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

Top guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms, 3 beds, 2 private bathrooms
8–13 Aug
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4.96 out of 5 average rating, 180 reviews
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds, 2 bathrooms
1–6 Sept
4.99 out of 5 average rating, 142 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
Superhost
Apartment in Kihei
3BR Luxury Villa w/ AC Superb Views - HLR 23-3
3 bedrooms, 3 king beds, 3.5 bathrooms
8–13 Aug
Top 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
Apartment in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
1 bedroom, 2 beds, 2 bathrooms
1–6 Aug
4.98 out of 5 average rating, 203 reviews
Superhost
Apartment in Wailea
Wailea Elua 401 | Ocean Views | Pool | Hot Tub
2 bedrooms, 4 beds, 2 bathrooms
14–19 Aug
5.0 out of 5 average rating, 4 reviews
Apartment in Kihei
Tropical Escape with Endless Coastal Views
1 bedroom, 2 beds, 2 bathrooms
21–26 Jul
4.95 out of 5 average rating, 42 reviews
Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
2 bedrooms, 4 beds, 3 bathrooms
7–12 Jul
4.96 out of 5 average rating, 142 reviews
Top guest favourite
Apartment in Wailea
Boathouse Studio Condo in Wailea, Hawaii
1 bedroom, 1 queen bed, 1 bathroom
29 Jul – 3 Aug
4.98 out of 5 average rating, 476 reviews
Home in Wailea
The Butterfly Home Maui
4 bedrooms, 5 beds, 3.5 bathrooms
26–31 Aug
5.0 out of 5 average rating, 12 reviews
Flat in Kihei
Brand-New Interior | 5-Min Walk to Beach | 2 Baths
1 bedroom, 2 beds, 2 bathrooms
14–19 Aug
5.0 out of 5 average rating, 4 reviews
Apartment in Wailea
A bit of paradise - Ocean Views Villa 1 bedroom
1 bedroom, 2 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Wailea
Wailea Resort studio suite
1 bedroom, 1 bed, 1 bathroom
9–14 Jul
4.96 out of 5 average rating, 671 reviews
Villa in Kihei
One-of-a-Kind Maui Getaway
4 bedrooms, 5 beds, 3 bathrooms
26 Aug – 2 Sept
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Home in Kihei
South Maui Guesthouse
2 bedrooms, 2 queen beds, 1 bathroom
5–10 Aug
4.97 out of 5 average rating, 309 reviews
Flat in Wailea
Grand Champions 067
1 bedroom, 2 beds, 2 bathrooms
3–8 Aug
Guest favourite
Flat in Wailea
A.R.A Retreats: Birds Eye View
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
4.97 out of 5 average rating, 101 reviews
Top guest favourite
Flat in Kihei
Luxurious Wailea Ocean Vistas
1 bedroom, 2 beds, 2 bathrooms
13–18 Jul
5.0 out of 5 average rating, 102 reviews