Holiday rentals in Wailea-Makena

A.R.A Retreats: Ocean Breeze

Located in Wailea Ekolu, the well-known luxury resort community of Wailea, this condo features beautiful ocean views from the living areas and primary bedroom. Relax and unwind after you spend all day taking in the sunshine around the island on the spacious ocean-facing lanai with comfortable seating. The moment you arrive, stepping into your private retreat, you’ll feel the unique charm of this special place—a favorite getaway for both first-time visitors and returning guests year after year.

5 Star Best, Best Beaches, Golf & Views

Now booking amazing view vacation destination at El Dorado Resort. Our 5 star spotless 2 bed 2bath en-suite condo sleeps up to 8 guests. Enjoy our uncrowded world renowned clean beaches & snorkeling by Black Rock. Our large 1500 Sq. Ft. condo offers 3 pools, a gym, a huge private lanai, a FREE trolley that will take you to & from Whalers Village, fine shops & restaurants. Our beach cabana offers fresh towels, lounges & chairs plus a fully equipped kitchen, showers and bathrooms for your use.

*** Beautiful Oceanfront Maui Condo ***

🌴☀️🌴 TOURISM WELCOME! We are a fully legal Short Term Vacation Rental (STVR) condo and have been Superhosts on Airbnb for 10+ years. While Lahaina town is closed, the rest of the island (including areas of West Maui) is open, and visitors are welcome. Respectful tourism is highly encouraged. Please feel free to book any open dates on our calendar and Mahalo for helping to support Maui. 🌴☀️🌴 Come explore Maui from our beautiful centrally located Oceanfront Condo right on Sugar Beach!

Stunning remodeled treehouse cottage with views

Our cozy cottage is close to the beach, family-friendly activities, nightlife, public transport, tennis court, gym, shopping, bike rentals, and much much more right in central Kihei. Hosts live on property and are extremely accommodating and helpful. Enjoy the partial view of the ocean and spectacular morning views of Haleakala. The private outdoor patio/lanai is ideal for private sunset views, and meals. Licensed with the County of Maui B&B License BBKM20090013 TMK (2) 3-9-033:019

Great Listing and Price!

Come on over and sit in a lounge chair on the water's edge, watch the turtles in the water right in front of you, read a book or snooze to the sound of the waves. Check the calendar and reserve now! "My place is close to the airport, art and culture, parks, and great views" say the owners, the LeMotts. "You’ll love my place because of the coziness, the views, the location, and the people. My place is good for couples, solo adventurers, business travelers, and families (with kids)."

Kaanapali Shores Double Oceanview Resort Living

Your perfect Maui vacation! The west side of Maui is where it’s at and it gets no better than Kaanapali Beach, recognized worldwide as one of the top beaches anywhere. Add our gorgeous yet sensibly priced condominium and you have it all. Oceanfront views from both the very private, quiet, cool lanai (balcony) and master bedroom including the beautiful Molokai island, and views of the West Maui mountains are just the beginning of the many great reasons to stay in our condominium.

Oceanview updated condo w/AC @ beachfront resort

Welcome to Nani Kai Hale 305. Enjoy an ocean view from your private lanai. Feel right at home in this updated condo with everything from split AC in both the living room and bedroom, sofa sleeper, fully equipped kitchen, beach gear, & essentials. This condo can comfortably accommodate 4 guests with its 2 full bathrooms. Situated on a 6 mile stretch of sandy beach in N Kihei the possibilities are endless for ocean activities. Book today!

Relaxing Kihei Condo right on the Beach in Maui

Escape to a ocean view condo right on a white sandy beach! Sunsets with inviting central AC, pool, spa, WiFi and fully equipped kitchen where you'll be sure to feel right at home. Enjoy breakfast on the balcony or tuck in and watch your favorite shows on the 2 flat screen smart TVs. Delicious local restaurants. Play tennis, mini golf, hit the sauna or grill some Ahi on the outdoor BBQs. Private free parking, beach equipment and sauna.

HONUA KAI Largest 1bd Ocean View Great Location

🌺 LARGEST ONE BEDROOM WITH OUTSTANDING REVIEWS. UPDATED! Newly Painted interior and lanai. You are renting directly from the owners. We would love to have you stay with us. As our guest, you have full access to all the resort amenities at Honua Kai. Unbelievable location and closer to the ocean than most units. CHECK OUT OUR FLOOR PLATE BEFORE YOU BOOK WITH ANYONE TO SEE OUR LOCATION.