Holiday homes in Wailea, Wailea-Makena
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Top-rated holiday homes in Wailea, Wailea-Makena
Guests agree: These condos 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 condo rentals
Weekly condo rentals
Condo in Kihei
4.91 out of 5 average rating, 211 reviewsGorgeous Getaway on the Beach
29 Nov – 6 Dec
Condo in Kihei
4.83 out of 5 average rating, 138 reviewsUpdated Air Conditioned Condo Steps from the Beach
2 – 9 Sept
Condo in Kihei
4.94 out of 5 average rating, 198 reviewsMana Kai Maui - Oceanfront Condo in Kihei
5 – 12 Mar
Condo in Kihei
4.95 out of 5 average rating, 141 reviewsMinimalist + Newly Renovated Beach Paradise
19 – 26 July
Condo in Wailea-Makena
4.97 out of 5 average rating, 129 reviewsStay at a Prestigious Tropical Resort in Wailea
18 – 25 Apr
Condo in Kihei
4.85 out of 5 average rating, 310 reviews1 minute to Beach & Downtown! Remodeled XL Apt!
6 – 13 Oct
Condo in Kihei
4.98 out of 5 average rating, 127 reviewsThe Pi Life: Ocean Views · 99 Steps from the Beach
17 – 24 Sept
Condo in Kihei
4.96 out of 5 average rating, 164 reviewsRomantic and Modern Condo by the Beach!
2 – 9 Aug
Pet-friendly condo rentals
Condo in Kihei
4.95 out of 5 average rating, 58 reviewsFabulous Maui Banyan King! AC/Pool/Wi-Fi/Bikes
15 – 22 Apr
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
Condo in Kihei
5.0 out of 5 average rating, 4 reviewsRenovated 2BR/2BA near Kam 1 Beach, Pool, Hot Tub
8 – 15 Dec
Condo in Kihei
Sugar Beach Bliss 2 - Oceanfront
28 Sept – 5 Oct
Condo in Kihei, Maui
Breathtaking Location-Sugar Beach #129
24 Sept – 1 Oct
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 rentals with a pool
Condo in Kihei
4.84 out of 5 average rating, 341 reviewsCheapest Cozy Studio
13 – 20 Sept
Condo in Kihei
4.9 out of 5 average rating, 112 reviewsSpacious 3BR/2BA Villa with Ocean & Sunset views
14 – 21 Apr
Condo in Kihei
5.0 out of 5 average rating, 165 reviewsCozy Beach Condo Ocean & Mountain View’s
31 Dec – 7 Jan
Condo in Wailea
4.89 out of 5 average rating, 19 reviewsGorgeous Condo in Wailea Ekahi Village!
25 Oct – 1 Nov
Condo in Kihei
5.0 out of 5 average rating, 48 reviewsLuxe 2bed Wailea, beach, ocean view, spa, golf
11 – 18 May
Condo in Kihei
4.98 out of 5 average rating, 62 reviewsMaui Retreat Ekahi 50F - All YOU Need!
25 May – 1 June
Condo in Wailea-Makena
4.93 out of 5 average rating, 29 reviews#21B Grand Champions Studio -Ulua & Mokapu beaches
31 May – 7 June
Condo in Wailea-Makena
4.95 out of 5 average rating, 60 reviewsLuxury Condo w/wide Ocean View (Palms at Wailea)!
19 – 26 Aug
Quick stats about condo rentals in Wailea, Wailea-Makena
Total rentals
1.5K properties
Rentals with dedicated workspaces
720 properties have a dedicated workspace
Rentals with a pool
1.4K properties have a pool
Family-friendly rentals
810 properties are a good fit for families
Total number of reviews
34K reviews
Nightly prices starting at
$153 AUD before taxes and fees
Destinations to explore
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