Private Ocean View Cottage Overlooking WaileaFrom $290/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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Kihei Vacation Rentals Listings
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Kihei Vacation Rentals Map
Private Ocean View Cottage Overlooking WaileaFrom $290/night · Sleeps 4
Outstanding modern condo with ocean view in KiheiFrom $307/night · Sleeps 2
Stunning Beachfront - Hale Kai O Kihei 112From $328/night · Sleeps 4
Sugar Beach Resort 333: Ocean Front retreat with relaxing coastal décor.From $384/night · Sleeps 2
New Listing! Ekahi 26B-Spacious & Family Friendly | Ground-Floor Garden OasisFrom $396/night · Sleeps 4
Island Chic w/Loft! AC, Lanai, Kitchen, WiFi, Flat Screens+Laundry–Kamaole Sands 9411From $398/night · Sleeps 6
hale Hui Kai 307-updated with ocean views +ACFrom $406/night · Sleeps 6
Newly Renovated High-end 1 bedroom, 2 bathroom Wailea Condo close to beachFrom $445/night · Sleeps 4
LAST MINUTE AVAILABILITY IN APRIL $ 100/Night DISCOUNT! 2 BR Ma'alaea Surf B4From $600/night · Sleeps 4
I.P.M Presents: Villa C302 - Spectacular NEW Remodel + Great Ocean View!From $1,595/night · Sleeps 8
Oceanview Kihei Akahi D210: Updated 1BR/1BA, Perfect for everyone!From $124/night · Sleeps 2
ADORABLE*Modern Beachy Decor Studio in South MauiFrom $162/night · Sleeps 4
Pacific Shores 2BR/2BA Kihei Condo - Walk to Charley Young Beach, Pool & ACFrom $162/night · Sleeps 6
Spacious, thoughtfully appointed 2nd-floor condoFrom $166/night · Sleeps 6
Come Live da HI Life at Kamaole Sands!From $221/night · Sleeps 4
In the Action! Ground floor steps to ocean view poolFrom $226/night · Sleeps 5
Affordable, Luxury Resort condo w/ AC @ Kam III BeachFrom $247/night · Sleeps 4
PUN 202 Updated Oceanfront Condo at Punahoa Beach with Stunning ViewsFrom $266/night · Sleeps 4
☼ Stylish & Bright 2bd Oceanfront Condo｜5★ ViewsFrom $310/night · Sleeps 4
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy BeachFrom $376/night · Sleeps 4
"Peggy's Place" - Premier Beachfront Condo for Families -- Direct Beach AccessFrom $418/night · Sleeps 5
Wailea Ekahi 24B, 1BR Ground-Floor Condo with 2 Baths, Split AC, Pool, Sleeps 4From $467/night · Sleeps 4
Discover Paradise at Royal Mauian | Ground Floor Oceanview and Island LivingFrom $603/night · Sleeps 6
Modern Spacious Beachfront Luxury in Wailea. Family Friendly!From $675/night · Sleeps 6
Charming 2bd split-level in garden settingFrom $126/night · Sleeps 4
Receive a $100 Gift Card for Snorkel Gear or Wailea Dining Options!From $206/night · Sleeps 6
Maui Vista Complex, right across beautiful Charley Young Beach!From $218/night · Sleeps 4
Maui Sunset A111, ground floor paradiseFrom $275/night · Sleeps 5
KBR #608 - 1 Bedroom / 1 Bath - Awesome Ocean Front View Unit on Sugar Beach!From $275/night · Sleeps 2
Luxury, oceanfront condo. Newly renovated; best location! Sunset views! #404From $299/night · Sleeps 4
Fantastic Beachfront Wailea Ekahi 2/2 43AFrom $649/night · Sleeps 6
BEACHFRONT/GROUND Floor B-103: Renovated, LARGER unit, & steps from the sand.From $1,236/night · Sleeps 5
Renovated 2 bd condo steps to Kihei beachesFrom $143/night · Sleeps 6
From $290/night
Private Ocean View Cottage Overlooking Wailea
Kihei, Hawaii
★★★★★ 10.0/10 · 13 reviews
Couples find the privacy and space they dream of in our 1-bedroom ocean view cottage set on a hillside in sunny south Maui. Our cottage offers a...
From $307/night
Outstanding modern condo with ocean view in Kihei
Kihei, Hawaii
★★★★★ 10.0/10 · 13 reviews
Hale Kamaole 241 is a 1-bedroom,1-bathroom second-floor condo featuring amenities such as a covered private lanai, air-conditioning, and a...
From $328/night
Stunning Beachfront - Hale Kai O Kihei 112
Kihei, Hawaii
★★★★★ 10.0/10 · 13 reviews
Welcome to your perfect escape in Kihei! This bright and beautifully updated oceanfront ground-floor one-bedroom condo is just steps away from the...
From $384/night
Sugar Beach Resort 333: Ocean Front retreat with relaxing coastal décor.
Kihei, Hawaii
★★★★★ 10.0/10 · 13 reviews
Ocean Front retreat with a cool ocean breeze and coastal decor. You will feel relaxed from the moment you enter this one-bedroom ocean-front condo....
From $396/night
New Listing! Ekahi 26B-Spacious & Family Friendly | Ground-Floor Garden Oasis
Kihei, Hawaii
★★★★★ 10.0/10 · 13 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 $398/night
Island Chic w/Loft! AC, Lanai, Kitchen, WiFi, Flat Screens+Laundry–Kamaole Sands 9411
KIHEI, Hawaii
★★★★★ 10.0/10 · 13 reviews
Toast epic sunsets on the lanai of this modern 1,200sf suite with Pacific view. Tropical style rolls out with a spiral staircase to loft and master...
From $406/night
hale Hui Kai 307-updated with ocean views +AC
Kihei, Hawaii
★★★★★ 10.0/10 · 13 reviews
The ultimate beachfront unit where comfort meets convenience! Sleeps six comfortably and offers direct beach access with breathtaking views that will...
From $445/night
Newly Renovated High-end 1 bedroom, 2 bathroom Wailea Condo close to beach
Kihei, Hawaii
★★★★★ 10.0/10 · 13 reviews
The Palms at Wailea #1804 has been completely renovated, be among the first to enjoy this brand-new high-end renovation in Wailea in which every room...
From $600/night
LAST MINUTE AVAILABILITY IN APRIL $ 100/Night DISCOUNT! 2 BR Ma'alaea Surf B4
Kihei, Hawaii
★★★★★ 10.0/10 · 12 reviews
Located just steps from the shore on Sugar Beach in beautiful Ma'alaea Surf Resort, this remodelled two-bedroom, two bathroom ground floor condo is...
From $1,595/night
I.P.M Presents: Villa C302 - Spectacular NEW Remodel + Great Ocean View!
Kihei, Hawaii
★★★★★ 10.0/10 · 12 reviews
SECURE YOUR RESERVATION WITHIN MINUTESSAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS24 HOUR PROFESSIONAL PROPERTY MANAGEMENT SERVICES WAILEA...
From $124/night
Oceanview Kihei Akahi D210: Updated 1BR/1BA, Perfect for everyone!
Kihei, Hawaii
★★★★★ 10.0/10 · 11 reviews
Welcome to Kihei Aliʻi Kai D201, a beautifully remodeled and thoughtfully refurnished South Maui retreat designed with modern comfort and relaxed...
From $162/night
ADORABLE*Modern Beachy Decor Studio in South Maui
Kihei, Hawaii
★★★★★ 10.0/10 · 11 reviews
This studio offers every amenity to make for a memorable vacation! Your modern and updated garden view unit is equipped with its own private lanai...
From $162/night
Pacific Shores 2BR/2BA Kihei Condo - Walk to Charley Young Beach, Pool & AC
Kihei, Hawaii
★★★★★ 10.0/10 · 11 reviews
We have 7 years of top ratings. We're now also hosting here after years on another platform.Our Pacific Shores 2BR/2BA condo with Haleakalā view is...
From $166/night
Spacious, thoughtfully appointed 2nd-floor condo
Kihei, Hawaii
★★★★★ 10.0/10 · 11 reviews
Maui Kamaole D208 is a 2-bedroom, 2-bathroom spacious condo situated on the 2nd floor, has 3 window a/c units, and can accommodate up to 6 guests....
From $221/night
Come Live da HI Life at Kamaole Sands!
Kihei, Hawaii
★★★★★ 10.0/10 · 11 reviews
Ho'onanea is a 5star experience on Maui's South Shore.Take the convenient elevator to this third-floor residence with partial lanai views of both...
From $226/night
In the Action! Ground floor steps to ocean view pool
Kihei, Hawaii
★★★★★ 10.0/10 · 11 reviews
Located near the pool area, easy access to BBQ's, pool and beach. Watch the life of Maui unfold from the morning till evening from your private 114...
From $247/night
Affordable, Luxury Resort condo w/ AC @ Kam III Beach
Kihei, Hawaii
★★★★★ 10.0/10 · 11 reviews
Aloha from Maui.Our beautiful, spacious, Resort Condo is located at Kamaole III Beach Park...one of Maui's finest swimming and snorkeling beaches!...
From $266/night
PUN 202 Updated Oceanfront Condo at Punahoa Beach with Stunning Views
Kihei, Hawaii
★★★★★ 10.0/10 · 11 reviews
Punahoa 202 NEW LISTING! Refreshed OceanFront Condo with Spectacular Ocean Views for a Peaceful and Relaxing Hawaiian VacationWelcome to your next...
From $310/night
☼ Stylish & Bright 2bd Oceanfront Condo｜5★ Views
Kihei, Hawaii
★★★★★ 10.0/10 · 11 reviews
Step into the comfort of this stylish 2BR, 1Bath condo in the heart of Maui, Hawaii. Located right on the oceanfront, just steps from the beach, this...
From $376/night
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
Kihei, Hawaii
★★★★★ 10.0/10 · 11 reviews
Book with us and come to Maui to explore everything we have to offer!Brand NEW remodel and new vacation rental! Come stay with us!Escape to...
From $418/night
"Peggy's Place" - Premier Beachfront Condo for Families -- Direct Beach Access
Kihei, Hawaii
★★★★★ 10.0/10 · 11 reviews
Just bring your swimsuit and Aloha spirit to Peggy's Place, a recently remodeled beachfront condo on Maui's best family beach. Step right onto the...
From $467/night
Wailea Ekahi 24B, 1BR Ground-Floor Condo with 2 Baths, Split AC, Pool, Sleeps 4
Kihei, Hawaii
★★★★★ 10.0/10 · 11 reviews
* * * * The Wailea Ekahi main pool area will be closed for renovations from August 10, 2026 to October 15, 2026. The 3 other pools on property will...
From $603/night
Discover Paradise at Royal Mauian | Ground Floor Oceanview and Island Living
Kihei, Hawaii
★★★★★ 10.0/10 · 11 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 $675/night
Modern Spacious Beachfront Luxury in Wailea. Family Friendly!
Kihei, Hawaii
★★★★★ 10.0/10 · 11 reviews
A modern 2 bedroom, 2 bath condo with extra bunk beds and an amazing ocean view!South Maui is one of the most beautiful destinations in all of Maui...
From $126/night
Charming 2bd split-level in garden setting
Kihei, Hawaii
★★★★★ 10.0/10 · 10 reviews
Welcome to Maui Kamaole M109, a tropical paradise nestled in the heart of Maui's beautiful South Kihei region. This delightful property offers the...
From $206/night
Receive a $100 Gift Card for Snorkel Gear or Wailea Dining Options!
Kihei, Hawaii
★★★★★ 10.0/10 · 10 reviews
*Absolutely Stunning Panoramic Ocean and Island Views*Yards Away from Local Favorite Shops and Dining*4 beaches within 1-2 miles (Wailea, Ulua,...
From $218/night
Maui Vista Complex, right across beautiful Charley Young Beach!
Kihei, Hawaii
★★★★★ 10.0/10 · 10 reviews
Locally owned and operated 🤙🏻Clean, private, updated, one-bedroom condo perfect for couples and families. Condo has additional queen size Murphy bed....
From $275/night
Maui Sunset A111, ground floor paradise
Kihei, Hawaii
★★★★★ 10.0/10 · 10 reviews
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Maui Sunset A111, ground floor...
From $275/night
KBR #608 - 1 Bedroom / 1 Bath - Awesome Ocean Front View Unit on Sugar Beach!
Kihei, Hawaii
★★★★★ 10.0/10 · 10 reviews
2026 Rates Discounted - Book Now!Entering this totally remodeled 1 bedroom/1 bath beachfront Kihei Beach unit 608 you are immediately confronted with...
From $299/night
Luxury, oceanfront condo. Newly renovated; best location! Sunset views! #404
Kihei, Hawaii
★★★★★ 10.0/10 · 10 reviews
Aloha! Welcome to Sugar Beach Resort, #404! This luxury renovated unit has all you need for your perfect Maui vacation: incredible ocean sunset views...
From $649/night
Fantastic Beachfront Wailea Ekahi 2/2 43A
Kihei, Hawaii
★★★★★ 10.0/10 · 10 reviews
Welcome to my sunny Wailea Ekahi Paradise! This unit is a remodeled, expanded and wonderfully furnished 2 bedroom 2 bathroom ground-floor condo (Unit...
From $1,236/night
BEACHFRONT/GROUND Floor B-103: Renovated, LARGER unit, & steps from the sand.
Kihei, Hawaii
★★★★★ 10.0/10 · 10 reviews
Pocket sliding doors from the large 2 living room areas to the large lanai to the white sandy beach! Open concept with amazing ocean views everywhere...
From $143/night
Renovated 2 bd condo steps to Kihei beaches
Kihei, Hawaii
★★★★★ 10.0/10 · 9 reviews
Haleakala Shores A410 is a 2-bedroom, 2-bathroom with a split air conditioning system and 2 master ensuites and can accommodate up to 6 guests. This...