Wailea, Wailea-Makena vacation rentals
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Top-rated vacation rentals in Wailea, Wailea-Makena
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Other great vacation rentals in Wailea, Wailea-Makena
Condo in Maui
4.95 out of 5 average rating, 197 reviewsSeaside Tropical Maui Condo - Vaxed Only
Nov 6 – 13
Condo in Wailea-Makena
4.97 out of 5 average rating, 129 reviewsStay at a Prestigious Tropical Resort in Wailea
Mar 20 – 27
Condo in Kihei
4.99 out of 5 average rating, 129 reviewsMaui Dream Place at Maui Kamaole G-209, Ocean View
Mar 30 – Apr 6
Condo in Kihei
4.96 out of 5 average rating, 224 reviewsBeautiful Modern Decor in a Light-Filled Condo
Sep 11 – 18
Condo in Kihei
4.99 out of 5 average rating, 207 reviews“Paradise Views” Menehune Shores, Kihei, Maui
Nov 17 – 24
Condo in Kihei
4.9 out of 5 average rating, 297 reviewsEverything you need to enjoy true paradise!
Sep 28 – Oct 5
Condo in Kihei
4.95 out of 5 average rating, 127 reviewsUpscale Condo. Just 3 Min Walk to Toes in the Sand
Oct 13 – 20
Condo in Kihei
4.88 out of 5 average rating, 105 reviews100KContemporaryHawaiian Reno in Wailea-Beach/Golf
Mar 20 – 27
Wailea, Wailea-Makena home rentals
Home in Kihei
4.96 out of 5 average rating, 207 reviewsSouth Maui Guesthouse
May 30 – Jun 6
Home in Kihei
4.97 out of 5 average rating, 132 reviews12 Minute Walk to Kam Beach II-Quiet Private Easy
Dec 11 – 18
Home in Kihei
4.98 out of 5 average rating, 102 reviewsMana Hale Vacation Rental
Oct 21 – 28
Home in Kihei
4.87 out of 5 average rating, 130 reviewsCajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01
Home in Kihei
4.93 out of 5 average rating, 196 reviewsThe Maui Beach Ohana• Prime Location• Maui Vibes
Jan 8 – 15
Home in Haiku-Pauwela
4.99 out of 5 average rating, 116 reviewsCharming Hoku Pauwela Breathtaking ocean views!
Sep 11 – 18
Home in Haiku- Pauwela
4.97 out of 5 average rating, 194 reviewsHale Leialoha (BBPH 20 17/00 04,SUP 20 17/00 10)
Oct 28 – Nov 4
Home in Paia
4.91 out of 5 average rating, 176 reviewsPaia cottage walk to town and beach
Mar 27 – Apr 3
Wailea, Wailea-Makena condo rentals
Condo in Wailea-Makena
4.98 out of 5 average rating, 137 reviewsGrand Champions 169 Beautiful 3 BR on the Fairway!
Mar 23 – 30
Condo in Kihei
4.85 out of 5 average rating, 203 reviewsKihei Akahi, Ocean View, King Bed, Kamaole Beach!
May 16 – 23
Condo in Kihei
4.91 out of 5 average rating, 211 reviewsGorgeous Getaway on the Beach
Jan 25 – Feb 1
Condo in Kihei
4.95 out of 5 average rating, 107 reviewsMaui Kamaole Ocean View...Walk to the Beach
Aug 5 – 12
Condo in Kihei
4.95 out of 5 average rating, 140 reviewsDiscounted + Newly Renovated Beach Paradise
Jul 19 – 26
Condo in Kihei
4.8 out of 5 average rating, 149 reviews180 Degree Ocean View in Wailea! WE204
Aug 4 – 11
Condo in Wailea
4.95 out of 5 average rating, 137 reviews4/21-5/30 Fabulous Peaceful 2bd in Upscale Wailea
Aug 1 – 8
Condo in Kihei
4.94 out of 5 average rating, 102 reviews*Walk to beach* Kamaole Sands Courtyard Gnd Floor
Sep 15 – 22
Quick stats about vacation rentals in Wailea, Wailea-Makena
Total rentals
1.9K properties
Rentals with dedicated workspaces
960 properties have a dedicated workspace
Rentals with a pool
1.7K properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
1.1K properties are a good fit for families
Total number of reviews
43K reviews
Destinations to explore
- Monthly Rentals Wailea
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