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Discover Wailea Hotels with Inviting Swimming Pools

Wailea Beach Resort - Marriott, Maui

Wailea, HI
8.8

Fabulous

977 reviews

Luxury resort with 4 outdoor pools, spa services, and multiple dining options near Wailea Beach and Shops at Wailea.

Top rated

Pool

Parking

Free WiFi

from
$765
/ night

Four Seasons Resort Maui at Wailea

Wailea, HI
9.3

Superb

1,000 reviews

Luxury resort with 3 outdoor swimming pools, spa services, and multiple dining options near Wailea Beach.

Top rated

5-star

Pool

Parking

from
$1,076
/ night

Andaz Maui at Wailea Resort - A Concept by Hyatt

Wailea, HI
8.8

Fabulous

997 reviews

Luxury resort with 5 outdoor swimming pools, full-service spa, and fusion cuisine dining options near Wailea Beach.

Top rated

Pool

Parking

Free WiFi

from
$954
/ night

Residence Inn by Marriott Maui Wailea

Wailea, HI
8.7

Fabulous

941 reviews

Enjoy a luxurious stay with an outdoor pool, hot tub, and complimentary beach shuttle in Wailea, Hawaii.

Top rated

Pool

Parking

Free WiFi

from
$546
/ night

Hotel Wailea, Relais & Châteaux - Adults Only

Wailea, HI
9.1

Superb

1,000 reviews

Luxury adults-only resort with an outdoor pool, spa services, and fine dining in Wailea, Hawaii.

Top rated

5-star

Pool

Parking

from
$855
/ night

Mana Kai Maui - Official Onsite Rental Company

Wailea, HI
8

Good

999 reviews

Enjoy a beach getaway with an outdoor pool, fitness center, and bicycle rentals in Kihei, Hawaii.

Pool

Parking

Free WiFi

Free Parking

from
$305
/ night

Premier Collection at Grand Champions Wailea - Limited-Time Half Off

Wailea, HI

Spacious three-bedroom condo with golf course views, swimming pool, and hot tub in Wailea, ideal for families or groups.

Pool

Parking

Free WiFi

Free Parking

from
$491
/ night

~This is Wailea Living~

Wailea, HI
9.8

Exceptional

57 reviews

Top rated

Pool

Free WiFi

Air Conditioned

from
$257
/ night

Aston Maui Hill

Wailea, HI
8.8

Fabulous

800 reviews

Enjoy a stay with an outdoor pool, hot tub, and tennis courts near Kihei's beautiful beaches.

Top rated

Pool

Parking

Free WiFi

from
$339
/ night

Georgeous 5-Star Wailea Retreat! Paradise Awaits!

Wailea, HI
10

Exceptional

9 reviews

Top rated

Pool

Free WiFi

Air Conditioned

from
$519
/ night

Makena Surf, #b-304^ 2 Bedroom Condo by RedAwning

Wailea, HI

Pool

Free WiFi

Refrigerator

Beach (Nearby)

from
$1,584
/ night

Wailea Ekolu 503 Condo

Wailea, HI
9.2

Superb

20 reviews

Top rated

Pool

Refrigerator

from
$718
/ night

Wailea Grand Champions #148

Wailea, HI
9.7

Exceptional

8 reviews

Top rated

Pool

Free WiFi

Air Conditioned

from
$411
/ night

Grand Champions 101

Wailea, HI
9

Superb

4 reviews

Top rated

Pool

Parking

Free WiFi

from
$494
/ night

Hale Kamaole #144 - 1 Br Condo

Wailea, HI

Pool

Free WiFi

from
$397
/ night

Maui Wailea

Wailea, HI

Pool

Parking

Air Conditioned

Gym & fitness facilities

from
$1,536
/ night

Wailea Ekolu #407 1 Bedroom 2 Bathrooms Condo

Wailea, HI

Pool

Refrigerator

from
$462
/ night

Grand Champions 143

Wailea, HI

Pool

Spa & wellness services

Refrigerator

from
$197
/ night

Grand Champions 78 2 Bedrooms Golf View WiFi Pool Access Sleeps 4

Wailea, HI

Pool

Free WiFi

from
$358
/ night

Kamaole Sands 5-205

Wailea, HI

Pool

Parking

Air Conditioned

Gym & fitness facilities

from
$380
/ night

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