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

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, (1001)
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 ¥80,057
¥104,828 total
includes taxes & fees
Dec 12 - Dec 13
Wailea Beach Resort - Marriott, Maui

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 ¥463,495
¥555,821 total
includes taxes & fees
Nov 28 - Nov 29
Fairmont Kea Lani Maui Villa Experience

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, (974)
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 ¥61,665
¥72,741 total
includes taxes & fees
Nov 22 - Nov 23
Residence Inn by Marriott Maui Wailea

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 ¥42,392
¥133,819 total
includes taxes & fees
Dec 3 - Dec 4
Grand Champions

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, (1000)
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 ¥91,491
¥117,952 total
includes taxes & fees
Nov 30 - Dec 1
Grand Wailea Maui, A Waldorf Astoria Resort

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, (1001)
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 ¥116,685
¥137,644 total
includes taxes & fees
Dec 1 - Dec 2
Four Seasons Resort Maui at Wailea

AC Hotel by Marriott Maui Wailea

4.0 star property
Wailea
  • Outdoor pool
9.2 out of 10, Wonderful, (186)
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 ¥56,411
¥70,407 total
includes taxes & fees
Nov 18 - Nov 19
AC Hotel by Marriott Maui Wailea

Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

3.0 star property
Wailea
  • Near the beach
10.0 out of 10, Exceptional, (1)
Poolside perfection awaits at this Maui retreat, where a heated swimming pool invites year-round enjoyment amid tropical gardens. The condo features an outdoor tennis court and fitness center, with barbecue grills for casual dining near the garden views.
The price is ¥56,873
¥201,203 total
includes taxes & fees
Dec 1 - Dec 2
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

NOV/DEC LAST Minute SPECIALS Direct Ocean Front Prop Wailea Ekahi 42A 1 Bed/2B

Wailea
  • Outdoor pool
  • On the beach
9.8 out of 10, Exceptional, (27)
NOV/DEC LAST Minute SPECIALS Direct Ocean Front Prop Wailea Ekahi 42A 1 Bed/2B

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 star property
Wailea
  • 5 outdoor pools
  • 2 poolside bars
  • Pool loungers
  • On the beach
  • Hot tub
9.2 out of 10, Wonderful, (1001)
Poolside paradise awaits at this Wailea resort featuring 5 spectacular outdoor pools with stunning ocean views. Swim-up bars serve refreshing drinks while nearby white sand beaches, a luxurious spa, and 4 restaurants complete the perfect getaway.
The price is ¥128,122
¥160,249 total
includes taxes & fees
Dec 1 - Dec 2
Andaz Maui at Wailea Resort - a concept by Hyatt
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.

Top Wailea Hotel Reviews

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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 Mokapu Beach. Visitors to Wailea speak highly of the natural attractions, including the beautiful beaches.