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, 137 reviewsBeautiful Oceanfront Condo
Feb 9 – 16
Apartment in Kihei
4.92 out of 5 average rating, 111 reviewsCaptivating Modern 2-Bedroom for a Dream Vacation!
May 7 – 14
Apartment in Lahaina
4.98 out of 5 average rating, 218 reviews180* OCEANFRONT VIEW w/ A/C! REMODEL+POOLS+CLEAN
Mar 7 – 14
Apartment in Lahaina
4.89 out of 5 average rating, 167 reviewsOceanfront- 5 minutes from Kaanapali!
Oct 1 – 8
Apartment in Wailuku
4.85 out of 5 average rating, 165 reviewsLuxury Remodeled Oceanfront—Huge Views— Sleeps 6
Oct 21 – 28
Apartment in Kihei
4.8 out of 5 average rating, 122 reviewsWELCOME TO OUR PARADISE! PELE'S PENTHOUSE UNIT 601
Nov 24 – Dec 1
Apartment in Lahaina
4.99 out of 5 average rating, 158 reviewsStunning Ocean View Studio in Kahana
Aug 10 – 17
Apartment in Kihei
4.89 out of 5 average rating, 81 reviewsOcean Front With Ocean View! AC, King Bed, 2 Bath!
Jan 3 – 10
Waterfront house rentals
Home in Kihei
4.94 out of 5 average rating, 200 reviewsThe Maui Beach Ohana• Prime Location• Maui Vibes
Aug 20 – 27
Home in Kihei
4.97 out of 5 average rating, 66 reviewsExclusive Beachfront Cottage, Ocean Views, WiFi/AC
Oct 25 – Nov 1
Home in Kihei
4.9 out of 5 average rating, 63 reviewsWhales and sunsets, front row seats every day!
Jan 12 – 19
Home in Kihei
5.0 out of 5 average rating, 18 reviewsCentrally located and steps to the beach!
Oct 2 – 9
Home in Kihei
4.64 out of 5 average rating, 11 reviewsChic Beachfront Condo— Newly Remodeled — 2024
Nov 23 – 30
Home in Paia
4.95 out of 5 average rating, 62 reviewsHale Ho'okipa Kai Cottage, County Licensed
Feb 21 – 28
Home in Paia
4.93 out of 5 average rating, 30 reviewsMilo Maui County permit STPH 20130018
Dec 1 – 8
Home in Kihei, Maui
4.67 out of 5 average rating, 3 reviewsBeautiful Ocean View Bliss Awaits! -Royal Mauian #
Oct 17 – 24
Waterfront condo rentals
Condo in Lahaina
4.99 out of 5 average rating, 102 reviewsKapalua, luxe, ocean view, beach, spa, golf/tennis
Mar 31 – Apr 7
Condo in Kihei
4.96 out of 5 average rating, 165 reviewsA-Z new, Ocean View, 3 mins walk to beach, 3D tour
Jan 15 – 22
Condo in Kihei
4.84 out of 5 average rating, 102 reviewsOceanfront*Oceanview*AC throughout*On Sandy Beach!
Jul 22 – 29
Condo in Kihei
4.93 out of 5 average rating, 207 reviewsMagnificent remodel with ocean View
Sep 26 – Oct 3
Condo in Kihei
4.96 out of 5 average rating, 114 reviews🏝 Beach / Oceanfront - Remodeled 2/2, sleeps 6
Sep 21 – 28
Condo in Kihei
4.96 out of 5 average rating, 164 reviewsRomantic and Modern Condo by the Beach!
Dec 20 – 27
Condo in Wailuku
4.96 out of 5 average rating, 108 reviewsTrade Winds Blow...Surrounded by Glass...Utopia!
Aug 20 – 27
Condo in Kihei
4.89 out of 5 average rating, 110 reviewsA little beachy, bohemian slice of paradise
Jan 19 – 26
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
R3,009 ZAR before taxes and fees
Destinations to explore
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