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

Top guest favourite
Apartment in Wailea
Wailea Resort studio suite
1 bedroom, 1 bed, 1 private bathroom
23–28 Oct
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4.96 out of 5 average rating, 678 reviews
Top guest favourite
Flat in Wailea
A.R.A Retreats: Ocean Breeze
2 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds, 2 bathrooms
2–7 Sept
4.99 out of 5 average rating, 151 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The OG
2 bedrooms, 3 beds, 2 bathrooms
4–9 Sept
4.91 out of 5 average rating, 353 reviews
Top guest favourite
Room in Kihei
Garden Room, private bathroom, separate entrance
1 queen bed, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 462 reviews
Top guest favourite
Apartment in Wailea
Tropical Escape to Wailea with Stunning Oceanview
1 bedroom, 2 beds, 1 bathroom
19–24 Mar
4.98 out of 5 average rating, 48 reviews
Top guest favourite
Apartment in Wailea
Wailea Surf Shack: Beaches, Shops & Golf!
1 bedroom, 2 beds, 2 bathrooms
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, 2.5 bathrooms
1–6 Sept
4.9 out of 5 average rating, 358 reviews
Top guest favourite
Flat in Wailea
Wailea Escape/Golf Views, Beaches & Family Comfort
2 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 27 reviews
Guest favourite
Apartment in Wailea
21B Grand Champions Studio -Ulua & Mokapu beaches
1 king bed, 1 bathroom
25–30 Sept
4.87 out of 5 average rating, 69 reviews
Top guest favourite
Villa in Wailea
Luxury Oceanview Wailea Retreat with Sunset Views
3 bedrooms, 6 beds, 2 bathrooms
24–29 Nov
5.0 out of 5 average rating, 48 reviews
Guest favourite
Flat in Wailea
Spacious 3BR/2BA Condo in Wailea
3 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Wailea
Amazing location! Chic Maui Getaway (ground floor)
1 bedroom, 2 beds, 2 bathrooms
19–24 Sept
4.98 out of 5 average rating, 59 reviews
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds, 3 bathrooms
12–17 Oct
4.93 out of 5 average rating, 102 reviews
Top guest favourite
Apartment in Kihei
Wailea Beachfront Direct Ocean Views 4 Bd/3 Ba
4 bedrooms, 4 beds, 3 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 61 reviews
Guest favourite
Apartment in Wailea
Stunning Wailea 2/2, AC, Upper Fl, walk to beach
2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
4.94 out of 5 average rating, 65 reviews
Home in Wailea
The Butterfly Home Maui
4 bedrooms, 5 beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Kihei
Peggy's Place - Best Beachfront Condo for Families
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.98 out of 5 average rating, 85 reviews
Top guest favourite
Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
1 bedroom, 2 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 78 reviews