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 Lahaina
4.75 out of 5 average rating, 12 reviewsBreathtaking Kapalua Views, 3 Beds, 2 Pools, Golf
Sep. 30 – Oct. 7
Villa in Lahaina
5.0 out of 5 average rating, 5 reviewsKapalua Golf Villa Rental w/ Ocean & Golf Views!
Feb. 8 – 15
Villa in Wailuku
4.91 out of 5 average rating, 189 reviewsLuxurious 1BR Near I'ao Valley, Bright and Modern!
Dec. 3 – 10
Villa in Kihei
4.88 out of 5 average rating, 88 reviews1 Bedroom Beach Villa Steps to the Beach
Jul. 5 – 12
Villa in Lahaina
5.0 out of 5 average rating, 40 reviewsKapalua Ridge1722- Platinum Ocean View Villa!
Jun. 29 – Jul. 6
Villa in Lahaina
4.95 out of 5 average rating, 37 reviewsPlatinum Kapalua Ridge 1412- 5th Night Free!
Jun. 12 – 19
Villa in Lahaina
5.0 out of 5 average rating, 21 reviewsPlatinum Maui Vacations ~Nice~ Panoramic Views
Aug. 28 – Sep. 4
Villa in Lahaina
5.0 out of 5 average rating, 7 reviewsSands Of Kahana MAUI 1, 2 & 3 BR Some View units
Luxury villa rentals
Villa in Lahaina
4.92 out of 5 average rating, 12 reviewsKapalua Bay Villa 30B2 By Parrish Maui
May 16 – 23
Villa in Kapalua
4.96 out of 5 average rating, 26 reviewsOcean Breeze
Aug. 4 – 11
Villa in Lahaina
New place to stayWhite Lotus
Mar. 24 – 31
Villa in Kihei
4.93 out of 5 average rating, 71 reviewsOcean View 2BR Villa Steps To The Beach
Jan. 22 – 29
Villa in Kihei
4.81 out of 5 average rating, 26 reviewsPoolside Bungalow 2BR/2BA with Bonus Family Room
Apr. 19 – 26
Villa in Kihei
4.92 out of 5 average rating, 62 reviewsWalk to the Beach from a Modern Villa with a Patio
Jan. 11 – 18
Villa in Lahaina
4.95 out of 5 average rating, 55 reviewsKapalua Ridge 1915- Your Ocean View Winter Escape
Jan. 16 – 23
Villa in Lahaina
4.97 out of 5 average rating, 31 reviewsPlatinum Kapalua Ridge 2423-24- 5th Night Free!
Oct. 13 – 20
Villa rentals with a pool
Villa in Lahaina
4.89 out of 5 average rating, 38 reviewsKa'anapali Beach Club **OCEAN VIEW 6** MAUI
Jun. 26 – Jul. 3
Villa in Lahaina
4.87 out of 5 average rating, 60 reviewsKaanapali Beach Club "Scenic View"
May 9 – 16
Villa in Lahaina
4.88 out of 5 average rating, 50 reviewsKapalua Ridge 924- Maui's Finest Ocean Views
Jun. 3 – 10
Villa in Lahaina
5.0 out of 5 average rating, 14 reviewsKaanapali Hilton KBC, 1 bdrm on ocean, scenic view
Mar. 18 – 25
Villa in Lahaina
5.0 out of 5 average rating, 9 reviewsPerfect Time! Come Save $ & Stay Very Nice Place
Aug. 27 – Sep. 3
Villa in Lahaina
5.0 out of 5 average rating, 6 reviewsGreat Price ~ Warm Tropical Infusion ~ Comfortable
Sep. 15 – 22
Villa in Lahaina
5.0 out of 5 average rating, 3 reviewsOn Sale; 4/2- 4/16 ~Ocean Front Kapalua Bay Villa
Jun. 8 – 15
Villa in Lahaina
5.0 out of 5 average rating, 6 reviewsKapalua Ridge 2412- Spectacular Ocean View Villa
Mar. 4 – 11
Quick stats about villa rentals in Wailea-Makena
Total rentals
50 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Rentals with a pool
50 properties have a pool
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
490 reviews
Nightly prices starting at
$14 CAD before taxes and fees
Destinations to explore
- Kailua-Kona Vacation rentals
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