Waterfront vacation rentals in Wailea, Wailea-Makena
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Top-rated waterfront accommodations in Wailea, Wailea-Makena
Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Wailea, Wailea-Makena waterfront rentals
Waterfront apartment rentals
Apartment in Kihei
4.92 out of 5 average rating, 144 reviewsBeautiful Oceanfront Condo
Apartment in Kihei
4.92 out of 5 average rating, 113 reviewsCaptivating Modern 2-Bedroom for a Dream Vacation!
Apartment in Kihei
4.91 out of 5 average rating, 153 reviewsStunning Luxury Oceanview Condo
Apartment in Wailuku
4.86 out of 5 average rating, 166 reviewsLuxury Remodeled Oceanfront—Huge Views— Sleeps 6
Apartment in Lahaina
4.89 out of 5 average rating, 169 reviewsOceanfront- 5 minutes from Kaanapali!
Apartment in Kihei
4.89 out of 5 average rating, 83 reviewsOcean Front With Ocean View! AC, King Bed, 2 Bath!
Apartment in Kihei
4.98 out of 5 average rating, 86 reviewsNext to Beach, Foods & Shops - Updated w/ View!
Apartment in Kihei
5.0 out of 5 average rating, 17 reviewsOceanfront with amazing views @ Sugar Beach Resort
Waterfront house rentals
Home in Kihei
4.94 out of 5 average rating, 210 reviewsThe Maui Beach Ohana• Prime Location• Maui Vibes
Home in Kihei
4.97 out of 5 average rating, 66 reviewsExclusive Beachfront Cottage, Ocean Views, WiFi/AC
Home in Kihei
4.9 out of 5 average rating, 63 reviewsWhales and sunsets, front row seats every day!
Home in Kihei
5.0 out of 5 average rating, 20 reviewsCentrally located and steps to the beach!
Home in Kihei
4.64 out of 5 average rating, 11 reviewsChic Beachfront Condo— Newly Remodeled — 2024
Home in Paia
4.95 out of 5 average rating, 63 reviewsHale Ho'okipa Kai Cottage, County Licensed
Home in Paia
4.93 out of 5 average rating, 30 reviewsMilo Surf Cottage
Home in Kihei, Maui
4.67 out of 5 average rating, 3 reviewsBeautiful Ocean View Bliss Awaits! -Royal Mauian #
Waterfront condo rentals
Condo in Kihei
4.94 out of 5 average rating, 110 reviews*OCEANFRONT**PRISTINE Remodel*UNINTERRUPTED 180°
Condo in Kihei
4.96 out of 5 average rating, 114 reviewsSpacious Unit in Aston Maui Hill w/ Netflix&more
Condo in Kihei
4.95 out of 5 average rating, 131 reviews3BR spacious Condo with Ocean View in top location
Condo in Kihei
4.98 out of 5 average rating, 114 reviews*25% Off-Steps to Beach-AC in Every Room-Remodeled
Condo in Lahaina
4.96 out of 5 average rating, 141 reviews❤️Best Views on Maui! Perfect for Honeymooners!!❤️
Condo in Kihei
4.94 out of 5 average rating, 133 reviewsOceanfront Condo on magic Sugar Beach - Ocean View
Condo in Kihei
4.9 out of 5 average rating, 115 reviewsA little beachy, bohemian slice of paradise
Condo in Wailuku
4.96 out of 5 average rating, 110 reviewsTrade Winds Blow...Surrounded by Glass...Utopia!
Quick stats about waterfront rentals in Wailea, Wailea-Makena
Total rentals
260 properties
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Rentals with a pool
240 properties have a pool
Family-friendly rentals
160 properties are a good fit for families
Total number of reviews
4.6K reviews
Nightly prices starting at
$218 CAD before taxes and fees
Destinations to explore
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