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
Listing Image for 130 Kai Malina Pkwy 3c 1 of 39 Listing Image for 130 Kai Malina Pkwy 3c 2 of 39 Listing Image for 130 Kai Malina Pkwy 3c 3 of 39 Listing Image for 130 Kai Malina Pkwy 3c 4 of 39 Listing Image for 130 Kai Malina Pkwy 3c 5 of 39 Listing Image for 130 Kai Malina Pkwy 3c 6 of 39 Listing Image for 130 Kai Malina Pkwy 3c 7 of 39 Listing Image for 130 Kai Malina Pkwy 3c 8 of 39 Listing Image for 130 Kai Malina Pkwy 3c 9 of 39 Listing Image for 130 Kai Malina Pkwy 3c 10 of 39 Listing Image for 130 Kai Malina Pkwy 3c 11 of 39 Listing Image for 130 Kai Malina Pkwy 3c 12 of 39 Listing Image for 130 Kai Malina Pkwy 3c 13 of 39 Listing Image for 130 Kai Malina Pkwy 3c 14 of 39 Listing Image for 130 Kai Malina Pkwy 3c 15 of 39 Listing Image for 130 Kai Malina Pkwy 3c 16 of 39 Listing Image for 130 Kai Malina Pkwy 3c 17 of 39 Listing Image for 130 Kai Malina Pkwy 3c 18 of 39 Listing Image for 130 Kai Malina Pkwy 3c 19 of 39 Listing Image for 130 Kai Malina Pkwy 3c 20 of 39 Listing Image for 130 Kai Malina Pkwy 3c 21 of 39 Listing Image for 130 Kai Malina Pkwy 3c 22 of 39 Listing Image for 130 Kai Malina Pkwy 3c 23 of 39 Listing Image for 130 Kai Malina Pkwy 3c 24 of 39 Listing Image for 130 Kai Malina Pkwy 3c 25 of 39 Listing Image for 130 Kai Malina Pkwy 3c 26 of 39 Listing Image for 130 Kai Malina Pkwy 3c 27 of 39 Listing Image for 130 Kai Malina Pkwy 3c 28 of 39 Listing Image for 130 Kai Malina Pkwy 3c 29 of 39 Listing Image for 130 Kai Malina Pkwy 3c 30 of 39 Listing Image for 130 Kai Malina Pkwy 3c 31 of 39 Listing Image for 130 Kai Malina Pkwy 3c 32 of 39 Listing Image for 130 Kai Malina Pkwy 3c 33 of 39 Listing Image for 130 Kai Malina Pkwy 3c 34 of 39 Listing Image for 130 Kai Malina Pkwy 3c 35 of 39 Listing Image for 130 Kai Malina Pkwy 3c 36 of 39 Listing Image for 130 Kai Malina Pkwy 3c 37 of 39 Listing Image for 130 Kai Malina Pkwy 3c 38 of 39 Listing Image for 130 Kai Malina Pkwy 3c 39 of 39

$3,400,000

↓ $100,000

Honua Kai - Luana Garden Villas 3C

130 Kai Malina Pkwy 3c, Kaanapali

3 Beds 3 Baths 2,047 SqFt Residential MLS® # 404232

Days on Market: 649

Maui Westside Properties

Short Term Rental
Listing Image for 3445 Lower Honoapiilani Rd 434 1 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 2 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 3 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 4 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 5 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 6 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 7 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 8 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 9 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 10 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 11 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 12 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 13 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 14 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 15 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 16 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 17 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 18 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 19 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 20 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 21 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 22 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 23 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 24 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 25 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 26 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 27 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 28 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 29 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 30 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 31 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 32 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 33 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 34 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 35 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 36 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 37 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 38 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 39 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 40 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 41 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 42 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 43 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 44 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 45 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 46 of 47 Listing Image for 3445 Lower Honoapiilani Rd 434 47 of 47

$299,000

Kaanapali Shores 434

3445 Lower Honoapiilani Rd 434, Kaanapali

0 Beds 1 Bath 507 SqFt Residential MLS® # 404615

Days on Market: 609

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

In Escrow
Listing Image for 130 Kai Malina Pkwy Nr230 1 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 2 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 3 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 4 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 5 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 6 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 7 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 8 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 9 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 10 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 11 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 12 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 13 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 14 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 15 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 16 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 17 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 18 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 19 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 20 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 21 of 22 Listing Image for 130 Kai Malina Pkwy Nr230 22 of 22

$999,000

↓ $96,000

Honua Kai - Konea NR230

130 Kai Malina Pkwy Nr230, Kaanapali

1 Bed 1 Bath 615 SqFt Residential MLS® # 402184

Days on Market: 854

Susan Jackson Real Estate Cell: 865-206-1234

Short Term Rental
Listing Image for 130 Kai Malina Pkwy Nr202 1 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 2 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 3 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 4 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 5 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 6 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 7 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 8 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 9 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 10 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 11 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 12 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 13 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 14 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 15 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 16 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 17 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 18 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 19 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 20 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 21 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 22 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 23 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 24 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 25 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 26 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 27 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 28 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 29 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 30 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 31 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 32 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 33 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 34 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 35 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 36 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 37 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 38 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 39 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 40 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 41 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 42 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 43 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 44 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 45 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 46 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 47 of 48 Listing Image for 130 Kai Malina Pkwy Nr202 48 of 48

$4,950,000

↓ $450,000

Honua Kai - Konea NR202

130 Kai Malina Pkwy Nr202, Kaanapali

3 Beds 3 Baths 2,230 SqFt Residential MLS® # 406123

Days on Market: 471

Susan Jackson Real Estate Cell: 865-206-1234

Short Term Rental
Listing Image for 50 Nohea Kai Dr 1-201 1 of 50 Listing Image for 50 Nohea Kai Dr 1-201 2 of 50 Listing Image for 50 Nohea Kai Dr 1-201 3 of 50 Listing Image for 50 Nohea Kai Dr 1-201 4 of 50 Listing Image for 50 Nohea Kai Dr 1-201 5 of 50 Listing Image for 50 Nohea Kai Dr 1-201 6 of 50 Listing Image for 50 Nohea Kai Dr 1-201 7 of 50 Listing Image for 50 Nohea Kai Dr 1-201 8 of 50 Listing Image for 50 Nohea Kai Dr 1-201 9 of 50 Listing Image for 50 Nohea Kai Dr 1-201 10 of 50 Listing Image for 50 Nohea Kai Dr 1-201 11 of 50 Listing Image for 50 Nohea Kai Dr 1-201 12 of 50 Listing Image for 50 Nohea Kai Dr 1-201 13 of 50 Listing Image for 50 Nohea Kai Dr 1-201 14 of 50 Listing Image for 50 Nohea Kai Dr 1-201 15 of 50 Listing Image for 50 Nohea Kai Dr 1-201 16 of 50 Listing Image for 50 Nohea Kai Dr 1-201 17 of 50 Listing Image for 50 Nohea Kai Dr 1-201 18 of 50 Listing Image for 50 Nohea Kai Dr 1-201 19 of 50 Listing Image for 50 Nohea Kai Dr 1-201 20 of 50 Listing Image for 50 Nohea Kai Dr 1-201 21 of 50 Listing Image for 50 Nohea Kai Dr 1-201 22 of 50 Listing Image for 50 Nohea Kai Dr 1-201 23 of 50 Listing Image for 50 Nohea Kai Dr 1-201 24 of 50 Listing Image for 50 Nohea Kai Dr 1-201 25 of 50 Listing Image for 50 Nohea Kai Dr 1-201 26 of 50 Listing Image for 50 Nohea Kai Dr 1-201 27 of 50 Listing Image for 50 Nohea Kai Dr 1-201 28 of 50 Listing Image for 50 Nohea Kai Dr 1-201 29 of 50 Listing Image for 50 Nohea Kai Dr 1-201 30 of 50 Listing Image for 50 Nohea Kai Dr 1-201 31 of 50 Listing Image for 50 Nohea Kai Dr 1-201 32 of 50 Listing Image for 50 Nohea Kai Dr 1-201 33 of 50 Listing Image for 50 Nohea Kai Dr 1-201 34 of 50 Listing Image for 50 Nohea Kai Dr 1-201 35 of 50 Listing Image for 50 Nohea Kai Dr 1-201 36 of 50 Listing Image for 50 Nohea Kai Dr 1-201 37 of 50 Listing Image for 50 Nohea Kai Dr 1-201 38 of 50 Listing Image for 50 Nohea Kai Dr 1-201 39 of 50 Listing Image for 50 Nohea Kai Dr 1-201 40 of 50 Listing Image for 50 Nohea Kai Dr 1-201 41 of 50 Listing Image for 50 Nohea Kai Dr 1-201 42 of 50 Listing Image for 50 Nohea Kai Dr 1-201 43 of 50 Listing Image for 50 Nohea Kai Dr 1-201 44 of 50 Listing Image for 50 Nohea Kai Dr 1-201 45 of 50 Listing Image for 50 Nohea Kai Dr 1-201 46 of 50 Listing Image for 50 Nohea Kai Dr 1-201 47 of 50 Listing Image for 50 Nohea Kai Dr 1-201 48 of 50 Listing Image for 50 Nohea Kai Dr 1-201 49 of 50 Listing Image for 50 Nohea Kai Dr 1-201 50 of 50

$1,949,000

↓ $50,000

Kaanapali Alii 1-201

50 Nohea Kai Dr 1-201, Kaanapali

2 Beds 2 Baths 1,460 SqFt Residential MLS® # 403743

Days on Market: 698

Keller Williams Realty Maui-Ki Cell: 808-859-2086

Short Term Rental
Listing Image for 130 Kai Malina Pkwy Nr312 1 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 2 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 3 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 4 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 5 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 6 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 7 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 8 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 9 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 10 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 11 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 12 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 13 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 14 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 15 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 16 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 17 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 18 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 19 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 20 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 21 of 22 Listing Image for 130 Kai Malina Pkwy Nr312 22 of 22

$1,499,000

↓ $51,000

Honua Kai - Konea NR312

130 Kai Malina Pkwy Nr312, Kaanapali

2 Beds 1 Bath 915 SqFt Residential MLS® # 404231

Days on Market: 649

Maui Westside Properties

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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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