Villa vacation 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.
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 Wailuku
4.97 out of 5 average rating, 184 reviewsLuxurious 2 BR near I’ao Valley, Haleakala views!
Villa in Kihei
4.93 out of 5 average rating, 67 reviewsWalk to the Beach from a Modern Villa with a Patio
Villa in Lahaina
5 out of 5 average rating, 4 reviewsWestin Nanea Kaanapali Ocean Villa 2BR Sleeps 6
Villa in Lahaina
4.95 out of 5 average rating, 56 reviewsKapalua Ridge 1915- Ocean Views w/5th Night Free!
Villa in Kihei
4.93 out of 5 average rating, 80 reviewsExquisite Ocean View Villa across from the Beach
Villa in Kihei
4.96 out of 5 average rating, 49 reviewsModern 2 bedroom/2bath Villa near Beach!
Villa in Lahaina
4.97 out of 5 average rating, 38 reviewsOur Kapalua Golf Villa piece of paradise, Specials
Villa in Kihei
4.86 out of 5 average rating, 22 reviewsNewly Remodeled 2 Bed/2 Bath - Close to Beach
Luxury villa rentals
Villa in Lahaina
4.96 out of 5 average rating, 69 reviewsKapalua Ridge 2422. Luxurious remodeled townhouse!
Villa in Kihei
4.89 out of 5 average rating, 100 reviews1 Bedroom Beach Villa Steps to the Beach
Villa in Lahaina
5 out of 5 average rating, 3 reviewsKapalua Bay Villa 29B2 By Parrish Maui
Villa in Lahaina
5 out of 5 average rating, 15 reviewsSome Availability left thru December ~ Ocean Front
Villa in Lahaina
4.81 out of 5 average rating, 31 reviewsMaui Condo
Villa in Kihei
4.88 out of 5 average rating, 24 reviewsNewly Remodeled Beach Hideaway, Sleeps up to 8!
Villa in Lahaina
4.83 out of 5 average rating, 6 reviewsOceanfront Luxury At Kapalua Bay: The Pearl 20b2
Villa rentals with a pool
Villa in Lahaina
4.7 out of 5 average rating, 27 reviewsKaanapali Beach Club "All Views"
Villa in Kapalua
4.86 out of 5 average rating, 21 reviewsKapalua Bay Villa 12G5 By Parrish Maui
Villa in Kapalua
5 out of 5 average rating, 19 reviewsKapalua Ridge Villa 1721 By Parrish Maui
Villa in Lahaina
4.86 out of 5 average rating, 7 reviewsKapalua Ridge 2412- Spectacular Ocean View Villa
Villa in Lahaina
5 out of 5 average rating, 14 reviewsKaanapali Hilton KBC, 1 bdrm on ocean, scenic view
Villa in Lahaina
4.94 out of 5 average rating, 18 reviewsKaanapali Beach Club "Scenic View"
Villa in Kapalua
4.9 out of 5 average rating, 10 reviewsKapalua Ridge Villa 1112 By Parrish Maui
Villa in Lahaina
4.5 out of 5 average rating, 4 reviewsWestin Nanea Kaanapali Ocean Villa 2BR Sleeps 6
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
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