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Golf and Tennis Side of Wailea
Wailea Grand Champions offers a quiet alternative to oceanfront resorts while maintaining walkable access to Wailea's best amenities. Ideal for golfers, families, and couples, this low-rise complex blends privacy with convenience in one of Maui's most sought-after locations.
This gated resort community lies between the lush fairways of the Wailea Blue Golf Course and the popular Wailea Tennis Club. It features spacious one-, two-, and three-bedroom condos with full kitchens, living rooms, washer/dryers, and lanais offering golf course or garden views.
Rental Listings
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LOWEST Rates in Wailea right now! Spacious 5-STAR Wailea Retreat🏝Corner...From $272/night · Sleeps 4
~ This Is Wailea Living ~From $250/night · Sleeps 4
Tropical Wailea RetreatFrom $429/night · Sleeps 2
Maui Family Owned & Managed - Wailea Grand Champions VillaFrom $323/night · Sleeps 6
Impressive 2 Bdrm+2 Ba Paradise Condominium at Wailea Grand Champion...From $428/night · Sleeps 6
Wailea Oasis: Relax in Your Spacious Villa w/ Lush Tropical...From $288/night · Sleeps 6
Grand Champions 105 I Spacious Wailea 3bdFrom $557/night · Sleeps 8
Serene Luxury Golf & Tennis Villa - outdoor pools, hot...From $509/night · Sleeps 4
3BD Golf Haven - Great for FamiliesFrom $316/night · Sleeps 7
Large Floorplan - Great for Families | Grand Champions 159From $341/night · Sleeps 8
New Listing- Impressive 3 Bd+2 Bath Vacation Home at Wailea...From $446/night · Sleeps 6
Watch the Golfers Play ThroughFrom $249/night · Sleeps 4
Recent Renovation - Close to Golf & DiningFrom $348/night · Sleeps 6
Golf + Partial Ocean Views - Grand Champions 71From $238/night · Sleeps 4
Golfer's Dream | Condo on Wailea CourseFrom $267/night · Sleeps 6
Golfer's Dream | Condo on Wailea CourseFrom $227/night · Sleeps 4
Wailea Grand Champions 111 | Tennis Views, Resort Pools &...From $238/night · Sleeps 6
Wailea Grand Champions 152 | Golf & Ocean Views, Whales...From $255/night · Sleeps 4
Modern, serene condo + lush views and top-notch amenities at...From $354/night · Sleeps 2
Wailea Grand Champions 43 | Golf, Tennis, Resort Pools &...From $238/night · Sleeps 6
Golf + Partial Ocean Views - Grand Champions 73From $242/night · Sleeps 4
Wailea Grand Champions 183 | Ground Floor, Resort Pools &...From $452/night · Sleeps 6
Large Ocean View 2-bedroom condo with AC and WiFi in...From $609/night · Sleeps 6
Wailea Grand Champions #157 Great views, Free high speed Internet...From $200/night · Sleeps 4
Enjoy comfort in Wailea, a spacious 2BD/2BA condo with garden...From $229/night · Sleeps 6
Coursefront Condo with Shared Pool & Hot Tub, Private W/D,...From $569/night · Sleeps 4
Wailea Grand Champions 168 - Complete Remodel - Amazing Golf...From $269/night · Sleeps 4
Grand Champions Villas 156 - Ocean & Golf Course View,...From $450/night · Sleeps 4
#21B Grand Champions Studio -Ulua & Mokapu beachesFrom $174/night · Sleeps 2
Tropical garden view Wailea condoFrom $153/night · Sleeps 6
GC 163 Spacious Wailea 2BD w AC Pool Close to...From $222/night · Sleeps 7
Maui Ohana partial ocean view with epic sunset views from...From $626/night · Sleeps 4
Stunning Golf Course & Garden Views - WAILEA GRAND CHAMPION...From $189/night · Sleeps 4
Sunny Top Floor Condo, 10 minute walk from Wailea beachesFrom $200/night · Sleeps 4
Wailea Serenity | 2 Bed, 2 BathFrom $505/night · Sleeps 6
Grand Champions 108 | Sunset Views + AmenitiesFrom $322/night · Sleeps 2
Save 25% Instantly from 04/06/25-04/15/25! Grand Champions 61! 2B/2B, AC,...From $277/night · Sleeps 8
Wailea Grand Champions Unit 33: Large 2 Br Condo in...From $250/night · Sleeps 6
Golf Retreat Great for FamiliesFrom $251/night · Sleeps 4
Wailea Grand Champions Condo on Award-Winning Golf Course w/Shared Pool/Hot...From $262/night · Sleeps 6
Grand Champion Villa: Luxury Stay, Pool, Fast WiFiFrom $460/night · Sleeps 4
Summer Deal Wailea Condo with Ocean Golf Views Pool and...From $187/night · Sleeps 4
Grand Champions 87 ocean-view condo with pool, hot tub &...From $468/night · Sleeps 4
Golf course-front condo with outdoor pool, hot tub, central AC,...From $310/night · Sleeps 4
Ocean and Golf Course Views 2 bed 2 bath -...From $263/night · Sleeps 4
Platinum Rated & Golf Course ViewsFrom $264/night · Sleeps 6
Summer Deal Wailea Condo with Golf Course Views Pool and...From $223/night · Sleeps 2
Grand Champion Villa Getaway - Wailea BeachesFrom $184/night · Sleeps 4
Wailea Grand Champions 116 - Professional ManagedFrom $218/night · Sleeps 4
Quiet Retreat Between Fairways - Grand Champions 140From $265/night · Sleeps 6
Peaceful Golf Course Retreat with Partial Ocean Views-Wailea Grand Champions...From $209/night · Sleeps 6
Recently Renovated - Wailea Golf ViewsFrom $265/night · Sleeps 5
Wailea Grand Champions 185 | Spacious Wailea Condo Near Beaches...From $215/night · Sleeps 6
Wailea Grand Champions 177 | Golf Course Views, Tennis &...From $247/night · Sleeps 4
Guest Favorite at Wailea Grand ChampionsFrom $317/night · Sleeps 6
Oceanview Paradise: Tropical Retreat in WaileaFrom $475/night · Sleeps 8
Wailea Perfection - Professionally ManagedFrom $777/night · Sleeps 4
Wailea Grand Champion Villas 3-Bedroom updated Home centrally located in...From $470/night · Sleeps 7
Private and Sweet Wailea 1 BD+2 BA Grand Champions VillaFrom $221/night · Sleeps 4
Outstanding Wailea 3 bed/2 ba Grand Champion #94 - big...From $410/night · Sleeps 8
Wailea Luxury on a Budget at Grand Champion Villas -...From $203/night · Sleeps 6
Wailea Grand Champion #90 Breathtaking Fairway Views & Serene Surroundings...From $289/night · Sleeps 5
Wailea Grand Champion Golf Villa 2 Bdr/2 BathFrom $258/night · Sleeps 6
Wailea Sensation Vacation! Spectacular Oceanview Villa! On the 2nd hole.From $225/night · Sleeps 4
From $272/night
Pause a minute, Breath deep. Now check out the 150+ Reviews! You are getting an Amazing Bargain right now with Maui travel being slow. Fewer island...
From $250/night
This is Wailea Living!Nestled in a private and secluded enclave between the Wailea Blue Course and the Wailea Tennis Club, the Wailea Grand Champions...
From $429/night
We invite you to come and stay at our spacious suite where you can enjoy the exclusive Wailea lifestyle. Relax & restore in this serene space...
From $323/night
Located on the world-class Wailea Blue Golf Course. Our Wailea Grand Champions condo has been newly redecorated and furnished with decor that depicts...
From $428/night
Treat yourself to an impeccable Front-Row 2 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Villas. This is the finest that...
From $288/night
Grand Champions is perfectly situated in Wailea, in spectacular South Maui. World-class beaches, golf, restaurants, and two swimming pools await your...
From $557/night
Hawaii Life Vacations proudly presents Grand Champions #105, a beautifully updated 3-bedroom condo located in a serene corner of Grand Champions...
From $509/night
Wailea Grand Champions Villas are the perfect place for vacation. Set amid Wailea’s Blue Golf Course and adjoining Wailea Tennis Club, this property...
From $316/night
Wailea Grand Champions 84 is a beautifully appointed vacation rental located in the prestigious Wailea area of Maui. This spacious three-bedroom,...
From $341/night
Wailea Grand Champions 159 is a beautifully updated three-bedroom vacation rental located along the fairway of the Wailea Blue Golf Course. This...
From $446/night
Bldg. 16 - Unit #153 - A front-row, ground floor, impeccable 3 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Villas. This is...
From $249/night
Wailea Grand Champions 97 is a premier vacation rental located in the serene tourist retreat of Wailea. This exquisite property combines elegant...
From $348/night
Do your Maui vacation right! Wailea Grand Champions 95 is surrounded by tropical landscaping and rolling green fairways, that serve as a constant...
From $238/night
Wailea Grand Champions 71 is a beautifully updated ground-floor vacation rental that offers both fairway and ocean views from the living room and...
From $267/night
Wailea Grand Champions 31 is a recently updated vacation rental that offers a perfect blend of comfort, style, and convenience in the heart of...
From $227/night
Villa 104 at Wailea Grand Champions Villas is a beautiful Maui vacation rental that offers an exceptional blend of style, comfort, and convenience....
From $238/night
CORALTREE RESIDENCE COLLECTION presents... Wailea Grand Champions 111Wailea Grand Champions is an 11-acre country club-style resort set along the...
From $255/night
CORALTREE RESIDENCE COLLECTION presents... Wailea Grand Champions 152Wailea Grand Champions is an 11-acre country club-style resort set along the...
From $354/night
Modern and sophisticated with a splash of Aloha, #29 is an ideal spot for honeymooning couples and those returning for their tropical anniversary...
From $238/night
CORALTREE RESIDENCE COLLECTION presents... Wailea Grand Champions 43Wailea Grand Champions is an 11-acre country club-style resort set along the...
From $242/night
Wailea Grand Champions Villa 73 is a recently renovated vacation rental that offers a perfect blend of luxury, comfort, and stunning views in the...
From $452/night
CORALTREE RESIDENCE COLLECTION presents... Wailea Grand Champions 183Wailea Grand Champions is an 11-acre country club-style resort set along the...
From $609/night
Enjoy the comfort and cleanliness of your own space. Located in the heart of Wailea, Grand Champions Villas is next to a golf course, tennis courts,...
From $200/night
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...
From $229/night
Experience the best of Wailea at Grand Champions 130, a spacious top-floor two-bedroom condo surrounded by lush tropical landscaping. Featuring two...
From $569/night
Wailea Grand Champions 146Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and...
From $269/night
Hawaii Tax ID: TA-144-497-4592-01COMPLETELY REMODELED - GOLF COURSE & OCEAN VIEWSGrand Champions #168 is a impeccably kept one-bedroom two-bath...
From $450/night
We are located in the heart of Wailea at the Grand Champions Villas, close to Maui's best beaches and within walking distance to great restaurants,...
From $174/night
Located in the heart of Wailea. Grand Champions is a 4-star world class resort that features two pools with whirlpool spas, BBQ facilities, and...
From $153/night
Grand Champions 8 is a 2 bedroom, 2 bathroom condo featuring amenities such as a private lanai, air-conditioning and a washer/dryer. Located on the...
From $222/night
Spacious 2Bedroom, 2Bathroom Luxurious Wailea Condo. Ideal Location to Walk to Beach, Tennis, Golf, Fine Dining, Luxury Shopping, and so much more. -...
From $626/night
Wailea Grand Champions 58Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click...
From $189/night
Wailea Grand Champions #142- Garden View Comfort in the Heart of WaileaWelcome to Wailea Grand Champions #142, a beautifully maintained one-bedroom,...
From $200/night
This spacious, quiet, bright second floor condo has high vaulted ceilings and a large living/dining area that creates a large, bright, and airy feel....
From $505/night
Summary:Wailea Serenity - 2BD - Private, Quiet; the tropical paradise you dreamed about!The Space:This Grand Champions condo (#15 in building #2) is...
From $322/night
Welcome to Grand Champions 108, a beacon of refined luxury in the heart of Wailea, Maui. This beautifully remodeled one-bedroom, two-bath villa...
From $277/night
Nestled in the prestigious Wailea Resort community, Grand Champions Villas 61 offers a prime retreat with breathtaking views of the Wailea Blue Golf...
From $250/night
*New Furniture throughout!! This two-bedroom, two-bath garden-view condo has just been remodeled with all new furniture throughout each room in the...
From $251/night
Wailea Grand Champions 75 is an exceptional vacation rental situated in the picturesque Wailea region of Maui. This luxurious property promises an...
From $262/night
Wailea Grand Champions 26Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click...
From $460/night
Summary:🏖 Prime Location – Walk to beaches & top dining 🛏️ King Suite + Sofa Bed – Comfort & space for all 🌅 Private Lanai – Relax with poolside...
From $187/night
Views! Views! Views! Experience breathtaking ocean and fairway vistas from this top-floor unit. This spacious condo features a generously sized...
From $468/night
Wailea Grand Champions 87Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click...
From $310/night
Wailea Grand Champions 149Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and...
From $263/night
Book with us and come to Maui to explore everything we have to offer!This spacious Wailea Grand Champions Villas 2 bedroom 2 bath second floor unit...
From $264/night
Nestled in the heart of Wailea, this charming Grand Champions residence offers a tranquil retreat that feels like your own private Hawaiian...
From $223/night
Perched along the lush fairways of the Wailea Blue Golf Course, Wailea Grand Champions #122 offers the ideal blend of ocean views, tropical serenity,...
From $184/night
Summary:🌴 Prime Location – Walk to beach, dining & shops🌅 Tranquil Balcony – Enjoy morning coffee w/ lush views 💤 Luxury Beds & Linens – Ultimate...
From $218/night
Wailea Grand Champions 116 is a luxurious vacation rental located along the southern coast of Maui in the desirable tourist area of Wailea. This...
From $265/night
Wailea Grand Champions 140 is a remarkable vacation rental nestled in the upscale Wailea community of Maui. This charming property combines elegance...
From $209/night
Beautiful Golf Course Views | Wailea Grand Champions #78Escape to the peaceful beauty of Wailea Grand Champions #78, a spacious two-bedroom,...
From $265/night
Welcome to Wailea Grand Champions 102, a luxurious 2-bedroom, 2-bathroom residence nestled between the fairways of one of Maui\'s most popular...
From $215/night
Wailea Grand Champions 185 is a spacious and beautifully updated two-bedroom, two-bath condo in the heart of Wailea, accommodating up to six guests....
From $247/night
CORALTREE RESIDENCE COLLECTION presents... Wailea Grand Champions 177Wailea Grand Champions is an 11-acre country club-style resort set along the...
From $317/night
This two-bedroom, two-bath villa at Wailea Grand Champions offers a perfect blend of contemporary style and tropical paradise. The open floor plan...
From $475/night
Welcome to our beautiful, elegantly remodeled 2-bedroom, 2-bathroom condo in the prestigious Wailea Grand Champions Villas. Perched on the 2nd floor,...
From $777/night
Welcome to your dream vacation in Wailea, Maui! This beautiful two-bedroom residence combines comfort, style, and convenience for an unforgettable...
From $470/night
Aloha, our home is located in the center of Wailea on the first hole of the Wailea Blue Course and is perfect for families or couples. The 3 bedroom...
From $221/night
New Furniture! New personal amenities! new soft goods! Unit #54, building 6. An impeccable 1 Bedroom + 2 Bathroom paradise condominium at the Wailea...
From $410/night
Bldg. 10 - Unit #94 - New, New New. New roof, new carpet, new appliances, new bed - renewed throughout, an impeccable 3 Bedroom + 2 Bathroom paradise...
From $203/night
Bldg. 13 - Unit #118 - wonderful upgrades in a comfortable and spacious 2 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Golf...
From $289/night
Wailea Grand Champions #90 – Partial Ocean & Fairway Views in the Heart of WaileaEscape to the peaceful beauty of Wailea Grand Champions #90, a...
From $258/night
New, new, new. Upgrades galore. Fresh paint, new tile, new furniture, flooring, electronics, beds, and more!Professional photos pending! Comfortable...
From $225/night
The tropical splendor surrounding Grand Champion Villas is a paradise. Wailea, near Kihei is where you can play 54 holes of championship golf and...
Wailea Grand Champions is set near golf, tennis, shops and restaurants rather than directly on the beach, so it feels more like a central Wailea condo community.
Rentals usually include studios, one-bedroom condos, two-bedroom condos and some three-bedroom condos. Kitchen setup, views and floor level vary by unit.
No. The property is uphill from the shoreline. Visitors should plan to drive or take a longer walk to Wailea Beach, Ulua Beach or Keawakapu Beach.
Yes. The community has two swimming pools, two whirlpool spas and BBQ areas.
Check bedroom count, floor level, stairs, air conditioning, washer/dryer, lanai size, view direction, parking, pool distance and beach driving time.