Holiday rentals near Shops at Wailea
We found 4,742 holiday rentals โ enter your dates for availability
Scroll through and discover private holiday rentals close to Shops at Wailea that can be your home away from home. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you need and want for your stay, which might include parking and a washer and dryer. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Shops at Wailea
Showing deals for:3 Oct - 10 Oct
Image gallery for Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
1010 out of 10 rating
Exceptional
(177 reviews)
Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
Kihei, HI
7% off
Price is AU$4,852
AU$4,852
AU$693 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
(91 reviews)
PICTURESQUE OCEAN VIEW CONDO - LAST MINUTE DEAL! BEAUTIFUL WAILEA AT ELUA 2002
Kihei, HI
7% off
Price is AU$10,609
AU$10,609
AU$1,516 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$10,398
AU$10,398
AU$1,485 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$2,173
AU$2,173
AU$310 per night
includes taxes & fees
Image gallery for Makena Surf C-107: Premier Luxury Condo โข Largest 2-Bed โข Oceanviews โข Local Art
1010 out of 10 rating
Exceptional
(89 reviews)
Makena Surf C-107: Premier Luxury Condo โข Largest 2-Bed โข Oceanviews โข Local Art
Kihei, HI
6% off
Price is AU$13,097
AU$13,097
AU$1,871 per night
includes taxes & fees
Image gallery for Oceanfront Corner Unit | Stunning Views & Comfort
9.89.8 out of 10 rating
Exceptional
(33 reviews)
Oceanfront Corner Unit | Stunning Views & Comfort
Maalaea, HI
7% off
Price is AU$10,398
AU$10,398
AU$1,485 per night
includes taxes & fees
Image gallery for Ekahi 27A: Priceless Ocean View from a Private Lanai
9.89.8 out of 10 rating
Exceptional
(35 reviews)
Ekahi 27A: Priceless Ocean View from a Private Lanai
Kihei, HI
7% off
Price is AU$6,346
AU$6,346
AU$907 per night
includes taxes & fees
Image gallery for New! Palms 702 - Romantic Retreat - Split AC in Bedroom - Open-Air Living Area
9.49.4 out of 10 rating
Exceptional
(12 reviews)
New! Palms 702 - Romantic Retreat - Split AC in Bedroom - Open-Air Living Area
Kihei, HI
6% off
Price is AU$3,255
AU$3,255
AU$465 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$3,380
AU$3,380
AU$483 per night
includes taxes & fees
Image gallery for Makena Surf B202 - Beachfront Platinum Condo; Gorgeous Ocean & Crater Views.
1010 out of 10 rating
Exceptional
(50 reviews)
Makena Surf B202 - Beachfront Platinum Condo; Gorgeous Ocean & Crater Views.
Kihei, HI
8% off
Price is AU$11,163
AU$11,163
AU$1,595 per night
includes taxes & fees
Image gallery for Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023
1010 out of 10 rating
Exceptional
(71 reviews)
Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023
Kihei, HI
7% off
Price is AU$4,711
AU$4,711
AU$673 per night
includes taxes & fees
Image gallery for Private Ocean View Cottage Overlooking Wailea
1010 out of 10 rating
Exceptional
(13 reviews)
Private Ocean View Cottage Overlooking Wailea
Kihei, HI
5% off
Price is AU$3,803
AU$3,803
AU$543 per night
includes taxes & fees
Image gallery for SALE! Lauloa 410 - Top Floor, Direct Ocean Front, Stunning Renovation, Split AC
9.69.6 out of 10 rating
Exceptional
(82 reviews)
SALE! Lauloa 410 - Top Floor, Direct Ocean Front, Stunning Renovation, Split AC
Maalaea, HI
7% off
Price is AU$5,397
AU$5,397
AU$771 per night
includes taxes & fees
Image gallery for Wailea 1 BR Condo, amazing lanai, close to everything, good pricing
9.89.8 out of 10 rating
Exceptional
(155 reviews)
Wailea 1 BR Condo, amazing lanai, close to everything, good pricing
Kihei, HI
7% off
Price is AU$3,064
AU$3,064
AU$438 per night
includes taxes & fees
Image gallery for Amazing Ocean Views, AC in every room, remodeled, #504
9.69.6 out of 10 rating
Exceptional
(92 reviews)
Amazing Ocean Views, AC in every room, remodeled, #504
Kihei, HI
8% off
Price is AU$4,309
AU$4,309
AU$616 per night
includes taxes & fees
Image gallery for Summer specials of 20-30% off for stays of a week or more!
9.69.6 out of 10 rating
Exceptional
(123 reviews)
Summer specials of 20-30% off for stays of a week or more!
Kihei, HI
11% off
Price is AU$2,796
AU$2,796
AU$399 per night
includes taxes & fees
Image gallery for Wailea Ekolu 310 - Molokini to West Maui Ocean View, Modern Renovation, Split AC
9.89.8 out of 10 rating
Exceptional
(51 reviews)
Wailea Ekolu 310 - Molokini to West Maui Ocean View, Modern Renovation, Split AC
Kihei, HI
7% off
Price is AU$5,691
AU$5,691
AU$813 per night
includes taxes & fees
Image gallery for Kanai a Nalu 314 - Modern, Renovated, Oceanfront Condo, Breathtaking Views, AC!
9.89.8 out of 10 rating
Exceptional
(24 reviews)
Kanai a Nalu 314 - Modern, Renovated, Oceanfront Condo, Breathtaking Views, AC!
Maalaea, HI
7% off
Price is AU$3,796
AU$3,796
AU$542 per night
includes taxes & fees
Image gallery for 200ft from the Beach & Restaurants - King & Twin Beds Pool WIFI
9.29.2 out of 10 rating
Wonderful
(20 reviews)
200ft from the Beach & Restaurants - King & Twin Beds Pool WIFI
Kihei, HI
7% off
Price is AU$3,950
AU$3,950
AU$564 per night
includes taxes & fees
Image gallery for Ocean View!!! Newly Remodeled!๐Steps to the Beach! ๐ Kihei Island Surf
9.49.4 out of 10 rating
Exceptional
(38 reviews)
Ocean View!!! Newly Remodeled!๐Steps to the Beach! ๐ Kihei Island Surf
Kihei, HI
6% off
Price is AU$2,620
AU$2,620
AU$374 per night
includes taxes & fees
Image gallery for Oceanfront Condo - Steps to the beach, amazing views, perfect for whale watching
9.89.8 out of 10 rating
Exceptional
(129 reviews)
Oceanfront Condo - Steps to the beach, amazing views, perfect for whale watching
Maalaea, HI
7% off
Price is AU$3,727
AU$3,727
AU$532 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
(51 reviews)
Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
Maalaea, HI
7% off
Price is AU$4,840
AU$4,840
AU$691 per night
includes taxes & fees
Image gallery for Beautiful Beachfront Condo - Big Nightly Discounts!!!
9.29.2 out of 10 rating
Wonderful
(48 reviews)
Beautiful Beachfront Condo - Big Nightly Discounts!!!
Maalaea, HI
13% off
Price is AU$3,318
AU$3,318
AU$474 per night
includes taxes & fees
Image gallery for Maalaea Maui Oceanfront Condo -Mountain Views & Whale Watching
9.49.4 out of 10 rating
Exceptional
(98 reviews)
Maalaea Maui Oceanfront Condo -Mountain Views & Whale Watching
Maalaea, HI
5% off
Price is AU$3,203
AU$3,203
AU$458 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Shops at Wailea
Fully Renovated Condo located close to the beach!
Sleepsย 2ย ยท 1ย bedroomย ยท 1ย bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Wailea Elua by Coldwell Banker Island Vacations
Sleepsย 2ย ยท 1ย bedroom
Ocean View Studio Steps to Beach - Pool, Spa & Pickleball - Free parking & Wi-Fi
Sleepsย 2ย ยท 1ย bathroom
8.88.8 out of 10
Excellentexcellent
72 reviews(72 reviews)
CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview, Many Amenities, Very Clean, Legal
Sleepsย 7ย ยท 3ย bedroomsย ยท 2ย bathrooms
9.89.8 out of 10
Exceptionalexceptional
76 reviews(76 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 โ more value