Hotels with Pool & Resorts in Kaanapali Hillside from NZ$350

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Kaanapali Hillside Hotels with Pool

Next weekend
In two weeks

Best Kaanapali Hillside Hotels with Pool

Royal Lahaina Resort & Bungalows

4.0 star property
Lahaina
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
  • On the beach
  • Full-service spa
8.4 out of 10, Very good, (1529)
Surrounded by swaying palms, 2 outdoor pools become serene retreats after beach adventures. Complete with loungers, cabanas, and a poolside bar serving cold drinks, these aquatic havens complement the resort's tennis courts and full-service spa.
The price is NZ$561
includes taxes & fees
3 Dec - 4 Dec
Royal Lahaina Resort & Bungalows

Maui Beach Hotel

3.0 star property
Kahului
  • Outdoor pool
  • Pool loungers
  • On the beach
7.2 out of 10, Good, (1091)
Poolside relaxation meets oceanfront adventure at this hotel, where the outdoor swimming area features comfortable loungers just steps from pristine beaches. After swimming, guests can explore nearby hiking trails or enjoy the peaceful garden setting.
The price is NZ$431
includes taxes & fees
30 Nov - 1 Dec
Maui Beach Hotel

Maui Seaside Hotel

3.0 star property
Kahului
  • Outdoor pool
  • Pool loungers
  • On the beach
9.0 out of 10, Wonderful, (1172)
Poolside perfection combines with oceanfront serenity at this Maui retreat. Guests relax under umbrellas on comfortable loungers while soaking in stunning mountain and sea views. Beyond the sparkling waters, Tante's restaurant serves delicious island cuisine.
The price is NZ$485
includes taxes & fees
23 Nov - 24 Nov
Maui Seaside Hotel

Kohea Kai Hotel Maui

3.0 star property
North Kihei
  • Outdoor pool
  • Pool loungers
  • On the beach
8.6 out of 10, Excellent, (856)
Poolside loungers invite leisurely sunbathing sessions after exploring nearby Maui adventures. Guests appreciate the immaculate grounds, comfortable accommodation, and friendly staff who offer excellent local dining recommendations.
The price is NZ$425
includes taxes & fees
23 Nov - 24 Nov
Kohea Kai Hotel Maui

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
Lahaina
  • 4 outdoor pools
  • Pool loungers
  • On the beach
8.8 out of 10, Excellent, (2860)
Surrounded by stunning mountain vistas, families discover aquatic adventures at multiple pools including a kids' waterslide. Steps away from world-class snorkelling beaches where sea turtles frequent, this resort pairs water fun with beachfront dining.
The price is NZ$1,429
includes taxes & fees
22 Nov - 23 Nov
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Kaanapali Beach Resort

3.5 star property
Lahaina
  • Outdoor pool
  • Pool loungers
  • On the beach
9.0 out of 10, Wonderful, (1450)
Aquatic adventures begin at the outdoor pool, where sun loungers beckon beneath swaying palms. Stepping beyond reveals beachfront dining, water sports, and evening firepit gatherings, all complemented by stunning ocean views and attentive service.
The price is NZ$602
includes taxes & fees
1 Dec - 2 Dec
OUTRIGGER Kaanapali Beach Resort

Hilton Vacation Club Ka'anapali Beach Maui

4.0 star property
Kaanapali
  • Outdoor pool
  • Poolside bar
  • Children's pool
  • On the beach
9.0 out of 10, Wonderful, (1002)
Crystalline waters beckon at the spacious outdoor pool complex featuring separate children's swimming areas. Guests savour cold drinks from the poolside bar while marine life frolics along the uncrowded beach just steps away.
The price is NZ$590
includes taxes & fees
21 Nov - 22 Nov
Hilton Vacation Club Ka'anapali Beach Maui

The Westin Maui Resort & Spa, Ka'anapali

4.5 star property
Lahaina
  • 3 outdoor pools
  • Poolside bar
  • Pool loungers
  • On the beach
  • Hot tub
9.0 out of 10, Wonderful, (1005)
Splashing adventures await at three spectacular outdoor pools featuring a thrilling waterslide and serene adults-only section. Poolside cabanas, loungers, and a swim-up bar complement the luxury spa, beachfront dining, and magnificent sunset views.
The price is NZ$1,023
includes taxes & fees
6 Dec - 7 Dec
The Westin Maui Resort & Spa, Ka'anapali

Hampton Inn & Suites Maui North Shore

3.0 star property
Kahului
  • Outdoor pool
  • On the beach
9.2 out of 10, Wonderful, (129)
Sparkling bay views complement the refreshing outdoor pool at this north shore retreat. Surrounded by pristine beaches and cultural attractions, guests enjoy complimentary breakfast after workouts in the 24-hour fitness centre.
The price is NZ$713
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn & Suites Maui North Shore

Napili Village Hotel

3.0 star property
Lahaina
  • Outdoor pool
  • Near the beach
9.0 out of 10, Wonderful, (126)
Surrounded by lush gardens, the sparkling outdoor pool offers a tranquil alternative to nearby beach adventures. This quiet aparthotel combines clean accommodation with fully-equipped kitchenettes, creating the perfect balance of convenience and island serenity.
The price is NZ$350
includes taxes & fees
8 Dec - 9 Dec
Napili Village Hotel
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.

Top Kaanapali Hillside Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodation options with pools in Kaanapali Hillside?
Royal Lahaina Resort & Bungalows: Hotel, 8-minute walk from Kaanapali Beach. Features a full-service spa, 2 outdoor swimming pools and 2 bars. OUTRIGGER Kaanapali Beach Resort: Resort, 6-minute walk from Kaanapali Beach. Offers cabanas (surcharge), an outdoor pool and a snack bar/deli. The Westin Maui Resort & Spa, Ka'anapali: Hotel steps from Whalers Village. Provides 2 restaurants, 3 outdoor swimming pools and a full-service spa. The Ritz-Carlton Maui, Kapalua: Resort located near Napili Bay. Features 3 outdoor swimming pools, a children's pool and 6 restaurants. Hilton Vacation Club Ka'anapali Beach Maui: Hotel located near Kaanapali Beach. Offers a children's pool, an outdoor pool and a snack bar/deli.
What is there to see and do in Kaanapali Hillside?
Explore places such as Kaanapali Beach while you're in the area. Make a point to visit attractions such as Kahana Beach and Maui Nui Botanical Gardens.
When is the best time to book a hotel with a pool in Kaanapali Hillside?
Taking the local weather in Kaanapali Hillside into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually September and August, with an average temperature of 25°C, while the coldest months are February and March, with an average of 23°C. Average annual precipitation for Kaanapali Hillside is 224 mm.