Wailea 1 BR Condo, close to everything, good pricingFrom $231/night · Sleeps 4
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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Rental Listings
Kihei Vacation Rentals Listings
Map View · Page 21
Kihei Vacation Rentals Map
Wailea 1 BR Condo, close to everything, good pricingFrom $231/night · Sleeps 4
Soooooo Close to the Beach & Completely Remodeled! Relax to the Sound of WavesFrom $495/night · Sleeps 4
Ocean View Condo at Maui KamaoleFrom $209/night · Sleeps 4
Ocean View Top Floor! Steps from Beach, AC All Rooms, Pool, Tennis-Summer Sale!From $318/night · Sleeps 5
LOW MAY RATES!!! Walk to the beach. Read our reviews!From $195/night · Sleeps 4
Oceanfront Penthouse Condominium Spectacular Beachfront ViewFrom $350/night · Sleeps 6
Pool View, remodeled, 5min walk to beach, King-bed. Ahuihou till we meet againFrom $150/night · Sleeps 4
Oceanfront Kihei Maui Condo. Ground Floor 1 BR/1 Bath. Sunsets!From $201/night · Sleeps 2
Oooh! Oooh! Pick Us! Steps to the Beach 2024 Newly Renovated Ground Unit!From $219/night · Sleeps 2
Great Location! Steps to Best Beach!From $145/night · Sleeps 4
LOW MAY RATES Just across the street to the beach! Read our EXCELLENT Reviews!From $271/night · Sleeps 4
KIHEI KAI NANI condo #203- Great Location, Steps to KAMAOLE BEACH IIFrom $139/night · Sleeps 4
Direct Oceanfront EVERY Room Kauhale Makai #214 - Largest Unit AvailableFrom $287/night · Sleeps 6
Lovely Appointed Studio With Ocean & Mountain Views - Location, Best In KiheiFrom $175/night · Sleeps 3
Renovated 2018 - 2 Bedroom/2 Bath - Full A/CFrom $243/night · Sleeps 6
Hale Hui Kai #103 Beachfront oasis with sunsets, turtles, oceanfront pool, ACFrom $399/night · Sleeps 6
1200 sqft Beach Front Penthouse just steps to Beach! Ocean Views from all rooms!From $425/night · Sleeps 4
!!! OCEANVIEW!!! 2Bdm Reno'd Top-Floor Kamaole BeachFrom $436/night · Sleeps 4
Fantastic panoramic sea views - Best beaches - great location - well managedFrom $144/night · Sleeps 2
Beautiful Oceanfront Corner UnitFrom $325/night · Sleeps 2
Ocean View! Steps to beach, shops, restaurants!From $199/night · Sleeps 4
Ocean View, Fully Remodeled, New AC, Walk to BeachFrom $297/night · Sleeps 6
Oceanfront, two-bedroom, recent full remodel, gorgeous sunsets every nightFrom $433/night · Sleeps 5
Spacious 2bd island-inspired condo in KiheiFrom $174/night · Sleeps 5
5A - 2 Minute Walk to the beach/main pool, well-equipped, see reviews!From $325/night · Sleeps 5
Garden view. Free WiFi & phone (US only) Many extras. Great Kihei locationFrom $150/night · Sleeps 4
Newly Renovated Kihei Condo with Sunset Views – Steps From a Beautiful Beach!From $167/night · Sleeps 4
Stunning Ocean View CondoFrom $275/night · Sleeps 3
Unit 520 Ocean Front Condo "serene and affordable"From $300/night · Sleeps 5
Kihei Oceanfront Remodeled 3 Bedroom! Million Dollar Views with Sounds of SurfFrom $550/night · Sleeps 6
Huge Ocean Views! Direct Ocean Front Condo Sugar Beach Resort #527From $343/night · Sleeps 4
Ocean View Top Floor Free High Speed InternetFrom $250/night · Sleeps 4
Beautiful Ocean View Maui Sunset Condo - B213From $235/night · Sleeps 5
From $231/night
Wailea 1 BR Condo, 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...
From $495/night
Soooooo Close to the Beach & Completely Remodeled! Relax to the Sound of Waves
SALE!! August 10 - October 15 $325/night - Ekahi's main pool and deck will be closed for resurfacing. But Ekahi has 3 other pools, and is situated on...
From $209/night
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...
From $318/night
Ocean View Top Floor! Steps from Beach, AC All Rooms, Pool, Tennis-Summer Sale!
***August & September Special Promotions - Stay with us 4 nights or more!***Welcome to our Maui paradise home, located in the heart of Kihei, Maui!...
From $195/night
LOW MAY RATES!!! Walk to the beach. Read our reviews!
Aloha and Welcome # 120 which is located in the back of a quiet oasis. This is a lushly landscaped resort with a beautiful Hawaiian ambiance....
From $350/night
Oceanfront Penthouse Condominium Spectacular Beachfront View
This Menehune Shores Condo is unit #620 and is an oceanfront/oceanview penthouse, which has 885 square feet with two bedrooms and two baths. The...
From $150/night
Pool View, remodeled, 5min walk to beach, King-bed. Ahuihou till we meet again
View of Pool, Ground Floor Condo, walk to beach! AC in living room. Easy walk to Mauis BEST beaches close to restaurants. The quiet pool area is...
From $201/night
Oceanfront Kihei Maui Condo. Ground Floor 1 BR/1 Bath. Sunsets!
When you stay at HKOK #113 your vacation will provide you a clean, comfortable no stress oceanfront condo with warm breezes and amazing sunsets that...
From $219/night
Oooh! Oooh! Pick Us! Steps to the Beach 2024 Newly Renovated Ground Unit!
(Owner/Managed) This 2024 brand spanking new, fully upgraded condominium is just steps from the beach and competitively priced. You will not find a...
From $145/night
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...
From $271/night
LOW MAY RATES Just across the street to the beach! Read our EXCELLENT Reviews!
LOVELY and remodeled condo # 108 at Kihei Resort ! BRAND NEW KITCHEN REMODEL , New laminate FLOORS, New furniture, KING BED BRAND NEW, New Italian...
From $139/night
KIHEI KAI NANI condo #203- Great Location, Steps to KAMAOLE BEACH II
The Kihei Kai Nani Resort is a popular, long established, South Maui vacation destination located in a fine area. Our Deluxe 1-bedroom condo has a...
From $287/night
Direct Oceanfront EVERY Room Kauhale Makai #214 - Largest Unit Available
We think our condo will be everything you are looking for to have a perfect vacation. #214 is located on the second floor; close enough to the ground...
From $175/night
Lovely Appointed Studio With Ocean & Mountain Views - Location, Best In Kihei
****LAST MINUTE 15% DISCOUNT - for reservations between Nov. 22 and Dec. 25. Please inquire with the manager, Barb.****The Maui Banyan is NOT...
From $243/night
Renovated 2018 - 2 Bedroom/2 Bath - Full A/C
Come experience this unique spacious 2 bedroom, 2 bathroom, fourth floor lofted condo in building #8. Our condo offers complete air conditioning !...
From $399/night
Hale Hui Kai #103 Beachfront oasis with sunsets, turtles, oceanfront pool, AC
Step into your Gorgeous private condo with covered lanai and surrounded with beautiful hawaiian plants and greenery.ENJOY THE SOUND OF WAVES FROM...
From $425/night
1200 sqft Beach Front Penthouse just steps to Beach! Ocean Views from all rooms!
There are no other Top Floor rentals with this water front exposure in this building. An amazing way to spend your vacation! Professionally remodeled...
From $436/night
!!! OCEANVIEW!!! 2Bdm Reno'd Top-Floor Kamaole Beach
This condo has the BEST OCEAN VIEW and sunset view in Kamaole Sands, a premiere condo complex situated on 15 acres of lush tropical landscaping in...
From $144/night
Fantastic panoramic sea views - Best beaches - great location - well managed
Enjoy panoramic ocean views and stunning Maui sunsets from your lanai. We think our unit really is something special. Located away from the elevators...
From $325/night
Beautiful Oceanfront Corner Unit
#240 is one of the top 1 bedroom, end unit, rental condominiums at Sugar Beach Resort, which is one of the top resort designations on Maui. Consider...
From $199/night
Ocean View! Steps to beach, shops, restaurants!
Bright, clean and comfortable, contemporary and uncluttered with a great view of the ocean and the lush tropical gardens below.This is a very well...
From $297/night
Ocean View, Fully Remodeled, New AC, Walk to Beach
Across the street from one of Maui's most beautiful beaches. Perfect for families. Relax on the lanai (patio) and feel the cool island breeze as you...
From $433/night
Oceanfront, two-bedroom, recent full remodel, gorgeous sunsets every night
Hale Kai O Kihei CondoNewly remodeled, beautiful and comfortable, steps from the sandy beach. Drift to sleep at night to the soothing sounds of the...
From $174/night
Spacious 2bd island-inspired condo in Kihei
Maui Vista 1403 is a bright and spacious two-bedroom, two-bathroom loft-style condo featuring partial ocean views, air conditioning, and comfortable...
From $325/night
5A - 2 Minute Walk to the beach/main pool, well-equipped, see reviews!
Tax Map Key 2-1-008-064-0023GE-076-757-1456-01TA-076-757-1456-01 Temporary Summer Discount 8/10/26-10/15/26 $299 per night. The main pool will be...
From $150/night
Garden view. Free WiFi & phone (US only) Many extras. Great Kihei location
This is a beautiful condo decorated with a tropical theme. Sleeps 2-4. It has a new A/C unit in the living room, quiet ceiling fans in the living...
From $167/night
Newly Renovated Kihei Condo with Sunset Views – Steps From a Beautiful Beach!
A Gorgeous and Relaxed Home Away From Home The SpaceNewly renovated 1-bedroom, 2-bathroom condo is outfitted with a pullout sofa bed, fully equipped...
From $275/night
Stunning Ocean View Condo
Enjoy fabulous unobstructed views of the ocean from this oceanfront, 5th floor one bedroom unit. The ocean is so close to this unit you can hear the...
From $300/night
Unit 520 Ocean Front Condo "serene and affordable"
Aloha and welcome to Menehune Shores Condo 520!Enjoy the ocean breezes in our fifth-floor, oceanfront condo. While we do not have artificial air...
From $550/night
Kihei Oceanfront Remodeled 3 Bedroom! Million Dollar Views with Sounds of Surf
Kihei is centrally located in South Maui and is home to many condos and residential areas. Menehune Shores is located in the Hotel District which is...
From $343/night
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...
From $250/night
Ocean View Top Floor Free High Speed Internet
Experience the essence of paradise in our top floor unit. Lush tropical grounds surround two swimming pools and a tennis court. The smell of tropical...
From $235/night
Beautiful Ocean View Maui Sunset Condo - B213
Escape to the sunny shores of Kihei, Maui and experience the ultimate island getaway at our charming 1-bedroom condo. Nestled just a short 18-minute...