Waterfront vacation rentals in Wailea, Wailea-Makena
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Top-rated waterfront rentals in Wailea, 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, Wailea-Makena waterfront rentals
Waterfront apartment rentals
Apartment in Kihei
4.92 out of 5 average rating, 140 reviewsBeautiful Oceanfront Condo
Feb 18 – 25
Apartment in Kihei
4.91 out of 5 average rating, 150 reviewsStunning Luxury Oceanview Condo
Nov 26 – Dec 3
Apartment in Kihei
4.92 out of 5 average rating, 112 reviewsCaptivating Modern 2-Bedroom for a Dream Vacation!
Apr 20 – 27
Apartment in Wailuku
4.85 out of 5 average rating, 165 reviewsLuxury Remodeled Oceanfront—Huge Views— Sleeps 6
Apr 14 – 21
Apartment in Kihei
4.8 out of 5 average rating, 122 reviewsSpring Special! Pele’s Penthouse Book Now!
Nov 22 – 29
Apartment in Kihei
4.89 out of 5 average rating, 82 reviewsOcean Front With Ocean View! AC, King Bed, 2 Bath!
Jun 29 – Jul 6
Apartment in Kihei
5.0 out of 5 average rating, 9 reviewsLanai Oceanview * Updated * A/C * Kamaole Nalu 503
Dec 5 – 12
Apartment in Kihei
5.0 out of 5 average rating, 15 reviewsOceanfront with amazing views @ Sugar Beach Resort
Mar 31 – Apr 7
Waterfront house rentals
Home in Kihei
4.94 out of 5 average rating, 203 reviewsThe Maui Beach Ohana• Prime Location• Maui Vibes
Mar 30 – Apr 6
Home in Kihei
4.97 out of 5 average rating, 66 reviewsExclusive Beachfront Cottage, Ocean Views, WiFi/AC
Mar 20 – 27
Home in Kihei
4.9 out of 5 average rating, 63 reviewsWhales and sunsets, front row seats every day!
Apr 13 – 20
Home in Kihei
5.0 out of 5 average rating, 19 reviewsCentrally located and steps to the beach!
Nov 29 – Dec 6
Home in Kihei
4.64 out of 5 average rating, 11 reviewsChic Beachfront Condo— Newly Remodeled — 2024
Dec 3 – 10
Home in Paia
4.87 out of 5 average rating, 60 reviewsHale Hookipa Kai House, County Licensed
May 21 – 28
Home in Paia
4.93 out of 5 average rating, 30 reviewsMilo Surf Cottage
Oct 22 – 29
Home in Kihei, Maui
4.67 out of 5 average rating, 3 reviewsBeautiful Ocean View Bliss Awaits! -Royal Mauian #
Oct 27 – Nov 3
Waterfront condo rentals
Condo in Kihei
4.89 out of 5 average rating, 112 reviewsA little beachy, bohemian slice of paradise
Jan 30 – Feb 6
Condo in Wailuku
4.96 out of 5 average rating, 108 reviewsTrade Winds Blow...Surrounded by Glass...Utopia!
Jun 17 – 24
Condo in Kihei
4.96 out of 5 average rating, 115 reviews🏝 Beach / Oceanfront - Remodeled 2/2, sleeps 6
Dec 3 – 10
Condo in Kihei
4.93 out of 5 average rating, 207 reviewsMagnificent remodel with ocean View
Apr 11 – 18
Condo in Kihei
4.95 out of 5 average rating, 128 reviews3BR spacious Condo with Ocean View in top location
Apr 8 – 15
Condo in Kihei
4.88 out of 5 average rating, 108 reviewsPREMIER PANORAMIC OCEAN FRONT RETREAT UNIT 519
Apr 7 – 14
Condo in Wailuku
4.91 out of 5 average rating, 103 reviewsLuxury Beachfront Condo with Amazing Ocean Views
Nov 9 – 16
Condo in Lahaina
4.96 out of 5 average rating, 140 reviews❤️Best Views on Maui! Perfect for Honeymooners!!❤️
Apr 21 – 28
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
€ 149 before taxes and fees
Destinations to explore
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