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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$1,750,000

↓ $125,000

Wailea Kai

53 Waikai St, Wailea/Makena

4 Beds 2.5 Baths 2,400 SqFt Residential MLS® # 407427

Days on Market: 332

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In Escrow
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$19,950,000

↓ $1,900,000

Wailea/Makena

7421 Makena Rd, Wailea/Makena

4 Beds 5 Baths 4,544 SqFt Residential MLS® # 407419

Days on Market: 333

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Listing Image for 139 Kai La Pl 35b 1 of 34 Listing Image for 139 Kai La Pl 35b 2 of 34 Listing Image for 139 Kai La Pl 35b 3 of 34 Listing Image for 139 Kai La Pl 35b 4 of 34 Listing Image for 139 Kai La Pl 35b 5 of 34 Listing Image for 139 Kai La Pl 35b 6 of 34 Listing Image for 139 Kai La Pl 35b 7 of 34 Listing Image for 139 Kai La Pl 35b 8 of 34 Listing Image for 139 Kai La Pl 35b 9 of 34 Listing Image for 139 Kai La Pl 35b 10 of 34 Listing Image for 139 Kai La Pl 35b 11 of 34 Listing Image for 139 Kai La Pl 35b 12 of 34 Listing Image for 139 Kai La Pl 35b 13 of 34 Listing Image for 139 Kai La Pl 35b 14 of 34 Listing Image for 139 Kai La Pl 35b 15 of 34 Listing Image for 139 Kai La Pl 35b 16 of 34 Listing Image for 139 Kai La Pl 35b 17 of 34 Listing Image for 139 Kai La Pl 35b 18 of 34 Listing Image for 139 Kai La Pl 35b 19 of 34 Listing Image for 139 Kai La Pl 35b 20 of 34 Listing Image for 139 Kai La Pl 35b 21 of 34 Listing Image for 139 Kai La Pl 35b 22 of 34 Listing Image for 139 Kai La Pl 35b 23 of 34 Listing Image for 139 Kai La Pl 35b 24 of 34 Listing Image for 139 Kai La Pl 35b 25 of 34 Listing Image for 139 Kai La Pl 35b 26 of 34 Listing Image for 139 Kai La Pl 35b 27 of 34 Listing Image for 139 Kai La Pl 35b 28 of 34 Listing Image for 139 Kai La Pl 35b 29 of 34 Listing Image for 139 Kai La Pl 35b 30 of 34 Listing Image for 139 Kai La Pl 35b 31 of 34 Listing Image for 139 Kai La Pl 35b 32 of 34 Listing Image for 139 Kai La Pl 35b 33 of 34 Listing Image for 139 Kai La Pl 35b 34 of 34

$1,885,000

↓ $210,000

Kai Malu 35B

139 Kai La Pl 35b, Wailea/Makena

3 Beds 2.5 Baths 1,796 SqFt Residential MLS® # 407317

Days on Market: 345

Hawaii Life (W) Cell: 808-283-6791

Listing Image for 0 Makena Alanui Rd 1 of 50 Listing Image for 0 Makena Alanui Rd 2 of 50 Listing Image for 0 Makena Alanui Rd 3 of 50 Listing Image for 0 Makena Alanui Rd 4 of 50 Listing Image for 0 Makena Alanui Rd 5 of 50 Listing Image for 0 Makena Alanui Rd 6 of 50 Listing Image for 0 Makena Alanui Rd 7 of 50 Listing Image for 0 Makena Alanui Rd 8 of 50 Listing Image for 0 Makena Alanui Rd 9 of 50 Listing Image for 0 Makena Alanui Rd 10 of 50 Listing Image for 0 Makena Alanui Rd 11 of 50 Listing Image for 0 Makena Alanui Rd 12 of 50 Listing Image for 0 Makena Alanui Rd 13 of 50 Listing Image for 0 Makena Alanui Rd 14 of 50 Listing Image for 0 Makena Alanui Rd 15 of 50 Listing Image for 0 Makena Alanui Rd 16 of 50 Listing Image for 0 Makena Alanui Rd 17 of 50 Listing Image for 0 Makena Alanui Rd 18 of 50 Listing Image for 0 Makena Alanui Rd 19 of 50 Listing Image for 0 Makena Alanui Rd 20 of 50 Listing Image for 0 Makena Alanui Rd 21 of 50 Listing Image for 0 Makena Alanui Rd 22 of 50 Listing Image for 0 Makena Alanui Rd 23 of 50 Listing Image for 0 Makena Alanui Rd 24 of 50 Listing Image for 0 Makena Alanui Rd 25 of 50 Listing Image for 0 Makena Alanui Rd 26 of 50 Listing Image for 0 Makena Alanui Rd 27 of 50 Listing Image for 0 Makena Alanui Rd 28 of 50 Listing Image for 0 Makena Alanui Rd 29 of 50 Listing Image for 0 Makena Alanui Rd 30 of 50 Listing Image for 0 Makena Alanui Rd 31 of 50 Listing Image for 0 Makena Alanui Rd 32 of 50 Listing Image for 0 Makena Alanui Rd 33 of 50 Listing Image for 0 Makena Alanui Rd 34 of 50 Listing Image for 0 Makena Alanui Rd 35 of 50 Listing Image for 0 Makena Alanui Rd 36 of 50 Listing Image for 0 Makena Alanui Rd 37 of 50 Listing Image for 0 Makena Alanui Rd 38 of 50 Listing Image for 0 Makena Alanui Rd 39 of 50 Listing Image for 0 Makena Alanui Rd 40 of 50 Listing Image for 0 Makena Alanui Rd 41 of 50 Listing Image for 0 Makena Alanui Rd 42 of 50 Listing Image for 0 Makena Alanui Rd 43 of 50 Listing Image for 0 Makena Alanui Rd 44 of 50 Listing Image for 0 Makena Alanui Rd 45 of 50 Listing Image for 0 Makena Alanui Rd 46 of 50 Listing Image for 0 Makena Alanui Rd 47 of 50 Listing Image for 0 Makena Alanui Rd 48 of 50 Listing Image for 0 Makena Alanui Rd 49 of 50 Listing Image for 0 Makena Alanui Rd 50 of 50

$9,500,000

↓ $500,000

Wailea/Makena

0 Makena Alanui Rd, Wailea/Makena

0 Beds 0 Baths 0 SqFt Land MLS® # 407222

Days on Market: 355

Hawaii Life (W) Cell: 808-357-5000

Buying Real Estate on Maui

Buying Real Estate on Maui

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

Read the Guide
Listing Image for 4000 Wailea Alanui Dr 2802 1 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 2 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 3 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 4 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 5 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 6 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 7 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 8 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 9 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 10 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 11 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 12 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 13 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 14 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 15 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 16 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 17 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 18 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 19 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 20 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 21 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 22 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 23 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 24 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 25 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 26 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 27 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 28 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 29 of 30 Listing Image for 4000 Wailea Alanui Dr 2802 30 of 30

$4,900,000

↓ $300,000

Wailea Point 2802

4000 Wailea Alanui Dr 2802, Wailea/Makena

2 Beds 2 Baths 1,808 SqFt Residential MLS® # 407132

Days on Market: 363

Wailea Point Realty, Inc. realty@waileapoint.com

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

$1,995,000

↓ $100,000

Kai Malu 43B

19 Kai La Pl 43b, Wailea/Makena

3 Beds 2.5 Baths 1,786 SqFt Residential MLS® # 406843

Days on Market: 396

Coldwell Banker Island Prop(S) Cell: 808-280-7728

View 6 More Listings

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.

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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