Fitness-friendly holiday rentals in Wailea

4.96 out of 5 average rating, 183 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!

4.87 out of 5 average rating, 122 reviews

Townhouse in Kihei

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!

4.77 out of 5 average rating, 194 reviews

Maui Sunset Beach Front condo, 1B/2Ba Large Pool

This condo is Maui approved for rental. All taxes included. The Maui Sunset is an oceanfront property in Kihei with large pool, hot tub, gas grills, fitness room, and tennis courts, whale watch (seasonal), walk the sandy beaches both ways, and enjoy magnificent sunsets. I have guests returning year after year, 20+ years. Maui voted best island on earth 25 years straight by Conde Nast. Come, enjoy Maui. Condo has 1 bedroom, 2 bath, Full kitchen, W/D. Use of the owners closet.TA-005-173-0432-01

Guest favourite

4.93 out of 5 average rating, 181 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.

Guest favourite

Condo in Lahaina

4.96 out of 5 average rating, 109 reviews

Direct Waterfront, Air conditioned, Amazing Views!

Stunning views! There is nothing better than sitting on your Lanai and listening to the waves! It is not unusual to spot whales and sea turtles while sitting on our Lanai. One of the nicest, if not THE nicest units at Papakea. Truly deluxe! Ocean front with full ocean view, just 30 feet from the ocean. If you are looking for multiple units, we are also owners of G104. This is a legally permitted vacation rental and is hotel zoned according to the County of Maui ordinances.

4.99 out of 5 average rating, 157 reviews

Condo in Lahaina

Beautiful Ocean View on Quiet Side of Honua Kai!

*** NO RESORT OR PARKING FEES! *** Honua Kai is a Four Star resort with four pools, five spas, a fitness center, Aina Gourmet Market, and beachfront Dukes Restaurant on premises. Our one bedroom condo has a partial ocean view from the lanai, has a KING sized bed in the bedroom AND queen SOFA SLEEPER for additional guests. We stock our condo with four beach chairs, umbrella, two coolers, boogie boards, and pool toys for you to use.

4.96 out of 5 average rating, 124 reviews

Condo in Wailuku

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.