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

Sort by:
In Escrow Short Term Rental
Listing Image for 3300 Wailea Alanui Dr 10f 1 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 2 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 3 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 4 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 5 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 6 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 7 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 8 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 9 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 10 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 11 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 12 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 13 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 14 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 15 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 16 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 17 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 18 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 19 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 20 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 21 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 22 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 23 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 24 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 25 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 26 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 27 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 28 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 29 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 30 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 31 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 32 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 33 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 34 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 35 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 36 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 37 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 38 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 39 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 40 of 41 Listing Image for 3300 Wailea Alanui Dr 10f 41 of 41

$1,095,000

Wailea Ekahi 10F

3300 Wailea Alanui Dr 10f, Wailea/Makena

1 Bed 1 Bath 792 SqFt Residential MLS® # 410522

Days on Market: 30

Coldwell Banker Island Prop-Ku Cell: 808-250-6754

Listing Image for 136 Manauea St Unit 9 1 of 4 Listing Image for 136 Manauea St Unit 9 2 of 4 Listing Image for 136 Manauea St Unit 9 3 of 4 Listing Image for 136 Manauea St Unit 9 4 of 4

$5,500,000

Wailea/Makena

136 Manauea St Unit 9, Wailea/Makena

0 Beds 0 Baths 0 SqFt Land MLS® # 410497

Days on Market: 40

Discovery Makena Realty LLC Cell: 808-870-8000

Listing Image for 112 Manauea St Unit 11 1 of 4 Listing Image for 112 Manauea St Unit 11 2 of 4 Listing Image for 112 Manauea St Unit 11 3 of 4 Listing Image for 112 Manauea St Unit 11 4 of 4

$3,025,000

Wailea/Makena

112 Manauea St Unit 11, Wailea/Makena

0 Beds 0 Baths 0 SqFt Land MLS® # 410498

Days on Market: 33

Discovery Makena Realty LLC Cell: 808-870-8000

Listing Image for 3150 Wailea Alanui Dr 2703 1 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 2 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 3 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 4 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 5 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 6 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 7 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 8 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 9 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 10 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 11 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 12 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 13 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 14 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 15 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 16 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 17 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 18 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 19 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 20 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 21 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 22 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 23 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 24 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 25 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 26 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 27 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 28 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 29 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 30 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 31 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 32 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 33 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 34 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 35 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 36 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 37 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 38 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 39 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 40 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 41 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 42 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 43 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 44 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 45 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 46 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 47 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 48 of 49 Listing Image for 3150 Wailea Alanui Dr 2703 49 of 49

$1,557,000

Wailea Palms 2703

3150 Wailea Alanui Dr 2703, Wailea/Makena

2 Beds 2 Baths 1,194 SqFt Residential MLS® # 410487

Days on Market: 33

Keller Williams Realty Maui-Ka Cell: 808-264-6836

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

$7,800,000

The Ridge of Wailea

22 Halapa Pl, Wailea/Makena

3 Beds 4 Baths 3,379 SqFt Residential MLS® # 410468

Days on Market: 37

Hawaii Life (W) Cell: 808-359-8500

Short Term Rental
Listing Image for 3800 Wailea Alanui Blvd H102 1 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 2 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 3 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 4 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 5 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 6 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 7 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 8 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 9 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 10 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 11 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 12 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 13 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 14 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 15 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 16 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 17 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 18 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 19 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 20 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 21 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 22 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 23 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 24 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 25 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 26 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 27 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 28 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 29 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 30 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 31 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 32 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 33 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 34 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 35 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 36 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 37 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 38 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 39 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 40 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 41 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 42 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 43 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 44 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 45 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 46 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 47 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 48 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 49 of 49

$4,200,000

Wailea Beach Villas H102

3800 Wailea Alanui Blvd H102, Wailea/Makena

2 Beds 2 Baths 1,899 SqFt Residential MLS® # 410442

Days on Market: 38

Hawaii Life (W) Cell: 808-280-2055

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.

Provide a valid email address.
Newsletter consent


Posted by Evan Harlow R(S) on

Enjoy this blog post? Click here to subscribe for updates

Tags

Email Send a link to post via Email

Leave A Comment

e.g. yourwebsitename.com
Please note that your email address is kept private upon posting.