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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Short Term Rental
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$6,350,000

Wailea Beach Villas K-208

3800 Wailea Alanui Blvd K-208, Wailea/Makena

3 Beds 3 Baths 2,892 SqFt Residential MLS® # 408319

Days on Market: 250

Maui Real Estate Advisors LLC 808-875-4444

Short Term Rental
Listing Image for 3800 Wailea Alanui Dr Ph-303 1 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 2 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 3 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 4 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 5 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 6 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 7 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 8 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 9 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 10 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 11 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 12 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 13 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 14 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 15 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 16 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 17 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 18 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 19 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 20 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 21 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 22 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 23 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 24 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 25 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 26 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 27 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 28 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 29 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 30 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 31 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 32 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 33 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 34 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 35 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 36 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 37 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 38 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 39 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 40 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 41 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 42 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 43 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 44 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 45 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 46 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 47 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 48 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 49 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 50 of 50

$5,500,000

Wailea Beach Villas PH-303

3800 Wailea Alanui Dr Ph-303, Wailea/Makena

3 Beds 3 Baths 1,961 SqFt Residential MLS® # 408288

Days on Market: 254

Compass-W

Listing Image for 184 Lolowaa Pl 1 of 50 Listing Image for 184 Lolowaa Pl 2 of 50 Listing Image for 184 Lolowaa Pl 3 of 50 Listing Image for 184 Lolowaa Pl 4 of 50 Listing Image for 184 Lolowaa Pl 5 of 50 Listing Image for 184 Lolowaa Pl 6 of 50 Listing Image for 184 Lolowaa Pl 7 of 50 Listing Image for 184 Lolowaa Pl 8 of 50 Listing Image for 184 Lolowaa Pl 9 of 50 Listing Image for 184 Lolowaa Pl 10 of 50 Listing Image for 184 Lolowaa Pl 11 of 50 Listing Image for 184 Lolowaa Pl 12 of 50 Listing Image for 184 Lolowaa Pl 13 of 50 Listing Image for 184 Lolowaa Pl 14 of 50 Listing Image for 184 Lolowaa Pl 15 of 50 Listing Image for 184 Lolowaa Pl 16 of 50 Listing Image for 184 Lolowaa Pl 17 of 50 Listing Image for 184 Lolowaa Pl 18 of 50 Listing Image for 184 Lolowaa Pl 19 of 50 Listing Image for 184 Lolowaa Pl 20 of 50 Listing Image for 184 Lolowaa Pl 21 of 50 Listing Image for 184 Lolowaa Pl 22 of 50 Listing Image for 184 Lolowaa Pl 23 of 50 Listing Image for 184 Lolowaa Pl 24 of 50 Listing Image for 184 Lolowaa Pl 25 of 50 Listing Image for 184 Lolowaa Pl 26 of 50 Listing Image for 184 Lolowaa Pl 27 of 50 Listing Image for 184 Lolowaa Pl 28 of 50 Listing Image for 184 Lolowaa Pl 29 of 50 Listing Image for 184 Lolowaa Pl 30 of 50 Listing Image for 184 Lolowaa Pl 31 of 50 Listing Image for 184 Lolowaa Pl 32 of 50 Listing Image for 184 Lolowaa Pl 33 of 50 Listing Image for 184 Lolowaa Pl 34 of 50 Listing Image for 184 Lolowaa Pl 35 of 50 Listing Image for 184 Lolowaa Pl 36 of 50 Listing Image for 184 Lolowaa Pl 37 of 50 Listing Image for 184 Lolowaa Pl 38 of 50 Listing Image for 184 Lolowaa Pl 39 of 50 Listing Image for 184 Lolowaa Pl 40 of 50 Listing Image for 184 Lolowaa Pl 41 of 50 Listing Image for 184 Lolowaa Pl 42 of 50 Listing Image for 184 Lolowaa Pl 43 of 50 Listing Image for 184 Lolowaa Pl 44 of 50 Listing Image for 184 Lolowaa Pl 45 of 50 Listing Image for 184 Lolowaa Pl 46 of 50 Listing Image for 184 Lolowaa Pl 47 of 50 Listing Image for 184 Lolowaa Pl 48 of 50 Listing Image for 184 Lolowaa Pl 49 of 50 Listing Image for 184 Lolowaa Pl 50 of 50

$9,495,000

↓ $1,500,000

WAILEA GOLF ESTATES II

184 Lolowaa Pl, Wailea/Makena

4 Beds 4.5 Baths 3,777 SqFt Residential MLS® # 408267

Days on Market: 256

Compass-W

Listing Image for 7191 Makena Rd 1 of 21 Listing Image for 7191 Makena Rd 2 of 21 Listing Image for 7191 Makena Rd 3 of 21 Listing Image for 7191 Makena Rd 4 of 21 Listing Image for 7191 Makena Rd 5 of 21 Listing Image for 7191 Makena Rd 6 of 21 Listing Image for 7191 Makena Rd 7 of 21 Listing Image for 7191 Makena Rd 8 of 21 Listing Image for 7191 Makena Rd 9 of 21 Listing Image for 7191 Makena Rd 10 of 21 Listing Image for 7191 Makena Rd 11 of 21 Listing Image for 7191 Makena Rd 12 of 21 Listing Image for 7191 Makena Rd 13 of 21 Listing Image for 7191 Makena Rd 14 of 21 Listing Image for 7191 Makena Rd 15 of 21 Listing Image for 7191 Makena Rd 16 of 21 Listing Image for 7191 Makena Rd 17 of 21 Listing Image for 7191 Makena Rd 18 of 21 Listing Image for 7191 Makena Rd 19 of 21 Listing Image for 7191 Makena Rd 20 of 21 Listing Image for 7191 Makena Rd 21 of 21

$37,000,000

Wailea/Makena

7191 Makena Rd, Wailea/Makena

0 Beds 0 Baths 0 SqFt Land MLS® # 408242

Days on Market: 258

Coldwell Banker Island Prop-Ku Cell: 808-280-5000

Short Term Rental
Listing Image for 81 Makakehau St Apt H-2 1 of 40 Listing Image for 81 Makakehau St Apt H-2 2 of 40 Listing Image for 81 Makakehau St Apt H-2 3 of 40 Listing Image for 81 Makakehau St Apt H-2 4 of 40 Listing Image for 81 Makakehau St Apt H-2 5 of 40 Listing Image for 81 Makakehau St Apt H-2 6 of 40 Listing Image for 81 Makakehau St Apt H-2 7 of 40 Listing Image for 81 Makakehau St Apt H-2 8 of 40 Listing Image for 81 Makakehau St Apt H-2 9 of 40 Listing Image for 81 Makakehau St Apt H-2 10 of 40 Listing Image for 81 Makakehau St Apt H-2 11 of 40 Listing Image for 81 Makakehau St Apt H-2 12 of 40 Listing Image for 81 Makakehau St Apt H-2 13 of 40 Listing Image for 81 Makakehau St Apt H-2 14 of 40 Listing Image for 81 Makakehau St Apt H-2 15 of 40 Listing Image for 81 Makakehau St Apt H-2 16 of 40 Listing Image for 81 Makakehau St Apt H-2 17 of 40 Listing Image for 81 Makakehau St Apt H-2 18 of 40 Listing Image for 81 Makakehau St Apt H-2 19 of 40 Listing Image for 81 Makakehau St Apt H-2 20 of 40 Listing Image for 81 Makakehau St Apt H-2 21 of 40 Listing Image for 81 Makakehau St Apt H-2 22 of 40 Listing Image for 81 Makakehau St Apt H-2 23 of 40 Listing Image for 81 Makakehau St Apt H-2 24 of 40 Listing Image for 81 Makakehau St Apt H-2 25 of 40 Listing Image for 81 Makakehau St Apt H-2 26 of 40 Listing Image for 81 Makakehau St Apt H-2 27 of 40 Listing Image for 81 Makakehau St Apt H-2 28 of 40 Listing Image for 81 Makakehau St Apt H-2 29 of 40 Listing Image for 81 Makakehau St Apt H-2 30 of 40 Listing Image for 81 Makakehau St Apt H-2 31 of 40 Listing Image for 81 Makakehau St Apt H-2 32 of 40 Listing Image for 81 Makakehau St Apt H-2 33 of 40 Listing Image for 81 Makakehau St Apt H-2 34 of 40 Listing Image for 81 Makakehau St Apt H-2 35 of 40 Listing Image for 81 Makakehau St Apt H-2 36 of 40 Listing Image for 81 Makakehau St Apt H-2 37 of 40 Listing Image for 81 Makakehau St Apt H-2 38 of 40 Listing Image for 81 Makakehau St Apt H-2 39 of 40 Listing Image for 81 Makakehau St Apt H-2 40 of 40

$4,999,999

↓ $100,001

Hoolei Apt H-2

81 Makakehau St Apt H-2, Wailea/Makena

3 Beds 3.5 Baths 2,426 SqFt Residential MLS® # 408222

Days on Market: 264

Coldwell Banker Island Prop(S) Cell: 808-214-7837

Listing Image for 4000 Wailea Alanui Dr 2904 1 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 2 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 3 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 4 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 5 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 6 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 7 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 8 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 9 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 10 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 11 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 12 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 13 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 14 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 15 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 16 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 17 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 18 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 19 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 20 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 21 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 22 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 23 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 24 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 25 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 26 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 27 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 28 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 29 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 30 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 31 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 32 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 33 of 33

$4,495,000

Wailea Point 2904

4000 Wailea Alanui Dr 2904, Wailea/Makena

2 Beds 2 Baths 1,558 SqFt Residential MLS® # 408086

Days on Market: 275

Coldwell Banker Island Prop(P) Cell: 808-344-7208

View 6 More Listings

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.

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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