Book resorts with pools in Kihei

Discover the bliss of resorts with pools in Kihei

Resorts with pools in Kihei provide the ultimate blend of relaxation and adventure, making them perfect for family vacations. With the stunning beaches just a stone's throw away, you can soak up the sun during the day and unwind by the pool in the evening. These properties often feature lush tropical landscapes, creating a serene atmosphere that invites relaxation. Whether you’re splashing around with the kids or enjoying a quiet moment with a drink in hand, Kihei's poolside resorts offer a refreshing escape that complements the vibrant island experience.

Our top choices for a great stay

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
$700 nightly
The price is $826 total per night from Dec 11 to Dec 12
$826 total
Dec 11 - Dec 12
Total with taxes and 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 reviews. Popular attractions Wailea Beach and Shops at Wailea are located nearby.
8.8/10 Excellent! (1,012 reviews)
Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
$609 nightly
The price is $718 total per night from Dec 15 to Dec 16
$718 total
Dec 15 - Dec 16
Total with taxes and 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 our reviews. Popular attractions Wailea Beach and Shops at Wailea are located nearby.
9/10 Wonderful! (1,004 reviews)
Opens in a new windowWailea Beach Resort - Marriott, Maui
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
$831 nightly
The price is $980 total per night from Dec 12 to Dec 13
$980 total
Dec 12 - Dec 13
Total with taxes and 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 condition in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
9.4/10 Exceptional! (1,011 reviews)
Opens in a new windowFairmont Kea Lani Maui
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
$879 nightly
The price is $1,037 total per night from Dec 10 to Dec 11
$1,037 total
Dec 10 - Dec 11
Total with taxes and 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 attractions Wailea Beach and Ulua Beach Park are located nearby.
9.2/10 Wonderful! (997 reviews)
Opens in a new windowAndaz Maui at Wailea Resort - a concept by Hyatt
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
$755 nightly
The price is $891 total per night from Dec 9 to Dec 10
$891 total
Dec 9 - Dec 10
Total with taxes and 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 attractions Wailea Beach and Polo Beach are located nearby.
9.6/10 Exceptional! (1,000 reviews)
Opens in a new windowFour Seasons Resort Maui at Wailea
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
$899 nightly
The price is $1,060 total per night from Dec 16 to Dec 17
$1,060 total
Dec 16 - Dec 17
Total with taxes and 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 reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
9.2/10 Wonderful! (1,001 reviews)
Opens in a new windowHotel Wailea, Relais & Chateaux - Adults Only
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

5 out of 5
$1,870 nightly
The price is $2,220 total per night from Jan 7 to Jan 8
$2,220 total
Jan 7 - Jan 8, 2026
Total with taxes and 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 are located nearby.
9.6/10 Exceptional! (43 reviews)
Opens in a new windowHo‘olei Villas at Grand Wailea
Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience

5 out of 5
$3,059 nightly
The price is $3,608 total per night from Dec 17 to Dec 18
$3,608 total
Dec 17 - Dec 18
Total with taxes and 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 located nearby.
9.6/10 Exceptional! (6 reviews)
Opens in a new windowFairmont Kea Lani Maui Villa Experience
Maui Beach Resort One Bedroom

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 Whale National Marine Sanctuary Headquarters are located nearby.
Opens in a new windowMaui Beach Resort One Bedroom
Maui Condo right across from the Beach!

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 Whale National Marine Sanctuary Headquarters are located nearby.
Opens in a new windowMaui Condo right across from the Beach!
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.

Why choose a resort with a pool in Kihei for your family retreat?

Opting for a family resort with a pool in Kihei provides an array of benefits that enhance your vacation experience. Unlike traditional hotels, these resorts offer expansive outdoor spaces where your family can bond over fun poolside activities. With amenities like vacation resorts featuring water features, everyone can enjoy their own slice of paradise. The pool serves as a central hub for family gatherings, whether it's for morning swims or evening relaxation under the stars. Plus, many resorts are strategically located near the beach, allowing for seamless transitions between poolside fun and sandy adventures. The combination of spacious accommodations and a vibrant community atmosphere fosters quality family time while still offering the comfort of hotel services. In Kihei, a resort with a pool is more than just a place to stay; it's a gateway to unforgettable family experiences in a breathtaking setting.