Villa vacation rentals in Wailea-Makena
Find and book unique villas on Airbnb
Top-rated villa rentals in Wailea-Makena
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wailea-Makena villa rentals
Private villa rentals
Villa in Kapalua
5 out of 5 average rating, 17 reviewsKapalua Ridge Villa 1721 By Parrish Maui
We thoroughly enjoyed our stay! Couldn't have asked for better accommodations! The home was absolutely spotless, and the surroundings were spectacular! Amazing views and lots to do within walking distance! I can't recommend this home any higher!! Thank you, Parrish Kauai!!
Villa in Wailuku
4.97 out of 5 average rating, 181 reviewsLuxurious 2 BR near I’ao Valley, Haleakala views!
It was a comfortable stay with our family. Beds were comfortable, kitchen was well equipped, and open living space made it a fun area to decompress after long days of adventure. Bathroom shower pressure was perfect and had unique features. Highly recommend!
Villa in Kihei
4.93 out of 5 average rating, 67 reviewsWalk to the Beach from a Modern Villa with a Patio
Gal’s place was the perfect base for our Maui vacation. Located right in front of Cove Beach Park, it was clean, well-stocked, and close to great dining spots like Kihei Caffe, Paia Fish Market, and Sweet Hula. We had everything needed for a beach day—boogie boards, chairs, an umbrella, and towels. The kitchen was well-equipped with all the pans and utensils, making cooking at home easy. The property also has a BBQ grill and a large pool with an outdoor shower. While the washer and dryer are shared, they’re just outside and detergent is provided. If you need anything, Gal responds within minutes. Since the listing is on the first floor, we did hear some noise from the upstairs unit, but it was minimal and didn’t affect our stay. One thing to note is that the toiletries provided are travel-sized, and there’s a limited number of towels, so you may need to wash them or bring your own if you're staying for an extended period. Overall, a wonderful stay, and we'd definitely recommend it!
Villa in Lahaina
4.8 out of 5 average rating, 5 reviewsKapalua Ridge 1711- NEW Platinum Oceanview Villa
We spent a week in this location, and we loved it! The villa is wonderful, and it looks even better in person. Very clean, spacious , kitchen is fully equipped to cook any meal you would like to. The views are stunning! Communication with management was great - quick responses and clear directions. There are 3 beaches nearby to walk to. The resort is really nice, clean and peaceful. Our toddler loved the pool! We had great experience with everything!
Villa in Kapalua
4.9 out of 5 average rating, 10 reviewsKapalua Ridge Villa 1112 By Parrish Maui
Great flat, great views, wonderful location. Enjoyed stay! And the place is HUGE!
Villa in Lahaina
4.95 out of 5 average rating, 56 reviewsKapalua Ridge 1915- Your Ocean View Winter Escape
We just had the best two weeks in Maui ! This rental was amazing ! So peaceful and quiet, covered parking . The views are breathtaking ! We sat every morning and had coffee on the lanai watching the whales ! Feb is always whale watching ! The hosts were BEYOND fantastic! This is exactly like the pictures and very very clean . Huge bedroom and bathroom upstairs with the same fantastic ocean views . If you want privacy and quiet this is your place ! We did the pools many times , never crowded and so private . Beats the crowded pools any day ! We can’t wait to return! We highly recommend this condo ! Connected to an amazing gold course and grocery store ! Make sure and go to the Sea House Restaurant during the day just for the views ! Also it’s a gorgeous beach to stay for the day! Sunsets here are amazing ! Thank you again for sharing this condo ! Frank & Terri
Villa in Kihei
4.93 out of 5 average rating, 80 reviewsExquisite Ocean View Villa across from the Beach
Such a great spot. Shahaf the property manager was super helpful and responsive. We couldn’t figure out how to open the balcony and he zipped over right away- he was helpful and friendly- much appreciated. The spot is 4 min walk from Charley young- a really nice easy beach. It’s a few minutes walk to a ton of food trucks and restaurants. We liked being able to walk to everything. The place is decorated really nicely, the bed was comfy, the view from the living room was awesome. Even the shower was extra nice. Unit comes with parking right next to it and is gated. The place is stocked with beach supplies which we didn’t use but seem very handy. They will store your luggage for you past check out. Oh and they had welcome chocolate: The pool and outside area is nice as well for when the beach gets too windy. a great place, we loved it and would happily stay again if we are back In the area. One of my all Time favorite air b&bs.
Villa in Lahaina
4.97 out of 5 average rating, 38 reviewsOur Kapalua Golf Villa piece of paradise, Specials
Beautiful location, clear instructions and quick response from Brent, therefore in one word it’s great.
Luxury villa rentals
Villa in Lahaina
4.97 out of 5 average rating, 33 reviewsKapalua Ridge 2423-24- Platinum Oceanview Villa
The view was spectacular. The home was great. AC in main room didn’t work well. Musty smell in first floor bedroom. Not able to open windows (except toilet room) on second floor.
Villa in Lahaina
5 out of 5 average rating, 3 reviewsKapalua Bay Villa 29B2 By Parrish Maui
There is no better place we could’ve chosen for our stay in Maui!! Continue reading because I’ll share details about access to the beaches. We traveled with our 2 children as well as my parents. There was more than enough room for everyone to spread out and enjoy the condo. The room upstairs is an open space, so beware there’s no door for privacy and plan sleeping arrangements accordingly. There are, however, 3 full bathrooms and they’re all impeccably beautiful. Kitchen has absolutely everything you need whether your cooking or baking. If you’re particular with spices bring your own. They have a drip coffee maker and they provide their own brand name of Hawaiian coffee which is delicious! The house also had a cooler, beach chairs, a beach umbrella and some mugs you can use to keep your drinks cold. There are plenty of beach towels and they provide plenty of shampoo and conditioner so all you need is your toothbrush and toothpaste! This condo has a beautiful view. To the right (facing the ocean and about a 2 minute walk from your front door) you have Oneloa bay. Wake up at 6:30am and walk with your coffee to enjoy the most beautiful sunrise! Come back home, have breakfast, and then to the left (south) just a 7 minute walk (with a gorgeous view) you have Kapalua bay. In the evenings is when we saw most of the sea turtles laying on the sand. They rent paddle boards, kayaks, and snorkeling gear right there if you want to swim with turtles! This bay was super calm to relax and not worry about crashing waves with the kiddos. About another 7 minutes south you find Napili which is comparable to Kapalua, but since Kapalua was so close we didn’t really spend much time there. Another option up North (to the right of the condo), you can take the Kapalua trail for an 18 minute walk and you’ll find Fleming beach. This is a much bigger bay, relatively calm water, but not enough to leave kids swimming unattended. Absolutely gorgeous views. The reason I loved this condo so much is for the many options of beautiful family beaches without worrying about parking- all within walking distance. This condo is 55 minutes from the airport. If you go to Hana remember you have to travel back to Kahului to begin the Hana road. It is about 17 minutes from Lahaina. We don’t like busy town center life, so this location was perfect and private. We went to the Grand Wailea Luau and that was also a 50 minute drive. The condo offers a grocery delivery, but I just did a Walmart curbside scheduled on the day of arrival and picked it up from the airport. I hope this helps plan your vacations. You would never regret staying here! Aloha!
Villa in Lahaina
5 out of 5 average rating, 40 reviewsKapalua Ridge1722- Platinum Ocean View Villa!
We would highly recommend this Ridge Realty property, the views are absolutely spectacular, the property is beautifully landscaped and the townhouse itself was immaculate and very well appointed. Kim and the team at Ridge Realty made the check in seamless and they were very flexible allowing us to check in early. The only (slightly small) criticism would be, expect to be early risers during your stay, the view from the bedroom is breathtaking but there are no curtains or blinds so you’ll be up with the sun at 5:30am every morning.
Villa in Lahaina
5 out of 5 average rating, 15 reviewsOpen Now, Last Min "Super Special" ~ Ocean Front
Absolutely beautiful space and location. Pictures don't do it justice. Everything you need nearby either walking distance or a short ride. Dave provided us with extra details we requested before arrival and was responsive throughout. Highly recommend this space for anyone looking for the full Maui experience.
Villa in Kihei
4.96 out of 5 average rating, 49 reviewsModern 2 bedroom/2bath Villa near Beach!
We had an amazing stay at the garden hideaway! It’s our second time at villas by the cove and definitely plan to come back. The pool area is amazing and the beach and restaurants are all very close by. Gal is an amazing host and very responsive. Looking forward to coming back!
Villa in Kihei
4.86 out of 5 average rating, 22 reviewsNewly Remodeled 2 Bed/2 Bath - Close to Beach
The place was very well-maintained and clean, which is something I am always particular about when staying at rental homes. Location was great; we walked to local cafes for morning coffees. Property manager and hosts were extremely informative and communicative as well. (Construction was onsite during our stay, but they were not a bother at all and were very friendly and respectful!) Overall, the place was super chic and clean for our mini girls trip on Maui!! Would definitely come back again and recommend to others!!!
Villa in Kihei
4.92 out of 5 average rating, 79 reviewsOcean View 2BR Villa Steps To The Beach
Gal's place was great! Clean and easy check in Location is very good, near everything you need and about couple blocks down to a great beach. The only thing is the mattress, not as comfortable. Otherwise perfect! Will be back again soon with our family.
Villa in Lahaina
5 out of 5 average rating, 6 reviewsKapalua Bay Villa 34G4 By Parrish Maui
We loved staying here on our vacation. It is perfect for 2 people, probably not great if you are more than that. There were beach supplies with Tommy Bahama chairs and snorkels we could use. There are a ton of cute private coves right out front. Great apartment in a great neighborhood. Recommend walking to Merrimans one night for drinks and dinner - it was beautiful. Thank you for a great weekend!
Villa rentals with a pool
Villa in Lahaina
5 out of 5 average rating, 10 reviewsWestin Nanea Kaanapali Ocean Villa 2BR Sleeps 6
David was very helpful when we were making our decision for where to stay in Maui. David was very responsive when explaining the listing and answering our questions. Everything worked out great and we had an amazing vacation!
Villa in Lahaina
4.93 out of 5 average rating, 55 reviewsKapalua Ridge 2511 Elegant 5 Star Luxury Villa
Beautiful spot to spend our honeymoon. Great location! Kapalua shuttle is super convenient. All amenities we could have needed were there. Much better than staying in a hotel! Thank you Kim for being a great host and sharing your property with us. Hopefully we’ll be back!
Villa in Lahaina
4.92 out of 5 average rating, 38 reviewsKaanapali Beach Club "All Views"
Grateful as a single mom, to find an affordable place, that was still nice, and awesome!! My kids were impressed!! It was a hotel price, for a condo like space!:)
Villa in Lahaina
4.9 out of 5 average rating, 50 reviewsKapalua Ridge 914. Unwind in the quiet luxury!
We had a great time! It is in a great location, away from some of the businesses closer to Lahaina. It is within walking distance to the beach and close to great snorkeling locations.
Villa in Kapalua
4.93 out of 5 average rating, 27 reviewsKapalua Golf Villa 19V1 by Parrish Maui
The view and the grounds were just amazing. The condo had everything we could need and the place was spotless. The swimming pools were great but had trouble with the code to enter the pool enclosure. Highly recommend Merriman restaurant and Cane and Canoe at Montage. Walk to beach or drive to parking lot but need to get there early to get a parking space.
Villa in Lahaina
5 out of 5 average rating, 15 reviewsKapalua Ridge Villa 114 By Parrish Maui
The condo was modern and has great amenities as described. The unit was clean and well maintained. We enjoyed the location and the great trails for our daily walk. It was close to the main road, which was an advantage when walking to the trails. The unit provides shuttle service to restaurants only in the Kapalua area, what a big plus! All in all it was a great experience. I plan on returning next year if the unit is available. Thank you, Parrish Collection.
Villa in Lahaina
5 out of 5 average rating, 5 reviewsKapalua Ridge Villa 1523 By Parrish Maui
Beautiful and great place to stay in Kapalua. Very responsive and proactive host.
Villa in Lahaina
4.98 out of 5 average rating, 59 reviewsKapalua Ridge 411- Dazzling Ocean & Island Views!
What a stunning place with breathtaking views of the Pacific Ocean! Words can't do justice to the magic of this area of the island – from whale sightings to tranquil nights with minimal light pollution. I highly recommend this place if you're seeking serenity. A special thanks to Kim for her invaluable local insights and excellent recommendations. Mahalo!
Quick stats about villa rentals in Wailea-Makena
Total rentals
50 properties
Nightly prices starting at
$290 before taxes and fees
Total number of reviews
550 reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- Kailua-Kona Vacation rentals
- Island of Hawai'i Vacation rentals
- Kihei Vacation rentals
- Kailua Vacation rentals
- Lahaina Vacation rentals
- Kaanapali Vacation rentals
- Kahului Vacation rentals
- Moloka‘i Vacation rentals
- Maui Vacation rentals
- O‘ahu Vacation rentals
- Waikiki Beach Vacation rentals
- Honolulu Vacation rentals
- Villa rentals Hawaii
- Villa rentals Maui
- Hotel rentals Wailea-Makena
- Waterfront rentals Wailea-Makena
- Apartment rentals Wailea-Makena
- Serviced apartment rentals Wailea-Makena
- Rentals with a sauna Wailea-Makena
- Fitness-friendly rentals Wailea-Makena
- Condo rentals Wailea-Makena
- House rentals Wailea-Makena
- Rentals with pools Wailea-Makena
- Kid-friendly rentals Wailea-Makena
- Townhouse rentals Wailea-Makena
- Monthly Rentals Wailea-Makena
- Rentals with a hot tub Wailea-Makena
- Rentals with outdoor seating Wailea-Makena
- Rentals with beach access Wailea-Makena
- Rentals with an EV charger Wailea-Makena
- Rentals with a patio Wailea-Makena
- Beachfront rentals Wailea-Makena
- Family-friendly rentals Wailea-Makena
- Rentals with a washer and dryer Wailea-Makena
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do United States
- Sports activities United States
- Food and drink United States
- Art and culture United States
- Wellness United States
- Sightseeing United States
- Entertainment United States
- Nature and outdoors United States
- Things to do Hawaii
- Nature and outdoors Hawaii
- Art and culture Hawaii
- Wellness Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Food and drink Hawaii
- Things to do Maui County
- Wellness Maui County
- Nature and outdoors Maui County
- Art and culture Maui County
- Sports activities Maui County
- Things to do Wailea-Makena
- Sports activities Wailea-Makena
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes