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
$702 nightly
The price is $828 total per night from Oct 21 to Oct 22
$828 total
Oct 21 - Oct 22
Total with taxes and fees
Stay at this 5-star 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! (1,017 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
$566 nightly
The price is $668 total per night from Oct 3 to Oct 4
$668 total
Oct 3 - Oct 4
Total with taxes and fees
Stay at this 4.5-star 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! (1,002 reviews)
Opens in a new windowWailea Beach Resort - Marriott, Maui
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
$989 nightly
The price is $1,167 total per night from Nov 1 to Nov 2
$1,167 total
Nov 1 - Nov 2
Total with taxes and fees
Stay at this 5-star 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! (1,018 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
$730 nightly
The price is $861 total per night from Oct 31 to Nov 1
$861 total
Oct 31 - Nov 1
Total with taxes and fees
Stay at this 4.5-star 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! (998 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 Oct 26 to Oct 27
$891 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Wailea Beach and Polo Beach are located nearby.
9.6/10 Exceptional! (999 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
$999 nightly
The price is $1,178 total per night from Oct 19 to Oct 20
$1,178 total
Oct 19 - Oct 20
Total with taxes and fees
Stay at this 5-star luxury resort in Kihei. Enjoy free parking, 3 restaurants, and breakfast (surcharge). 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! (1,002 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
$2,123 nightly
The price is $2,505 total per night from Oct 18 to Oct 19
$2,505 total
Oct 18 - Oct 19
Total with taxes and fees
Stay at this 5-star 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! (42 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
$2,849 nightly
The price is $3,360 total per night from Oct 27 to Oct 28
$3,360 total
Oct 27 - Oct 28
Total with taxes and fees
Stay at this 5-star 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.