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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The Best of the Best

Our condominium located at Kamaole Sands in sunny south Kihei has one of the superior garden/ocean views and is just steps from the Kamaole Beach III which is rated the top family beach in Hawaii by Sunset Magazine. This location is very protected from weather and...

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

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

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

Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center

One of a kind four bedroom Ho'olei home in Wailea!Breathtaking is the best word to describe this luxury townhouse-style villa at Ho’olei, situated in beautiful Wailea on the sunny, southwestern shore of Maui. Ho’olei is the ultimate dream home in paradise!This...

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

Ma'alaea Surf, Unit G10, 2BR Beachfront Condo, AC, Wifi, Pool, TV, Kitchen

Ma'alaea Surf, Unit G10 is a two story townhouse unit with vaulted ceilings. This unit has a large lanai, stunning ocean views and overlooks the large pool and shuffleboard court. This elegant unit features a gorgeous fully furnished kitchen and is equipped with central...

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

Kihei Garden Estates B-103 - Modern Design, Bright & Clean, Concrete Floors, AC!

The new roof project will take place over the pool area from 7/18/25 to 7/27/25. During this time there will be noise and debris surrounding the building.------------------------------------From the front door, a magical stretch of Maui beach awaits your exploration -...

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

Hale Kamaole 121: Ground Floor Gem with Sunset Views & Resort Amenities!

Welcome to the highly sought after Hale Kamaole 121! This perfectly located ground floor unit offers beautiful sunsets and ocean views right from your lanai.As you enter you are greeted by the open comfortable feel of this beautifully updated condo. The kitchen has been...

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

Exquisite Oceanview - Kihei Surfside #310 - Your Gateway to Maui Bliss!

Kihei Surfside #310 – Breathtaking Ocean Views with Island Comfort and Split-Duct ACStep into the serene beauty of Maui with a stay at Kihei Surfside #310. This 1-bedroom, 1.5-bathroom condo offers stunning oceanfront views from the third floor and a comfortable...

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

Hawaiian Bungalow Steps to the Beach 1BR 1BA Ocean View with AC

Welcome to Hale Makani Aloha, a gorgeous 1 bedroom and 1 bath condo located conveniently just steps away from the longest stretch of sandy beach on the Island of Maui. Given our excellent location in the heart of Maui and just 10 miles from the Kahului Airport, you will...

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

Chic Kihei Beach Retreat with Ocean Views across from Charley Young Beach

Our 2 bed, 2 bath unit has been remodeled, including a three zone mini-split A/C system, quartz counter tops, tile floors, open concept kitchen, and custom tiled showers. New stainless steel appliances, including full-size fridge, dishwasher & microwave, large capacity...

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

604 - Luxury Oceanfront - top floor unit with A/C and a spectacular ocean view!

*NEW* unit 604 now has air-conditioning! This upgrade will provide a more comfortable and cool environment for our guests! This sixth (top) floor oceanfront condo at the Kihei Surfside Resort is located on the sought after ocean side of the elevator, and has a...

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

Wailea Ekahi Village 22F - 2 Bedroom Ocean View Condo

Wailea Ekahi 22F is located in an ideal location, closest on property (a short walk) to Keawakapu Beach and the Wailea Ekahi beachfront swimming pool and recently remodeled beach pavilion. Whip up some happy hour drinks and snacks in your vacation rental and then stroll...

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

MauiTime at Wailea Ekahi, easy walk to beach, dining, shopping, 4 pools plus...

ALERT: Beginning Jan 1, 2026 the State of Hawaii Transient Accommodation Tax (TAT) goes to 11% from 10.25%It’s great to be alive in 2025!So many rumors surrounding Maui Vacation Rentals. The truth is Maui is open and ready for your business with the spirit of Aloha!In...

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

Maui Kamaole H-101 | Oceanfront + Ground-Floor

You’ll enjoy the best of Maui when you stay at Maui Kamaole H-101, a garden-level condo within a low-rise complex. There’s no better way to experience the natural beauty of the island than to stay in a home that opens directly onto beautifully landscaped gardens....

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

Ground level beach chic condo directly across from the beach! Pool & BBQ!

Recently Refreshed Condo and New Listing! ***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Literally just Steps from the beach, Kihei Holiday 119 is a beautifully remodeled 2 bedroom 1 bathroom condo fronting the gorgeous sandy beaches of North Kihei....

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

~~OceanFRONT complex~~on the BEACH~~Luxury Remodel~~

-Sugar Beach Resort #407 has been taken down to the studs (if there were such a thing in a concrete complex but you get my drift).This is the true "Sand in toes" experience--no walking across the street to get to the ocean. Sugar Beach Resort is an OCEANFRONT complex....

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

Kamaole Sands, bldg 9, remodeled, ground floor, across the street from the beach

Condo, 1 Bedroom, 2 Baths, (Sleeps 1-4)._______________________________________________NO CONSTRUCTION TAKING PLACE ON BLDG 9, UNTIL 2025. Our goal is to provide a clean, relaxing and enjoyable vacation for our guests. Your vacation is our business to make it...

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

LOVE the Ocean and Mountain Views*Remodeled Studio

*Please be advised neighboring Unit D515 will be undergoing exciting updates from September 8 – November 10 2025, including a brand new split A/C system, updated flooring, modern kitchen finishes, and a fully remodeled bathroom with a new tub and shower.As a reminder...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 3
📍 Kihei, Hawaii

Cozy Maui 'Treehouse' with lovely views and amenities

Located in the heart of Kihei, white sand beaches are three blocks away. A mere two blocks away will get you to the movie theaters, restaurants, library, cocktail lounges, open air markets, in-line skate park, tennis courts and much much more. There is a public swimming...

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

Wailea Sunset Condo -Wailea Ekolu Village #607- Spring & Summer Get Away Special

Welcome to our piece of paradise. Why stay in a resort hotel like the Four Seasons or the Grand Wailea when you can save 75% of the cost and not have to purchase every meal in a resort hotel? You'll have a full kitchen and a gas BBQ nearby to save on meal costs, the...

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

Oceanfront Kihei Maui Condo. Ground Floor 1 BR/1 Bath. Sunsets!

When you stay at HKOK #113 your vacation will provide you a clean, comfortable no stress oceanfront condo with warm breezes and amazing sunsets that is affordable to boot! The owner does not like air conditioning but the ocean breezes and fans provide a natural...

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

Cute 1 bedroom ground floor unit available for short and long term rentals

Available for both short and long term rentals, this large one bedroom, one bath unit has a private lanai set on the beautifully manicured, tropical grounds of Hale Kamaole Resort where the setting and large units have led it to be known as one of the best values on...

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

Kam Sands -Innercourt- Ocean views- large lanai & very private third floor end

We have remodeled our condo (unit 6301) at Kamaole Sands to the highest standard . It is a home away from home with every convenience for our guests. A gourmet kitchen fully equipped for a gourmet chef. Granite counters with all new appliances and cabinets. Best of the...

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

BEACHFRONT RESORT on INCREDIBLE Sugar Beach! Kihei Sands Condos - A13

Dreaming of a warm Winter Getaway with breathtaking ocean views? Now's your chance. Our NEW LOWERED RATES make it easier to unwind, recharge, and witness whales! Our lovely Condo A13 is sunny south Kihei Maui was completely remodeled in May 2022. The new Mitsubishi A/C...

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

Ocean View Condo in the Heart of Kihei!

The Kihei Akahi complex in Kihei Maui is a beautiful community that offers a range of one-bedroom condos.This condo features a comfortable and stylish living space, perfect for individuals or couples who are looking for a relaxing vacation in paradise.Inside the condo,...

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

1200 sqft Beach Front Penthouse just steps to Beach! Ocean Views from all rooms!

There are no other Top Floor rentals with this water front exposure in this building. An amazing way to spend your vacation! Professionally remodeled and decorated by a noted California Interior Designer. This penthouse has consistently been 'Highly Reviewed' on VRBO...

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

Experience Oceanfront Grandeur: Royal Mauian #418 - Spectacular Views Await!

Royal Mauian #418 – Spacious Oceanfront Three-Bedroom RetreatRoyal Mauian #418 is a rare three-bedroom, two-bathroom condo designed for families or groups seeking both space and stunning views. With its prime oceanfront location, expansive lanai, and tasteful upgrades...

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

Kamaole Sands Condo w/ Shared Grill, A/C-Snorkel, Surf, Swim

Kamaole Sands 5-216Our 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...

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

REMODELED-BUILDING #3-OCEAN VIEWS-WELL EQUIPPED-AC-METICULOUS CLEANING

Book with confidence, this stunning, 1 bedroom, 2 bathroom (820 sq. ft) condo that has been completely 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...

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

Elegant Oceanfront Vistas

Summary:Newly remodeled oceanfront 1 bedroom, 1 bath condo with fantastic ocean views. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive to achieve a...

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

Ma'alaea Surf, Unit A1-2BR Ground Floor Beachfront Condo, AC, Wifi, Kitchen

Maalaea Surf, Unit A1 is a conveniently located ground floor unit, direct beachfront, just steps away from the beach. This unit features an updated kitchen with a microwave convection oven, dishwasher and large refrigerator. The unit has central AC, Wi-Fi, TV,...

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

REMODELED-LARGE LANAI-RESORT LIVING-AC-OCEAN VIEWS-METICULOUS CLEANING

Book with confidence, Wailea Ekahi 18F is a brand new luxurious condo. 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. We are committed to provide our...

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

Kihei Surfside #511: Amazing Oceanfront Paradise with Stunning Views

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

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

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

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

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

Aloha Aku Ohana Suite – Spacious Garden View Oasis

Summary:Aloha AKU is a tranquil Beachfront Estate w/ 5 Luxurious Private Full Suites & Exotic Fruit Grove. Full amenities. Our luxury Beachfront estate has 4 beachfront one-bedroom suites and a garden / wetlands view two-bedroom Ohana. Each suite has a private entrance,...

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

LOW MAY RATES !!! Walk to the beach. Read our reviews !

Aloha and Welcome # 120 which is located in the back of a quiet oasis. This is a lushly landscaped resort with a beautiful Hawaiian ambiance. Comfortable linens, pillows ,stunning views of the grounds, comfortable furnishings, light and bright and oh so clean. NEWLY...

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

Two Bedroom Deluxe Partial Ocean View Luana Kai Resort B304

B304 with AC is a Deluxe, 2-bedroom, 2 bath, partial ocean view.  Oversized tile floors adorn the main living area and bathrooms. Seascape blown-glass wall sconces enhance the tropical turquoise accent walls bringing the colors of Maui indoors. The guest bedroom has 2...

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

Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach

Come stay at my Blue Sky Escapes Maui Vacation home! Located in sunny south Maui the home is a beautiful, remodeled ocean view home with private pool swimming pool. This property is extremely private with no other rentals on property located in Maui Meadows a hillside...

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

Unbeatable Location at Kamaole III Beach - Kam Sands Bldg. 1

This third floor, perfectly located, inner courtyard condo in Buildin #1 has a highly desirable single level floor plan. Situated at the end of the building, this unit offers increased privacy and views, with an extra window to watch the sunrise over Haleakala. The...

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

Ocean View, Fully Remodeled, New A/C, Walk to Beach

Across the street from one of Maui's most beautiful beaches. Perfect for families. Relax on the lanai (patio) and feel the cool island breeze as you gaze over turquoise waters. Take a short walk to the beach to relax, swim, snorkel, read, and soak up the sun and views....

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

Beachfront Condo W/ Unbeatable Ocean Views! Floor To Ceiling Windows & Lanai!

Address for this Condo: 800 S. Kihei Rd #505, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Koa Lagoon is an oceanfront condominium complex located in North Kihei with spectacular panoramic views of the Pacific Ocean, the other islands...

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

KAS 10203 1BD Condo w Ocean Views Across From Beach

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 Top Floor Free High Speed Internet

Experience the essence of paradise in our top floor unit. Lush tropical grounds surround two swimming pools and a tennis court. The smell of tropical flowers drift on the wind from over 50 different varieties of vegetation. Our view extends from South Maui to the exotic...

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

WBH D115 Aloha Kai2 – Garden View Suite by the Sea

Summary:This family-friendly remodeled beachfront, ground floor 1-bedroom/ 1-bath air-conditioned Condo Suite comes with a comfortable king-size bed and living room couch that pulls out to a queen size sofa-sleeper (8.5" mattress) allowing the unit to sleep up to 4...

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

Great Rates - Clean and Cozy Condo!

Come relax in this clean, quiet, and quaint studio condo.Kihei Bay Surf is a 2-story, 7 building complex, with 118 total units in a tropical setting. The 7 buildings are built around a central courtyard that includes a swimming pool, hot tub, 2 tennis courts, and a BBQ...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kihei, Hawaii

Kihei Akahi C405 Beautiful Ocean and Garden Views

"Escape to Maui and Experience Warm Aloha! Enjoy Last-Minute Deals Through March 2026!".Nice ocean and garden views! 4th Floor comfortable beach home - Building CPlease review the property description and pictures carefully prior to booking, and call/email if you have...

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

SPECIAL RATE! - All New, Beautifully Renovated 5th Floor Condo, Amazing Views!

PLEASE NOTE: The unit was recently 100% completely renovated including all new furniture, appliances, and amenities, placing it in the highest 'superior' category of all rentals! Summary: This beautiful, exquisitely appointed, 5th floor, ocean-view, one bedroom condo...

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

Maui Hill 70 - Renovated and Spacious 3/3 - Ocean View Condo - Sleeps 8 - AC!

Maui Hill 70 is a spacious and contemporary 3-bedroom, 3-bath split-level condo located in the best part of South Kihei, just 2 blocks from Wailea. Beautifully updated condo with one of the largest floor plans of any condo in Kihei. Equipped to host three couples or a...

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

Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

Our very private home, a spacious, 3,500 sq. ft. oceanfront estate, sits on 2/3rds of an acre. It has a large indoor living area, plus an expansive outdoor living area, featuring a 1,000 sq. ft. covered ocean view terrace with a large seating area, a dining table...

🛏 6 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 17
📍 Kihei, Hawaii

GROUND FLOOR-KAMAOLE SANDS-LARGE LANAI-NICELY UPDATED-AC-METICULOUS CLEANING

Book with confidence, this nicely updated 1 bedroom, 2 bathroom (818 sq ft.) condo at Kamaole Sands. 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....

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

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