Search Kihei resorts with pools
Our top choices for a great stay
Four Seasons Resort Maui at Wailea
The price is CA $1,095 per night from Jan 20 to Jan 21
CA $1,095
CA $1,300 total
Jan 20 - Jan 21, 2026
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (999 reviews)
Ho‘olei Villas at Grand Wailea
The price is CA $2,746 per night from Jan 8 to Jan 9
CA $2,746
CA $3,349 total
Jan 8 - Jan 9, 2026
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Wailea Beach and Shops at Wailea ...
9.6/10 Exceptional! (43 reviews)
Fairmont Kea Lani Maui Villa Experience
The price is CA $3,980 per night from Jan 9 to Jan 10
CA $3,980
CA $4,776 total
Jan 9 - Jan 10, 2026
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy free breakfast, free valet parking, and 3 outdoor pools. Popular attractions Wailea Beach and Polo Beach are ...
9.6/10 Exceptional! (6 reviews)
Fairmont Kea Lani Maui
The price is CA $1,182 per night from Jan 4 to Jan 5
CA $1,182
CA $1,484 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
9.4/10 Exceptional! (1,005 reviews)
Andaz Maui at Wailea Resort - a concept by Hyatt
The price is CA $1,029 per night from Jan 19 to Jan 20
CA $1,029
CA $1,303 total
Jan 19 - Jan 20, 2026
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (997 reviews)
Hotel Wailea, Relais & Chateaux - Adults Only
The price is CA $1,379 per night from Jan 8 to Jan 9
CA $1,379
CA $1,719 total
Jan 8 - Jan 9, 2026
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff in our ...
9.2/10 Wonderful! (1,000 reviews)
Wailea Beach Resort - Marriott, Maui
The price is CA $879 per night from Jan 9 to Jan 10
CA $879
CA $1,136 total
Jan 9 - Jan 10, 2026
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy 4 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (1,000 reviews)
Grand Wailea Maui, A Waldorf Astoria Resort
The price is CA $944 per night from Jan 7 to Jan 8
CA $944
CA $1,210 total
Jan 7 - Jan 8, 2026
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (1,001 reviews)
Maui Beach Resort One Bedroom
Stay at this resort in Kihei. Enjoy laundry facilities, balconies, and cable/satellite TV service. Popular attractions Wailea Beach and Hawaiian Islands Humpback ...
Maui Condo right across from the Beach!
Stay at this resort in Kihei. Enjoy free WiFi, laundry facilities, and in-room washers/dryers. Popular attractions Wailea Beach and Hawaiian Islands Humpback ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
