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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$6,950,000

↓ $250,000

Wailea Golf Estates

3977 Wailea Ekolu Pl, Wailea/Makena

4 Beds 6 Baths 4,079 SqFt Residential MLS® # 408558

Days on Market: 228

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

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$3,870,000

↓ $225,000

Wailea Pualani

3378 E Lani Ikena Way, Wailea/Makena

4 Beds 4.5 Baths 3,328 SqFt Residential MLS® # 408523

Days on Market: 233

Coldwell Banker Island Prop-Ku Cell: 808-344-0581

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$2,500,000

↓ $195,000

Wailea Kai

3142 Waiea Pl, Wailea/Makena

3 Beds 2.5 Baths 1,902 SqFt Residential MLS® # 408470

Days on Market: 237

Coldwell Banker Island Prop-Ku Cell: 808-633-3382

In Escrow
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$2,495,000

↓ $55,000

Wailea Kialoa

199 E Ikea Moku Pl, Wailea/Makena

4 Beds 3 Baths 3,195 SqFt Residential MLS® # 408378

Days on Market: 244

Maui Real Estate Advisors LLC 808-875-4444

Short Term Rental
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$1,250,000

↓ $145,000

Wailea Ekolu 1603

10 Wailea Ekolu Pl 1603, Wailea/Makena

2 Beds 2 Baths 1,071 SqFt Residential MLS® # 408354

Days on Market: 248

Hawaii Life (W) Cell: 808-208-1385

Listing Image for 5171 Makena Rd Lot 7 1 of 5 Listing Image for 5171 Makena Rd Lot 7 2 of 5 Listing Image for 5171 Makena Rd Lot 7 3 of 5 Listing Image for 5171 Makena Rd Lot 7 4 of 5 Listing Image for 5171 Makena Rd Lot 7 5 of 5

$3,500,000

Wailea/Makena

5171 Makena Rd Lot 7, Wailea/Makena

0 Beds 0 Baths 0 SqFt Land MLS® # 408307

Days on Market: 251

Discovery Makena Realty LLC Cell: 808-870-8000

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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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$2,399,000

↓ $100,000

Kaanapali Shores 201

3445 Lower Honoapiilani Rd 201, Kaanapali

2 Beds 2 Baths 1,507 SqFt Residential MLS® # 409580

Days on Market: 126

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

Short Term Rental
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$1,649,000

↓ $150,000

Whaler 420

2481 Kaanapali Pkwy 420, Kaanapali

1 Bed 1 Bath 901 SqFt Residential MLS® # 409535

Days on Market: 131

Maui Westside Properties

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$1,199,900

Kaanapali Plantation 15

150 Puukolii Rd 15, Kaanapali

3 Beds 2.5 Baths 1,545 SqFt Residential MLS® # 409493

Days on Market: 135

Keller Williams Realty Maui-L Cell: 808-280-8986

Short Term Rental
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$89,000

Whaler 1270 H

2481 Kaanapali Pkwy 1270 H, Kaanapali

1 Bed 2 Baths 905 SqFt Residential Income MLS® # 409487

Days on Market: 135

Keller Williams Realty Maui-L Cell: 808-280-8986

Short Term Rental
Listing Image for 2481 Kaanapali Pkwy 257 1 of 35 Listing Image for 2481 Kaanapali Pkwy 257 2 of 35 Listing Image for 2481 Kaanapali Pkwy 257 3 of 35 Listing Image for 2481 Kaanapali Pkwy 257 4 of 35 Listing Image for 2481 Kaanapali Pkwy 257 5 of 35 Listing Image for 2481 Kaanapali Pkwy 257 6 of 35 Listing Image for 2481 Kaanapali Pkwy 257 7 of 35 Listing Image for 2481 Kaanapali Pkwy 257 8 of 35 Listing Image for 2481 Kaanapali Pkwy 257 9 of 35 Listing Image for 2481 Kaanapali Pkwy 257 10 of 35 Listing Image for 2481 Kaanapali Pkwy 257 11 of 35 Listing Image for 2481 Kaanapali Pkwy 257 12 of 35 Listing Image for 2481 Kaanapali Pkwy 257 13 of 35 Listing Image for 2481 Kaanapali Pkwy 257 14 of 35 Listing Image for 2481 Kaanapali Pkwy 257 15 of 35 Listing Image for 2481 Kaanapali Pkwy 257 16 of 35 Listing Image for 2481 Kaanapali Pkwy 257 17 of 35 Listing Image for 2481 Kaanapali Pkwy 257 18 of 35 Listing Image for 2481 Kaanapali Pkwy 257 19 of 35 Listing Image for 2481 Kaanapali Pkwy 257 20 of 35 Listing Image for 2481 Kaanapali Pkwy 257 21 of 35 Listing Image for 2481 Kaanapali Pkwy 257 22 of 35 Listing Image for 2481 Kaanapali Pkwy 257 23 of 35 Listing Image for 2481 Kaanapali Pkwy 257 24 of 35 Listing Image for 2481 Kaanapali Pkwy 257 25 of 35 Listing Image for 2481 Kaanapali Pkwy 257 26 of 35 Listing Image for 2481 Kaanapali Pkwy 257 27 of 35 Listing Image for 2481 Kaanapali Pkwy 257 28 of 35 Listing Image for 2481 Kaanapali Pkwy 257 29 of 35 Listing Image for 2481 Kaanapali Pkwy 257 30 of 35 Listing Image for 2481 Kaanapali Pkwy 257 31 of 35 Listing Image for 2481 Kaanapali Pkwy 257 32 of 35 Listing Image for 2481 Kaanapali Pkwy 257 33 of 35 Listing Image for 2481 Kaanapali Pkwy 257 34 of 35 Listing Image for 2481 Kaanapali Pkwy 257 35 of 35

$1,475,000

↓ $50,000

Whaler 257

2481 Kaanapali Pkwy 257, Kaanapali

1 Bed 2 Baths 905 SqFt Residential MLS® # 409476

Days on Market: 135

Keith Eugene Paulsen

Short Term Rental
Listing Image for 2481 Kaanapali Pkwy 461 Y 1 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 2 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 3 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 4 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 5 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 6 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 7 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 8 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 9 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 10 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 11 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 12 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 13 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 14 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 15 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 16 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 17 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 18 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 19 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 20 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 21 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 22 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 23 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 24 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 25 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 26 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 27 of 28 Listing Image for 2481 Kaanapali Pkwy 461 Y 28 of 28

$34,000

Whaler 461 Y

2481 Kaanapali Pkwy 461 Y, Kaanapali

0 Beds 1 Bath 542 SqFt Residential Income MLS® # 409464

Days on Market: 136

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

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.

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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