Villa vacation rentals in Wailea, Wailea-Makena
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Top-rated villa rentals in Wailea, 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, Wailea-Makena villa rentals
Private villa rentals
Villa in Wailuku
4.97 out of 5 average rating, 162 reviewsLuxurious 2 BR near I’ao Valley, Haleakala views!
Oct 9 – 16
Villa in Wailuku
4.91 out of 5 average rating, 189 reviewsLuxurious 1BR Near I'ao Valley, Bright and Modern!
Sep 30 – Oct 7
Villa in Kihei
4.83 out of 5 average rating, 18 reviewsNewly Remodeled Beach Hideaway, Sleeps up to 8!
Sep 21 – 28
Villa in Kihei
4.93 out of 5 average rating, 71 reviewsOcean View 2BR Villa Steps To The Beach
Jan 6 – 13
Villa in Kihei
4.88 out of 5 average rating, 88 reviews1 Bedroom Beach Villa Steps to the Beach
Jul 5 – 12
Villa in Kihei
4.81 out of 5 average rating, 26 reviewsPoolside Bungalow 2BR/2BA with Bonus Family Room
Dec 8 – 15
Villa in Lahaina
4.85 out of 5 average rating, 47 reviewsKaanapali Fairway Villa, 3 BR 3 BA
Feb 24 – Mar 3
Villa in Paia
4.91 out of 5 average rating, 43 reviewsLarge Studio @ MangoLani Inn - Paia
Jul 27 – Aug 3
Luxury villa rentals
Villa in Kihei
4.93 out of 5 average rating, 71 reviewsOcean View 2BR Villa Steps To The Beach
Jan 6 – 13
Villa in Kihei
4.81 out of 5 average rating, 26 reviewsPoolside Bungalow 2BR/2BA with Bonus Family Room
Dec 8 – 15
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
5.0 out of 5 average rating, 11 reviewsWestin Nanea Kaanapali Ocean Villa 2BR Sleeps 6
Villa in Lahaina
5.0 out of 5 average rating, 75 reviewsLuana Garden Villa 3D
Oct 20 – 27
Villa in Lahaina
5.0 out of 5 average rating, 5 reviewsWestin Kaanapali Resort North Ocean View Studio
Villa in Kihei
4.7 out of 5 average rating, 10 reviewsNewly Remodeled 2 Bed/2 Bath - Close to Beach
Jan 6 – 13
Villa in Kihei
4.93 out of 5 average rating, 72 reviewsExquisite Ocean View Villa across from the Beach
Jan 9 – 16
Villa rentals with a pool
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, 14 reviewsKaanapali Hilton KBC, 1 bdrm on ocean, scenic view
Apr 24 – May 1
Villa in Lahaina
4.72 out of 5 average rating, 32 reviewsKa'anapali Beach Club **OCEAN VIEW 5** MAUI
May 31 – Jun 7
Villa in Lahaina
4.52 out of 5 average rating, 31 reviewsKa'anapali Beach Club **OCEAN VIEW 3** MAUI
Aug 21 – 28
Villa in Lahaina
4.87 out of 5 average rating, 15 reviewsKaanapali Beach Club "ALL VIEWS 3"
Dec 22 – 29
Villa in Lahaina
4.83 out of 5 average rating, 18 reviewsKaanapali Beach Club "ALL VIEWS 2"
Nov 20 – 27
Villa in Lahaina
5.0 out of 5 average rating, 4 reviews1 Bdrm Condo on Bch, Hilton KBC in Ka'anapali
Oct 15 – 22
Villa in Lahaina
4.25 out of 5 average rating, 4 reviewsMarriott Maui Ocean Club 1BR 2BA Garden and Ocean
May 10 – 17
Quick stats about villa rentals in Wailea, 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
480 reviews
Nightly prices starting at
ﺩ.ﺇ37 before taxes and fees
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