Find Hotels with a Pool in Wailea, HI

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Check availability on Wailea Hotels with a Pool

Top Wailea Hotels with a Pool

Outdoor pool
Grand Champions

Grand Champions

2.5 star property
Wailea
  • Outdoor pool
  • Near the beach
  • Hot tub
Surrounded by lush gardens, Grand Champions' refreshing outdoor pool creates the perfect retreat after adventures. Beyond aquatic pleasures, guests enjoy beach umbrellas, water sports equipment, and easy access to Wailea Beach.
The price is NT$5,126
NT$21,953 total
includes taxes & fees
Nov 23 - Nov 24
Grand Champions
4 outdoor pools, pool umbrellas, sun loungers
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 star property
Wailea
  • 4 outdoor pools
  • 2 poolside bars
  • Pool loungers
  • Near the beach
  • 2 hot tubs
9.2 out of 10, Wonderful, (1000)
Poolside paradise awaits with multiple swimming options including an infinity pool and adventure slide. Sun-drenched loungers invite relaxation while attentive staff deliver refreshing cocktails from twin bars flanking pristine waters with ocean views beyond.
The price is NT$16,944
NT$22,085 total
includes taxes & fees
Dec 19 - Dec 20
Wailea Beach Resort - Marriott, Maui
Outdoor pool
AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

4.0 star property
Wailea
  • Outdoor pool
9.2 out of 10, Wonderful, (188)
Poolside perfection awaits with comfortable loungers, umbrellas, and a bar serving cocktails under the Maui sky. After swimming, guests can enjoy 2 restaurants, kayaking adventures, or relaxing by the firepit.
The price is NT$11,389
NT$14,215 total
includes taxes & fees
Nov 30 - Dec 1
AC Hotel by Marriott Maui Wailea
Outdoor pool, free cabanas, pool umbrellas
Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

3.5 star property
Wailea
  • Outdoor pool
  • Pool loungers
  • Near the beach
  • Hot tub
9.2 out of 10, Wonderful, (975)
Swimming bliss awaits at the immaculate outdoor pool, complete with complimentary cabanas, sun loungers, and umbrellas. After a refreshing dip, guests can relax in the hot tub or enjoy meals at the poolside restaurant before catching the free beach shuttle.
The price is NT$12,450
NT$14,687 total
includes taxes & fees
Nov 26 - Nov 27
Residence Inn by Marriott Maui Wailea
View from property
Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience

5.0 star property
Wailea
  • 3 outdoor pools
  • Poolside bar
  • Pool umbrellas
  • On the beach
  • 2 hot tubs
9.8 out of 10, Exceptional, (6)
The price is NT$93,968
NT$112,680 total
includes taxes & fees
Dec 16 - Dec 17
Fairmont Kea Lani Maui Villa Experience
9 outdoor pools, cabanas (surcharge), sun loungers
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
Wailea
  • 9 outdoor pools
  • 2 poolside bars
  • Pool loungers
  • On the beach
  • 3 hot tubs
9.0 out of 10, Wonderful, (1001)
Splash into aquatic paradise across 9 stunning pools featuring an exciting waterslide and meandering lazy river. Poolside cabanas offer peaceful retreats while 2 swim-up bars serve tropical drinks. Beyond water attractions, guests enjoy beach yoga, spa treatments, and ocean adventures.
The price is NT$18,472
NT$23,815 total
includes taxes & fees
Dec 3 - Dec 4
Grand Wailea Maui, A Waldorf Astoria Resort
Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5.0 star property
Wailea
  • 3 outdoor pools
  • 2 poolside bars
  • Pool loungers
  • On the beach
  • Hot tub
9.6 out of 10, Exceptional, (1000)
Poolside luxury reaches new heights at this beachfront resort featuring adult and children's swimming areas. Attentive staff provide exceptional service while guests enjoy sun loungers, hot tub, and convenient poolside dining options.
The price is NT$23,559
NT$27,791 total
includes taxes & fees
Nov 30 - Dec 1
Four Seasons Resort Maui at Wailea
Outdoor pool, sun loungers
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
Wailea
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
9.4 out of 10, Exceptional, (1001)
Poolside bliss defines this adults-only luxury retreat, where guests enjoy refreshing swims, attentive cabana service, and craft cocktails. A complimentary beach shuttle, nearby hiking trails, and three regional restaurants complete the indulgent island experience.
The price is NT$26,513
NT$33,117 total
includes taxes & fees
Dec 16 - Dec 17
Hotel Wailea, Relais & Chateaux - Adults Only
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.
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Top Wailea Hotel Reviews

Wailea Beach Villas

Wailea Beach Villas

10/10 Excellent
"Lovely clean condo and beautiful grounds. Great service at the beach and front desk. Quiet and peaceful. We didn’t rent a car, everything we needed was within walking distance. Would definitely book again."
Carol 8-night trip
Posted 3 days ago
Wailea Beach Villas

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Frequently asked questions

What are some accommodations with pools in Wailea?
Grand Wailea Maui, A Waldorf Astoria Resort: Resort, 9-minute walk from Wailea Beach. Features 9 outdoor pools, a children's pool, and a lazy river. Wailea Beach Resort - Marriott, Maui: Resort, 10-minute walk from Wailea Beach. Offers 4 outdoor pools, a children's pool, and 4 restaurants. Andaz Maui at Wailea Resort - a concept by Hyatt: Resort located near Wailea Beach. Provides 4 restaurants, 5 outdoor pools, and 2 pool bars. Four Seasons Resort Maui at Wailea: Resort, 6-minute walk from Wailea Beach. Features 3 outdoor pools, a children's pool, and 3 restaurants. Fairmont Kea Lani Maui: Resort, 11-minute walk from Wailea Beach. Offers 3 outdoor pools, a children's pool, and 6 restaurants.
What is there to see and do in Wailea?
Explore places like Wailea Beach while you're in Wailea. Surround yourself with nature at Ulua Beach and Keawakapu Beach South. Visitors to Wailea speak highly of the natural attractions, including the beautiful beaches.