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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$1,425,000

Wailea Ekolu 1705

10 Wailea Ekolu Pl 1705, Wailea/Makena

2 Beds 2 Baths 1,071 SqFt Residential MLS® # 410957

Days on Market: 2

(W)here Maui Takes You

New Short Term Rental
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$1,149,000

Grand Champions 40

155 Wailea Ike Pl 40, Wailea/Makena

2 Beds 2 Baths 1,148 SqFt Residential MLS® # 410950

Days on Market: 2

eXp Realty Cell: 808-757-8568

New Short Term Rental
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$3,595,000

Polo Beach Club 109

4400 Makena Rd 109, Wailea/Makena

2 Beds 2 Baths 1,238 SqFt Residential MLS® # 410949

Days on Market: 2

Coldwell Banker Island Prop(S) Cell: 808-283-3729

New
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$3,489,000

La'i Loa 102 - 3B

24 Kai Malu Dr 102 - 3b, Wailea/Makena

3 Beds 3 Baths 1,742 SqFt Residential MLS® # 410918

Days on Market: 5

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

In Escrow
Listing Image for 160 Heleuma Pl 1 of 50 Listing Image for 160 Heleuma Pl 2 of 50 Listing Image for 160 Heleuma Pl 3 of 50 Listing Image for 160 Heleuma Pl 4 of 50 Listing Image for 160 Heleuma Pl 5 of 50 Listing Image for 160 Heleuma Pl 6 of 50 Listing Image for 160 Heleuma Pl 7 of 50 Listing Image for 160 Heleuma Pl 8 of 50 Listing Image for 160 Heleuma Pl 9 of 50 Listing Image for 160 Heleuma Pl 10 of 50 Listing Image for 160 Heleuma Pl 11 of 50 Listing Image for 160 Heleuma Pl 12 of 50 Listing Image for 160 Heleuma Pl 13 of 50 Listing Image for 160 Heleuma Pl 14 of 50 Listing Image for 160 Heleuma Pl 15 of 50 Listing Image for 160 Heleuma Pl 16 of 50 Listing Image for 160 Heleuma Pl 17 of 50 Listing Image for 160 Heleuma Pl 18 of 50 Listing Image for 160 Heleuma Pl 19 of 50 Listing Image for 160 Heleuma Pl 20 of 50 Listing Image for 160 Heleuma Pl 21 of 50 Listing Image for 160 Heleuma Pl 22 of 50 Listing Image for 160 Heleuma Pl 23 of 50 Listing Image for 160 Heleuma Pl 24 of 50 Listing Image for 160 Heleuma Pl 25 of 50 Listing Image for 160 Heleuma Pl 26 of 50 Listing Image for 160 Heleuma Pl 27 of 50 Listing Image for 160 Heleuma Pl 28 of 50 Listing Image for 160 Heleuma Pl 29 of 50 Listing Image for 160 Heleuma Pl 30 of 50 Listing Image for 160 Heleuma Pl 31 of 50 Listing Image for 160 Heleuma Pl 32 of 50 Listing Image for 160 Heleuma Pl 33 of 50 Listing Image for 160 Heleuma Pl 34 of 50 Listing Image for 160 Heleuma Pl 35 of 50 Listing Image for 160 Heleuma Pl 36 of 50 Listing Image for 160 Heleuma Pl 37 of 50 Listing Image for 160 Heleuma Pl 38 of 50 Listing Image for 160 Heleuma Pl 39 of 50 Listing Image for 160 Heleuma Pl 40 of 50 Listing Image for 160 Heleuma Pl 41 of 50 Listing Image for 160 Heleuma Pl 42 of 50 Listing Image for 160 Heleuma Pl 43 of 50 Listing Image for 160 Heleuma Pl 44 of 50 Listing Image for 160 Heleuma Pl 45 of 50 Listing Image for 160 Heleuma Pl 46 of 50 Listing Image for 160 Heleuma Pl 47 of 50 Listing Image for 160 Heleuma Pl 48 of 50 Listing Image for 160 Heleuma Pl 49 of 50 Listing Image for 160 Heleuma Pl 50 of 50

$4,500,000

Wailea Kialoa

160 Heleuma Pl, Wailea/Makena

3 Beds 3 Baths 4,044 SqFt Residential MLS® # 410894

Days on Market: 9

Compass-W

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$1,090,000

Wailea Palms 3501

3150 Wailea Alanui Dr 3501, Wailea/Makena

1 Bed 2 Baths 1,032 SqFt Residential MLS® # 410883

Days on Market: 10

Coldwell Banker Island Prop(S) Cell: 808-463-5744

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$8,895,000

Wailea Golf Estates

144 Halau Pl, Wailea/Makena

3 Beds 3.5 Baths 3,666 SqFt Residential MLS® # 410860

Days on Market: 12

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$1,300,000

Wailea/Makena

3168 S Noho Loihi Way, Wailea/Makena

0 Beds 0 Baths 0 SqFt Land MLS® # 410807

Days on Market: 19

REMAX Resort Realty Cell: 808-276-3311

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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

New Short Term Rental
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$80,000

Whaler 1070 J

2481 Kaanapali Pkwy 1070 J, Kaanapali

1 Bed 2 Baths 905 SqFt Residential Income MLS® # 410975

Days on Market: 1

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

New Short Term Rental
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$895,000

Kaanapali Shores 254

3445 Lower Honoapiilani Rd 254, Kaanapali

2 Beds 2 Baths 1,078 SqFt Residential MLS® # 410961

Days on Market: 1

Island Sotheby's International Realty(M) Cell: 808-269-0282

New Short Term Rental
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$998,000

Whaler 1165

2481 Kaanapali Pkwy 1165, Kaanapali

0 Beds 1 Bath 542 SqFt Residential MLS® # 410954

Days on Market: 2

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

New Short Term Rental
Listing Image for 50 Nohea Kai Dr 1-502 1 of 36 Listing Image for 50 Nohea Kai Dr 1-502 2 of 36 Listing Image for 50 Nohea Kai Dr 1-502 3 of 36 Listing Image for 50 Nohea Kai Dr 1-502 4 of 36 Listing Image for 50 Nohea Kai Dr 1-502 5 of 36 Listing Image for 50 Nohea Kai Dr 1-502 6 of 36 Listing Image for 50 Nohea Kai Dr 1-502 7 of 36 Listing Image for 50 Nohea Kai Dr 1-502 8 of 36 Listing Image for 50 Nohea Kai Dr 1-502 9 of 36 Listing Image for 50 Nohea Kai Dr 1-502 10 of 36 Listing Image for 50 Nohea Kai Dr 1-502 11 of 36 Listing Image for 50 Nohea Kai Dr 1-502 12 of 36 Listing Image for 50 Nohea Kai Dr 1-502 13 of 36 Listing Image for 50 Nohea Kai Dr 1-502 14 of 36 Listing Image for 50 Nohea Kai Dr 1-502 15 of 36 Listing Image for 50 Nohea Kai Dr 1-502 16 of 36 Listing Image for 50 Nohea Kai Dr 1-502 17 of 36 Listing Image for 50 Nohea Kai Dr 1-502 18 of 36 Listing Image for 50 Nohea Kai Dr 1-502 19 of 36 Listing Image for 50 Nohea Kai Dr 1-502 20 of 36 Listing Image for 50 Nohea Kai Dr 1-502 21 of 36 Listing Image for 50 Nohea Kai Dr 1-502 22 of 36 Listing Image for 50 Nohea Kai Dr 1-502 23 of 36 Listing Image for 50 Nohea Kai Dr 1-502 24 of 36 Listing Image for 50 Nohea Kai Dr 1-502 25 of 36 Listing Image for 50 Nohea Kai Dr 1-502 26 of 36 Listing Image for 50 Nohea Kai Dr 1-502 27 of 36 Listing Image for 50 Nohea Kai Dr 1-502 28 of 36 Listing Image for 50 Nohea Kai Dr 1-502 29 of 36 Listing Image for 50 Nohea Kai Dr 1-502 30 of 36 Listing Image for 50 Nohea Kai Dr 1-502 31 of 36 Listing Image for 50 Nohea Kai Dr 1-502 32 of 36 Listing Image for 50 Nohea Kai Dr 1-502 33 of 36 Listing Image for 50 Nohea Kai Dr 1-502 34 of 36 Listing Image for 50 Nohea Kai Dr 1-502 35 of 36 Listing Image for 50 Nohea Kai Dr 1-502 36 of 36

$3,150,000

Kaanapali Alii 1-502

50 Nohea Kai Dr 1-502, Kaanapali

1 Bed 2 Baths 1,441 SqFt Residential MLS® # 410945

Days on Market: 2

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

New
Listing Image for 2481 Kaanapali Pkwy 115/e 1 of 20 Listing Image for 2481 Kaanapali Pkwy 115/e 2 of 20 Listing Image for 2481 Kaanapali Pkwy 115/e 3 of 20 Listing Image for 2481 Kaanapali Pkwy 115/e 4 of 20 Listing Image for 2481 Kaanapali Pkwy 115/e 5 of 20 Listing Image for 2481 Kaanapali Pkwy 115/e 6 of 20 Listing Image for 2481 Kaanapali Pkwy 115/e 7 of 20 Listing Image for 2481 Kaanapali Pkwy 115/e 8 of 20 Listing Image for 2481 Kaanapali Pkwy 115/e 9 of 20 Listing Image for 2481 Kaanapali Pkwy 115/e 10 of 20 Listing Image for 2481 Kaanapali Pkwy 115/e 11 of 20 Listing Image for 2481 Kaanapali Pkwy 115/e 12 of 20 Listing Image for 2481 Kaanapali Pkwy 115/e 13 of 20 Listing Image for 2481 Kaanapali Pkwy 115/e 14 of 20 Listing Image for 2481 Kaanapali Pkwy 115/e 15 of 20 Listing Image for 2481 Kaanapali Pkwy 115/e 16 of 20 Listing Image for 2481 Kaanapali Pkwy 115/e 17 of 20 Listing Image for 2481 Kaanapali Pkwy 115/e 18 of 20 Listing Image for 2481 Kaanapali Pkwy 115/e 19 of 20 Listing Image for 2481 Kaanapali Pkwy 115/e 20 of 20

$45,000

Whaler 115/E

2481 Kaanapali Pkwy 115/e, Kaanapali

0 Beds 1 Bath 523 SqFt Residential Income MLS® # 410944

Days on Market: 2

Keith Eugene Paulsen

New
Listing Image for 2481 Kaanapali Pkwy 115/g 1 of 20 Listing Image for 2481 Kaanapali Pkwy 115/g 2 of 20 Listing Image for 2481 Kaanapali Pkwy 115/g 3 of 20 Listing Image for 2481 Kaanapali Pkwy 115/g 4 of 20 Listing Image for 2481 Kaanapali Pkwy 115/g 5 of 20 Listing Image for 2481 Kaanapali Pkwy 115/g 6 of 20 Listing Image for 2481 Kaanapali Pkwy 115/g 7 of 20 Listing Image for 2481 Kaanapali Pkwy 115/g 8 of 20 Listing Image for 2481 Kaanapali Pkwy 115/g 9 of 20 Listing Image for 2481 Kaanapali Pkwy 115/g 10 of 20 Listing Image for 2481 Kaanapali Pkwy 115/g 11 of 20 Listing Image for 2481 Kaanapali Pkwy 115/g 12 of 20 Listing Image for 2481 Kaanapali Pkwy 115/g 13 of 20 Listing Image for 2481 Kaanapali Pkwy 115/g 14 of 20 Listing Image for 2481 Kaanapali Pkwy 115/g 15 of 20 Listing Image for 2481 Kaanapali Pkwy 115/g 16 of 20 Listing Image for 2481 Kaanapali Pkwy 115/g 17 of 20 Listing Image for 2481 Kaanapali Pkwy 115/g 18 of 20 Listing Image for 2481 Kaanapali Pkwy 115/g 19 of 20 Listing Image for 2481 Kaanapali Pkwy 115/g 20 of 20

$45,000

Whaler 115/G

2481 Kaanapali Pkwy 115/g, Kaanapali

0 Beds 1 Bath 523 SqFt Residential Income MLS® # 410941

Days on Market: 2

Keith Eugene Paulsen

New Short Term Rental
Listing Image for 3445 Lower Honoapiilani Rd 522 1 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 2 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 3 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 4 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 5 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 6 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 7 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 8 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 9 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 10 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 11 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 12 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 13 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 14 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 15 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 16 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 17 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 18 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 19 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 20 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 21 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 22 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 23 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 24 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 25 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 26 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 27 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 28 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 29 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 30 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 31 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 32 of 33 Listing Image for 3445 Lower Honoapiilani Rd 522 33 of 33

$695,000

Kaanapali Shores 522

3445 Lower Honoapiilani Rd 522, Kaanapali

1 Bed 1 Bath 806 SqFt Residential MLS® # 410924

Days on Market: 5

Berkshire Hathaway Maui Prop-L Cell: 808-280-7061

New
Listing Image for 2481 Kaanapali Pkwy 120/a 1 of 18 Listing Image for 2481 Kaanapali Pkwy 120/a 2 of 18 Listing Image for 2481 Kaanapali Pkwy 120/a 3 of 18 Listing Image for 2481 Kaanapali Pkwy 120/a 4 of 18 Listing Image for 2481 Kaanapali Pkwy 120/a 5 of 18 Listing Image for 2481 Kaanapali Pkwy 120/a 6 of 18 Listing Image for 2481 Kaanapali Pkwy 120/a 7 of 18 Listing Image for 2481 Kaanapali Pkwy 120/a 8 of 18 Listing Image for 2481 Kaanapali Pkwy 120/a 9 of 18 Listing Image for 2481 Kaanapali Pkwy 120/a 10 of 18 Listing Image for 2481 Kaanapali Pkwy 120/a 11 of 18 Listing Image for 2481 Kaanapali Pkwy 120/a 12 of 18 Listing Image for 2481 Kaanapali Pkwy 120/a 13 of 18 Listing Image for 2481 Kaanapali Pkwy 120/a 14 of 18 Listing Image for 2481 Kaanapali Pkwy 120/a 15 of 18 Listing Image for 2481 Kaanapali Pkwy 120/a 16 of 18 Listing Image for 2481 Kaanapali Pkwy 120/a 17 of 18 Listing Image for 2481 Kaanapali Pkwy 120/a 18 of 18

$145,000

Whaler 120/A

2481 Kaanapali Pkwy 120/a, Kaanapali

1 Bed 1 Bath 901 SqFt Residential Income MLS® # 410909

Days on Market: 7

Keith Eugene Paulsen

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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