Available: Right Now
Listed: 25/04/2025
Wailea-Makena, HI
Brand New 160K Renovation+Redecoration for a Hawaiian Beach Vibe.Wailea is one of the most sought after resort addresses on Maui.Here you can relax in the luxury of the beautiful grounds+refreshing swimming pool+spa.World Class Golf+Shopping.Ground f...
Available: Right Now
Listed: 25/04/2025
Wailea, HI
For a vacation condo that feels like a private home, select this two story residence with a sunken living room and cascading lanai. Four sets of sliding doors on the first floor provide garden views and invite tropical breezes into the open floor pla...
Available: Right Now
Listed: 25/04/2025
Wailea, HI
Tax ID:TA-Aloha Maui vacation planners, Grand Champions Villas is located in the heart of Wailea and nestled between The Wailea Blue Golf Course, ranked among America's best resort courses by Golf Digest and The Wailea Tennis Club ranked as o...
Available: Right Now
Listed: 25/04/2025
Wailea, HI
Palms at Wailea #1101 is an ocean view ground floor 2 bedroom 2 bath condo with a full kitchen, washer and dryer, high speed wireless, and is fully air conditioned. It can sleep up to 6 people.The ocean views from Palms at Wailea #1101 are magnif...
Available: Right Now
Listed: 20/04/2025
Wailea, HI
Wailea Elua Village 104 is a stunning Wailea condominium rental that offers a truly unparalleled Hawaii vacation experience. Situated along the pristine golden sands of Ulua Beach on Maui's southern shore, this luxurious one-bedroom, two-bathroom con...
Available: Right Now
Listed: 25/04/2025
Wailea, HI
This is a premier unit with panoramic ocean views located just minutes to all Wailea Beaches, The Shops at Wailea and Luxury Hotels! This beautiful condo is fully remodeled with tasteful furnishings, top of the line appliances, exquisite cabinetry, u...
Available: Right Now
Listed: 18/04/2025
Wailea, HI
Wailea Ekolu Village 403 is a charming two-bedroom, two-bathroom vacation rental that offers breathtaking ocean views. The indoor-outdoor living design allows guests to enjoy refreshing ocean breezes while relaxing with a book, dining al fresco, or s...
Available: Right Now
Listed: 21/04/2025
Wailea, HI
Wailea Beach Villas F202 is where luxury, style and sophistication blend together in a stunning Maui location just above Wailea Beach. This immaculate villa showcases gorgeous blue ocean views while encompassing lush tropical trees and is sure to imp...
Available: Right Now
Listed: 18/04/2025
Wailea, HI
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 adve...
Available: Right Now
Listed: 25/04/2025
Wailea, HI
Palms at Wailea 1203, offers the perfect location in Wailea. This 2-bedroom/2-bath ground-level unit surrounded by lush landscaping makes this a great Hawaiian retreat!Ideally situated just uphill from gorgeous Keawekapu Beach, The Palms at Waile...
Available: Right Now
Listed: 23/04/2025
Wailea, HI
The Maui Meadows Guesthouse Property is 3/4 mile from (8) premier beaches and features: (4) Bedroom, (5) Bath one story 2700 sq ft house, Proximity to beaches, activities, golf, shopping, restaurants and bars, Air conditioning, 65" TV screen with Str...
Available: Right Now
Listed: 25/04/2025
Wailea, HI
Our collection of Maui vacation residences are HOTEL-Zoned or have LEGAL short-term rental permits. Reserve with Private Paradise Villas with confidence knowing you will be luxuriating in a location legally designated for visitor accommodations and m...
Available: Right Now
Listed: 25/04/2025
Wailea, HI
Sophisticated 3-bedroom villa at Grand Champions with sunset-view balcony, resort pools, and access to golf, tennis, and Wailea's premier beaches-perfect for a luxurious and convenient Maui getaway.Special Offer - Book any KBM rental home in Hawa...
Available: Right Now
Listed: 25/04/2025
Wailea, HI
Why stay at a crowded hotel when you can have the entire condo to yourself? We are ready to welcome our guests back and are excited to again share Hawaii with you all.If you are looking for a perfect get away in paradise, this is it! This luxury ...
Available: Right Now
Listed: 25/04/2025
Wailea, HI
Wailea Ekolu #105 is a luxury 2Bd/2Ba condo with scenic views of the ocean, mountains, and tropical garden. The unit has tile floors, contemporary furnishings, three large flat-screen TVs, king bed in master, two twins convertible to king in guest ro...
Available: Right Now
Listed: 23/04/2025
Wailea, HI
Welcome to Makena Surf E105, your ideal oceanfront getaway nestled within the luxurious Makena Surf resort, located on the pristine Po'olenalena Beach. This secluded beachfront property offers the ultimate in tropical island relaxation, making it the...
Available: Right Now
Listed: 25/04/2025
Wailea, HI
Situated on 18 acres of perfectly manicured tropical foliage, bordering the award winning Wailea Blue Golf Course, Ekolu Village is an exclusive and desirable complex that is exceptionally quiet and free of any traffic noise. This property is located...
Available: Right Now
Listed: 25/04/2025
Wailea, HI
This is the one! A real Maui home-away-from-home. If you are looking for an impressive vacation home with new Ohia wood cabinets, cupboards, and accents in the kitchen, new sandstone tile flooring, super quiet new Fleetwood glass doors, new Miele app...
Available: Right Now
Listed: 25/04/2025
Wailea, HI
Wailea Ekolu 1404 is a beautifully appointed one-bedroom, two-bathroom vacation rental that offers an idyllic escape in Maui's popular town of Wailea. This elevated condo on the second floor boasts stunning ocean views and a serene ambiance.Upon ...
Available: Right Now
Listed: 20/04/2025
Wailea, HI
Please call or email us about the dates for your visit. You are welcome to island-hop or come and go as you please during your reservation. This is The Pinnacle at Wailea Point. Brand new as of June 2023, third bedroom and fourth bathroom private...
Available: Right Now
Listed: 25/04/2025
Wailea, HI
Wailea Elua 107Wailea Elua Village is an exclusive beachfront property in the heart of Wailea, offering a tranquil retreat surrounded by 24 acres of lush tropical landscaping. This gated, low-density community consists of two-story buildings desi...
Available: Right Now
Listed: 20/04/2025
Wailea, HI
For travelers seeking a budget-friendly option in the prestigious Wailea area without sacrificing comfort or location, Wailea Ekahi 44B presents an attractive choice. It is a charming studio provides a traveling couple or solo traveler everything the...
🏠 Total listings for rent | 480 properties |
💵 Min. monthly rent | from $2,350/mo |
🐾 Pet-friendly properties | 9 rentals |
🛋 Furnished rentals | 10 listings |
💧 With utilities included | 7 rentals |
🚗 With parking/garage | 461 properties |