Vacation Rentals in Wailea (Maui), United States from 140$/Night | Comfort & Style

Wailea (Maui)

161-180 out of 222

Sort by:

Price: low to high
Price: high to low
Guest rating: high to low
Popularity: high to low

Wailea Elua, #2010 Condo

Map600 yd from City Centre300 yd from Shops at Wailea

FromUS$ 987 /nightSelect

Kihei Akahi C320- Kihei Studio, Walk To Shops, Dining, & The Beach Wailea

Map2.1 mi from City Centre500 yd from

FromUS$ 179 /nightSelect

Kihei Surfside, #509 Condo

Map1.4 mi from City Centre1.0 mi from Shops at Wailea

Select

Maui Banyan Q408A & Q408

Map2.0 mi from City Centre400 yd from

FromUS$ 431 /nightSelect

Wailea Ekolu, #914 Condo

Map400 yd from City Centre400 yd from Wailea Tennis Club

FromUS$ 661 /nightSelect

Maui Kamaole C-109

Map1.5 mi from City Centre1.2 mi from Shops at Wailea

Select

Wailea Elua Resort 1904

Map500 yd from City Centre400 yd from Shops at Wailea

Select

Maui Banyan B204

Map2.0 mi from City Centre400 yd from

Select

Beachside Retreat With High-Speed Wi-Fi And Pool

Map2.0 mi from City Centre400 yd from

FromUS$ 466 /nightSelect

Wailea Elua, #2107 Condo

Map600 yd from City Centre300 yd from Shops at Wailea

Select

Grand Champion Villa Getaway - Wailea Beaches

Map600 yd from City Centre300 yd from Wailea Tennis Club

FromUS$ 385 /nightSelect

Kihei Surfside, #508 Condo

Map1.4 mi from City Centre1.0 mi from Shops at Wailea

Select

Grand Champion Villa, Luxury Stay, Pool, Fast Wifi

Map600 yd from City Centre300 yd from Wailea Tennis Club

FromUS$ 566 /nightSelect

Kihei Surfside, #311 Condo

Map1.4 mi from City Centre1.0 mi from Shops at Wailea

Select

Maui Kamaole, #I215 Condo

Map1.5 mi from City Centre1.2 mi from Shops at Wailea

Select

Luxurious Wailea Ocean Vistas

Map400 yd from City Centre400 yd from Wailea Tennis Club

FromUS$ 530 /nightSelect

Wailea Oceanfront Rental

Map1200 yd from City Centre600 yd from Shops at Wailea

Select

A-312 Haleakala Shores

Map1.9 mi from City Centre200 yd from

FromUS$ 561 /nightSelect

Coneniently Located Two Bedroom Two Bath Hk319

Map1.7 mi from City Centre300 yd from

FromUS$ 793 /nightSelect

Show more

1
5
6
7
8
9
10
11
12

Flexible Price Range for Vacation Homes in Wailea (Maui)

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price

US$ 6 716

⬇️ The lowest price

US$ 140

💸 Average price for

5-star hotels

US$ 904

4-star hotels

US$ 748

3-star hotels

US$ 597

Apartments

US$ 755

Top vacation homes in Wailea (Maui)

Based on guest reviews from the past 12 months

Oceanview Escapes:

Beautiful 2 Bedroom Oceanview Condo At Maui Kamaole Located At South End Of Kihei Adjacent To Wailea Traditional Hawaiian Style

Chic Modern Retreats:

Aloha Moon - A Chic And Dreamy Modern Tropical Hideaway!

Tropical Family Getaways:

Wailea Elua Village - Coraltree Residence Collection

Beachfront Bliss:

Wailea Beach Villas

Garden View Serenity:

Kihei Akahi Garden View Studio

Luxury Oceanfront Offers:

Wailea Oceanfront Rental

Unique Bohemian Hideaways:

Tiki Tiki - Gorgeous Boho Beach Hideaway!

Cultural Charm and Convenience:

Kihei Akahi C320- Kihei Studio, Walk To Shops, Dining, & The Beach

Cozy Waterfront Retreats:

Maui Banyan T-305

Vacation Rentals in Wailea (Maui) Overview

This guide provides essential details about vacation rentals in Wailea (Maui), evaluating 50 properties to assist travelers in making informed accommodation choices.

Typical nightly rates range from $200 to $800.

Over 50 vacation rentals are available in Wailea.

Peak seasons include December to April.

Expect local taxes/fees around 14% on rentals.

Properties are within 1-2 miles of Wailea Beach and shops.