Waterfront holiday rentals in Wailea, Wailea-Makena
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Top-rated waterfront accommodation in Wailea, Wailea-Makena
Guests agree: These waterfront accommodation options 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 Wailea, Wailea-Makena waterfront rentals
Waterfront apartment accommodation
Apartment in Kihei
4.91 out of 5 average rating, 149 reviewsStunning Luxury Oceanview Condo
17 – 24 Apr
Apartment in Kihei
4.92 out of 5 average rating, 137 reviewsBeautiful Oceanfront Condo
27 Oct – 3 Nov
Apartment in Lahaina
4.98 out of 5 average rating, 218 reviews180* OCEANFRONT VIEW w/ A/C! REMODEL+POOLS+CLEAN
7 – 14 Mar
Apartment in Kihei
4.92 out of 5 average rating, 111 reviewsCaptivating Modern 2-Bedroom for a Dream Vacation!
27 Nov – 4 Dec
Apartment in Lahaina
4.89 out of 5 average rating, 167 reviewsOceanfront- 5 minutes from Kaanapali!
1 – 8 Oct
Apartment in Wailuku
4.85 out of 5 average rating, 165 reviewsLuxury Remodeled Oceanfront—Huge Views— Sleeps 6
11 – 18 Dec
Apartment in Kihei
4.8 out of 5 average rating, 122 reviewsWELCOME TO OUR PARADISE! PELE'S PENTHOUSE UNIT 601
15 – 22 Sept
Apartment in Lahaina
4.99 out of 5 average rating, 158 reviewsStunning Ocean View Studio in Kahana
10 – 17 Aug
Waterfront house rentals
Home in Kihei
4.94 out of 5 average rating, 200 reviewsThe Maui Beach Ohana• Prime Location• Maui Vibes
6 – 13 Apr
Home in Kihei
4.97 out of 5 average rating, 66 reviewsExclusive Beachfront Cottage, Ocean Views, WiFi/AC
25 Oct – 1 Nov
Home in Kihei
4.9 out of 5 average rating, 63 reviewsWhales and sunsets, front row seats every day!
20 – 27 Apr
Home in Kihei
5.0 out of 5 average rating, 18 reviewsCentrally located and steps to the beach!
2 – 9 Oct
Home in Kihei
4.64 out of 5 average rating, 11 reviewsChic Beachfront Condo— Newly Remodeled — 2024
23 – 30 Nov
Home in Paia
4.95 out of 5 average rating, 62 reviewsHale Ho'okipa Kai Cottage, County Licensed
21 – 28 Feb
Home in Paia
4.93 out of 5 average rating, 30 reviewsMilo Maui County permit STPH 20130018
27 Oct – 3 Nov
Home in Kihei, Maui
4.67 out of 5 average rating, 3 reviewsBeautiful Ocean View Bliss Awaits! -Royal Mauian #
17 – 24 Oct
Waterfront condo accommodation
Condo in Wailuku
4.94 out of 5 average rating, 163 reviewsRare Beachfront Ground floor Oceanview from Lanai!
30 Aug – 6 Sept
Condo in Wailuku
4.96 out of 5 average rating, 108 reviewsTrade Winds Blow...Surrounded by Glass...Utopia!
20 – 27 Aug
Condo in Kihei
4.96 out of 5 average rating, 114 reviews🏝 Beach / Oceanfront - Remodeled 2/2, sleeps 6
17 – 24 Oct
Condo in Lahaina
4.96 out of 5 average rating, 140 reviews❤️Best Views on Maui! Perfect for Honeymooners!!❤️
14 – 21 Apr
Condo in Kihei
4.89 out of 5 average rating, 111 reviewsA little beachy, bohemian slice of paradise
19 – 26 Jan
Condo in Kihei
4.98 out of 5 average rating, 110 reviews*25% Off-Steps to Beach-AC in Every Room-Remodeled
14 – 21 June
Condo in Kihei
4.96 out of 5 average rating, 224 reviewsBeauty & the Beach: Car not needed! A+ Location!
20 – 27 July
Condo in Kihei
4.93 out of 5 average rating, 105 reviews*OCEANFRONT**PRISTINE Remodel*UNINTERRUPTED 180°
13 – 20 Aug
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
$245 AUD before taxes and fees
Destinations to explore
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