Welcome to the stunning shores of Wailea, where golden beaches meet lush landscapes and world-class amenities await. Immerse yourself in the vibrant atmosphere, from the serene sands of Wailea Beach to the exhilarating golf courses of Wailea Golf Resort. Perfect for families and groups, our luxurious condos and vacation homes provide the comfort and convenience of home, allowing you to create unforgettable memories in this Hawaiian paradise.
Holiday rentals with weekly discounts - Wailea Grand Champions
Showing deals for:Feb 12 - Feb 19
Image gallery for Kihei Ocean View Haven | 1BR • AC • Pool • Kitchen
1010 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)
Kihei Ocean View Haven | 1BR • AC • Pool • Kitchen
Kihei
9% off
Price is $539
$539
$3,772 for 7 nights
$3,772 for 7 nights
All fees included
Image gallery for S. Kihei spacious garden condo, 2 lanais
1010 out of 10, Exceptional, (49 reviews)
Exceptional
(49 reviews)
S. Kihei spacious garden condo, 2 lanais
Kihei
8% off
Price is $333
$333
$2,331 for 7 nights
$2,331 for 7 nights
All fees included
Image gallery for 10% off 7 days-Condo Ocean View 2BR, CENTRAL AC, Beach, Pool, Tennis, Pickleball
9.89.8 out of 10, Exceptional, (112 reviews)
Exceptional
(112 reviews)
10% off 7 days-Condo Ocean View 2BR, CENTRAL AC, Beach, Pool, Tennis, Pickleball
Kihei
9% off
Price is $370
$370
$2,589 for 7 nights
$2,589 for 7 nights
All fees included
Image gallery for 🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets
1010 out of 10, Exceptional, (145 reviews)
Exceptional
(145 reviews)
🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets
Kihei
9% off
Price is $417
$417
$2,918 for 7 nights
$2,918 for 7 nights
All fees included
Image gallery for Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
9.89.8 out of 10, Exceptional, (127 reviews)
Exceptional
(127 reviews)
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
Kihei
18% off
Price is $497
$497
$3,476 for 7 nights
$3,476 for 7 nights
All fees included
Image gallery for Maui Sunset B201: Beautiful 2 Bedroom, 2 Bath, Kihei Condo. Sleeps up to Six
9.89.8 out of 10, Exceptional, (107 reviews)
Exceptional
(107 reviews)
Maui Sunset B201: Beautiful 2 Bedroom, 2 Bath, Kihei Condo. Sleeps up to Six
Kihei
9% off
Price is $406
$406
$2,844 for 7 nights
$2,844 for 7 nights
All fees included
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Find the best place to stay - Wailea Grand Champions
Grand Champions #48 Stunning 180 Degree Ocean Views Top Floor Paradise Home.
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
216 reviews(216 reviews)
Grand Champions 144 | Tropical Golf Resort w/ Pool
Sleeps 6 · 3 bedrooms · 2 bathrooms
8.68.6 out of 10
Excellentexcellent
16 reviews(16 reviews)
Summer Deal Golf Front Condo with Haleakala Views Pool and Hot Tub
Sleeps 4 · 1 bedroom · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
48 reviews(48 reviews)
TOP FLOOR CORNER PRIVATE STUDIO, LOCALLY OWNED, CLEAN, WALK TO BEACH
Sleeps 2 · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
101 reviews(101 reviews)
Sunny Top Floor Condo, 10 minute walk from Wailea beaches
Sleeps 4 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
94 reviews(94 reviews)
2BR/2BA Wailea Escape w AC Pool Close to Beach - Grand Champions 163
Sleeps 7 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
27 reviews(27 reviews)
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Top rated rentals - Wailea Grand Champions
Great condo, great location
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Condo was great. There were only two of us, so we had plenty of room to spread out. The kitchen has been really nicely redone. Cute little porch outside. Great location with walking distance to all Wailea has to offer. Would recommend!
Ann K.
Stayed Jan 2024
2025 Maui trip first timers
9.69.6 out of 10
Exceptionalexceptional
55 reviews(55 reviews)
This condo was perfect for us, family of 4. At first, Kihei wasn't an option but glad I found this spot owned by Matt and Sandy. It was perfect. Walking distance to Kamole Beach Park 1 and close to Kamole Beach Parks 2 and 3. Restaurants, shops etc. in the close proximity. Foodland close by too. Again, just a great area.
This complex is clean. Parking is nice.
Pool was a nice alternative to the beach. Sauna, hot tub is a plus. Great amenities in this comfy condo. Well kept and exactly as pictured and described.
Thank you Matt and Sandy. We will be back!
Edward
Stayed Jun 2025
As advertized
9.09.0 out of 10
Wonderfulwonderful
47 reviews(47 reviews)
Everything looked the same as the pictures, clean, comfortable and beautiful. Lots of available parking, close to the beach and convenient to lots of shops and restaurants. Would book again.
Debora
Stayed Jul 2024
Lovely Kihei Stay
8.68.6 out of 10
Excellentexcellent
27 reviews(27 reviews)
We had 2 units one for daughter and 4 children and one for my spouse and me. Both were clean and pleasant. Our beds were comfortable. Sofa bed in daughters unit was broken but worked as a single bed. Our unit was on the ground floor end and was very quiet and peaceful with lovely private lanai. Daughters was on 3rd floor with no elevator but that was ok for them as no mobility issues. Both kitchens clean and well stocked and both bathrooms had nice large newly redone showers . WasherDryer in each was very convenient, These units are directly across the street from nice sandy beach with lifeguard, restrooms and shower.
cynthia
Stayed Oct 2025