Wailea Vacation Rentals

Wailea is one of Maui’s most sought-after destinations, known for its upscale resorts, golden beaches, and beautifully maintained landscapes. Vacation rentals in Wailea include oceanview condos, luxury villas, and spacious townhomes - ideal for couples, families, and groups seeking a refined island getaway. With sunny weather year-round and direct access to world-class beaches like Wailea Beach, Polo Beach, and Ulua Bay, Wailea is perfect for both relaxation and outdoor adventure.

In addition to its scenic beauty, Wailea is home to championship golf courses, luxury spas, high-end shopping at The Shops at Wailea, and a variety of oceanfront dining options. Whether you’re watching the sunset from your lanai or heading out for a paddleboarding session, Wailea offers the perfect balance of serenity and sophistication. Browse our Wailea vacation rentals below and find the perfect home base for your South Maui escape.

Browse Wailea Vacation Rentals by condo/hotel name:

Ekahi Village
Elua Village
Hoolei
Mana Kai
Polo Beach Club
The Palms at Wailea
Wailea Beach Villas
Wailea Ekahi
Wailea Ekolu
Wailea Grand Champions
Wailea Point
List
Map
Palms at Wailea 1203 - Luxury Maui Condo
Palms at Wailea 1203 - Luxury Maui Condo
Palms at Wailea 1203 - Luxury Maui Condo

Palms at Wailea 1203 - Luxury Maui Condo

Experience the perfect Hawaiian getaway at Palms at Wailea 1203, a beautifully maintained ground-floor condo ideally located just uphill from the stunning Keawekapu Beach. This two-bedroom, two-bath unit is surrounded by lush landscaping, charming Mediterranean architecture, and manicured grounds featuring two lily ponds connected by a serene stream, creating a tranquil oasis in Maui.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $519 
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Luxury Ho'olei Villa with Ocean Views in Maui
Luxury Ho'olei Villa with Ocean Views in Maui
Luxury Ho'olei Villa with Ocean Views in Maui

Luxury Ho'olei Villa with Ocean Views in Maui

This beautifully renovated villa at Ho'olei Resort in Maui offers the perfect blend of luxury, comfort, and breathtaking ocean views. Recently updated in 2024, the home features extensive renovations including a new oversized kitchen island with ocean view seating, all new appliances, stone countertops, and custom cabinetry throughout.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 7
Hawaii> Wailea
from $1,524 
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Wailea Ekahi 3C: Spacious Maui Vacation Condo
Wailea Ekahi 3C: Spacious Maui Vacation Condo
Wailea Ekahi 3C: Spacious Maui Vacation Condo

Wailea Ekahi 3C: Spacious Maui Vacation Condo

Immerse yourself in the beauty of Maui at Wailea Ekahi 3C, a spacious one-bedroom condo nestled within the lush 34-acre Ekahi Village. This inviting retreat offers a perfect blend of comfort and island charm, making it an ideal destination for your next vacation.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Wailea
from $497 
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Luxury Maui Beachfront Condo at Polo Beach Club
Luxury Maui Beachfront Condo at Polo Beach Club
Luxury Maui Beachfront Condo at Polo Beach Club

Luxury Maui Beachfront Condo at Polo Beach Club

Experience the epitome of Maui luxury at Polo Beach Club, perfectly situated at the start of Makena and linked to Wailea’s oceanfront pathway. This beautifully renovated condo offers bright, open interiors with creative decor and modern comforts, making it an ideal retreat.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $1,090 
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Wailea Ekahi 3E Condo with Ocean Views & Pool
Wailea Ekahi 3E Condo with Ocean Views & Pool
Wailea Ekahi 3E Condo with Ocean Views & Pool

Wailea Ekahi 3E Condo with Ocean Views & Pool

Discover the beauty of Maui at Wailea Ekahi 3E, a charming second-floor one-bedroom condo nestled within the lush Wailea Ekahi Village. This inviting retreat offers a perfect blend of comfort and scenic views, ideal for a relaxing vacation.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Wailea
from $516 
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Wailea Ekahi 35D Ocean View Maui Condo
Wailea Ekahi 35D Ocean View Maui Condo
Wailea Ekahi 35D Ocean View Maui Condo

Wailea Ekahi 35D Ocean View Maui Condo

Make your Maui dreams come true at Wailea Ekahi 35D! This top-floor, ocean view condo offers a private entrance surrounded by lush lawns, vibrant bougainvillea, and fragrant plumeria trees. Recently remodeled, it seamlessly blends indoor comfort with outdoor island living, featuring a spacious lanai perfect for morning coffee or sunset cocktails while enjoying views of Lanai, Kahoolawe, and Molokini.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Wailea
from $633 
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Wailea Ekahi #14D Ocean View Condo
Wailea Ekahi #14D Ocean View Condo
Wailea Ekahi #14D Ocean View Condo

Wailea Ekahi #14D Ocean View Condo

Discover Wailea Ekahi #14D, a beautifully remodeled ocean view condo nestled in the heart of Wailea's Lower Village. This second-floor residence offers breathtaking panoramic vistas of the Pacific Ocean, making it an ideal retreat for those seeking tranquility and natural beauty.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 2
Hawaii> Wailea
from $675 
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Luxury Maui Penthouse at Wailea Beach Villas
Luxury Maui Penthouse at Wailea Beach Villas
Luxury Maui Penthouse at Wailea Beach Villas

Luxury Maui Penthouse at Wailea Beach Villas

Experience the ultimate luxury in Maui at the Penthouse 210 in Wailea Beach Villas, a stunning 2-bedroom, 2-bathroom residence designed with tropical elegance and modern amenities. This spacious condo offers breathtaking garden and partial ocean views, perfect for relaxing family vacations or romantic getaways.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $1,291 
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Wailea Ekahi 4D Studio Condo with Ocean Views
Wailea Ekahi 4D Studio Condo with Ocean Views
Wailea Ekahi 4D Studio Condo with Ocean Views

Wailea Ekahi 4D Studio Condo with Ocean Views

Welcome to Wailea Ekahi 4D, a beautifully appointed studio condo perfect for couples or solo travelers seeking a relaxing Maui getaway. This second-floor unit offers a blend of comfort and style, with a spacious 600-square-foot layout that feels like a private retreat.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Wailea
from $469 
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Beautiful Wailea Beach Vibe Condo with Pool and Spa
Beautiful Wailea Beach Vibe Condo with Pool and Spa
Beautiful Wailea Beach Vibe Condo with Pool and Spa

Beautiful Wailea Beach Vibe Condo with Pool and Spa

Experience the perfect Maui getaway in this stunning ground-floor condo in Wailea, recently renovated with a contemporary Hawaiian decor. Located in The Palms of Wailea, a beautifully maintained resort with lush landscaping, a sparkling swimming pool, and relaxing spa, this condo offers both comfort and convenience.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $432 
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Wailea Ekahi 7B Luxury Condo with Garden View
Wailea Ekahi 7B Luxury Condo with Garden View
Wailea Ekahi 7B Luxury Condo with Garden View

Wailea Ekahi 7B Luxury Condo with Garden View

Welcome to Wailea Ekahi 7B, a beautifully furnished vacation condo nestled within the tranquil Wailea Ekahi Village. This spacious one-bedroom, two-bathroom residence offers a perfect combination of comfort and luxury, making it an ideal retreat for your Maui holiday.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $501 
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Luxurious Tropical Retreat with Ocean Views in Maui
Luxurious Tropical Retreat with Ocean Views in Maui
Luxurious Tropical Retreat with Ocean Views in Maui

Luxurious Tropical Retreat with Ocean Views in Maui

Immerse yourself in a luxurious tropical escape at Unit 31D, a truly unique condo overlooking Ekahi Village in Maui. This upper-level unit offers breathtaking views of the ocean, Molokini Crater, and Kaho'olawe from the main lanai, while the bedroom lanai provides captivating "up-country" vistas of Haleakala.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Wailea
from $516 
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Wailea Beach Villas Penthouse with Ocean & Outer Island Views
Wailea Beach Villas Penthouse with Ocean & Outer Island Views
Wailea Beach Villas Penthouse with Ocean & Outer Island Views

Wailea Beach Villas Penthouse with Ocean & Outer Island Views

Discover the ultimate Maui getaway at Wailea Beach Villas Penthouse K-208, a stunning 3892 sq. ft. oceanfront residence with sweeping panoramic views of the ocean and Outer Islands. Recently renovated with contemporary upgrades, this luxurious villa comfortably sleeps up to 8 guests across 4 full bedrooms and 3 full baths, making it ideal for family vacations, reunions, or a special escape.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Wailea
from $2,350 
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Wailea Ekahi 11C Maui Ocean View Condo
Wailea Ekahi 11C Maui Ocean View Condo
Wailea Ekahi 11C Maui Ocean View Condo

Wailea Ekahi 11C Maui Ocean View Condo

Welcome to Wailea Ekahi 11C, a beautifully decorated, spacious condo nestled in the heart of Maui’s Wailea community. Perfect for families or friends traveling together, this ground-floor residence offers sweeping views of lush tropical landscapes, the shimmering blue ocean, and distant mountains.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $602 
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Renovated 2nd Floor Vacation Rental with Deck & Parking
Renovated 2nd Floor Vacation Rental with Deck & Parking
Renovated 2nd Floor Vacation Rental with Deck & Parking

Renovated 2nd Floor Vacation Rental with Deck & Parking

Discover this charming 2nd-floor vacation rental, offering a blend of comfort and convenience. The unit features a fully renovated kitchen equipped with a stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware, and tableware, making meal prep effortless.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Wailea
from $725 
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Oceanfront Condo with Stunning Views at Polo Beach Club 805
Oceanfront Condo with Stunning Views at Polo Beach Club 805
Oceanfront Condo with Stunning Views at Polo Beach Club 805

Oceanfront Condo with Stunning Views at Polo Beach Club 805

Discover the stunning beauty of Maui from Polo Beach Club 805, a captivating oceanfront condo offering direct beach access and spectacular views of Molokini, Kaho'olawe, and the West Maui mountains. This sophisticated condo features exquisite furnishings and decor, creating a perfect retreat for families or couples seeking comfort and style.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $1,113 
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Wailea Beach Villas PH306 Ocean View Penthouse
Wailea Beach Villas PH306 Ocean View Penthouse
Wailea Beach Villas PH306 Ocean View Penthouse

Wailea Beach Villas PH306 Ocean View Penthouse

Settle into your private slice of Maui paradise at Wailea Beach Villas PH306, a luxurious 2-bedroom, 2-bathroom penthouse offering breathtaking ocean and island views. This thoughtfully designed residence combines modern elegance with Hawaiian charm, featuring cool turquoise and cinnamon accents, original artwork, and high-end finishes.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $1,485 
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Ho'olei Villa 17-1 Luxury Maui Ocean View
Ho'olei Villa 17-1 Luxury Maui Ocean View
Ho'olei Villa 17-1 Luxury Maui Ocean View

Ho'olei Villa 17-1 Luxury Maui Ocean View

This exquisite Ho'olei Villa 17-1 offers a luxurious Maui retreat with mesmerizing ocean vistas and a bright, open floor plan. Completely remodeled with coastal Beach Luxe decor sourced from Maui’s top design shop, Hue Home + Design, each piece is carefully selected to provide a serene and stylish ambiance.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Wailea
from $1,619 
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Ocean View Maui Vacation Rental with Modern Comforts
Ocean View Maui Vacation Rental with Modern Comforts
Ocean View Maui Vacation Rental with Modern Comforts

Ocean View Maui Vacation Rental with Modern Comforts

Experience a serene tropical escape in this charming ground-floor Maui condo with stunning ocean views. Step onto the lanai each morning with a freshly brewed coffee and feel the soft grass of the sprawling lawn beneath your feet. Surrounded by vibrant bougainvillea, cheerful yellow plumeria trees, and the endless blue of the Pacific horizon, this rental immerses you in the island’s natural beauty.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $600 
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Wailea Ekahi Village 19B Ocean View Townhome
Wailea Ekahi Village 19B Ocean View Townhome
Wailea Ekahi Village 19B Ocean View Townhome

Wailea Ekahi Village 19B Ocean View Townhome

Experience the beauty of Maui from Wailea Ekahi Village 19B, a spacious two-story, two-bedroom, two-and-a-half-bath townhome designed for comfort and relaxation. This beautifully appointed residence features island-inspired decor that creates a warm, inviting atmosphere, ideal for families or friends traveling together.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $724 
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Wailea Polo Beachfront Condo with Pool & Sunset Views
Wailea Polo Beachfront Condo with Pool & Sunset Views
Wailea Polo Beachfront Condo with Pool & Sunset Views

Wailea Polo Beachfront Condo with Pool & Sunset Views

Start your day with a leisurely walk along the renowned beachfront path right outside this stunning condo. Enjoy the peaceful, uncrowded beach just steps from your door or unwind poolside at the recently renovated pool and jacuzzi. After soaking up the sun, relax on your private lanai with breathtaking sunsets that create unforgettable memories.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $884 
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Polynesian Style Villa in Wailea Maui Resort
Polynesian Style Villa in Wailea Maui Resort
Polynesian Style Villa in Wailea Maui Resort

Polynesian Style Villa in Wailea Maui Resort

Immerse yourself in a Polynesian-inspired vacation experience at this stunning villa located within the prestigious Palms at Wailea Resort on Maui’s southern coast. Spanning 1,515 sq ft, this spacious two-bedroom, two-and-a-half-bath condo offers a perfect retreat for families or groups seeking comfort and style.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $612 
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Wailea Condo with Ocean View and Pool
Wailea Condo with Ocean View and Pool
Wailea Condo with Ocean View and Pool

Wailea Condo with Ocean View and Pool

Discover the perfect Maui escape at The Palms at Wailea 207, a beautifully remodeled ground-floor condo offering comfort, convenience, and stunning garden views with a peek of the ocean. This upscale, low-density complex features only 150 units, ensuring a quiet and relaxing atmosphere.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $391 
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Wailea Ocean View 3-Bedroom Condo with Pool
Wailea Ocean View 3-Bedroom Condo with Pool
Wailea Ocean View 3-Bedroom Condo with Pool

Wailea Ocean View 3-Bedroom Condo with Pool

This three-bedroom, three-bath multi-level condo offers the feel of a private home with stunning ocean views and spacious living areas. From the entry, ascend to an open-plan living room that opens onto an ocean-view lanai, ideal for relaxing or entertaining.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Wailea
from $720 
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Spacious 2BR Condo in Wailea Elua Village
Spacious 2BR Condo in Wailea Elua Village
Spacious 2BR Condo in Wailea Elua Village

Spacious 2BR Condo in Wailea Elua Village

Experience the perfect Maui vacation in this spacious top-floor 2-bedroom, 2-bath condo located in the prestigious Wailea Elua Village. Recent upgrades including new beds, dining furniture, closet doors, ceiling fans, and modern fixtures ensure a fresh and inviting atmosphere.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $762 
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Wailea Ekolu Ocean View Condo with Pool
Wailea Ekolu Ocean View Condo with Pool
Wailea Ekolu Ocean View Condo with Pool

Wailea Ekolu Ocean View Condo with Pool

Discover the beauty of Maui from this spacious 1,400-square-foot ground-floor condominium in Wailea Ekolu. Surrounded by lush island foliage and lush lawns, this two-bedroom, two-bath unit comfortably accommodates four guests. The interior is tastefully decorated with island fabrics and decor, creating a relaxing tropical ambiance.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Wailea
from $420 
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Luxury Wailea Beach Villa L409 with Ocean Views
Luxury Wailea Beach Villa L409 with Ocean Views
Luxury Wailea Beach Villa L409 with Ocean Views

Luxury Wailea Beach Villa L409 with Ocean Views

Discover the exquisite Wailea Beach Villa L409, a highly-rated, elegant 4-bedroom condo nestled between The Grand Wailea and The Shops at Wailea. Covering nearly 3000 square feet, this fourth-floor villa offers breathtaking panoramic ocean views from its spacious lanai, perfect for relaxing and sunset dinners.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 9
Hawaii> Wailea
from $2,050 
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Wailea Ekolu Village 410 with Ocean Views and Pools
Wailea Ekolu Village 410 with Ocean Views and Pools
Wailea Ekolu Village 410 with Ocean Views and Pools

Wailea Ekolu Village 410 with Ocean Views and Pools

Welcome to Wailea Ekolu Village 410, a beautiful and airy end-unit townhouse ideally located next to the Wailea Blue Golf Course. This two-story home offers stunning ocean and mountain views, perfect for relaxing and enjoying Maui's natural beauty.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $508 
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Wailea Ekahi Village 26A Luxury Ocean View Condo
Wailea Ekahi Village 26A Luxury Ocean View Condo
Wailea Ekahi Village 26A Luxury Ocean View Condo

Wailea Ekahi Village 26A Luxury Ocean View Condo

Welcome to Wailea Ekahi Village 26A, a beautifully renovated ground-floor condominium offering a perfect blend of luxury and comfort. This two-bedroom, two-bathroom unit features a contemporary design with premium wood-tone flooring throughout the spacious great room, creating a warm and inviting atmosphere.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $666 
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Luxury Wailea Condo Near Beaches and Golf
Luxury Wailea Condo Near Beaches and Golf
Luxury Wailea Condo Near Beaches and Golf

Luxury Wailea Condo Near Beaches and Golf

Experience the ultimate Maui vacation in this elegantly renovated condo located in the serene Grand Champions complex in Wailea. The property offers two spacious master suites with luxurious king-size beds, each with private en-suite bathrooms, providing a perfect retreat after a day exploring the island.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $405 
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Beautiful Keawakapu Beach Condo in Wailea
Beautiful Keawakapu Beach Condo in Wailea
Beautiful Keawakapu Beach Condo in Wailea

Beautiful Keawakapu Beach Condo in Wailea

Unit 1A offers a charming retreat on the stunning Keawakapu Beach in Wailea. Recently renovated, this ground-floor condo features two lanais—one off the living room with a partial ocean view and another off the bedroom surrounded by tropical landscaping.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $526 
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Ho‘olei Residence 23-3 Oceanview Luxury Villa
Ho‘olei Residence 23-3 Oceanview Luxury Villa
Ho‘olei Residence 23-3 Oceanview Luxury Villa

Ho‘olei Residence 23-3 Oceanview Luxury Villa

Welcome to Ho‘olei Residence 23-3 (L3) by Gather, an exclusive luxury villa nestled in a gated community directly across from Wailea Beach and the Grand Wailea Resort. This stunning property offers a high-end living experience, combining elegance, comfort, and breathtaking views.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Wailea
from $1,299 
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Tree Top One Bedroom in Wailea Maui
Tree Top One Bedroom in Wailea Maui
Tree Top One Bedroom in Wailea Maui

Tree Top One Bedroom in Wailea Maui

The Tree Top One Bedroom is a bright, elegant 2nd-floor unit nestled in a tropical oasis in Wailea Maui. This spacious approximately 790 sq ft. condo features a tropical modern king bedroom with teak and rattan furnishings, creating a relaxing and stylish atmosphere.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Wailea
from $243 
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Beachfront Condo at Wailea Elua Village Maui
Beachfront Condo at Wailea Elua Village Maui
Beachfront Condo at Wailea Elua Village Maui

Beachfront Condo at Wailea Elua Village Maui

Discover this beautifully renovated condo at Wailea Elua Village, ideally located on Maui's sunny south shore. This private, spacious property offers a contemporary kitchen, new furniture, electronics, and linens, providing a fresh and inviting atmosphere for your stay.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $1,112 
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Beautiful 2BR Wailea Condo with Garden Views
Beautiful 2BR Wailea Condo with Garden Views
Beautiful 2BR Wailea Condo with Garden Views

Beautiful 2BR Wailea Condo with Garden Views

Experience a fully remodeled 2-bedroom, 2-bath condo at The Palms at Wailea, offering 1200 sq. ft. of comfort and style. Managed by PMI Maui, a trusted local brokerage, this ground-floor unit provides easy access and tranquility, located just a mile from the resort area.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $448 
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Luxury Beachfront Condo in Wailea Elua Village
Luxury Beachfront Condo in Wailea Elua Village
Luxury Beachfront Condo in Wailea Elua Village

Luxury Beachfront Condo in Wailea Elua Village

Experience the ultimate Maui vacation in this luxurious beachfront 2-bedroom, 2-bath condo located in Wailea Elua Village. Situated directly on the pristine sands of Ulua Beach, this residence offers breathtaking ocean views that can be enjoyed from your lanai and living room.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $1,665 
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Wailea Ekolu Village Ocean View Condo with 2BR
Wailea Ekolu Village Ocean View Condo with 2BR
Wailea Ekolu Village Ocean View Condo with 2BR

Wailea Ekolu Village Ocean View Condo with 2BR

Discover the perfect Hawaiian retreat at Wailea Ekolu Village with this stunning two-bedroom, two-bathroom ocean view condo. Situated on the second floor, this spacious residence offers breathtaking vistas of the Pacific Ocean, Kaho'olawe, and Molokini from your private lanai, creating an ideal setting for relaxation and enjoyment.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $510 
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Luxurious Wailea Ekahi 18F Condo with Ocean Views
Luxurious Wailea Ekahi 18F Condo with Ocean Views
Luxurious Wailea Ekahi 18F Condo with Ocean Views

Luxurious Wailea Ekahi 18F Condo with Ocean Views

Welcome to Wailea Ekahi 18F, a stunning new luxury condo nestled within the beautiful Wailea Ekahi resort on Maui. Perfectly positioned for tranquility and breathtaking views, this condo offers a serene escape with all the modern comforts you desire.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $417 
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Wailea Grand Champions 159 Luxury Condo with Golf Views
Wailea Grand Champions 159 Luxury Condo with Golf Views
Wailea Grand Champions 159 Luxury Condo with Golf Views

Wailea Grand Champions 159 Luxury Condo with Golf Views

Welcome to Wailea Grand Champions 159, a beautifully updated three-bedroom vacation condo nestled along the fairway of the Wailea Blue Golf Course. This ground-floor residence offers a spacious and elegant retreat perfect for families or groups seeking comfort and convenience in paradise.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Wailea
from $817 
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Wailea Elua 805: Spacious Maui Beach Condo
Wailea Elua 805: Spacious Maui Beach Condo
Wailea Elua 805: Spacious Maui Beach Condo

Wailea Elua 805: Spacious Maui Beach Condo

Discover Wailea Elua 805, a spacious and family-friendly condo nestled along Maui's renowned southern coastline. This beautifully appointed three-bedroom, two-bathroom residence offers a perfect blend of comfort, modern amenities, and natural beauty.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Wailea
from $888 
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Wailea Beach Villas Penthouse #302 with Ocean Views
Wailea Beach Villas Penthouse #302 with Ocean Views
Wailea Beach Villas Penthouse #302 with Ocean Views

Wailea Beach Villas Penthouse #302 with Ocean Views

Immerse yourself in the ultimate Maui vacation at Wailea Beach Villas Penthouse #302, a 1,900 sq. ft. oceanfront retreat on the third floor. This luxurious residence offers sweeping views of the pristine Pacific Ocean and seamless access to lush tropical surroundings, creating an environment of peace and elegance.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $1,405 
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Luxury Maui Condo in Wailea with Special Promotions
Luxury Maui Condo in Wailea with Special Promotions
Luxury Maui Condo in Wailea with Special Promotions

Luxury Maui Condo in Wailea with Special Promotions

Discover your perfect Maui getaway at our luxurious condo in Wailea, offering stunning ocean views and top-tier amenities. Take advantage of exclusive promotions: stay 28 nights or more to receive a 15% discount and waived cleaning fees, valid from January 4 to December 15.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $441 
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Wailea Luxury Ocean View Suite with Resort Amenities
Wailea Luxury Ocean View Suite with Resort Amenities
Wailea Luxury Ocean View Suite with Resort Amenities

Wailea Luxury Ocean View Suite with Resort Amenities

This beautifully decorated, high-end suite offers the perfect blend of luxury and comfort in Wailea. The spacious 1-bedroom, 2-bathroom unit is situated on the top floor, providing breathtaking ocean views and a sense of privacy.
Inside, modern furnishings and artwork by renowned local artists create a stylish and inviting atmosphere.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $293 
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Luxury Villa in Wailea Maui with Ocean Views
Luxury Villa in Wailea Maui with Ocean Views
Luxury Villa in Wailea Maui with Ocean Views

Luxury Villa in Wailea Maui with Ocean Views

Discover this exquisite villa located in the heart of Wailea on the stunning island of Maui. This luxurious property offers a spacious 1182 square feet of living and lanai area, perfect for relaxing and entertaining in paradise.
The villa features elegant travertine tile, granite and marble surfaces, and top-of-the-line stainless steel appliances, complemented by beautiful mahogany cabinets and plush carpeting throughout.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $397 
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Luxury Wailea Beach Villas Penthouse with Ocean Views
Luxury Wailea Beach Villas Penthouse with Ocean Views
Luxury Wailea Beach Villas Penthouse with Ocean Views

Luxury Wailea Beach Villas Penthouse with Ocean Views

Discover the epitome of luxury at Wailea Beach Villas Penthouse 301, a spacious 2,500 sq ft ocean-view suite perched on the third floor with private elevator access for ultimate privacy and convenience. This elegant penthouse comfortably hosts up to eight guests across three beautifully appointed bedrooms and three bathrooms, making it ideal for families or groups seeking a high-end Hawaiian escape.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Wailea
from $1,789 
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Sunny Wailea Studio Condo at Grand Champions Villas
Sunny Wailea Studio Condo at Grand Champions Villas
Sunny Wailea Studio Condo at Grand Champions Villas

Sunny Wailea Studio Condo at Grand Champions Villas

Escape to sunny South Maui in our beautifully renovated top-floor studio at Grand Champions Villas. This tropical-inspired space offers a comfortable king bed, modern bathroom, private lanai, and upgraded kitchenette with a larger fridge and dedicated freezer.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Wailea
from $197 
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Wailea Ekahi 48A Ocean View Condo with Pools
Wailea Ekahi 48A Ocean View Condo with Pools
Wailea Ekahi 48A Ocean View Condo with Pools

Wailea Ekahi 48A Ocean View Condo with Pools

Welcome to Wailea Ekahi 48A, a stunning condo offering the largest floor plan with breathtaking ocean vistas. 5-bath retreat is ideal for couples or families seeking comfort and luxury. The spacious lower level features a sunken living room with a convertible queen sofa sleeper, Smart TV, surround sound, and an expansive lanai perfect for relaxing outdoors.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $679 
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Luxury 1-Bedroom Condo with Ocean Views on Ekahi
Luxury 1-Bedroom Condo with Ocean Views on Ekahi
Luxury 1-Bedroom Condo with Ocean Views on Ekahi

Luxury 1-Bedroom Condo with Ocean Views on Ekahi

Welcome to our beautifully remodeled ground level luxury condominium, offering 1090 square feet of comfort and style. This 1-bedroom, 2-bathroom unit is situated directly on Ekahi's lush green belt in the lower village, just steps from the stunning beach and four resort pools.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $443 
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Luxurious Maui Villa with Private Pool and Ocean Access
Luxurious Maui Villa with Private Pool and Ocean Access
Luxurious Maui Villa with Private Pool and Ocean Access

Luxurious Maui Villa with Private Pool and Ocean Access

Escape to this stunning Maui villa situated in a private gated community, offering upscale amenities and ample space for a memorable vacation. The spacious two-story layout features seamless indoor-outdoor living, with the upper level opening onto a large covered lanai perfect for outdoor dining and relaxation.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Wailea
from $1,736 
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Luxurious 3BR Villa Near Wailea Beach
Luxurious 3BR Villa Near Wailea Beach
Luxurious 3BR Villa Near Wailea Beach

Luxurious 3BR Villa Near Wailea Beach

5-bath villa spanning 2,426 sq. ft. Located in the desirable Wailea area, this townhouse offers a perfect blend of comfort, style, and convenience. The residence features a spacious master suite with a premium king bed and private lanai, a second bedroom with a queen bed, and a third bedroom with two queen beds, accommodating up to eight guests.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 10
Hawaii> Wailea
from $1,086 
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