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
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$50,000

↓ $2,000

Whaler 324 K

2481 Kaanapali Pkwy 324 K, Kaanapali

1 Bed 2 Baths 905 SqFt Residential Income MLS® # 404721

Days on Market: 601

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

Listing Image for 67 Kaulele Pl Lot 49 1 of 49 Listing Image for 67 Kaulele Pl Lot 49 2 of 49 Listing Image for 67 Kaulele Pl Lot 49 3 of 49 Listing Image for 67 Kaulele Pl Lot 49 4 of 49 Listing Image for 67 Kaulele Pl Lot 49 5 of 49 Listing Image for 67 Kaulele Pl Lot 49 6 of 49 Listing Image for 67 Kaulele Pl Lot 49 7 of 49 Listing Image for 67 Kaulele Pl Lot 49 8 of 49 Listing Image for 67 Kaulele Pl Lot 49 9 of 49 Listing Image for 67 Kaulele Pl Lot 49 10 of 49 Listing Image for 67 Kaulele Pl Lot 49 11 of 49 Listing Image for 67 Kaulele Pl Lot 49 12 of 49 Listing Image for 67 Kaulele Pl Lot 49 13 of 49 Listing Image for 67 Kaulele Pl Lot 49 14 of 49 Listing Image for 67 Kaulele Pl Lot 49 15 of 49 Listing Image for 67 Kaulele Pl Lot 49 16 of 49 Listing Image for 67 Kaulele Pl Lot 49 17 of 49 Listing Image for 67 Kaulele Pl Lot 49 18 of 49 Listing Image for 67 Kaulele Pl Lot 49 19 of 49 Listing Image for 67 Kaulele Pl Lot 49 20 of 49 Listing Image for 67 Kaulele Pl Lot 49 21 of 49 Listing Image for 67 Kaulele Pl Lot 49 22 of 49 Listing Image for 67 Kaulele Pl Lot 49 23 of 49 Listing Image for 67 Kaulele Pl Lot 49 24 of 49 Listing Image for 67 Kaulele Pl Lot 49 25 of 49 Listing Image for 67 Kaulele Pl Lot 49 26 of 49 Listing Image for 67 Kaulele Pl Lot 49 27 of 49 Listing Image for 67 Kaulele Pl Lot 49 28 of 49 Listing Image for 67 Kaulele Pl Lot 49 29 of 49 Listing Image for 67 Kaulele Pl Lot 49 30 of 49 Listing Image for 67 Kaulele Pl Lot 49 31 of 49 Listing Image for 67 Kaulele Pl Lot 49 32 of 49 Listing Image for 67 Kaulele Pl Lot 49 33 of 49 Listing Image for 67 Kaulele Pl Lot 49 34 of 49 Listing Image for 67 Kaulele Pl Lot 49 35 of 49 Listing Image for 67 Kaulele Pl Lot 49 36 of 49 Listing Image for 67 Kaulele Pl Lot 49 37 of 49 Listing Image for 67 Kaulele Pl Lot 49 38 of 49 Listing Image for 67 Kaulele Pl Lot 49 39 of 49 Listing Image for 67 Kaulele Pl Lot 49 40 of 49 Listing Image for 67 Kaulele Pl Lot 49 41 of 49 Listing Image for 67 Kaulele Pl Lot 49 42 of 49 Listing Image for 67 Kaulele Pl Lot 49 43 of 49 Listing Image for 67 Kaulele Pl Lot 49 44 of 49 Listing Image for 67 Kaulele Pl Lot 49 45 of 49 Listing Image for 67 Kaulele Pl Lot 49 46 of 49 Listing Image for 67 Kaulele Pl Lot 49 47 of 49 Listing Image for 67 Kaulele Pl Lot 49 48 of 49 Listing Image for 67 Kaulele Pl Lot 49 49 of 49

$850,000

Kaanapali

67 Kaulele Pl Lot 49, Kaanapali

0 Beds 0 Baths 0 SqFt Land MLS® # 406422

Days on Market: 440

Coldwell Banker Island Prop-KP Cell: 808-283-3067

Listing Image for 51 Pihaa St 48 1 of 30 Listing Image for 51 Pihaa St 48 2 of 30 Listing Image for 51 Pihaa St 48 3 of 30 Listing Image for 51 Pihaa St 48 4 of 30 Listing Image for 51 Pihaa St 48 5 of 30 Listing Image for 51 Pihaa St 48 6 of 30 Listing Image for 51 Pihaa St 48 7 of 30 Listing Image for 51 Pihaa St 48 8 of 30 Listing Image for 51 Pihaa St 48 9 of 30 Listing Image for 51 Pihaa St 48 10 of 30 Listing Image for 51 Pihaa St 48 11 of 30 Listing Image for 51 Pihaa St 48 12 of 30 Listing Image for 51 Pihaa St 48 13 of 30 Listing Image for 51 Pihaa St 48 14 of 30 Listing Image for 51 Pihaa St 48 15 of 30 Listing Image for 51 Pihaa St 48 16 of 30 Listing Image for 51 Pihaa St 48 17 of 30 Listing Image for 51 Pihaa St 48 18 of 30 Listing Image for 51 Pihaa St 48 19 of 30 Listing Image for 51 Pihaa St 48 20 of 30 Listing Image for 51 Pihaa St 48 21 of 30 Listing Image for 51 Pihaa St 48 22 of 30 Listing Image for 51 Pihaa St 48 23 of 30 Listing Image for 51 Pihaa St 48 24 of 30 Listing Image for 51 Pihaa St 48 25 of 30 Listing Image for 51 Pihaa St 48 26 of 30 Listing Image for 51 Pihaa St 48 27 of 30 Listing Image for 51 Pihaa St 48 28 of 30 Listing Image for 51 Pihaa St 48 29 of 30 Listing Image for 51 Pihaa St 48 30 of 30

$648,000

↓ $50,000

Kaanapali

51 Pihaa St 48, Kaanapali

0 Beds 0 Baths 0 SqFt Land MLS® # 406548

Days on Market: 426

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

Short Term Rental
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$1,095,000

↓ $55,000

Mahana 101

110 Kaanapali Shores Pl 101, Kaanapali

1 Bed 1 Bath 878 SqFt Residential MLS® # 405753

Days on Market: 507

Keller Williams Realty Maui-Ki Cell: 808-298-3416

Buying Real Estate on Maui

Buying Real Estate on Maui

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Listing Image for 130 Kai Malina Pkwy Sr330 1 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 2 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 3 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 4 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 5 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 6 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 7 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 8 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 9 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 10 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 11 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 12 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 13 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 14 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 15 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 16 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 17 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 18 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 19 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 20 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 21 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 22 of 23 Listing Image for 130 Kai Malina Pkwy Sr330 23 of 23

$995,000

↓ $100,000

Honua Kai - Hoku Lani SR330

130 Kai Malina Pkwy Sr330, Kaanapali

1 Bed 1 Bath 765 SqFt Residential MLS® # 405371

Days on Market: 539

Susan Jackson Real Estate Cell: 865-206-1234

Listing Image for 837 Anapuni Loop 1 of 42 Listing Image for 837 Anapuni Loop 2 of 42 Listing Image for 837 Anapuni Loop 3 of 42 Listing Image for 837 Anapuni Loop 4 of 42 Listing Image for 837 Anapuni Loop 5 of 42 Listing Image for 837 Anapuni Loop 6 of 42 Listing Image for 837 Anapuni Loop 7 of 42 Listing Image for 837 Anapuni Loop 8 of 42 Listing Image for 837 Anapuni Loop 9 of 42 Listing Image for 837 Anapuni Loop 10 of 42 Listing Image for 837 Anapuni Loop 11 of 42 Listing Image for 837 Anapuni Loop 12 of 42 Listing Image for 837 Anapuni Loop 13 of 42 Listing Image for 837 Anapuni Loop 14 of 42 Listing Image for 837 Anapuni Loop 15 of 42 Listing Image for 837 Anapuni Loop 16 of 42 Listing Image for 837 Anapuni Loop 17 of 42 Listing Image for 837 Anapuni Loop 18 of 42 Listing Image for 837 Anapuni Loop 19 of 42 Listing Image for 837 Anapuni Loop 20 of 42 Listing Image for 837 Anapuni Loop 21 of 42 Listing Image for 837 Anapuni Loop 22 of 42 Listing Image for 837 Anapuni Loop 23 of 42 Listing Image for 837 Anapuni Loop 24 of 42 Listing Image for 837 Anapuni Loop 25 of 42 Listing Image for 837 Anapuni Loop 26 of 42 Listing Image for 837 Anapuni Loop 27 of 42 Listing Image for 837 Anapuni Loop 28 of 42 Listing Image for 837 Anapuni Loop 29 of 42 Listing Image for 837 Anapuni Loop 30 of 42 Listing Image for 837 Anapuni Loop 31 of 42 Listing Image for 837 Anapuni Loop 32 of 42 Listing Image for 837 Anapuni Loop 33 of 42 Listing Image for 837 Anapuni Loop 34 of 42 Listing Image for 837 Anapuni Loop 35 of 42 Listing Image for 837 Anapuni Loop 36 of 42 Listing Image for 837 Anapuni Loop 37 of 42 Listing Image for 837 Anapuni Loop 38 of 42 Listing Image for 837 Anapuni Loop 39 of 42 Listing Image for 837 Anapuni Loop 40 of 42 Listing Image for 837 Anapuni Loop 41 of 42 Listing Image for 837 Anapuni Loop 42 of 42

$4,995,000

Lanikeha

837 Anapuni Loop, Kaanapali

4 Beds 5 Baths 3,710 SqFt Residential MLS® # 404626

Days on Market: 609

Welcome Hawaii Properties Cell: 808-280-2480

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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