Wailea Vacation Rentals

South Maui's Luxury Island Feel Capital

Luxurious Vacation Rental Villages, Hotels & Residences

Studio Condos to 4 Bedroom Luxury Villas for Vacation Rentals. See our


Ekahi 39c

Wailea Ekahi Village
2/BR 2/BA SLEEPS 7

Ekahi 7I

Wailea Ekahi Village
1/BR 2/BA SLEEPS 2

Ekahi 7H

Wailea Ekahi Village
2/BR 2/BA SLEEPS 4

Ekahi 11F

Wailea Ekahi Village
2/BR 2/BA SLEEPS 4

Ekahi 16D- Panoramic Ocean Views

Wailea Ekahi Village
0/BR 1/BA SLEEPS 2

Wailea Beach Villa L409

Wailea Beach Villas
4/BR 3/BA SLEEPS 9

Ekahi 39F

Wailea Ekahi Village
2/BR 2/BA SLEEPS 6

Ekahi 34C -- Two Bedroom Ground Floor End Unit

Wailea Ekahi Village
2/BR 2/BA SLEEPS 4

Grand Champions 70

Grand Champions Villas
3/BR 2/BA SLEEPS 6

Ekahi 32A

Wailea Ekahi Village
2/BR 2/BA SLEEPS 7

Ekahi 2A

Wailea Ekahi Village
2/BR 2/BA SLEEPS 6

Ekahi 16E With Panoramic Ocean Views Down the Greenbelt

Wailea Ekahi Village
1/BR 1/BA SLEEPS 3

Fantastic Beachfront Wailea Ekahi 43A

Wailea Ekahi Village
2/BR 2/BA SLEEPS 7

Ekahi 7E

Wailea Ekahi Village
2/BR 2/BA SLEEPS 4

Ekahi 36D

Wailea Ekahi Village
1/BR 2/BA SLEEPS 4

Ekahi 20A

Wailea Ekahi Village
2/BR 2/BA SLEEPS 6

Ekahi 50B

Wailea Ekahi Village
1/BR 2/BA SLEEPS 5

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Wailea Resort Rentals

Wailea Resort offers a true tropical island feel. No Miami Beach style high rises here. A tropical gem that sparkles rain or shine, Wailea offers beachfront bliss, mouthwatering treats, and a treasure trove of activities for visitors of all ages. Grab your lei and your sense of adventure, and let Wailea weave its magic on your Hawaiian holiday. 

Beaches here are among the widest on Maui with views of Kahoolawe and Lanai offshore. The water is calm enough to swim & snorkel and Stand up Paddle Boarding

Wailea Resort is located in South Maui and known world wide as one of Hawaii's premier vacation destinations. See our Wailea Guide for more detailed info

Insert image map - Wailea-BeachesL - nancy has it saved

All Wailea Resort guests have the added benefit of reduced rates for golf and tennis at Wailea’s 3 world renowned Golf courses and Championship Tennis facility. The Gold course has been host to the Senior Skins game televised nationally on Super Bowl Sunday.

Condominiums at Ekahi, Elua, and Ekolu are about 30 years old. Though they have been beautifully maintained, when renting you may prefer a unit that has been remodeled – with newer kitchens and baths. All Wailea condos on this site have been updated and/or remodeled. The views and locations and sense of privacy found in these properties can’t be matched.

Wailea Beach Villas and Ho’olei have been built most recently and represent the top of the line in luxury. Ekahi and Elua are Ocean Front but more affordable Condos. From the Palms, the walk to the beach is relatively easy. Ekolu and Grand Champion Villas are on the golf course and offer great ocean views and the most affordable locations. There are nearly as many residents in these complexes as there are renters as they appreciate the relative quiet and know they can choose from 5 beaches within a 5 minute drive which also offer plenty of parking.

Resorts of Wailea

Wailea Ekahi Village

Tucked along Keawakapu Beach, Ekahi Village is the perfect destination for a special Hawaiian vacation in an ocean front setting that truly feels like paradise. Great Wailea beach front values.

Grand Champions Villas

Enjoy the ocean, mountain or golf view from your private lanai. Located in the heart of Wailea, on Maui's sunny south shore, Wailea Grand Champions is a family friendly resort offering good value and great views adjacent to golf and tennis facilities. Hard to find studio & 3 bedroom accommodations can be found here. The Shops at Wailea and Ulua Beach (ranked 8th in the nation - world class snorkelling & diving too) are minutes away.

Wailea Ekolu Village

Most of the deluxe 1 and 2 bedroom condos sleep 1-6 folk (some Townhome style 2 bedroom units offer accommodations for up to 8), overlook lush, green fairways and feature breathtaking views of Maui's neighboring islands. 

The Palms at Wailea

Here you'll find lush tropical grounds that welcome you to the large, private grounds close to Keawakapu Beach

Wailea Beach Villas

This elite, gated, luxury resort offers 98 villas & penthouses in the heart of Wailea on Wailea Beach, "ocean side" of the "Shops at Wailea". The spacious 1,800 to 3,100 sf residences come in a choice of 2 or 3 bedroom floor plans.

Ho'olei

The newest of Wailea's elite, gated, luxury resorts features 120 town homes divided into 6-unit enclaves on 30 terraced acres across from the Grand Wailea Hotel in the heart of Wailea, steps from Wailea Beach.

Polo Beach Club

Ocean front living in the heart of the luxury setting of Wailea & Makena. The 8-story Polo Beach Club boasts 71 oceanfront 2 bedroom, 2 bath condominiums all with spectacular ocean views on 2.3 acres.

Makena Surf

Gated luxury ocean front condominium community in South Maui on Po'olenalena (Paipu)Beach just south of Wailea Resort. Sorry - we have lots of inquiries but no properties currently listed for this resort - Owners wishing to advertise are welcome to schedule an inspection.


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