Find Hotels with a Pool in Maalaea, HI from CA $500

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Check availability on Maalaea Hotels with a Pool

Next weekend
Jun 5 - Jun 7
In two weeks
Jun 12 - Jun 14

Our top choices for Maalaea hotels with a pool

Outdoor pool

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Wailuku
9.6 out of 10, Exceptional, (170 reviews)
  • cleanliness
    Serene oceanfront oasis with spectacular views of Maalaea Bay, where guests can relax poolside just steps from the water.
The price is CA $164
CA $523 total
includes taxes & fees
Jun 12 - Jun 13
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Property grounds

Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.4 out of 10, Exceptional, (58 reviews)
The price is CA $283
CA $1,207 total
includes taxes & fees
Jun 12 - Jun 13
Bright, Beautiful, Remodeled Island Sands 505 Condo
Exterior

Simply Amazing Oceanfront Condo! Milowai 310

Simply Amazing Oceanfront Condo! Milowai 310
Wailuku
10.0 out of 10, Exceptional, (21 reviews)
The price is CA $221
CA $745 total
includes taxes & fees
Jun 3 - Jun 4
Simply Amazing Oceanfront Condo! Milowai 310
Pool

Direct Beachfront with Spectacular Oceanviews!

Direct Beachfront with Spectacular Oceanviews!
Wailuke
9.6 out of 10, Exceptional, (55 reviews)
The price is CA $400
CA $500 total
includes taxes & fees
Jun 15 - Jun 16
Direct Beachfront with Spectacular Oceanviews!
Outdoor dining

Oceanfront condo with pool & balcony - walk to dining, activities, and more

Oceanfront condo with pool & balcony - walk to dining, activities, and more
Wailuku
9.4 out of 10, Exceptional, (132 reviews)
The price is CA $232
CA $902 total
includes taxes & fees
Jun 5 - Jun 6
Oceanfront condo with pool & balcony - walk to dining, activities, and more
Pool

Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach

Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach
Wailuku
10.0 out of 10, Exceptional, (1 review)
The price is CA $200
CA $550 total
includes taxes & fees
Jun 4 - Jun 5
Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach
Pool

Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (43 reviews)
The price is CA $255
CA $657 total
includes taxes & fees
Jun 2 - Jun 3
Romantic Beachfront Getaway
A heated pool

*Maalaea Banyans 104* NEW LISTING Maui Stunning Prime Ocean Front with hot tub!

*Maalaea Banyans 104* NEW LISTING Maui Stunning Prime Ocean Front with hot tub!
Maalaea
The price is CA $234
CA $989 total
includes taxes & fees
Jun 2 - Jun 3
*Maalaea Banyans 104* NEW LISTING Maui Stunning Prime Ocean Front with hot tub!
A heated pool

VIEWS VIEWS VIEWS ~ Bliss on the Bay

VIEWS VIEWS VIEWS ~ Bliss on the Bay
Wailuku
8.0 out of 10, Very good, (1 review)
The price is CA $372
CA $812 total
includes taxes & fees
Jun 2 - Jun 3
VIEWS VIEWS VIEWS ~ Bliss on the Bay
Exterior

Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach

Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach
Wailuku
9.2 out of 10, Wonderful, (7 reviews)
The price is CA $371
CA $771 total
includes taxes & fees
Jun 9 - Jun 10
Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach
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 Maalaea

Breakfast included
Hot tub

Top Maalaea Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"Great place to stay, lots of restaurants and things to do. Rooms are big, staff are nice and helpful, pool is top notch. Highly recommend"
Brittany 8-night trip
Posted 2 hours ago
Grand Wailea Maui, A Waldorf Astoria Resort

Frequently asked questions

What are some accommodations with pools in Maalaea?
The Westin Maui Resort & Spa, Ka'anapali: Hotel steps from Whalers Village. Features 2 restaurants, 3 outdoor pools, and a full-service spa. Grand Wailea Maui, A Waldorf Astoria Resort: Resort, 9-minute walk from Wailea Beach. Offers 9 outdoor pools, a children's pool, and a lazy river. Hilton Vacation Club Ka'anapali Beach Maui: Hotel located near Kaanapali Beach. Provides a children's pool, an outdoor pool, and a snack bar/deli. Maui Coast Hotel: Hotel located near Wailea Beach. Features 2 outdoor pools, a children's pool, and 2 restaurants. Fairmont Kea Lani Maui: Resort, 11-minute walk from Wailea Beach. Offers 3 outdoor pools, a children's pool, and 6 restaurants.
What is there to see and do in Maalaea?
Explore places like Kaanapali Beach, Wailea Beach, and Whalers Village while you're in the area. Enjoy a stroll along the shore at Maalaea Beach and Maalaea Bay Beaches. The seaside, whale watching, and snorkeling are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Maalaea?
Taking into account the local weather in Maalaea is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually September and August with an average temp of 78°F, while the coldest months are February and January with an average of 73°F. Average annual precipitation for Maalaea is 11 inches.

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