Beachfront holiday rental in Wailea, Wailea-Makena
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Top-rated beachfront accommodation in Wailea, 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 Wailea, Wailea-Makena beachfront rentals
Pet-friendly beachfront home rentals
Condo in Kihei
4.96 out of 5 average rating, 28 reviewsOceanfront luxury, best location! Sugar Beach 404
19 – 26 Aug
Condo in Lahaina
4.92 out of 5 average rating, 12 reviewsGorgeous Ocean Front Oasis
18 – 25 Aug
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
24 Sept – 1 Oct
Apartment in Lahaina
Westin Ka'anapali Maui studio
29 June – 4 July
Condo in Lahaina
4.88 out of 5 average rating, 120 reviewsBeautiful Views~
25 Jan – 1 Feb
Condo in Wailuku
4.72 out of 5 average rating, 102 reviewsSuite Maui Paradise Condo
12 – 19 Mar
Condo in Kihei
4.6 out of 5 average rating, 20 reviewsVillaKayaBeachPoolGolfSurfServiceDogsOK-KiheiAkahi
31 July – 7 Aug
Beachfront home rentals with a pool
Condo in Kihei
4.96 out of 5 average rating, 122 reviews'E Komo Mai' ! 1 Bed/1 Bath in Tropical Gardens
19 – 26 Mar
Condo in Kihei
4.86 out of 5 average rating, 432 reviewsAmazing views at Oceanfront Studio
21 – 28 Sept
Condo in Kihei
4.96 out of 5 average rating, 166 reviewsA-Z new, Ocean View, 3 mins walk to beach, 3D tour
15 – 22 Jan
Apartment in Kihei
4.91 out of 5 average rating, 149 reviewsStunning Luxury Oceanview Condo
17 – 24 Apr
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
4.89 out of 5 average rating, 138 reviewsMaui Banyan 1BR With View Across from Beach
17 – 24 Sept
Townhouse in Kihei
4.79 out of 5 average rating, 283 reviewsKihei Bay Surf #149 / HI Taxes included in price
8 – 15 Oct
Private beachfront home rentals
Condo in Wailea
4.89 out of 5 average rating, 19 reviewsGorgeous Condo in Wailea Ekahi Village!
25 Oct – 1 Nov
Condo in Kihei
4.98 out of 5 average rating, 62 reviewsMaui Retreat Ekahi 50F - All YOU Need!
25 May – 1 June
Condo in Kihei
4.78 out of 5 average rating, 68 reviewsLuxury Wailea Remodel - Beachfront Community
1 – 8 Nov
Condo in Kihei
5.0 out of 5 average rating, 24 reviewsMana Kai Palms: Oceanfront Resort ~Keawakapu Beach
24 – 31 Aug
Condo in Kihei
4.95 out of 5 average rating, 39 reviewsNewly Remodeled-AC-Ocean Views-Modern Finishes
25 Oct – 1 Nov
Condo in Kihei
4.86 out of 5 average rating, 81 reviewsWailea Getaway (2BD/2BTH) in Best Location!!!!!
24 – 31 Aug
Condo in Kihei
4.94 out of 5 average rating, 51 reviewsOceanfront! Sugar Beach Resort Penthouse with a/c
28 Sept – 5 Oct
Condo in Kihei
4.99 out of 5 average rating, 94 reviewsOceanfront Mana Kai Penthouse..Heaven meets Earth!
1 – 8 Nov
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
$199 AUD before taxes and fees
Destinations to explore
- Beachfront rentals Hawaii
- Beachfront rentals Hawaii
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- Beachfront rentals Wailea-Makena
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- Rentals with a washing machine and dryer Wailea
- Pet-friendly rentals Wailea
- Rentals with beach access Wailea
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