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 2481 Kaanapali Pkwy 608 T 1 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 2 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 3 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 4 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 5 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 6 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 7 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 8 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 9 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 10 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 11 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 12 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 13 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 14 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 15 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 16 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 17 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 18 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 19 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 20 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 21 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 22 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 23 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 24 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 25 of 26 Listing Image for 2481 Kaanapali Pkwy 608 T 26 of 26

$65,000

Whaler 608 T

2481 Kaanapali Pkwy 608 T, Kaanapali

1 Bed 2 Baths 905 SqFt Residential Income MLS® # 408693

Days on Market: 217

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

In Escrow Short Term Rental
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$995,000

↓ $255,000

Kaanapali Shores 727

3445 Lower Honoapiilani Rd 727, Kaanapali

2 Beds 2 Baths 964 SqFt Residential MLS® # 408688

Days on Market: 218

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

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$1,295,000

Masters 1707

50 Puu Anoano St 1707, Kaanapali

2 Beds 2 Baths 1,269 SqFt Residential MLS® # 408634

Days on Market: 223

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

Short Term Rental
Listing Image for 2560 Kekaa Dr L-201 1 of 49 Listing Image for 2560 Kekaa Dr L-201 2 of 49 Listing Image for 2560 Kekaa Dr L-201 3 of 49 Listing Image for 2560 Kekaa Dr L-201 4 of 49 Listing Image for 2560 Kekaa Dr L-201 5 of 49 Listing Image for 2560 Kekaa Dr L-201 6 of 49 Listing Image for 2560 Kekaa Dr L-201 7 of 49 Listing Image for 2560 Kekaa Dr L-201 8 of 49 Listing Image for 2560 Kekaa Dr L-201 9 of 49 Listing Image for 2560 Kekaa Dr L-201 10 of 49 Listing Image for 2560 Kekaa Dr L-201 11 of 49 Listing Image for 2560 Kekaa Dr L-201 12 of 49 Listing Image for 2560 Kekaa Dr L-201 13 of 49 Listing Image for 2560 Kekaa Dr L-201 14 of 49 Listing Image for 2560 Kekaa Dr L-201 15 of 49 Listing Image for 2560 Kekaa Dr L-201 16 of 49 Listing Image for 2560 Kekaa Dr L-201 17 of 49 Listing Image for 2560 Kekaa Dr L-201 18 of 49 Listing Image for 2560 Kekaa Dr L-201 19 of 49 Listing Image for 2560 Kekaa Dr L-201 20 of 49 Listing Image for 2560 Kekaa Dr L-201 21 of 49 Listing Image for 2560 Kekaa Dr L-201 22 of 49 Listing Image for 2560 Kekaa Dr L-201 23 of 49 Listing Image for 2560 Kekaa Dr L-201 24 of 49 Listing Image for 2560 Kekaa Dr L-201 25 of 49 Listing Image for 2560 Kekaa Dr L-201 26 of 49 Listing Image for 2560 Kekaa Dr L-201 27 of 49 Listing Image for 2560 Kekaa Dr L-201 28 of 49 Listing Image for 2560 Kekaa Dr L-201 29 of 49 Listing Image for 2560 Kekaa Dr L-201 30 of 49 Listing Image for 2560 Kekaa Dr L-201 31 of 49 Listing Image for 2560 Kekaa Dr L-201 32 of 49 Listing Image for 2560 Kekaa Dr L-201 33 of 49 Listing Image for 2560 Kekaa Dr L-201 34 of 49 Listing Image for 2560 Kekaa Dr L-201 35 of 49 Listing Image for 2560 Kekaa Dr L-201 36 of 49 Listing Image for 2560 Kekaa Dr L-201 37 of 49 Listing Image for 2560 Kekaa Dr L-201 38 of 49 Listing Image for 2560 Kekaa Dr L-201 39 of 49 Listing Image for 2560 Kekaa Dr L-201 40 of 49 Listing Image for 2560 Kekaa Dr L-201 41 of 49 Listing Image for 2560 Kekaa Dr L-201 42 of 49 Listing Image for 2560 Kekaa Dr L-201 43 of 49 Listing Image for 2560 Kekaa Dr L-201 44 of 49 Listing Image for 2560 Kekaa Dr L-201 45 of 49 Listing Image for 2560 Kekaa Dr L-201 46 of 49 Listing Image for 2560 Kekaa Dr L-201 47 of 49 Listing Image for 2560 Kekaa Dr L-201 48 of 49 Listing Image for 2560 Kekaa Dr L-201 49 of 49

$1,350,000

Kaanapali Royal L-201

2560 Kekaa Dr L-201, Kaanapali

2 Beds 2 Baths 1,570 SqFt Residential MLS® # 408614

Days on Market: 224

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

Short Term Rental
Listing Image for 50 Nohea Kai Dr 1-904 1 of 50 Listing Image for 50 Nohea Kai Dr 1-904 2 of 50 Listing Image for 50 Nohea Kai Dr 1-904 3 of 50 Listing Image for 50 Nohea Kai Dr 1-904 4 of 50 Listing Image for 50 Nohea Kai Dr 1-904 5 of 50 Listing Image for 50 Nohea Kai Dr 1-904 6 of 50 Listing Image for 50 Nohea Kai Dr 1-904 7 of 50 Listing Image for 50 Nohea Kai Dr 1-904 8 of 50 Listing Image for 50 Nohea Kai Dr 1-904 9 of 50 Listing Image for 50 Nohea Kai Dr 1-904 10 of 50 Listing Image for 50 Nohea Kai Dr 1-904 11 of 50 Listing Image for 50 Nohea Kai Dr 1-904 12 of 50 Listing Image for 50 Nohea Kai Dr 1-904 13 of 50 Listing Image for 50 Nohea Kai Dr 1-904 14 of 50 Listing Image for 50 Nohea Kai Dr 1-904 15 of 50 Listing Image for 50 Nohea Kai Dr 1-904 16 of 50 Listing Image for 50 Nohea Kai Dr 1-904 17 of 50 Listing Image for 50 Nohea Kai Dr 1-904 18 of 50 Listing Image for 50 Nohea Kai Dr 1-904 19 of 50 Listing Image for 50 Nohea Kai Dr 1-904 20 of 50 Listing Image for 50 Nohea Kai Dr 1-904 21 of 50 Listing Image for 50 Nohea Kai Dr 1-904 22 of 50 Listing Image for 50 Nohea Kai Dr 1-904 23 of 50 Listing Image for 50 Nohea Kai Dr 1-904 24 of 50 Listing Image for 50 Nohea Kai Dr 1-904 25 of 50 Listing Image for 50 Nohea Kai Dr 1-904 26 of 50 Listing Image for 50 Nohea Kai Dr 1-904 27 of 50 Listing Image for 50 Nohea Kai Dr 1-904 28 of 50 Listing Image for 50 Nohea Kai Dr 1-904 29 of 50 Listing Image for 50 Nohea Kai Dr 1-904 30 of 50 Listing Image for 50 Nohea Kai Dr 1-904 31 of 50 Listing Image for 50 Nohea Kai Dr 1-904 32 of 50 Listing Image for 50 Nohea Kai Dr 1-904 33 of 50 Listing Image for 50 Nohea Kai Dr 1-904 34 of 50 Listing Image for 50 Nohea Kai Dr 1-904 35 of 50 Listing Image for 50 Nohea Kai Dr 1-904 36 of 50 Listing Image for 50 Nohea Kai Dr 1-904 37 of 50 Listing Image for 50 Nohea Kai Dr 1-904 38 of 50 Listing Image for 50 Nohea Kai Dr 1-904 39 of 50 Listing Image for 50 Nohea Kai Dr 1-904 40 of 50 Listing Image for 50 Nohea Kai Dr 1-904 41 of 50 Listing Image for 50 Nohea Kai Dr 1-904 42 of 50 Listing Image for 50 Nohea Kai Dr 1-904 43 of 50 Listing Image for 50 Nohea Kai Dr 1-904 44 of 50 Listing Image for 50 Nohea Kai Dr 1-904 45 of 50 Listing Image for 50 Nohea Kai Dr 1-904 46 of 50 Listing Image for 50 Nohea Kai Dr 1-904 47 of 50 Listing Image for 50 Nohea Kai Dr 1-904 48 of 50 Listing Image for 50 Nohea Kai Dr 1-904 49 of 50 Listing Image for 50 Nohea Kai Dr 1-904 50 of 50

$2,999,850

↓ $300,150

Kaanapali Alii 1-904

50 Nohea Kai Dr 1-904, Kaanapali

2 Beds 2 Baths 1,523 SqFt Residential MLS® # 408557

Days on Market: 228

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

Listing Image for 50 Nohea Kai Dr 4-303 1 of 26 Listing Image for 50 Nohea Kai Dr 4-303 2 of 26 Listing Image for 50 Nohea Kai Dr 4-303 3 of 26 Listing Image for 50 Nohea Kai Dr 4-303 4 of 26 Listing Image for 50 Nohea Kai Dr 4-303 5 of 26 Listing Image for 50 Nohea Kai Dr 4-303 6 of 26 Listing Image for 50 Nohea Kai Dr 4-303 7 of 26 Listing Image for 50 Nohea Kai Dr 4-303 8 of 26 Listing Image for 50 Nohea Kai Dr 4-303 9 of 26 Listing Image for 50 Nohea Kai Dr 4-303 10 of 26 Listing Image for 50 Nohea Kai Dr 4-303 11 of 26 Listing Image for 50 Nohea Kai Dr 4-303 12 of 26 Listing Image for 50 Nohea Kai Dr 4-303 13 of 26 Listing Image for 50 Nohea Kai Dr 4-303 14 of 26 Listing Image for 50 Nohea Kai Dr 4-303 15 of 26 Listing Image for 50 Nohea Kai Dr 4-303 16 of 26 Listing Image for 50 Nohea Kai Dr 4-303 17 of 26 Listing Image for 50 Nohea Kai Dr 4-303 18 of 26 Listing Image for 50 Nohea Kai Dr 4-303 19 of 26 Listing Image for 50 Nohea Kai Dr 4-303 20 of 26 Listing Image for 50 Nohea Kai Dr 4-303 21 of 26 Listing Image for 50 Nohea Kai Dr 4-303 22 of 26 Listing Image for 50 Nohea Kai Dr 4-303 23 of 26 Listing Image for 50 Nohea Kai Dr 4-303 24 of 26 Listing Image for 50 Nohea Kai Dr 4-303 25 of 26 Listing Image for 50 Nohea Kai Dr 4-303 26 of 26

$2,050,000

Kaanapali Alii 4-303

50 Nohea Kai Dr 4-303, Kaanapali

1 Bed 2 Baths 1,345 SqFt Residential MLS® # 408542

Days on Market: 230

Kaanapali Resort Realty LLC

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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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