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:

List
Map
Luxury 1BR Condo at Wailea Grand Champions
Luxury 1BR Condo at Wailea Grand Champions
Luxury 1BR Condo at Wailea Grand Champions

Luxury 1BR Condo at Wailea Grand Champions

Experience the perfect Maui escape in this beautifully renovated 1-bedroom, 2-bath condo located at Wailea Grand Champions Villas. This property boasts new furniture, soft goods, and personal amenities, creating a fresh and inviting atmosphere.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $271 
View Property   Book Direct
Tree Top Tropical Studio in Wailea with Private Lanai
Tree Top Tropical Studio in Wailea with Private Lanai
Tree Top Tropical Studio in Wailea with Private Lanai

Tree Top Tropical Studio in Wailea with Private Lanai

This charming corner studio in Wailea offers a peaceful retreat with its private lanai overlooking lush tropical gardens. Spanning 400 sq feet, the suite features cathedral ceilings, a king size pillowtop bed, and vintage teak and bamboo furnishings that create a cozy, tropical ambiance.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Wailea
from $187 
View Property   Book Direct
Luxury 3BR Villa in South Maui with Pool
Luxury 3BR Villa in South Maui with Pool
Luxury 3BR Villa in South Maui with Pool

Luxury 3BR Villa in South Maui with Pool

5-bath townhouse located in Wailea, South Maui. Spanning 2,619 sq. , Ho'olei Unit #24-3 offers a perfect blend of comfort, style, and convenience in a beautiful resort setting.
The home comfortably sleeps up to 10 guests, making it ideal for families or groups.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 10
Hawaii> Wailea
from $998 
View Property   Book Direct
Wailea Ekolu 310 Ocean View Luxury Condo
Wailea Ekolu 310 Ocean View Luxury Condo
Wailea Ekolu 310 Ocean View Luxury Condo

Wailea Ekolu 310 Ocean View Luxury Condo

Welcome to Wailea Ekolu 310, a stunning single-level luxury condo offering breathtaking panoramic ocean views from the main living area and oversized lanai. Located in the heart of Wailea, this spacious retreat provides unobstructed 180-degree vistas of Molokini Crater and the outer islands, thanks to its coveted second-story corner position.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $491 
View Property   Book Direct
Spacious 2BR Condo with Garden Views in Wailea
Spacious 2BR Condo with Garden Views in Wailea
Spacious 2BR Condo with Garden Views in Wailea

Spacious 2BR Condo with Garden Views in Wailea

Book with confidence this beautifully remodeled 2-bedroom, 2-bath condo located in the Grand Champions Villas of Wailea. Managed by PMI Maui, a local expert in vacation rentals, this spacious unit offers a perfect blend of comfort and convenience.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Wailea
from $429 
View Property   Book Direct
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

Awaken to the gentle sounds of palm trees swaying in the tropical breeze from Wailea Beach Villas PH112. Spanning 2,500 square feet, this main-level corner villa combines a Hawaiian-inspired aesthetic with warm, earthy interior tones, creating an inviting and relaxing atmosphere.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Wailea
from $1,485 
View Property   Book Direct
Oceanfront Polo Beach Condo with Free Night Offer
Oceanfront Polo Beach Condo with Free Night Offer
Oceanfront Polo Beach Condo with Free Night Offer

Oceanfront Polo Beach Condo with Free Night Offer

Escape to this beautifully updated oceanfront condo located in the serene Polo Beach area of Wailea, Maui. Perfect for a relaxing getaway, this property offers breathtaking water views, easy access to some of the world's best beaches, and a host of amenities to make your stay unforgettable.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Wailea
from $965 
View Property   Book Direct
Spacious 2BR Maui Condo with Ocean Views
Spacious 2BR Maui Condo with Ocean Views
Spacious 2BR Maui Condo with Ocean Views

Spacious 2BR Maui Condo with Ocean Views

Discover this beautifully renovated 2-bedroom, 2-bath condo at Grand Champions Villas, offering stunning ocean and garden views. Located in a peaceful area backing onto a golf course, this spacious unit combines comfort and convenience for an unforgettable Maui vacation.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Wailea
from $486 
View Property   Book Direct
Wailea Ekahi Oceanfront Condo with Beach Access
Wailea Ekahi Oceanfront Condo with Beach Access
Wailea Ekahi Oceanfront Condo with Beach Access

Wailea Ekahi Oceanfront Condo with Beach Access

Located in the heart of Wailea's lower village, this ground floor unit #20C offers a perfect Maui getaway. The condo features two lanais and a private patio, all surrounded by lush tropical lawns where children can play safely. Spanning 1700 square feet, this corner unit is bright and airy, with cool tile floors throughout.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Wailea
from $771 
View Property   Book Direct
Oceanfront Condo at Polo Beach Club #106
Oceanfront Condo at Polo Beach Club #106
Oceanfront Condo at Polo Beach Club #106

Oceanfront Condo at Polo Beach Club #106

Welcome to your private oasis at Polo Beach Club #106, a beautifully renovated ground-floor condo just steps from the beach in Wailea. This oceanfront retreat offers stunning views of the Pacific Ocean and soothing sounds of crashing waves, making it an ideal sanctuary for relaxation and exploration.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $1,163 
View Property   Book Direct
Wailea Grand Champions 2BR Top Floor Condo
Wailea Grand Champions 2BR Top Floor Condo
Wailea Grand Champions 2BR Top Floor Condo

Wailea Grand Champions 2BR Top Floor Condo

Welcome to your perfect Maui getaway at Grand Champions in Wailea! This beautifully decorated 2-bedroom, 2-bath condo offers an island-inspired design and a spacious top-floor layout. The open floor plan creates a welcoming atmosphere, with an updated kitchen fully equipped for all your cooking needs.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $407 
View Property   Book Direct
Luxury 3BR Condo in Wailea Grand Champions
Luxury 3BR Condo in Wailea Grand Champions
Luxury 3BR Condo in Wailea Grand Champions

Luxury 3BR Condo in Wailea Grand Champions

Built in Building 10, Unit #94, this stunning condo offers a fully renovated space with new roof, carpet, appliances, and a new bed, providing a fresh and luxurious environment. The spacious 3-bedroom, 2-bath layout is ideal for families or groups seeking comfort and style.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Wailea
from $649 
View Property   Book Direct
Wailea Ocean View Condo with Stunning Sunset Views
Wailea Ocean View Condo with Stunning Sunset Views
Wailea Ocean View Condo with Stunning Sunset Views

Wailea Ocean View Condo with Stunning Sunset Views

Immerse yourself in the breathtaking beauty of Maui from this beautifully renovated upstairs condo in Ekahi Village. Spanning 1160 sq. , it features the largest 1-bed/2-bath layout, offering panoramic ocean and colorful garden views from every room.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $393 
View Property   Book Direct
Spacious Ocean & Fairway View Condo in Wailea
Spacious Ocean & Fairway View Condo in Wailea
Spacious Ocean & Fairway View Condo in Wailea

Spacious Ocean & Fairway View Condo in Wailea

Experience breathtaking ocean and fairway vistas from this spacious, top-floor condo at Grand Champion Villas. This family-friendly unit features the largest floor plan available, offering ample space and comfort for your vacation. Step onto the expansive wrap-around lanai to enjoy spectacular sunsets over the Pacific and views of Lanai and West Maui.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $562 
View Property   Book Direct
Luxury Maui Condo with Ocean Views and Pool
Luxury Maui Condo with Ocean Views and Pool
Luxury Maui Condo with Ocean Views and Pool

Luxury Maui Condo with Ocean Views and Pool

Relax on the lanai and enjoy sweeping views of Molokini and Kahoolawe Island at sunrise or sunset. Stroll along the world-famous Wailea Beach Path, explore fantastic snorkeling at uncrowded Polo Beach, or unwind at the oceanfront pool and jacuzzi.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $1,200 
View Property   Book Direct
Wailea Elua 208 Ocean View Luxury Condo
Wailea Elua 208 Ocean View Luxury Condo
Wailea Elua 208 Ocean View Luxury Condo

Wailea Elua 208 Ocean View Luxury Condo

Welcome to Wailea Elua 208, a luxurious ocean view condo perfect for your Maui getaway! This spacious one-bedroom residence combines comfort and elegance, offering breathtaking views of the Pacific Ocean and Kahoolawe Island. Located in the heart of Wailea, this coastal retreat provides a tranquil escape with easy access to top beaches, golf courses, and fine dining.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $703 
View Property   Book Direct
Wailea Ekahi Village 2BR Oceanview Condo
Wailea Ekahi Village 2BR Oceanview Condo
Wailea Ekahi Village 2BR Oceanview Condo

Wailea Ekahi Village 2BR Oceanview Condo

Experience the ultimate Maui getaway in this beautifully remodeled ground-floor condo at Wailea Ekahi Village. Spanning 1505 sq ft, this spacious two-bedroom, two-bath unit comfortably sleeps six and offers a perfect blend of comfort, style, and convenience.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $709 
View Property   Book Direct
Wailea Kapili Luxury Villa with Pool & Ocean Views
Wailea Kapili Luxury Villa with Pool & Ocean Views
Wailea Kapili Luxury Villa with Pool & Ocean Views

Wailea Kapili Luxury Villa with Pool & Ocean Views

Experience the ultimate Maui vacation at Wailea Kapili, a luxurious residence nestled in the heart of Wailea. This spacious 2,426 sq ft three-bedroom, three and a half bath villa comfortably accommodates up to eight guests, making it ideal for family gatherings or friends' retreats.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Wailea
from $2,142 
View Property   Book Direct
Luxury Maui Villa with Private Lanai and Amenities
Luxury Maui Villa with Private Lanai and Amenities
Luxury Maui Villa with Private Lanai and Amenities

Luxury Maui Villa with Private Lanai and Amenities

This stunning Maui villa offers a perfect blend of indoor-outdoor living, designed with sliding pocket doors that open to a spacious private lanai. Imagine alfresco dining under tropical breezes, surrounded by lush garden views, all from your own outdoor gas grill.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Wailea
from $1,281 
View Property   Book Direct
Wailea Elua Village 2001 Luxury Condo on Ulua Beach
Wailea Elua Village 2001 Luxury Condo on Ulua Beach
Wailea Elua Village 2001 Luxury Condo on Ulua Beach

Wailea Elua Village 2001 Luxury Condo on Ulua Beach

Discover the beautifully renovated Wailea Elua Village 2001, a luxurious condo situated directly on the stunning Ulua Beach in Wailea, Maui. This spacious unit has been upgraded with new carpeting, fresh paint, modern beds, and new sliding glass lanai doors, offering a seamless blend of comfort and style.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $750 
View Property   Book Direct
Luxury Oceanfront Condo in Wailea Elua Village
Luxury Oceanfront Condo in Wailea Elua Village
Luxury Oceanfront Condo in Wailea Elua Village

Luxury Oceanfront Condo in Wailea Elua Village

Welcome to Wailea Elua 1607, a luxurious ground floor oceanfront condo nestled in the exclusive Wailea Elua Village. This spacious 1,701 sq ft residence offers a perfect blend of comfort, style, and convenience, making it an ideal retreat for families or friends seeking a memorable Maui getaway.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $1,385 
View Property   Book Direct
Luxury Oceanview Townhouse in Makena with Private Lanai
Luxury Oceanview Townhouse in Makena with Private Lanai
Luxury Oceanview Townhouse in Makena with Private Lanai

Luxury Oceanview Townhouse in Makena with Private Lanai

Indulge in the luxury of this stunning two-story townhouse located in Makena. Spanning 2,477 sq. , this residence features three bedrooms and three bathrooms, making it perfect for families or groups seeking a relaxing escape.
The primary suite, situated on the second floor, offers a private retreat complete with a luxurious bath and a personal lanai overlooking the ocean.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Wailea
from $1,192 
View Property   Book Direct
Beautiful Ocean View Condo in Wailea Hawaii
Beautiful Ocean View Condo in Wailea Hawaii
Beautiful Ocean View Condo in Wailea Hawaii

Beautiful Ocean View Condo in Wailea Hawaii

Experience the ultimate Maui getaway in this stunning top-floor condo located in Wailea. Wake up to breathtaking ocean views and enjoy unforgettable sunsets from every room. The spacious living area features high beam ceilings that create an airy, inviting atmosphere, complemented by warm Hawaiiana furnishings that evoke a relaxing island vibe.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 2
Hawaii> Wailea
from $446 
View Property   Book Direct
Wailea Ekolu Village 203 - Maui Vacation Rental
Wailea Ekolu Village 203 - Maui Vacation Rental
Wailea Ekolu Village 203 - Maui Vacation Rental

Wailea Ekolu Village 203 - Maui Vacation Rental

Experience the perfect Maui escape at Wailea Ekolu Village 203, a beautifully appointed condo offering stunning ocean views and a prime location in Wailea. This comfortable residence features a private, furnished lanai where you can savor freshly brewed Kona coffee while listening to the gentle sea breeze as Wailea awakens around you.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $410 
View Property   Book Direct
Luxury Wailea Condo at The Palms with Garden View
Luxury Wailea Condo at The Palms with Garden View
Luxury Wailea Condo at The Palms with Garden View

Luxury Wailea Condo at The Palms with Garden View

Step into luxury at this beautifully decorated condo located in The Palms at Wailea. The open and inviting floor plan offers plenty of space to unwind after exploring Maui. Its private ground-floor setting makes it an ideal retreat for relaxation and convenience.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $533 
View Property   Book Direct
Luxury Beachfront Condo with Stunning Ocean Views in Wailea
Luxury Beachfront Condo with Stunning Ocean Views in Wailea
Luxury Beachfront Condo with Stunning Ocean Views in Wailea

Luxury Beachfront Condo with Stunning Ocean Views in Wailea

Polo Beach Club 705 offers an exceptional Maui vacation experience with sweeping ocean views and direct access to the pristine beach. Step inside to find stylish furnishings and decor that create a welcoming atmosphere. The expansive private lanai is perfect for enjoying breathtaking vistas of the blue waters, Molokini, and the West Maui Mountains—ideal for alfresco dining or relaxing with a good book.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $1,025 
View Property   Book Direct
Wailea Ekahi 45A Garden View Condo with Modern Upgrades
Wailea Ekahi 45A Garden View Condo with Modern Upgrades
Wailea Ekahi 45A Garden View Condo with Modern Upgrades

Wailea Ekahi 45A Garden View Condo with Modern Upgrades

Welcome to Wailea Ekahi 45A, a fully renovated and beautifully appointed ground-floor condo offering the perfect Maui getaway. This spacious one-bedroom, two-bath unit combines comfort, convenience, and stunning natural surroundings.
Step inside to discover a modern tropical decor that creates a relaxing atmosphere throughout the condo.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $411 
View Property   Book Direct
Luxury Wailea Condo Near Beaches & Amenities
Luxury Wailea Condo Near Beaches & Amenities
Luxury Wailea Condo Near Beaches & Amenities

Luxury Wailea Condo Near Beaches & Amenities

Experience the ultimate Maui retreat in this fabulous luxury condo at The Palms at Wailea. Located just above the stunning Keawakapu Beach, this spacious 2-bedroom, 2-bath unit offers approximately 1200 square feet of beautifully furnished living space, perfect for relaxing or entertaining.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $566 
View Property   Book Direct
Wailea Beach Villas Luxury Ocean-View Retreat
Wailea Beach Villas Luxury Ocean-View Retreat
Wailea Beach Villas Luxury Ocean-View Retreat

Wailea Beach Villas Luxury Ocean-View Retreat

Experience the epitome of luxury at Wailea Beach Villas, one of Hawaii’s top-rated resorts. This stunning 2,879 sq ft villa features central A/C, soaring 9-foot ceilings, and travertine flooring that enhance its bright, airy ambiance. Located in the coveted E villas section, the residence offers breathtaking ocean views from the spacious private lanai, perfect for outdoor dining or relaxing with loved ones.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Wailea
from $1,851 
View Property   Book Direct
Luxury Wailea Beachfront Condo with Ocean Views
Luxury Wailea Beachfront Condo with Ocean Views
Luxury Wailea Beachfront Condo with Ocean Views

Luxury Wailea Beachfront Condo with Ocean Views

Discover this stunning luxury condo in Wailea, Maui, offering breathtaking ocean views from a spacious wraparound lanai. This fully air-conditioned two-bedroom, two-bath unit spans approximately 1200 square feet and is tastefully furnished with plush carpeting and a gourmet kitchen, creating a comfortable and elegant retreat.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $568 
View Property   Book Direct
Renovated 1-Bedroom Villa with Garden & Ocean Views
Renovated 1-Bedroom Villa with Garden & Ocean Views
Renovated 1-Bedroom Villa with Garden & Ocean Views

Renovated 1-Bedroom Villa with Garden & Ocean Views

Welcome to your perfect Hawaiian retreat at Grand Champions Villas, where comfort meets convenience. This beautifully renovated one-bedroom, two-bathroom condo offers a spacious, airy environment with all the amenities you need for a memorable vacation.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $341 
View Property   Book Direct
Luxury Oceanfront Condo at Polo Beach Club Maui
Luxury Oceanfront Condo at Polo Beach Club Maui
Luxury Oceanfront Condo at Polo Beach Club Maui

Luxury Oceanfront Condo at Polo Beach Club Maui

Polo Beach Club 205 offers an exquisite oceanfront experience in the highly desirable Wailea area. From the moment you step inside, stunning views of Polo Beach, Molokini Crater, Kaho'olawe, and the West Maui Mountains greet you, creating a perfect island escape.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $1,085 
View Property   Book Direct
Luxury 2BR Condo in Wailea Grand Champions
Luxury 2BR Condo in Wailea Grand Champions
Luxury 2BR Condo in Wailea Grand Champions

Luxury 2BR Condo in Wailea Grand Champions

Experience the best of Wailea in this beautifully upgraded 2-bedroom, 2-bathroom condominium at Wailea Grand Champion Golf Villas. Recently renovated with new carpet, furniture, air conditioners, and electronics, this spacious and comfortable retreat offers a perfect blend of luxury and convenience.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $353 
View Property   Book Direct
Palms at Wailea 1201 - Beachside Condo Retreat
Palms at Wailea 1201 - Beachside Condo Retreat
Palms at Wailea 1201 - Beachside Condo Retreat

Palms at Wailea 1201 - Beachside Condo Retreat

Welcome to Palms at Wailea 1201, a beautifully furnished condo offering the perfect blend of comfort and luxury in a prime location. This 2-bedroom, 2-bath unit is ideal for families or couples seeking a relaxing Maui escape. The spacious living area features floor-to-ceiling sliding glass doors that open to a private lanai, creating seamless indoor/outdoor living space.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $508 
View Property   Book Direct
Wailea Beachfront 2BR at Polo Beach Club
Wailea Beachfront 2BR at Polo Beach Club
Wailea Beachfront 2BR at Polo Beach Club

Wailea Beachfront 2BR at Polo Beach Club

Escape to paradise in this stunning 2-bedroom, 2-bathroom condo located at Polo Beach Club in Wailea. Wake up to breathtaking ocean views from your private lanai, perfect for enjoying your morning coffee or watching the sunset. The condo boasts tasteful furnishings, a fully equipped gourmet kitchen with stainless steel appliances, and tile floors throughout, creating a bright and inviting atmosphere.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $992 
View Property   Book Direct
Luxury Maui Condo with Ocean View in Wailea
Luxury Maui Condo with Ocean View in Wailea
Luxury Maui Condo with Ocean View in Wailea

Luxury Maui Condo with Ocean View in Wailea

Experience the ultimate Maui vacation in our luxury, spacious one-bedroom condo located in the prestigious Grand Champions resort in Wailea. Situated on the top floor with vaulted ceilings, Unit #22 offers an airy, open feel and stunning ocean views from the bedroom, creating a perfect retreat for relaxation and adventure.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Wailea
from $254 
View Property   Book Direct
Luxury Wailea Maui Condo with Ocean Views
Luxury Wailea Maui Condo with Ocean Views
Luxury Wailea Maui Condo with Ocean Views

Luxury Wailea Maui Condo with Ocean Views

Discover the epitome of upscale island living in Wailea Maui with this beautifully remodeled 2-bedroom, 2-bath condo in the prestigious Palms of Wailea complex. Spanning approximately 1,200 square feet, Unit 1406 offers breathtaking ocean vistas that immediately set a serene and luxurious tone for your stay.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $597 
View Property   Book Direct
Makena Surf B305 - Stunning Ocean and Mountain Views
Makena Surf B305 - Stunning Ocean and Mountain Views
Makena Surf B305 - Stunning Ocean and Mountain Views

Makena Surf B305 - Stunning Ocean and Mountain Views

Welcome to Makena Surf B305! This exceptional condo offers unparalleled LOCATION and VIEWS, situated in one of South Maui’s most sought-after resorts. Just a five-minute drive from Wailea's vibrant restaurants and shops, Makena Surf provides the perfect balance of seclusion and accessibility, away from resort traffic but close to all the best attractions.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $742 
View Property   Book Direct
Luxurious Beachfront 3-Bedroom Townhouse at Wailea Elua
Luxurious Beachfront 3-Bedroom Townhouse at Wailea Elua
Luxurious Beachfront 3-Bedroom Townhouse at Wailea Elua

Luxurious Beachfront 3-Bedroom Townhouse at Wailea Elua

Experience the ultimate Maui getaway in this newly upgraded beachfront 3-bedroom, 3-bathroom private townhouse located in Wailea Elua Village. This exceptional property boasts a prime location on the white sands of Ulua Beach, renowned for snorkeling and diving, offering stunning ocean views from every room.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Wailea
from $1,708 
View Property   Book Direct
Luxury Oceanfront Villa B101 in Wailea
Luxury Oceanfront Villa B101 in Wailea
Luxury Oceanfront Villa B101 in Wailea

Luxury Oceanfront Villa B101 in Wailea

Experience the ultimate oceanfront luxury at Villa B101 in Wailea. 5-bath residence offers breathtaking views and exclusive amenities. The villa features a spacious, fully equipped gourmet kitchen with modern appliances, granite countertops, and a built-in wine refrigerator.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Wailea
from $3,429 
View Property   Book Direct
Wailea Ekahi 34B Ocean View Condo
Wailea Ekahi 34B Ocean View Condo
Wailea Ekahi 34B Ocean View Condo

Wailea Ekahi 34B Ocean View Condo

Welcome to Wailea Ekahi 34B, your tropical Maui retreat surrounded by lush foliage and breathtaking views of the Pacific Ocean. This updated 1-bedroom, 2-bathroom ground-floor unit offers the ideal setting for a memorable vacation. Step onto your oversized private lanai, which stretches across the living room and primary bedroom, creating a seamless indoor-outdoor living experience.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $497 
View Property   Book Direct
Hale Wailea 6D - Spacious Condo Near Beach & Pool
Hale Wailea 6D - Spacious Condo Near Beach & Pool
Hale Wailea 6D - Spacious Condo Near Beach & Pool

Hale Wailea 6D - Spacious Condo Near Beach & Pool

Welcome to Hale Wailea 6D, a beautifully renovated and spacious second-floor unit located within the sought-after Wailea Ekahi Village. This quiet retreat offers a perfect blend of comfort, convenience, and stunning surroundings, making it an ideal choice for your Hawaiian vacation.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Wailea
from $411 
View Property   Book Direct
Luxury Oceanfront Condo at Polo Beach Maui
Luxury Oceanfront Condo at Polo Beach Maui
Luxury Oceanfront Condo at Polo Beach Maui

Luxury Oceanfront Condo at Polo Beach Maui

Polo Beach Club 102 offers a luxurious oceanfront experience in the prestigious Wailea area of Maui. This ground-floor condo features two bedrooms and two bathrooms, making it ideal for families or small groups seeking a relaxing beachside retreat.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $776 
View Property   Book Direct
Spacious 2BR Ekolu Condo Near Wailea Beaches
Spacious 2BR Ekolu Condo Near Wailea Beaches
Spacious 2BR Ekolu Condo Near Wailea Beaches

Spacious 2BR Ekolu Condo Near Wailea Beaches

Experience the perfect Hawaiian getaway in this charming 2-bedroom, 2-bath condo located at Ekolu 1705. The spacious ground-floor unit offers a seamless blend of indoor comfort and outdoor living, with large sliders opening to lanais that overlook the lush surroundings and the 11th Tee Box of the Wailea Blue Course.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $374 
View Property   Book Direct
Wailea Ekahi 17B Garden View Condo with Pool
Wailea Ekahi 17B Garden View Condo with Pool
Wailea Ekahi 17B Garden View Condo with Pool

Wailea Ekahi 17B Garden View Condo with Pool

Welcome to Wailea Ekahi 17B, a charming one-bedroom vacation residence nestled in the stunning Wailea area of Maui. This spacious condo offers a perfect escape for couples or small families seeking relaxation and island adventure.
Step outside onto the expansive lanai and soak in breathtaking garden views dotted with swaying palms and glimpses of the distant ocean horizon.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $499 
View Property   Book Direct
Wailea Paradise with Ocean and Garden Views
Wailea Paradise with Ocean and Garden Views
Wailea Paradise with Ocean and Garden Views

Wailea Paradise with Ocean and Garden Views

Welcome to your sunlit Wailea paradise! This beautifully updated second-floor condo (Unit 45F) offers breathtaking ocean and garden views, making it ideal for romantic escapes or family vacations. Just a short stroll through lush tropical gardens leads you to Keawakapu Beach, renowned for its pristine sands and excellent snorkeling.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 5
Hawaii> Wailea
from $392 
View Property   Book Direct
Ekahi Ground Floor Maui Condo Near Beach
Ekahi Ground Floor Maui Condo Near Beach
Ekahi Ground Floor Maui Condo Near Beach

Ekahi Ground Floor Maui Condo Near Beach

Welcome to this beautifully renovated ground-floor condo in the prestigious Ekahi Village, Maui. This spacious 1-bedroom, 2-bath unit is highly cleaned and sanitized to ensure a safe, relaxing stay. Just a two-minute walk from the renowned Keawakapu Beach, pools, and pavilion, it offers easy access to Maui’s stunning coastline and amenities.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $583 
View Property   Book Direct
Remodeled Wailea Garden-View Condo with Modern Amenities
Remodeled Wailea Garden-View Condo with Modern Amenities
Remodeled Wailea Garden-View Condo with Modern Amenities

Remodeled Wailea Garden-View Condo with Modern Amenities

Welcome to this beautifully remodeled ground-floor condo in Wailea, offering stunning garden views and modern comforts. With two bedrooms, both featuring Cal-King beds, and a queen sofa sleeper in the living room, it comfortably sleeps up to six guests.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $317 
View Property   Book Direct
Wailea Grand Champion Ocean & Golf Course View Condo
Wailea Grand Champion Ocean & Golf Course View Condo
Wailea Grand Champion Ocean & Golf Course View Condo

Wailea Grand Champion Ocean & Golf Course View Condo

Experience the ultimate Maui getaway at Wailea Grand Champion, a beautifully renovated condo nestled within the exclusive Wailea Grand Champions Golf Villas. This spacious 3-bedroom, 2-bathroom residence combines authentic Hawaiian architecture with contemporary decor, creating a welcoming and stylish atmosphere.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Wailea
from $644 
View Property   Book Direct
Wailea Beachfront Condo with Private Lanai & Pool
Wailea Beachfront Condo with Private Lanai & Pool
Wailea Beachfront Condo with Private Lanai & Pool

Wailea Beachfront Condo with Private Lanai & Pool

The location truly can't be beaten! This condo is the closest accommodation to the beach in Wailea, with direct access to Polo Beach. Step outside and start your day walking along the renowned Wailea Beach Path, which begins right in front of the property.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $1,145 
View Property   Book Direct