Waterfront vacation rentals in Wailea-Makena
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Top-rated waterfront rentals in Wailea-Makena
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wailea-Makena waterfront rentals
Waterfront apartment rentals
Apartment in Kihei
4.91 out of 5 average rating, 149 reviewsStunning Luxury Oceanview Condo
Apartment in Kihei
4.92 out of 5 average rating, 111 reviewsCaptivating Modern 2-Bedroom for a Dream Vacation!
Apartment in Lahaina
4.98 out of 5 average rating, 218 reviews180* OCEANFRONT VIEW w/ A/C! REMODEL+POOLS+CLEAN
Apartment in Wailuku
4.85 out of 5 average rating, 165 reviewsLuxury Remodeled Oceanfront—Huge Views— Sleeps 6
Apartment in Lahaina
4.89 out of 5 average rating, 167 reviewsOceanfront- 5 minutes from Kaanapali!
Apartment in Kihei
4.8 out of 5 average rating, 122 reviewsWELCOME TO OUR PARADISE! PELE'S PENTHOUSE UNIT 601
Apartment in Lahaina
4.99 out of 5 average rating, 158 reviewsStunning Ocean View Studio in Kahana
Apartment in Kihei
4.89 out of 5 average rating, 81 reviewsOcean Front With Ocean View! AC, King Bed, 2 Bath!
Waterfront house rentals
Home in Kihei
4.93 out of 5 average rating, 199 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, 62 reviewsWhales and sunsets, front row seats every day!
Home in Kihei
5.0 out of 5 average rating, 18 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, 62 reviewsHale Ho'okipa Kai Cottage, County Licensed
Home in Paia
4.93 out of 5 average rating, 30 reviewsMilo Maui County permit STPH 20130018
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
4.93 out of 5 average rating, 207 reviewsMagnificent remodel with ocean View
Condo in Kihei
4.96 out of 5 average rating, 164 reviewsRomantic and Modern Condo by the Beach!
Condo in Kihei
4.96 out of 5 average rating, 165 reviewsA-Z new, Ocean View, 3 mins walk to beach, 3D tour
Condo in Wailuku
4.91 out of 5 average rating, 102 reviewsLuxury Beachfront Condo with Amazing Ocean Views
Condo in Wailuku
4.97 out of 5 average rating, 110 reviewsRelaxing ocean-front views! Island Sands Condo
Condo in Kihei
4.89 out of 5 average rating, 110 reviewsA little beachy, bohemian slice of paradise
Condo in Kihei
4.95 out of 5 average rating, 128 reviewsOceanfront Condo on magic Sugar Beach - Ocean View
Condo in Kihei
4.96 out of 5 average rating, 114 reviews🏝 Beach / Oceanfront - Remodeled 2/2, sleeps 6
Quick stats about waterfront rentals in 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
170 properties are a good fit for families
Total number of reviews
4.6K reviews
Nightly prices starting at
$160 before taxes and fees
Destinations to explore
- Kailua-Kona Vacation rentals
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