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

Top guest favourite
Apartment in Wailea
Gorgeous 2 Story Townhouse in Wailea w/ Ocean View
2 bedrooms, 4 beds, 3 private bathrooms
2–7 Aug
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4.94 out of 5 average rating, 181 reviews
Top guest favourite
Flat in Kihei
Barefoot Luxury at it's Finest | 3bd Villa | E-201
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
1–6 Oct
Top guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
5.0 out of 5 average rating, 81 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
Guest favourite
Apartment in Kihei
Keawakapu Beach luxury w/tropical garden view
4.92 out of 5 average rating, 13 reviews, 2 bedrooms, 3 beds, 2 bathrooms
10–15 Jul
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
1–6 Sept
Guest favourite
Apartment in Kihei
Remodeled Near Kamaole 3 Beach
4.87 out of 5 average rating, 91 reviews, 2 bedrooms, 4 beds, 2 bathrooms
25–30 Jul
Top guest favourite
Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
4.93 out of 5 average rating, 92 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
4.98 out of 5 average rating, 138 reviews, 2 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
Top guest favourite
Villa in Wailea
Luxury Oceanview Wailea Retreat with Sunset Views
5.0 out of 5 average rating, 40 reviews, 3 bedrooms, 6 beds, 2 bathrooms
25–30 Oct
Guest favourite
Apartment in Kihei
Your Maui Luxury Escape - Wailea Beach Villas K107
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 4 beds, 2 bathrooms
28 Aug – 2 Sept
Guest favourite
Flat in Wailea
Spacious 3BR/2BA Condo in Wailea
4.9 out of 5 average rating, 10 reviews, 3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Apartment in Kihei
Ekahi 22C Toes in the Sand in Under 2 Minutes
4.95 out of 5 average rating, 99 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Top 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
Guest favourite
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
5.0 out of 5 average rating, 21 reviews, 2 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Guest favourite
Flat in Wailea
Wailea Ekahi 24C, Summer in Paradise in Style!
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 6 beds, 2 bathrooms
5–10 Aug
Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
4.97 out of 5 average rating, 143 reviews, 2 bedrooms, 4 beds, 3 bathrooms
8–13 Jul
Top guest favourite
Flat in Wailea
Wailea Escape/Golf Views, Beaches & Family Comfort
5.0 out of 5 average rating, 22 reviews, 2 bedrooms, 4 beds, 2 bathrooms
28 Jul – 2 Aug
Top guest favourite
Apartment in Wailea
Grand Champions Villas in Wailea, Maui
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 3 beds, 2 bathrooms
3–9 Aug
Top guest favourite
Apartment in Kihei
Wailea Beachfront Direct Ocean Views 4 Bd/3 Ba
4.98 out of 5 average rating, 60 reviews, 4 bedrooms, 4 beds, 3 bathrooms
28 Jul – 2 Aug