Fitness-friendly holiday rentals in Wailea

4.96 out of 5 average rating, 182 reviews

Spectacular ocean views @IslandSurf Sept Spec $175

*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

4.99 out of 5 average rating, 122 reviews

Oceanfront Mana Kai Penthouse..Heaven meets Earth!

Aloha and E Komo Mai! (Welcome) Where Heaven meets Earth! Immerse yourself in the best location and bi-coastal oceanfront views to spend your luxury vacation experience in South Maui. This Mana Kai penthouse is on the 8th floor (806) and includes two-bedroom suites on the world-famous Keawakapu Beach. Located on the longest sandy beach in Wailea (2.75 miles), you will enjoy excellent snorkeling, body surfing, whale watching, scuba diving, paddle boarding, and kayaking literally at your doorstep

4.99 out of 5 average rating, 197 reviews

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 an ideal location, right 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!

Superhost

Townhouse in Wailea

4.87 out of 5 average rating, 121 reviews

Wailea Getaway - 2BD - steps to great pool & beach

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! Situated above what is widely considered one of the most beautiful beaches in all of Maui 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!

4.9 out of 5 average rating, 136 reviews

Incomparable Maui Sunset condo, includes all taxes

This Renovated, beach themed condo in the Oceanside Maui Sunset is shaded from the afternoon sun on the B side. Our rate includes the 19% state tax! 2 full bathrooms, a new 75" TV, stove, dwshr quartz counters and new thick futon mattresses and a high end queen in the bdrm. The view from the lanai is over the resort's grounds ( largest private pool in Kihei) & to the ocean. Concrete constructed units in this well managed complex private and safe. internet (196Mbps). Family Friendly!

4.97 out of 5 average rating, 35 reviews

Apartment in Wailea

Wailea Ocean View Escape

Wailea, Ekahi- Ocean views, ocean front pool, lush gardens, let your next vacation be the perfect reset! Walk to the beach in 5 minutes directly through the oceanfront complex. Brand new Air Conditioning throughout unit! Oceanfront pool pavilion equipped with BBQs and kitchen make for the perfect family time. Gym, pickleball, gorgeous amenities await you! Quiet Unit in building 33 offers a spacious primary bedroom and two full bathrooms. Pull out sofa in living room is perfect for children.

4.99 out of 5 average rating, 160 reviews

Maui-Time! at Maui Sunset - 2 Q beds/2 full baths

Locally managed 🤙🏻 Located in Kihei, on the leeward, sunny side of Maui, this condo has everything you'll need to enjoy a relaxing vacation. Nicely decorated 1 bedroom condo with fully equipped kitchen and 2 bathrooms (rare for condos on Maui)! Murphy bed with real queen-size mattress. Lanai overlooks the lush gardens and a peek-a-boo view of the ocean. Great place for couples or families. The Maui Sunset condo complex has 5 acres of oceanfront, a swimming pool, a putting green and more.

4.93 out of 5 average rating, 179 reviews

Bamboo Forest Getaway- Oceanfront, View & Pool!

🌅Walk from our condo straight to the beach! 🏖️ Great location- stay close to Maui's most popular attractions! Stores & restaurants < 1 mile away! Our top-floor, bamboo-themed condo is renovated and OCEANFRONT! Watch the sunset from our balcony! We have AC in every room, laundry, and a large kitchen. Elevator accessible! Walking distance to PICKLE BALL courts! Award-winning grounds, plus a POOL and HOT TUB! Parking for 2+ cars. ❤️ We provide more than the average host- ask us about it!

4.99 out of 5 average rating, 136 reviews

Very Comfortable Kamaole Sands Condo Sleeps 4

Very comfortable end unit 1 bedroom condo 2 bathrooms (818 sq ft) with views of the pool, partial ocean view from the unit, remodeled kitchen and bathrooms, recently painted, new carpets and conveniently located to everything you need, the unit is airy and bright with extra windows. The kitchen is well stocked with all the essentials and cooking utensils. A 5 mins walk to the beach and 10-15 mins leisurely stroll to nearby shops and stores. Beautiful south Kihei location.

Superhost

Condo in Wailuku

4.96 out of 5 average rating, 123 reviews

Surrounded by Glass! Ocean All Around.

This magnificent 2 bed/2 bath luxury home is waiting for you with its spacious, upscale furnishings, located steps from the ocean. Walls of glass highlight the panoramic ocean view with Haleakala as a backdrop. The sound of the ocean serenades as you read your book or meditate. Central air, in-condo washer/dryer and assigned parking are only a few of the many amenities in this third floor heaven.

Superhost

4.81 out of 5 average rating, 158 reviews

Last Minute Deal! Wailea Condo Oceanfront Complex

Step into your own private tropical oasis in this fabulous Wailea condo! This adorable 792 square foot, ground floor unit is walking distance to one of the most incredible beaches on Maui with tantalizing turquoise blue waters of the Pacific! This lavish condo boasts an open and airy living space you will love with AC throughout. Relax on the remarkable lanais with a table with seating for four.