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

Total holiday rentals
Explore 210 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at $152 SGD per night before taxes and fees

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

Family-friendly holiday rentals
120 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
210 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
210 of Wailea holiday rentals include wifi 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

Stunning Ocean Views - September Specials $189
*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

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.

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, we are excited to share it with you! If you enjoy Wailea's 5 star resorts 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 Property Manager in Maui, Tracy O'Reilly to take amazing care of you!

Luxe Oceanview 2B2B Escape w/AC Near Beach & Shops
Location and Quality! You will feel the relaxed beach vibes from the very first step walking into this tastefully updated & beach luxe unit. Directly sit across the famous Cove surf spot & in the middle of all, you will be memorized by the ocean waves along with surfers, paddlers and the breathtaking sunset views, and the incredible walk distance to everything Kihei has to offer including activities, shopping, dining, nightlife and more! Experience the best of Maui from our Luxe-design condo!

Full Ocean- Full Sunsets- Beaches at Royal Mauiian
Hawaii License: T-174-283-2640 Full ocean & beach front - all year sunsets. Royal Mauiian - Highly sought location in S. Kihei. Nicely done 1 BR - 1 BTH Nicely furnished, very streamlined open feel. Walk to restaurants, steps to Kam 1 beach, close to shops & activities. Rent a paddleboard, buy Hawaiian memorabilia, or shop at Harvest Moons - close by. Split Air in Bedroom & Living Area. Fully equipped kitchen. In Unit Laundry GET & TAT tax total of 18.5% included in final price.

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.

OCEANFRONT Luxury Condo *180° SWEEPING Ocean Views
*Please note, The MAXIMUM OCCUPANCY of this 2-bedroom unit is 6 people at all times. This includes adults, children, infants, and overnight guests. Between the white sand beaches of Kamaole I and II, lies the oasis that is the Royal Mauian. This ground floor, oceanfront, luxury 806 square foot unit opens up onto your very own private patio and grassy lawn. Complete with lounge chairs and outdoor seating, just steps from the turquoise waters of the Pacific Ocean, your paradise awaits.

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

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.

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.

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.
Popular amenities for beachfront rentals in Wailea
Pet-friendly beachfront home rentals

Ocean View Superior Deluxe - 200

Lava Shack | 1BR • 2ACs • 250 Steps to Kam 2 Beach

Luxury condo 20 steps from beach/pool/hot tub #103

Steps to Beach Sand & Surf

Paradise! Ground Floor 1BR AC Kamaole lll beach

Maui Beach House

Sugar Beach Bliss 2 - Oceanfront

Beautiful Top Floor Oceanfront Condo with A/C!
Beachfront home rentals with a pool

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

Oceanfront Getaway, Brand New, Steps To Beach

Fully remodeled, Ocean View, 3 mins walk to beach

Stunning Ocean Views

Ocean view and beach by Wailea

Maui is Open - Come Support the Locals

Oceanfront Spectacular Condo

Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
Private beachfront home rentals

Wailea Ekahi Getaway•Walk to Keawakapu Beach

Wailea Elua Village 803, Ocean Views, Modern Reno

Oceanfront Makena Surf G202 - Professionally

Maui Retreat Ekahi 50F -All YOU Need!

Oceanfront Maui Ohana: Best Beach & Wow Sunsets

Direct Oceanfront Condo Sugar Beach Resort Kihei

Gorgeous Ocean View Condo steps to the beach

Beautiful Kihei Front Row OCEAN View l Top BEACH
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $610 SGD | $572 SGD | $502 SGD | $476 SGD | $427 SGD | $456 SGD | $396 SGD | $410 SGD | $399 SGD | $429 SGD | $505 SGD | $619 SGD |
| 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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