Private Wailea Oasis – 2BR/2BA Condo at Grand Champions

Two king suites • Pools & hot tubs • Minutes to Maui’s best beaches • No Airbnb/VRBO fees

⭐⭐⭐⭐⭐ (4.9 | 81 reviews)

Explore Your Wailea Oasis

From sunrise coffee on the lanai to sunset walks along Wailea Beach, here’s a glimpse of your stay at Grand Champions #4.

Wailea Vacation Rental Highlights

This spacious two-bedroom Wailea vacation rental condo is located in the popular Grand Champions resort complex. Set in the heart of South Maui, the property offers easy access to Wailea’s world-class beaches, championship golf, dining, and shopping, along with two swimming pools with hot tubs and lush tropical landscaping.

📍 Prime Wailea Location

Access Maui’s best beaches, dining, and shopping from this quiet and peaceful corner of Wailea. Easy parking too!

🏊 Resort-Style Amenities

Enjoy two pools, hot tubs, lounge chairs, high-end gas grills, and lush tropical landscaping without the hotel crowds.

🏡 Spacious Condo Comfort

Relax in style with AC, a full kitchen, private lanai, and two bedrooms suites—better than a hotel for families and couples!

Island Style & Comfort

  • Quiet location away from pools/golf activity
  • Short drive (or healthy walk) to amazing beaches
  • Private lanai with 2 sitting areas and jungle views
  • Two master suites w/ luxury king beds
  • Gourmet kitchen, fully stocked with essentials
  • Air conditioning throughout the condo
  • Spacious desk/work area in bedroom #1
  • High speed wifi, cable TV, and Roku
  • Two spacious pools and hot tubs in complex
  • In-unit washer/dryer for your exclusive use
  • Newer high-end beach gear (boogie boards, beach chairs and umbrella, coolers, snorkeling gear, towels)
  • Walk to Shops at Wailea and Ulua Beach
  • Bedroom #2 can be set up with 2 twin beds

Maui County STR Registration: TA-055-823-4112-01

Ideal Wailea Location

Close to everything Wailea has to offer, yet tucked away in a quiet tropical setting.

Our vacation rental condo is part of the Grand Champions Villas, a resort-style community right in the heart of Wailea. From here, you’re just steps to golf and dining, a short stroll to The Shops at Wailea, and only a few minutes from some of Maui’s best beaches.

  • Wailea Beach – 12–15 minute walk / 3–4 minute drive
  • The Shops at Wailea – 5 minute walk
  • Wailea Blue Golf Course – right next door
  • Kihei town – 10 minute drive

It’s the best of both worlds: a peaceful, tucked-away villa surrounded by lush landscaping, with all of Wailea’s beaches, restaurants, and amenities right at your fingertips.

Check Availability & Book Direct

Select available dates and indicate the number of adult guests to see a quote! Fill out the remaining fields to “Book Now” or use “Send Inquiry” to start a conversation. Note that dates are not reserved until booked.

Our Maui Story

We’re two families from Northern California who have been friends since 2003. Dan and Allegra came to know Maui through regular summer vacations over the past decade. Devin and Katherine own property in Upcountry Maui and have lived on-island in recent years. We’re honored that you’re considering staying in our home away from home.

Devin first set foot on Maui in 1999 and now manages the condo on behalf of our two families. He’s always available to answer questions, especially those related to golf, tropical cocktails, and Maui day trips. As hosts, we care about the details that make your stay seamless. From fast WiFi to comfy beds and local recommendations, our goal is simple: for you to love Maui as much as we do, and to leave already dreaming of your next trip back.

While we get a lot of bookings from VRBO and Airbnb, you’ll always get the best rate when you book directly with us. Use the “Book Now” button below to make a reservation.

devin-haleakala

Love for The Wailea Condo

Hosting Since 2022
⭐⭐⭐⭐⭐ (4.9 | 81 reviews)

We’ve welcomed dozens of happy travelers to Grand Champions #4. See all of their stories and feedback in one place. Learn from their experiences to make your stay even better!

Maui Travel Tips & Guides

At 735 square miles, Maui offers something for nearly every taste and preference. Over the years, we’ve sat on beaches for countless hours and sampled local fare from Kula to Ka’anapali. Here are our most humble recommendations to make the most of your time on the Valley Isle.

Wailea vs Ka’anapali

Wailea is spread out, peaceful, and a bit more upscale. Ka’anapali is dense, walkable, and relatively affordable.

Read more >

The Maui Beer Tour

Do a DIY tour of the island’s best beers. Maui Brewing is only one stop among many must-taste destinations.

Read more >

Fore!

The Plantation Course gets all the press, but there’s a lot more golf to explore across Maui. Here’s where to tee it up!

Read more >

MAUI NO KA OI

Make your 2025 & 2026 travel plans before our calendar books up!