Wailea Vacation Rentals

<p>Wailea is located on Maui's sunny southern coast and known for pristine beaches and artfully designed hotels, condominiums, and exclusive residential communities. Golf, tennis, ocean fun and upscale shopping and dining are all hallmarks of the Wailea experience.</p><p><br></p><p><b>Things To Do</b><br>Numerous beaches in the Wailea area offer fine white sands and inviting blue water. Offshore views include Molokini Islet as well as the islands of Lanai and Kahoolawe. During the winter months humpback whales are common in these waters and can be seen from the shore or on a humpback whale watching tour. Golfers will love their choices in the Wailea area with four top-quality courses to choose from including the Blue Course, Emerald Course, Gold Course and nearby seaside Makena Golf Course. Wailea's Blue Course is known for its wide fairways as well as panoramic mountain and ocean views. Lush tropical landscaping makes the Emerald Course and enjoyable experience, while natural hazards, doglegs and narrower fairways provide challenges on the Gold Course which also takes in ocean views. From Wailea you can take a day trip to see the waterfalls of Hana, the scenic Upcountry Maui region or the stunning vistas atop Haleakala Volcano. Boating excursions are also popular including sunset sails, whale watching (during the winter months) and snorkeling and scuba diving trips to Molokini three miles offshore. Wailea also has a state-of-the-art tennis facility. After all the fun pamper yourself at the the Grand Wailea's Spa Grande which is Hawaii's largest spa and offers everything from island-style massage to aromatic mineral baths.</p><p><br></p><p><b>Nearby Beaches</b><br>Wailea Beach and nearby Makena Beach are considered two of Hawaii's finest beaches with white sand and clear blue water ideal for swimming and pleasant days at the beach. Wailea Beach is fronted by the Grand Wailea and Wailea Four Seasons resorts and is the largest and arguably the nicest of Wailea's beac…

70 vacation rentals found. Page 4 of 7 shows 10 properties (10 per page, same as the live site).

Wailea Vacation Rentals

Page 4 of 770 properties total — 10 per page (matches site listing view).

Wailea Elua Village - 1BR Condo Garden View #0909

Wailea, Maui
  • 1 Bed
  • 1 Full Baths

From $319.00 / night — Total price: $957.00

Welcome to Wailea Elua #909, a charming 1-bedroom, 1-bathroom condo located just moments from the beach, oceanfront pool, and pavilion. Nestled in the lush tropical landscape of Wailea Elua Village, this ground-level garden view unit offers peaceful surroundings, easy access to resort amenities, and everything you need for a restful Maui getaway. Key Features: Ground-floor 1-bedroom, 1-bathroom condo Master bedroom with king bed and luxury linens Sofa sleeper in the living room Sleeps up to 4 g

Wailea Elua Village - 1BR Condo Garden View #0909

Wailea Elua Village - 1BR Condo Ocean Front #1309

Wailea, Maui
  • 1 Bed
  • 1 Full Baths

From $549.00 / night — Total price: $1647.00

Experience the charm and comfort of Wailea Elua #1309, a beautifully remodeled 1-bedroom, 1-bathroom ocean view condo nestled in the heart of the Wailea resort community. This ground-floor unit sleeps up to two guests and is ideal for couples seeking a relaxing, upscale beachfront escape. Thoughtfully renovated and situated in one of the most desirable corners of the property, this condo delivers a true Hawaiian vacation experience. Key Features: 1-bedroom, 1-bathroom ocean view condo Sleeps 2

Wailea Elua Village - 1BR Condo Ocean Front #1309

Wailea Elua Village - 1BR Condo Ocean Front #1402

Wailea, Maui
  • 1 Bed
  • 1 Full Baths

From $419.00 / night — Total price: $1257.00

If you're searching for an exceptional oceanfront condo on Maui, look no further than Wailea Elua #1402. Nestled within the highly coveted Wailea Elua Village, this second-floor, 1-bedroom, 1-bathroom unit boasts panoramic ocean views, premium upgrades, and direct access to the golden sands of Ulua Beach. Whether you're lounging on your private lanai or snorkeling among tropical fish, this beachfront escape delivers the best of South Maui. Condo Features: 1-bedroom, 1-bathroom oceanfront condo

Wailea Elua Village - 1BR Condo Ocean Front #1402

Wailea Elua Village - 1BR Condo Ocean Front #1601

Wailea, Maui

Rating: 5

  • 1 Bed
  • 2 Full Baths

From $419.00 / night — Total price: $1257.00

Step into effortless island living at Wailea Elua #1601, a beautifully upgraded 1-bedroom, 2-bathroom oceanfront condo designed for relaxation, comfort, and style. With a convenient ground-floor entry and a prime location just steps from the beach and paddle ball court, this unit offers one of the best settings in the exclusive Wailea Elua Village. Condo Features: 1-bedroom, 2-bathroom oceanfront condo Sleeps up to 4 guests Master Bedroom: King bed with luxury linens Living Room: Convertible so

Wailea Elua Village - 1BR Condo Ocean Front #1601

Wailea Elua Village - 1BR Condo Ocean View #0302

Wailea, Maui
  • 1 Bed
  • 2 Full Baths

From $369.00 / night — Total price: $1107.00

Welcome to Wailea Elua #302, a stunning 1-bedroom, 2-bathroom top-floor end unit located at one of the highest vantage points in the community. This beautifully updated condo features vaulted ceilings, luxurious contemporary furnishings, and panoramic views of the Pacific Ocean, Lanai, and the West Maui Mountains. During whale season, enjoy a front-row seat to breaching and spouting whales right from your spacious private lanai, framed by clear glass railings for unobstructed views. Key Feature

Wailea Elua Village - 1BR Condo Ocean View #0302

Wailea Elua Village - 1BR Condo Ocean View #2003

Wailea, Maui
  • 1 Bed
  • 2 Full Baths

From $319.00 / night — Total price: $957.00

Discover serene oceanview living at Wailea Elua #2003, a beautifully remodeled 1-bedroom, 2-bathroom condo with convenient ground-floor access. This upgraded unit offers comfort, privacy, and sweeping views of the Pacific and the West Maui Mountains from the lanai, bedroom, and living areaperfect for a relaxing Maui retreat. Condo Features: 1-bedroom, 2-bathroom ocean view condo Sleeps up to 4 guests Master Bedroom: King bed with luxury linens Living Room: Convertible sofa bed Completely upgrad

Wailea Elua Village - 1BR Condo Ocean View #2003

Wailea Elua Village - 1BR Condo Partial Ocean View #0106

Wailea, Maui
  • 1 Bed
  • 2 Full Baths

From $299.00 / night — Total price: $897.00

Discover tranquility at Wailea Elua #106, a charming second-floor, 1-bedroom, 2-bathroom condo offering ocean views and a coveted location at the quiet southeast corner of Wailea Elua Village. Surrounded by lush tropical landscaping and just steps from Ulua Beach, this serene retreat provides comfort, privacy, and access to one of Mauis most desirable beachfront communities. Key Features: 1-bedroom, 2-bathroom second-floor layout Master bedroom with king bed Large lanai with sun shade screen an

Wailea Elua Village - 1BR Condo Partial Ocean View #0106

Wailea Elua Village - 1BR Condo Partial Ocean View #2101

Wailea, Maui
  • 1 Bed
  • 2 Full Baths

From $309.00 / night — Total price: $927.00

Step into luxury at Wailea Elua #2101, a beautifully upgraded 1-bedroom, 2-bathroom ocean view condo that blends island elegance with effortless comfort. With a spacious floor plan and extra-large lanai, this ground floor retreat offers the perfect setting for your next Maui vacation. Condo Features: 1-bedroom, 2-bathroom ocean view condo Sleeps up to 4 guests Master Bedroom: King bed with luxury linens Living Room: Convertible sofa bed Ocean view from lanai and interior living space Completely

Wailea Elua Village - 1BR Condo Partial Ocean View #2101

Wailea Elua Village - 2BR Condo Beach Front #1204

Wailea, Maui

Rating: 5

  • 2 Bed
  • 2 Full Baths

From $799.00 / night — Total price: $2397.00

Welcome to Wailea Elua #1204, a beautifully remodeled second-floor, 2-bedroom, 2-bathroom beachfront condo located in one of Waileas most exclusive gated communities. This spacious unit offers stunning ocean views, elegant island-inspired interiors, and is just steps from Ulua Beach and the beachfront pavilion. Comfortably sleeping up to five guests, its the perfect retreat for your Maui vacation. Key Features: Premier beachfront location with direct access to Ulua Beach Second-floor 2-bedroom,

Wailea Elua Village - 2BR Condo Beach Front #1204

Wailea Elua Village - 2BR Condo Ocean Front #1403

Wailea, Maui
  • 2 Bed
  • 2 Full Baths

From $899.00 / night — Total price: $2697.00

Discover beachfront luxury and refined style at Wailea Elua #1403, a completely rebuilt ground-floor condo offering unobstructed ocean views and a front-row seat to the best of Wailea. Thoughtfully redesigned in 2017 from the inside out, this 2-bedroom, 2-bathroom retreat combines modern sophistication with laid-back island charm. Located just steps from the beach and close to the main pool and hot tub, this unit is ideal for couples or families seeking comfort and convenience. Condo Features:

Wailea Elua Village - 2BR Condo Ocean Front #1403