The Best Short Term Rentable Condo Complexes in Wailea

Maui's Premier Resort Destination

Condos in Wailea

The Wailea resort community in South Maui provides some of the best accommodations in all of Hawaii. This pristine beach resort enjoys a superb location with incredible ocean activities, golf, and fine dining. Both real estate buyers and visitors discover many reasons to purchase a short-term rentable condo in Wailea.

Six acclaimed short-term rentable condo projects in Wailea include Wailea Beach Villas, Hoolei at Grand Wailea, Wailea Ekahi, Wailea Elua, Palms at Wailea, and Grand Champions. Consider just a few of the reasons why these exclusive condominium properties generate such enthusiasm among buyers seeking luxurious retreats on Maui.

About The Wailea Resort

The lovely Wailea Resort sparkles as a popular vacation choice. Developed initially to serve as a center for fun and relaxation, it offers numerous natural and man-made attractions today. For example, this location encompasses a number of outstanding fine sandy beaches: Keawakapu Beach, Ulua Beach, Mokapu Beach, Polo Beach, and Wailea Beach all provide delightful places to seek rest and relaxation. They offer swimming, snorkeling, and standup paddleboarding opportunities. The beauty of the sunrises and the sunsets in this coastal region regularly draw visitors to South Maui, including many wedding parties.

The resort also features three excellent Wailea golf courses, plus a renowned tennis center. The developers exercised great care installing appealing tropical landscaping. Residents and guests in the charming condominium communities in this location enjoy close access to exclusive boutiques, fitness centers, and many fine restaurants. For example, just three of the numerous popular dining venues here include Ka'ana Kitchen at the Andaz, Lineage at the Shops at Wailea, and Humumunukunukuapua'a at the Grand Wailea.

Wailea Short Term Condo Listings

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Short Term Rental

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$1,250,000

↓ $145,000

Wailea Ekolu 1603

10 Wailea Ekolu Pl 1603, Wailea/Makena

2 Beds 2 Baths 1,071 SqFt Residential MLS® # 408354

Days on Market: 236

Hawaii Life (W) Cell: 808-208-1385

Short Term Rental

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$4,999,999

↓ $100,001

Hoolei Apt H-2

81 Makakehau St Apt H-2, Wailea/Makena

3 Beds 3.5 Baths 2,426 SqFt Residential MLS® # 408222

Days on Market: 252

Coldwell Banker Island Prop(S) Cell: 808-214-7837

Short Term Rental

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$3,200,000

Wailea Elua 2109

3600 Wailea Alanui Dr 2109, Wailea/Makena

2 Beds 2 Baths 1,536 SqFt Residential MLS® # 408202

Days on Market: 253

Century 21 Island Homes

Short Term Rental

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$1,475,000

↓ $23,000

Wailea Ekolu 105

10 Wailea Ekolu Pl 105, Wailea/Makena

2 Beds 2 Baths 1,071 SqFt Residential MLS® # 407940

Days on Market: 274

Coldwell Banker Island Prop(S) Cell: 808-298-8448

Buying Real Estate on Maui

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Short Term Rental

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$949,900

↓ $50,099

Grand Champions 111

155 Wailea Ike Pl 111, Wailea/Makena

2 Beds 2 Baths 1,056 SqFt Residential MLS® # 407428

Days on Market: 320

Hawaii Life (W) Cell: 808-280-2055

Short Term Rental

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$1,449,000

↓ $101,000

Palms at Wailea 1505

3200 Wailea Alanui Dr 1505, Wailea/Makena

2 Beds 2 Baths 1,194 SqFt Residential MLS® # 404349

Days on Market: 624

Maui Luxury Real Estate LLC

Short Term Rental

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$1,525,000

↓ $124,000

Wailea Ekolu 1008

10 Wailea Ekolu Pl 1008, Wailea/Makena

2 Beds 2 Baths 1,071 SqFt Residential MLS® # 405937

Days on Market: 477

Coldwell Banker Island Prop(S) Cell: 808-989-2215

Wailea Beach Villas

Located at 3800 Wailea Alanui Drive, these exceptional condos ranked as the third-highest choice of Condé Nast travelers among all the resorts in the State of Hawaii in 2019. The two and three-bedroom condominiums stand on an 11-acre tract mere steps away from the trendy Shops at Wailea. The park-like grounds in this location include a carefully planned network of footpaths, fragrant gardens, and even waterfalls.

Residents and their guests enjoy beach access at Wailea Beach, plus the use of two in-ground swimming pools (one for families and one reserved for adults). With available concierge and dry-cleaning services, plus available pre-stocked gourmet kitchens, free WiFi, and access to a billiard room and an exercise room, the Wailea Beach Villas condominiums offer genuinely deluxe vacation accommodations.

Hoolei at Grand Wailea

The luxury, gated Hoolei at Grand Wailea condo community is in league of its own in Wailea. Providing an incredibly private experience, the complex offers spacious three 3bd/3bth floorplans. Residents (or their vacation rental guests) enjoy wonderful amenities and in some sales, an opportunity to get a coveted Kulan Club membership that grants access to the Grand Wailea resort's pool, spa, and amenities.

Each condo features an attached garage, a private elevator, vaulted ceilings, and at least one lanai. Exquisite interior decorating (including the extensive use of Italian wood cabinets) enhances the comfort of these lovely Wailea residences.

Some available amenities include valet parking and concierge services, access to championship golf courses, and the use of a magnificent in-ground swimming pool replete with its own built-in waterfall. Residents enjoy convenient access to some of the best restaurants in Wailea.

Wailea Ekahi

The fashionable Wailea Ekahi condominium community adjoins Keawakapu Beach, a popular location for both snorkeling and swimming. The development encompasses a total of 294 condos, clustered within 54 buildings on a tract of 34.5 acres. The professionally landscaped gardens and grounds blend gracefully down towards Keawakapu Beach..

The condo community boasts four in-ground swimming pools, as well as tennis courts. This popular vacation spot commands rental rates across a broad price spectrum, with rates frequently ranging from $350 to $900 per night based upon the location and size of the unit.

Wailea Elua

This lovely development at 3600 Wailea Alanui Drive overlooks Ulua Beach. It includes some 152 luxury condominiums, many offering spectacular ocean views. Wailea Elua extends across a 24-acre tract situated very close to the Wailea Resort's Town Center. Individual condos supply either ocean or garden views, depending upon the location.

Residences feature contemporary décor, replete with comprehensive kitchen and laundry facilities, free WiFi, and cable television. The complex charges additional fees for some activities, but supplies a putting green, a fitness center, a tennis court, a library, and a hot tub. Elua is a gated community and units are rarely sold. Located right in front of the Wailea Beach Path, Elua is the ultimate place to begin any Maui adventure.

Palms at Wailea

Constructed in 1992, the Palms at Wailea maintains 23 condo buildings clustered on a tract of nearly 17 acres. It boasts a prominent in-ground swimming pool. The buildings reflect a Mediterranean architectural theme. Many of the units at the Palms at Wailea offer ocean views and the manicured grounds have a very private feeling.

They feature 150 one, two, and three-bedroom luxury townhouse condominiums varying in size from 1,022 square feet up to 1,794 square feet. The development offers residents and guests a number of great amenities as well as close access to Keawakapu Beach and the Wailea Beach Path.

Grand Champions

Grand Champions is one of Wailea's most convenient condominiums located at 155 Wailea Ike Place. This complex adjoins the Wailea Tennis Club and encompasses 188 condos grouped within 20 buildings. Developed in 1989, this resort community offers many units featuring golf course views.

These one, two, and three-bedroom air-conditioned units supply full kitchens and free WiFi and cable TV services. Residents obtain access to tennis courts and two private in-ground swimming pools. One pool features sharp angles created by the intersection of three rectangular sections; the other displays a similar pattern but uses circular shapes instead to create gently curving dimensions. A variety of boutiques and restaurants stand nearby within walking distance as well.

Explore Exciting Vacation Rental Options at Wailea

Today, buyers seeking condos in Wailea with vacation rental possibilities enjoy a number of attractive choices. This area includes many exquisite and profitable properties suitable for short-term rental purposes.

Investors gain advantages by seeking knowledgeable assistance from experienced real estate experts. Evaluating luxury properties in this unique marketplace requires expert guidance and we have the experience to help you achieve your goals.

Get In Touch

Evan Harlow Maui

Get started on your journey to owning property on Maui by getting in touch with us at Maui Elite Property.

Posted by Evan Harlow R(S) on October 20th, 2020

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Wailea Short Term Rentable Condos

Maui's Premier Resort Destination

About The Wailea Resort

Wailea Short Term Condo Listings

$1,250,000

Wailea Ekolu 1603

10 Wailea Ekolu Pl 1603, Wailea/Makena

$4,999,999

Hoolei Apt H-2

81 Makakehau St Apt H-2, Wailea/Makena

$3,200,000

Wailea Elua 2109

3600 Wailea Alanui Dr 2109, Wailea/Makena

$1,475,000

Wailea Ekolu 105

10 Wailea Ekolu Pl 105, Wailea/Makena

Buying Real Estate on Maui

$949,900

Grand Champions 111

155 Wailea Ike Pl 111, Wailea/Makena

$1,449,000

Palms at Wailea 1505

3200 Wailea Alanui Dr 1505, Wailea/Makena

$1,525,000

Wailea Ekolu 1008

10 Wailea Ekolu Pl 1008, Wailea/Makena

Wailea Beach Villas

Hoolei at Grand Wailea

Wailea Ekahi

Wailea Elua

Palms at Wailea

Grand Champions

Explore Exciting Vacation Rental Options at Wailea

Get In Touch

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