Waterfront holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for waterfront rentals in Wailea-Makena
Waterfront apartment rentals
Flat in Kihei
4.92 out of 5 average rating, 137 reviewsBeautiful Oceanfront Condo
1–8 Dec
Flat in Kihei
4.91 out of 5 average rating, 149 reviewsStunning Luxury Oceanview Condo
29 Aug – 5 Sep
Flat in Kihei
4.92 out of 5 average rating, 111 reviewsCaptivating Modern 2-Bedroom for a Dream Vacation!
8–15 Jan
Flat in Lahaina
4.98 out of 5 average rating, 218 reviews180* OCEANFRONT VIEW w/ A/C! REMODEL+POOLS+CLEAN
7–14 Mar
Flat in Wailuku
4.85 out of 5 average rating, 165 reviewsLuxury Remodeled Oceanfront—Huge Views— Sleeps 6
11–18 Feb
Flat in Lahaina
4.89 out of 5 average rating, 167 reviewsOceanfront- 5 minutes from Kaanapali!
1–8 Oct
Flat in Kihei
4.8 out of 5 average rating, 122 reviewsWELCOME TO OUR PARADISE! PELE'S PENTHOUSE UNIT 601
14–21 May
Flat in Lahaina
4.99 out of 5 average rating, 158 reviewsStunning Ocean View Studio in Kahana
8–15 Aug
Waterfront house rentals
Home in Kihei
4.93 out of 5 average rating, 199 reviewsThe Maui Beach Ohana• Prime Location• Maui Vibes
4–11 Mar
Home in Kihei
4.97 out of 5 average rating, 66 reviewsExclusive Beachfront Cottage, Ocean Views, WiFi/AC
4–11 Dec
Home in Kihei
4.9 out of 5 average rating, 62 reviewsWhales and sunsets, front row seats every day!
13–20 Apr
Home in Kihei
5.0 out of 5 average rating, 18 reviewsCentrally located and steps to the beach!
21–28 Sep
Home in Kihei
4.7 out of 5 average rating, 10 reviewsChic Beachfront Condo— Newly Remodeled — 2024
17–24 Aug
Home in Kaunakakai
4.92 out of 5 average rating, 13 reviewsGetaway at Molokai Shores
21–28 Sep
Home in Paia
4.95 out of 5 average rating, 62 reviewsHale Ho'okipa Kai Cottage, County Licensed
14–21 Feb
Home in Paia
4.93 out of 5 average rating, 30 reviewsMilo Maui County permit STPH 20130018
25 Aug – 1 Sep
Waterfront apartment rentals
Apartment in Wailuku
4.91 out of 5 average rating, 102 reviewsLuxury Beachfront Condo with Amazing Ocean Views
30 Oct – 6 Nov
Apartment in Kihei
4.96 out of 5 average rating, 164 reviewsRomantic and Modern Condo by the Beach!
20–27 Dec
Apartment in Kihei
4.89 out of 5 average rating, 110 reviewsA little beachy, bohemian slice of paradise
4–11 Oct
Apartment in Kihei
4.97 out of 5 average rating, 145 reviewsOceanfront, Beautiful View, Newly Renovated!
Apartment in Kihei
4.96 out of 5 average rating, 114 reviews🏝 Beach / Oceanfront - Remodeled 2/2, sleeps 6
28 Oct – 4 Nov
Apartment in Wailuku
4.97 out of 5 average rating, 110 reviewsRelaxing ocean-front views! Island Sands Condo
23–30 Mar
Apartment in Lahaina
4.96 out of 5 average rating, 140 reviews❤️Best Views on Maui! Perfect for Honeymooners!!❤️
9–16 Aug
Apartment in Kihei
4.84 out of 5 average rating, 102 reviewsOceanfront*Oceanview*AC throughout*On Sandy Beach!
7–14 Jul
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
4.6T reviews
Nightly prices starting at
₹13,345 before taxes and fees
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