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Search results; Over 1,000 homes in Wailea-Makena

Guest favourite
Villa in Wailea
Luxury at it's Finest, Truly a Home away from Home
2 bedrooms, 4 beds, 2 private baths
Aug 12–18
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4.96 out of 5 average rating, 102 reviews
Top guest favourite
Condo in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds, 2 baths
Aug 27–Sep 1
4.94 out of 5 average rating, 331 reviews
Top guest favourite
Condo in Wailea
Wailea Resort studio suite
1 bedroom, 1 bed, 1 bath
Aug 24–29
4.96 out of 5 average rating, 676 reviews
Guest favourite
Apartment in Wailea
Wailea Oceanfront Luxury Front Row Escape
2 bedrooms, 3 beds, 2 baths
Aug 12–17
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Condo in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
1 bedroom, 2 beds, 2 baths
Aug 23–28
4.98 out of 5 average rating, 206 reviews
Top guest favourite
Condo in Kihei
Your Maui Luxury Escape - Wailea Beach Villas K107
2 bedrooms, 4 beds, 2 baths
Aug 28–Sep 4
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds, 2 baths
Sep 3–8
4.99 out of 5 average rating, 142 reviews
Guest favourite
Condo in Wailea
Stunning Wailea 2/2, AC, Upper Fl, walk to beach
2 bedrooms, 3 beds, 2 baths
Oct 2–7
4.94 out of 5 average rating, 65 reviews
Top guest favourite
Condo in Kihei
Exceptional Ocean View - King Bed - Ocean Front!
2 bedrooms, 2 king beds, 2 baths
Sep 1–6
4.96 out of 5 average rating, 52 reviews
Guest favourite
Condo in Wailea
Gorgeous Condo in Wailea Ekahi Village!
1 bedroom, 2 beds, 1 bath
Aug 18–23
4.94 out of 5 average rating, 84 reviews
Guest favourite
Condo in Wailea
Relaxing Wailea Condo Near Beaches
2 bedrooms, 4 beds, 2 baths
Aug 13–18
4.96 out of 5 average rating, 55 reviews
Superhost
Condo in Wailea
Wailea Elua | Steps to Ulua Beach, Ocean Views
2 bedrooms, 4 beds, 2 baths
Aug 25–30
Top guest favourite
Apartment in Wailea
Wailea Escape/Golf Views, Beaches & Family Comfort
2 bedrooms, 4 beds, 2 baths
Aug 12–17
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Condo in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds, 2 baths
Sep 2–7
4.99 out of 5 average rating, 150 reviews
Condo in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms, 2 baths
Aug 27–Sep 1
Top guest favourite
Condo in Wailea
A.R.A Retreats: The Hideaway
2 bedrooms, 3 beds, 2 baths
Aug 28–Sep 2
4.97 out of 5 average rating, 153 reviews
Top guest favourite
Condo in Wailea
Luxurious Tropical Retreat with Oceanview
1 bedroom, 2 beds, 1 bath
Oct 26–31
5.0 out of 5 average rating, 45 reviews
Guest favourite
Condo in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds, 2.5 baths
Aug 19–24
4.9 out of 5 average rating, 357 reviews
Top guest favourite
Condo in Wailea
Maui Oasis Retreat At The Grand Champions #53
1 bedroom, 2 beds, 2 baths
Sep 20–25
5.0 out of 5 average rating, 77 reviews