Where to Rest

Hotels with a Pool in Wailea

15 places to stay in Wailea, HI — ranked by guest rating, with photos, amenities and booking links.

All places to stay in WaileaSpa (9)Family (2)Beachfront (11)Parking (7)Gym (6)Breakfast included (5)Cheap (1)Best for families (2)Remote-work friendly (1)Quiet stays (37)
Pineapple Inn Maui, Holiday Home in WaileaHoliday Home
Pineapple Inn Maui★★★
3170 Akala Dr, Kihei, HI 96753
★ 4.9 (80)
BreakfastSwimming pool
Four Seasons Resort Maui at Wailea, Hotel in WaileaHotel
Four Seasons Resort Maui at Wailea★★★★★
3900 Wailea Alanui Dr, Kihei, HI 96753
★ 4.7 (2675)
BeachfrontBreakfastSwimming pool
Wailea Elua Village - A CoralTree Residence Collection, Hotel in WaileaHotel
Wailea Elua Village - A CoralTree Residence Collection★★★★
3600 Wailea Alanui Dr, Wailea-Makena, HI 96753
★ 4.7 (243)
BeachfrontSwimming pool
The Maui Escape, Holiday Home in WaileaHoliday Home
The Maui Escape
3800 Wailea Alanui Dr, Wailea, HI 96753
★ 4.7 (3)
BeachfrontSwimming pool
Wailea Beach Resort - Marriott, Maui, Hotel in WaileaHotel
Wailea Beach Resort - Marriott, Maui★★★★
3700 Wailea Alanui Dr, Wailea, HI 96753
★ 4.6 (4172)inexpensive
Swimming pool
Wailea Ekahi Village - A CoralTree Residence Collection, Resort in WaileaResort
Wailea Ekahi Village - A CoralTree Residence Collection★★★
3300 Wailea Alanui Dr, Kihei, HI 96753
★ 4.6 (468)
BeachfrontSwimming pool
Wailea Grand Champions - CoralTree Residence Collection, Resort in WaileaResort
Wailea Grand Champions - CoralTree Residence Collection★★★★
155 Wailea Ike Pl, Wailea, HI 96753
★ 4.6 (417)
Swimming pool
Wailea Ekolu Village - A CoralTree Residence Collection, Resort in WaileaResort
Wailea Ekolu Village - A CoralTree Residence Collection★★★★
10 Wailea Ekolu Pl, Kihei, HI 96753
★ 4.6 (274)
Swimming pool
Polo Beach Club - A CoralTree Residence Collection, Resort in WaileaResort
Polo Beach Club - A CoralTree Residence Collection★★★★
4400 Makena Alanui, Wailea, HI 96753
★ 4.6 (106)
BeachfrontSwimming pool
Mana Kai Maui, Hotel in WaileaHotel
Mana Kai Maui★★★
2960 South Kihei Drive, Kihei
★ 4.5 (937)
Swimming pool
Kamaole Sands, Resort in WaileaResort
Kamaole Sands★★★★
2695 S Kihei Rd, Kihei, HI 96753
★ 4.4 (1702)
BeachfrontSwimming pool
Maui Banyan Resort, Resort in WaileaResort
Maui Banyan Resort★★★
2575 S Kihei Rd, Wailea, HI 96753
★ 4.3 (32)
Swimming pool
Maui Banyan Vacation Club, Hotel in WaileaHotel
Maui Banyan Vacation Club★★★★
2575 S Kihei Rd O, Wailea, HI 96753
★ 4.2 (220)
Swimming pool
Hotel
Grand Wailea
Swimming poolBeachfront
Hotel
Wailea Beach Villas Resort
Swimming poolBeachfront

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