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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$2,875,000

La'i Loa 202 (14D)

78 Kai Malu Dr 202 (14d), Wailea/Makena

2 Beds 2 Baths 1,374 SqFt Residential MLS® # 409643

Days on Market: 118

Polaris Pacific

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$2,848,000

Wailea Kialoa

230 E Panana Pl, Wailea/Makena

3 Beds 3.5 Baths 2,582 SqFt Residential MLS® # 409610

Days on Market: 122

Coldwell Banker Island Prop(S) Cell: 808-269-7999

In Escrow
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$2,489,000

Kai Malu 36A

115 Kai La Pl 36a, Wailea/Makena

3 Beds 2.5 Baths 1,852 SqFt Residential MLS® # 409574

Days on Market: 126

Coldwell Banker Island Prop(S) Cell: 808-298-5296

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$2,895,000

↓ $100,000

Keala O Wailea 4-101

59 Wailea Gateway Pl 4-101, Wailea/Makena

3 Beds 2 Baths 1,312 SqFt Residential MLS® # 409559

Days on Market: 128

Hawaii Life (W) Cell: 808-264-5775

Buying Real Estate on Maui

Buying Real Estate on Maui

Read Evan's complete guide to buying a home or condo on Maui.

Read the Guide
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$969,880

↓ $8,920

Wailea Fairway Villas C102

3950 Kalai Waa St C102, Wailea/Makena

2 Beds 2 Baths 949 SqFt Residential MLS® # 409538

Days on Market: 131

Nathalie Mullinix Rlty Universal Inc

Short Term Rental
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$1,395,000

Palms at Wailea 1509

3200 Wailea Alanui Dr 1509, Wailea/Makena

2 Beds 2 Baths 1,242 SqFt Residential MLS® # 409516

Days on Market: 132

Coldwell Banker Island Prop-Ku Cell: 808-283-2891

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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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$839,000

Mahana 513

110 Kaanapali Shores Pl 513, Kaanapali

0 Beds 1 Bath 456 SqFt Residential MLS® # 410067

Days on Market: 80

Coldwell Banker Island Prop-KP Cell: 808-283-2420

Short Term Rental
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$899,000

↓ $76,000

Maui Kai 801

106 Kaanapali Shores Pl 801, Kaanapali

1 Bed 1 Bath 587 SqFt Residential MLS® # 410036

Days on Market: 83

Keller Williams Realty Maui-L Cell: 808-250-5073

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$1,895,000

Masters 1602

50 Puu Anoano St 1602, Kaanapali

2 Beds 2 Baths 1,544 SqFt Residential MLS® # 410033

Days on Market: 83

Compass Cell: 808-757-8053

Short Term Rental
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$65,000

Whaler 608 S

2481 Kaanapali Pkwy 608 S, Kaanapali

1 Bed 2 Baths 905 SqFt Residential Income MLS® # 410027

Days on Market: 84

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

Short Term Rental
Listing Image for 130 Kai Malina Pkwy Sr613 1 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 2 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 3 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 4 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 5 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 6 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 7 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 8 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 9 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 10 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 11 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 12 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 13 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 14 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 15 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 16 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 17 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 18 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 19 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 20 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 21 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 22 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 23 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 24 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 25 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 26 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 27 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 28 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 29 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 30 of 31 Listing Image for 130 Kai Malina Pkwy Sr613 31 of 31

$1,599,000

↓ $26,000

Honua Kai - Hoku Lani SR613

130 Kai Malina Pkwy Sr613, Kaanapali

1 Bed 1 Bath 700 SqFt Residential MLS® # 410006

Days on Market: 86

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

Short Term Rental
Listing Image for 110 Kaanapali Shores Pl 1203 1 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 2 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 3 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 4 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 5 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 6 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 7 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 8 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 9 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 10 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 11 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 12 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 13 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 14 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 15 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 16 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 17 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 18 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 19 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 20 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 21 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 22 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 23 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 24 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 25 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 26 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 27 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 28 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 29 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 30 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 31 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 32 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 33 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 34 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 35 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 36 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 37 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 38 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 39 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 40 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 41 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 42 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 43 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 44 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 45 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 46 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 47 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 48 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 49 of 50 Listing Image for 110 Kaanapali Shores Pl 1203 50 of 50

$789,000

Mahana 1203

110 Kaanapali Shores Pl 1203, Kaanapali

0 Beds 1 Bath 456 SqFt Residential MLS® # 409969

Days on Market: 89

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

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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