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

Top guest favourite
Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
1 bedroom, 1 bed, 1 private bathroom
9–14 Sept
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4.94 out of 5 average rating, 66 reviews
Top guest favourite
Apartment in Wailea
A.R.A retreats: The OG
2 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
4.91 out of 5 average rating, 355 reviews
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds, 2 bathrooms
4–9 Oct
4.99 out of 5 average rating, 143 reviews
Top guest favourite
Flat in Wailea
A.R.A Retreats: Ocean Breeze
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Villa in Wailea
Luxury Oceanview Wailea Retreat with Sunset Views
3 bedrooms, 6 beds, 2 bathrooms
8–13 Dec
4.98 out of 5 average rating, 49 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, 103 reviews
Luxe
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds, 2 bathrooms
12–17 Oct
4.99 out of 5 average rating, 152 reviews
Top guest favourite
Apartment in Wailea
Grand Champions Villas in Wailea, Maui
2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Apartment in Kihei
Wailea Ekolu - Gorgeous Ocean View - AC, Smart TV!
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.89 out of 5 average rating, 131 reviews
Superhost
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Rooms in Kihei
Maui Hill 2BR | Ocean View, Pool & King Beds
2 bedrooms, 3 beds, 2 bathrooms
24–29 Sept
4.83 out of 5 average rating, 12 reviews
Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
2 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 27 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
Flat in Kihei
Grand Champions - Ocean & Golf View, King Bed, A/C
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.92 out of 5 average rating, 132 reviews
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds, 2.5 bathrooms
16–21 Oct
4.9 out of 5 average rating, 358 reviews
Top guest favourite
Apartment in Kihei
Large 2 Bedroom 2 Bath Ground Unit Maui Parkshore
2 bedrooms, 4 beds, 2 bathrooms
6–11 Oct
4.85 out of 5 average rating, 167 reviews
Guest favourite
Flat in Wailea
Fabulous Ocean Views - Luxury 2br/2ba Penthouse
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Flat in Kihei
Sea Suite: Ocean View · Walk to Beach & Food · AC
2 bedrooms, 2 king beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Wailea
Fairway-front 2BR, pool, walk to Wailea Beach
2 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
4.95 out of 5 average rating, 168 reviews