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

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$998,888

↓ $196,112

Masters 1803

50 Puu Anoano St 1803, Kaanapali

2 Beds 2 Baths 1,512 SqFt Residential MLS® # 407553

Days on Market: 321

Coldwell Banker Island Prop-KP Cell: 808-283-5166

Short Term Rental
Listing Image for 106 Kaanapali Shores Pl 205 1 of 46 Listing Image for 106 Kaanapali Shores Pl 205 2 of 46 Listing Image for 106 Kaanapali Shores Pl 205 3 of 46 Listing Image for 106 Kaanapali Shores Pl 205 4 of 46 Listing Image for 106 Kaanapali Shores Pl 205 5 of 46 Listing Image for 106 Kaanapali Shores Pl 205 6 of 46 Listing Image for 106 Kaanapali Shores Pl 205 7 of 46 Listing Image for 106 Kaanapali Shores Pl 205 8 of 46 Listing Image for 106 Kaanapali Shores Pl 205 9 of 46 Listing Image for 106 Kaanapali Shores Pl 205 10 of 46 Listing Image for 106 Kaanapali Shores Pl 205 11 of 46 Listing Image for 106 Kaanapali Shores Pl 205 12 of 46 Listing Image for 106 Kaanapali Shores Pl 205 13 of 46 Listing Image for 106 Kaanapali Shores Pl 205 14 of 46 Listing Image for 106 Kaanapali Shores Pl 205 15 of 46 Listing Image for 106 Kaanapali Shores Pl 205 16 of 46 Listing Image for 106 Kaanapali Shores Pl 205 17 of 46 Listing Image for 106 Kaanapali Shores Pl 205 18 of 46 Listing Image for 106 Kaanapali Shores Pl 205 19 of 46 Listing Image for 106 Kaanapali Shores Pl 205 20 of 46 Listing Image for 106 Kaanapali Shores Pl 205 21 of 46 Listing Image for 106 Kaanapali Shores Pl 205 22 of 46 Listing Image for 106 Kaanapali Shores Pl 205 23 of 46 Listing Image for 106 Kaanapali Shores Pl 205 24 of 46 Listing Image for 106 Kaanapali Shores Pl 205 25 of 46 Listing Image for 106 Kaanapali Shores Pl 205 26 of 46 Listing Image for 106 Kaanapali Shores Pl 205 27 of 46 Listing Image for 106 Kaanapali Shores Pl 205 28 of 46 Listing Image for 106 Kaanapali Shores Pl 205 29 of 46 Listing Image for 106 Kaanapali Shores Pl 205 30 of 46 Listing Image for 106 Kaanapali Shores Pl 205 31 of 46 Listing Image for 106 Kaanapali Shores Pl 205 32 of 46 Listing Image for 106 Kaanapali Shores Pl 205 33 of 46 Listing Image for 106 Kaanapali Shores Pl 205 34 of 46 Listing Image for 106 Kaanapali Shores Pl 205 35 of 46 Listing Image for 106 Kaanapali Shores Pl 205 36 of 46 Listing Image for 106 Kaanapali Shores Pl 205 37 of 46 Listing Image for 106 Kaanapali Shores Pl 205 38 of 46 Listing Image for 106 Kaanapali Shores Pl 205 39 of 46 Listing Image for 106 Kaanapali Shores Pl 205 40 of 46 Listing Image for 106 Kaanapali Shores Pl 205 41 of 46 Listing Image for 106 Kaanapali Shores Pl 205 42 of 46 Listing Image for 106 Kaanapali Shores Pl 205 43 of 46 Listing Image for 106 Kaanapali Shores Pl 205 44 of 46 Listing Image for 106 Kaanapali Shores Pl 205 45 of 46 Listing Image for 106 Kaanapali Shores Pl 205 46 of 46

$915,000

↓ $20,000

Maui Kai 205

106 Kaanapali Shores Pl 205, Kaanapali

1 Bed 1 Bath 647 SqFt Residential MLS® # 407533

Days on Market: 324

Coldwell Banker Island Prop-KP Cell: 808-276-6061

Short Term Rental
Listing Image for 50 Nohea Kai Dr 3-1103 1 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 2 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 3 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 4 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 5 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 6 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 7 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 8 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 9 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 10 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 11 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 12 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 13 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 14 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 15 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 16 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 17 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 18 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 19 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 20 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 21 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 22 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 23 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 24 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 25 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 26 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 27 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 28 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 29 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 30 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 31 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 32 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 33 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 34 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 35 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 36 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 37 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 38 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 39 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 40 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 41 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 42 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 43 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 44 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 45 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 46 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 47 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 48 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 49 of 50 Listing Image for 50 Nohea Kai Dr 3-1103 50 of 50

$4,200,000

Kaanapali Alii 3-1103

50 Nohea Kai Dr 3-1103, Kaanapali

2 Beds 2 Baths 1,523 SqFt Residential MLS® # 407509

Days on Market: 325

Keller Williams Realty Maui-Ka Cell: 808-385-0882

Short Term Rental
Listing Image for 3445 Lower Honoapiilani Rd 457 1 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 2 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 3 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 4 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 5 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 6 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 7 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 8 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 9 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 10 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 11 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 12 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 13 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 14 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 15 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 16 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 17 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 18 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 19 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 20 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 21 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 22 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 23 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 24 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 25 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 26 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 27 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 28 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 29 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 30 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 31 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 32 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 33 of 34 Listing Image for 3445 Lower Honoapiilani Rd 457 34 of 34

$1,850,000

↓ $500,000

Kaanapali Shores 457

3445 Lower Honoapiilani Rd 457, Kaanapali

3 Beds 2 Baths 1,364 SqFt Residential MLS® # 407422

Days on Market: 333

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

Buying Real Estate on Maui

Buying Real Estate on Maui

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Short Term Rental
Listing Image for 3445 Lower Honoapiilani Rd 456 1 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 2 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 3 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 4 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 5 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 6 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 7 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 8 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 9 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 10 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 11 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 12 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 13 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 14 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 15 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 16 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 17 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 18 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 19 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 20 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 21 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 22 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 23 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 24 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 25 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 26 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 27 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 28 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 29 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 30 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 31 of 32 Listing Image for 3445 Lower Honoapiilani Rd 456 32 of 32

$1,699,000

↓ $501,000

Kaanapali Shores 456

3445 Lower Honoapiilani Rd 456, Kaanapali

3 Beds 2 Baths 1,364 SqFt Residential MLS® # 407421

Days on Market: 333

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

Listing Image for 250 Akia Pl 1 of 50 Listing Image for 250 Akia Pl 2 of 50 Listing Image for 250 Akia Pl 3 of 50 Listing Image for 250 Akia Pl 4 of 50 Listing Image for 250 Akia Pl 5 of 50 Listing Image for 250 Akia Pl 6 of 50 Listing Image for 250 Akia Pl 7 of 50 Listing Image for 250 Akia Pl 8 of 50 Listing Image for 250 Akia Pl 9 of 50 Listing Image for 250 Akia Pl 10 of 50 Listing Image for 250 Akia Pl 11 of 50 Listing Image for 250 Akia Pl 12 of 50 Listing Image for 250 Akia Pl 13 of 50 Listing Image for 250 Akia Pl 14 of 50 Listing Image for 250 Akia Pl 15 of 50 Listing Image for 250 Akia Pl 16 of 50 Listing Image for 250 Akia Pl 17 of 50 Listing Image for 250 Akia Pl 18 of 50 Listing Image for 250 Akia Pl 19 of 50 Listing Image for 250 Akia Pl 20 of 50 Listing Image for 250 Akia Pl 21 of 50 Listing Image for 250 Akia Pl 22 of 50 Listing Image for 250 Akia Pl 23 of 50 Listing Image for 250 Akia Pl 24 of 50 Listing Image for 250 Akia Pl 25 of 50 Listing Image for 250 Akia Pl 26 of 50 Listing Image for 250 Akia Pl 27 of 50 Listing Image for 250 Akia Pl 28 of 50 Listing Image for 250 Akia Pl 29 of 50 Listing Image for 250 Akia Pl 30 of 50 Listing Image for 250 Akia Pl 31 of 50 Listing Image for 250 Akia Pl 32 of 50 Listing Image for 250 Akia Pl 33 of 50 Listing Image for 250 Akia Pl 34 of 50 Listing Image for 250 Akia Pl 35 of 50 Listing Image for 250 Akia Pl 36 of 50 Listing Image for 250 Akia Pl 37 of 50 Listing Image for 250 Akia Pl 38 of 50 Listing Image for 250 Akia Pl 39 of 50 Listing Image for 250 Akia Pl 40 of 50 Listing Image for 250 Akia Pl 41 of 50 Listing Image for 250 Akia Pl 42 of 50 Listing Image for 250 Akia Pl 43 of 50 Listing Image for 250 Akia Pl 44 of 50 Listing Image for 250 Akia Pl 45 of 50 Listing Image for 250 Akia Pl 46 of 50 Listing Image for 250 Akia Pl 47 of 50 Listing Image for 250 Akia Pl 48 of 50 Listing Image for 250 Akia Pl 49 of 50 Listing Image for 250 Akia Pl 50 of 50

$3,890,000

Kaanapali

250 Akia Pl, Kaanapali

6 Beds 4.5 Baths 4,086 SqFt Residential MLS® # 407287

Days on Market: 347

Coldwell Banker Island Prop-KP Cell: 808-344-2677

View 6 More Listings

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.

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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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