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Wailea-Makena vacation rentals

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

Top-Rated Vacation Homes in Wailea-Makena

Browse the highest rated vacation properties in Wailea-Makena.

Recommended Homes in Wailea-Makena

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

Cozy Studio in South Kihei, Maui

0 bedrooms1 bathroom
4.98
95 reviews

Convenient 1BD/1BA in South Kihei, Maui

1 bedroom1 bathroom
4.94
78 reviews

Wailea Grand Champions Villa

2 bedrooms2 bathrooms
4.94
145 reviews

Keawakapu Ocean View Condo

2 bedrooms1 bathroom
4.94
149 reviews

Kihei Ali'i Kai A404

2 bedrooms1 bathroom

Vacation houses with pools in Wailea-Makena

Cool off in style with these amazing pool homes in Wailea-Makena.

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

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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?

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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?

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