Wailea Beach Villas PH209

United States / Hawaii / Maui

This exceptional penthouse retreat offers elevated ocean views, refined interiors, and seamless indoor-outdoor living designed for effortless island luxury. Perfect for discerning travelers, it combines the privacy of a sophisticated residence with exclusive access to resort-style amenities just steps from Wailea Beach.

Villa Overview

Up to 8 Guests
Up to 4 Bedrooms
3 Bathrooms
from 3 Min. Nights

Wailea Beach Villas Penthouse 209 is a beautifully appointed 2,600-square-foot garden-view retreat offering a tranquil escape overlooking the family pool. Thoughtfully designed with an open, airy layout, this elegant residence features an expansive tiled great room that seamlessly blends indoor and outdoor living.

When the floor-to-ceiling sliding glass doors are fully opened, gentle island breezes flow throughout the space, inviting you onto your private lanai, where you can relax and enjoy glimpses of the shimmering Pacific Ocean in a peaceful, tropical setting.

Villa Features~

  • Located on the second floor overlooking the family pool
  • Air conditioning and ceiling fans (throughout villa)
  • Three bedrooms  and an enclosed den
  • Three bathrooms
  • Throughout the penthouse, you will find an international collection of art and artifacts, enhancing the luxurious ambiance
  • Eclectic living room with flat-screen TV
  • Semi-formal dining area with seating for six guests
  • Fully equipped kitchen with granite countertops, modern appliances, and an island with seating
  • Private balcony with Viking grill, alfresco dining, and seating
  • Flat-screen TVs with cable programming
  • Wi-Fi

Accommodations~

The primary suite is thoughtfully situated next to the living area, boasting its own private entrance to the lanai and an en-suite luxury bath for added convenience. 

The remaining two bedrooms are strategically positioned at the front of the suite to ensure privacy for all guests.

There's an enclosed den off the living area to accommodate extra guests.

Wailea Beach Resort~

Wailea Beach Villas is the premier oceanfront rental property on the #1 island, according to Condé Nast Traveler. We offer two- and three-bedroom oceanfront, ocean-view, and garden-view villas and penthouses, spread across 11 acres of picturesque grounds along Wailea Beach. With luxury resort-style amenities—including housekeeping, an on-site front desk, and full-service concierge—Wailea Beach Villas provides the ideal combination of private villa living and resort amenities in the heart of Maui.

Wellness~

State-of-the-art gym featuring a full range of cardio and strength-training equipment, including free weights and a Peloton Bike for on-demand workouts with your favorite instructors. For a more personalized experience, private training sessions and yoga instruction can also be arranged.

Tennis~

Wailea Tennis Club: The world-class facility has received national accolades for its facilities. Choose from nine beautiful tennis courts as well as a stadium court that can seat 1,000 spectators. Schedule private lessons, attend a daily adult clinic, or join in on drop-in matches.

If pickleball is more your pace, The Wailea Tennis Club also has 10 permanent pickleball courts. Work on your backhand while vacationing with us on Maui. Maui guests can sign up for daily passes to use the Wailea courts and facilities.

Pools~

Wailea Beach Villas offers an exquisite selection of resort-style pools designed for both relaxation and recreation. The adult infinity-edge pool overlooks the ocean, providing a serene, adults-only retreat complete with private cabanas, lounge seating, and breathtaking sunset views. For families, the lagoon-style pool features shallow areas for children, gentle waterfalls, and nearby hot tubs, creating a safe and fun environment for all ages. Surrounded by lush tropical landscaping and tranquil walking paths, the pools at Wailea Beach Villas perfectly blend luxury, comfort, and the natural beauty of Maui’s coastline.

Beach~

Wailea Beach offers a picture-perfect stretch of golden sand and calm, crystal-clear waters, creating an effortless setting for swimming, sunbathing, and oceanfront relaxation. With dedicated beach service, breathtaking sunset views, and a prime location along Maui’s most prestigious shoreline, it delivers a refined yet inviting coastal experience just steps from your villa.

Golf~

Wailea Blue Course: Offering beautiful views of Wailea, Haleakala, Molokini, and the ocean, this 18-hole par 71 course was designed by Arthur Jack Snyder. Wider fairways invite longer drives and more freedom in your shot placement. Soft coral sand bunkers are strategically placed to add a layer of difficulty. Finish off your round with a drink or bite at Mulligans on the Blue.

Wailea Gold Course: The Gold course is considered the most challenging of the three Wailea courses. Because your skills will be tested, Wailea Gold has often been recognized by industry-leading publications like Golf Digest, Golfweek, and Golf Magazine. The course has hosted numerous professional tournaments over the years and world-renowned golfers. Book your tee time at this legendary course designed by Robert Trent Jones II.

Wailea Emerald Course: This Wailea golf course is inviting for couples or families looking to play a round of golf together while on Maui. With four to six tee boxes arranged at each hole, you can adapt the hole to each player's skill level. Designed by Robert Trent Jones II, the course features plenty of unique elements, including two double greens, that will keep you engaged and smiling while playing this Wailea course. Take in the colorful surroundings of palm trees, plumeria, and ocean views.

Maui Nui Golf Course: Head into the neighboring beach community of Kihei to play a round of eighteen holes at Maui Nui Golf Club. Suitable for all golf skill levels, the course blends inviting holes with challenging obstacles. In addition to the course, Maui Nui also has one of the most high-tech driving ranges on the island. Buy a bucket of balls and play various games and challenges that track the flight of your path.

Shopping~

Just steps from your villa, The Shops at Wailea offers a sophisticated island shopping experience, where luxury boutiques, designer labels, and artisanal Hawaiian crafts come together in a beautifully landscaped, open-air setting. Stroll among vibrant galleries, specialty stores, and gourmet food shops, then pause at a café or ocean-view terrace to relax—perfect for combining retail therapy with a taste of Maui’s laid-back elegance.

Game Room~

The villa’s family game room is a lively hub of entertainment, designed for both fun and relaxation. Challenge loved ones to a match on the pool table, ping pong, or shuffleboard, all within a stylish, spacious setting that blends the energy of a classic game room—perfect for creating unforgettable family memories.

Features

4 Bedrooms, 3 Bathrooms

Sleeps 8 People

Ceiling Fans (throughout penthouse)

A/C (throughout penthouse)

Golf Courses (nearby)

Wi-Fi

Tennis Club (nearby)

Peloton Bikes

Resort Fitness Center

Personal Trainers (fee required)

Treadmills

Washer

Dryer

En-Suite Bathrooms (select)

Showers

Hair Dryer

Towels

Bed Linens

Extra Pillow & Blankets

Closets

Utensils

Dishes

Coffee Maker

Dishwasher

Oven

Stove

Refrigerator

Granite Countertops

Island

Microwave

Parking

Kitchen

Dining Area

Living Area

Balcony

Pool View

Gated Community

Smoke Detector

Viking Grill

Alfresco Dining

Cable Programming

Flat-Screen TVs

Lagoon-Style Pool

Waterfalls

Hot Tubs

Private Cabanas

Lounge Seating

Adult Infinity Edge Pool

Game Room

Shopping

Fitness Center

Pools

Beach (semi-private)

Ten Pickleball Courts (nearby)

Details

Bedroom Details

Suite 1: King-size bed with en-suite bathroom
Suite 2: King-size bed
Suite 3: King-size beds
Den: Two twin-size beds

Distance Details

Kahului Airport (OGG): 20-30-minute drive (approx.)

Staff and Services

Concierge
Housekeeping
Cleaning service included (restrictions apply)

Location Details

Wailea Beach: Walk in 1 minute
Shops at Wailea Dining and Shopping: Walk in 1 minute
Wailea Village Dining: Walk in 7 minutes
Wailea Gateway Center Dining: Drive in 2 minutes
3 Wailea Golf Club Courses: Drive in 5 minutes

Villa Notes

Sorry, no pets are allowed
Non-smoking

Tax Service Charge Details*
Taxes & fees are subject to change without notice
Transient Accommodation Tax: 11%
General Excise Tax: 4.712%
County Tax: 3%
Service Fee: 8% (plus tax)
Protection Fee: $149.00 (plus tax)
Minimum Stay Details
High/Low Season: 3-night minimum stay required Festive Season: 7-10-night minimum stay required

Location

Villa information may change without notice and should be confirmed with our villa rental specialists.