Child-friendly holiday rentals near Kaanapali Beach

Remodeled, Ocean view, AC, luxury finishes & more

Welcome to Whaler 508. This condo is situated in a quiet North Tower location providing stunning ocean & Black Rock views. Admire sunsets, whales, sailboats, & Black Rock torch lighting from your large private lanai. This spacious 1 bedroom/2 bath floorpan provides can comfortably accommodate 4 guests. Remodeled in 2024 with new cabinetry, quartz countertops, high end appliances, new bathrooms, furniture, lux vinyl flooring, sofa sleeper, smart TV, Sonos Sound System, & more. Book 508 today!

Beachfront Designer Remodel/AC, 180⁰ Ocean Views

Your Romantic, Island Oasis awaits! Beachfront, luxuriously remodeled hideaway featuring Bali wedding headboard in the dreamy oceanfront bedroom, adding a touch of vintage charm and understated glamor. Watch the Whales breach during their migration while sitting up in bed with a cup of coffee. If you love the sound of the ocean, then this is the place for you. Whales Watch, a secluded corner unit with wrap around 180 ocean views, is located on the 5th floor of Valley Isle Resort in Kahana.

Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi

Locally Owned and Operated 1BD/2BA condo with the best direct beachfront location, panoramic Ocean views, sunsets, and seasonal whale watching. The owner’s spared no expense in renovating this unit making it hand’s down one of the nicest units in all of the Mahana. Wake up to the cool tropical breeze and sounds of the shoreline just 50 feet away. Floor to ceiling windows in the living area and bedroom bring the stunning views and warm Maui sun inside while central AC keeps you cool inside.

Oceanfront- 5 minutes from Kaanapali!

Beautifully furnished one bedroom, full kitchen, private patio, spectacular ocean views, quiet complex, free wifi & parking. Pool & sundeck !Great location. Lots of snorkeling spots nearby. ocean comes up to waterwall so there is no sand outfront of complex. huge sundeck along waters edge. There is no sandy beach outfront of condo. Turtles swim out-front often. 5 min from Whalers village with dining and lovely shopping. Napili Bay and Kapalua Bay 5 min away . Perfect for honeymoon!!

Eldorado Resort Ka’anapali - Whalers Village K110

The Eldorado beach resort charges a one time $65 resort fee and $20 per day at check in. Spectacular Maui Eldorado beach resort in Ka'anapali / Whalers Village. Unit # K110 is a beautifully updated studio suite with a privacy wall that sleeps 3 comfortably. Featuring a gorgeous and fully equipped kitchen, tile floors, AC, a new washer/ dryer and beautifully remodeled bathroom suite. The Eldorado's exclusive beach cabana fronts the nicest stretch of beach in all of Ka'anapali .

Newly Remodeled Ka'anapali Ali'i suite #236

Welcome to luxury The Treehouse at Ali'i! A 2BD/2BA suite at the beachfront Ka'anapali Ali'i resort. Nestled on the 3rd floor, corner unit providing privacy and comfort in a highly sought-after location. Ka’anapali Ali’i #236 is in the luxurious Ka’anapali Ali'i Resort on Maui’s west coast. The oceanfront location is prime Hawai'i real estate. With the beach on your doorstep and a short walk to Whalers Village and golf, it's a perfect location for your vacation.

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.

Luxury Direct Oceanfront Mahana 1 Bed 1 Bath

"Within minutes of arriving, we saw green sea turtles in the water and on the beach, a breathtaking sunset, and more whales breaching than we could count! Thank you for a magical time and for one of the best Airbnb experiences - we can't wait to return. Cara 2025 "It was a grand slam! Highly recommend, it’s amazing!" -Nancy 2024 "This place is 5 stars. Pura vida paradise. I would stay here for an eternity." Lacy 2024

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba

A legal short term rental! 1 bedroom, 1 bath with open floor plan. This condominium has a comfortable Cal-King bed in the bedroom and sofa sleeper in the living-room. **Central A/C*Fully equipped kitchen w/ granite counters*refrigerator*stove top + oven*coffee maker* microwave* dishwasher* washer/dryer* Free in room WiFi** Onsite gym is managed by an outside contractor and charges $9/day for useage.