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

Top guest favourite
Apartment in Wailea
Ocean View! Pool! Ho'okipa @ Wailea Ekolu Village!
1 bedroom, 1 bed, 2 private bathrooms
1–6 Aug
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5.0 out of 5 average rating, 74 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds, 2 bathrooms
15–20 Aug
4.94 out of 5 average rating, 329 reviews
Guest favourite
Apartment in Wailea
Gorgeous Condo in Wailea Ekahi Village!
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
4.94 out of 5 average rating, 80 reviews
Top guest favourite
Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
1 bedroom, 1 king bed, 1 bathroom
3–8 Aug
4.94 out of 5 average rating, 64 reviews
Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
2 bedrooms, 4 beds, 3 bathrooms
20–25 Aug
4.97 out of 5 average rating, 143 reviews
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
4.93 out of 5 average rating, 101 reviews
Guest favourite
Flat in Kihei
Luxurious Wailea Ocean Vistas
1 bedroom, 2 beds, 2 bathrooms
7–12 Aug
4.98 out of 5 average rating, 105 reviews
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
1 bedroom, 2 beds, 2 bathrooms
3–8 Aug
4.98 out of 5 average rating, 64 reviews
Superhost
Apartment in Kihei
Luxury Oceanfront Condo by Maui's Best Beaches
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Apartment in Wailea
Luxury Vacation at Special Summer 2026 Rates
1 bedroom, 2 beds, 2 bathrooms
9–14 Aug
4.96 out of 5 average rating, 69 reviews
Superhost
Apartment in Wailea
A bit of paradise - Ocean Views Villa 1 bedroom
1 bedroom, 2 beds, 3 bathrooms
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
4.94 out of 5 average rating, 93 reviews
Guest favourite
Apartment in Wailea
Beach Front Wailea, Full Ocean View A/C, ELUA102
2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds, 2 bathrooms
3–8 Sept
4.99 out of 5 average rating, 142 reviews
Superhost
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 3 beds, 2 bathrooms
11–16 Aug
Guest favourite
Apartment in Wailea
21B Grand Champions Studio -Ulua & Mokapu beaches
1 king bed, 1 bathroom
1–6 Aug
4.87 out of 5 average rating, 67 reviews
Superhost
Apartment in Wailea
Wailea Elua | Steps to Ulua Beach, Ocean Views
2 bedrooms, 4 beds, 2 bathrooms
5–10 Aug
Top guest favourite
Apartment in Wailuku
Oceanfront Maalaea Harbor Condo with pool
2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 74 reviews
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds, 2.5 bathrooms
19–24 Aug
4.9 out of 5 average rating, 357 reviews