Vacation rentals in Wailea (Maui), United States

Carefully selected & verified rentals in Wailea (Maui), United States
Check-in
26Jun2025Select date
Check-out
27Jun2025Select date
Rooms and Guests2 Guests, 1 Room
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21-40 out of 222
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
8.0
Great
Wailea Ekahi 52B Apartment
4 adults
1 bedroom
2 beds
Map1200 yd from City Centre500 yd from Shops at Wailea
FromUS$ 402 /nightSelect
Penthouse 1 Bd King Suite With Ocean Views! Wailea
Map2.0 mi from City Centre400 yd from
FromUS$ 755 /nightSelect
7.4
Very good
Castle At Maui Banyan
The largest option:
4 adults
1 bedroom
1 bed
Map2.0 mi from City Centre400 yd from
FromUS$ 140 /nightSelect
**Newly Remodeled** Steps To Kamaole 3 Beach!
8 adults
2 bedrooms
3 beds
Map1.7 mi from City Centre400 yd from
FromUS$ 1 012 /nightSelect
Maui Banyan G310C
6 adults
2 bedrooms
3 beds
Map2.0 mi from City Centre400 yd from
FromUS$ 224 /nightSelect
7.0
Very good
Maui Banyan Q-109
The largest option:
8 adults
2 bedrooms
3 beds
Map2.0 mi from City Centre400 yd from
FromUS$ 594 /nightSelect
Kihei Retreat With Kamaole Sands Resort Amenities!
Map1.8 mi from City Centre100 yd from
FromUS$ 491 /nightSelect
South Maui 1 Bedroom Guest Suite - Kamaole Beach Area
2 adults
1 bedroom
1 bed
Map2.1 mi from City Centre800 yd from
Select
Kihei Akahi D-211
2 adults
1 bedroom
1 bed
Map2.1 mi from City Centre500 yd from
FromUS$ 319 /nightSelect
Mana Kai 710A
2 adults
1 bedroom
1 bed
Map1.3 mi from City Centre1800 yd from Shops at Wailea
FromUS$ 687 /nightSelect
8.0
Great
Wailea Ekahi 21F
2 adults
1 bedroom
1 bed
Map1400 yd from City Centre800 yd from Shops at Wailea
FromUS$ 322 /nightSelect
Wailea Grand Champions 58
Map600 yd from City Centre300 yd from Wailea Tennis Club
FromUS$ 418 /nightSelect
Kihei Surfside, #608 Condo
Map1.4 mi from City Centre1.0 mi from Shops at Wailea
FromUS$ 544 /nightSelect
Beautiful Palms At Wailea Condo!
Map1400 yd from City Centre800 yd from Shops at Wailea
Select
7.4
Very good
Kamaole Sands 1-102 By Pmi Maui
8 adults
FromUS$ 208 /nightSelect
Mana Kai 711C
4 adults
2 bedrooms
2 beds
Map1.3 mi from City Centre1800 yd from Shops at Wailea
FromUS$ 546 /nightSelect
Mana Kai 311A
4 adults
1 bedroom
2 beds
Map1.3 mi from City Centre1800 yd from Shops at Wailea
FromUS$ 707 /nightSelect
Hale Kamaole 7-169- Ground Floor, Ocean View, Updated Kihei Gem
Map1.7 mi from City Centre300 yd from
Select
Palms At Wailea Maui - Select Your Unit
Map1400 yd from City Centre800 yd from Shops at Wailea
FromUS$ 492 /nightSelect
Kihei Akahi D-104
Map2.1 mi from City Centre500 yd from
FromUS$ 381 /nightSelect

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
đź’¸ 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.

Check-in
26Jun2025Select date
Check-out
27Jun2025Select date
Rooms and Guests2 Guests, 1 Room