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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$1,350,000

Wailea Ekahi 17A

3300 Wailea Alanui Dr 17a, Wailea/Makena

1 Bed 2 Baths 885 SqFt Residential MLS® # 409758

Days on Market: 107

Hawaii Life (W) Cell: 808-357-5000

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$26,500,000

Makena

7505 Makena Rd, Wailea/Makena

6 Beds 6 Baths 8,664 SqFt Residential MLS® # 409734

Days on Market: 110

Compass-W

Short Term Rental
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$750,000

Grand Champions 74

155 Wailea Ike Pl 74, Wailea/Makena

1 Bed 2 Baths 908 SqFt Residential MLS® # 409715

Days on Market: 111

Coldwell Banker Island Prop(S) Cell: 808-357-4219

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$3,500,000

Wailea/Makena

0 Makena Rd, Wailea/Makena

0 Beds 0 Baths 0 SqFt Land MLS® # 409689

Days on Market: 115

Hawaii Life (W) Cell: 808-250-2178

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$2,550,000

La'i Loa 3-A

24 Kai Malu 3-a, Wailea/Makena

2 Beds 2 Baths 1,374 SqFt Residential MLS® # 409670

Days on Market: 116

Island Sotheby's International Realty(W) Cell: 808-283-7965

In Escrow
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$5,900,000

The Ridge at Wailea

19 Halapa Pl, Wailea/Makena

4 Beds 3 Baths 3,059 SqFt Residential MLS® # 409667

Days on Market: 116

Coldwell Banker Island Prop(S) Cell: 808-283-8050

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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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$999,000

Kaanapali Shores 816

3445 Lower Honoapiilani Rd 816, Kaanapali

2 Beds 2 Baths 1,004 SqFt Residential MLS® # 410164

Days on Market: 68

Keller Williams Realty Maui-Ka Cell: 808-276-8776

Short Term Rental
Listing Image for 50 Nohea Kai Dr 1-1101 1 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 2 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 3 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 4 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 5 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 6 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 7 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 8 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 9 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 10 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 11 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 12 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 13 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 14 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 15 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 16 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 17 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 18 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 19 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 20 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 21 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 22 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 23 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 24 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 25 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 26 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 27 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 28 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 29 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 30 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 31 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 32 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 33 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 34 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 35 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 36 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 37 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 38 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 39 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 40 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 41 of 42 Listing Image for 50 Nohea Kai Dr 1-1101 42 of 42

$2,295,000

↓ $300,000

Kaanapali Alii 1-1101

50 Nohea Kai Dr 1-1101, Kaanapali

1 Bed 2 Baths 1,441 SqFt Residential MLS® # 410141

Days on Market: 73

Coldwell Banker Island Prop-KP Cell: 808-276-6443

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$3,950,000

Kaanapali Golf Estates

23 Kahuakai Pl, Kaanapali

3 Beds 4 Baths 3,145 SqFt Residential MLS® # 410135

Days on Market: 74

Welcome Hawaii Properties Cell: 808-280-2480

Short Term Rental
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$4,850,000

Kaanapali Alii 3-1104

50 Nohea Kai Dr 3-1104, Kaanapali

2 Beds 2 Baths 1,643 SqFt Residential MLS® # 410106

Days on Market: 76

Coldwell Banker Island Prop-KP Cell: 808-446-5841

Short Term Rental
Listing Image for 2560 Kekaa Dr K101 1 of 50 Listing Image for 2560 Kekaa Dr K101 2 of 50 Listing Image for 2560 Kekaa Dr K101 3 of 50 Listing Image for 2560 Kekaa Dr K101 4 of 50 Listing Image for 2560 Kekaa Dr K101 5 of 50 Listing Image for 2560 Kekaa Dr K101 6 of 50 Listing Image for 2560 Kekaa Dr K101 7 of 50 Listing Image for 2560 Kekaa Dr K101 8 of 50 Listing Image for 2560 Kekaa Dr K101 9 of 50 Listing Image for 2560 Kekaa Dr K101 10 of 50 Listing Image for 2560 Kekaa Dr K101 11 of 50 Listing Image for 2560 Kekaa Dr K101 12 of 50 Listing Image for 2560 Kekaa Dr K101 13 of 50 Listing Image for 2560 Kekaa Dr K101 14 of 50 Listing Image for 2560 Kekaa Dr K101 15 of 50 Listing Image for 2560 Kekaa Dr K101 16 of 50 Listing Image for 2560 Kekaa Dr K101 17 of 50 Listing Image for 2560 Kekaa Dr K101 18 of 50 Listing Image for 2560 Kekaa Dr K101 19 of 50 Listing Image for 2560 Kekaa Dr K101 20 of 50 Listing Image for 2560 Kekaa Dr K101 21 of 50 Listing Image for 2560 Kekaa Dr K101 22 of 50 Listing Image for 2560 Kekaa Dr K101 23 of 50 Listing Image for 2560 Kekaa Dr K101 24 of 50 Listing Image for 2560 Kekaa Dr K101 25 of 50 Listing Image for 2560 Kekaa Dr K101 26 of 50 Listing Image for 2560 Kekaa Dr K101 27 of 50 Listing Image for 2560 Kekaa Dr K101 28 of 50 Listing Image for 2560 Kekaa Dr K101 29 of 50 Listing Image for 2560 Kekaa Dr K101 30 of 50 Listing Image for 2560 Kekaa Dr K101 31 of 50 Listing Image for 2560 Kekaa Dr K101 32 of 50 Listing Image for 2560 Kekaa Dr K101 33 of 50 Listing Image for 2560 Kekaa Dr K101 34 of 50 Listing Image for 2560 Kekaa Dr K101 35 of 50 Listing Image for 2560 Kekaa Dr K101 36 of 50 Listing Image for 2560 Kekaa Dr K101 37 of 50 Listing Image for 2560 Kekaa Dr K101 38 of 50 Listing Image for 2560 Kekaa Dr K101 39 of 50 Listing Image for 2560 Kekaa Dr K101 40 of 50 Listing Image for 2560 Kekaa Dr K101 41 of 50 Listing Image for 2560 Kekaa Dr K101 42 of 50 Listing Image for 2560 Kekaa Dr K101 43 of 50 Listing Image for 2560 Kekaa Dr K101 44 of 50 Listing Image for 2560 Kekaa Dr K101 45 of 50 Listing Image for 2560 Kekaa Dr K101 46 of 50 Listing Image for 2560 Kekaa Dr K101 47 of 50 Listing Image for 2560 Kekaa Dr K101 48 of 50 Listing Image for 2560 Kekaa Dr K101 49 of 50 Listing Image for 2560 Kekaa Dr K101 50 of 50

$990,000

↓ $110,000

Kaanapali Royal K101

2560 Kekaa Dr K101, Kaanapali

2 Beds 2 Baths 1,534 SqFt Residential MLS® # 410098

Days on Market: 78

Moffett Properties LLC Cell: 808-870-8888

Listing Image for 2481 Kaanapali Pkwy 1259/y 1 of 14 Listing Image for 2481 Kaanapali Pkwy 1259/y 2 of 14 Listing Image for 2481 Kaanapali Pkwy 1259/y 3 of 14 Listing Image for 2481 Kaanapali Pkwy 1259/y 4 of 14 Listing Image for 2481 Kaanapali Pkwy 1259/y 5 of 14 Listing Image for 2481 Kaanapali Pkwy 1259/y 6 of 14 Listing Image for 2481 Kaanapali Pkwy 1259/y 7 of 14 Listing Image for 2481 Kaanapali Pkwy 1259/y 8 of 14 Listing Image for 2481 Kaanapali Pkwy 1259/y 9 of 14 Listing Image for 2481 Kaanapali Pkwy 1259/y 10 of 14 Listing Image for 2481 Kaanapali Pkwy 1259/y 11 of 14 Listing Image for 2481 Kaanapali Pkwy 1259/y 12 of 14 Listing Image for 2481 Kaanapali Pkwy 1259/y 13 of 14 Listing Image for 2481 Kaanapali Pkwy 1259/y 14 of 14

$77,000

↓ $8,000

Whaler 1259/Y

2481 Kaanapali Pkwy 1259/y, Kaanapali

1 Bed 1 Bath 901 SqFt Residential Income MLS® # 410081

Days on Market: 80

Monte D Fitts REALTOR

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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