Holiday rentals near Wailea Shopping Village Shopping Center
We found 5,080 holiday rentals — enter your dates for availability
If you are looking to stay near Wailea Shopping Village Shopping Center, take a look at holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a washer and dryer. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Wailea Shopping Village Shopping Center
Showing deals for:17 Oct - 24 Oct
Image gallery for Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi
9.89.8 out of 10 rating
Exceptional
(85 reviews)
Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi
Paia, HI
7% off
Price is AU$3,578
AU$3,578
AU$511 per night
includes taxes & fees
Image gallery for Now with optional car add-on
1010 out of 10 rating
Exceptional
(143 reviews)
Now with optional car add-on
Wailuku, HI
8% off
Price is AU$4,703
AU$4,703
AU$672 per night
includes taxes & fees
Image gallery for Wailea Elua 702 - Beautifully Renovated, Stunning Ocean Views, Central AC, Wi-Fi
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Wailea Elua 702 - Beautifully Renovated, Stunning Ocean Views, Central AC, Wi-Fi
Kihei, HI
7% off
Price is AU$8,118
AU$8,118
AU$1,160 per night
includes taxes & fees
Image gallery for Fabulous Beachfront Property - Ground Floor Corner Unit Steps to the Beach!
1010 out of 10 rating
Exceptional
(118 reviews)
Fabulous Beachfront Property - Ground Floor Corner Unit Steps to the Beach!
Kihei, HI
7% off
Price is AU$3,029
AU$3,029
AU$433 per night
includes taxes & fees
Image gallery for New! The Aloha Cottage in Puamana, Maui Hawaii
9.69.6 out of 10 rating
Exceptional
(85 reviews)
New! The Aloha Cottage in Puamana, Maui Hawaii
Lahaina, HI
7% off
Price is AU$6,220
AU$6,220
AU$889 per night
includes taxes & fees
Image gallery for Best Location! Beachy 3 BR Home, 4 miles to Ho'okipa, Permit #STPH2015/0006
1010 out of 10 rating
Exceptional
(31 reviews)
Best Location! Beachy 3 BR Home, 4 miles to Ho'okipa, Permit #STPH2015/0006
Haiku, HI
14% off
Price is AU$4,055
AU$4,055
AU$579 per night
includes taxes & fees
Image gallery for Oceanfront Corner Unit | Stunning Views & Comfort
9.89.8 out of 10 rating
Exceptional
(36 reviews)
Oceanfront Corner Unit | Stunning Views & Comfort
Maalaea, HI
7% off
Price is AU$10,348
AU$10,348
AU$1,478 per night
includes taxes & fees
Image gallery for Evergreen Cottage @ Maui Adventure Villa
9.89.8 out of 10 rating
Exceptional
(166 reviews)
Evergreen Cottage @ Maui Adventure Villa
Haiku, HI
8% off
Price is AU$2,513
AU$2,513
AU$359 per night
includes taxes & fees
Image gallery for Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
9.09.0 out of 10 rating
Wonderful
(23 reviews)
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Makawao, HI
7% off
Price is AU$2,498
AU$2,498
AU$357 per night
includes taxes & fees
Image gallery for Peaceful & Private Studio - 12 Acre Hobby Organic Fruit Farm - Beach 10 minutes
9.89.8 out of 10 rating
Exceptional
(86 reviews)
Peaceful & Private Studio - 12 Acre Hobby Organic Fruit Farm - Beach 10 minutes
Haiku, HI
7% off
Price is AU$3,354
AU$3,354
AU$479 per night
includes taxes & fees
Image gallery for Summer Deals! Couples Getaway! Beach, Pool, Tennis, AC. Video Tour!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Summer Deals! Couples Getaway! Beach, Pool, Tennis, AC. Video Tour!
Kihei, HI
7% off
Price is AU$2,133
AU$2,133
AU$305 per night
includes taxes & fees
Image gallery for Newly Renovated Kihei Condo with Sunset Views – Steps From a Beautiful Beach!
9.89.8 out of 10 rating
Exceptional
(126 reviews)
Newly Renovated Kihei Condo with Sunset Views – Steps From a Beautiful Beach!
Kihei, HI
7% off
Price is AU$3,820
AU$3,820
AU$546 per night
includes taxes & fees
Image gallery for Beachfront Remodeled Oasis, Steps to Sugar Beach
1010 out of 10 rating
Exceptional
(13 reviews)
Beachfront Remodeled Oasis, Steps to Sugar Beach
Maalaea, HI
7% off
Price is AU$6,604
AU$6,604
AU$943 per night
includes taxes & fees
Image gallery for 50 steps to the Ocean! Newly remodeled!
9.29.2 out of 10 rating
Wonderful
(32 reviews)
50 steps to the Ocean! Newly remodeled!
Maalaea, HI
7% off
Price is AU$2,433
AU$2,433
AU$348 per night
includes taxes & fees
Image gallery for Remodeled Oceanfront Condo with Stunning Views
9.89.8 out of 10 rating
Exceptional
(34 reviews)
Remodeled Oceanfront Condo with Stunning Views
Maalaea, HI
7% off
Price is AU$10,887
AU$10,887
AU$1,555 per night
includes taxes & fees
Image gallery for Maalaea Banyans 411 - Modern Renovation, Direct Ocean Front, Incredible View, AC
9.49.4 out of 10 rating
Exceptional
(71 reviews)
Maalaea Banyans 411 - Modern Renovation, Direct Ocean Front, Incredible View, AC
Maalaea, HI
7% off
Price is AU$3,942
AU$3,942
AU$563 per night
includes taxes & fees
Image gallery for Puamana Ocean Front Tropical Paradise 226-1
9.29.2 out of 10 rating
Wonderful
(119 reviews)
Puamana Ocean Front Tropical Paradise 226-1
Lahaina, HI
14% off
Price is AU$11,361
AU$11,361
AU$1,623 per night
includes taxes & fees
Image gallery for Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In
1010 out of 10 rating
Exceptional
(169 reviews)
Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In
Paia, HI
7% off
Price is AU$5,799
AU$5,799
AU$828 per night
includes taxes & fees
Image gallery for Paia Surf Condo
9.69.6 out of 10 rating
Exceptional
(12 reviews)
Paia Surf Condo
Paia, HI
5% off
Price is AU$3,776
AU$3,776
AU$539 per night
includes taxes & fees
Image gallery for PICTURESQUE OCEAN VIEW CONDO - LAST MINUTE DEAL! BEAUTIFUL WAILEA AT ELUA 2002
1010 out of 10 rating
Exceptional
(92 reviews)
PICTURESQUE OCEAN VIEW CONDO - LAST MINUTE DEAL! BEAUTIFUL WAILEA AT ELUA 2002
Kihei, HI
7% off
Price is AU$9,366
AU$9,366
AU$1,338 per night
includes taxes & fees
Image gallery for New! Palms 702 - Romantic Retreat - Split AC in Bedroom - Open-Air Living Area
9.29.2 out of 10 rating
Wonderful
(13 reviews)
New! Palms 702 - Romantic Retreat - Split AC in Bedroom - Open-Air Living Area
Kihei, HI
6% off
Price is AU$2,868
AU$2,868
AU$410 per night
includes taxes & fees
Image gallery for 'Island Casual' Oceanfront 'Elegantly Comfortable'
1010 out of 10 rating
Exceptional
(57 reviews)
'Island Casual' Oceanfront 'Elegantly Comfortable'
Maalaea, HI
7% off
Price is AU$6,578
AU$6,578
AU$940 per night
includes taxes & fees
Image gallery for Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
9.49.4 out of 10 rating
Exceptional
(52 reviews)
Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
Maalaea, HI
7% off
Price is AU$4,804
AU$4,804
AU$686 per night
includes taxes & fees
Image gallery for Kihei Garden Estates C-201, Ocean Views, Near the Beach, Renovated, w/ Split AC!
9.89.8 out of 10 rating
Exceptional
(62 reviews)
Kihei Garden Estates C-201, Ocean Views, Near the Beach, Renovated, w/ Split AC!
Kihei, HI
6% off
Price is AU$2,821
AU$2,821
AU$403 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Wailea Shopping Village Shopping Center
3 BR in a beautiful resort, super clean, great beach, Sleeps 8
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
73 reviews(73 reviews)
Discover Wailea Ekahi 39E - Breathtaking Ocean Views, Renovated, Wi-Fi, Split AC
Sleeps 4 · 1 bedroom · 2 bathrooms
1010 out of 10
Exceptionalexceptional
78 reviews(78 reviews)
Grand Champions Condos by KBM
Sleeps 6 · 2 bedrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Beachfront//Oceanfront//Ocean View - 1/2/3 Bedroom Kihei Condo
Sleeps 8 · 3 bedrooms · 2 bathrooms
7.27.2 out of 10
Goodgood
55 reviews(55 reviews)
Great Oceanfront 3 BR, 3 BATH, Kihei, Maui Condominium with Panoramic Views!
Sleeps 7 · 3 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
124 reviews(124 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value