Wailea (HI) staycation hotels

North America · United States

Your Wailea (HI) Staycation

Hand-picked hotels in Wailea (HI) — ranked by real guest scores, with live Agoda rates and one-tap booking. From boutique hideaways to luxury icons, every stay is curated by Staycation.

9
Curated stays
8.8/ 10
Average guest score
3
5-star properties

9 properties · curated by Staycation

Grand Wailea, A Waldorf Astoria ResortHotel
Wailea (HI), United States
Grand Wailea, A Waldorf Astoria Resort
★★★★★
8.8Excellent
For your dates
$2,363 USD
Ho olei at Grand WaileaHotel
Wailea (HI), United States
Ho olei at Grand Wailea
★★★★★
10.0Exceptional
For your dates
$1,912 USD
Andaz Maui At Wailea ResortHotel
Wailea (HI), United States
Andaz Maui At Wailea Resort
★★★★★
8.9Excellent
For your dates
$1,129 USD
The Fairmont Kea Lani HotelHotel
Wailea (HI), United States
The Fairmont Kea Lani Hotel
★★★★★
9.1Exceptional
For your dates
$1,099 USD
Wailea Beach Resort - Marriott, MauiHotel
Wailea (HI), United States
Wailea Beach Resort - Marriott, Maui
★★★★★
8.8Excellent
For your dates
$802 USD
Hotel WaileaHotel
Wailea (HI), United States
Hotel Wailea
★★★★★
8.5Excellent
For your dates
$600 USD
Residence Inn by Marriott Maui WaileaHotel
Wailea (HI), United States
Residence Inn by Marriott Maui Wailea
★★★★
8.9Excellent
For your dates
$594 USD
AC Hotel by Marriott Maui WaileaHotel
Wailea (HI), United States
AC Hotel by Marriott Maui Wailea
★★★★
8.1Excellent
For your dates
$594 USD
Days Inn by Wyndham Maui OceanfrontHotel
Wailea (HI), United States
Days Inn by Wyndham Maui Oceanfront
★★★
8.4Excellent
For your dates
$184 USD

The Best Wailea (HI) Staycation Hotels

Whether you’re planning a weekend staycation in Wailea (HI) or a longer escape acrossUnited States, Staycation curates the finest places to stay — from boutique hideaways and heritage hotels to iconic luxury properties. Every Wailea (HI) staycation hotel is ranked by real guest scores, so you can book with confidence.

Rates are powered by Agoda, with live availability and competitive pricing. Pick your dates above to see tonight’s best Wailea (HI) staycation deals, or explore other destinations in North America.