Wailea vs. Ka'anapali: Which Resort Area is Better?

Wailea vs. Kaanapali

Maui covers more than 727 square miles and is home to more than 164,000 people. The landscape is diverse with stunning beaches, tropical forests, volcanic formations, and numerous towns and small communities. As you plan your upcoming trip or plan for a purchase on Maui, you understandably want to be close to top-rated activities and hot spots.

West and South Maui are both popular destinations for visitors, and Wailea and Kaanapali in these regions are both brimming with things to do when you visit the island. Before choosing a specific Maui resort to stay at, a closer look at the differences between Wailea and Kaanapali can be very helpful.

Wailea: A Premier Maui Resort Community

Wailea Maui

Located on the southern side of the island, Wailea is home to top-rated resorts like Fairmont Kea Lani, Grand Wailea Waldorf Astoria, Four Seasons Maui, Wailea Beach Resort Marriott, and others. There are also numerous condos in Wailea and homes available for sale or rent.

Widely considered to be the most luxurious part of Maui, Wailea is home to several world-class beaches and offers amazing views of Molokini Crater from many vantage points. 

Outdoor Activities

South of Wailea, you can relax under the sun and take advantage of South Maui’s great weather at Makena Beach and Maluaka Beach. Just north of this resort community, you will find Keawakapu Beach. At Wailea beaches, you can enjoy whale watching, snorkeling, kayaking and sunbathing.

In some locations, surfing lessons for beginners and more advanced surfers are available.

Wailea offers you numerous other opportunities for relaxation and fun when you visit Maui. It is home to some of the island’s top golf courses. These include Wailea Golf Club, the Kea Lani Golf Course, and the Makena Golf and Beach Club.

You can admire amazing coastal views on the Wailea Coastal Walkway. This 1.5-mile walking path takes you by hibiscus trees and wildflowers between Polo Beach and Ulua Beach. The King's Highway Trail, which is also called the Hoapili Trail, takes you by impressive lava rock formations and historical sites. 

Is Wailea sunnier than Kaanapali?

Many visitors prefer Wailea over Kaanapali because of its weather. Wailea, located in the south,  experiences less rain than Kaanapali. However, Kaanapali's rainy season is typically from November to April, so during the rest of the year you shouldn't have much of a problem with rain. 

Cultural Experiences

Several luaus are available for an unforgettable cultural experience with dancing and local food, including the famed Grand Luau at Honua’ula.

Other opportunities for enjoying your time in Wailea include indulging in a spa treatment at a local resort, exploring the high-end Shops at Wailea, playing at the Wailea Tennis Club, touring Turtle Town, dining at the area's best restaurants and more.

There are numerous tours departing from Wailea and nearby Kihei. These include snorkeling trips to Molokini, the Road to Hana tour, sunset dinner cruises and whale-watching cruises. While visiting nearby Kihei, you can stroll along the Kealia Coastal Boardwalk at the Kealia Pond National Wildlife Refuge and learn about aquatic life at the Humpback Whale Sanctuary.

The state’s largest and most well-known craft brewery, the Maui Brewing Company, offers tours and a tasting room. There are also several popular beaches in Kihei to enjoy, including the Kamaole Beaches, Keawakapu Beach, and Waipuilani Park.

Whether you choose to stay at a resort, in a Wailea condo or a vacation home, you will appreciate the variety of activities and attractions nearby.

Wailea Real Estate For Sale

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Kaanapali: World-Famous Beaches and Hawaiian Culture

Ka'anapali Maui

Kaanapali is located on Maui’s west coast, only a short drive north of Lahaina. Kaanapali is a planned resort community with a laid-back ambiance

Resort Experiences in Ka'anapali

In addition to the numerous rental condos and homes available in Kaanapali, several resorts are available.

If you choose to stay in Kaanapali, the Royal Lahaina Resort and Bungalows, the Sheraton Maui Resort and Spa and the Honua Kai are great options to consider.

Outdoor Activities

Kaanapali Beach is regarded as one of the top beaches on the island due to its soft sands that extend into the water. The beach spans three miles and boasts crystal-clear water and lifeguard coverage. Several resorts and the Whalers Village retail complex have frontage on the beach.

Whalers Village features a whaling museum, top-rated restaurants, shops, and entertainment. Each day, cliff divers perform at Black Rock on Kaanapali Beach.

This performance pays tribute to a famed Hawaiian king. Other activities near the beach are ziplining, sailing adventures, dinner cruises, and whale watching.

Kaanapali Real Estate For Sale

Short Term Rental
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$2,250,000

↓ $50,000

Mahana 501

110 Kaanapali Shores Pl 501, Kaanapali

2 Beds 2 Baths 1,178 SqFt Residential MLS® # 405779

Days on Market: 504

Maui Paradise Properties LLC 808-661-1535

Short Term Rental
Listing Image for 2481 Kaanapali Pkwy 919l 1 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 2 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 3 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 4 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 5 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 6 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 7 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 8 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 9 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 10 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 11 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 12 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 13 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 14 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 15 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 16 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 17 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 18 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 19 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 20 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 21 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 22 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 23 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 24 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 25 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 26 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 27 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 28 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 29 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 30 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 31 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 32 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 33 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 34 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 35 of 36 Listing Image for 2481 Kaanapali Pkwy 919l 36 of 36

$69,500

↓ $5,500

Whaler 919L

2481 Kaanapali Pkwy 919l, Kaanapali

1 Bed 1 Bath 901 SqFt Residential Income MLS® # 402276

Days on Market: 846

Keller Williams Realty Maui-L Cell: 808-870-2525

Short Term Rental
Listing Image for 2481 Kaanapali Pkwy 415 1 of 24 Listing Image for 2481 Kaanapali Pkwy 415 2 of 24 Listing Image for 2481 Kaanapali Pkwy 415 3 of 24 Listing Image for 2481 Kaanapali Pkwy 415 4 of 24 Listing Image for 2481 Kaanapali Pkwy 415 5 of 24 Listing Image for 2481 Kaanapali Pkwy 415 6 of 24 Listing Image for 2481 Kaanapali Pkwy 415 7 of 24 Listing Image for 2481 Kaanapali Pkwy 415 8 of 24 Listing Image for 2481 Kaanapali Pkwy 415 9 of 24 Listing Image for 2481 Kaanapali Pkwy 415 10 of 24 Listing Image for 2481 Kaanapali Pkwy 415 11 of 24 Listing Image for 2481 Kaanapali Pkwy 415 12 of 24 Listing Image for 2481 Kaanapali Pkwy 415 13 of 24 Listing Image for 2481 Kaanapali Pkwy 415 14 of 24 Listing Image for 2481 Kaanapali Pkwy 415 15 of 24 Listing Image for 2481 Kaanapali Pkwy 415 16 of 24 Listing Image for 2481 Kaanapali Pkwy 415 17 of 24 Listing Image for 2481 Kaanapali Pkwy 415 18 of 24 Listing Image for 2481 Kaanapali Pkwy 415 19 of 24 Listing Image for 2481 Kaanapali Pkwy 415 20 of 24 Listing Image for 2481 Kaanapali Pkwy 415 21 of 24 Listing Image for 2481 Kaanapali Pkwy 415 22 of 24 Listing Image for 2481 Kaanapali Pkwy 415 23 of 24 Listing Image for 2481 Kaanapali Pkwy 415 24 of 24

$999,000

↓ $96,000

Whaler 415

2481 Kaanapali Pkwy 415, Kaanapali

0 Beds 1 Bath 523 SqFt Residential MLS® # 405710

Days on Market: 525

Berkshire Hathaway Maui Prop-L

Short Term Rental
Listing Image for 3445 Lower Honoapiilani Rd 428 1 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 2 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 3 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 4 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 5 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 6 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 7 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 8 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 9 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 10 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 11 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 12 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 13 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 14 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 15 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 16 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 17 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 18 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 19 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 20 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 21 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 22 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 23 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 24 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 25 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 26 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 27 of 28 Listing Image for 3445 Lower Honoapiilani Rd 428 28 of 28

$825,000

Kaanapali Shores 428

3445 Lower Honoapiilani Rd 428, Kaanapali

1 Bed 1 Bath 717 SqFt Residential MLS® # 405509

Days on Market: 528

Hawaii Life (W) Cell: 808-283-2222

Buying Real Estate on Maui

Buying Real Estate on Maui

Read Evan's complete guide to buying a home or condo on Maui.

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Listing Image for 2481 Kaanapali Pkwy 1219/b 1 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/b 2 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/b 3 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/b 4 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/b 5 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/b 6 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/b 7 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/b 8 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/b 9 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/b 10 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/b 11 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/b 12 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/b 13 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/b 14 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/b 15 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/b 16 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/b 17 of 17

$56,000

↓ $10,000

Whaler 1219/B

2481 Kaanapali Pkwy 1219/b, Kaanapali

1 Bed 1 Bath 901 SqFt Residential Income MLS® # 401153

Days on Market: 947

Monte D Fitts REALTOR

Listing Image for 2481 Kaanapali Pkwy 1219/c 1 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/c 2 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/c 3 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/c 4 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/c 5 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/c 6 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/c 7 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/c 8 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/c 9 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/c 10 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/c 11 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/c 12 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/c 13 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/c 14 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/c 15 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/c 16 of 17 Listing Image for 2481 Kaanapali Pkwy 1219/c 17 of 17

$56,000

↓ $10,000

Whaler 1219/C

2481 Kaanapali Pkwy 1219/c, Kaanapali

1 Bed 1 Bath 901 SqFt Residential Income MLS® # 401154

Days on Market: 947

Monte D Fitts REALTOR

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Final Thoughts

With incredible experiences and attractions to enjoy throughout the island, where you stay in Maui is an important consideration when planning your trip. Both Kaanapali and Wailea offer many resorts, condos, and homes to stay at for your upcoming trip.

Get In Touch With Evan!

Evan Harlow Maui

Evan Harlow ranks among the best real estate agents on Maui annually and is in the top 1% of Coldwell Banker agents worldwide in production. Evan has the expertise, experience, and work ethic to help you achieve your real estate buying and selling goals. We promise exceptional service and support from the beginning of the process through closing and beyond. See what Evan's clients are saying on Google.

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