
Fitness-friendly holiday rentals in Wailea
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Top-rated fitness-friendly rentals in Wailea
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness and more.

Stunning Ocean Views -November Specials $169
*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

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 the 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!

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

Beach/Oceanfront Property, Sleeps 5, Kihei Maui
**Humpback Whale Season: Dec-April** Maui Sunset is a gorgeous Oceanfront property with direct beach access and over 5 acres of immaculate landscaping. This area also offers some of the best sunset views (hence the name Maui Sunset)! Enjoy a walk on the beach and look for sea turtles, or spot Humpback Whales during whale season. Amenities: Large pool, hot tub, 6 outdoor grills, sauna, gym, golf putting green, shuffleboard, tennis court access, and "Activity Desk" for booking excursions/rentals.

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.

Oceanview, Banana Bread, Hot Tub & Sauna near OGG
Serene, Beachy decor. Awaken to Sunrise over Haleakala & North Shore, listen to surf and local birds, and watch the ocean and harbor action- Surfers, Kiters, Sailboarders, Kanaha beach from the secluded back yard. Relax in the hot tub and sauna. Very Central, but you’ll want a car or Uber to get to most places- Wailuku town is 1 mile. Hosts live on-site for needed assistance, otherwise allow guests to enjoy their peace and solitude during the evenings after the day's adventures. FAST Internet

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!

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!

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!

Maui is Open - Come Support the Locals
This beautifully upgraded penthouse condo, with stunning ocean and majestic mountain views, is centrally located in Kihei, which is widely considered to have the best beaches and weather on Maui. World-class restaurants, trendy food truck parks, and favorite local haunts are just a stone's throw away. Do you take advantage of the unlimited number of close-by activities, or just relax on the lanai and enjoy the view? It's your call!

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.

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.
Popular amenities for fitness-friendly rentals in Wailea
Fitness-friendly apartment rentals

Family Friendly Loft Style Kihei Condo 2BD/2BA

Sugar Beach! Direct Ocean Front! Best Views! #620

Renovation! True oceanfront Views! 2BDR 2Ba

Worldmark Kihei Resort 3 BR 2 Bath sleeps 8

Wailea Ocean View Escape

OCEAN VIEW - NEWLY REMODELED / STUNNING! SLEEPS 4!

Modern Maui Getaway

Kihei Beach Retreat: Ocean Views and Sandy Feet!
Fitness-friendly apartment rentals

Beach Front | Stunning | Pool/ShuffleBoard/Tennis

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

Luxury Maui Escape—>Ocean Views & Resort Amenities

Remodeled,Ground Level,King Bed,Walk To Beach

Family Friendly, Walk to Beach, Near Everything!

Oceanfront Paradise Ground Floor Gem w/Pool

Beachfront, 2 baths, hot tub, AC

Wailea Elua Village 1201 - Stunning & Ocean Front!
Fitness-friendly house rentals

Wailea Ekahi 6E Island Time!

Clean, Ocean Front, Big 1 Bd, 1st Fl, Royal Kahana

Calming Vibes in Room 2

Ka'anapali Plantation 3bd/2.5ba

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou

$158. North Shore Ocean View 1/1 Nov-Dec special!

Best Studio Ocean Views at Honua Kai -Hokulani 719

Westin Ka'anapali Ocean Resort Villas North- 2bd
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $509 SGD | $516 SGD | $551 SGD | $529 SGD | $466 SGD | $489 SGD | $429 SGD | $384 SGD | $378 SGD | $390 SGD | $453 SGD | $489 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 holiday rentals that are fitness-friendly in Wailea

Total holiday rentals
Explore 690 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 14,800 verified reviews to help you choose

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

Holiday rentals with a pool
660 properties feature pools

Rentals with dedicated workspaces
430 properties have a dedicated workspace

Wifi availability
690 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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