Serviced apartment vacation rentals in Wailea

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Top-rated serviced apartment rentals in Wailea

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A resort setting is displayed, showcasing multiple swimming pools surrounded by tropical landscaping. The building features a modern design with balconies and large windows, complemented by palm trees and lounge chairs arranged under umbrellas. Clear blue skies enhance the inviting atmosphere.
Apartment in Lahaina

Westin Nanea 1BR DISC July 11 to 18

DISCOUNT - Specic promotion for July 11 to 18 - many May/June weeks! - check for later in 2025 as well Westin Nanea Ocean Villas 1BR - PAY RESORT $15-25/day HI Gov fee, up to $60 1x fee, stays under 7 night $50/res - 7 night Stays (can do multiple wks), check-in Fri, Sat or Sun. For other than 7nts, or for mid week, cost/nt is higher - RESORT VIEW CATEGORY GUARANTEED UNIT - READ "The Space" for cleaning/etc, IMPORTANT NOTES regarding reserving, AND brief explanation re timeshare reservations

A large pool area is surrounded by lush palm trees and tropical landscaping. The clear blue water reflects the sky, creating a serene atmosphere. Several lounge chairs are positioned around the pool, providing relaxation options for guests.
Apartment in Lahaina

2 BR Ocean Resort Paradise Avail Mar 7-14, 2026

This resort offers everything you'll need for an adventurous or relaxing stay. 1400 square feet of modern luxurious comforts in two units with 2 kitchens, 2 king beds, 2 queen sofas, 2 washer/dryers, , a private lanai, whirlpool tubs and more, with a locking door to separate the units for added privacy. Access to restaurants, 3 resorts, pools, hot tubs, outdoor BBQ's, fire pits, spa, gym, activities and beaches. You can whale watch, play tennis, have a spa day, all without leaving the resort!

An inviting swimming pool is surrounded by lush green palm trees and tropical landscaping, with cabanas and lounge chairs arranged nearby. The ocean is visible in the background under a clear blue sky, creating a serene atmosphere for relaxation.
Apartment in Lahaina

Westin Ka’anapali Ocean Resort 1-Bedroom

Please refer to the Westin Ka'anapali website for a full description. In 2025, no availability. For 2026, our One-Bedroom is reserved the week of April 4-11 at the North building, available to book instantly. Other dates may be available, so please inquire ASAP before the reservation window opens (8 months ahead of your check-in date). Inside your One-Bedroom unit: - Living Room with dining area, full Kitchen, - Separate Bedroom with Westin's "Heavenly" bed, - Bathroom, - Washer/Dryer

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A panoramic view captures the resort complex nestled along the shoreline, with red-roofed units set amidst lush greenery. The tranquil waters reflect the sky, while a mountainous backdrop adds depth to the scene, inviting exploration of the natural beauty surrounding the area.
Apartment in Kihei

2BR Ocean Front, Amazing Sunsets, Pool, hot tub

Imagine this: You’ve just arrived at your island retreat after a scenic drive or a flight to Maui. The kids are finally unbuckled, and the “Are we there yet?” questions are over. You step out of your car or off the plane, and the soothing sound of waves greets you. The excitement of vacation is here, and you’re just 400 feet from the beachside tennis courts. Enjoy the convenience of: ✔️ A fully staffed front desk ✔️ Luggage storage ✔️ Your own private suite ✔️ Shared amenities

The image captures a vibrant resort area with multiple pools surrounded by lush greenery and tropical flowers. Lounge chairs and umbrellas are arranged along the poolside. In the background, the ocean and sandy beach are visible, with palm trees framing the serene view.
Hotel room in Lahaina
5 out of 5 average rating, 3 reviews

Hyatt Kaanapali Beach 2 Bedroom 2 Bathroom Villa

This elegant two-bedroom, two-bathroom villa affords nearly 1200 square ft. of interior living space and can sleep up to 6 guests. It has a king-size bed in the master bedroom and a queen convertible sofa sleeper in the living room. The guest bedroom has a queen size bed as well as a single pullout. The master bedroom, living room, and balcony are treated to some of the finest oceanfront views Ka’anapali has to offer. This unit is available for the week of December 6-13, 2025.

A water slide curves playfully down into a shallow pool, surrounded by dark volcanic rocks and lush tropical plants. Water splashes at the base, creating an inviting scene for families and children enjoying the resort amenities.
Apartment in Lahaina

LUXE/BEACHFRONT.Kaanapali Residence Club+Amenities

Pamper yourself in an unrivaled luxurious villa surrounded by clear blue waters and a picturesque oasis with premium beachfront amenities, home to everything needed to elevate your vacation; you can relax in a sprawling lagoon pool, ringed with lush vegetation and steps away from an ice-cold drink at the Tiki Bar. *********** Additional $500-$1000 SAVINGS available with 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 on certain 7-Night stays. All reservations require a SATURDAY-SATURDAY

A large sparkling swimming pool is surrounded by lush tropical landscaping and palm trees. The pool area includes rock features and vibrant flowers, creating a serene environment. The ocean can be seen in the distance under a clear blue sky.
Private room in Lahaina

1 Bedroom Oceanview Resort Villa : Sept 7–14

Step up to a Kaanapali vacation and embrace a welcoming abundance of resort amenities at The Westin Kaanapali Ocean Resort Villas. You will have a one bedroom (sleeps 4) to enjoy. There are plenty of diversions on the resort to keep the entire family entertained during your Maui stay. They all come with Westin touches keeping in harmony with the Hawaiian culture. Enjoy sparkling resort pools and waterfalls, three distinctive restaurants and two on-site markets.

A spacious living area is featured with a light blue sectional sofa, wooden coffee table, and a large flat-screen TV. Large glass doors open to a view of lush greenery, allowing natural light to illuminate the room. A ceiling fan is present above for added comfort.
Apartment in Lahaina
4.67 out of 5 average rating, 3 reviews

Unit H204 Garden View 1 BD/1BA + Bonus Room

Kaanapali Maui at the Eldorado® is an all-condominium resort conveniently located along the fairway in the center of the Kaanapali Beach Resort, just 5 minutes from the West Maui Airport or 45 scenic minutes from Kahului Airport. It's an easy stroll to the Kaanapali Maui at the Eldorado® private beach cabana located across the fairway on Kaanapali Beach. Also nearby is shopping and dining at Whaler's Village.

A vibrant resort pool is visible, featuring clear blue water and surrounded by lush tropical palm trees. Several lounge chairs are positioned around the pool, with bright red umbrellas providing shade. In the background, the ocean can be seen beyond the landscaped grounds.
Apartment in Lahaina
4.63 out of 5 average rating, 19 reviews

Honua Kai Resort & Spa Partial Ocean View 2BD/2BA

Located on Maui’s renowned Kaanapali North Beach, OUTRIGGER Honua Kai Resort & Spa provides the space you need with the exceptional amenities you’ll love. From family-friendly activities to adventurous excursions, this slice of Maui paradise offers something for everyone. Since 2012, all homes managed by OUTRIGGER has been awarded the prestigious AAA Four Diamond Award.

The resort's expansive exterior is captured under a clear blue sky, showcasing multiple floors lined with balconies. Lush palm trees surround the property, while a lagoon-style pool and sun loungers are visible below, with the ocean shimmering in the distance.
Apartment in Lahaina

An awe-inspiring Maui 2BR premier beachfront condo

A Luxury Maui Resort That Celebrates Ka'anapali Beach Experience an awe-inspiring Hawaiian island escape at this luxury Maui beachfront resort. Hyatt Residence Club Maui, Ka'anapali Beach offers this elegantly appointed two-bedroom villa with stunning unobstructed ocean views, a gourmet kitchen with stainless steel appliances, and modern spa-like bathrooms.

A spacious studio apartment features a large bed and a comfortable seating area, accented by a wooden headboard and soft lighting. A balcony door opens to a view of palm trees and ocean waves, while a small table and chairs are positioned near a window.
Apartment in Lahaina

Ocean-front Westin KOR South/North Studio

Smell the ocean and sleep to the sound of waves lapping the beach below. Perfect for a quick getaway. Enjoy this cozy studio apartment for 2-4 or consider our listing combining this unit with an adjoining 1 bedroom to serve up to 8 guests. Request a date near 8-12 months ahead to get best availability.

Apartment in Lahaina
4.85 out of 5 average rating, 115 reviews

Beachfront Condo in Lahaina!

Walk the beach and sand from our complex. Enjoy the Sunsets on our Lanai. Condo includes everything you will need (Fully stocked kitchen w/stove, refrigerator, microwave, coffee maker, etc.). King-size bed, flat-screen T.V., Free Wi-Fi. Granite counters in kitchen & bathroom. Free AC!

Popular amenities for Wailea serviced apartment rentals

Quick stats about serviced apartment rentals in Wailea

  • Total vacation rentals

    Explore 10 vacation rentals in Wailea

  • Nightly prices starting at

    Wailea vacation rentals start at G$29,290 GYD per night before taxes and fees

  • Verified guest reviews

    Over 20 verified reviews to help you choose

  • Vacation rentals with a pool

    10 properties feature pools

  • Wi-Fi availability

    10 of Wailea vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wailea rentals

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