Maui Dream Place at Maui Kamaole G-209, Direct Ocean View, 2 Story Modern CondoFrom $446/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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Maui Dream Place at Maui Kamaole G-209, Direct Ocean View, 2 Story Modern CondoFrom $446/night · Sleeps 6
June Specials! Beautiful Stylish Condo W/ Amazing Ocean Views!From $458/night · Sleeps 6
Newly Renovation, All New: Beds, Furniture, Floors, Kitchen Counters and IslandFrom $1,099/night · Sleeps 10
Recent remodel - Large 1BR w/ ocean view and walk to excellent beaches/eateriesFrom $223/night · Sleeps 3
Ocean Views-Exceptional NEW Remodel-Ac-Great Beach Access-Meticulous CleaningFrom $279/night · Sleeps 4
Maui Paradise: Steps to Sand & Sun. Blg#1-Ocean View, AC's, Fast Wifi, 1st FloorFrom $306/night · Sleeps 4
Book your Beach vacation, and stay at beautiful oceanview Kamaole Sands 2-206From $320/night · Sleeps 4
Maui's Best - Wailea Ekahi 47AFrom $454/night · Sleeps 4
Steps to Kamaole beaches/Upgraded kitchen & baths/2 Pools/Tennis/Close to WaileaFrom $470/night · Sleeps 5
Modern Kihei Resort 2 Bedroom, 2 Bath Condo with AC - Steps to the BeachFrom $213/night · Sleeps 6
Endless Ocean Views from your Sugar Beach Retreat -Central AC #208From $272/night · Sleeps 2
Sugar Beach Maui! Direct Ocean Front! Best View! Best Value! Penthouse!From $229/night · Sleeps 4
Kamaole Sands 1-307 - Prime Location, Stunning Renovation, Large Lanai, New ACFrom $267/night · Sleeps 4
Rare 2 Bedroom, Single LEVEL-2 Lanais-Well Equipped-Meticulous Cleaning-AcFrom $275/night · Sleeps 6
Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full RemodelFrom $407/night · Sleeps 4
TOP Floor-Stunning Ocean Views-Well Equipped-All NEW FurnishingsFrom $866/night · Sleeps 4
Hale Kamaole #309 Spacious Ocean View Family Vacation Condo - Book Now for XmasFrom $266/night · Sleeps 6
Spectacular views from this newly remodeled direct oceanfront 2bd/2bth unit.From $525/night · Sleeps 4
Corner Beachfront Delight: Kihei Beach 110 Convenient Ground-Floor Haven!From $229/night · Sleeps 6
Stunning Ocean Front Views, Wailea, Polo Beach Club Condo - unit 303From $759/night · Sleeps 6
2 Private Homes for 1! Pool & Waterslide - Cove HaleFrom $2,359/night · Sleeps 16
Kamaole Sands 4-411 - Modern, Ocean View, Split AC, Pool, Walk to Beach & DiningFrom $221/night · Sleeps 6
Spacious lanai-Maui Vista Relax/Work/Play in this lush tropical getaway!From $228/night · Sleeps 4
Ma'alaea Surf, Unit H3-Ground Floor Beachfront Condo, AC, Wi-Fi, Pool, TVFrom $246/night · Sleeps 4
16B; Ocean View, Quiet Beachfront King Studio in Luxurious Wailea Ekahi ResortFrom $404/night · Sleeps 2
Luxury Condo in Wailea with sweeping viewsFrom $450/night · Sleeps 5
Spectacular Panoramic Ocean Views - Private Ohana - Wailea Custom Pole HomeFrom $575/night · Sleeps 5
Across from BEACH! Remodeled in 2023! Split A/C!From $183/night · Sleeps 2
Stunning 2-bedroom Wailea Elua, walk to beach, ocean view!From $405/night · Sleeps 6
Updated! Steps to Kamaole Beach #1 Great Rates! Great Location MV2107 AC King BDFrom $298/night · Sleeps 4
Romantic, Luxury Condo with Spectacular Ocean ViewsFrom $401/night · Sleeps 2
Beautiful, Family Friendly 2 Br 2Ba Across Street From Beach.From $179/night · Sleeps 6
On the Beach! Kihei Sands Beachfront Resort, Unit A1From $260/night · Sleeps 2
From $446/night
Maui Dream Place at Maui Kamaole G-209, Direct Ocean View, 2 Story Modern Condo
Kihei, Hawaii
★★★★★ 10.0/10 · 39 reviews
Maui Dream Place is our vacation home rental property in Maui, Hawaii. This two story condo has plenty of space for your family, plus hotel-style...
From $458/night
June Specials! Beautiful Stylish Condo W/ Amazing Ocean Views!
Kihei, Hawaii
★★★★★ 10.0/10 · 39 reviews
***Professionally Cleaned Condo, No-Contact Check-In/Check Out***Welcome to Kamaole Beach Royale #310, located in the heart of Kihei, Maui!. Enjoy a...
From $1,099/night
Newly Renovation, All New: Beds, Furniture, Floors, Kitchen Counters and Island
Kihei, Hawaii
★★★★★ 10.0/10 · 39 reviews
This elegantly remodeled and redecorated, modern vacation home resulted from the collaboration of sophisticated and tasteful owners, and a...
From $223/night
Recent remodel - Large 1BR w/ ocean view and walk to excellent beaches/eateries
Kihei, Hawaii
★★★★★ 10.0/10 · 38 reviews
Recently Remodeled (2021)!Large 1BR unit at highly desirable Shores of Maui. The Shores is a place that people return to year after year, so once...
From $279/night
Ocean Views-Exceptional NEW Remodel-Ac-Great Beach Access-Meticulous Cleaning
Kihei, Hawaii
★★★★★ 10.0/10 · 38 reviews
Book with confidence, this stunning 1 bedroom, 2 bathroom condo at Kamaole Sands that was just remodeled as of December 2019. Everything in the condo...
From $306/night
Maui Paradise: Steps to Sand & Sun. Blg#1-Ocean View, AC's, Fast Wifi, 1st Floor
Kihei, Hawaii
★★★★★ 10.0/10 · 38 reviews
Come enjoy ocean views, sunsets, and sounds of waterfalls in our one-bedroom (King Size Bed), two-bath, air-conditioned condo. Kamaole Sands is just...
From $320/night
Book your Beach vacation, and stay at beautiful oceanview Kamaole Sands 2-206
Kihei, Hawaii
★★★★★ 10.0/10 · 38 reviews
Welcome to our beautiful OCEANVIEW Kamaole Sands 2-206. This fully remodeled 1-bedroom 2-bathroom vacation rental condo is located sunny South Kihei,...
From $454/night
Maui's Best - Wailea Ekahi 47A
Kihei, Hawaii
★★★★★ 10.0/10 · 38 reviews
Aloha and mahalo for your interest in our spot in Paradise. Ekahi says it all. This one bedroom (with comfortable sleeper sofa), two-bath renovated...
From $470/night
Steps to Kamaole beaches/Upgraded kitchen & baths/2 Pools/Tennis/Close to Wailea
Kihei, Hawaii
★★★★★ 10.0/10 · 38 reviews
This second floor 2 bedroom/2 bath peek-a-boo ocean view condo is your perfect Maui vacation retreat just across the street from beautiful Kamaole...
From $213/night
Modern Kihei Resort 2 Bedroom, 2 Bath Condo with AC - Steps to the Beach
Kihei, Hawaii
★★★★★ 10.0/10 · 37 reviews
RELAXING GARDEN RESORT:Kihei Resort offers a wonderful zen like experience. As you walk through the grounds of Kihei Resort, it is difficult not to...
From $272/night
Endless Ocean Views from your Sugar Beach Retreat -Central AC #208
Kihei, Hawaii
★★★★★ 10.0/10 · 37 reviews
Come enjoy the amazing ocean views and breathtaking sunsets in our updated deluxe one bedroom, one bath, air-conditioned condo. Sugar Beach Resort,...
From $229/night
Sugar Beach Maui! Direct Ocean Front! Best View! Best Value! Penthouse!
Kihei, Hawaii
★★★★★ 10.0/10 · 36 reviews
Sugar Beach Maui! Direct Ocean Front! Best View! Best Value!Best views! Best kitchen! Best bed in the price range! If you are looking for the best...
From $267/night
Kamaole Sands 1-307 - Prime Location, Stunning Renovation, Large Lanai, New AC
Kihei, Hawaii
★★★★★ 10.0/10 · 36 reviews
Experience elevated comfort and modern luxury at Kamaole Sands 1-307. This fully remodeled, one-bedroom, two-bathroom condo blends thoughtful design...
From $275/night
Rare 2 Bedroom, Single LEVEL-2 Lanais-Well Equipped-Meticulous Cleaning-Ac
Kihei, Hawaii
★★★★★ 10.0/10 · 35 reviews
Book with confidence, this nicely updated 2 bedroom, 2 bathroom (1086 sq. ft) single level condo. This condo is managed by PMI Maui, a local Real...
From $407/night
Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel
Kihei, Hawaii
★★★★★ 10.0/10 · 35 reviews
PROPERTY SUMMARY:Serene and modern, this spacious 2 bedroom - 2 bath fully remodeled condo is conveniently located steps from an amazing selection of...
From $866/night
TOP Floor-Stunning Ocean Views-Well Equipped-All NEW Furnishings
Kihei, Hawaii
★★★★★ 10.0/10 · 33 reviews
Book with confidence, this remodeled top floor unit at The Royal Mauian with stunning ocean views. This 2 bedroom, 2 bathroom condo offers an...
From $266/night
Hale Kamaole #309 Spacious Ocean View Family Vacation Condo - Book Now for Xmas
Kihei, Hawaii
★★★★★ 10.0/10 · 32 reviews
This outstanding condo, situated in the Kihei Hale Kamaole Resort, features ocean views from every room! Watch the whales from our lanai. The two...
From $525/night
Spectacular views from this newly remodeled direct oceanfront 2bd/2bth unit.
Kihei, Hawaii
★★★★★ 10.0/10 · 32 reviews
The building is about 300 feet from the sand which makes it perfect for water sports or nice walks on the beach. The updated kitchen has plenty of...
From $229/night
Corner Beachfront Delight: Kihei Beach 110 Convenient Ground-Floor Haven!
Kihei, Hawaii
★★★★★ 10.0/10 · 31 reviews
Kihei Beach #110 – Ground-Floor Two-Bedroom Beachfront CondoWelcome to Kihei Beach #110, a spacious two-bedroom, two-bathroom beachfront condo with...
From $759/night
Stunning Ocean Front Views, Wailea, Polo Beach Club Condo - unit 303
Kihei, Hawaii
★★★★★ 10.0/10 · 31 reviews
Welcome to your tropical escape at Polo Beach Club, our cherished slice of paradise! Having fallen in love with this magical location years ago, we...
From $2,359/night
2 Private Homes for 1! Pool & Waterslide - Cove Hale
Kihei, Hawaii
★★★★★ 10.0/10 · 31 reviews
Extend your escape with our special offer: Book 5 nights and enjoy the 6th night free! Use promo code: 6THFREEBlackout dates: November 22–30, 2025...
From $221/night
Kamaole Sands 4-411 - Modern, Ocean View, Split AC, Pool, Walk to Beach & Dining
Kihei, Hawaii
★★★★★ 10.0/10 · 30 reviews
Welcome to Kamaole Sands 4-411, a bright fourth-floor retreat where a spacious two-story layout, ocean views, and thoughtful updates create an easy...
From $228/night
Spacious lanai-Maui Vista Relax/Work/Play in this lush tropical getaway!
Kihei, Hawaii
★★★★★ 10.0/10 · 30 reviews
Book 7+ days receive 10% discount, 30+ days receive 15% discount.Perfect location! Newly remodeled 1 bedroom/1 bathroom corner unit that sleeps 4....
From $246/night
Ma'alaea Surf, Unit H3-Ground Floor Beachfront Condo, AC, Wi-Fi, Pool, TV
Kihei, Hawaii
★★★★★ 10.0/10 · 30 reviews
Ma'alaea Surf, Unit H3 is an ideally located ground floor condo, just steps from Sugar beach. This condo features a full kitchen and dining table....
From $404/night
16B; Ocean View, Quiet Beachfront King Studio in Luxurious Wailea Ekahi Resort
Kihei, Hawaii
★★★★★ 10.0/10 · 30 reviews
Ocean View, King Bed, quiet Ground floor Studio condo, in the beautiful Wailea Ekahi Resort, near one of the 4 private pools and a short walk to the...
From $450/night
Luxury Condo in Wailea with sweeping views
Kihei, Hawaii
★★★★★ 10.0/10 · 30 reviews
2 large master ensuite bedrooms with Cal King beds. Sweeping views of Kaho'olawe, Molokini, and Lanai islands and spectacular sunsets. Beaches,...
From $575/night
Spectacular Panoramic Ocean Views - Private Ohana - Wailea Custom Pole Home
Kihei, Hawaii
★★★★★ 10.0/10 · 29 reviews
Live like a local at the Ocean Blue Ohana. You'll have the entire private first floor of this amazing Hawaiian pole home on a half acre property in...
From $183/night
Across from BEACH! Remodeled in 2023! Split A/C!
Kihei, Hawaii
★★★★★ 10.0/10 · 28 reviews
1 Bedroom, 1 Bath, Sleeps 2Stay in our beautifully remodeled ground-floor Kihei Akahi condo, directly across from Kamaole II Beach in sunny South...
From $405/night
Stunning 2-bedroom Wailea Elua, walk to beach, ocean view!
Kihei, Hawaii
★★★★★ 10.0/10 · 28 reviews
August 17 - November 13, 2026 - Next door unit remodel, prices adjusted and as is:- August 17- 21 - loudest portion, demo- August 21 - September 4,...
From $298/night
Updated! Steps to Kamaole Beach #1 Great Rates! Great Location MV2107 AC King BD
Kihei, Hawaii
★★★★★ 10.0/10 · 27 reviews
Escape to Honu Kihei, your ground-floor getaway steps from the golden sands of Charley Young Beach. Wake up to tropical breezes on your private lanai...
From $401/night
Romantic, Luxury Condo with Spectacular Ocean Views
Kihei, Hawaii
★★★★★ 10.0/10 · 27 reviews
1 BR, 2 BA condo. Close to beach, golf, tennis, restaurants, and shopping.Aloha. We are excited to be the owners of this very special condo. We have...
From $179/night
Beautiful, Family Friendly 2 Br 2Ba Across Street From Beach.
Kihei, Hawaii
★★★★★ 10.0/10 · 26 reviews
Beautiful 2 bedroom 3 bed unit offers a quiet getaway and island view. Newly updated furniture and decor. Each building has a pool, tennis courts and...
From $260/night
On the Beach! Kihei Sands Beachfront Resort, Unit A1
Kihei, Hawaii
★★★★★ 10.0/10 · 26 reviews
Oceanfront Complex located on Beautiful Sugar Beach - Kihei Sands Unit A1.Aloha & E Komo Mai,We are Maui local, live Upcountry Kula, and would love...