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
15–20 Aug
,
4.96 out of 5 average rating, 668 reviews
Top guest favourite
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds
9–14 Jul
4.99 out of 5 average rating, 146 reviews
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds
1–6 Sept
4.99 out of 5 average rating, 141 reviews
Top guest favourite
Flat in Kihei
Luxurious Wailea Ocean Vistas
1 bedroom, 2 beds
13–18 Jul
5.0 out of 5 average rating, 100 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds
17–22 Jul
4.94 out of 5 average rating, 325 reviews
Superhost
Apartment in Kihei
Wailea Ekahi 12A | Ocean Views & Walk-Out Patio
1 bedroom, 2 beds
5–10 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
1 bedroom, 1 king bed
21–26 Jul
5.0 out of 5 average rating, 73 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms, 3 beds
16–21 Jul
4.95 out of 5 average rating, 177 reviews
Top guest favourite
Apartment in Wailea
Tiki Tiki - A Gorgeous Boho Beach Hideaway!
1 bedroom, 1 king bed
4–9 Jul
4.98 out of 5 average rating, 52 reviews
Superhost
Apartment in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms
3–8 Jul
Top guest favourite
Apartment in Wailea
Ocean View! Pool! Ho'okipa @ Wailea Ekolu Village!
1 bedroom, 1 king bed
1–6 Jul
5.0 out of 5 average rating, 71 reviews
Top guest favourite
Apartment in Wailea
Luxury Vacation at Special Summer 2026 Rates
1 bedroom, 2 beds
1–6 Jul
4.96 out of 5 average rating, 69 reviews
Top guest favourite
Apartment in Kihei
Refined Resort Wailea Oceanview Vistas
2 bedrooms, 3 beds
14–19 Jul
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Apartment in Wailea
Luxurious Tropical Retreat with Oceanview
1 bedroom, 2 beds
2–7 Nov
5.0 out of 5 average rating, 43 reviews
Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat - Couples Only
1 bedroom, 1 king bed
2–7 Jul
4.98 out of 5 average rating, 233 reviews
Top guest favourite
Apartment in Kihei
Exceptional Ocean View - King Bed - Ocean Front!
2 bedrooms, 2 king beds
1–6 Jul
4.96 out of 5 average rating, 47 reviews
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
1 bedroom, 2 beds
27 Jul – 1 Aug
4.98 out of 5 average rating, 59 reviews
Guest favourite
Flat in Kihei
Chic Coastal Living in the Heart of Wailea
2 bedrooms, 3 beds
16–21 Aug
5.0 out of 5 average rating, 13 reviews
Superhost
Apartment in Wailea
Wailea Elua 401 | Ocean Views | Pool | Hot Tub
2 bedrooms, 4 beds
5–10 Jul
5.0 out of 5 average rating, 3 reviews