Wailea Vacation Rentals

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Showing top 200 rentals. Use the Search Filters button to narrow the choices based on your preferences.
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$295/nt (avg.)
Location: The Palms at Wailea, Wailea
Bedrooms: 1 - K (sleeps 2)
1 Bedroom, 2 Bathrooms, Sleeps 2 Adults, Not Suitable For Children
$375/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 1 - KX (sleeps 4)
Soooooo Close to the Beach & Completely Remodeled. Relax to the Sounds of Waves
$280/nt (avg.)
Location: The Palms at Wailea, Wailea
Bedrooms: 1 - KX (sleeps 4)
Luxury and Spacious Ground floor, 1B/ 2B, King bed, 1022 sq ft, 473 sq ft lanai
$350/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 1 - KXX (sleeps 4)
Fully-renovated 1 Bedroom Wailea Condo, Fantastic Location Close to Pools/Beach.
$240/nt (avg.)
Location: Wailea Ekolu, Wailea
Bedrooms: 1 - KXQ (sleeps 4)
Wailea Ekolu, Wailea, South Maui, Maui, Hawaii
$1221/nt (avg.)
Location: Polo Beach Club, Wailea
Bedrooms: 2 - KQX (sleeps 6)
2 Bedrooms, 2 Bathrooms, Sleeps 6, ground floor unit. The living room of this special spot is one of blue sky, blue ocean and palm trees swaying in the Maui breeze.
$225/nt (avg.)
Location: Wailea Ekolu, Wailea
Bedrooms: 2 - (sleeps 4)
Oceanview Condo, 2 Bedrooms, 2 Baths, (Sleeps 4)
$309/nt (avg.)
Location: Grand Champions, Wailea
Bedrooms: 1 - K (sleeps 2)
Newly Remodeled Gorgeous 1 Bed/2 Bath Villa Mountain and Partial Ocean Views
$300/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 1 - KX (sleeps 5)
Condo, 1 Bedroom + Convertible bed(s), 2 Baths, (Sleeps 4-5)
$225/nt (avg.)
Location: Grand Champions, Wailea
Bedrooms: 1 - K (sleeps 2)
Enjoy Sweeping Ocean Views from this High End Remodel Top Floor Condo.
$375/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 1 - K (sleeps 4)
Ground Floor Renovated Ekahi Greenbelt 1Br/2Ba - Peaceful garden view.
$325/nt (avg.)
Location: The Palms at Wailea, Wailea
Bedrooms: 1 - KK (sleeps 4)
This 1 bedroom 2 bath has mountain and ocean views and very secluded from others
$500/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 2 - (sleeps 4)
Our condo features 2 master suites that sleep a family of 6 or 2 couples. You can enjoy the most magnificent and expansive ocean views in the complex on our 2 private lanais and experience Maui's famous spectacular sunsets every evening.
$425/nt (avg.)
Location: Wailea Ekolu, Wailea
Bedrooms: 2 - QQ (sleeps 5)
Best Located Ekolu Unit In Complex With Vaulted Ceilings, 2br/2ba And 3 Lanais
$1095/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 2 - KKTQX (sleeps 6)
Condo, 2 Bedrooms + Den, 2 Baths, (Sleeps 6)
$350/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 1 - K (sleeps 4)
1 Bedroom, 2 Bathroom With Ocean Views Next To The Beach
$290/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 1 - K (sleeps 4)
Condo, 1 Bedroom, 2 Baths (Sleeps 4)
$240/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 1 - K (sleeps 4)
Our beautiful ocean view unit is situated in upper Wailea Ekahi Village. It is a 952 square foot unit on the second floor with one bedroom and two full bathrooms.
Location: Grand Champions, Wailea
Bedrooms: 1 - K (sleeps 4)
The magic of Maui has been waiting for You. Come and Enjoy in luxury.
$469/nt (avg.)
Location: The Palms at Wailea, Wailea
Bedrooms: 2 - (sleeps 6)
Condo, 2 Bedrooms + Convertible bed(s), 3 Baths, (Sleeps 5-6)
Location: The Palms at Wailea, Wailea
Bedrooms: 1 - XK (sleeps 4)
Condo, 1 Bedroom + Convertible bed(s), 2 Baths, (Sleeps 2-4)
$499/nt (avg.)
Location: Wailea Ekolu, Wailea
Bedrooms: 2 - KK (sleeps 5)
Ocean & Golf Views. Fully Upgraded, Spacious & High-End, 2 Bed, 2 Bath
$556/nt (avg.)
Location: The Palms at Wailea, Wailea
Bedrooms: 2 - (sleeps 6)
Quiet, 2 bedroom, 2 bathroom condo. Pool and AC.
$572/nt (avg.)
Location: Wailea Ekolu, Wailea
Bedrooms: 2 - KQX (sleeps 6)
Condo, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 4-6)
$450/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 2 - KQFT (sleeps 8)
Condo, 2 Bedrooms + Other (See Description), 2 Baths, (Sleeps 8)
$1048/nt (avg.)
Location: Hoolei, Wailea
Bedrooms: 3 - KQX (sleeps 10)
Villa, 3 Bedrooms + Convertible bed(s), 3.5 Baths, (Sleeps 8-10)
$350/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 1 - K (sleeps 2)
Condo, 1 Bedroom, 1.5 Baths, (Sleeps 2)
$195/nt (avg.)
Location: Grand Champions, Wailea
Bedrooms: 1 - KX (sleeps 4)
Condo, 1 Bedroom + Convertible bed, 1 Bath, (Sleeps 2-4)
$516/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 1 - KX (sleeps 2)
1 Bedroom, 2 Baths with Sunset Ocean Views
$425/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 1 - KX (sleeps 4)
1 Bedroom, 2 Bathroom, 4 Sleeps
$650/nt (avg.)
Location: Elua Village, Wailea
Bedrooms: 2 - KT (sleeps 6)
Beautiful 1,500 sf ft townhouse, 2bd/2bth, 4 minute walk to beach, pool, gym
$475/nt (avg.)
Location: Grand Champions, Wailea
Bedrooms: 2 - KTX (sleeps 5)
2 bed/2 bath renovated villa with treetop views of pool and tropical grounds
$225/nt (avg.)
Location: Wailea Ekolu, Wailea
Bedrooms: 1 - K (sleeps 4)
1 bedroom, 2 full bathrooms, sleeps 2-4
$325/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 1 - TTQXK (sleeps 5)
Condo, 1 Bedroom + Convertible Bed(s), 2 Baths, (Sleeps 4-5)
$1120/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 2 - KQX (sleeps 6)
Condo, 2 Bedrooms + Den, 2 Baths, (Sleeps 6)
$300/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 1 - K (sleeps 2)
Beautiful Condo - 945 Sq Ft located in Wailea, Maui
$515/nt (avg.)
Location: Wailea Ekolu, Wailea
Bedrooms: 2 - KQ (sleeps 6)
Townhome, 2 Bedrooms, 2.5 Baths, (Sleeps 6-8)
$215/nt (avg.)
Location: Wailea Ekolu, Wailea
Bedrooms: 1 - KX (sleeps 2)
Condo, 1 Bedroom + Convertible bed(s), 2 Baths, (Sleeps 2)
Location: Hoolei, Wailea
Bedrooms: 4 - KXKQ (sleeps 8)
Townhome, 3 Bedrooms, 3.5 Baths (Sleeps 6)
$618/nt (avg.)
Location: Wailea
Bedrooms: 3 - KKQ (sleeps 6)
3 bedroom, 3 bathrooms
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