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

Guest favourite
Apartment in Wailea
Gorgeous Condo in Wailea Ekahi Village!
1 bedroom, 2 beds, 1 private bathroom
18–23 Oct
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4.94 out of 5 average rating, 84 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms, 3 beds
8–13 Sept
4.96 out of 5 average rating, 183 reviews
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds
3–8 Sept
4.99 out of 5 average rating, 142 reviews
Top guest favourite
Flat in Wailea
A.R.A Retreats: Ocean Breeze
2 bedrooms, 3 beds
6–11 Sept
5.0 out of 5 average rating, 50 reviews
Guest favourite
Rooms in Kihei
Maui Hill 2BR | Ocean View, Pool & King Beds
2 bedrooms, 3 beds
15–20 Sept
4.83 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Kihei
Wailea Beachfront Direct Ocean Views 4 Bd/3 Ba
4 bedrooms, 4 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 61 reviews
Top guest favourite
Townhouse in Kihei
Maui Resort Walk to Beach w/King, Pool, 2 Hot Tubs
1 bedroom, 2 beds
1–6 Sept
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
1 bedroom, 2 beds
2–7 Oct
4.94 out of 5 average rating, 95 reviews
Top guest favourite
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds
2–7 Sept
4.99 out of 5 average rating, 151 reviews
Guest favourite
Apartment in Wailea
21B Grand Champions Studio -Ulua & Mokapu beaches
1 king bed
25–30 Sept
4.87 out of 5 average rating, 69 reviews
Top guest favourite
Apartment in Wailuku
Oceanfront with Panoramic Views I Maalaea Kai 416
2 bedrooms, 2 beds
11–16 Oct
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Flat in Wailea
Wailea Escape/Golf Views, Beaches & Family Comfort
2 bedrooms, 4 beds
1–6 Sept
5.0 out of 5 average rating, 27 reviews
Guest favourite
Apartment in Wailea
Best Location, Panoramic Ocean View Remodel WE1508
2 bedrooms, 3 beds
2–7 Sept
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds
12–17 Oct
4.93 out of 5 average rating, 102 reviews
Guest favourite
Home in Kihei
LUXURIOUS*DIRECT OCEANFRONT Private HOME
4 bedrooms, 5 beds
5–10 Oct
4.9 out of 5 average rating, 90 reviews
Top guest favourite
Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
2 bedrooms, 3 beds
17–22 Oct
4.98 out of 5 average rating, 141 reviews
Guest favourite
Apartment in Kihei
*Last Minute Deal*Luxurious*2b/2b OceanView Wailea
2 bedrooms, 2 king beds
26 Nov – 1 Dec
4.88 out of 5 average rating, 147 reviews
Home in Wailea
The Butterfly Home Maui
4 bedrooms, 5 beds
1–6 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Kihei
Gorgeous Ocean View Condo steps to the beach
2 bedrooms, 3 beds
14–19 Sept
4.96 out of 5 average rating, 93 reviews