Wailea Hotels with Pools - Outdoor/Indoor Pools in Wailea HI

Wailea hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Wailea, HI for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Wailea Hawaii hotel and motel rooms for children. Review the list of Wailea hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Wailea Hotels with Outdoor or Indoor Pools

Maui Sunset 1032 South Kihei Rd., Kihei, HI 96753
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~1.00 miles northwest of Wailea
  • Pool in hotel: 60 foot L-shaped swimming pool, 12 person hot tub 8am-10pm
  • 3 star Beach property
More Photos Pool image of Maui Sunset
From$198 total
Average 3.0 /5 Guest Reviews Call BookMore Details
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Maui Coast Hotel : 2259 South Kihei Rd. 2259 South Kihei Rd., Kihei, HI 96753
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~1.19 miles south of Wailea
  • Has swimming pool: 7:00am to 10pm Daily
  • Mid-scale Beach property
More Photos Swimming pool at Maui Coast Hotel
From$210 total
Very Good 4.0 /5 Review Score Call BookMore Details
Wailea Beach Resort Marriott Maui in Wailea 3700 Wailea Alanui Dr., Wailea, HI 96753
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  • Pool in hotel: 6 pools
  • High end Oceanfront property
More Photos Pool image of Wailea Beach Resort Marriott Maui
From$382 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Fairmont Kea Lani Maui - Wailea (Maui) 4100 Wailea Alanui Dr., Wailea (Maui), HI 96753
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~3.99 miles south of Wailea
  • Pool available: 3 outdoor Swimming pools, including an adults-only pool, 2 whirlpools and activity pools joined by a 140-foot water slide.
  • Luxurious 5-star Beach hotel
More Photos Pool image of The Fairmont Kea Lani Maui
From$346 total
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Aston Maui Hill in Kihei 2881 South Kihei Rd., Kihei, HI 96753
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~2.46 miles south of Wailea
  • Has a pool!
  • Affordable property
More Photos Pool image of Aston Maui Hill
From$108 total
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Maui North Shore - Kahului 130 West Kaahumanu Ave., Kahului, HI 96732
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~10.22 miles north of Wailea
  • Pool available: Outdoor pool
  • Mid-scale Oceanfront property
More Photos Photo of Hampton Inn & Suites Maui North Shore Pool
From$180 total
Average 3.0 /5 Review Score Call BookMore Details
Maui Seaside Hotel - Kahului 100 West Kaahumanu Ave., Kahului, HI 96732
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~10.23 miles north of Wailea
  • Includes a pool: Swimming pool, sundeck and fire pits - outdoor
  • Three Star Airport hotel
More Photos Pool image of Maui Seaside Hotel
From$214 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Whaler Resort in Lahaina 2481 Kaanapali Pkwy., Lahaina, HI 96761
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~20.14 miles northwest of Wailea
  • Includes a pool: Take a leisurely dip or swim laps in a sleek pool by the sea.
  • 4-star Resort hotel
More Photos Photo of The Whaler Resort Pool
From$150 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Outrigger Kaanapali Beach Resort 2525 Kaanapali Pkwy., Lahaina, HI 96761
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~20.17 miles northwest of Wailea
  • Includes a pool: 8:00 am to 9:00 pm
  • 4 star Beach property
More Photos Pool image of Outrigger Kaanapali Beach Resort
From$120 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Royal Lahaina Resort & Bungalows 2780 Kekaa Dr., Lahaina, HI 96761
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~20.39 miles northwest of Wailea
  • Pool available: 2 Outdoor Swimming Pools. Open from 8:00am - 8:00pm
  • Four-star Resort property
More Photos Swimming pool at Royal Lahaina Resort & Bungalows
From$28 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Napili Kai Beach Resort 5900 L. Honoapiilani Rd., Lahaina, HI 96761
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~22.23 miles northwest of Wailea
  • Pool available: 4 Outdoor Pools 9 am to Sunset
  • Three Star Beach hotel
More Photos Swimming pool at Napili Kai Beach Resort
From$318 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details

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