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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
17–22 Aug
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5.0 out of 5 average rating, 74 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
4.96 out of 5 average rating, 182 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds, 2 bathrooms
6–11 Sept
4.94 out of 5 average rating, 332 reviews
Guest favourite
Apartment in Wailea
Best Location, Panoramic Ocean View Remodel WE1508
2 bedrooms, 3 beds, 2 bathrooms
2–7 Sept
5.0 out of 5 average rating, 17 reviews
Guest favourite
Flat in Kihei
Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
1 bedroom, 2 beds, 2 bathrooms
24–29 Nov
4.92 out of 5 average rating, 13 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
Top guest favourite
Flat in Kihei
Brand-New Interior | 5-Min Walk to Beach | 2 Baths
1 bedroom, 2 beds, 2 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
1 bedroom, 2 beds, 2 bathrooms
13–18 Oct
4.98 out of 5 average rating, 207 reviews
Top guest favourite
Apartment in Wailuku
Oceanfront Maalaea Harbor Condo with pool
2 bedrooms, 3 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 76 reviews
Top guest favourite
Apartment in Kihei
Your Maui Luxury Escape - Wailea Beach Villas K107
2 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat w/Ocean View-Couples Only
1 bedroom, 1 king bed, 2 bathrooms
28 Aug – 2 Sept
4.99 out of 5 average rating, 196 reviews
Guest favourite
Apartment in Kihei
Beautifully Updated Oceanview Condo in Wailea
2 bedrooms, 4 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 5 reviews
Apartment in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms, 2 bathrooms
27 Aug – 1 Sept
Guest favourite
Home in Kihei
LUXURIOUS*DIRECT OCEANFRONT Private HOME
4 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
4.9 out of 5 average rating, 89 reviews
Guest favourite
Apartment in Kihei
Groovy bright condo 2 bed / 2 bath South Kihei
2 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
4.93 out of 5 average rating, 203 reviews
Top guest favourite
Apartment in Wailuku
Oceanfront with Panoramic Views I Maalaea Kai 416
2 bedrooms, 2 beds, 2 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 19 reviews
Guest favourite
Flat in Wailea
Wailea Oceanfront Luxury Front Row Escape
2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Kihei
Luxury Vacationing Modern Condo Aug Specials $249
2 bedrooms, 2 king beds, 2 bathrooms
2–7 Oct
4.96 out of 5 average rating, 180 reviews
Home in Wailea
The Butterfly Home Maui
4 bedrooms, 5 beds, 3.5 bathrooms
26–31 Aug
5.0 out of 5 average rating, 12 reviews