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 $730

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Check availability on Wailea Hotels with a Pool

Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for Wailea hotels with a pool

A swimming pool area with lounge chairs and umbrellas, surrounded by lush greenery and palm trees.

1. Grand Champions

Grand Champions
2.5 star property
Wailea
9.4 out of 10, Exceptional, (6 reviews)
  • cleanliness
    Wailea resort offers serenity with sun-drenched pool and hot tub, perfectly situated by golf greens.
The price is CA $110
CA $812 total
includes taxes & fees
Sep 2 - Sep 3
Grand Champions
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
9.2 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Dive into paradise at this Hawaiian resort with 4 outdoor pools, a waterslide, and poolside cocktail service.
The price is CA $803
CA $1,050 total
includes taxes & fees
Sep 3 - Sep 4
Wailea Beach Resort - Marriott, Maui
A poolside lounge area with outdoor seating, a fire feature, and umbrellas providing shade.

3. AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea
4.0 star property
Wailea
9.2 out of 10, Wonderful, (282 reviews)
  • cleanliness
    Dive into Maui's magical poolside paradise with mountain views and sunset cocktails.
The price is CA $624
CA $782 total
includes taxes & fees
Sep 6 - Sep 7
AC Hotel by Marriott Maui Wailea
A resort with a pool, palm trees, and a view of the ocean.

4. Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt
4.5 star property
Wailea
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Discover coastal luxury with 5 ocean-view pools where cabanas and loungers invite blissful relaxation beneath the Hawaiian sun.
The price is CA $1,111
CA $1,401 total
includes taxes & fees
Sep 27 - Sep 28
Andaz Maui at Wailea Resort - a concept by Hyatt
A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.

5. 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 $1,147
CA $1,453 total
includes taxes & fees
Sep 1 - Sep 2
Four Seasons Resort Maui at Wailea
A pool with a waterfall feature, surrounded by palm trees and a stone structure.

6. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
Wailea
8.6 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Splashy paradise with 9 pools, a lazy river, and oceanfront views awaits at this luxury Hawaiian resort.
The price is CA $1,017
CA $1,298 total
includes taxes & fees
Sep 13 - Sep 14
Grand Wailea Maui, A Waldorf Astoria Resort
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.

7. Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea
3.5 star property
Wailea
9.2 out of 10, Wonderful, (1,003 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 $615
CA $730 total
includes taxes & fees
Sep 6 - Sep 7
Residence Inn by Marriott Maui Wailea
A swimming pool with a turtle, surrounded by palm trees and a building with balconies.

8. Romantic 1 BR Condo with King Tempurpedic

Romantic 1 BR Condo with King Tempurpedic
Wailea
9.6 out of 10, Exceptional, (63 reviews)
The price is CA $219
CA $523 total
includes taxes & fees
Sep 6 - Sep 7
Romantic 1 BR Condo with King Tempurpedic
A swimming pool with a curved edge, surrounded by lounge chairs and umbrellas, with palm trees and flowering plants in the background.

9. Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝

Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝
Wailea
10.0 out of 10, Exceptional, (163 reviews)
The price is CA $263
CA $814 total
includes taxes & fees
Sep 6 - Sep 7
Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a multi-story building.

10. Wailea Grand Champions. Walk to shops, dining & golf. Nice Ocean View. From 225

Wailea Grand Champions. Walk to shops, dining & golf. Nice Ocean View. From 225
Wailea
9.6 out of 10, Exceptional, (72 reviews)
The price is CA $232
CA $716 total
includes taxes & fees
Sep 28 - Sep 29
Wailea Grand Champions. Walk to shops, dining & golf. Nice Ocean View. From 225
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
Next month
September
May
CA $400
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

Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

10/10 Excellent
"This, our second time staying at this resort, was even better than the first, mostly due to the outstanding hospitality across every staff person we encountered during our stay. Exceptional service consistently, from the valet team to the breakfast servers and beach shack attendants etc. The food, including the breakfast buffet and beach bar should also get top marks. With rising costs of vacations, these are the things that make a difference and deliver value for dollar."
Genhee 5-night trip
Posted 20 hours ago
Andaz Maui at Wailea Resort - a concept by Hyatt

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. Fairmont Kea Lani Maui: Resort, 11-minute walk from Wailea Beach. Offers 3 outdoor pools, a children's pool, and 6 restaurants. Wailea Beach Resort - Marriott, Maui: Resort, 10-minute walk from Wailea Beach. Provides 4 outdoor pools, a children's pool, and 4 restaurants. Four Seasons Resort Maui at Wailea: Resort, 6-minute walk from Wailea Beach. Features 3 outdoor pools, a children's pool, and 3 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 Polo Beach. Visitors to Wailea speak highly of the natural attractions, including the beautiful beaches.

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