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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Wailea Ekahi Village 29B - 2 Bedroom Ocean View Condo

This beautifully remodeled first-floor suite combines two separate condos into one expansive unit, offering a luxurious and spacious retreat over 2,100 square feet. Perfect for alfresco dining, the extended private lanai provides stunning ocean views beyond the swimming...

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

Beachfront Condo E 303/ Incredible views/Pickleball/Great Snorkelingn

Makena Surf E 303, located on the third floor of a gated low rise community, provides privacy, seclusion and spectacular sunset views. The condominium is located on the dry sunny leeward side of Maui. The private lanai provides views of Molokini, Kohololawe, and Lanai....

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

Sweeping Ocean Views, High-end, Private, Prime Location, Deal!

Unit: Wailea Ekolu 507 | Maui GuidebookCommitted To Clean We’re committed to enhanced cleaning protocols developed in partnership with experts in health and hospitality. Here’s what we’re doing to clean and sanitize: We use cleaners and disinfectants effective...

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

Beautiful South Maui Top Floor Condo with Ocean & Mountain views!

Aloha & E Komo Mai to our South Kihei Beach Town condo!This spacious 2 Bedroom Ocean View corner condo is located on the top 4th floor of the B building in the Kihei Ali'i Kai complex. This condo is just steps away to Kamaole 1 Beach Park as well as many fantastic...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Ocean View Condo at Beachfront Resort w/ Lanai, AC, WiFi & Shared Pool/Hot Tub

Sugar Beach Resort 308Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The beach, the Pacific Ocean, spectacular sunsets, and the many amenities of Sugar Beach Resort are all within...

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

Steps to Ocean View Pool, Walk to Beach

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

Stunning Koa Resort 3bd Villa with private Jet Spa

Discover our spacious corner townhouse villa at Koa Resort, opposite Keaka, Kalepolepo & Waipuilani Beach Parks. Adjacent to the Humpback Whale National Marine Sanctuary Visitor Center, it's a nature lover's paradise. With room for 8 guests, it's ideal for family...

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

FULL OCEANVIEW & PRIME LOCATION 2 Bed / 2 Bath

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

Ground Floor Unit on the beautiful island of Maui

Unit 128 building 13 is a clean, and equipped unit. Beautiful ground floor with amenities. Beautiful patio across from pool and steps from the beach. Walking distance from restaurants, bars and a safe crosswalk to the beach. Beach chairs, umbrella and scuba equipment...

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

Experience paradise at Maui Sunset: spacious 2BR with stunning ocean views!

Maui Sunset offers the perfect Hawaiian getaway. This spacious two bedroom, two bath offers gorgeous views of the ocean and West Maui mountains.Experience a magical Maui sunset or peaceful morning on your private lanai. Perfectly located overlooking the pool that is...

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

Luxury Oceanfront 2 Bedroom 2 Bath Penthouse

Completely Remodeled and Renovated, our Corner 2-Bedroom, 2-Bathroom Penthouse is simply gorgeous. The living room and lanai offer beautiful, unobstructed Pacific Ocean and West Maui views. Through the long wall of windows stretching from the kitchen to the living room...

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

Oceanfront Kihei Sands Beachfront Condos B3 – 2 bd 2ba

Our property is NOT impacted by the news of potentially prohibiting Short Term Rentals (STR) in Maui. Kihei Sands is zoned as a hotel property so meaning it is exempt from any of the potential STR regulations being proposed by the County.Located in North Kihei just...

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

Wailea 1 BR Condo, amazing lanai, close to everything, good pricing

Update: The Maui county council has approved the ban on short term rentals in areas like ours, but with an effective date of 12/31/2030. Hopefully this provides some clarity if you have been following this process and were concerned about booking in the next couple of...

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

OCEANFRONT CONDO MAUI SUNSET#215-A, SLEEPS 4

MAUI SUNSET IS A FABULOUS OCEAN FRONT PROPERTY. Has a community swimming pool, heated during winter months, hot tub, gym, tennis courts, putting green, barbecue grills.Just STEPS TO THE BEACH allows for WINDSURF, WHALE WATCHING in season, and be on the look out for...

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

Oceanfront Paradise! Breathtaking Pacific Views Await at Sugar Beach #319

SUGAR BEACH RESORT, #319Welcome to Sugar Beach Resort #319, a beautiful one-bedroom oceanfront condo in North Kihei. With direct beachfront views, modern comforts, and central AC, this unit is the perfect retreat for couples or small families seeking a true Maui...

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

Tropical hideaway with pools, hot tub & grill - the waves await

Maui Kamaole H206Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...

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

Bingo! Maui Vista Favorite 170 reviews, pool front w/central split A/C.n

Aloha. Have you noticed how we're constantly towards the top of Kihei and Maui Vista searches. Well, vrbo has a system of metrics they use that ranks all listings, basically putting the best units available in front of guests...and we're crushing those metrics and have...

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

Villas By The Cove, Villa 3 · Step to White-Sand Beach

Villa 3 at Villas By The Cove is a stand-alone, single story 1 bedroom Villa Suite with ocean views. Its prime location is just steps from two of South Maui's most popular white sand beaches. Newly remodeled, and conveniently located, this 600 sq. ft. 1 bedroom villa...

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

Maui Kamaole B114 Book with Owner Summer Specials

Maui Kamaole Vacation Condo Rental. WE ARE NOT A MANAGEMENT COMPANY. RENT DIRECTLY FROM THE OWNER AND SAVE!New King size bed, new paint and drapes.Maui Kamaole B114 Vacation Rental is located at the front of the property, close to the main pool, Peek a boo view, and...

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

Beautiful Maui Home Away from Home

Aloha! Welcome to Hale Ma'kai (house beside the sea), my tropical-themed one-bedroom vacation condo in the Kihei Akahi complex in sunny Kihei. It is the perfect place to spend your Maui vacation. Hale Ma'kai is a spacious (696 SF), ground-floor condo with lanai opening...

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

Your paradise - entire > 800 square feet apartment with affordable rate

DescriptionsFind your personal paradise at this lovely 1-bedroom, 2-bathroom vacation rental condo in beautiful Kihei. Nestled in the fantastic Kamaole Sands complex with access to pools, hot tubs, and the pristine beach shores, this unit offers accommodations for 2 and...

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

Completely Remodeled - Full Ocean View!

Our luxurious fully remodeled, non-smoking, front-row (G building) condominium is furnished and decorated to meet your highest expectations. It offers spectacular panoramic views of popular Kamaole III Beach and the ocean and neighboring islands beyond. Watch breaching...

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

FULLY REMODELED-GROUND FLOOR CONVENIENCE-OCEAN VIEW-AC-METICULOUS CLEANING

Book with confidence, this stunning, 1 bedroom, 2 bathroom (820 sq. ft) condo at Kamaole Sands has been fully 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 Ocean View Condo- Just Remodeled with Central Air and King Size Bed

TAX ID TA/GE 119-559-9872-01HIGH END REMODEL COMPLETED 2017FREE WIRELESS INTERNETKING SIZE BEDCENTRAL AIR CONDITIONINGEnjoy swimming, snorkeling, or whale watching on one of Maui's finest beaches.Our privately-owned, SIXTH FLOOR condominium (VRBO 21787) has magnificent...

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

Wailea Beach Villas PH112 - 3 Bedroom Garden View Penthouse

Awaken to the sweet sounds of palm trees swaying in the tropical breeze from Wailea Beach Villas PH112. Spanning 2,500 square feet, this main level, corner villa fuses a Hawaiian vibe with warm, earthy interior tones. The wraparound lanai offers peekaboo views of the...

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

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

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

#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

You will be right at the beach, there is super boogie boarding, great sunsets, & lots of beach walking! Hale Kamaole is a beautifully landscaped, low density property consisting of spacious one and two bedroom condominiums, it is rated 'Solid Gold' by Maui Revealed. Our...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

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

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

Villas By The Cove, Ocean View 2 Bedroom Villa Steps To The Beach

Villa 4 at Villas By The Cove is a 2 Bedroom, 2 Bathroom villa. Remodeled with a spacious living room and ocean view patio, Villa 4 offers privacy and comfort set back in a tropical lush garden filled with mango and palm trees. This single story, stand-alone villa is...

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

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

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

Ocean-View Kihei Condo w/ Lanai: Steps to Beach!

This Kihei vacation rental will capture your heart the minute you step onto the lanai and feel Maui’s signature island breeze. Breathtaking sights, brilliant sunsets, and tons of coastal fun await you at this 2-bedroom, 2-bathroom condo on the ground floor of Menehune...

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

Hale Hui Kai 310 Ocean Front Two bedroom / Two bath

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

OCEANFRONT - BOOK NOW! Kihei Sands Beachfront Condo-A11

Leave the cold & step into the warm embrace of Maui's sun-kissed shores, where gentle ocean breezes and awe-inspiring whale sightings await you! We Welcome to Kihei Sands Beachfront Condominiums Condo A11 in sunny South Maui! Find out for yourself why our guests come...

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

160KReno-Stunning Palms in Wailea Condo-Beach/Golf

Brand New 160K Renovation+Redecoration for a Hawaiian Beach Vibe.Wailea is one of the most sought after resort addresses on Maui.Here you can relax in the luxury of the beautiful grounds+refreshing swimming pool+spa.World Class Golf+Shopping.Ground floor condo with...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea-Makena, Hawaii

Newly Remodeled Garden Level Condo Just Steps to Beach, Restaurants, Bars

.We have just listed our romantic and centrally located ground-floor condo which promises quick and easy access to Kamaole II and many shops and restaurants . We have also just added new AC in both living room and bedroom for total comfort year around.Our private,...

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

Fabulous Ocean Views, Steps From Polo Beach, Luxury 2 Bed 2 Bath

Enjoy your Maui getaway on your private lanai with incredible ocean and beach views. Fall asleep to the sound of gentle ocean waves. You are just steps from Polo Beach and the famous Wailea beach path. Our updated 2 bedroom, 2 bath condo features a beautiful kitchen,...

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

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

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

Great Location! Steps to Best Beach!

Tax ID #TA-056-547-7376-01Compliments from our Guestbook:'...so clean and comfy''...great location, walking distance to everything and so close to a fabulous beach!!''...you've provided everything and then some!''...definitely coming back, your condo is...

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

Oceanfront Maui Sunset Condos ground floor in Kihei

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

A Little Piece of Maui Paradise for You to Enjoy!

Aloha and welcome to our piece of Paradise in Kihei Garden Estates (KGE). Come and enjoy our beautifully upgraded, two-bedroom, two bath, first floor, garden view condominium. We are perfectly located in the heart of Kihei – just a few minute walk from the best...

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

Walk to the Beach! Newly renovated. Many upgrades!

This newly upgraded condo for 6 offers a wonderful affordable vacation opportunity for the whole family. This end unit is located on the quiet side of the building with much privacy and upcountry views. There is a fully equipped kitchen with quartz counter tops, and all...

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

Huge Ocean Views! Direct Ocean Front Condo Sugar Beach Resort #527

Fantastic ocean front view, this beach front condo features new flooring, a very comfortable California king-size bed, queen size sofa bed, central AC, and an entertainment center with digital HD flat-screen TV & surround sound, and free WiFi. The full kitchen has all...

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

Sugar Beach Resort Condo w/ Free WiFi, A/C-Beaches Await

Sugar Beach Resort 204Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...

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

~Kamaole Sands~Owner Pd Resort Fees~UPDATED!~

Embark on a Maui retreat like no other with our newly renovated beach vacation rental, strategically located across the road from the sun-drenched shores of Kamaole Beach III.The beach, with its pristine sand and crystal clear waves, becomes an extension of your living...

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

Mana Kai Maui Resort condo with pool & WiFi - snorkel, surf, swim

Mana Kai Maui Resort 202COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...

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

Modern Beautiful Renovated Maui Vista 3220

Discover the newly renovated charm of Maui Vista 3-220, where a fresh tropical ambiance awaits your Maui escape. Immerse yourself in the clean, inviting theme that sets the stage for an unforgettable adventure. Just steps away from the renowned Kamaole I and Charlie...

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

Haleakala Shores A-302 - Stunning Ocean Views, Beautiful Renovation, Wi-Fi, & AC

Indulge in the ultimate Maui escape at Haleakala Shores A-302, a meticulously appointed two-bedroom, two-bath ocean-view condo nestled within the coveted A Building of the Haleakala Shores complex. Immerse yourself in luxury and comfort with a newly remodeled, fully...

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

312 - Fantastic remodeled oceanfront with great ocean view and A/C!

* FREE HI SPEED INTERNET CONNECTION * FREE LONG DISTANCE CALLING TO USA AND CANADA * Ocean front condo has been nicely upgraded and newly installed A/C!* 100 feet from one of the finest beaches in Maui * Wonderful snorkeling and water sports at your doorstep - watch the...

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

Sunseekers Walk To Kamaole Beach I, One Of Maui's Best For Swimming And Sunsets

Ground floor, super clean unit in one of maui's favorite south kihei complexes. Across the street from the great kamaole beach park. Three tennis court, three pools and lots of barbecues for fun and entertaining. Big lanai for dining and extra room rolling out to the...

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

Beautiful 1 bedroom condo. Private ocean-view lanai overlooking fairway!

Welcome to paradise! At a time when there was much uncertainty in the world, we made a big decision to purchase in May 2021, as our lifelong dream is to snowbird in Maui. Until that time comes, we would love to share our home with others. MAUI IS OPEN AND WELCOMING —...

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

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