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

Wailea (Maui)

201-220 out of 222

Sort by:

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

Maui Banyan B204 Apartment Wailea

Map2.0 mi from City Centre400 yd from

Select

Maui Banyan T-305 Apartment Wailea

The largest option:

6 adults

3 bedrooms

4 beds

Map2.0 mi from City Centre400 yd from

FromUS$ 798 /nightSelect

Wailea Ekolu Village 1406

Map600 yd from City Centre500 yd from Wailea Tennis Club

FromUS$ 444 /nightSelect

Maui Kamaole F-204

The largest option:

6 adults

2 bedrooms

3 beds

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

FromUS$ 464 /nightSelect

Wailea Hidden Gem

Map1400 yd from City Centre800 yd from Shops at Wailea

Select

B-204 Haleakala Shores

Map1.9 mi from City Centre200 yd from

FromUS$ 451 /nightSelect

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

Grand Champions 108

The largest option:

2 adults

1 bedroom

1 bed

Map600 yd from City Centre300 yd from Wailea Tennis Club

FromUS$ 1 235 /nightSelect

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

Kamaole Sands 5-208 Condo

Map1.8 mi from City Centre200 yd from

Select

1122Wekolu106Mnco - Wailea Ekolu 106

Map600 yd from City Centre500 yd from Wailea Tennis Club

FromUS$ 716 /nightSelect

Makena Surf G303, Maui On The Beach

Map1.9 mi from City Centre400 yd from Makena Landing Beach Park

FromUS$ 1 136 /nightSelect

Kihei Akahi C-607

Map2.1 mi from City Centre500 yd from

FromUS$ 219 /nightSelect

Luxurious & Spacious Ocean Vistas

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

Select

Kbm Resorts Free Car Wailea Beach Villa Wbv-Ph412 Spacious Wsweeping Ocean Views

Map400 yd from City Centre700 yd from Wailea Tennis Club

FromUS$ 6 716 /nightSelect

Show more

1
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.