Beachfront vacation rentals in Wailea, Wailea-Makena

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Top-rated beachfront rentals in Wailea, Wailea-Makena

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Guest favorite

Condo in Kihei

4.98 out of 5 average rating, 127 reviews

The Pi Life: Ocean Views · 99 Steps from the Beach

Pi (π) is an irrational number. There's no fraction, formula or pattern that represents it. It’s stubborn. And you can say, it kinda likes to do its own thing. At The Pi Life, we want your experience to be the same. There doesn’t need to be a rhyme or reason for your trip or how your time is spent. The plan is for you to “do you,” and let us do everything we can to make it a special experience. ★ Panoramic ocean view ★ Walk to beach + restaurants ★ Resort amenities 100+ 4.99 Star Reviews :)

Guest favorite

Condo in Kihei

4.99 out of 5 average rating, 119 reviews

Ocean view and beach by Wailea

Last minute bookings 5 days before arrival, and week long stays 10% off. Stylish, spacious renovated condo. Ocean views, beach across the street. Generous lanai. Indoor and outdoor dining. Large bedroom, king bed, ensuite and another private lanai. Guest bathroom off the living room. Pac n play and high chair are available. Comfortable and quiet split system A/C. Excellent location close to shops and restaurants. Tennis courts and two pools in complex. Reserved parking by front door.

Guest favorite

Condo in Kihei

5.0 out of 5 average rating, 136 reviews

Sugar Beach Resort Beach / Ocean Front Unit 426

SPECTACULAR OCEAN AND SUNSET VIEWS, including outer islands from the living room and lanai. You'll enjoy drinks in the evening watching the incredible sunsets. The condo has been totally redecorated and upgraded. The kitchen and bathroom are newly remodeled with maple cabinets and elegant granite counter tops. There is a very comfortable king size bed, a well-stocked kitchen, central AC, bamboo floors throughout, and a washer / dryer. The Condo is owned and maintained by Maui residents.

Guest favorite

Condo in Wailuku. Maui

4.88 out of 5 average rating, 233 reviews

Oceanfront Condo. Pool & Spa, 1 Br.

DIRECT OCEANFRONT. Oceanfront lawn, panoramic views, full kitchen, washer/dryer, granite counters, oceanfront lanai, all supplies, beach gear, quiet... with pool, jacuzzi/spa, BBQ, TempurPedic queen bed, desk, free wi-fi & parking. Nearby uninhabited 5 mile long beach walk & swim, Rooms have fans and windows /screens that allow cooling breezes along with one A/C unit Peaceful Maalaea neighborhood. Centrally located to explore Maui, 15 minutes to airport. Adults(2) only. No smoking.

Guest favorite

Condo in Kihei

4.94 out of 5 average rating, 198 reviews

Mana Kai Maui - Oceanfront Condo in Kihei

Located on the shores of beautiful Keawakapu Beach lies your next island paradise vacation. The Mana Kai Maui resort straddles the communities of Kihei and Wailea offering the beauty and privacy of Wailea beaches with the value of Kihei. This Maui beachfront condo offers stunning ocean views from a private lanai and is just steps to the beach, with access to a swimming pool, restaurant, general store and beach equipment rental. With 2 bedrooms and 2 baths, it sleeps four people comfortably.

Guest favorite

Condo in Kihei

4.99 out of 5 average rating, 130 reviews

Luxury condo • 180° Ocean Views • Steps to Beach

Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

Guest favorite

Condo in Kihei

4.99 out of 5 average rating, 143 reviews

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!

Mana Kai 608 is a remodeled oceanfront 2b/2b condo DIRECTLY on Keawakapu beach! This location is ideal, on the border of Wailea and Kihei. We have designed our remodel with a modern surf vibe 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 come stay with us! We have hired the best Property Manager in Maui, Tracy O'Reilly to take care of our guests.

Guest favorite

Apartment in Kihei

4.94 out of 5 average rating, 106 reviews

Wailea Couples Retreat, 300 FT To Keawakapu Beach

Ekahi Ocean Studio is perfectly located in the lower village of Wailea Ekahi (ground floor), a lush-landscaped paradise, just steps from the oceanfront pool and to world-renowned Keawakapu beach. This studio is perfect for couples seeking a peaceful, romantic retreat. You can spend your days lounging at the beach or oceanfront pool, running along the nearby beachfront pathway, exploring nearby Wailea restaurants and resorts or enjoying our cook's kitchen and your private Lanai.

Superhost

Condo in Kihei

4.84 out of 5 average rating, 199 reviews

Coastal Luxury Right On World-Famous Sugar Beach!

Welcome to SUGAR BEACH SHANGRI-LA - your stylishly luxe coastal-tropical oasis located right on world-famous Sugar Beach! Enjoy miles and miles of powdery sand literally steps away from your 1BR/2BA pied-a-terre. The beach is your backyard - no driving needed! You'll be on the quiet side of Kihei - very peaceful and relaxing! However, you can have the best of both worlds because getting to the action-packed part of Kihei with all the cafes, bars & shops is only a 5 minute drive.

Guest favorite

Condo in Wailuku

4.94 out of 5 average rating, 163 reviews

Rare Beachfront Ground floor Oceanview from Lanai!

Enjoy a Romantic yet affordable Direct BeachFront, Ground floor condo with a partial ocean view from the Lanai. NOT ACROSS THE STREET FROM THE OCEAN! Located on gorgeous Sugar Beach, Maalaea- the LONGEST WALKING BEACH on the entire island. Humpback Whales (Nov-April) and turtles are often seen in the waters. On a a quiet, non-through road, this is like your own little neighborhood paradise! GE-210-827-7760-01 TA-210-827-7760-01 General Excise/Transient Tax

Superhost

Condo in Kihei

4.85 out of 5 average rating, 310 reviews

1 minute to Beach & Downtown! Remodeled XL Apt!

In Downtown Kihei AND across the street from the sand! The world famous Kihei beaches are literally at your backyard! Everything is literally within walking distance! Entire place with free parking! 1 min walking distance to beach, supermarkets, restaurants, bars, post office and also night market (last Friday night every month) ! 30 min to Lahaina, 15 min to Wailea, and 15 min to Kahului where airport, Costco, Target and Walmart is at.

Superhost

Apartment in Kihei

4.83 out of 5 average rating, 472 reviews

Hawaiian Paradise Escape Across Street from Beach

We are centrally located on the island and directly across the street from several lovely beaches. Our unit is on the first floor of a two story complex. This studio is in a very quiet and peaceful location over looking the central courtyard just steps from the beach. Price includes tax. ** Hawaii Tax I.D. TA and GE posted in unit**.