Cassie is very responsive and flexible. She gave us some great recommendations in the area. The location of the house is very convenient, centrally located on the island. Beds are comfortable and so is the living room. If we come back to Maui we will stay here again!

South Maui Guesthouse
This house is located in a quiet and safe neighborhood, with easy access to major destinations on the island. k Kitchen is fully stocked and bathroom is clean. The retractable roof shade is really nice! The host is friendly and nice to communicate. Hope to be back sometime in the future. Thank you so much for the accomodation!

12 Minute Walk Kamaole Beach II-Quiet Private Easy
Scott was a helpful and very friendly host. He gave us a ton of tips and guides on what to do in Maui. His place is so close to the beach that it is highly recommended to walk to the beach early in the morning, around 6am, to get the most out of his location. His place was spotless and clean, with no issues. He has all the kitchen items you needed if you wanted to make a quick breakfast before heading out to the road to Hana, or to the national park! He is such a great host and I will be going back to him when I visit Maui again in the near future. As always, please start your mornings early! Around 6/7am the latest, because Maui is incredible during the early mornings. Scott has a ton of recommendations so he will help you with any advice that you need to really make the most out of your Maui trip. 5/5 stars for Scott and for Scott’s Airbnb. Thank you for making our trip memorable. See you soon!

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.

PAIA HALE Walk to beach and town
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.

5 Star 4 Bdrm Private Home in Kihei! 2 K 2 Q
Great place to stay. My husband and I, my 4 young children, as well my parents stayed here for our 9 day Hawaii vacation. This place was like being at home with all the things you could need! There was snorkeling gear, beach towels, a beach wagon, fins, water shoes of various sizes, etc. in the garage. We didn’t have to buy anything for the beach! Inside was comfortable and clean. Couldn’t have been better! Walking distance to Kihei Village and lots of fun places around!

Stunning Oceanview Two Bedroom Corner Condo
Comfortable, convenient for us, close to beach and pickle ball. I would have liked a few more towels provided and coffee but really can’t complain about that :). We had a wonderful time, thank you!
Apartment rentals with outdoor seating

Location! Tropical King Suite: Steps to Beach
Great stay in Kihei. Walking distance to the beach and food trucks. Great home base for exploring Maui

New Listing!
Marie was fantastic! Her place was spotless, and I felt right at home. I’ve traveled all over and stayed in several Airbnbs, but Marie’s place has everything one could think of. Like ziplock bags and laundry baskets. It is the little things that makes this spot worth it. It was also very clean and located near some great food spots. A bonus was having a sauna to use at our disposal. I would definitely book this Airbnb again.

Maui View
The place was just as described. It was within walking distance to a really nice beach. The chairs/umbrella for the beach were great and we used them extensively. We really liked that the washer and dryer were in the unit so we had fresh towels when needed. Would definitely come back

Wailea Ocean View Escape
Anything else to add? We had the best stay at Ann’s place! Ann was very responsive and even shared some local recommendations with us! Everything was exactly how it’s presented in the listing and the location was perfect. Access to the beach was so convenient and the pool/pavilion was a wonderful spot to spend the evenings. We would definitely stay here again, it was perfect!

Next to Beach, Foods & Shops - Updated w/ View!
Both beds were extremely comfortable. The location couldn’t have been more perfect just steps away from Kam II beach and walking distance to restaurants and shopping. Everything was perfect for our short 2 night stay and we would definitely stay here again!

Super Discount Rates at our Oceanfront Penthouse!
Great location, ideally centralized to explore the island, great view of the sea, very convenience apartment unit.

Newly Remodeled Near the Beach
This is a wonderful place. Had everything you need for a wonderful beach vacation. From chairs to cooler and beach towels we were able to just head out for fun days in the sand.

Wailea Ekahi Ocean View Studio!
The condo was clean and comfortable. The location within the village is great as you have a view of the water from the balcony and it’s not near any of the roads so it’s quiet. Snorkeling on the reefs at both the north and south ends of Mokapu beach was incredible and it was so nice to be able to walk down early when the water was calmest and the crowds hadn’t arrived. The whole area feels very quiet and peaceful and the grounds are very impressive.
Condo rentals with outdoor seating

Makani A Kai A9 romantic beachfront Maui, pool,a/c
Loved our stay here! The condo was perfect for what we wanted. Our favorite part was that it was about a 30 second walk to the beach! We definitely used the snorkeling gear and towels as well. We loved walking to the beach in the evening to watch the sea turtles swim at sunset. Would highly recommend this place for anyone coming to Maui.

Oceanfront Getaway, Brand New, Steps To Beach
A 6 out of 5 for the views!! Beautiful ocean views right from the condo and steps from a small rocky beach where you could see the sea turtles up close sunbathing on the beach. Its not necessarily a beach you would spend your day at or get in the ocean to swim in due to the rocks but very nice being able to spend a few minutes here and there. There was some true beach access about a 2 min drive down the street, and more options about 10 min in either direction. The condo was as described and had pretty much all basic amenities. The quality and condition of the condo was perfectly fine. The portable A/C unit in the bedroom was very nice for keeping a cool sleeping environment. Appreciated the beach equipment we could use! Maalaea was a small harbor town with a couple restaurants and aquarium. Definitely check out the Maalaea General Store for breakfast, lunch, or basic grocery needs!

Sale! Gorgeous 3BR/2BA with Ocean & Sunset views
We had a wonderful 6 nights at Heather’s place! She was very responsive to all of my questions both before and during our stay. There were 6 in our party and we were comfortable and well accommodated. The views absolutely made this place feel like a steal! We only wished we had more time to sit outside and stare at the golf course with the ocean in the background! Thanks from Ohio!

Renovated Condo | 3 Min Walk to Toes in the Sand!
Perfect condo. We were first time visitors to Hawaii and loved our stay. Walkable to 3 different beaches. Ice cream, restaurants and cafes all a short walk away. Close by rental car parking. Area felt very safe and clean. We came to Maui for a wedding hosted in the Wailea resort area. This was just a short drive away. Excellent spot if you want to be close to Wailea but not pay resort prices. The unit was clean and comfortable. Plenty of towels and beach chairs. Easy to find and nice keyless entry. Would stay again and recommend this rental.

Modern Renovated Palms at Wailea Condo!
Exceeded my expectations! Such a beautiful updated condo, with amazing views! Everything was cleaned and very well maintained. It felt just like home. Very responsive communication and instructions along with recommendations of places to go. By far the best air bnb I’ve stayed at, can’t wait to come back! Thank you so much Katherine and Brian.

Grand Champions 169 Beautiful 3 BR on the Fairway!
We loved and had an amazing time staying at this 3bdrm condo. Was great to be on the golf course with a large lanai and beautiful views. Condo was stocked with beach gear and nice welcome basket. AC worked great. Walkable to restaurants and the beach!

Spacious S. Kihei Suite New A/C across from Kam 3
Tara is a great host and makes your stay easy, comfortable and enjoyable

Maui Banyan 1BR With View Across from Beach
Amy was a great host. She was very responsive and quick to answer all my questions. However, I didn't need to ask many questions because the information provided in advance was very detailed and helpful. The condo was great and had everything I needed to be comfortable. The condo was in the perfect location, the bed was very comfortable, and the AC was nice. I would definitely stay here again and would recommend this condo to others.
Quick stats about holiday rentals with outdoor seating in Wailea, Wailea-Makena
Total rentals
510 properties
Nightly prices starting at
$149 NZD before taxes and fees
Total number of reviews
27K reviews
Family-friendly rentals
280 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
480 properties have a pool
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