Holiday rentals with a hot tub in Charley Young Beach

4.98 out of 5 average rating, 159 reviews

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.

4.95 out of 5 average rating, 135 reviews

Family Friendly! Walk to Everything PLUS Save BIG

Escape to Maui! Family Friendly Condo with Discounted Rates - Book your Tropical Getaway Now! Last minute cancellation means you save BIG! Spacious, walkable Kihei condo that sleeps 6 - with parking, pack n play, and tons of kid friendly gear! Due to last minute cancellations, we are offering a HUGE DISCOUNT off our normal rates for our family friendly 2-bedroom, 2-bathroom (2 bathtubs) beach condo. If you are looking for the perfect place for your family to call home in Maui, this is it!

Guest favourite

4.96 out of 5 average rating, 163 reviews

Renovated 2BD/2BA | 3 Min Walk to Beach | A/C

Come unwind in this newly remodeled 2BD/2BA condo next to the world famous Charley Young/ Kamaole beaches. Gorgeous tropical garden view! Master bedroom has a queen size bed, TV, AC & en-suite bathroom. 2nd bedroom has large closet & its own AC. Spacious living room, with large screen TV & AC, comes with a comfortable couch that also turns into a full-size sleeper sofa. Cozy kitchen is equipped with everything you need to cook & enjoy. The complex features a swimming pool, jacuzzi & BBQ grills.

4.96 out of 5 average rating, 178 reviews

Renovated Condo | 3 Min Walk to Toes in the Sand!

Welcome to Pacific Pearl — your serene Maui escape just steps from golden-sand Kamaole Beach Park II. Set in the lush, resort-style Maui Banyan complex, this fully remodeled ground-floor condo offers peaceful garden views, a walkable location near dining and shops, and all the comforts of home. Spend your mornings snorkeling, your afternoons lounging by the pool, and your evenings with sunset walks on the shore. Perfect for couples, families, or friends seeking the effortless Maui getaway.

5 out of 5 average rating, 117 reviews

*Tropical luxury at South Maui Surf Shack*

South Maui Surf Shack is located in Maui Kamaole. New renovations (Feb 2022) 1bed (King) 2bath + Murphy bed (Queen), beach style condo, over 1050 sq feet! Our fully stocked kitchen gives you the ability to cook your meals or head to any of the nearby restaurants in Kihei or Wailea (we are on the border). You are in the center of it all with the best beaches & golf courses Maui has to offer. We are here to help with absolutely anything you need to make your trip memorable, fun & relaxing!

4.87 out of 5 average rating, 135 reviews

2BR Condo Across from Famous South Maui Beaches

Enjoy the best amenities that South Maui has to offer in our 2BR Kihei condo! Tastefully decorated and plenty of room for your group to relax and reconnect. Some of the best beaches in Hawaii, local restaurants and shopping are just outside your doorstep. Our condo has a comfortable open floorplan and a balcony with a peek-a-boo ocean view to enjoy your morning coffee or sunset beverage. It's the perfect location for your family vacation, remote work or a getaway with friends.

4.9 out of 5 average rating, 105 reviews

Kihei Condo: Steps from Beach & Yummy Eats!

✨ Your Maui Escape Awaits! 🌺 Nestled in the heart of Kihei, our condo is just steps from Kamaole Beach Park—famous for golden sands, calm waters, and stunning sunsets. Stroll to local shops, food trucks, and restaurants, or unwind on your private lanai in true island comfort. With a central location near Haleakalā, the Road to Hana, and Twin Falls (waterfalls), this tranquil retreat is the perfect home base to savor all of Maui’s beauty, flavor, and adventure. 🌴☀️

4.96 out of 5 average rating, 202 reviews

Top 5% Home with King Bed + Steps to Beach & Shops

Exquisitely remodeled top floor condo in one of the most desirable condo complexes in South Maui. Enjoy sunsets and peekaboo ocean views from your private lanai, walk to some of the finest beaches, shops & restaurants and lounge in the multiple pools & hot tubs on property with this perfect Hawaiian oasis! Everything (and we mean everything) is fully remodeled. From a peaceful island getaway to your next Hawaiian adventure, Makana Condo is ready for your enjoyment!

4.91 out of 5 average rating, 158 reviews

Walk To Sand Beach, 2BR/2BA, Cozy Condo for Family

Enjoy your stay at our 2BA/2BR condo in Maui’s desirable S. Kihei. This our family's lifetime vacation home and we love the convenience & perfect location of this uint. Within the walking distance (~5 minutes) to Kihei's famous Charley Young Beach and Kamaole I Beach, you're free to enjoy the beach. Not to mention the unit is also close to bunch of local stores, restaurants in S.Kihei, Kihei Cafe, Coconut's Fish Cafe, Surf school and more for you to explore

4.95 out of 5 average rating, 193 reviews

Ocean View 1BR at The Shores of Maui - Super View!

A Superhost will provide you this modern-style upgraded ocean view condo directly across from Cove Park Beach. Located within The Shores of Maui resort in Kihei on sunny South Maui. This condo's lanai is situated above the sparkling pool and hot tub and boasts gorgeous expansive views of the ocean and sunset skies!! Your ocean view overlooks the premiere spot in Kihei for surfers and paddleboarders, to serve as a scenic backdrop for a relaxing vacation.

5 out of 5 average rating, 203 reviews

Apartment in Kihei

Ocean View Loft -Own Private Hot Tub

Private outdoor entrance to your own space. No need to interact w/others. Like your own home. Secluded romantic couples retreat above Wailea 3-5 mins to Maui's best beaches/restaurants/shops/resorts. Bright open loft plan. 200˚rare ocean views. Large loft overlooks multiple islands/coast lights/star gazing. Secluded + sexy. Tropical private garden w/own hot tub. Full bath inside. Immaculate.Original art, clean contemporary design, due west exposure.