
Villa holiday rentals in Wailea-Makena
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Top-rated villa rentals in Wailea-Makena
Guests agree: These villas are highly rated for location, cleanliness and more.
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Popular amenities for Wailea-Makena villa rentals
Private villa rentals

Kapalua Ridge Villa 2214- Endless Ocean Views!
This is a very quiet complex. It feels private. The beach is less than a ten min walk and is not crowded like some of the other beaches can be because of the low density housing in the area. There are some beautiful walks that you can do right from the unit. There is lots of room in the unit to put away all your things away. The management is great. We locked ourselves out one day, they got us back in, in under 10 min! We had a small problem in the unit, maintenance was there to take care of it shortly after. I left an item there and only realized when I got back home to Canada. They offered to mail it back to me at their cost! We would definitely stay here again.

Kapalua Ridge Villa 412- Sweeping Ocean Views!
Was a great stay with impeccable views! You can also easily sneak into the Ritz Carlton pool area and have fun there too! Great location!

Kapalua Ridge 2511- Discounted Summer Rates!
The host was very flexible and allowed us to check in early which helped us get some rest before our evening activities. She was very friendly and communicative. I hope to rent from her again in the future!

Kaanapali Beach Club "All Views"
Had nothing short of an amazing stay. Grateful for Gordon and all he did for me. The resort is absolutely gorgeous and loved staying here. Would stay here again anytime I’m in Maui. Thank you Gordon!

Kapalua Ridge 2412- Oceanview Discounted Rates!
A very peaceful and beautiful stay while visiting Maui. Our view to the ocean was incredible, especially being able to view from afar whales. Beach access is easy to navigate within walking distance for nearby beaches or evening sunsets. Great location and friendly staff. For our 5 days stay it worked well for us traveling from PNW looking for sunshine and relaxation.

Kapalua Ridge 1623- Endless Ocean & Coastal Views
We had such a beautiful and peaceful time at the Ridge on our trip to Maui. Our unit was spacious and spotless, it included all the amenities we needed to feel right at home. The in-unit washer and dryer is such a great thing to have on a trip to Hawaii, because we were able to underpack and not bother checking bags. We've stayed countless times in South-facing units on the other side of the property, and while the afternoon sun and sunsets are always lovely, we actually enjoyed how cool our (North-facing) unit stayed with the offshore breezes all week. To catch the sunset, we grabbed a beer and a blanket and walked out to Tee 3, just across the way. We had cozy mornings with coffee watching whales from our bed in in the channel and peaceful afternoons with poke from Napili market and a bottle of wine on the downstairs lanai. This unit is VERY quiet because it's on the end of the property. We had the most enjoyable time. THANK YOU!

Kaanapali Beach Club "Scenic View"
Our stay at this Lahaina resort was nothing short of spectacular! From the moment we arrived, we were greeted with the warm aloha spirit that instantly made us feel welcome and relaxed. The check-in process was seamless, and we were even offered refreshing tropical drinks to kick off our vacation. The resort grounds are absolutely stunning—lush gardens, swaying palm trees, and breathtaking ocean views everywhere you turn. The amenities here are top-notch. We spent our days lounging by the pool, sipping on cocktails from the poolside bar, and enjoying easy access to the beach just steps away. The on-site restaurants served delicious island-inspired cuisine, and the fresh seafood was particularly memorable. They offered great recommendations for excursions and local spots to explore, including a sunset cruise and a scenic hike that became trip highlights. Whether you’re visiting for a romantic getaway or a family vacation

Kapalua Ridge 1614- Ocean View Luxury Living
Amazing place with breathtaking views! Great amenities with the pools. BBQ and dining area near the pool. Only suggestion would be adding an A/C unit in the living room as it gets a little warm in there during the day. Definitely still gets 5 stars in my book. My family and I enjoy a staycation on Island whenever we can. Will definitely be coming back. Mahalo Nui for everything!
Luxury villa rentals

Luxurious Two Bedroom near I’ao Valley w/ Haleakal
I had such a wonderful stay at the Blue Door on Maui! The home is tucked away in a quiet, peaceful neighborhood that made it easy to relax and feel at ease. It was also conveniently close to the airport and made getting to all the local attractions super easy. The space itself was beautifully curated with thoughtful decor and a very clean, welcoming vibe. It had more than enough room for the three of us, and we never felt cramped. Plus, it was stocked with plenty of amenities that met all our needs and then some. I truly appreciated how well-maintained and comfortable everything was. I would absolutely stay here again and highly recommend it to anyone visiting the area!

Chic Villa 6 – Beach Vibes & Walkable Paradise!
This place was a gem! Our favorite stay in the islands so far. The grounds of the property are beautifully maintained and the pool is amazing, specially after a long day of exploring. The location is terrific as it is within walking distances to some great restaurants and coffee shops and less than a 10 minute drive away from the shops at Wailea. You also have a direct view to the sunset right across the street so I suggest grabbing a drink and sitting on the bench there to enjoy. The airbnb itself is super clean, well stocked, and beautifully decorated. You cannot go wrong with this place specially if you want a more boutique feel to your vacation.

Chic Villa 2 | Modern Vibes by the Ocean
Incredible stay. Couldn’t ask for a better location. The Villa felt super private, yet we were close to many local hotspots. Would love to stay here again. One downside, the bed is a little firm. Gal was super accommodating too. We had several hours until our flight after checkout, and he allowed us to use some of the beach equipment for one last beach trip.

Ocean Front Cottage, 30 steps to the beach!
This place was absolutely amazing and will be the only place I stay in Maui! Walkable to lots of restaurants and grocery store and just a few steps to the beach. We had a fabulous time.

Kapalua Ridge 1711- Platinum Oceanview Villa
This is an excellent villa and we had a wonderful time. It is very well appointed, super clean, and the host is extremely easy to work with. The view is incredible and the surf noise is amazing. Highly recommended!!!

Come Play on Maui & Save $ ~Ocean Front Kapalua
Gorgeous Condo -Spectacular Location This condo was perfect for our family of four. Everything we needed we provided, and we were grateful for the well stocked dishes and cookware. The Master suite has an incredible view and we enjoyed watching whales while drinking our coffee. The bedding and linens were high quality. The entire property is beautifully maintained and this condo was sparkling clean. We’ve recommended this property to all our friends who are planning a trip to Maui. There’s no better place to stay!

Ocean View Villa at Villas by the Cove!
This airbnb was a gem of a find. It's a villa with other Airbnbs on the property. Very lush and has a super jungle feel, yet very modern. We stayed in Villa #5 with an ocean view from the deck which was great! The other units are all lower with no view. Villa 5 has its own private gate entrance. Lots of privacy and easy access to come and go. The pool was beautiful. Super helpful to have laundry facility. We went from california to honolulu then maui and this airbnb was perfect for my boyfriend & I after a week of traveling. We cooked! The livingroom sofa is a pull out bed and we utilized it to watch a lil TV, the ocean, the surfers, and the pool & beautiful palm trees. There's a small beach parking lot across the back street and it does draw people of all types but there were no issues. Everything needed was provided - beach chairs, umbrella, boogie boards, small ice chest. Perfect for 2! I would totally stay again - Villa #5 was the best topper to our Maui trip! Thanks Gal!

Kapalua Ridge 613-15- Lowest Summer Rates!
Great experience! Beautiful home and every practical, was near many beautiful beaches and had great amenities around. The area was very easy to get to and was private yet still central and close to a lot of things. Would recommend to anyone and would stay here again!
Villa rentals with a pool

Kapalua 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.

Kapalua Ridge 2422. Luxurious remodeled townhouse!
We just can't say enough good things. Pictures looked excellent but you never know what you'll find in reality. Our unit was even better than the pictures. Host was amazing. Neighborhood is peaceful. Close to two awesome beaches. Beaches not over crowded. We almost had one to ourselves. If we're back in Maui this will be the first place I call. The price is simply amazing for what you get.

Kapalua Ridge 1722 Full Ocean Views w/Discount
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.

Kapalua 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.

Kapalua Ridge 1712- Stunning Ocean & Island Views
Exceptional views, location and host communication. Of all the AIRBNB trips to-date this experience has been the best. Easy access, comfortable and clean villa and lots to do. 5min to world class gold courses, restaurants including Ritz Carlton and friendly people everywhere we went. We will return again and book using Ridge Realty Rentals. Thank you so much

Kapalua Ridge 1915- Platinum Ocean View Villa
This was the perfect spot for our stay on Maui. It’s close enough to the resort hotels to enjoy their amenities and activities, but just far enough away to truly relax in peace and quiet. The beach is only a 10-minute walk and feels wonderfully private. The condo itself was a getaway all on its own, with beautiful views and cool breezes—we never even needed the AC. The kitchen was a standout: it had everything we could possibly need. Beyond the basics like cold filtered water, a coffee maker, toaster, and plenty of ice, there was even a Ninja blender, a full variety of pots and pans, baking dishes, and glassware. Honestly, you could cook an entire Thanksgiving dinner here. We ended up making a lot of meals at home, enjoying the views from the patio. We also used the grill by the pool, and while we spent most of our time at the beach, both pools looked great. This was definitely the spot to be on Maui. Highly recommend.

Our Kapalua Golf Villa piece of paradise, Specials
Beautiful location, clear instructions and quick response from Brent, therefore in one word it’s great.

Luxury Ocean/Island View Kapalua Ridge 2914
Was an awesome stay, peaceful, private with a great view and reasonably close to beaches, restaurants and stores. Host was great, professional and responsive. Will definitely try and book again in the future.
Quick stats about villa rentals in Wailea-Makena
Total rentals
50 properties
Nightly prices starting at
$534 NZD before taxes and fees
Total number of reviews
570 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
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Kaipukaihina
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Pahoa Beach
- Wailea Beach
- Manele Golf Course
- Hāmoa Beach
- Oneloa Beach
- Maui Ocean Center
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Mokulau Beach
- Kaulahao Beach
- Wailea Golf Club
- Ka'anapali Golf Courses
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