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.

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

Reviews (30)

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 (28)

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 (80)

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 (32)

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)

Your Maui Paradise AwaitsWe are delighted to welcome you to this exceptional oceanview retreat; your own slice of tropical paradise in the heart of Kihei. Here, every detail has been thoughtfully curated to create a serene, luxurious, and truly Hawaiian experience.This...

🛏 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 (48)

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 (76)

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

Stunning 3 BR Penthouse: Ocean Views, AC, Lanais, Steps to Beach

Reviews (187)

Escape to South Maui & feel the warm Aloha when you treat yourself to this slice of Hawaiian penthouse! This corner unit boasts huge 1145 sf fits 8 comfortably inviting guests to bask in sunny wide views and glorious sunsets from either of 2 unobstructed balconies:...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kihei, Hawaii

KBR #408 - 1 Bedroom/ 1 Bath Unobstructed Ocean Front unit on Sugar Beach!

Reviews (27)

Paradise awaits Kihei Beach Resort 408Look no further, beautiful custom upgrades throughout, oceanfront condo directly on Sugar Beach, the longest stretch of sand Maui has to offer and just steps from your door. Start your morning off relaxing on the lanai listening to...

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

Modern Maui Condo perfect for your Island Getaway

Reviews (12)

Aloha & Welcome to Maui! Unwind at this stunning beachside condo located in the Kamaole Sands Resort. This ground floor unit is conveniently located close to all of the resort amenities including a large swimming pool and Jacuzzi, fitness center, tennis courts and more!...

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

Island Surf 506 | Incredible Views + Amenities!

Reviews (10)

Within steps of sunny Kalama Beach’s warm turquoise waters, you’ll discover the perfect Maui, Hawaii getaway for a romantic retreat or small family vacation or friends’ trip at Island Surf 506.Light, bright, and beautiful, Island Surf 506 has everything you need to make...

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

Coursefront Condo with Shared Pool & Hot Tub, Private W/D, WiFi, and Ocean View

Reviews (29)

Wailea Grand Champions 146Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a sweeping view of the world-class Wailea Blue Golf Course and splendid sunset over the ocean from...

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

Luxurious & Spacious Ground Floor Gem with Panoramic Oceanview - Wailea Elua 305

Reviews (7)

Wailea Elua #305 – Stunning Ocean View Retreat with Luxury Comforts and Designer FinishesExperience the elegance and serenity of Wailea Elua #305, a spacious 2-bedroom, 2-bathroom condo beautifully redecorated with high-end furnishings and panoramic ocean views. This...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailea, Maui, Hawaii

Ocean-View Condo - Shared Pool & Hot Tub - Internet, Washer & Dryer, Water-View

Reviews (21)

Kihei Ali'i Kai D204Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Maui perfection awaits at this thoughtfully updated vacation rental! This dreamy retreat has been recently...

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

New Listing, Wailea Ekahi Village 5F, Close to Oceanfront Pool Pavilion on Keawakapu Beach

Reviews (28)

Summary:Ocean Breezes & Maui Magic: Wailea Ekahi Village Unit 5FThe Space:Prime Location & Ocean Vistas: Escape to Maui's paradise at Wailea Ekahi Village unit 5F. This charming 2-bedroom, 2-bathroom condo boasts a prime location near the beachfront pool, pavilion, and...

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

KAS 10203 1BD Condo w Ocean Views Across From Beach

Reviews (21)

Kamaole Sands 10203 Make Magical Maui Memories at Remodeled Kihei Home Across the Street From Beach Located Near Shops and Eateries FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching...

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

Ocean View Townhouse, Two Story, Central Air, Free Internet, & Washer & Dryer

Reviews (18)

Wailea Ekolu Village 410Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome home to this light and airy end-unit two-story townhouse situated right next to the Wailea Blue (Ol'...

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

Hale Kamaole 108 - AC, Partial Ocean View, Across from Kamaole Beach!

Reviews (6)

E Komo Mai to our beautiful remodeled one bedroom ground floor unit which is located in South Kihei at the Hale Kamaole. The Hale Kamaole is located across from the famous Kamaole Beach Park featuring excellent swimming, long sandy beaches and snorkeling or just...

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

Luxury Ocean Front Living -- 180 Degree Direct Ocean View -- Best in Kihei

Reviews (116)

Welcome to Unit #330 at Sugar Beach Resort, Your private oceanfront oasis! The unit is in the Front row, literally 50 feet from the Ocean. Come enjoy the 180 Degree Panoramic Pacific views with winter time whale sightings right from your Lanai. The sunsets are memorable...

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

Oceanfront Gem, Top Floor Views & Gorgeous Sunsets, KING Bed, FULL AC, DUAL Bath Sink, FAST WiFi

Reviews (51)

Hawaii Tax ID: TA-026-430-5152-01​​​​​​​TMK: 390080030057The ocean at your doorstep.Every comfort at your fingertips.This is life as it should be… waking up to the sound of the ocean waves and topping off your day with a picture-perfect sunset on your private...

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

Upscale and Elegant Vistas

Reviews (6)

Summary:Spacious and elegant condo in the much sought after Wailea area. Fantastic unobstructed ocean and sunset views. Completely remodeled in September of 2021, no expense was spared to create our ocean view oasis. This one-bedroom, two-bathroom condo features...

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

Hale Hui Kai 310 Ocean Front Two bedroom / Two bath

Reviews (18)

This private ocean view condo is on the third floor ...about 20 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty and tranquil atmosphere. This...

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

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