Vacation rentals with a pool in Maalaea Bay

A sparkling pool is set within a fenced area, surrounded by tropical greenery and palm trees. Lounge chairs are arranged on the patio, with the ocean visible in the background, providing a serene setting for relaxation.

4.96 out of 5 average rating, 186 reviews

Spectacular ocean views @IslandSurf Oct Spec $175

*PLEASE NOTE A 14.8% HAWAII STATE TA/GE TAX WILL BE ADDED AND COLLECTED BY THE END OF YOUR STAY** COMPLETELY REMODELED THIS SUMMER IN A COMFORTABLE MODERN-TROPICAL STYLE. THE HIGHEST THREAD- COUNT LINENS AND TEAK THROUGHOUT THIS HIGH STYLED CONDO. HUGE VIEWS FROM THE MODERN KITCHEN, LIVING ROOM AND LANAI All SET IN THE HEART OF KIHEI. FABULOUS LOADS OF BEACH GEAR SURFING LESSONS DOWNSTAIRS BIKE RENTALS DOWNSTAIRS PARKS AND BEACHES ACROSS THE STREET 2 BLOCKS FROM SOME OF KIHEI'S FINEST RESTAURANT

4.98 out of 5 average rating, 155 reviews

A refreshing saltwater pool is surrounded by a black metal fence, with lush greenery and palm trees gently swaying in the background. Loungers are positioned nearby on a well-maintained lawn, offering a serene view of the landscape and distant mountains.

Condo in Wailuku

Makani A Kai A5 beachfront, pool, a/c, w/d, 2 sups

Halerentals MAK A5 is a completely renovated beachfront condo, with high end materials throughout. RH furniture, cotton sheets, marble shower, gourmet kitchen, & a/c in every room-- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 1bed/1bath condo with fully stocked kitchen, and views of the beach, bay, & Haleakala volcano. King RH sofa bed in living room for up to 4 guests. Ideal for swimming, SUP, snorkeling, and surfing-- amazing value for families and couples.

4.9 out of 5 average rating, 134 reviews

A swimming pool and hot tub are surrounded by lounge chairs and palm trees, with the ocean visible in the background. The clear sky enhances the inviting atmosphere of the outdoor area, making it an ideal spot for relaxation.

Apartment in Kihei

Sugar Beach Resort #532 - Maui HI

You will enjoy the incredible panoramic ocean views from your reclining patio chairs. Central air assures your comfort and an in-unit washer and dryer is convenient for an extended stay. Upgrades to this condo include tile flooring throughout, warm cherry finish solid wood cabinets, granite counter tops, stainless steel appliances and an open concept kitchen. A contemporary bathroom with curved glass blocks, custom shower, and a floating black granite sink. Dual flat screen TV’s/Blu-Ray.

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.

4.99 out of 5 average rating, 229 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, 173 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, 418 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, 122 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, 129 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!

Superhost

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

4.91 out of 5 average rating, 133 reviews

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 swimming pool is surrounded by lounge chairs under tall palm trees, with the ocean visible in the background. The pool area is well-maintained, featuring a hot tub at one end, and the sky displays a mix of blue and soft clouds.

4.99 out of 5 average rating, 102 reviews

Sugar Beach Escape / Ocean Views

Amazing ocean views and breathtaking sunsets in our upgraded one-bedroom, one-bath, air-conditioned condo. Sugar Beach Resort, is just steps away from the 5-mile white sandy beach. Our beach access is excellent for swimming, snorkeling, windsurfing, kayaking, or just relaxing. Central location to all that Maui has to offer. Our unit sleeps 2, with a Cal king-sized bed with luxury linens and a mattress. Fully stocked kitchen with cookware, utensils, etc.

A clear blue sky is featured above a sparkling swimming pool surrounded by palm trees. Comfortable lounge chairs are positioned around the pool area, providing space for relaxation. The complex building is visible in the background, framed by lush greenery.

4.88 out of 5 average rating, 225 reviews

Walk to Beach XL 1 Bedroom w/Pool & Jacuzzi

This is your perfect getaway place right across the beach! 1 b1 b condo includes fully set up kitchen, dining area and living room, Cal King size bed, full size washer and dryer in the unit(+laundry detergent), TV, beach chairs and cooler, wifi internet, shared jacuzzi and pool. Located in North Kihei across the street from Kalepolepo Beach Park and Turtle Sanctuary. 5 minute drive to stores and shopping. Building is secluded from the road and traffic.