Vacation rentals with a pool in Maalaea Bay

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!

4.98 out of 5 average rating, 130 reviews

Condo in Wailuku

Makani A Kai A7 modern beachfront, pool, a/c, w/d

Halerentals MAK A7 is a romantic, brand new beachfront condo with huge patio, lawn, and incredible views of the beach, bay, & Haleakala volcano-- centrally located for day trips around the island, and off the beaten tourist path. Cool a/c in every room -- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 2bed/2bath condo- w/ fully stocked kitchen & beach gear. Ideal for swimming, paddle boarding, snorkeling, and surfing-- amazing value for families and couples.

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, 220 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.

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 have maple cabinets and elegant granite counter tops. There is a comfortable king size bed, a well-stocked kitchen, central AC, with all new bamboo floors throughout, and a new washer / dryer. The Condo is owned and maintained by Maui residents.

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, 412 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!

4.97 out of 5 average rating, 116 reviews

A scenic outdoor space features a table set for dining, overlooking a vibrant green lawn and an expansive ocean view. Nearby, comfortable seating invites relaxation. The kitchen area is equipped with modern appliances, while a stylish clock adorns the wall.

Condo in Wailuku

Oceanfront Getaway, Brand New, Steps To Beach

Enjoy the panoramic ocean view directly from the living room. This wonderful ground floor unit offers privacy and tranquility with expansive ocean views, where you can enjoy seasonal whale watching, paddle boarding, surfing, snorkeling as well as many other activities just outside your door. The unit is also adjacent to one of the longest beaches on Maui, Sugar Beach. And just down the road you will find great shopping, restaurants, nightlife and the Maui Ocean Center.

4.92 out of 5 average rating, 124 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

Maui Oceanfront Penthouse at Nani Kai Hale (609)

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!

4.91 out of 5 average rating, 130 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.

4.9 out of 5 average rating, 110 reviews

Sugar Beach Renovated 10% Discnt on 7 days Booking

Sugar Beach Resort sits steps away from the Pacific Ocean in North Kihei and a 5-mile white sandy beach that fronts the property. Guest enjoy taking morning and sunset beach walks while enjoying the panoramic view of Pacific Ocean. Sugar Beach is centrally located, minutes away from Lahaina, Kapalua, downtown Kihei, Wailea, north shore/Paia and some of Maui's famous beaches, renowned golf courses and Maalea Harbor where the Maui Ocean Aquarium is.

4.96 out of 5 average rating, 437 reviews

A vibrant outdoor space features a heated private pool surrounded by lush tropical plants and palm trees. Comfortable lounge chairs are positioned by the edge of the pool, while a shaded dining area is set under a patio umbrella. A cascading fountain adds a tranquil element.

Home in Kihei

Stunning ocean view, heated pool at home by Wailea

Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

4.99 out of 5 average rating, 206 reviews

Cottage in Makawao

Rustic Upcountry retreat with breathtaking views!

Maui County Permits BBMP2019/0006 & SUP2 2019/0003 This is a BnB not a STRH Owners live on property. Aloha, sorry but at this time we are not hosting to families with children younger than 16 at this time. This is a non smoking property. No smoking is allowed. Use of the pool, hot tub and dry sauna are private when reserved with our private calendar. Mahalo!

A sparkling pool reflects the clear blue sky, framed by swaying palm trees. Lounge chairs are arranged along the pool's edge, facing the ocean and nearby islands. The scene captures a peaceful outdoor space ideal for relaxation next to the water.