Wailea Grand Champions Vacation Rentals

Wailea Grand Champions Villas is a quiet resort community in South Maui nestled between the Wailea Blue Golf Course and Wailea Tennis Club. Offering one- to three-bedroom condos with full kitchens, private lanais, and scenic views, the property features two pools, hot tubs, BBQ areas, and easy access to beaches, shopping, and dining - ideal for golf getaways or family retreats.

List
Map
Wailea Grand Champions | 31
Wailea Grand Champions | 31
Wailea Grand Champions | 31

Wailea Grand Champions | 31

Wailea Grand Champions 31 is a recently updated vacation rental that offers a perfect blend of comfort, style, and convenience in the heart of Wailea. This two-bedroom, two-bathroom condo features modern upgrades including granite countertops, new cabinetry, and state-of-the-art appliances, ensuring a luxuriously modern stay for guests.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Wailea
from $480
View Property   Book Direct
Wailea Grand Champions | 43
Wailea Grand Champions | 43
Wailea Grand Champions | 43

Wailea Grand Champions | 43

Wailea Grand Champions 43 is a stunning vacation rental nestled in the heart of Wailea, offering a luxurious escape with breathtaking views and unparalleled comfort. This elegantly designed property is ideal for those seeking both relaxation and adventure on the beautiful island of Maui.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $479
View Property   Book Direct
Wailea Grand Champions | 71
Wailea Grand Champions | 71
Wailea Grand Champions | 71

Wailea Grand Champions | 71

Wailea Grand Champions 71 is a beautifully updated ground-floor vacation rental that offers both fairway and ocean views from the living room and private lanai. This spacious two-bedroom, two-bath condo comfortably accommodates up to six guests, providing ample room for relaxation and enjoyment for the whole family.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $475
View Property   Book Direct
Wailea Grand Champions | 73
Wailea Grand Champions | 73
Wailea Grand Champions | 73

Wailea Grand Champions | 73

Wailea Grand Champions Villa 73 is a recently renovated vacation rental that offers a perfect blend of luxury, comfort, and stunning views in the heart of Wailea, Maui. As you enter the villa, you're greeted by a bright and spacious great room, ideal for relaxation after a day of golfing or beach activities.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $430
View Property   Book Direct
Wailea Grand Champions | 95
Wailea Grand Champions | 95
Wailea Grand Champions | 95

Wailea Grand Champions | 95

Do your Maui vacation right! Wailea Grand Champions 95 is surrounded by tropical landscaping and rolling green fairways, that serve as a constant reminder that you are vacatioing in paradise. This vacation rental offers a perfect blend of comfort and luxury, making it an ideal choice for families or groups seeking a memorable getaway in Maui.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $604
View Property   Book Direct
Wailea Grand Champions | 97
Wailea Grand Champions | 97
Wailea Grand Champions | 97

Wailea Grand Champions | 97

Wailea Grand Champions 97 is a premier vacation rental located in the serene tourist retreat of Wailea. This exquisite property combines elegant design with modern amenities to provide a truly exceptional getaway experience.

Upon arrival at Wailea Grand Champions 97, guests are welcomed by a sophisticated and stylish interior that exudes comfort and charm.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $427
View Property   Book Direct
Wailea Grand Champions | 104
Wailea Grand Champions | 104
Wailea Grand Champions | 104

Wailea Grand Champions | 104

Villa 104 at Wailea Grand Champions Villas is a beautiful Maui vacation rental that offers an exceptional blend of style, comfort, and convenience. This modern and hip condo boasts stunning golf course views and thoughtfully curated interior design elements that create a unique island atmosphere.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $435
View Property   Book Direct
Wailea Grand Champions | 111
Wailea Grand Champions | 111
Wailea Grand Champions | 111

Wailea Grand Champions | 111

Wailea Grand Champions Villa 111 is a spacious two-bedroom, two-bath vacation rental condo that accommodates up to six guests, making it an ideal choice for families or friends traveling together. The first bedroom features a comfortable king-sized bed, while the second bedroom is furnished with two twin-sized beds, ensuring ample sleeping arrangements.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $474
View Property   Book Direct
Wailea Grand Champions | 121
Wailea Grand Champions | 121
Wailea Grand Champions | 121

Wailea Grand Champions | 121

Wailea Grand Champions 121 is ground-floor vacation bliss. Enjoy the easy convenience of transporting beach equipment, groceries, golf clubs, and vacation souvenirs from your rental car to your vacation rental. Designed with comfort in mind, the tiled and wood flooring, ceiling fans, air conditioning, and louvered windows throughout this condo maintain a cool and pleasant environment.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $435
View Property   Book Direct
Wailea Grand Champions | 152
Wailea Grand Champions | 152
Wailea Grand Champions | 152

Wailea Grand Champions | 152

Relax on your private lanai at Grand Champions #152, perched upon the second-floor, and enjoy views of manicured fairways, putting greens, and tee boxes as golfers tackle the Wailea Golf Course. This vacation rental is ideally situated to showcase Maui’s natural beauty and vibrant colors.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $426
View Property   Book Direct
Wailea Grand Champions | 183
Wailea Grand Champions | 183
Wailea Grand Champions | 183

Wailea Grand Champions | 183

Welcome to Wailea Grand Champions 183, a luxurious vacation rental that perfectly blends comfort and style in the heart of Maui's paradise. This stunning two-bedroom, two-bathroom retreat offers an exceptional experience for discerning travelers seeking a memorable Hawaiian getaway.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $475
View Property   Book Direct
New Listing- Impressive 3 Bd+2 Bath Vacation Home at Wailea Grand Champions
New Listing- Impressive 3 Bd+2 Bath Vacation Home at Wailea Grand Champions
New Listing- Impressive 3 Bd+2 Bath Vacation Home at Wailea Grand Champions

New Listing- Impressive 3 Bd+2 Bath Vacation Home at Wailea Grand Champions

Bldg. 16 - Unit #153 - A front-row, ground floor, impeccable 3 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Villas. This is a prime example of what Wailea Grand Champion Golf Villas has to offer in a 3 bdrm + 2 bath category.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $686
View Property   Book Direct
Maui Family Owned & Managed - Wailea Grand Champions Villa
Maui Family Owned & Managed - Wailea Grand Champions Villa
Maui Family Owned & Managed - Wailea Grand Champions Villa

Maui Family Owned & Managed - Wailea Grand Champions Villa

Located on the world-class Wailea Blue Golf Course. Our Wailea Grand Champions condo has been newly redecorated and furnished with decor that depicts the beauty of Hawaii and our rich Hawaiian culture. As a local family who live on island, we are able to actively participate in the care and maintenance of our condo for our guests.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $387
View Property   Book Direct
Wailea Grand Champions | 159
Wailea Grand Champions | 159
Wailea Grand Champions | 159

Wailea Grand Champions | 159

Wailea Grand Champions 159 is a beautifully updated three-bedroom vacation rental located along the fairway of the Wailea Blue Golf Course. This ground-floor condo offers a spacious layout with three bedrooms and two bathrooms, making it ideal for families or groups seeking a luxurious and convenient retreat.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Wailea
from $817
View Property   Book Direct
Wailea Grand Champions #157 Great views, Free high speed Internet & Free parking
Wailea Grand Champions #157 Great views, Free high speed Internet & Free parking
Wailea Grand Champions #157 Great views, Free high speed Internet & Free parking

Wailea Grand Champions #157 Great views, Free high speed Internet & Free parking

Why stay in Lahaina or Kihei when you can Vacation in a fabulous condominium on the sunny south coast of Maui. Located in the lush Wailea resort area, this Grand Champions air-conditioned villa is located on the second fairway of the Wailea Blue Golf Course with a partial ocean view.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $362
View Property   Book Direct
Wailea Grand Champions 168 - Complete Remodel - Amazing Golf Course\/Ocean Views
Wailea Grand Champions 168 - Complete Remodel - Amazing Golf Course\/Ocean Views
Wailea Grand Champions 168 - Complete Remodel - Amazing Golf Course\/Ocean Views

Wailea Grand Champions 168 - Complete Remodel - Amazing Golf Course/Ocean Views

Hawaii Tax ID: TA-144-497-4592-01

COMPLETELY REMODELED - GOLF COURSE & OCEAN VIEWS

Grand Champions #168 is a impeccably kept one-bedroom two-bath luxury villa with amazing golf course and limited ocean views. The unit is located on the 7th fairway of the the Wailea Blue Golf Course and with limited views of the ocean and island of Lanai and West Maui Mountains in the distance.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $281
View Property   Book Direct
Wailea Grand Champions Unit 33: Large 2 Br Condo in Wailea Sleeps 6 guests
Wailea Grand Champions Unit 33: Large 2 Br Condo in Wailea Sleeps 6 guests
Wailea Grand Champions Unit 33: Large 2 Br Condo in Wailea Sleeps 6 guests

Wailea Grand Champions Unit 33: Large 2 Br Condo in Wailea Sleeps 6 guests

**Notice: Roofing Work from 10/28/24 through 11/27/24. The first few days of construction on each building will be the most disruptive with the
removal of existing roof shakes. This work will cause the most noise, dirt and debris. Residents with sensitivities may want to arrange to be off-site during work hours.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $317
View Property   Book Direct
Wailea Grand Champions | 75
Wailea Grand Champions | 75
Wailea Grand Champions | 75

Wailea Grand Champions | 75

Wailea Grand Champions 75 is an exceptional vacation rental situated in the picturesque Wailea region of Maui. This luxurious property promises an unforgettable escape with its blend of elegance, comfort, and stunning natural beauty.

Upon entering Wailea Grand Champions 75, you’ll immediately notice the spacious and inviting atmosphere.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $478
View Property   Book Direct
Wailea Grand Champions Condo on Award-Winning Golf Course w\/Shared Pool\/Hot Tub
Wailea Grand Champions Condo on Award-Winning Golf Course w\/Shared Pool\/Hot Tub
Wailea Grand Champions Condo on Award-Winning Golf Course w\/Shared Pool\/Hot Tub

Wailea Grand Champions Condo on Award-Winning Golf Course w/Shared Pool/Hot Tub

Wailea Grand Champions 26

Our calendar is updated in real-time & our nightly rates are accurately displayed. '

Wailea Grand Champions Villas 26 is a wonderful, single-level condo in a luxurious, resort community in South Maui! Located on the world-class Wailea Blue Course, this beautifully updated, 1,150-square-foot condo features a well-equipped, full kitchen with stainless steel appliances, loads of accessories, and plenty of countertop prep space to handle almost any meal.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $614
View Property   Book Direct
Wailea Grand Champions | 116
Wailea Grand Champions | 116
Wailea Grand Champions | 116

Wailea Grand Champions | 116

Wailea Grand Champions 116 is a luxurious vacation rental located along the southern coast of Maui in the desirable tourist area of Wailea. This beautifully appointed one-bedroom, two-bathroom condo accommodates up to four guests, making it ideal for families or groups of friends seeking a tropical Hawaii getaway.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $432
View Property   Book Direct
Wailea Grand Champions | 27
Wailea Grand Champions | 27
Wailea Grand Champions | 27

Wailea Grand Champions | 27

Nestled in the heart of Wailea, this charming Grand Champions residence offers a tranquil retreat that feels like your own private Hawaiian sanctuary. As you step through the door, you're immediately embraced by the warmth of island living and the thoughtful design that sets this two-bedroom rental apart.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $482
View Property   Book Direct
Wailea Grand Champions | 181
Wailea Grand Champions | 181
Wailea Grand Champions | 181

Wailea Grand Champions | 181

Grand Champion Villa 181 is a charming one-bedroom, two-bath vacation rental condo located in the prestigious Wailea area of Maui. Ideal for a couple’s getaway, this newly renovated residence comfortably sleeps four guests. The primary bedroom features a new Stearns & Foster king-sized bed, an ensuite bathroom with a walk-in shower, a wall-mounted flat-screen TV, and a ceiling fan for added comfort.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $430
View Property   Book Direct
Wailea Grand Champions | 52
Wailea Grand Champions | 52
Wailea Grand Champions | 52

Wailea Grand Champions | 52

Welcome to your dream vacation in Wailea, Maui! This beautiful two-bedroom residence combines comfort, style, and convenience for an unforgettable stay in paradise. Upon entering, you'll be welcomed by a spacious, open living area, tastefully furnished for a relaxed ambiance.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $484
View Property   Book Direct
Wailea Grand Champions | 140
Wailea Grand Champions | 140
Wailea Grand Champions | 140

Wailea Grand Champions | 140

Wailea Grand Champions 140 is a remarkable vacation rental nestled in the upscale Wailea community of Maui. This charming property combines elegance with comfort, offering a luxurious retreat that is perfect for both relaxation and adventure.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $484
View Property   Book Direct
Wailea Grand Champions | 177
Wailea Grand Champions | 177
Wailea Grand Champions | 177

Wailea Grand Champions | 177

Welcome to Maui's Wailea Grand Champions, a paradise nestled in the heart of Wailea. This exquisite one-bedroom, two-bathroom vacation rental offers the perfect blend of comfort, luxury, and breathtaking views, ideal for couples or small families seeking an unforgettable Hawaiian getaway.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $430
View Property   Book Direct
Wailea Grand Champions | 185
Wailea Grand Champions | 185
Wailea Grand Champions | 185

Wailea Grand Champions | 185

This two-bedroom, two-bath villa at Wailea Grand Champions offers a perfect blend of contemporary style and tropical paradise. The open floor plan seamlessly connects the fully-equipped kitchen, dining area, and spacious living room, creating an inviting atmosphere for relaxation and entertainment.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $489
View Property   Book Direct
Wailea Grand Champions | 102
Wailea Grand Champions | 102
Wailea Grand Champions | 102

Wailea Grand Champions | 102

Welcome to Wailea Grand Champions 102, a luxurious 2-bedroom, 2-bathroom residence nestled between the fairways of one of Maui's most popular championship golf courses. This spacious second-floor unit, spanning over 1,400 square feet, offers a perfect blend of privacy and tranquility, all within a short drive to all of Wailea's charms.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $484
View Property   Book Direct

Showing 1 of 1 pages.