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

Top guest favourite
Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
1 bedroom, 2 beds, 1 private bathroom
2–7 Oct
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4.94 out of 5 average rating, 95 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds
26–31 Oct
4.94 out of 5 average rating, 332 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
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms, 3 beds
1–6 Sept
4.96 out of 5 average rating, 183 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
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, 60 reviews
Top guest favourite
Apartment in Kihei
Groovy bright condo 2 bed / 2 bath South Kihei
2 bedrooms, 4 beds
11–16 Sept
4.93 out of 5 average rating, 204 reviews
Guest favourite
Apartment in Wailea
Stunning Wailea 2/2, AC, Upper Fl, walk to beach
2 bedrooms, 3 beds
19–24 Sept
4.94 out of 5 average rating, 65 reviews
Top guest favourite
Apartment in Wailea
Wailea Surf Shack: Beaches, Shops & Golf!
1 bedroom, 2 beds
7–12 Sept
5.0 out of 5 average rating, 141 reviews
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds
1–6 Sept
4.9 out of 5 average rating, 357 reviews
Top guest favourite
Villa in Wailea
Luxury Oceanview Wailea Retreat with Sunset Views
3 bedrooms, 6 beds
24–29 Nov
5.0 out of 5 average rating, 48 reviews
Superhost
Apartment in Wailea
Comfortable Design with Ocean Views
3 bedrooms, 5 beds
12–17 Sept
5.0 out of 5 average rating, 5 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
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
Superhost
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 4 beds
1–6 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Room in Kihei
Garden Room, private bathroom, separate entrance
1 queen bed
20–25 Sept
4.95 out of 5 average rating, 462 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 Wailea
Grand Champions 169 Beautiful 3 BR on the Fairway!
3 bedrooms, 4 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 194 reviews
Guest favourite
Flat in Kihei
Grand Champions - Ocean & Golf View, King Bed, A/C
2 bedrooms, 3 beds
7–12 Sept
4.92 out of 5 average rating, 133 reviews