Condo holiday rentals in Wailea-Makena
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Top-rated condo rentals in Wailea-Makena
Guests agree: These condos are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Wailea-Makena condo rentals
Weekly condo rentals
Condo in Kihei
4.95 out of 5 average rating, 108 reviewsMaui Kamaole Ocean View...Walk to the Beach
2 – 9 Oct
Condo in Kihei
4.94 out of 5 average rating, 167 reviewsKihei Akahi, King Bed, Kamaole Beach, AC, 4K TV!
22 – 29 July
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
4.9 out of 5 average rating, 112 reviewsSpacious 3BR/2BA Villa with Ocean & Sunset views
3 – 10 Dec
Condo in Kihei
4.82 out of 5 average rating, 193 reviewsMaui Tropical Retreat - Maui Banyan
8 – 15 Oct
Condo in Wailea-Makena
4.88 out of 5 average rating, 169 reviewsOcean View Wailea Ekolu Condo #804
4 – 11 Mar
Condo in Kihei
4.83 out of 5 average rating, 140 reviewsPalms At Wailea #608-May/June Special
24 – 31 Oct
Condo in Wailea-Makena
4.98 out of 5 average rating, 139 reviewsGrand Champions 169 Beautiful 3 BR on the Fairway!
7 – 14 Apr
Pet-friendly condo rentals
Condo in Kihei
4.95 out of 5 average rating, 58 reviewsFabulous Maui Banyan King! AC/Pool/Wi-Fi/Bikes
6 – 13 Nov
Condo in Kihei
4.96 out of 5 average rating, 28 reviewsOceanfront luxury, best location! Sugar Beach 404
14 – 21 Oct
Condo in Lahaina
4.92 out of 5 average rating, 12 reviewsGorgeous Ocean Front Oasis
8 – 15 Oct
Condo in Kihei
5.0 out of 5 average rating, 4 reviewsRenovated 2BR/2BA near Kam 1 Beach, Pool, Hot Tub
31 Oct – 7 Nov
Condo in Kihei
Sugar Beach Bliss 2 - Oceanfront
28 Sept – 5 Oct
Condo in Kihei, Maui
Breathtaking Location-Sugar Beach #129
26 Sept – 3 Oct
Condo in Lahaina
4.88 out of 5 average rating, 121 reviewsBeautiful Views~
26 Jan – 2 Feb
Condo in Wailuku
4.72 out of 5 average rating, 102 reviewsSuite Maui Paradise Condo
21 – 28 Nov
Condo rentals with a pool
Condo in Wailea-Makena
5.0 out of 5 average rating, 38 reviewsWailea Surf Shack: Golf, shopping & beaches!
26 July – 2 Aug
Condo in Kihei
5.0 out of 5 average rating, 48 reviewsLuxe 2bed Wailea, beach, ocean view, spa, golf
11 – 18 Nov
Condo in Wailea-Makena
4.95 out of 5 average rating, 60 reviewsLuxury Condo w/wide Ocean View (Palms at Wailea)!
10 – 17 Nov
Condo in Kihei
4.99 out of 5 average rating, 94 reviewsOceanfront Mana Kai Penthouse..Heaven meets Earth!
14 – 21 Aug
Condo in Wailea-Makena
5.0 out of 5 average rating, 25 reviewsTiki Tiki - A Gorgeous Boho Beach Hideaway!
9 – 16 Oct
Condo in Wailea-Makena
5.0 out of 5 average rating, 65 reviews*Fully Remodeled* Modern Island Style*
5 – 12 Dec
Condo in Kihei
5.0 out of 5 average rating, 24 reviewsMana Kai Palms: Oceanfront Resort ~Keawakapu Beach
22 – 29 Oct
Condo in Kihei
5.0 out of 5 average rating, 3 reviewsMakena Surf: Maui on the Beach
29 Sept – 6 Oct
Quick stats about condo rentals in 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
820 properties are a good fit for families
Total number of reviews
34K reviews
Nightly prices starting at
$154 AUD before taxes and fees
Destinations to explore
- Kailua-Kona Accommodation & holiday rentals
- Island of Hawai'i Accommodation & holiday rentals
- Kihei Holiday rentals
- Kailua Holiday rentals
- Lahaina Holiday rentals
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