Wailea Condo Rentals
<p>Wailea is located on Maui's scenic southwestern shore known for its beautiful beaches, upscale resorts and exclusive residential communities. With close access to great dining and shopping as well as entertainment and activities, staying in a Wailea condo provides everything you need for your dream Hawaii vacation.<br><br><b>Things To Do</b><br>Wailea offers a range of activities from tennis, golf and hiking to ocean adventures including several exceptional beaches, great snorkeling and sunset sails. Humpback whale watching tours are offered during the winter months. Golfers will enjoy their options with three outstanding golf courses in Wailea and another in nearby Makena. Wailea's Emerald Course is known for its tropical landscaping while the Blue Course features great ocean views and notably wide fairways. The Gold Course also has nice sea views with much narrower fairways. The Makena Golf Course is set along the shoreline providing another great choice for golfers. <br><br>For exceptional snorkeling take a tour to Molokini Islet about three miles offshore where you can see a fascinating array of marine life in a half-submerged volcanic crater that is one of Hawaii's top diving and snorkeling sites. After a day of adventure pamper yourself with luxurious spa treatments at Spa Grande at the Grand Wailea. <br><br>A great day trip from Wailea is a drive along the scenic road to Hana on the eastern tip of the island where you will see many waterfalls and stunning coastal views. You can also take a drive up through the fertile Upcountry region and visit flower farms and charming small towns on your way to the summit of Haleakala Volcano where there are great hikes and amazing summit views.<br><br><b>Nearby Beaches</b><br>Maui's southwestern coast is known for its pristine and scenic beaches including the immaculate beaches of the Wailea Resort area as well as the expansive and equally pristine Makena Beach. Fine white sand and inviting blue water make Wailea and M…
63 vacation rentals found. Page 6 of 7 shows 10 properties (10 per page, same as the live site).
Wailea Condo Rentals
Page 6 of 7 — 63 properties total — 10 per page (matches site listing view).
Wailea Grand Champion - 2BR Condo #142
Wailea, Maui- 2 Bed
- 1 Full Baths
From $179.00 / night — Total price: $537.00
Welcome to Wailea Grand Champions #142, a beautifully maintained one-bedroom, two-bathroom villa set among lush tropical gardens and offering a peaceful retreat in one of Mauis most sought-after resort communities. Located between the Wailea Blue Golf Course and Wailea Tennis Club, and just a short stroll from beaches and shopping, this condo combines comfort, privacy, and resort convenience for a truly memorable Maui escape. Key Features: 1-bedroom, 2-bathroom layout Master bedroom with king
Wailea Grand Champion - 2BR Condo #90
Wailea, Maui- 2 Bed
- 2 Full Baths
From $189.00 / night — Total price: $567.00
Escape to the peaceful beauty of Wailea Grand Champions #90, a spacious two-bedroom, two-bathroom second-floor villa offering partial ocean and fairway views. Tucked between the Wailea Blue Golf Course and the Wailea Tennis Club, this upgraded retreat provides the perfect blend of resort convenience, modern elegance, and tropical serenityjust minutes from Mauis most stunning beaches and luxury shops. Key Features: 2-bedroom, 2-bathroom second-floor unit Master bedroom with king bed Guest bedro
Wailea Grand Champion - 2BR Condo Partial Ocean View #148
Wailea, Maui- 2 Bed
- 2 Full Baths
From $199.00 / night — Total price: $597.00
Discover the peaceful beauty of South Maui at Wailea Grand Champions #148, a spacious two-bedroom, two-bathroom condo set between the Wailea Blue Golf Course and the Wailea Tennis Club. Surrounded by vibrant tropical landscaping and located in one of Waileas most walkable resort communities, this welcoming villa offers the perfect blend of comfort, location, and island charmjust minutes from golden beaches, boutique shopping, and world-class dining. Key Features: 2-bedroom, 2-bathroom floor pl
Wailea Grand Champions - 2BR Condo #78
Wailea, Maui- 2 Bed
- 2 Full Baths
From $179.00 / night — Total price: $537.00
Escape to the peaceful beauty of Wailea Grand Champions #78, a spacious two-bedroom, two-bathroom second-floor villa with partial ocean and fairway views. Ideally situated between the Wailea Blue Golf Course and the Wailea Tennis Club, this inviting retreat offers a seamless blend of resort convenience, comfort, and tropical serenity, just minutes from Mauis most beautiful beaches and upscale shopping. Key Features: 2-bedroom, 2-bathroom second-floor unit Master bedroom with king bed
Aqua Lani J305 at Wailea Beach Villas
Wailea, MauiRating: 5
- 3 Bed
- 3 Full Baths
From $1099.00 / night — Total price: $3297.00
Aqua Lani J305 is a stunning, upscale ocean view 3 bedroom, 3 bathroom luxury vacation villa within the award-winning Wailea Beach Villas Resort. J305 was recently enhanced with the addition of a three-piece Natuzzi-brand Italian white leather sofa set to the great room, along with additional sofas and lounging/seating added to the bedrooms. A beautiful New Zealand wool area rug was just added to the great room. J305 is always maintained to a very high standard, with first-class fresh, clean, c
Azure Azul M212 at Wailea Beach Villas
Wailea, MauiRating: 5
- 3 Bed
- 3 Full Baths
From $1495.00 / night — Total price: $4485.00
Aloha and Welcome to the iconic Azure Azul M212 a newly refreshed and re-decorated Corner Ocean View Villa at Wailea Beach Villas, with 3 bedrooms and 3 bathrooms bath the ultra-lux resort residence Wailea Beach Villas Resort on Wailea Beach on the Island of Maui. In fall 2024 we completed an extensive and comprehensive re-fresh of the entire villa. Inside M212 Azure Azul is a clean new theme with clean fresh colors that showcase the various shades of blue as found in the skies over Wailea Reso
Bali Hai Pool Villa F102 at Wailea Beach Villas
Wailea, MauiRating: 5
- 3 Bed
- 3 Full Baths
From $1695.00 / night — Total price: $5085.00
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 managed by our local on-island professional staff. This garden level pool villa, F102 "Bali Hai", is a true gem! It boasts a beautiful garden view, 3 bedrooms (King in ocean master, King in 2nd master with a Queen Sofa Bed, 2 Queens in third bedroom)
Castaway Cove C201 at Wailea Beach Villas
Wailea, MauiRating: 5
- 3 Bed
- 3 Full Baths
From $1425.00 / night — Total price: $4275.00
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 managed by our local on-island professional staff. C201 Castaway Cove Ocean View Villa has been recently decorated and upgraded to create an all-new living environment. The property owners have spared no expense in working with our team of profession
Floral Gardens Pool Villa G102 at Wailea Beach Villas
Wailea, MauiRating: 5
- 3 Bed
- 3 Full Baths
From $1695.00 / night — Total price: $5085.00
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 managed by our local on-island professional staff. Photos of updated interior coming soon! Now installed: a gorgeous French Blue velvet sofa, coral and blue dining chairs and stools, new area rug, new 2nd bedroom furniture. New bed frame just added t
Grand Seascape K407 at Wailea Beach Villas
Wailea, MauiRating: 5
- 2 Bed
- 2 Full Baths
From $995.00 / night — Total price: $2985.00
Situated in the centrally located "Penthouse" building on the 4th floor in a west-facing ocean view corner location with breathtakingly beautiful panoramic ocean and sunset views, this 2.5 bedroom (king bed in each bedroom plus 2 twin beds the enclose-able den that can be converted into a king bed) was just beautifully redecorated with stylish furniture from Serena and Lily in calming hues of of blues and whites. There are two bathrooms, a private veranda with a built-in Viking gas grill, a dedi
