
Wailea-Makena vacation rentals
We found 4,768 vacation rentals — enter your dates for availability
Holiday rentals with weekly discounts - Wailea-Makena
Showing deals for:Sep 4 - Sep 11
Image gallery for Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area

1010 out of 10, Exceptional, (94 reviews)
Exceptional
(94 reviews)
Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area
Kihei
12% off
Price is $1,212
$1,212
$8,487 for 7 nights
$8,487 for 7 nights
All fees included
Image gallery for Ekahi 27A: Priceless Ocean View from a Private Lanai

9.89.8 out of 10, Exceptional, (49 reviews)
Exceptional
(49 reviews)
Ekahi 27A: Priceless Ocean View from a Private Lanai
Kihei
25% off
Price is $375
$375
$2,622 for 7 nights
$2,622 for 7 nights
All fees included
Image gallery for Very Best Deluxe Ocean View...Panoramic View....First Class!!

1010 out of 10, Exceptional, (157 reviews)
Exceptional
(157 reviews)
Very Best Deluxe Ocean View...Panoramic View....First Class!!
Kihei
8% off
Price is $1,062
$1,062
$7,433 for 7 nights
$7,433 for 7 nights
All fees included
Image gallery for Fabulous Ocean Views, Steps From Polo Beach, Luxury 2 Bed 2 Bath

9.89.8 out of 10, Exceptional, (95 reviews)
Exceptional
(95 reviews)
Fabulous Ocean Views, Steps From Polo Beach, Luxury 2 Bed 2 Bath
Kihei
8% off
Price is $863
$863
$6,044 for 7 nights
$6,044 for 7 nights
All fees included
Image gallery for Mana Kai Maui Condo - Right on the Beach!

9.69.6 out of 10, Exceptional, (251 reviews)
Exceptional
(251 reviews)
Mana Kai Maui Condo - Right on the Beach!
Kihei
8% off
Price is $566
$566
$3,963 for 7 nights
$3,963 for 7 nights
All fees included
Image gallery for 1BEDROOM/2BATH Downstairs Condo in Wailea Ekahi Village #46A -- Locally Owned

1010 out of 10, Exceptional, (97 reviews)
Exceptional
(97 reviews)
1BEDROOM/2BATH Downstairs Condo in Wailea Ekahi Village #46A -- Locally Owned
Kihei
8% off
Price is $372
$372
$2,605 for 7 nights
$2,605 for 7 nights
All fees included
Image gallery for Charming Studio at Maui Banyan Resort - Walk to Beach, Pools, AC, Beach Gear

9.09.0 out of 10, Wonderful, (14 reviews)
Wonderful
(14 reviews)
Charming Studio at Maui Banyan Resort - Walk to Beach, Pools, AC, Beach Gear
Kihei
8% off
Price is $221
$221
$1,549 for 7 nights
$1,549 for 7 nights
All fees included
Image gallery for Fabulous Ocean Views from Front Row Condo!

9.89.8 out of 10, Exceptional, (136 reviews)
Exceptional
(136 reviews)
Fabulous Ocean Views from Front Row Condo!
Kihei
8% off
Price is $366
$366
$2,561 for 7 nights
$2,561 for 7 nights
All fees included
Image gallery for Luxury 3BR Wailea Kihei Retreat. Walk to Beaches, Private Lanai, Newly Remodeled

1010 out of 10, Exceptional, (100 reviews)
Exceptional
(100 reviews)
Luxury 3BR Wailea Kihei Retreat. Walk to Beaches, Private Lanai, Newly Remodeled
Kihei
8% off
Price is $622
$622
$4,353 for 7 nights
$4,353 for 7 nights
All fees included
Image gallery for Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed

1010 out of 10, Exceptional, (159 reviews)
Exceptional
(159 reviews)
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Kihei
8% off
Price is $415
$415
$2,905 for 7 nights
$2,905 for 7 nights
All fees included
Image gallery for Great Wailea studio Condo

9.49.4 out of 10, Exceptional, (156 reviews)
Exceptional
(156 reviews)
Great Wailea studio Condo
Kihei
8% off
Price is $215
$215
$1,503 for 7 nights
$1,503 for 7 nights
All fees included
Image gallery for Hula On In to Beach House Chic Style, Click the Video tour below!

1010 out of 10, Exceptional, (141 reviews)
Exceptional
(141 reviews)
Hula On In to Beach House Chic Style, Click the Video tour below!
Kihei
8% off
Price is $415
$415
$2,903 for 7 nights
$2,903 for 7 nights
All fees included
Image gallery for Spectacular beachfront Platinum Condo; Stunning Views; Steps to fab snorkeling

1010 out of 10, Exceptional, (53 reviews)
Exceptional
(53 reviews)
Spectacular beachfront Platinum Condo; Stunning Views; Steps to fab snorkeling
Kihei
9% off
Price is $1,059
$1,059
$7,415 for 7 nights
$7,415 for 7 nights
All fees included
Image gallery for Enjoy Sun Rise over Volcano & Sunset over Ocean from our Lanai! BEST VIEWS!!

1010 out of 10, Exceptional, (136 reviews)
Exceptional
(136 reviews)
Enjoy Sun Rise over Volcano & Sunset over Ocean from our Lanai! BEST VIEWS!!
Kihei
8% off
Price is $428
$428
$2,999 for 7 nights
$2,999 for 7 nights
All fees included
Image gallery for BEACH LUX VILLA with AWESOME VIEW! CLICK on “About this Property” for a TOUR!

1010 out of 10, Exceptional, (140 reviews)
Exceptional
(140 reviews)
BEACH LUX VILLA with AWESOME VIEW! CLICK on “About this Property” for a TOUR!
Kihei
8% off
Price is $361
$361
$2,524 for 7 nights
$2,524 for 7 nights
All fees included
Image gallery for Wailea, Oceanfront, Polo Beach Club Condo #403

1010 out of 10, Exceptional, (89 reviews)
Exceptional
(89 reviews)
Wailea, Oceanfront, Polo Beach Club Condo #403
Kihei
6% off
Price is $990
$990
$6,930 for 7 nights
$6,930 for 7 nights
All fees included
Image gallery for Wailea Villa with Oceanfront Pool

9.69.6 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)
Wailea Villa with Oceanfront Pool
Kihei
6% off
Price is $558
$558
$3,905 for 7 nights
$3,905 for 7 nights
All fees included
Image gallery for Superior 1 Bed Bright decor Part ocean view King Bed No risk of zoning change

1010 out of 10, Exceptional, (171 reviews)
Exceptional
(171 reviews)
Superior 1 Bed Bright decor Part ocean view King Bed No risk of zoning change
Kihei
8% off
Price is $208
$208
$1,456 for 7 nights
$1,456 for 7 nights
All fees included
Image gallery for Wailea Ekahi 24C, Summer in Paradise! Large 2 Bed 2 Bath, SLEEPS 6, beach access

1010 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)
Wailea Ekahi 24C, Summer in Paradise! Large 2 Bed 2 Bath, SLEEPS 6, beach access
Kihei
8% off
Price is $768
$768
$5,375 for 7 nights
$5,375 for 7 nights
All fees included
Image gallery for Luxury Wailea Family Condo. Complete Remodel! AC and Pool.

1010 out of 10, Exceptional, (93 reviews)
Exceptional
(93 reviews)
Luxury Wailea Family Condo. Complete Remodel! AC and Pool.
Kihei
8% off
Price is $472
$472
$3,307 for 7 nights
$3,307 for 7 nights
All fees included
Image gallery for Wailea Beach Villas M311 Seaview Sanctuary Luxury Oceanview Condo

9.49.4 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)
Wailea Beach Villas M311 Seaview Sanctuary Luxury Oceanview Condo
Kihei
9% off
Price is $1,414
$1,414
$9,897 for 7 nights
$9,897 for 7 nights
All fees included
Image gallery for Ekahi 29C, Ocean View, Steps away from the pool

1010 out of 10, Exceptional, (84 reviews)
Exceptional
(84 reviews)
Ekahi 29C, Ocean View, Steps away from the pool
Kihei
8% off
Price is $588
$588
$4,115 for 7 nights
$4,115 for 7 nights
All fees included
Image gallery for Wailea Ekahi Gem! Updated Large 1BR+sleeper, Close to Beach & Pools, XL Lanai

1010 out of 10, Exceptional, (24 reviews)
Exceptional
(24 reviews)
Wailea Ekahi Gem! Updated Large 1BR+sleeper, Close to Beach & Pools, XL Lanai
Kihei
8% off
Price is $455
$455
$3,182 for 7 nights
$3,182 for 7 nights
All fees included
Image gallery for Wailea Sensation Vacation! Spectacular Oceanview Villa! On the 2nd hole.

9.09.0 out of 10, Wonderful, (101 reviews)
Wonderful
(101 reviews)
Wailea Sensation Vacation! Spectacular Oceanview Villa! On the 2nd hole.
Kihei
9% off
Price is $265
$265
$1,853 for 7 nights
$1,853 for 7 nights
All fees included
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