Wailea Hotels with Pools
If you want a relaxing stay, pick a hotel in Wailea that has a pool. You can swim or rest by the water anytime you like. Look for places with well-kept pools to improve your experience.
Trip.com Featured hotels with Swimming Pools in Wailea
1. Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort
• With a rating of 8.9/10 from 136 reviews.
• Convenient to Wailea Beach, only 0.26 km.
2. Aston Maui Hill
• Rated 8.8/10 based on 106 reviews.
• Convenient to Blue Water Rafting, only 0.3 km.
3. Four Seasons Resort Maui at Wailea
• Rated 8/10 from 116 reviews.
• Next Health IV Therapy in Maui is only 0.02 km away.
The above hotel prices are based on Trip.com for September 8-September 14.
Enter your dates to find hotels with swimming pools in Wailea where you can swim, relax, and recharge.
Swipe down to view more
Filter by:
Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+Top Hotels with Pools in Wailea
Check out our recommended hotels with pools in Wailea.
Most Booked
Lowest price
Closest to downtown
Highest Rated
94
Very Good
117 reviews
8.7/10
1 night
From £304
99+
Great
107 reviews
9.1/10
1 night
From £689
99+
Very Good
106 reviews
8.8/10
1 night
From £214
99+
Good
102 reviews
7.8/10
1 night
From £141
99+
Very Good
46 reviews
8.9/10
99+
Very Good
102 reviews
8.7/10
1 night
From £389
99+
Hotels in Wailea
Featured facilities: Pool, Private beach area, Water park
Very Good
40 reviews
8.6/10
1 night
From £428
99+
Great
109 reviews
9.2/10
1 night
From £340
99+
Hotels in Wailea
Featured facilities: Pool, Public beach, Water park
Very Good
136 reviews
8.9/10
1 night
From £414
99+
Hotels in Wailea
Featured facilities: Pool, Private beach area, Bar
Very Good
116 reviews
8.0/10
1 night
From £612
FAQs
Where is the best place for a stay with Swimming Pools in Wailea?
Whether you are traveling to Wailea for business or fun, Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort (from £468) , Aston Maui Hill (from £214) and Four Seasons Resort Maui at Wailea (from £610) are all preferred hotels.
What’s the typical price for hotels with Swimming Pools in Wailea?
For hotels with Swimming Pools in Wailea, the average price on weekdays is £1,702, and the average price on weekends (Friday–Saturday) is £1,773.
What's the best high-end place with Swimming Pools to stay in Wailea?
There are many luxury hotels with Swimming Pools in Wailea. Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort (from £468), Four Seasons Resort Maui at Wailea (from £610) and Wailea Beach Resort - Marriott, Maui (from £393) are very popular.
What are some great hotel promotions for property with Swimming Pools in Wailea?
Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.
Wailea Hotels with Pools Information
| Total properties | 173 |
|---|---|
| Number of reviews | 2,773 |
| Highest price | £1,769 |
| Lowest price | £431 |
| Weekday Avg. Price | £1,702 |
| Weekend Avg. Price | £1,773 |
Keep Exploring
More Accommodation Types
Mountain view hotels in Wailea, best Mountain view in Wailea, unique stays in Wailea, themed hotels in Wailea, cheap Mountain view hotels in Wailea, Mountain view hotel deals in WaileaBeach hotels in Wailea, best Beach in Wailea, unique stays in Wailea, themed hotels in Wailea, cheap Beach hotels in Wailea, Beach hotel deals in Waileahotels with WiFi Wailea, Wailea hotels with WiFi, Wailea hotels with WiFi deals, Wailea hotels with WiFi dealsVillas in Wailea, cheap Villas in Wailea, Wailea Villas deals, best Wailea Villas offers, Wailea Villas promotionshotels with Pools Wailea, Wailea hotels with Pools, Wailea hotels with Pools deals, Wailea hotels with Pools dealshotels with Gym Wailea, Wailea hotels with Gym, Wailea hotels with Gym deals, Wailea hotels with Gym dealsLuxury hotels in Wailea, best Luxury in Wailea, unique stays in Wailea, themed hotels in Wailea, cheap Luxury hotels in Wailea, Luxury hotel deals in WaileaApartments in Wailea, cheap Apartments in Wailea, Wailea Apartments deals, best Wailea Apartments offers, Wailea Apartments promotionsBed and Breakfasts in Wailea, cheap Bed and Breakfasts in Wailea, Wailea Bed and Breakfasts deals, best Wailea Bed and Breakfasts offers, Wailea Bed and Breakfasts promotionsFamily friendly hotels in Wailea, best Family friendly in Wailea, unique stays in Wailea, themed hotels in Wailea, cheap Family friendly hotels in Wailea, Family friendly hotel deals in Waileahotels with bar Wailea, Wailea hotels with bar, Wailea hotels with bar deals, Wailea hotels with bar dealsRomantic hotels in Wailea, best Romantic in Wailea, unique stays in Wailea, themed hotels in Wailea, cheap Romantic hotels in Wailea, Romantic hotel deals in WaileaSea view hotels in Wailea, best Sea view in Wailea, unique stays in Wailea, themed hotels in Wailea, cheap Sea view hotels in Wailea, Sea view hotel deals in WaileaBoutique hotels in Wailea, best Boutique in Wailea, unique stays in Wailea, themed hotels in Wailea, cheap Boutique hotels in Wailea, Boutique hotel deals in Waileahotels with breakfast Wailea, Wailea hotels with breakfast, Wailea hotels with breakfast deals, Wailea hotels with breakfast dealshotels with spa Wailea, Wailea hotels with spa, Wailea hotels with spa deals, Wailea hotels with spa dealshotels with Hot Tubs Wailea, Wailea hotels with Hot Tubs, Wailea hotels with Hot Tubs deals, Wailea hotels with Hot Tubs dealshotels with Balcony Wailea, Wailea hotels with Balcony, Wailea hotels with Balcony deals, Wailea hotels with Balcony dealsPet friendly hotels in Wailea, best Pet friendly in Wailea, unique stays in Wailea, themed hotels in Wailea, cheap Pet friendly hotels in Wailea, Pet friendly hotel deals in Waileahotels with parking Wailea, Wailea hotels with parking, Wailea hotels with parking deals, Wailea hotels with parking deals
Hotels Near Popular Attractions
Most Viewed Hotels
Spacious Lanai and Luxurious Pools - Stunning Ocean View RetreatResidence Inn Maui WaileaOcean Views and Luxury Amenities - Stunning Coastal SanctuaryWailea Ekahi 27B - Two Bedroom Condo with Ocean ViewUnobstructed Views – Prime Location - Steps To Beach - Newly RenovatedSPECIAL RATE! - All New, Beautifully Renovated 5th Floor Condo, Amazing Views!Kamaole Sands 10-307, Ocean View, Large Lanai, Twin Murphy Beds, Split-AC, Wi-FiBeachfront 1-Bedroom Corner Condo on Kameole Beach II, with Two Ocean Views.Ocean Views | Across from Kamaole III Beach | 1,300+ Sq Ft | Pool | 2 Bed + LoftBeautiful Kamaole Beach Park two bed two bath CondoCozy Ground Floor Condo at Kihei Akahi C-108 with A/CLuxurious Condo with Pool and Tennis Courts - Gorgeous Ocean ViewEnjoy Our Private 2 Br/2 BA Vacation Home!Hale Kamaole 127Resort Studio Getaway with 2 Beds - Walk to Beach, Shops, Dining, AC, WifiWailea Elua 808 - Scenic Ocean Views, Classic Wailea Charm, Central AC, Wi-FiModern & Central Oceanview VistasKamaole Sands 1-403 - Ultimate getaway! Spacious 2/2 with split AC, Large LanaiStunning Garden Views and Pool Access - Beautiful Ground Floor RetreatTropical Oasis with Daily Activities - Spacious and Stylish Getaway