Vacation rentals with a pool in Maalaea Bay

A resort-style pool area is surrounded by lush tropical landscaping. A hot tub is situated beside the swimming pool, with steps leading into its circular shape. Palm trees stand tall against a clear blue sky, creating a relaxing outdoor atmosphere.

4.99 out of 5 average rating, 153 reviews

Ocean view and beach by Wailea

Infants and children welcome! Ocean views, beach across the street. Large lanai. Indoor and outdoor dining. Large bedroom, king bed, ensuite, east facing second lanai off bedroom. Guest bathroom living room. Double height single air mattress, pac n play, high chair. Comfortable and quiet split system A/C. Toys, beach wagon, umbrellas, beach chairs, boogie boards, beach towels provided. Close to shops and restaurants. Tennis courts and two pools in complex. Reserved parking by front door.

4.96 out of 5 average rating, 157 reviews

A saltwater pool is framed by a black metal fence, with lush greenery and palm trees in the background. The tranquil water reflects the cloudy sky, while lounge chairs are positioned nearby on the spacious manicured lawn.

Condo in Wailuku

Makani A Kai A9 romantic beachfront Maui, pool,a/c

Halerentals MAK A9 is a romantic and newly renovated beachfront condo, centrally located for day trips around the island, and off the beaten tourist path. Cool A/C in every room and smart home controls-- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 1bed/1bath condo- with fully stocked kitchen, new 75" SmartTV and views of the beach, bay, & Haleakala volcano. Ideal for swimming, paddle boarding, snorkeling, and surfing-- amazing value for families and couples.

4.94 out of 5 average rating, 157 reviews

A lanai space features a table and chairs with a view of the ocean and distant islands. Tropical foliage decorates the foreground, including palm trees. The backdrop includes a clear sky with scattered clouds and a parking area adjacent to the property.

Condo in Wailuku

Cozy Retreat With Ocean Views & Luxury Amenities!

Welcome to a convenient Maui adventure base that is cozy, comfortable and modern! This Premier Vacation Condo in the harbor town known as Maalaea Village and located just 20 minutes from Kahului airport. Island Sands, a resort where you can enjoy a refreshing pool and barbecue grilling while overlooking stunning ocean and mountain viewing. Your tropical paradise includes opportunities to view turtles on a small beach, steps from the condo! This escape truly provides an unforgettable stay!

A serene water feature cascading down a stone wall creates a calming atmosphere. Lush tropical plants and vibrant flowers frame the clear blue water, which reflects sunlight. Palm trees are visible in the background, contributing to a tranquil outdoor setting.

4.99 out of 5 average rating, 168 reviews

Romantic, Luxury Retreat w/Ocean View-Couples Only

Luxury 1 bedroom 2 bath condo which has been fully renovated. Our condo has lovely ocean views as well as views of the lush tropical gardens and the pool. It has a fully stocked gourmet kitchen with high end appliances, assorted spices, coffee and tea. Sunset views from the lanai are stunning. If our condo is not available during the days of your travel, please check availability at our other Wailea Palms condo at https://www.airbnb.com/rooms/1728525 Not suitable for children or infants.

A large, heated pool is set against a backdrop of palm trees and ocean views. Sun loungers are arranged around the pool area, offering plenty of space for relaxation. The building's architecture complements the tropical environment, with a shaded bar area visible in the background.

5 out of 5 average rating, 172 reviews

Sugar Beach Resort Beach / Ocean Front Unit 426

SPECTACULAR OCEAN AND SUNSET VIEWS, including outer islands from the living room and lanai. You'll enjoy drinks in the evening watching the incredible sunsets. The condo has been totally redecorated and upgraded. The kitchen and bathroom are newly remodeled with maple cabinets and elegant granite counter tops. There is a very comfortable king size bed, a well-stocked kitchen, central AC, bamboo floors throughout, and a washer / dryer. The Condo is owned and maintained by Maui residents.

A serene outdoor pool is surrounded by lush tropical landscaping. Lounge chairs are arranged neatly around the water, providing ample seating for relaxation. The pool's clear blue water reflects the sunlight, and a gentle slope leads to a well-maintained grassy area.

5 out of 5 average rating, 218 reviews

Luxury condo • 180° Ocean Views • Steps to Beach

Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

4.98 out of 5 average rating, 371 reviews

A serene pool is illuminated with a soft green light, surrounded by lush tropical foliage. The pool's sleek shape reflects the evening sky, blending naturally into the garden setting. Spotlights enhance the tranquil atmosphere, inviting relaxation at night.

Guest suite in Kihei

"Dancing Turtle's "Guest Suite"

CHECK-IN WINDOW IS: 3-8PM. GIVE US AN HOUR WINDOW FOR CHECK-IN TIME AT LEAST 1 DAY BEFORE ARRIVAL; we need to adjust our schedule to make sure we can welcome you. We will try to accommodate your arrival time (e.g. later flight) as much as possible. NO EARLY CHECK IN or BAG DROP OFF. You will be in our private. Guest Apt. with fully equipped kitchen. We live upstairs. We are a licensed "B&B" , which is the Maui County destination to operate legally in an “owner occupied residence”.

A spacious lawn area features several lounge chairs and tables, surrounded by palm trees. Red umbrellas provide shade over some seating, while the ocean is visible in the background. The shoreline is framed by gentle waves under a bright blue sky.

4.87 out of 5 average rating, 409 reviews

Can be 2 Units! Modern On Beach Ocean View Balcony

You get BOTH units. Free Parking. World famous Sugar Beach is in the backyard w/ 10 miles of sand. Fully Remodeled. This single property works like two connecting hotel rooms. It can split into TWO units simply by locking the bedroom door. One unit would be a hotel room with bath. The other unit would be a hotel room with bath + kitchen. The property has TWO entrance doors, TWO FULL BATH with Tubs, TWO KING BEDS, TWO AC's, and TWO TV's. The The property also has free parking!

4.93 out of 5 average rating, 120 reviews

An outdoor swimming pool is framed by a sun-soaked patio, featuring lounge chairs positioned for relaxation. Lush palm trees sway gently in the breeze, and the ocean is visible in the background, adding to the serene atmosphere of the space.

Apartment in Kihei

Super Discount Rates at our Oceanfront Penthouse!

Bask in the breathtaking ocean views from our Maui penthouse! Centrally located, our beautifully remodeled suite offers full beachfront, ocean and pool access. The master bedroom features an incredibly comfortable California king bed with an en suite bathroom and stone walk-in shower. There is also a king size cozy sleeper sofa in the living room which has direct access to the second full bathroom. The modern kitchen is fully equipped with everything you need!

A well-maintained outdoor pool is framed by tropical plants and palm trees, providing a refreshing space for relaxation. Sun loungers are positioned around the pool area, inviting guests to unwind. The adjacent condo building rises quietly in the background, adding to the serene atmosphere.

4.94 out of 5 average rating, 175 reviews

Oceanfront Condo on magic Sugar Beach - Ocean View

•EAST/SOUTH MAUI IS OPEN FOR BUSINESS AND WELCOMING TOURISM• Life is sweet on Sugar Beach. Our oceanfront condo is fewer than 100 steps to a world-class beach that stretches for 5 miles. The smooth sand, gentle waves, and warm water create the ideal swimming experience. And when you are ready to come in, you can relax on our private beachfront lawn with your own lounge chair, table, and umbrella. Or maybe you prefer the pool? It’s perfectly maintained and private.

4.91 out of 5 average rating, 127 reviews

A rectangular heated pool is surrounded by lounge chairs and palm trees, with ocean views visible in the background. The pool is illuminated in a soft blue glow as the sun sets, creating a serene atmosphere for relaxation.

Apartment in Kihei

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

E Komo Mai to our remodeled oceanfront unit with stunning ocean view at the Nani Kai Hale. Feel the ocean breeze, listen to the waves, and watch the whales and sunsets from our tranquil, oceanfront condo. From our comfortable lanai seating you have view of the Islands of Molokini, Kahoolawe and Haleakala while enjoying your morning coffee, evening cocktail, or anytime meal. Walk along the beach and experience beautiful sunsets framed by swaying coconut palms.

A view from the private lanai showcases the resort's pool surrounded by lounge chairs and palm trees. The Pacific Ocean is visible in the distance, with a clear blue sky enhancing the coastal setting.