
Beachfront holiday rentals in Wailea
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Wailea
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

Spectacular Beachside 2BR+2BA at Maui Kamaole
For those guests that have been previously reviewed, we are excited to share our remodeled beachside vacation home in Maui Kamaole, known for its lush tropical landscaping, private low-rise condos, and peaceful hillside setting, walking distance to the beach. The large 2 bed 2 bath condo has an expanded garden view lanai and is very private and quiet with wonderful tropical breezes flowing throughout the unit. The condo is upgraded with granite counter tops, new flooring and gorgeous bathrooms.

Ocean view and beach by Wailea
Infants and children welcome! Ocean views, beach across the street. Large lanai. Indoor and outdoor dining. Large bedroom, king bed, ensuite, east facing second lanai off bedroom. Guest bathroom living room. Double height single air mattress, pac n play, high chair. Comfortable and quiet split system A/C. Toys, beach wagon, umbrellas, beach chairs, boogie boards, beach towels provided. Close to shops and restaurants. Tennis courts and two pools in complex. Reserved parking by front door.

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.

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.

Beauty & the Beach: Remodel+Ocean Vws! A+ Location
Welcome to Beauty & the Beach ~ Now Open: April-June🤙😎 Beauty & the Beach is hosted by Tracy O’Reilly, a licensed realtor with Airbnb since 2009, earning SUPERHOST status 46+ consecutive times with a proven track record of 1000s of 5-star reviews. OCEAN VIEW, Remodeled, A+ Location, Steps2Beach, Cold AC, directly next door to food truck oasis, Heated Pool w/BBQ Grills!! ~ If your dates aren't available or if you’re traveling with a group, contact Tracy on Airbnb as she manages 16 units

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.

Mana Kai 608: Spring Break now OPEN! Oceanfront
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 Mgr. in Maui, Tracy O'Reilly to take amazing care of you!.

Stunning Ocean Views
Welcome to our slice of paradise in Maui and enjoy breathtaking 180° ocean views . Located just steps from the sandy Kamaole 1 Beach and a short stroll from vibrant restaurants and bars, our chic coastal-modern condo is the perfect spot for a beach getaway. Condo features all the amenities you need for a comfortable stay, including A/C in all rooms, a luxurious king bed, high-speed internet, fully equipped kitchen and a private lanai to watch sunsets. Your Maui adventure starts here

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.

Sugar Beach Resort Beach / Ocean Front Unit 426
SPECTACULAR OCEAN AND SUNSET VIEWS, including outer islands from the living room and lanai. You'll enjoy drinks in the evening watching the incredible sunsets. The condo has been totally redecorated and upgraded. The kitchen and bathroom have maple cabinets and elegant granite counter tops. There is a comfortable king size bed, a well-stocked kitchen, central AC, with all new bamboo floors throughout, and a new washer / dryer. The Condo is owned and maintained by Maui residents.

Wailea Couples Retreat, 300 FT To Keawakapu 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.

Beachfront Condo in Kihei
Located on the shores of beautiful Keawakapu Beach lies your next island paradise vacation. The Mana Kai Maui resort straddles the communities of Kihei and Wailea offering the beauty and privacy of Wailea beaches with the value of Kihei. This Maui beachfront condo offers stunning ocean views from a private lanai and is just steps to the beach, with access to a swimming pool, general store and beach equipment rental. With 2 bedrooms and 2 baths, it sleeps four people comfortably.
Popular amenities for beachfront rentals in Wailea
Pet-friendly beachfront home rentals

Paradise! Ground Floor 1BR AC Kamaole lll beach

Maui Beach House

The Lava Shack

Beautiful Top Floor Oceanfront Condo with A/C!

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

Oceanfront renovated luxury-best location! SBR 404

Hale Kamaole 106: 1BR Ocean View | Pool

Sweet Maui Retreat Newly Remodeled, in Kihei, Maui
Beachfront home rentals with a pool

Oceanfront Maui Ohana: Best Beach & Wow Sunsets

Epic View! Lovely 2BR Beach Condo in Kihei/Wailea

Makena Surf G201 Views, Pool, Pickleball & Peloton

Wailea Ekahi Getaway•Easy Walk to Beach*May Deals!

Gorgeous Condo in Wailea Ekahi Village!

Maui Resort Rentals: Polo Beach Club 608

Elua 1310 Oceanfront -Family Managed-Remodeled9/25

Gorgeous Ocean View Condo steps to the beach
Private beachfront home rentals

Private Lanai · Steps to Beach · Resort Pools · Bo

Maui Kamaole Oceanfront Oasis - South Kihei

Newly Remodeled-AC-Ocean Views-Modern Finishes

Modern Luxury Oceanview! Best views in complex!

Oceanfront Dream 2Bed/2Bath-Mana Kai Maui Resort

Sweeping Ocean Views - Wailea Elua # 2010

Spread Aloha: Ocean Views, Artist Inspired Oasis

Walk-Out Kamaole Beach II | Sunset Lanai | Quiet
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $496 SGD | $510 SGD | $498 SGD | $457 SGD | $389 SGD | $427 SGD | $397 SGD | $411 SGD | $400 SGD | $431 SGD | $507 SGD | $620 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 |
Quick stats about beachfront rentals in Wailea

Total holiday rentals
Explore 230 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at $229 SGD per night before taxes and fees

Verified guest reviews
Over 7,870 verified reviews to help you choose

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

Holiday rentals with a pool
230 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wifi availability
230 of Wailea holiday rentals include wifi access

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

4.8 Average rating
Wailea stays are highly rated by guests – averaging 4.8 out of 5!
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Polo Beach
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- Wailea Beach
- Ka'anapali Golf Courses
- Maui Ocean Center
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- Haleakala National Park
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