A beach with clear turquoise water, people sunbathing and swimming, and a mountain in the background.

Find Hotels with a Pool in Wailea, HI from CA $538

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Check availability on Wailea Hotels with a Pool

Our top choices for Wailea hotels with a pool

A poolside lounge area with outdoor seating, a fire feature, and umbrellas providing shade.

1. AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea
4.0 star property
Wailea
9.2 out of 10, Wonderful, (298 reviews)
  • cleanliness
    Dive into Maui's magical poolside paradise with mountain views and sunset cocktails.
The price is CA $638
CA $800 total
includes taxes & fees
Oct 20 - Oct 21
AC Hotel by Marriott Maui Wailea
A water park with multiple slides and a pool area surrounded by lush greenery and palm trees.

2. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
5.0 star property
Wailea
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Dive into paradise at this Hawaiian resort with 4 outdoor pools, a waterslide, and poolside cocktail service.
The price is CA $835
CA $1,090 total
includes taxes & fees
Oct 21 - Oct 22
Wailea Beach Resort - Marriott, Maui
A resort pool area with sun loungers and umbrellas, surrounded by lush greenery and overlooking a body of water with a sunset in the background.

3. Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea
3.5 star property
Wailea
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Soak up the sun at this peaceful poolside oasis with free cabanas, hot tub, and just steps from Wailea Beach.
The price is CA $651
CA $773 total
includes taxes & fees
Oct 22 - Oct 23
Residence Inn by Marriott Maui Wailea
A pool with a waterfall feature, surrounded by palm trees and a stone structure.

4. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
Wailea
8.8 out of 10, Excellent, (1,006 reviews)
  • cleanliness
    Splashy paradise with 9 pools, a lazy river, and oceanfront views awaits at this luxury Hawaiian resort.
The price is CA $1,078
CA $1,372 total
includes taxes & fees
Oct 28 - Oct 29
Grand Wailea Maui, A Waldorf Astoria Resort
A swimming pool area with lounge chairs and umbrellas, surrounded by lush greenery and palm trees.

5. Grand Champions

Grand Champions
2.5 star property
Wailea
9.2 out of 10, Wonderful, (9 reviews)
  • cleanliness
    Wailea resort offers serenity with sun-drenched pool and hot tub, perfectly situated by golf greens.
The price is CA $45
CA $687 total
includes taxes & fees
Oct 16 - Oct 17
Grand Champions
A pool area with lounge chairs and umbrellas, surrounded by tropical plants and palm trees, overlooking a scenic view of the ocean and a mountain.

6. Hotel Wailea Maui

Hotel Wailea Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Plunge into luxury at this adults-only resort with a serene outdoor pool and beach shuttle service.
The price is CA $1,189
CA $1,496 total
includes taxes & fees
Oct 31 - Nov 1
Hotel Wailea Maui
A swimming pool with a turtle, surrounded by palm trees and a building with balconies.

7. Romantic 1 BR Condo with King Tempurpedic

Romantic 1 BR Condo with King Tempurpedic
Wailea
9.6 out of 10, Exceptional, (64 reviews)
The price is CA $224
CA $538 total
includes taxes & fees
Oct 21 - Oct 22
Romantic 1 BR Condo with King Tempurpedic
A pool area with lounge chairs, umbrellas, and palm trees.

8. Ekahi 27A: Priceless Ocean View from a Private Lanai

Ekahi 27A: Priceless Ocean View from a Private Lanai
Wailea
9.8 out of 10, Exceptional, (55 reviews)
The price is CA $235
CA $788 total
includes taxes & fees
Oct 16 - Oct 17
Ekahi 27A: Priceless Ocean View from a Private Lanai
A resort pool area with a view of the ocean and a golf course in the background.

9. Deal 245USD 11-5 thru 11-23 Walk to Beach & Pool FULL AC New77" & 55"OLED TV's

Deal 245USD 11-5 thru 11-23 Walk to Beach & Pool FULL AC New77" & 55"OLED TV's
Wailea
9.8 out of 10, Exceptional, (187 reviews)
The price is CA $306
CA $811 total
includes taxes & fees
Oct 17 - Oct 18
Deal 245USD 11-5 thru 11-23 Walk to Beach & Pool FULL AC New77" & 55"OLED TV's
A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.

10. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Splash into paradise at this beachfront resort with 3 outdoor pools, a swim-up bar, and a thrilling waterslide.
The price is CA $1,457
CA $1,823 total
includes taxes & fees
Oct 21 - Oct 22
Four Seasons Resort Maui at Wailea
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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Choose what matters most at hotels with a pool in Wailea

Breakfast included
4 stars

Price trends for hotels in Wailea

Less expensive
More expensive
This month
Next month
September
May
CA $442
CA $474
Month
Price
January
CA $876
February
CA $796
March
CA $572
April
CA $606
May
CA $1,117
June
CA $424
July
CA $524
August
CA $414
September
CA $400
October
CA $442
November
CA $474
December
CA $558
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

Palms at Wailea Maui

Palms at Wailea Maui

10/10 Excellent
"This was absolutely a five-star stay. Not only was the condo the cleanest I’ve ever seen, but it was stocked with everything you could possibly need. It had a lovely location right next to the pool, it had a perfect spot for sunset viewing, and it was close to a really nice area that had shops, grocery stores, restaurants, and beautiful beaches. I will definitely stay here again!!"
Nicole 5-night trip
Posted 21 hours ago
Palms at Wailea Maui

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. Four Seasons Resort Maui at Wailea: Resort, 6-minute walk from Wailea Beach. Provides 3 outdoor pools, a children's pool, and 3 restaurants. Fairmont Kea Lani Maui: Resort, 11-minute walk from Wailea Beach. Features 3 outdoor pools, a children's pool, and 6 restaurants. Andaz Maui at Wailea Resort - a concept by Hyatt: Resort located near Wailea Beach. Offers 4 restaurants, 5 outdoor pools, and 2 pool bars.
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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