
Beachfront vacation rentals in Wailea
Find and book unique beachfront homes on Airbnb
Quick stats about beachfront rentals in Wailea

Total vacation rentals
Explore 210 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at G$25,091 GYD per night before taxes and fees

Verified guest reviews
Over 8,140 verified reviews to help you choose

Family-friendly vacation rentals
120 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
210 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
210 of Wailea vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wailea rentals

4.9 Average rating
Wailea stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated beachfront rentals in Wailea
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

Mana Kai Palms Oceanfront Condo: Keawakapu Beach
Welcome to Mana Kai Palms Our luxurious, newly renovated condominium is located on Keawakapu Beach, named Maui's best for its pristine sand, clear waters, and abundant marine life. The Mana Kai Resort offers a wide range of amenities and with only 100 units, provides a warm, family feel. We are conveniently located minutes from all South Maui has to offer. Hosted by Tracy O'Reilly, a Superhost and #1 rated rental agent on Maui. Do as much as you want or as little as you desire at Mana Kai Palms
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Stunning Ocean Views - September Specials
*PLEASE NOTE A 14.8% HAWAII STATE TA/GE TAX WILL BE ADDED AND COLLECTED BY THE END OF YOUR STAY** COMPLETELY REMODELED THIS SUMMER IN A COMFORTABLE MODERN-TROPICAL STYLE. THE HIGHEST THREAD- COUNT LINENS AND TEAK THROUGHOUT THIS HIGH STYLED CONDO. HUGE VIEWS FROM THE MODERN KITCHEN, LIVING ROOM AND LANAI All SET IN THE HEART OF KIHEI. FABULOUS LOADS OF BEACH GEAR SURFING LESSONS DOWNSTAIRS BIKE RENTALS DOWNSTAIRS PARKS AND BEACHES ACROSS THE STREET 2 BLOCKS FROM SOME OF KIHEI'S FINEST RESTAURANT
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Large 2 Bedroom 2 Bath Ground Unit Maui Parkshore
Maui Parkshore 114 is located in front of globally-acclaimed beautiful Kamaole Beach Parks. Here you can have fun outdoors, or enjoy and create memorable fun indoors in a very comfortable and home-like setting. New site management keeps the Aloha spirit. Being a ground unit is part of the convenience-- no elevators to ride, stairs to climb, long hallways or long hikes from the beach, or from the car with groceries or after a long day of fun. Maui Parkshore 114 creates that uplifting experience.
BeachWalkabilityIndoor spaces

Beachfront Oceanview Wailea Ekahi 16B Studio W/AC
Wailea Ekahi is a luxurious resort fronting onto beautiful Keawakapu Beach with acres of tropical grounds and 4 pools. Unit 16B is a mid property, renovated ground floor ocean view studio unit (500 sq feet) with a King sized bed, walk in shower and full kitchen. Enjoy your morning coffee and meals from the peaceful, shaded lanai which opens onto the lush greenspace and gardens while enjoying ocean views. A short walk to the beach, pools, luxury shopping, highend dining and golf courses.
BeachWalkabilityFamily

Beach Dream Suite-Mana Kai Maui Resort
Unforgettable ocean views are yours at the amazing Mana Kai Resort! One of One, directly on one of Maui’s best beaches! Our popular suite boasts serene decor, quality linens, fine finishes, tasteful furnishings, equipped kitchen w/island, AC, WiFi, Smart TV, lanai, free parking! Features combined with all there is to do equals vacation success! A state-of-the-art fitness center and business office on lower floor. Heated pool, lounges+tables. Note: The BEDROOM SPACE is OPEN TO LIVING AREA.
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FABULOUS SPACIOUS CONDO ACROSS FROM BEACH
This spacious (1050 sq ft) condo is tastefully decorated with Hawaiian art and tropical style furniture for a sense of open space. Large windows in every room provide plenty of light and a partial view of Haleakalā. It is conveniently located 3 min walk away from family friendly Kamaole Beach III & II and at walking distance to restaurants and shops. Guests have access to a private condominium pool. Covered parking is located right below the building. Perfect location for family vacation.
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Oceanfront Maui Escape for Two | Private Lanai
THERES NO PLACE LIKE MAUI! OCEANFRONT condo greets you with endless ocean views, open floor plan and the feeling you have just arrived in Heaven! Step out onto the private lanai and you are captivated by the soothing sound of the waves, warm sunny breezes and turtles everywhere! You deserve the BEST and this home offers it! Located in a perfect location far from the maddening crowd yet walking distance to restaurants, shopping, nightlife, and sightseeing tours. APN2380140110057000
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Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
Mana Kai 608 is a remodeled oceanfront condo DIRECTLY ON Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, on the border of Wailea and Kihei. Our condo is designed with a modern surf feel in mind, welcome to the beach! If you enjoy Wailea's 5 star resorts right down the beach, but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best PM in Maui, Tracy O'Reilly to take amazing care of you!
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Luxury condo • 180° Ocean Views • Steps to Beach
Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.
BeachWalkabilityGrill

Ekahi Ocean Studio: Wailea Paradise by the Beach
Ekahi Ocean Studio is perfectly located in the lower village of Wailea Ekahi (ground floor), a lush-landscaped paradise, just steps from the oceanfront pool and to world-renowned Keawakapu beach. This studio is perfect for couples seeking a peaceful, romantic retreat. You can spend your days lounging at the beach or oceanfront pool, running along the nearby beachfront pathway, exploring nearby Wailea restaurants and resorts or enjoying our cook's kitchen and your private Lanai.
BeachViewSolo travel

Wailea Villa with Oceanfront Pool
Aloha, if you are looking for the perfect place to call home in Maui, you just found it! Our Wailea Ekahi Villa is a spacious and private home away from home that makes you feel far from it all yet is still close to everything! Wailea Ekahi is like your own private oasis w/ 35 acres of open grassy spaces, private walk paths and the most AMAZING oceanfront pool to relax in and melt all your worries away! NOTE - main pool closed Aug 10 to Oct 15 - discount included in price.
WalkabilityBeachComfort

Romantic Beach Retreat, New King Bed & A+ Wi-fi
Hale Kamaole: Romantic Bright & Airy Beach Condo Across Street from Kamaole III Beach in South Kihei! Tasteful heritage decor, fast internet, King bed, walk-in shower, 1st floor unit. Perfect for honeymooners. Washer/Dryer. Spacious lawns & tropical gardens w/ 2 pools, Tennis court & BBQ grills. Popular snorkeling area. Eddie Pu walking trail w/ plenty of wildlife just steps away. Walk to shops & restaurants. Free Parking Pass NB:18.71% Hawaiian Transient Tax
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Popular amenities for Wailea beachfront rentals
Pet-friendly beachfront home rentals

Ocean View Superior Deluxe - 200
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Lava Shack | 1BR • 2ACs • 250 Steps to Kam 2 Beach
BeachWalkabilityWifi

Luxury condo 20 steps from beach/pool/hot tub #103
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Steps to Beach Sand & Surf
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Paradise! Ground Floor 1BR AC Kamaole lll beach
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Maui Beach House
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Sugar Beach Bliss 2 - Oceanfront
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Beautiful Top Floor Oceanfront Condo with A/C!
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Beachfront home rentals with a pool

Ocean Front With Ocean View! AC, King Bed, 2 Bath!
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Updated 1st Floor Maui condo
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FULLY REMODELED*LUXURY*OCEANFRONT*Beaches*Sunset!
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Oceanfront Spectacular Condo
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Oceanfront Condo on magic Sugar Beach - Ocean View
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Top floor central AC| Two king suites| Kam 3 beach
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Oceanfront Getaway, Brand New, Steps To Beach
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Amazing views at Oceanfront Studio
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Private beachfront home rentals

Charley's Hideaway (Oceanfront)
WalkabilityBeachIndoor spaces

Beach Front Luxury in Makena
BeachViewCleanliness

Elua 1310 Oceanfront -Family Managed-Remodeled9/25
BeachViewKitchen

Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
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Maui Retreat Ekahi 50F -All YOU Need!
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Wailea Elua 401 | Ocean View, Pool, 2 Min to Beach
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Wailea Elua 808 - Scenic Ocean Views, Wi-Fi, AC
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Wailea Ekahi Getaway•Walk to Keawakapu Beach
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When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$100,365 GYD | G$94,092 GYD | G$82,592 GYD | G$78,410 GYD | G$70,255 GYD | G$75,065 GYD | G$65,237 GYD | G$67,537 GYD | G$65,655 GYD | G$70,674 GYD | G$83,219 GYD | G$101,828 GYD |
| Avg. temp | 16°C | 16°C | 16°C | 17°C | 18°C | 18°C | 19°C | 20°C | 19°C | 19°C | 18°C | 17°C |
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