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

Top guest favourite
Apartment in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
1 bedroom, 2 beds, 2 private bathrooms
1–6 Aug
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4.98 out of 5 average rating, 203 reviews
Top guest favourite
Villa in Wailea
Luxury Oceanview Wailea Retreat with Sunset Views
3 bedrooms, 6 beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 81 reviews
Top guest favourite
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
4.99 out of 5 average rating, 149 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Curved Slab
2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
4.95 out of 5 average rating, 355 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds, 2 bathrooms
2–7 Aug
4.94 out of 5 average rating, 329 reviews
Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
2 bedrooms, 4 beds, 2 bathrooms
12–17 Aug
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Flat in Kihei
Barefoot Luxury at it's Finest | 3bd Villa | E-201
3 bedrooms, 5 beds, 3.5 bathrooms
7–12 Nov
5.0 out of 5 average rating, 10 reviews
Guest favourite
Apartment in Kihei
Keawakapu Beach luxury w/tropical garden view
2 bedrooms, 3 beds, 2 bathrooms
10–15 Jul
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Apartment in Wailea
Stunning Wailea 2/2, AC, Upper Fl, walk to beach
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
4.94 out of 5 average rating, 63 reviews
Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
2 bedrooms, 4 beds, 3 bathrooms
9–14 Aug
4.97 out of 5 average rating, 143 reviews
Guest favourite
Flat in Wailea
Wailea Ekahi 24C, Summer in Paradise in Style!
2 bedrooms, 6 beds, 2 bathrooms
5–10 Aug
5.0 out of 5 average rating, 8 reviews
Superhost
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 3 beds, 2 bathrooms
28 Jul – 2 Aug
Top guest favourite
Apartment in Kihei
Refined Resort Wailea Oceanview Vistas
2 bedrooms, 3 beds, 2 bathrooms
14–19 Jul
5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
4.93 out of 5 average rating, 100 reviews
Top guest favourite
Flat in Wailea
Wailea Escape/Golf Views, Beaches & Family Comfort
2 bedrooms, 4 beds, 2 bathrooms
28 Jul – 2 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
2 bedrooms, 3 beds, 2 bathrooms
17–22 Oct
4.98 out of 5 average rating, 138 reviews
Guest favourite
Apartment in Kihei
Your Maui Luxury Escape - Wailea Beach Villas K107
2 bedrooms, 4 beds, 2 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Apartment in Kihei
Wailea Beachfront Direct Ocean Views 4 Bd/3 Ba
4 bedrooms, 4 beds, 3 bathrooms
28 Jul – 2 Aug
4.98 out of 5 average rating, 60 reviews