Close to Everything, Stunning Palms at Wailea Condo, Full A/C, Upper FloorFrom $408/night · Sleeps 6
South Maui Beach Condo Town
Kihei Vacation Rentals
Kihei Vacation Rentals – Oceanfront Condos & Resorts 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 stay, Kihei offers the sunshine, affordability, and island charm to make your Maui vacation unforgettable. Start exploring your right Kihei vacation rental today!
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Kihei Vacation Rentals Listings
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Kihei Vacation Rentals Map
Close to Everything, Stunning Palms at Wailea Condo, Full A/C, Upper FloorFrom $408/night · Sleeps 6
Luxurious Wailea Ocean VistasFrom $604/night · Sleeps 4
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot TubFrom $1,163/night · Sleeps 8
New Listing! Modern Ocean-View Condo at Luana Kai C203From $121/night · Sleeps 4
Perch - Ocean View 1BR Suite | Large Lanai | Maui SunsetFrom $122/night · Sleeps 4
Oceanfront Bliss at Hale Kamaole 215 - Your Perfect Maui Retreat Awaits!From $135/night · Sleeps 4
*Nani Kai Hale 507* Beachfront Maui Condo!From $174/night · Sleeps 4
Top Floor, remodeled, oceanview & steps from beachFrom $186/night · Sleeps 4
Walk to Beach | 2 King Beds + Pool & ACFrom $193/night · Sleeps 8
South Maui Beach Front CondoFrom $195/night · Sleeps 5
WBH D225 Aloha Ola – Ocean and Pool ViewFrom $203/night · Sleeps 4
One Bedroom Oceanview Deluxe Luana Kai A202From $209/night · Sleeps 4
New!-#510-Ocean-Sunset Views! Steps from It All!From $239/night · Sleeps 4
Relaxing garden setting with ocean view A210From $240/night · Sleeps 5
Stunning Oceanview 2BR Condo - Steps to the Beach - Newly Remodeled!From $251/night · Sleeps 4
Tropical oceanfront escape, steps from Sugar BeachFrom $270/night · Sleeps 4
Spacious unit located in Maui Hill Resort+Netflix&moreFrom $300/night · Sleeps 4
50 steps away from Maui's best beach, furnished with luxury detailsFrom $309/night · Sleeps 6
Boldly Oceanfront at Royal Mauian | Stylish Island Living | Full Ocean ViewsFrom $379/night · Sleeps 4
Wailea Luxury Resort VistaFrom $581/night · Sleeps 4
Wailea Elua 808 - Scenic Ocean Views, Classic Wailea Charm, Central AC, Wi-FiFrom $1,133/night · Sleeps 6
Ocean view condo steps from Kamaole Beach and dining summer dealsFrom $120/night · Sleeps 4
Renovated Studio Steps from the Beach & Pool - A/CFrom $144/night · Sleeps 2
KKN 13231 New Listing Kihei Condo w Pool Conveniently Located Across from BeachFrom $147/night · Sleeps 4
Maui Kamaole #C-203 - Remodeled Upstairs Retreat with AC and Resort Pools!From $149/night · Sleeps 4
Chic and Central Ocean Dream VistaFrom $163/night · Sleeps 4
Fully Upgraded Kihei Condo Sweeping Ocean Views Private Lanai Pool Hot TubFrom $167/night · Sleeps 4
The Blue Tide House: Steps to Maui beaches + nearby eatsFrom $192/night · Sleeps 2
Poolside Tropical Paradise OasisFrom $208/night · Sleeps 4
M.Vista Bldg. 2-Immaculate Updated Quiet Classy- across from Charley Young BeachFrom $228/night · Sleeps 2
2025 remodel condo across the street from south Maui world class beaches.From $231/night · Sleeps 6
Perch - Maui condo: Pool, beach access, daily tranquility on lanai – an indulgent escape.From $232/night · Sleeps 4
Seaside Escape Just steps to the Beach!From $239/night · Sleeps 2
From $408/night
Close to Everything, Stunning Palms at Wailea Condo, Full A/C, Upper Floor
Kihei, Hawaii
★★★★★ 10.0/10 · 7 reviews
Welcome to Palms at Wailea 2304. Come to Wailea to enjoy the most beautiful beaches and best restaurants Maui has to offer. Get ready to make...
From $604/night
Luxurious Wailea Ocean Vistas
Kihei, Hawaii
★★★★★ 10.0/10 · 7 reviews
Summary:Completely remodeled. Our new Wailea luxury condo is immaculate and offers direct ocean views. Airy, comfortable, and with stylish decor,...
From $1,163/night
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
Kihei, Hawaii
★★★★★ 10.0/10 · 7 reviews
• 2 fully stocked kitchens • Outdoor hot tub and private jacuzzi tub in the penthouse• Fully fenced yard and lush tropical garden• Top-of-the-line...
From $121/night
New Listing! Modern Ocean-View Condo at Luana Kai C203
Kihei, Hawaii
★★★★★ 10.0/10 · 6 reviews
Modern Ocean-View Condo at Luana Kai C203Welcome to Luana Kai C203, a beautifully updated ocean-view retreat in the heart of North Kihei. Located on...
From $122/night
Perch - Ocean View 1BR Suite | Large Lanai | Maui Sunset
Kihei, Hawaii
★★★★★ 10.0/10 · 6 reviews
Island Vacation at its finest! This partial ocean view condo is designed for comfort. Partial Ocean view, the unit has been nicely designed and...
From $135/night
Oceanfront Bliss at Hale Kamaole 215 - Your Perfect Maui Retreat Awaits!
Kihei, Hawaii
★★★★★ 10.0/10 · 6 reviews
Peaceful Kihei Escape Steps to Beach Hale Kamaole 215About this spaceWake up to a peaceful Maui morning just steps from Kamaole Beach III. Hale...
From $174/night
*Nani Kai Hale 507* Beachfront Maui Condo!
Kihei, Hawaii
★★★★★ 10.0/10 · 6 reviews
New Remodeled bathrooms! With breathtaking ocean views right on the beach, this 5th floor beautifully decorated unit offers full beachfront access....
From $186/night
Top Floor, remodeled, oceanview & steps from beach
Kihei, Hawaii
★★★★★ 10.0/10 · 6 reviews
Welcome to Kihei Ali'i Kai A404. This updated, top floor, ocean view, 2 bedroom 1 bathroom condo is your perfect Maui getaway. Enjoy sunsets & ocean...
From $193/night
Walk to Beach | 2 King Beds + Pool & AC
Kihei, Hawaii
★★★★★ 10.0/10 · 6 reviews
Escape to sunny South Kihei in this spacious two-story condo with two king bedrooms and a prime walkable location. Stroll to nearby beaches,...
From $195/night
South Maui Beach Front Condo
Kihei, Hawaii
★★★★★ 10.0/10 · 6 reviews
Your family will be close to everything when you stay at this centrally-located place. Walking distance to shopping and restaurants. Only 20 minutes...
From $203/night
WBH D225 Aloha Ola – Ocean and Pool View
Kihei, Hawaii
★★★★★ 10.0/10 · 6 reviews
Summary:This family-friendly beachfront, second floor 1-bedroom/1-bath air-conditioned Condo Suite comes with a comfortable king-size bed and living...
From $209/night
One Bedroom Oceanview Deluxe Luana Kai A202
Kihei, Hawaii
★★★★★ 10.0/10 · 6 reviews
Aloha!Welcome to Luana Kai Resort Unit A202. As you walk into the unit you are drawn to the direct unobstructed panoramic views of the ocean where...
From $239/night
New!-#510-Ocean-Sunset Views! Steps from It All!
Kihei, Hawaii
★★★★★ 10.0/10 · 6 reviews
Your Maui vacation should be exciting and stress-free from the moment you book. We Make Booking Easy!>Flexibility: Plans change, life takes turns....
From $240/night
Relaxing garden setting with ocean view A210
Kihei, Hawaii
★★★★★ 10.0/10 · 6 reviews
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the...
From $251/night
Stunning Oceanview 2BR Condo - Steps to the Beach - Newly Remodeled!
Kihei, Hawaii
★★★★★ 10.0/10 · 6 reviews
Oceanview 2BR Condo Across from Sugar BeachWake up to beautiful Pacific Ocean views from this remodeled 2-bedroom, 1-bath condo at Kihei Holiday in...
From $270/night
Tropical oceanfront escape, steps from Sugar Beach
Kihei, Hawaii
★★★★★ 10.0/10 · 6 reviews
Discover tropical relaxation at Sugar Beach 233, a 1-bedroom, 1-bathroom, 2nd-floor oceanfront condo that offers breathtaking views of the Pacific...
From $300/night
Spacious unit located in Maui Hill Resort+Netflix&more
Kihei, Hawaii
★★★★★ 10.0/10 · 6 reviews
Welcome to an upscale neighborhood. Aston Maui Hill in the heart of Kihei right next to Wailea. We offer you an entire place. There's one bedroom...
From $309/night
50 steps away from Maui's best beach, furnished with luxury details
Kihei, Hawaii
★★★★★ 10.0/10 · 6 reviews
Welcome to your perfect getaway in Maui! This exquisite 2-bedroom, 2-bathroom apartment, nestled on the 2nd floor of Pacific Shores complex,...
From $379/night
Boldly Oceanfront at Royal Mauian | Stylish Island Living | Full Ocean Views
Kihei, Hawaii
★★★★★ 10.0/10 · 6 reviews
Update as of September 2026: The pool is currently closed for repairs following the recent storm. All other amenities at the complex remain fully...
From $581/night
Wailea Luxury Resort Vista
Kihei, Hawaii
★★★★★ 10.0/10 · 6 reviews
Summary:Completely remodeled. Our new Wailea luxury condo is immaculate and offers direct ocean views. Airy, comfortable, and with stylish decor,...
From $1,133/night
Wailea Elua 808 - Scenic Ocean Views, Classic Wailea Charm, Central AC, Wi-Fi
Kihei, Hawaii
★★★★★ 10.0/10 · 6 reviews
Welcome to Wailea Elua 808, your ideal Maui retreat. This spacious 2-bedroom, 2-bath condo offers the perfect setting for a relaxing getaway or a...
From $120/night
Ocean view condo steps from Kamaole Beach and dining summer deals
Kihei, Hawaii
★★★★★ 10.0/10 · 5 reviews
*Panoramic Ocean and Sunset Views*So Very Close to Dining, Shopping and Beaches*Large, Fully Equipped 1 bed, 1 bath CondoExperience the perfect Maui...
From $144/night
Renovated Studio Steps from the Beach & Pool - A/C
Kihei, Hawaii
★★★★★ 10.0/10 · 5 reviews
Relax at our newly remodeled condo for an unforgettable Hawaiian vacation: ✓ Right across the street from Kamaole Beach II✓ King bed + blackout...
From $147/night
KKN 13231 New Listing Kihei Condo w Pool Conveniently Located Across from Beach
Kihei, Hawaii
★★★★★ 10.0/10 · 5 reviews
NEW LISTING Experience Kihei and Wailea from this Conveniently Located Condo Across the Street from the Beach at Kamaole! - Kihei Kai Nani...
From $149/night
Maui Kamaole #C-203 - Remodeled Upstairs Retreat with AC and Resort Pools!
Kihei, Hawaii
★★★★★ 10.0/10 · 5 reviews
Maui Kamaole #C-203Maui Kamaole #C-203 is a beautifully remodeled two-bedroom, two-bathroom upstairs unit offering a peaceful setting, modern...
From $163/night
Chic and Central Ocean Dream Vista
Kihei, Hawaii
★★★★★ 10.0/10 · 5 reviews
Summary:Upscale remodel with high-end furnishings 1br oasis situated directly across from Kameole Beach. Fantastic lanai with direct ocean views....
From $167/night
Fully Upgraded Kihei Condo Sweeping Ocean Views Private Lanai Pool Hot Tub
Kihei, Hawaii
★★★★★ 10.0/10 · 5 reviews
This freshly renovated condo offers stunning ocean views and a large, airy lanai with comfortable outdoor seating. Pack up the cooler and head to the...
From $192/night
The Blue Tide House: Steps to Maui beaches + nearby eats
Kihei, Hawaii
★★★★★ 10.0/10 · 5 reviews
Experience the best of Kihei, Maui from The Blue Tide House, located within the popular Kihei Kai Nani condos! Located on the first floor near the...
From $208/night
Poolside Tropical Paradise Oasis
Kihei, Hawaii
★★★★★ 10.0/10 · 5 reviews
Escape to paradise and indulge in the serene ambiance of Maui Kamaole M-101, a sparkling clean condo conveniently located right next to the pool and...
From $228/night
M.Vista Bldg. 2-Immaculate Updated Quiet Classy- across from Charley Young Beach
Kihei, Hawaii
★★★★★ 10.0/10 · 5 reviews
Located in prime S. Kihei in highly desirable Maui Vista Bldg. #2 (Quiet, no traffic noise), up on 3rd floor (no car headlights). Directly across...
From $231/night
2025 remodel condo across the street from south Maui world class beaches.
KIHEI, Hawaii
★★★★★ 10.0/10 · 5 reviews
This condo(fully remodeled in 2025) has 2 bedrooms 2 Full Bath with an open floor plan in the Living room, Dinning room and Kitchen. You are looking...
From $232/night
Perch - Maui condo: Pool, beach access, daily tranquility on lanai – an indulgent escape.
kihei, Hawaii
★★★★★ 10.0/10 · 5 reviews
Discover your ideal Maui retreat in this cozy space with elegant tiles, sunny windows, and a spacious private patio. Explore lush surroundings with...
From $239/night
Seaside Escape Just steps to the Beach!
Kihei, Hawaii
★★★★★ 10.0/10 · 5 reviews
Breaking News! Iconic, cultural, and beautiful Maui is back in business. We are proud to be welcoming guests to our legal vacation rental which has a...