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
Apartment in Kihei
4.96 out of 5 average rating, 28 reviewsOceanfront luxury, best location! Sugar Beach 404
19–26 Aug
Apartment in Lahaina
4.92 out of 5 average rating, 12 reviewsGorgeous Ocean Front Oasis
30 Nov – 7 Dec
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
24 Sep – 1 Oct
Flat in Lahaina
Westin Ka'anapali Maui studio
8–13 Jun
Apartment in Lahaina
4.88 out of 5 average rating, 120 reviewsBeautiful Views~
14–21 Nov
Apartment in Wailuku
4.72 out of 5 average rating, 102 reviewsSuite Maui Paradise Condo
21–28 Mar
Apartment in Kihei
4.63 out of 5 average rating, 111 reviewsBeach Across The Street! 2 Bedrooms!
24–31 Jul
Beachfront home rentals with a pool
Apartment in Kihei
4.86 out of 5 average rating, 432 reviewsAmazing views at Oceanfront Studio
14–21 Oct
Flat in Kihei
4.92 out of 5 average rating, 137 reviewsBeautiful Oceanfront Condo
1–8 Mar
Townhouse in Kihei
4.79 out of 5 average rating, 283 reviewsKihei Bay Surf #149 / HI Taxes included in price
8–15 Oct
Apartment in Kihei
4.84 out of 5 average rating, 199 reviewsCoastal Luxury Right On World-Famous Sugar Beach!
15–22 Oct
Apartment in Kihei
4.98 out of 5 average rating, 181 reviewsOCEAN VIEW/FRONT A/C Modern 2Bed/2Bath Penthouse
28 Sep – 5 Oct
Apartment in Kihei
4.89 out of 5 average rating, 166 reviewsBarbs Beachside Bliss. Steps to 14 miles of beach!
8–15 Nov
Apartment in Kihei
4.87 out of 5 average rating, 131 reviews*** Beautiful Oceanfront Maui Condo ***
26 Sep – 3 Oct
Apartment in Kihei
4.94 out of 5 average rating, 155 reviewsNear CharlieYoung Beach w/pickleball, tennis, pool
13–20 Jun
Private beachfront home rentals
Apartment in Kihei
4.78 out of 5 average rating, 68 reviewsLuxury Wailea Remodel - Beachfront Community
2–9 Sep
Apartment in Kihei
4.99 out of 5 average rating, 94 reviewsOceanfront Mana Kai Penthouse..Heaven meets Earth!
11–18 Oct
Apartment in Kihei
5.0 out of 5 average rating, 3 reviewsMakena Surf: Maui on the Beach
3–10 Jun
Apartment in Kihei
5.0 out of 5 average rating, 24 reviewsMana Kai Palms: Oceanfront Resort ~Keawakapu Beach
28 Mar – 4 Apr
Apartment in Kihei
4.95 out of 5 average rating, 88 reviewsRomantic Beach Retreat, New King Bed & A+ Wi-fi
22–29 Sep
Apartment in Kihei
4.92 out of 5 average rating, 52 reviewsBeachfront! Oceanview! New Remodel! Mana Kai Condo
29 Sep – 6 Oct
Apartment in Kihei
4.86 out of 5 average rating, 81 reviewsWailea Getaway (2BD/2BTH) in Best Location!!!!!
30 Jun – 7 Jul
Home in Kihei
4.9 out of 5 average rating, 62 reviewsWhales and sunsets, front row seats every day!
23–30 Apr
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
€ 122 before taxes and fees
Destinations to explore
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