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

Guest favourite
Apartment in Wailea
Wailea Gem-Remodeled Ocean View
1 bedroom, 2 beds, 2 private bathrooms
9–14 Aug
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4.95 out of 5 average rating, 198 reviews
Superhost
Apartment in Wailea
Polo Beach Club 409 | Ocean View, Pool + Hot Tub
2 bedrooms, 3 beds
16–21 Aug
Superhost
Apartment in Kihei
Luxury Oceanfront Condo by Maui's Best Beaches
2 bedrooms, 3 beds
16–21 Aug
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds
8–13 Aug
4.93 out of 5 average rating, 101 reviews
Superhost
Apartment in Kihei
Direct Oceanfront 2BR w Sunset Views - KNL 604
2 bedrooms, 3 beds
9–14 Sept
New place to stay
Superhost
Flat in Wailea
Wailea Oceanfront Luxury Front Row Escape
2 bedrooms, 3 beds
6–11 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Wailea
Boathouse Studio Condo in Wailea, Hawaii
1 bedroom, 1 queen bed
30 Jul – 4 Aug
4.98 out of 5 average rating, 476 reviews
Guest favourite
Flat in Kihei
Luxurious Wailea Ocean Vistas
1 bedroom, 2 beds
7–12 Aug
4.98 out of 5 average rating, 104 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
Superhost
Apartment in Wailea
Wailea Elua | Steps to Ulua Beach, Ocean Views
2 bedrooms, 4 beds
5–10 Aug
New place to stay
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds
11–16 Aug
4.9 out of 5 average rating, 357 reviews
Guest favourite
Apartment in Kihei
100KContemporaryHawaiian Reno in Wailea-Beach/Golf
1 bedroom, 3 beds
4–9 Aug
4.88 out of 5 average rating, 161 reviews
Top guest favourite
Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
1 bedroom, 1 king bed
3–8 Aug
4.94 out of 5 average rating, 64 reviews
Superhost
Apartment in Wailea
Wailea Elua 401 | Ocean Views | Pool | Hot Tub
2 bedrooms, 4 beds
19–24 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms, 3 beds
8–13 Aug
4.96 out of 5 average rating, 181 reviews
Top guest favourite
Apartment in Kihei
Exceptional Ocean View - King Bed - Ocean Front!
2 bedrooms, 2 king beds
6–11 Aug
4.96 out of 5 average rating, 50 reviews
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
1 bedroom, 2 beds
3–8 Aug
4.98 out of 5 average rating, 63 reviews
Top guest favourite
Apartment in Wailuku
Oceanfront Maalaea Harbor Condo with pool
2 bedrooms, 3 beds
17–22 Aug
5.0 out of 5 average rating, 73 reviews
Superhost
Apartment in Kihei
Ground Floor Bliss By The Beach
2 bedrooms, 4 beds
15–20 Nov
5.0 out of 5 average rating, 5 reviews