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Serviced apartment vacation rentals in Wailea

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Top-rated serviced apartment rentals in Wailea

Guests agree: these serviced apartment rentals are highly rated for location, cleanliness, and more.

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A cozy living area is depicted, featuring a gray sofa and a light-colored coffee table. A large television is mounted on the wall opposite, with a view of the balcony and additional seating visible in the background. Natural light pours in through the sliding glass doors.

Apartment in Kihei

5 out of 5 average rating, 5 reviews

Two 2BR Units in Same Complex | Pool, Hot Tub, Gym

What’s better than one fully equipped condo? Two! Both renovated in 2023 Surprise your group with double the privacy and space. Two separate 2-bedroom apartments, each with its own kitchen, laundry, and balcony. Whether your group wants to split into early birds and night owls, this setup lets everyone win. Why settle for cramming into one space when you can have two fully independent homes under one booking? Check our main listing for more reviews: https://www.airbnb.com/rooms/51417716

The resort features multiple two-story buildings adorned with balconies surrounded by lush greenery. Towering palm trees provide shade, while mountains loom in the background under a partly cloudy sky.

Apartment in Kihei

Inviting 1BR Suite Close to the Shoreline!

NEW LISTING! This Maui resort delivers the experiences that create memories of a lifetime. • Guest checking in must be 21+ with valid ID. • Guest must have debit/credit card to put $250 refundable security deposit on hold at resort check-in. • Name on reservation must match photo ID at check-in. Please confirm your first and last name as shown on I.D when submitting a booking. • $9.00/night occupancy tax required at resort check-in. • Pool and hot tub hours are from 8am-10pm.

The sunken living room features a spacious sectional sofa with tropical patterns and a glass coffee table. Natural light filters through large windows, illuminating the open layout that connects to the kitchen and dining area, enhancing the inviting ambiance.

Apartment in Wailea-Makena

Palms at Wailea Villa 1805 Garden Deluxe 2BD/2BA

The Palms at Wailea Maui by Outrigger is a refreshing oasis located on a scenic bluff within the luxurious Wailea Community. Built on a hillside, these contemporary two-story Mediterranean style condos offer superior accommodations at the entrance to famed Wailea. Spacious landscaped grounds offer a serene vacation experience. Parking is available right in front of your unit making it easy to load your golf clubs, groceries and beach equipment.

An open living space features a comfortable blue sofa and a wooden dining table with a colorful centerpiece. Large windows allow natural light to fill the area, illuminating the modern kitchen equipped with sleek appliances. Decorative elements enhance the inviting ambiance.

Apartment in Wailea-Makena

Palms at Wailea Villa 1303 Garden Deluxe 1 BD 2 BA

The Palms at Wailea Maui by Outrigger is a refreshing oasis located on a scenic bluff within the luxurious Wailea Community. Built on a hillside, these contemporary two-story Mediterranean style condos offer superior accommodations at the entrance to famed Wailea. Spacious landscaped grounds offer a serene vacation experience. Parking is available right in front of your unit making it easy to load your golf clubs, groceries and beach equipment.

A bright living area features a floral-patterned sofa and a natural wood coffee table. Large glass doors open to an outdoor seating area surrounded by lush greenery. A ceiling fan and wall-mounted TV add convenience to the space, complemented by warm lighting from a nearby lamp.

Apartment in Kihei

5 out of 5 average rating, 3 reviews

Palms at Wailea Maui Garden View Deluxe 1 Bedroom

The Palms at Wailea Maui by Outrigger is a refreshing oasis located on a scenic bluff within the luxurious Wailea Community. Built on a hillside, these contemporary two-story Mediterranean style condos offer superior accommodations at the entrance to famed Wailea. Spacious landscaped grounds offer a serene vacation experience. Parking is available right in front of your unit making it easy to load your golf clubs, groceries and beach equipment.

The living area features a spacious sectional sofa adorned with colorful cushions, complemented by a round coffee table. Large sliding glass doors offer views of the landscaped grounds, connecting to an outdoor dining area. Ceiling fans provide comfort, while artwork decorates the walls.

Apartment in Wailea-Makena

Palms at Wailea Villa 2203 Garden Deluxe 1BD/2BA

The Palms at Wailea Maui by Outrigger is a refreshing oasis located on a scenic bluff within the luxurious Wailea Community. Built on a hillside, these contemporary two-story Mediterranean style condos offer superior accommodations at the entrance to famed Wailea. Spacious landscaped grounds offer a serene vacation experience. Parking is available right in front of your unit making it easy to load your golf clubs, groceries and beach equipment.

A modern living area is highlighted by large sliding glass doors that open to a private deck, revealing views of palm trees. A comfortable gray sectional sofa is centered around a wooden coffee table, while a flat-screen TV and side table enhance the space.

Apartment in Wailea-Makena

Palms at Wailea Maui 806 Ocean View 2B/2B

The Palms at Wailea Maui by Outrigger is a refreshing oasis located on a scenic bluff within the luxurious Wailea Community. Built on a hillside, these contemporary two-story Mediterranean style condos offer superior accommodations at the entrance to famed Wailea. Spacious landscaped grounds offer a serene vacation experience. Parking is available right in front of your unit making it easy to load your golf clubs, groceries and beach equipment.

A modern living area features a large sectional sofa, a coffee table, and a television on a wooden console. Natural light enters through sliding glass doors, leading to a private lanai with tropical views. A ceiling fan is visible above, enhancing airflow.

Apartment in Wailea-Makena

Palms at Wailea Villa 1210 Garden Deluxe 1BD 2BA

The Palms at Wailea Maui by Outrigger is a refreshing oasis located on a scenic bluff within the luxurious Wailea Community. Built on a hillside, these contemporary two-story Mediterranean style condos offer superior accommodations at the entrance to famed Wailea. Spacious landscaped grounds offer a serene vacation experience. Parking is available right in front of your unit making it easy to load your golf clubs, groceries and beach equipment.

An inviting outdoor pool is surrounded by palm trees, reflecting the colorful hues of the sunset sky. Lounge chairs are positioned around the pool deck, offering comfort for relaxation. A multi-story building is visible in the background, complementing the serene atmosphere.

Apartment in Kihei

4.92 out of 5 average rating, 13 reviews

Comfy 2BR Suite Steps Away from the Beach!

This Maui resort delivers the experiences that create memories of a lifetime. • Guest checking in must be 21+ with valid ID. • Guest must have debit/credit card to put $250 refundable security deposit on hold at resort check-in. • Name on reservation must match photo ID at check-in. Please confirm your first and last name as shown on I.D when submitting a booking. •$9.00/night occupancy tax required at resort

An outdoor pool is surrounded by lush palm trees and colorful tropical plants. Comfortable lounge chairs are positioned along the poolside, inviting relaxation. The clear water reflects the bright sky and adjacent building, creating a welcoming resort atmosphere.

Apartment in Kihei

4.6 out of 5 average rating, 10 reviews

Lovely Studio Suite Steps Away from the Beach!

This Maui resort delivers the experiences that create memories of a lifetime. • Guest checking in must be 21+ with valid ID. • Guest must have debit/credit card to put $250 refundable security deposit on hold at resort check-in. • Name on reservation must match photo ID at check-in. Please confirm your first and last name as shown on I.D when submitting a booking. •$9.00/night occupancy tax required at resort

An inviting outdoor pool is surrounded by tropical landscaping, featuring palm trees and colorful flowers. Lounge chairs are positioned along the pool's edge, while a multi-story building is visible in the background against a clear blue sky.

Apartment in Kihei

4.96 out of 5 average rating, 23 reviews

Spacious 2BR Suite Steps Away from the Beach!

This Maui resort delivers the experiences that create memories of a lifetime. • Guest checking in must be 21+ with valid ID. • Guest must have debit/credit card to put $150 refundable security deposit on hold at resort check-in. • Name on reservation must match photo ID at check-in. Please confirm your first and last name as shown on I.D when submitting a booking. •$9.00/night occupancy tax required at resort

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Popular amenities for Wailea serviced apartment rentals

Free parking on premises

Air conditioning

Family-friendly serviced apartment rentals

The outdoor pool area features a curvy design, surrounded by lush greenery and rock formations. Lounge chairs are positioned around the pool, inviting relaxation. A few guests can be seen enjoying the water under a clear blue sky with scattered clouds.

Apartment in Kihei

4.94 out of 5 average rating, 16 reviews

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6

The outdoor pool area is surrounded by palm trees and natural rock formations. Lounge chairs are positioned around the pool, and large multi-story buildings are visible in the background. Bright blue skies and soft clouds complement the inviting swim area.

Apartment in Kihei

5 out of 5 average rating, 14 reviews

Worldmark Kihei Resort 3 BR 2 Bath sleeps 8

An open living space features a comfortable blue sofa and a wooden dining table with a colorful centerpiece. Large windows allow natural light to fill the area, illuminating the modern kitchen equipped with sleek appliances. Decorative elements enhance the inviting ambiance.

Apartment in Wailea-Makena

Palms at Wailea Villa 1303 Garden Deluxe 1 BD 2 BA

A bright living area features a floral-patterned sofa and a natural wood coffee table. Large glass doors open to an outdoor seating area surrounded by lush greenery. A ceiling fan and wall-mounted TV add convenience to the space, complemented by warm lighting from a nearby lamp.

Apartment in Kihei

5 out of 5 average rating, 3 reviews

Palms at Wailea Maui Garden View Deluxe 1 Bedroom

An inviting outdoor pool is surrounded by palm trees, reflecting the colorful hues of the sunset sky. Lounge chairs are positioned around the pool deck, offering comfort for relaxation. A multi-story building is visible in the background, complementing the serene atmosphere.

Apartment in Kihei

4.92 out of 5 average rating, 13 reviews

Comfy 2BR Suite Steps Away from the Beach!

An outdoor pool is surrounded by lush palm trees and colorful tropical plants. Comfortable lounge chairs are positioned along the poolside, inviting relaxation. The clear water reflects the bright sky and adjacent building, creating a welcoming resort atmosphere.

Apartment in Kihei

4.6 out of 5 average rating, 10 reviews

Lovely Studio Suite Steps Away from the Beach!

A swimming pool is framed by tropical landscaping, featuring a gradual entry and rock formations. Lounge chairs are positioned around the pool area, while a multi-story building provides a backdrop, complemented by clear skies and scattered clouds.

Apartment in Kihei

4.88 out of 5 average rating, 16 reviews

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6

A large outdoor pool is surrounded by lush greenery and tropical plants, complemented by rock formations along the edges. Comfortable lounge chairs are positioned around the pool area, providing ample relaxation space, while the resort buildings are visible in the background under a clear blue sky.

Apartment in Kihei

4.84 out of 5 average rating, 32 reviews

Worldmark Kihei Resort 3 BR 2 Bath sleeps 8

Serviced apartment rentals with a washer and dryer

The outdoor pool area features a curvy design, surrounded by lush greenery and rock formations. Lounge chairs are positioned around the pool, inviting relaxation. A few guests can be seen enjoying the water under a clear blue sky with scattered clouds.

Apartment in Kihei

4.94 out of 5 average rating, 16 reviews

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6

The outdoor pool area is surrounded by palm trees and natural rock formations. Lounge chairs are positioned around the pool, and large multi-story buildings are visible in the background. Bright blue skies and soft clouds complement the inviting swim area.

Apartment in Kihei

5 out of 5 average rating, 14 reviews

Worldmark Kihei Resort 3 BR 2 Bath sleeps 8

An open living space features a comfortable blue sofa and a wooden dining table with a colorful centerpiece. Large windows allow natural light to fill the area, illuminating the modern kitchen equipped with sleek appliances. Decorative elements enhance the inviting ambiance.

Apartment in Wailea-Makena

Palms at Wailea Villa 1303 Garden Deluxe 1 BD 2 BA

A bright living area features a floral-patterned sofa and a natural wood coffee table. Large glass doors open to an outdoor seating area surrounded by lush greenery. A ceiling fan and wall-mounted TV add convenience to the space, complemented by warm lighting from a nearby lamp.

Apartment in Kihei

5 out of 5 average rating, 3 reviews

Palms at Wailea Maui Garden View Deluxe 1 Bedroom

An inviting outdoor pool is surrounded by palm trees, reflecting the colorful hues of the sunset sky. Lounge chairs are positioned around the pool deck, offering comfort for relaxation. A multi-story building is visible in the background, complementing the serene atmosphere.

Apartment in Kihei

4.92 out of 5 average rating, 13 reviews

Comfy 2BR Suite Steps Away from the Beach!

An outdoor pool is surrounded by lush palm trees and colorful tropical plants. Comfortable lounge chairs are positioned along the poolside, inviting relaxation. The clear water reflects the bright sky and adjacent building, creating a welcoming resort atmosphere.

Apartment in Kihei

4.6 out of 5 average rating, 10 reviews

Lovely Studio Suite Steps Away from the Beach!

A swimming pool is framed by tropical landscaping, featuring a gradual entry and rock formations. Lounge chairs are positioned around the pool area, while a multi-story building provides a backdrop, complemented by clear skies and scattered clouds.

Apartment in Kihei

4.88 out of 5 average rating, 16 reviews

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6

A large outdoor pool is surrounded by lush greenery and tropical plants, complemented by rock formations along the edges. Comfortable lounge chairs are positioned around the pool area, providing ample relaxation space, while the resort buildings are visible in the background under a clear blue sky.

Apartment in Kihei

4.84 out of 5 average rating, 32 reviews

Worldmark Kihei Resort 3 BR 2 Bath sleeps 8

Other serviced apartment vacation rentals

The outdoor pool area features a curvy design, surrounded by lush greenery and rock formations. Lounge chairs are positioned around the pool, inviting relaxation. A few guests can be seen enjoying the water under a clear blue sky with scattered clouds.

Apartment in Kihei

4.94 out of 5 average rating, 16 reviews

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6

The outdoor pool area is surrounded by palm trees and natural rock formations. Lounge chairs are positioned around the pool, and large multi-story buildings are visible in the background. Bright blue skies and soft clouds complement the inviting swim area.

Apartment in Kihei

5 out of 5 average rating, 14 reviews

Worldmark Kihei Resort 3 BR 2 Bath sleeps 8

An open living space features a comfortable blue sofa and a wooden dining table with a colorful centerpiece. Large windows allow natural light to fill the area, illuminating the modern kitchen equipped with sleek appliances. Decorative elements enhance the inviting ambiance.

Apartment in Wailea-Makena

Palms at Wailea Villa 1303 Garden Deluxe 1 BD 2 BA

A bright living area features a floral-patterned sofa and a natural wood coffee table. Large glass doors open to an outdoor seating area surrounded by lush greenery. A ceiling fan and wall-mounted TV add convenience to the space, complemented by warm lighting from a nearby lamp.

Apartment in Kihei

5 out of 5 average rating, 3 reviews

Palms at Wailea Maui Garden View Deluxe 1 Bedroom

An inviting outdoor pool is surrounded by palm trees, reflecting the colorful hues of the sunset sky. Lounge chairs are positioned around the pool deck, offering comfort for relaxation. A multi-story building is visible in the background, complementing the serene atmosphere.

Apartment in Kihei

4.92 out of 5 average rating, 13 reviews

Comfy 2BR Suite Steps Away from the Beach!

An outdoor pool is surrounded by lush palm trees and colorful tropical plants. Comfortable lounge chairs are positioned along the poolside, inviting relaxation. The clear water reflects the bright sky and adjacent building, creating a welcoming resort atmosphere.

Apartment in Kihei

4.6 out of 5 average rating, 10 reviews

Lovely Studio Suite Steps Away from the Beach!

A swimming pool is framed by tropical landscaping, featuring a gradual entry and rock formations. Lounge chairs are positioned around the pool area, while a multi-story building provides a backdrop, complemented by clear skies and scattered clouds.

Apartment in Kihei

4.88 out of 5 average rating, 16 reviews

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6

A large outdoor pool is surrounded by lush greenery and tropical plants, complemented by rock formations along the edges. Comfortable lounge chairs are positioned around the pool area, providing ample relaxation space, while the resort buildings are visible in the background under a clear blue sky.

Apartment in Kihei

4.84 out of 5 average rating, 32 reviews

Worldmark Kihei Resort 3 BR 2 Bath sleeps 8

Quick stats about serviced apartment rentals in Wailea

Total rentals
10 properties
Nightly prices starting at
G$29,250 GYD before taxes and fees
Total number of reviews
20 reviews
Rentals with a pool
10 properties have a pool
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool

Destinations to explore