Wailea-Makena vacation rentals | Houfy — No Fees, Book Direct
Location
Dates
Guests

Wailea-Makena vacation rentals

Vacation rentals in Wailea-Makena — enter your dates to book direct

Wailea-Makena, located on Maui, is known for its luxury resorts and beaches like Wailea Beach, Big Beach, Ahihi-Kina'u Natural Area Reserve, and the snorkeling hotspot of Molokini Crater. Visitors come here for top-tier golf courses, the Maui Film Festival, and dining at the Shops at Wailea. Houfy allows you to connect with local hosts in Wailea-Makena, offering zero service fees for a hassle-free booking. Browse stays ranging from upscale condos and beachfront homes to golf course villas in neighboring Kihei and Maalaea. Winter is popular for whale watching, while summer offers calm seas perfect for diving.

Top-Rated Vacation Homes in Wailea-Makena

Browse the highest rated vacation properties in Wailea-Makena.

Kihei Kai Nani, Sandy Beaches, Free Parking, Wi-Fi

1 bd·1 ba
5· 33

Tranquil 1BD/2BA in South Kihei, Maui

1 bd·2 ba
5· 82

Comfortable 2BR/2BA in South Kihei, Maui

2 bd·2 ba
5· 44

Oceanfront Maui Penthouse

3 bd·3 ba
5· 106

Best Location! First Floor Family Friendly 2B/2B

2 bd·2 ba
5· 2

Kihei Akahi - Amazing Location

1 bd·1 ba
5· 13

Wailea Surf Shack: Beaches, Shops & Golf!

1 bd·2 ba
5· 134

Ocean Views! Maui Vista - 180 steps to beach

2 bd·2 ba
5· 2

Recommended Homes in Wailea-Makena

Handpicked properties we think you’ll love in Wailea-Makena.

Kihei Akahi (2531 S. Kihei Road), #DG06

1 bd·1 ba
4.97· 120

Ocean View Paradise! - Maui Vista

2 bd·2 ba
4.83· 162

Cozy Studio in South Kihei, Maui

0 bd·1 ba
4.98· 95

Convenient 1BD/1BA in South Kihei, Maui

1 bd·1 ba
4.94· 78

Keawakapu Ocean View Condo

2 bd·1 ba
4.94· 149

Wailea Grand Champions Villa

2 bd·2 ba
4.94· 145

South Kihei Guest Suite - Quiet Private Convenient

1 bd·1 ba
4.99· 151

Pet friendly vacation rentals in Wailea-Makena

Bring your furry friend along! Browse pet-welcoming homes in Wailea-Makena.

Why visit Wailea-Makena

Discover what makes Wailea-Makena a perfect vacation rental destination.

Pristine Beaches

Wailea Makena is known for its stunning beaches.

Enjoy the golden sands of Wailea Beach, just 0.5 miles from the city center, ideal for sunbathing and snorkeling.

World-Class Golfing

Play at top-rated courses with ocean views.

Tee off at the Wailea Golf Club, 1 mile away, featuring three championship courses with scenic ocean vistas.

Cultural Experiences

Discover Hawaiian culture and history.

Visit the Keawala'i Congregational Church, just 4 miles away, for a glimpse into Maui's religious history and local culture.

Family-Friendly Activities

Entertain families with diverse activities.

The Maui Ocean Center, 10 miles from Wailea, offers interactive exhibits and the state's largest aquarium tank.

Where to stay in Wailea-Makena

The best areas and neighborhoods for your vacation rental in Wailea-Makena.

Wailea Resort

This area boasts luxury resorts, high-end shopping, and fine dining options along Wailea Alanui Drive.

Best for: luxury travelers, honeymooners, golfers

Makena

Known for its natural beauty, Makena is perfect for secluded beaches and tranquil surroundings.

Best for: nature lovers, tranquility seekers, beachgoers

Kihei

Located just north of Wailea, Kihei offers more budget-friendly accommodations and casual dining.

Best for: budget travelers, families, surfers

Maui Meadows

Situated on the slopes of Haleakalā, this residential area offers stunning views and easy access to parks.

Best for: nature enthusiasts, hikers, residential stay

Browse Wailea-Makena rentals by property type

Filter the Wailea-Makena catalog by the kind of place you want to stay.

Browse Wailea-Makena rentals by amenity

Filter Wailea-Makena vacation rentals by the amenities that matter most to you.

Top attractions in Wailea-Makena

All within driving distance of Wailea-Makena vacation rentals.

Wailea Beach

Famous for its sparkling waters and golden sands, ideal for swimming and sunbathing. · 0.5 miles

Wailea Golf Club

Home to three premier golf courses offering ocean views. · 1 mile

Ahihi Kinau Natural Area Reserve

This protected area is a snorkeling paradise rich in marine life. · 5 miles

Keawala'i Congregational Church

A historic church offering insights into local Hawaiian culture. · 4 miles

Maui Ocean Center

Features Hawaii’s largest aquarium tank and marine exhibits. · 10 miles

The Shops at Wailea

An upscale shopping center with high-end retailers and dining. · 0.6 miles

Getting to and around Wailea-Makena

Getting around Wailea Makena is easiest by car, with nearby airports providing accessibility.

Airports
KAHULUI AIRPORT
Located 17 miles from Wailea, offering direct flights to major U.S. cities.
Driving
CAR RENTALS
Available at Kahului Airport and within Wailea for exploring the island at your own pace.

Frequently asked questions

Quick answers about booking vacation rentals in Wailea-Makena and what direct booking on Houfy actually means.

What is the average cost of a vacation rental in Wailea Makena Hawaii?

Are there pet-friendly vacation rentals in Wailea Makena?

What is the best time of year to visit Wailea Makena Hawaii?

What types of vacation rentals are available in Wailea Makena?

Which neighborhood is best for families in Wailea Makena Hawaii?

Is it better to stay in a vacation rental or a hotel in Wailea Makena Hawaii?

What local dining experiences are unique to Wailea Makena Hawaii?

What is Houfy and how does direct booking work?

Is Houfy safe for booking vacation rentals in Wailea Makena Hawaii?

No Service Fees

Save money by booking directly with property owners

Direct Communication

Connect directly with hosts for personalized service

100,000+ Properties

Choose from thousands of unique vacation rentals worldwide

What Is Houfy? Book Fee-Free Vacation Rentals Directly with Hosts

Houfy is the largest vacation rental direct booking advertising platform for rental property types such as homes, condos, cabins, apartments and rooms all over the world. The Houfy community offers more than 100,000 vacation rentals with no service fees.

Guests and hosts save money by booking vacation homes directly on Houfy. Easily search for a Houfy property and book your next condo, cabin, or house directly with a Houfy host anywhere in the world.

100K+
Listings
100+
Countries
0%
Service Fees

Your Guests. Your Terms. Your Profits

Join thousands of hosts who have discovered the freedom of direct bookings

  • Keep 100% of your profits
  • Direct communication with guests
  • Set your own terms and policies
  • No booking or service fees
Get started

What members say about us

Settings

© 2026 Houfy, Inc