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:
Located in South Maui, Kihei vacation rentals span everything from cozy studios to large oceanfront condos with resort amenities. Whether you're looking for a beachfront escape, family basecamp, or a long-term stay with kitchen and laundry, Kihei offers some of the best value and versatility in Maui.
Why Stay in Kihei?
Kihei's coastal strip is dotted with parks, beaches, and low-rise condo resorts. With over 6 miles of shoreline, guests enjoy easy access to Kamaole Beach Parks I, II, and III-great for snorkeling, swimming, or sunset picnics. Most rentals are walkable to local shops, food trucks, grocery stores, and oceanfront restaurants. Kihei's central location puts you within 10 minutes of Wailea's luxury resorts and a short drive to Maalaea Harbor or Upcountry Maui.
Top Kihei Condo Resorts
- Sugar Beach Resort – beachfront condos with pool, spa & direct sand access
- Hale Kai O Kihei – oceanfront with stunning sunsets & central location
- Maui Vista – affordable condos near Charley Young Beach
- Maui Kamaole – upscale units in a lush garden setting near Wailea
- Menehune Shores – oceanfront with rooftop BBQs and Indian restaurant
- Kihei Kai Nani – budget-friendly walk-up condos near Kamaole II
- Maui Banyan – popular with families, across from Kamaole II Beach
Key Features of Kihei Vacation Rentals
- Studios, 1-, 2-, and 3-bedroom condos with kitchens & lanais
- Oceanfront options with beach access and poolside views
- Walkable to beaches, restaurants, cafes & groceries
- On-site amenities: pools, BBQ areas, tennis courts, laundry
- Great for couples, families, remote workers & long-term stays
Explore the Best of Kihei and Beyond
- Snorkel at Kamaole Beach or paddleboard from Kalama Park
- Visit the Kihei 4th Friday town party for food, crafts & music
- Catch a snorkeling tour to Molokini Crater from Maalaea Harbor
- Drive south to Wailea's resorts, spas, and golf courses
- Explore Upcountry farms, Haleakala summit, and lavender fields
Whether you're planning a romantic escape, family trip, or snowbird retreat, Kihei offers the sunshine, affordability, and island charm to make your Maui vacation unforgettable. Start exploring your perfect Kihei vacation rental today!
Stunning 3 BR Penthouse: Ocean Views, AC, Lanais, Steps to Beach
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:...
KBR #408 - 1 Bedroom/ 1 Bath Unobstructed Ocean Front unit on Sugar Beach!
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...
Modern Maui Condo perfect for your Island Getaway
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!...
Island Surf 506 | Incredible Views + Amenities!
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...
Coursefront Condo with Shared Pool & Hot Tub, Private W/D, WiFi, and Ocean View
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...
Luxurious & Spacious Ground Floor Gem with Panoramic Oceanview - Wailea Elua 305
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...
New Listing, Wailea Ekahi Village 5F, Close to Oceanfront Pool Pavilion on Keawakapu Beach
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...
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...
Ocean View Townhouse, Two Story, Central Air, Free Internet, & Washer & Dryer
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'...
Hale Kamaole 108 - AC, Partial Ocean View, Across from Kamaole Beach!
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...
Luxury Ocean Front Living -- 180 Degree Direct Ocean View -- Best in Kihei
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...
Oceanfront Gem, Top Floor Views & Gorgeous Sunsets, KING Bed, FULL AC, DUAL Bath Sink, FAST WiFi
Hawaii Tax ID: TA-026-430-5152-01TMK: 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...
Upscale and Elegant Vistas
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...
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...
Hale Hui Kai 111 Beach front on Keawakapu Beach
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...
Walk To Beach! Beautiful Ocean Views from Condo W/ Lanai, Pool & Hot Tub, BBQ
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...
Enjoy Your Oceanside Dream at Kihei Surfside
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...
Remodeled ground floor 2BD/1BA Condo-Walk to Beach, Restaurants N Stores in Min
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...
Ma'alaea Surf, D9 - Oceanfront Condo - remodeled two-bedroom, 2nd Floor
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...
Spring/Summer Fill in Special 249/nt Updated Designer Condo w/ Ocean Views
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...
Sugar Beach Resort Condo w/ Shared Grill, A/C-Surf, Bike, Golf, More
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...
Premier 2Bed+2Ba Paradise Condo - Kamaole Beach Royale
**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...
Beautiful 1BR/2BA ground floor unit, Kamaole Sands resort. 1 min walk to beach!
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...
Ocean View Top Floor! Steps from Beach, AC All Rooms, Pool, Tennis-Summer Sale!
*** 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...
Luxury Oceanfront Mana Kai Resort Condo
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...
Great 2025 rates!! Kihei Bay Surf G259 - Comfortable Studio Space!
**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...
Seventh-floor oceanfront condo with gym, pool & high-speed WiFi
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...
Ocean View Condo at Maui Kamaole
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...
Wailea Ekahi 1C - Wonderful 1bd/1ba / Close to the Beach / Sleeps 5
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...
Ocean Views - Across from Beach - Magical Sunsets!
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...
Spacious Wailea Townhouse + Ocean Views! Ekahi 48A
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...
Ocean Views & Modern Aloha Luxury in Heart of Wailea
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...
Gorgeous Oceanfront Retreat! Marvel at the Stunning Views from Sugar Beach #326
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,...
GORGEOUS REMODEL-CLOSE TO THE BEACH-WELL EQUIPPED-METICULOUS CLEANING
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...
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...
Across the beach! Beautifully remodeled Kamaole Sands #9-308.
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....
Top-floor getaway with lagoon pool, hot tub, tennis & beach access
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...
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...
Hale Kamaole Condo w/A/C, Shared Grill & Outdoor Pool - Great Location
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...
*IMPRESSIVE Sunset Views and Perfect Location*
** 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...
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,...
LOW April rates at only 139/nt! Reserve SOON! Sleeps 4
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...
Steps from the pool and across the beach! Maui Vista 1118
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,...
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...
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...
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...
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...
Sugar Beach Resort Condo w/ Shared Grill, Private W/D-Close to Beaches
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...
Sugar Beach Resort Condo w/ Shared Grill, Free WiFi-Surf, Bike, Golf, More
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...
Kamaole Sands 4-306 - Steps to Kamaole III Beach - Split AC + Pool + King Bed
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...