Kihei Vacation Rentals – Oceanfront Condos & Resorts in South Maui

Kihei is one of Maui's most beloved beach towns, offering oceanfront vacation rentals, budget condos, and family-friendly resorts just steps from golden beaches, casual cafés, and scenic coastlines. Explore one of Hawaii's sunniest regions with year-round warm weather, calm waters, and walkable charm.

Browse Kihei Vacation Rentals by condo/hotel name:

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Kamaole Sands Condo w/ Private W/D, Shared Grill-Beaches and Beyond

Reviews (7)

Kamaole Sands 10-302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Conveniently located across from Kamaole Beach III in the beautiful town of Kihei, this Kamaole Sands condo...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Luxurious Oceanfront Condo at Wailea Elua Village - Unit 1201, Central AC, Wi-Fi

Reviews (28)

Wailea Elua 1201 is perfectly positioned in the coveted interior courtyard, 39 steps to famous Ulua Beach, perennially named as one of the world's top 10 beaches and one of the best snorkeling reefs on Maui. This ground floor condo features an oversized, shaded...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Stunning Oceanview * Oceanfront 2/ 2 Bath Prime Location

Reviews (14)

Step inside and be greeted by the newly refurnished and redecorated interior that exudes a sense of calm and relaxation. The condo features two spacious bedrooms, each equipped with a comfortable king-size bed for a restful night's sleep. The bathrooms are fitted with...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Ocean/sunset view condo with pool, lanai & easy beach access

Reviews (11)

Kihei Holiday 311Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come and live your best life next to warm Pacific waters and soft sands at this gorgeously positioned condo here in...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 7
📍 Kihei, Hawaii

Kihei Surfside #511: Amazing Oceanfront Paradise with Stunning Views

Reviews (19)

Kihei Surfside #511 – Oceanfront Comfort with Split-Duct AC and Remodeled Kitchen & BathsWelcome to Kihei Surfside #511, a 1-bedroom, 1.5-bathroom oceanfront condo with stunning views of Maui’s south shore and a thoughtfully upgraded interior. This fifth-floor unit...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Maui, Hawaii

Family-friendly condo near Kihei and Wailea

Reviews (103)

Maui Vista 2413 is a two-story, 2-bedroom, 2-bathroom condo offering amenities like air-conditioning, a washer/dryer, and a private lanai. Located on the fourth floor, this spacious unit accommodates up to 7 guests, featuring a California King bed in the master bedroom,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Kihei, Hawaii

Polo Beach 106! Steps from the Beach! Amazing Views! Favorite Location!

Reviews (14)

Welcome to your own private oasis! This ground-floor, oceanfront condo offers easy access to the beach, with breathtaking views of the ocean and the sound of waves crashing on the shore.Visitors have been returning to Polo Beach Club for generations, and #106 will be...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

Breathtaking Pool & Ocean Views! - Updated Corner Unit -Sugar Beach #412

Reviews (8)

Sugar Beach Resort #412 – Updated Corner UnitWelcome to Sugar Beach Resort #412, a beautifully upgraded one-bedroom, one-bathroom oceanview condo with a prime corner location overlooking the pool and Pacific Ocean. This stylish retreat blends comfort and convenience,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Maui, Hawaii

April 2025 ONLY 109/nt ! Reserve SOON! EXCELLENT REVIEWS! Close to the beach

Reviews (70)

Welcome to Unit #104! This remodeled condo offers the perfect blend of comfort and convenience. It features a brand-new Italian Queen sofa sleeper and new King mattress in the master with luxury linens/pillows Both the living room and bedroom have window A/C units to...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Ocean Views, Updated Condo, Great Location MPS315

Reviews (9)

Beautiful remodel and ideal Kihei location create beachy perfection for your island getaway.Relax on your own huge lanai. Feel the wonderful trade winds and take in the island scents from the beautiful Plumeria trees and Hawaiian foliage. The lanai furnishings coupled...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Direct Oceanfront *Spectacular Sunsets in Paradise

Reviews (13)

Koa Lagoon is a stunning full ocean view condo. This one bedroom apartment is bright and airy equipped with spacious living area offering a queen sleeper sofa as an additional sleeping arrangement. Air conditioning in both the living room and bedroom provides perfect...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

REMODELED 2 BED/2 BATH CONDO W/OCEAN & MOUNTAIN VIEWS

Reviews (11)

Haleakala Shores at 2619 South Kihei Road is located in the heart of South Kihei, just a step away from some of the best beaches Maui has to offer. Its convenient location is also a walking distance to many restaurants, cafes, tourist gift shops, and a health food...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Maui Resort Rentals: Wailea Elua 2204 − Luxuriously Remodeled 2BR w/ Stunning Ocean Views, New Listing!

Reviews (10)

Boasting stunning panoramic views of the Pacific Ocean that extend deep into the home's living, kitchen, and dining areas, Wailea Elua 2204 is a luxuriously renovated second-floor villa featuring some of the most spectacular vistas South Maui has to offer. Watch...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

Ocean-view penthouse with beach access, 2 balconies & amazing location

Reviews (9)

Island Surf 601Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This property is zoned in a Community Business District, ensuring short-term rentals are permitted now and in the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801

Reviews (30)

Welcome to Palms at Wailea 801, your ultimate tropical getaway on the island of Maui. At over 1000 square feet, our spacious and comfortable 1 bedroom, 2-bathroom ground floor unit is the perfect choice for a romantic escape or a small family vacation.As you enter the...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 3
📍 Kihei, Hawaii

BEAUTIFUL BRAND NEW REMODEL-OCEAN VIEWS-SLEEPS 8-AC-WELL EQUIPPED

Reviews (31)

Book with confidence, this stunning, 2 bedroom, 2 bathroom spacious condo that has been newly remodeled. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Wailea, Hawaii

Ground floor, ocean view, remodeled Hale Kamaole

Reviews (9)

Welcome to Hale Kamaole 7-169. Remodeled, ocean view, ground floor 1 bedroom, 1 bathroom condo. The location is perfect here just steps away from the pool or cross the street & end up at Kamaole III beach park, a local & tourist favorite for sunsets, picnics, swimming,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Direct Ocean Front Property Wailea Ekahi 42A Remodeled 2024 - 1 Bed 2 Full Bath

Reviews (29)

Imagine waking to the gentle lull of the trade winds, sunlight streaming through your lanai, and the promise of a perfect day in paradise. Welcome to Unit 42A at Wailea Ekahi Villas, a meticulously remodeled one-bedroom, two-full-bathroom haven where luxury meets...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Wailea Ekahi 4E, Bordering Private Tropical Greenbelt, Split AC and Beautiful!

Reviews (39)

Welcome to Wailea Ekahi 4E, a serene one-bedroom, one-bathroom retreat nestled in the heart of Maui's lush Wailea coast. Perched on the second floor of a low-rise building, this corner unit offers a private and peaceful setting, surrounded by tropical greenery and just...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Oceanfront Maui Sunset Condos ground floor in Kihei

Reviews (6)

Great location on ground floor renovated condo B104 at the Maui Sunset. Picture yourself on the ocean front in sunny south Maui. Kihei is well known for its laid-back atmosphere, world famous beaches, affordable highly rated restaurants, and central location.Large...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Kihei, Hawaii

Steps to Ocean View Pool, Walk to Beach

Reviews (81)

Forget your worries in this spacious and serene space. First floor, family-friendly unit located steps away from a tranquil pool with ocean views. Lanai sits next to beautiful green common area perfect for watching the sunset and for kids. A short 10 minute stroll to...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailea-Makena, Hawaii

BRAND NEW REMODEL-QUIET END UNIT LOCATION-AC-2 PRIVATE BEDROOMS-OCEAN VIEWS

Reviews (28)

Book with confidence, this stunning newly remodeled, 2 bedroom, 2 bathroom spacious condo. Located in a great location within Kamaole Sands, this condo has a rare floor plan with 2 private bedrooms, ocean views, and is a short walk to Kamaole Beach 3. It is managed by...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

NEW LISTING Private Home across from Keawakapu Beach Tennis Pickleball Court!

Reviews (8)

Keawakapu Retreat- " Alani" NEW LISTING ON VRBO, 4.9 Overall rating on other booking platforms!!! This recently remodeled home is nestled on over an acre property with four private homes. An estate from Old Hawaii-Days gone by. This three bedroom two bath home sits on a...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

150K Reno-Ocean View* Across from Beach*PoolTennis

Reviews (29)

BRAND NEW 150K Renovation+BRAND NEW Hawaiian Styled Contemporary Decor. Ocean views+Breeze from the Lanai located in BLDG 5- Best in Kamaole Sands+directly across from the golden sand+crystal waters at Kamaole III Walking distance to everything South Kihei offers-Maui’s...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Upgraded! Steps to Kamaole II Beach, Sunset Views, Pools & Tennis #H505

Reviews (33)

Your dream Maui vacation awaits you at this beautifully upgraded condominium located across the street from Kamaole II Beach Park. Surrounded by lush tropical landscape, Maui Banyan is just steps away from restaurants, shops, and ocean activities. The island of Maui...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Cozy & Contemporary Ground Floor South Kihei Condo

Reviews (68)

Aloha and welcome to your Maui getaway!Step into your home away from home — a beautifully updated ground-floor, garden-view condo featuring 2 bedrooms, 2 bathrooms, and a spacious open layout designed for comfort and relaxation.Inside Your Stay:The contemporary kitchen...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

FULL OCEANVIEW & PRIME LOCATION 2 Bed / 2 Bath

Reviews (9)

** PLEASE NOTE: Beginning February 2nd - April 2026, there will be ongoing Spalling work taking place throughout the property. Please be advised that the initial phase of this project will be noisy and will impact the entire building. Your Maui Paradise AwaitsWe are...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Ocean views, across from beach & centrally located in South Kihei!

Reviews (18)

Aloha! Welcome to your slice of paradise. Stay by the C506 is located in the exclusive and popular Kihei Akahi complex. We appreciate that your visit to Maui will be one of the best experiences of your life. Stay by the C506 offers you accommodations and comforts that...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Discover Maui Sunset B309 Your Ideal Kihei Getaway with Ocean Views!

Reviews (26)

Maui Sunset B309, great location in Kihei! This 1bedroom/2bathroom condo is the perfect Maui getaway! Enjoy peaks of the ocean and the beautifully manicured grounds from your private lanai.As you enter Maui Sunset B309 you are welcomed with the Aloha of the islands!...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Ocean views and built-in desk in a bright condo

Reviews (17)

Nani Kai Hale 404 is a 1 bedroom, 2 bathroom condo featuring amenities such as an ocean view, a private lanai, and air-conditioning. Located on the 4th floor, this unit can accommodate up to 4 guests with a King-size bed in the bedroom and a Queen sleeper sofa in the...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Sugar Beach Resort #305

Reviews (49)

Beach Front Sugar Beach Resort. 3rd Floor, Ocean View Unit. Beautifully updated unit with sweeping ocean views. Enjoy all of the amenities in a clean, well-kept property. The entire complex sits ocean front, there are no roads to cross to get you onto the beach! 305 is...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Hale Hui Kai 208 - Ocean View Luxury Condo on the best beach on Maui, Split AC!

Reviews (93)

Hale Hui Kai is one of Maui's hidden gems sitting directly on the sand on Keawakapu (Kay-Ah-Vah-Kah-Poo) Beach; arguably one of the best beaches on Maui. Hale Hui Kai 208 sits just a few steps from the beach and away from the road offering peaceful views of lush...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Ocean View South Maui Condo with Lanai plus FREE parking, Wifi and Smart TVs

Reviews (90)

Condo with Ocean views from lanai, living room and kitchen. One bedroom (KING bed) , one bathroom (walk in shower), Lanai with seating to enjoy the gorgeous ocean views in South Kihei, Maui. Walk across the street to Kamaole II beach. Proximity to restaurants, shops,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Incredible Ocean Views, Completely Remodeled! Simply Gorgeous! Unit 610

Reviews (62)

Aloha and welcome to Kamaole Beach Royale! Ideally situated in South Kihei, nestled just beyond (1 block) from the sparkling blue ocean and white sandy beach Kamaole Beach 1, this upper floor beautifully remodeled condo is designed to relax and soothe with the endless...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

KAK C405 Whale Watch Special Updated 2BD Condo Pool AC Across Beach

Reviews (19)

Kihei Alii Kai C405 Updated 2Bedroom Kihei Condo Across from Kamaole Beach Park II with AC, Pool, Hot Tub. Perfect Vacation Rental for Family and Friends. Walk to Shops and Dining FREE daily activities included with your stay value up to $554! Complimentary admission,...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kihei, Hawaii

Maui Designer Beach Villa, Wailea, Ho'olei 39-2

Reviews (30)

Welcome to Your Pristine OasisIndulge in the lap of luxury at this exquisite 3,400-square-foot vacation rental villa (Ho'olei, Maile floor plan). Nestled within the prestigious Ho'olei Community in the enchanting town of Wailea, Maui, this immaculate property promises...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kihei, Hawaii

Maui Oceanfront Condo w/ Beach Access & Lanai - Koa Lagoon 406

Reviews (42)

This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances.Oceanfront Views with Private Lanai & Gourmet Kitchen – Your Hawaiian Paradise AwaitsE komo mai (welcome) to your island haven in the heart of Kihei, where breathtaking...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Kihei-Kamaole Sands Condo Life

Reviews (50)

Discover the Ultimate Island Escape: Exquisite Kamaole Sands Condo Steps from Maui's Pristine BeachesIndulge in the island getaway of a lifetime in our upscale condo, nestled within the Kamaole Sands Beach Resort (Building 8) in the vibrant heart of Kihei. Elegantly...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Can't get any closer to the Ocean#2

Reviews (74)

Menehune 512 is a little gem in Paradise. Full brand-new remodel just completed. This one bedroom one bath sleeps 4 with the queen size hide-a-bed. With a fully stocked kitchen its better than home

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Maui Sunset Resort B102 - Aloha Tai, Ground floor, 1BR/2BA, Sleeps 5, AC, Wifi,

Reviews (47)

Summary:Oceanfront Resort Condo Suite - ground floor tastefully-updated with all new furniture (April 2022) 1-Bedroom 2-bath with King Bed, Queen Sleeper & Twin Murphy bed in LR. Family Friendly, sleeps up to 5, Full Kitchen, AC, Washer/Dryer in-suite, Free WIFI &...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

THREE BEDROOM UNIT AT KAMAOLE SANDS-BRING THE GRANDPARENTS!

Reviews (88)

Imagine being steps away from your morning beach walk...Imagine sunsets and people-watching from your lanai...(blah, blah, blah...)Seriously, while it is easy to hype up our location, we are equally committed to provide you the best lodging experience possible. Kamaole...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Experience Bliss: Beachfront Panoramic Ocean Views at Sugar Beach Resort PH27!

Reviews (17)

Sugar Beach Resort #PH27 – Penthouse Oceanfront EscapeWelcome to Sugar Beach Resort #PH27, a fully renovated one-bedroom, one-bathroom penthouse condo with panoramic oceanfront views. Located in North Kihei, this oceanfront retreat places you directly on Maui’s longest...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Maui, Hawaii

Hale Kamaole 212 - Enjoy Your Beautiful Spacious Suite

Reviews (13)

Book with us and come to Maui to explore everything we have to offer!Beautiful condo conveniently located very close to world class beaches, shops, and restaurants! Gorgeous pool and ocean views second story unit with easy elevator access and lots of parking. Relax on...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Hale Kamaole 318 Third floor condo, easy access to best beach on Maui!

Reviews (20)

Hale Kamaole #318 is a spacious 2 bedroom, 2 bath partial ocean view unit on the third floor. It boasts a fully-equipped kitchen, washer and dryer, free Wifi, and phone service with long distance calling to the US mainland and Canada. There are ceiling fans throughout,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Oceanfront, one-bedroom, ground floor condo, steps to beach - Brand new remodel!

Reviews (53)

This Hale Kai O’ Kihei groundfloor condo offers a breathtaking ocean view and includes a private patio that lets you enjoy the ocean’s many moods ranging from a tranquil sunrise to a glorious sunset.Your Maui vacation will be even more enjoyable when you take advantage...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Hale Hui Kai 106 - Beautiful Ground Floor Unit, on Keawakapu Beach, Split AC!

Reviews (26)

This unit, Hale Hui Kai 106, is one of Maui's hidden gems. Hale Hui Kai sits directly on the sand on one of the best beaches in the Hawaiian Islands, Keawakapu (Kay-Ah-Vah-Kah-Poo) Beach. Immerse yourself in the ultimate Maui beach vacation, with an ocean view from its...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Shores of Maui 121 | Upgraded Condo, Pool + Lanai!

Reviews (8)

The very best of Hawaii awaits when you vacation at Shores of Maui 121. This ground floor one bedroom/one bath unit has tile floors throughout and is outfitted with lovely island-style furnishings, including a queen bed and quality sleeper sofa that comfortably allow...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Ocean Front Sugar Beach Resort Maui 4th Floor 1 Bedroom Condo unit 440 end unit

Reviews (66)

Welcome to our home, Sugar Beach Resort 440. Our condo is a non-smoking, recently updated and professionally cleaned one bedroom, 4th floor, ocean front, end-unit with a side window. 440 is one of few units in Sugar Beach that offers views of sunrises over Haleakala and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Maui Sunset A307 Fabulous Oceanfront Complex Featuring Magnificent Sunset Views

Reviews (73)

Recently renovated in July of 2024, featuring new cabinets, vanities, countertops, appliances, fixtures, doors and painted throughout. Spend your vacation on the beach, at the beautiful Maui Sunset complex, where our lovely, one bedroom condo is located. Take a relaxing...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Kihei, Hawaii

DIRECT BEACHFRONT Condo at Sugar Beach Resort

Reviews (78)

Unit 115 comfortably sleeps 4 - King size bed in bedroom and queen hide abed in living room. TV is located in the living room . Fully furnished unit including beach towels and beach chairs. Views of Haleakala and West Maui Mountains from your lanai - amazing sunsets...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

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