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 Lahaina
4.75 out of 5 average rating, 12 reviewsBreathtaking Kapalua Views, 3 Beds, 2 Pools, Golf
Oct 12 – 19
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
4.97 out of 5 average rating, 161 reviewsLuxurious 2 BR near I’ao Valley, Haleakala views!
Nov 1 – 8
Villa in Lahaina
4.95 out of 5 average rating, 37 reviewsPlatinum Kapalua Ridge 1412- 5th Night Free!
Jun 11 – 18
Villa in Lahaina
5.0 out of 5 average rating, 74 reviewsLuana Garden Villa 3D
Aug 21 – 28
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
Villa in Lahaina
4.94 out of 5 average rating, 32 reviewsKapalua Ridge 1623- Endless Ocean & Coastal Views
Aug 5 – 12
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 23 – 30
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
4.92 out of 5 average rating, 62 reviewsWalk to the Beach from a Modern Villa with a Patio
Jan 11 – 18
Villa in Kihei
4.81 out of 5 average rating, 26 reviewsPoolside Bungalow 2BR/2BA with Bonus Family Room
Feb 15 – 22
Villa in Kihei
4.83 out of 5 average rating, 18 reviewsNewly Remodeled Beach Hideaway, Sleeps up to 8!
Mar 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 rentals with a pool
Villa in Lahaina
4.87 out of 5 average rating, 60 reviewsKaanapali Beach Club "Scenic View"
May 9 – 16
Villa in Lahaina
4.89 out of 5 average rating, 37 reviewsKa'anapali Beach Club **OCEAN VIEW 6** MAUI
May 24 – 31
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
4.95 out of 5 average rating, 19 reviewsUnrivaled Kapalua Ridge 2723-24- 5th Night Free!
Oct 6 – 13
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, 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 reviewsGreat Price ~ Warm Tropical Infusion ~ Comfortable
Sep 15 – 22
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
$10 before taxes and fees
Destinations to explore
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