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

Guest favourite
Apartment in Wailea
Feel the Aloha at a Luxe Beach Chic Retreat
2 bedrooms, 3 beds, 2 private bathrooms
30 Jul – 4 Aug
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4.97 out of 5 average rating, 36 reviews
Top guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
5.0 out of 5 average rating, 82 reviews, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
4.94 out of 5 average rating, 329 reviews, 2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Superhost
Apartment in Kihei
Wailea Ekahi 12A | Ocean Views & Walk-Out Patio
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
22–27 Jul
Superhost
Flat in Kihei
Relaxing Maui getaway w/ pool & steps to beach
New place to stay, 1 bedroom, 2 beds, 2 bathrooms
27 Jul – 1 Aug
Apartment in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms, 2 bathrooms
7–12 Aug
Guest favourite
Flat in Wailea
Fabulous Ocean Views- Luxury 2 Bed 2 Bath
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
4.98 out of 5 average rating, 62 reviews, 1 bedroom, 2 beds, 2 bathrooms
27 Jul – 1 Aug
Home in Wailea
The Butterfly Home Maui
5.0 out of 5 average rating, 12 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
26–31 Aug
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
4.99 out of 5 average rating, 142 reviews, 2 bedrooms, 2 beds, 2 bathrooms
3–8 Sept
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Curved Slab
4.95 out of 5 average rating, 355 reviews, 2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
5.0 out of 5 average rating, 22 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Aug
Top guest favourite
Apartment in Wailea
Stunning Wailea 2/2, AC, Upper Fl, walk to beach
4.94 out of 5 average rating, 63 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Guest favourite
Flat in Kihei
Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
4.9 out of 5 average rating, 10 reviews, 1 bedroom, 2 beds, 2 bathrooms
28 Aug – 2 Sept
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
4.93 out of 5 average rating, 100 reviews, 3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
Superhost
Apartment in Kihei
Kihei Beach Condo | Pool, Hot Tub & King Bed
New place to stay, 1 bedroom, 2 beds, 1 bathroom
20–25 Jul
Top guest favourite
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
4.99 out of 5 average rating, 149 reviews, 2 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
Top guest favourite
Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
4.98 out of 5 average rating, 139 reviews, 2 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
Top guest favourite
Apartment in Wailea
Luxurious Tropical Retreat with Oceanview
5.0 out of 5 average rating, 44 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Oct