Beachfront holiday rentals in Wailea-Makena
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Top-rated beachfront rentals in Wailea-Makena
Guests agree: these beachfront homes 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 beachfront rentals in Wailea-Makena
Pet-friendly beachfront home rentals
Flat in Kaunakakai
4.8 out of 5 average rating, 401 reviews(Adventure or just relax) located at Hotel Molokai
28 Dec – 4 Jan
Apartment in Kihei
4.97 out of 5 average rating, 29 reviewsOceanfront luxury, best location! Sugar Beach 404
11–18 Oct
Apartment in Lahaina
4.93 out of 5 average rating, 14 reviewsGorgeous Ocean Front Oasis
13–20 Sept
Flat in Kihei
5.0 out of 5 average rating, 7 reviewsSugar Beach Bliss - Best Oceanfront Vacay Ever!
Apartment in Kihei, Maui
Breathtaking Location-Sugar Beach #129
26 Sept – 3 Oct
Flat in Lahaina
Westin Ka'anapali Maui studio
17–22 Jun
Apartment in Lahaina
4.88 out of 5 average rating, 121 reviewsBeautiful Views~
21–28 Oct
Apartment in Wailuku
4.72 out of 5 average rating, 102 reviewsSuite Maui Paradise Condo
13–20 Nov
Beachfront home rentals with a pool
Apartment in Kihei
4.89 out of 5 average rating, 139 reviewsMaui Banyan 1BR With View Across from Beach
31 Jul – 7 Aug
Flat in Kihei
4.92 out of 5 average rating, 140 reviewsBeautiful Oceanfront Condo
29 Dec – 5 Jan
Apartment in Kihei
4.97 out of 5 average rating, 146 reviewsOceanfront, Beautiful View, Newly Renovated!
10–15 Jul
Apartment in Kihei
4.88 out of 5 average rating, 108 reviewsPREMIER PANORAMIC OCEAN FRONT RETREAT UNIT 519
16–23 Aug
Townhouse in Kihei
4.79 out of 5 average rating, 286 reviewsKihei Bay Surf #149 / HI Taxes included in price
15–22 Oct
Apartment in Kihei
4.84 out of 5 average rating, 200 reviewsCoastal Luxury Right On World-Famous Sugar Beach!
16–23 Oct
Apartment in Kihei
4.95 out of 5 average rating, 128 reviews3BR spacious Condo with Ocean View in top location
12–19 Feb
Apartment in Kihei
4.98 out of 5 average rating, 181 reviewsOCEAN VIEW/FRONT A/C Modern 2Bed/2Bath Penthouse
18–25 Nov
Private beachfront home rentals
Apartment in Kihei
4.97 out of 5 average rating, 63 reviewsMaui Retreat Ekahi 50F - All YOU Need!
31 Mar – 7 Apr
Apartment in Kihei
4.99 out of 5 average rating, 95 reviewsOceanfront Mana Kai Penthouse..Heaven meets Earth!
27 Sept – 4 Oct
Apartment in Kihei
4.92 out of 5 average rating, 52 reviewsBeachfront! Oceanview! New Remodel! Mana Kai Condo
18–25 Aug
Apartment in Kihei
4.86 out of 5 average rating, 81 reviewsWailea Getaway (2BD/2BTH) in Best Location!!!!!
19–26 Aug
Apartment in Wailea-Makena
4.9 out of 5 average rating, 20 reviewsSpacious*Wailea Elua*Top Floor*Ocean View*A/C
19–26 Sept
Apartment in Kihei
5.0 out of 5 average rating, 24 reviewsMana Kai Palms: Oceanfront Resort ~Keawakapu Beach
4–11 Sept
Apartment in Kihei
5.0 out of 5 average rating, 27 reviewsRomantic Beach Condo, Ocean View, King, A+ Wi-Fi
23–30 Aug
Apartment in Kihei
4.95 out of 5 average rating, 40 reviewsNewly Remodeled-AC-Ocean Views-Modern Finishes
27 Aug – 3 Sept
Quick stats about beachfront rentals in 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
£104 before taxes and fees
Destinations to explore
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