Beachfront vacation rentals in Wailea, Wailea-Makena
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Top-rated beachfront rentals in Wailea, Wailea-Makena
Guests agree: these beachfront homes 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 beachfront rentals
Pet-friendly beachfront home rentals
Condo in Kihei
4.97 out of 5 average rating, 29 reviewsOceanfront luxury, best location! Sugar Beach 404
Sep 28 – Oct 5
Apartment in Kihei
5.0 out of 5 average rating, 7 reviewsSugar Beach Bliss - Best Oceanfront Vacay Ever!
Condo in Kihei, Maui
Breathtaking Location-Sugar Beach #129
Sep 26 – Oct 3
Apartment in Lahaina
Westin Ka'anapali Maui studio
Jun 20 – 25
Condo in Lahaina
4.88 out of 5 average rating, 121 reviewsBeautiful Views~
Jul 10 – 17
Condo in Wailuku
4.72 out of 5 average rating, 102 reviewsSuite Maui Paradise Condo
Mar 22 – 29
Condo in Kihei
4.6 out of 5 average rating, 20 reviewsVillaKayaBeachPoolGolfSurfServiceDogsOK-KiheiAkahi
Jul 24 – 31
Condo in Kihei
4.75 out of 5 average rating, 63 reviewsAuthentic Ocean Views Two Bedroom Penthouse
Sep 13 – 20
Beachfront home rentals with a pool
Condo in Kihei
4.94 out of 5 average rating, 156 reviewsRemodeled Maui Vista Near CharlieYoung Beach
Jun 16 – 23
Apartment in Kihei
4.84 out of 5 average rating, 249 reviewsYour Vacation Right Across from Sandy Beach
Jul 3 – 10
Condo in Kihei
4.86 out of 5 average rating, 434 reviewsAmazing views at Oceanfront Studio
Oct 19 – 26
Condo in Kihei
4.89 out of 5 average rating, 141 reviewsMaui Banyan 1BR With View Across from Beach
Oct 8 – 15
Condo in Kihei
4.97 out of 5 average rating, 146 reviewsOceanfront, Beautiful View, Newly Renovated!
Jul 10 – 15
Condo in Kihei
4.96 out of 5 average rating, 166 reviewsA-Z new, Ocean View, 3 mins walk to beach, 3D tour
Jan 2 – 9
Apartment in Kihei
4.92 out of 5 average rating, 140 reviewsBeautiful Oceanfront Condo
Feb 18 – 25
Condo in Kihei
4.86 out of 5 average rating, 124 reviewsIsland Surf #206 Your South Maui Gem is here
Mar 26 – Apr 2
Private beachfront home rentals
Condo in Kihei
4.97 out of 5 average rating, 63 reviewsMaui Retreat Ekahi 50F - All YOU Need!
Nov 16 – 23
Condo in Wailea
4.9 out of 5 average rating, 20 reviewsGorgeous Condo in Wailea Ekahi Village!
Mar 19 – 26
Condo in Kihei
5.0 out of 5 average rating, 24 reviewsMana Kai Palms: Oceanfront Resort ~Keawakapu Beach
Jul 18 – 25
Condo in Kihei
4.94 out of 5 average rating, 53 reviewsOceanfront! Sugar Beach Resort Penthouse with a/c
Aug 26 – Sep 2
Condo in Kihei
4.92 out of 5 average rating, 52 reviewsBeachfront! Oceanview! New Remodel! Mana Kai Condo
Aug 18 – 25
Condo in Kihei
4.95 out of 5 average rating, 41 reviewsNewly Remodeled-AC-Ocean Views-Modern Finishes
Sep 7 – 14
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
Condo in Kihei
4.99 out of 5 average rating, 95 reviewsOceanfront Mana Kai Penthouse..Heaven meets Earth!
Aug 16 – 23
Quick stats about beachfront rentals in Wailea, Wailea-Makena
Total rentals
170 properties
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Rentals with a pool
170 properties have a pool
Family-friendly rentals
100 properties are a good fit for families
Total number of reviews
6.3K reviews
Nightly prices starting at
€ 121 before taxes and fees
Destinations to explore
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