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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Hale Hui Kai 111 Beach front on Keawakapu Beach

Reviews (29)

This private garden condo is on the first floor of the south side of the building ...about 15 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...

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

Walk To Beach! Beautiful Ocean Views from Condo W/ Lanai, Pool & Hot Tub, BBQ

Reviews (69)

Address for this Condo: Kauhale Makai 938 S. Kihei Rd #633, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** If you are looking for a perfect getaway in paradise, Kauhale Makai 633 is it! The first thing you see when you arrive is a...

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

Enjoy Your Oceanside Dream at Kihei Surfside

Reviews (17)

Newly added split A/C system was just added!! Imagine sipping coffee from your private lanai overlooking the ocean! This beautiful second-floor condo features a Cal King bed in a private bedroom with a full bathroom. There is a comfortable sleeper sofa in the living...

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

Remodeled ground floor 2BD/1BA Condo-Walk to Beach, Restaurants N Stores in Min

Reviews (12)

Relax with the family and friends at this peaceful home in a well maintained and lush tropical complex. You will enjoy 1 minute walk to a beautiful beach and 2-5 minutes walk to several restaurants, grocery store, drug store, food truck park, fruit stand and more.Watch...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Kihei, Hawaii

Ma'alaea Surf, D9 - Oceanfront Condo - remodeled two-bedroom, 2nd Floor

Reviews (17)

Our property IS NOT impacted by the recent news of potentially prohibiting Short Term Rentals (STR) in Maui. Ma'alaea Surf is zoned as a hotel property so is therefore exempt from any of the potential STR regulations being proposed by the County.Ma'alaea Surf, Unit D09...

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

Spring/Summer Fill in Special 249/nt Updated Designer Condo w/ Ocean Views

Reviews (53)

Welcome to Grand Champions 79! Located in the lush Wailea resort area, this 1 bedroom/two bath villa has been completely updated with new furnishings, a plush new King sized mattress and a fresh paint job. Once you step inside the professionally designed bottom floor...

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

Sugar Beach Resort Condo w/ Shared Grill, A/C-Surf, Bike, Golf, More

Reviews (51)

Sugar Beach Resort 225Our 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

Premier 2Bed+2Ba Paradise Condo - Kamaole Beach Royale

Reviews (34)

**PLEASE NOTE ROOF TOP BBQ AREA WILL BE CLOSED FROM 11/6 TO 11/22 2025 FOR REPAIRS. ***New split A/C system cools down the entire condominium! Treat yourself and stay at this true Maui home away from home. Kamaole Beach Royale 611 is a special 2 Bed/2 Bath Ocean view...

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

Beautiful 1BR/2BA ground floor unit, Kamaole Sands resort. 1 min walk to beach!

Reviews (49)

Come to Maui and stay in our beautiful Kamaole Sands property. This airy, open condo provides you with everything that you need for a comfortable and easy way to enjoy your Maui vacation. The unit is in a perfect ground floor location – across the street from the...

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

Ocean View Top Floor! Steps from Beach, AC All Rooms, Pool, Tennis-Summer Sale!

Reviews (152)

*** Last minute January & February Winter Special!!!***We just had cancelations for January and February.Welcome to our Maui paradise home! Ocean View Top Floor, Sleep 4-5 - Maui Vista condo * Fujitsu tri-zone AC unit and celling fan in every room* New Upgraded LG 27"...

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

Luxury Oceanfront Mana Kai Resort Condo

Reviews (17)

Plan your ideal Hawaiian escape and book a stay at this 2-bedroom, 2-bath vacation rental located in Mana Kai Maui Resort. Nestled on the shores of Keawakapu Beach, this ocean-front condo provides luxury furnishings, panoramic ocean and pool views throughout it’s...

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

Great 2025 rates!! Kihei Bay Surf G259 - Comfortable Studio Space!

Reviews (31)

**2025 - Special rates - Book Now! **Discover the perfect retreat in our second-floor studio Kihei Bay Surf unit 259 located in the vibrant area of South Kihei. This charming accommodation offers a partial view of the Pacific Ocean and an array of amenities to ensure a...

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

Seventh-floor oceanfront condo with gym, pool & high-speed WiFi

Reviews (39)

Mana Kai Maui Resort 701COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a beautiful wide view of the beach, ocean, and mountain from this corner condo! This retreat is a...

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

Ocean View Condo at Maui Kamaole

Reviews (162)

Welcome to paradise. Imagine enjoying your morning coffee out on the lanai looking directly at the ocean. Watch the boats pass by on their way to Molokini for a snorkeling adventure, the whales, when in season, are also viewable from the Lanai. The kitchen was recently...

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

Wailea Ekahi 1C - Wonderful 1bd/1ba / Close to the Beach / Sleeps 5

Reviews (65)

Oceanfront complex, one-bedroom, one-bath, single-level, ground-floor corner unit.Quiet location. No traffic noise (you are in paradise, there should be none). The condo is located in the 'Lower Village' just steps from one of the 3 quiet pools, close to the beach and...

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

Stunning Ocean-View Remodel: 1BR/2BA at Maui Hill, Steps from Top Beaches

Reviews (37)

Luxurious remodel with stunning ocean and sunset views! Across the Street from the top beaches in the world and steps away from oceanfront dining! Maui Hill Resort is situated on a lush tropical landscape to enjoy all the amenities this resort has to offer on your Maui...

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

Ocean Views - Across from Beach - Magical Sunsets!

Reviews (115)

Post Covid and the New Norm... Maui is ready to receive visitors again safely. COVID-19 CLEANING: Mary has two decades of experience in the industry. Her most recent certification is the Vacation Rental Housekeeper Program awarded by the Vacation Rental Management...

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

Spacious Wailea Townhouse + Ocean Views! Ekahi 48A

Reviews (29)

Welcome to Wailea Ekahi 48A, offering the largest floor plan with gorgeous ocean view! This beautiful 2 bedroom/2.5 bath is the perfect retreat for couples or families. The first level of this spacious condo features a sunken living room complete with convertible queen...

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

Ocean Views & Modern Aloha Luxury in Heart of Wailea

Reviews (30)

Welcome to our Ohana. The Hawaiian word "Ohana" means family and embodies the spiritual quality of kindness and love for all of the human family. Our Ohana offers a modern gourmet kitchen, and a living area that is welcoming, bright and airy. Feel the ocean breeze on...

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

Gorgeous Oceanfront Retreat! Marvel at the Stunning Views from Sugar Beach #326n

Reviews (18)

SUGAR BEACH RESORT, #326One Bedroom / One Bath Oceanfront CondominiumWelcome to Sugar Beach Resort #326, a beautiful one-bedroom condo with direct oceanfront views and updated interiors. Perfectly situated in North Kihei, this retreat combines comfort, modern upgrades,...

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

GORGEOUS REMODEL-CLOSE TO THE BEACH-WELL EQUIPPED-METICULOUS CLEANING

Reviews (44)

Book with confidence, this brand new, gorgeous, remodeled 1 bedroom, 2 bathroom (818 sq ft.) ground floor 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...

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

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

Reviews (146)

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

Across the beach! Beautifully remodeled Kamaole Sands #9-308.

Reviews (28)

Welcome to our Ohana, Maui Lemurian Condos. Located at Kamaole Sands resort in the heart of Kihei, our home away from home. Kamaole Sands is a beautiful, South Kihei resort, located directly across from Kamaole III Beach and easy walking distance to Kihei Village....

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

Top-floor getaway with lagoon pool, hot tub, tennis & beach access

Reviews (9)

Maui Kamaole D205Our 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 6
📍 Kihei, Hawaii

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

Reviews (27)

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

Hale Kamaole Condo w/A/C, Shared Grill & Outdoor Pool - Great Location

Reviews (15)

Hale Kamaole 120Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...

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

*IMPRESSIVE Sunset Views and Perfect Location*

Reviews (11)

Perched on the 5th floor, this beautifully renovated condo offers the perfect Maui retreat; just steps from the golden sands of Kamaole Beach I, and within easy walking distance to dining, shops, and a grocery store. The bedroom features a comfortable king bed and smart...

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

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

Reviews (88)

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

LOW April rates at only 139/nt! Reserve SOON! Sleeps 4

Reviews (119)

Welcome to our little piece of paradise – a cozy and stylish unit perfect for your Hawaiian getaway! Located in a prime location, this unit offers the perfect combination of tranquility and convenience. Situated away from tourist traffic, yet just across the street from...

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

Steps from the pool and across the beach! Maui Vista 1118

Reviews (63)

Soak in the sun and unwind at this stunning condo in the heart of South Kihei. Located on the bottom floor in the first building and only steps away from the pool. We are a short walking distance from the famous Charley Young Beach, and close to fantastic restaurants,...

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

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

Reviews (40)

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

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

Reviews (33)

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

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

Reviews (20)

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

Reviews (31)

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

Sugar Beach Resort Condo w/ Shared Grill, Private W/D-Close to Beaches

Reviews (42)

Sugar Beach Resort PH02Our 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

Sugar Beach Resort Condo w/ Shared Grill, Free WiFi-Surf, Bike, Golf, More

Reviews (58)

Sugar Beach Resort 230Our 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 4-306 - Steps to Kamaole III Beach - Split AC + Pool + King Bed

Reviews (54)

Welcome to Kamaole Sands 4-306 - a beautifully remodeled, third-floor condo designed for comfort, luxury, and an authentic Maui experience. This bright and airy one-bedroom retreat accommodates up to four guests and features a fully upgraded interior, including a modern...

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

Kamaole Beach Royale 405 - Expansive Ocean Views, Spectacular Remodel, Split AC!

Reviews (37)

Experience the true essence of Aloha in this completely remodeled South Maui hideaway. Kamaole Beach Royale 405 now boasts split AC with thermostatically controlled air handlers in both the bedroom and living room, a brand-new kitchen with stainless steel appliances....

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

Kihei Beach 606 - Direct Ocean Front, Breathtaking Top Floor Views, Central AC!

Reviews (59)

Enjoy unparalleled ocean views from this top floor unit, Kihei Beach Condominium 606. Beautifully remodeled, beach front, and overlooking Maui's longest golden sand beach. Start and end each Maui day with panoramic views that take in the Pacific far beyond the visible...

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

Makena Surf G205 - Exceptional Oceanview!

Reviews (58)

E Komo Mai to our completely renovated two bedroom ocean-view unit artfully designed with you in mind! This luxurious unit, tucked away in the coveted South Maui oceanfront property of the Makena Surf, is only steps away from the beach. So let the beauty of what makes...

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

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

Reviews (106)

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

Sleeps 4, Full kitchen & AC. Pool, hot tub, tennis court, bbq grills! And Beach!

Reviews (76)

Aloha, Our studio condo is very cozy and clean! It sleeps up to 4 with a cal. king bed and a queen size futon. The pool, hot tub, tennis courts and bbq grills are all very close by. Located across the street is Kalepolepo Park, which has great beach access and the...

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

Oceanfront Kihei Sands Beachfront Condos B3 – 2 bd 2ba

Reviews (48)

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

Beachfront Penthouse #25 at Sugar Beach Resort --Stunning Views, Fully Renovated

Reviews (64)

This fully remodeled 1bd/1ba penthouse (PH 25 on the 6th floor) in the Mill building at Sugar Beach Resort is beachfront with direct ocean views as soon as you walk in the door. You can whale watch from the lanai or take an easy elevator ride to the first floor where...

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

Island Surf Resort, breathtaking ocean view, in the heart of the action

Reviews (24)

This ocean view condo with a generous lanai at the Island Surf resort in Kihei is just steps away from amazing beaches and in the perfect location for enjoying all South Maui has to offer. Open the gigantic sliding glass door to soak in the sounds of the beach and the...

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

Ultimate Luxury: Chef's Kitchen, Soaking Tub, & Private Lanai in Stunning Villa!

Reviews (53)

Special Luxury Promotion Book 7 Nights and Enjoy the 8th Night FreeIndulge in the ultimate getaway at our luxury residence and extend your stay on us. Reserve seven consecutive nights and receive the eighth night completely free, the perfect way to elevate your vacation...

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

Tropical Luxury Villa: Indoor-Outdoor Living, Gourmet Kitchen & Spa Bathrooms!

Reviews (38)

Special Luxury Promotion Book 7 Nights and Enjoy the 8th Night FreeIndulge in the ultimate getaway at our luxury residence and extend your stay on us. Reserve seven consecutive nights and receive the eighth night completely free, the perfect way to elevate your vacation...

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

REMODELED-WELL EQUIPPED-CLOSE TO THE BEACH-AC-METICULOUS CLEANING

Reviews (59)

Book with confidence this brand new remodeled, lockoff 2 bedroom condo, that provides a great vacation experience. This 2 bedroom unit offers tremendous value with it's beautiful modern, new finishes, proximity to the beach, and how well it is equipped. Kamaole Beach 2...

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

Private and Sweet Wailea 1 BD+2 BA Grand Champions Villa

Reviews (107)

New Furniture! New personal amenities! new soft goods! Unit #54, building 6. An impeccable 1 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Villas. Wailea Grand Champions Golf Villas is in the heart of the Wailea Resort Community in sunny South...

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

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

Reviews (98)

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

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