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

Reviews (189)

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

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 (117)

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

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 (70)

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 (35)

**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 (50)

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)

*** April & May - Spring Special!!!***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" Front Load Washer & Dryer* New Upgraded Full size Stainless...

🛏 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

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 #326

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)

** 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. Perched on the 5th floor, this...

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

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

Reviews (89)

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 (64)

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 (32)

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

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