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

In Escrow Short Term Rental
Listing Image for 100 Nohea Kai Dr 0504 51-52 1 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 2 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 3 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 4 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 5 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 6 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 7 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 8 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 9 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 10 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 11 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 12 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 13 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 14 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 15 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 16 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 17 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 18 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 19 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 20 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 21 of 22 Listing Image for 100 Nohea Kai Dr 0504 51-52 22 of 22

$400,000

Marriott Maui Ocean Club 0504 51-52

100 Nohea Kai Dr 0504 51-52, Kaanapali

3 Beds 3 Baths 1,619 SqFt Residential Income MLS® # 408272

Days on Market: 256

Maui Resort Realty Cell: 808-281-6619

Listing Image for 2481 Kaanapali Pkwy 216r 1 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 2 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 3 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 4 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 5 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 6 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 7 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 8 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 9 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 10 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 11 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 12 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 13 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 14 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 15 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 16 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 17 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 18 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 19 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 20 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 21 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 22 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 23 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 24 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 25 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 26 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 27 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 28 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 29 of 30 Listing Image for 2481 Kaanapali Pkwy 216r 30 of 30

$16,500

Whaler 216R

2481 Kaanapali Pkwy 216r, Kaanapali

0 Beds 1 Bath 542 SqFt Residential Income MLS® # 404659

Days on Market: 606

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

Short Term Rental
Listing Image for 150 Puukolii Rd 59 1 of 22 Listing Image for 150 Puukolii Rd 59 2 of 22 Listing Image for 150 Puukolii Rd 59 3 of 22 Listing Image for 150 Puukolii Rd 59 4 of 22 Listing Image for 150 Puukolii Rd 59 5 of 22 Listing Image for 150 Puukolii Rd 59 6 of 22 Listing Image for 150 Puukolii Rd 59 7 of 22 Listing Image for 150 Puukolii Rd 59 8 of 22 Listing Image for 150 Puukolii Rd 59 9 of 22 Listing Image for 150 Puukolii Rd 59 10 of 22 Listing Image for 150 Puukolii Rd 59 11 of 22 Listing Image for 150 Puukolii Rd 59 12 of 22 Listing Image for 150 Puukolii Rd 59 13 of 22 Listing Image for 150 Puukolii Rd 59 14 of 22 Listing Image for 150 Puukolii Rd 59 15 of 22 Listing Image for 150 Puukolii Rd 59 16 of 22 Listing Image for 150 Puukolii Rd 59 17 of 22 Listing Image for 150 Puukolii Rd 59 18 of 22 Listing Image for 150 Puukolii Rd 59 19 of 22 Listing Image for 150 Puukolii Rd 59 20 of 22 Listing Image for 150 Puukolii Rd 59 21 of 22 Listing Image for 150 Puukolii Rd 59 22 of 22

$995,000

Kaanapali Plantation 59

150 Puukolii Rd 59, Kaanapali

1 Bed 2 Baths 1,089 SqFt Residential MLS® # 408211

Days on Market: 265

Berkshire Hathaway Maui Prop-L

Listing Image for 137 Anapuni Loop 1 of 47 Listing Image for 137 Anapuni Loop 2 of 47 Listing Image for 137 Anapuni Loop 3 of 47 Listing Image for 137 Anapuni Loop 4 of 47 Listing Image for 137 Anapuni Loop 5 of 47 Listing Image for 137 Anapuni Loop 6 of 47 Listing Image for 137 Anapuni Loop 7 of 47 Listing Image for 137 Anapuni Loop 8 of 47 Listing Image for 137 Anapuni Loop 9 of 47 Listing Image for 137 Anapuni Loop 10 of 47 Listing Image for 137 Anapuni Loop 11 of 47 Listing Image for 137 Anapuni Loop 12 of 47 Listing Image for 137 Anapuni Loop 13 of 47 Listing Image for 137 Anapuni Loop 14 of 47 Listing Image for 137 Anapuni Loop 15 of 47 Listing Image for 137 Anapuni Loop 16 of 47 Listing Image for 137 Anapuni Loop 17 of 47 Listing Image for 137 Anapuni Loop 18 of 47 Listing Image for 137 Anapuni Loop 19 of 47 Listing Image for 137 Anapuni Loop 20 of 47 Listing Image for 137 Anapuni Loop 21 of 47 Listing Image for 137 Anapuni Loop 22 of 47 Listing Image for 137 Anapuni Loop 23 of 47 Listing Image for 137 Anapuni Loop 24 of 47 Listing Image for 137 Anapuni Loop 25 of 47 Listing Image for 137 Anapuni Loop 26 of 47 Listing Image for 137 Anapuni Loop 27 of 47 Listing Image for 137 Anapuni Loop 28 of 47 Listing Image for 137 Anapuni Loop 29 of 47 Listing Image for 137 Anapuni Loop 30 of 47 Listing Image for 137 Anapuni Loop 31 of 47 Listing Image for 137 Anapuni Loop 32 of 47 Listing Image for 137 Anapuni Loop 33 of 47 Listing Image for 137 Anapuni Loop 34 of 47 Listing Image for 137 Anapuni Loop 35 of 47 Listing Image for 137 Anapuni Loop 36 of 47 Listing Image for 137 Anapuni Loop 37 of 47 Listing Image for 137 Anapuni Loop 38 of 47 Listing Image for 137 Anapuni Loop 39 of 47 Listing Image for 137 Anapuni Loop 40 of 47 Listing Image for 137 Anapuni Loop 41 of 47 Listing Image for 137 Anapuni Loop 42 of 47 Listing Image for 137 Anapuni Loop 43 of 47 Listing Image for 137 Anapuni Loop 44 of 47 Listing Image for 137 Anapuni Loop 45 of 47 Listing Image for 137 Anapuni Loop 46 of 47 Listing Image for 137 Anapuni Loop 47 of 47

$7,250,000

Lanikeha

137 Anapuni Loop, Kaanapali

5 Beds 6 Baths 4,047 SqFt Residential MLS® # 408179

Days on Market: 268

Moffett Properties LLC Cell: 808-264-7232

Listing Image for 2481 Kaanapali Pkwy 1070 L 1 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 2 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 3 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 4 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 5 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 6 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 7 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 8 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 9 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 10 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 11 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 12 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 13 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 14 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 15 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 16 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 17 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 18 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 19 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 20 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 21 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 22 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 23 of 24 Listing Image for 2481 Kaanapali Pkwy 1070 L 24 of 24

$71,500

Whaler 1070 L

2481 Kaanapali Pkwy 1070 L, Kaanapali

1 Bed 2 Baths 905 SqFt Residential Income MLS® # 408163

Days on Market: 269

Keith E Eugene Paulsen

Listing Image for 2560 Kekaa Dr F202 1 of 34 Listing Image for 2560 Kekaa Dr F202 2 of 34 Listing Image for 2560 Kekaa Dr F202 3 of 34 Listing Image for 2560 Kekaa Dr F202 4 of 34 Listing Image for 2560 Kekaa Dr F202 5 of 34 Listing Image for 2560 Kekaa Dr F202 6 of 34 Listing Image for 2560 Kekaa Dr F202 7 of 34 Listing Image for 2560 Kekaa Dr F202 8 of 34 Listing Image for 2560 Kekaa Dr F202 9 of 34 Listing Image for 2560 Kekaa Dr F202 10 of 34 Listing Image for 2560 Kekaa Dr F202 11 of 34 Listing Image for 2560 Kekaa Dr F202 12 of 34 Listing Image for 2560 Kekaa Dr F202 13 of 34 Listing Image for 2560 Kekaa Dr F202 14 of 34 Listing Image for 2560 Kekaa Dr F202 15 of 34 Listing Image for 2560 Kekaa Dr F202 16 of 34 Listing Image for 2560 Kekaa Dr F202 17 of 34 Listing Image for 2560 Kekaa Dr F202 18 of 34 Listing Image for 2560 Kekaa Dr F202 19 of 34 Listing Image for 2560 Kekaa Dr F202 20 of 34 Listing Image for 2560 Kekaa Dr F202 21 of 34 Listing Image for 2560 Kekaa Dr F202 22 of 34 Listing Image for 2560 Kekaa Dr F202 23 of 34 Listing Image for 2560 Kekaa Dr F202 24 of 34 Listing Image for 2560 Kekaa Dr F202 25 of 34 Listing Image for 2560 Kekaa Dr F202 26 of 34 Listing Image for 2560 Kekaa Dr F202 27 of 34 Listing Image for 2560 Kekaa Dr F202 28 of 34 Listing Image for 2560 Kekaa Dr F202 29 of 34 Listing Image for 2560 Kekaa Dr F202 30 of 34 Listing Image for 2560 Kekaa Dr F202 31 of 34 Listing Image for 2560 Kekaa Dr F202 32 of 34 Listing Image for 2560 Kekaa Dr F202 33 of 34 Listing Image for 2560 Kekaa Dr F202 34 of 34

$1,325,000

↑ $80,000

Kaanapali Royal F202

2560 Kekaa Dr F202, Kaanapali

2 Beds 2 Baths 1,534 SqFt Residential MLS® # 408131

Days on Market: 272

Berkshire Hathaway Maui Prop-L

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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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