Find hotels with pools in Wailea, Kihei from $456

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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, (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.
$575 nightly
The price is $678
Dec 12 - Dec 13
Total with taxes and fees
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)
$3,049 nightly
The price is $3,596
Dec 13 - Dec 14
Total with taxes and fees
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.
$399 nightly
The price is $471
Nov 20 - Nov 21
Total with taxes and fees
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.
$718 nightly
The price is $871
Dec 3 - Dec 4
Total with taxes and fees
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.
$647 nightly
The price is $763
Nov 30 - Dec 1
Total with taxes and fees
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.
$755 nightly
The price is $891
Nov 21 - Nov 22
Total with taxes and fees
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.
$386 nightly
The price is $456
Nov 16 - Nov 17
Total with taxes and fees
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.
$1,104 nightly
The price is $1,302
Nov 28 - Nov 29
Total with taxes and fees
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, (26)
$742 nightly
The price is $863
Nov 15 - Nov 16
Total with taxes and fees
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.
$879 nightly
The price is $1,037
Dec 1 - Dec 2
Total with taxes and fees
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.

Price trends for hotels in Wailea

Less expensive
More expensive
This month
Next month
April
February
$466
$533
Month
Price
January
$566
February
$623
March
$517
April
$400
May
$404
June
$419
July
$427
August
$467
September
$414
October
$409
November
$466
December
$533
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Wailea. Select dates and complete search for nightly totals inclusive of taxes and fees.

Top Wailea Hotel Reviews

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.

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