Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas

Hawaii Vacation Rentals features curated stays across all islands - from beachfront condos to luxury villas - providing travelers with comfort, privacy, and a memorable island experience.
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Wailea Beach Villas | PH410

Wailea Beach Villas PH410 is a fourth floor penthouse suite that overlooks the central swimming pool with spectacular views of the Pacific Ocean and Wailea Beach, along with views of Kaho’olawe, Molokini and Lana'i.From your private elevator landing, the suite opens...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

Direct Ocean Views at Kihei Akahi A105: Spacious 2-Level Townhouse, Beach Access

This property is hotel zoned, and not being affected by the recent proposed legislation.Kihei Akahi A105 offering direct ocean views! Prime location with beach access right across the street! This spacious 2 level townhouse is perfect for families or couples traveling...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Paia beach house with huge ocean view and only one minute walk to Kuau beach

Maui County Rental permit - STPH 2018/0003 (this is a legal, permitted Maui vacation rental)TA-066-523-9552-02 / GE-066-523-9552-02 TMK-260090240001It's a Beach House! A place to relax, unwind, listen to the breeze through the palm trees, absorb the ocean views. Start...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Paia, Hawaii

Steps to Beach. Stunning View. Lovely 2BR Condo near Wailea

Enjoy paradise at one of Maui's premier beaches. Our air-conditioned retreat features a clean and bright interior, offering stunning views from the main living area. Enjoy cooking in a well-equipped kitchen and relax with beach chairs, umbrellas, and boogie boards...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Panoramic Ocean View B&B on Kohala Coast-Holiday/Winter/Summer Rate 285.

This lovely private Big Island bed and breakfast, just four miles from Hawaii's most beautiful white-sand beaches, continues to be one of the most sought-after locations. Free parking on property, includes daily breakfast and AC. The consistently sunny skies,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kamuela, Hawaii

Crutchfield Estate - Charming Historical Home in Honolulu

This spectacular French Tudor exudes a casual elegance and the comfort of the islands. Inside you will find gleaming wood floors, an elegant fireplace, crown molding and spacious bright rooms. The kitchen is fully equipped with a new refrigerator and dishwasher. Morning...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

Maui Eldorado Beach Resort Studio in Kaanapali on the Golf course.

Scenic golf course and ocean views from our spacious ground floor studio which sleeps 4 comfortably. Walking distance to stunning Ka'anapali beach and Whaler's Village. Take a short walk on the beach to great restaurants, hotels and shopping.One-time charge of $65...

🛏 0 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Waipouli Beach Resort Courtyard View 2 BD 3 BA

Courtyard View 2 Bedroom 3 Bath- Spacious condo with full kitchen includes granite countertops, Wolf cooktop and convection oven, microwave, 2-drawer Fisher-Paykel dishwasher, full size Sub-zero refrigerator, coffeemaker, blender, toaster, cookware and tableware- Master...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kapaa, Hawaii

Hale Alaula, Elegant Hawaiian Home at exclusive Sunset Drive

Hale Alaula, Princeville Welcome to Hale Alaula, a stunning high-end plantation style home located on golf course greens in Sunset Drive, Princeville.  Alaula, meaning "Sunset Glow" in Hawaiian, is just that. Hale Alaula is situated in the exclusive Sunset Drive...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Princeville, Hawaii

WOW!! - WHALER's BEST STUDIO - Posh Remodel-10th Fl.- PANORAMIC Ocean Views!!!!

Unit 1064 is the ABSOLUTE nicest studio at The Whaler !!! Unit 1064 has been completely remodeled and professionally decorated just a few years ago... Unit 1064 has EXPANSIVE & PANORAMIC views of the OCEAN, the island of Molokai, the Kaanapali beach Boardwalk, Blackrock...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Spacious Beachfront 1 BR + Loft (sleeps up to 5)

When the developer built this 18 unit condominium in 1973, he saved this unit for his family. One look will tell you why. It is the largest unit in the complex and is wonderfully spacious and open. Decorated in seaside colors, our unit provides a roomy, calm...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Lahaina, Hawaii

Kehena black sand beach house - ocean view - swim spa

The ultimate eco-retreat. Timeless design for indoor-outdoor relaxation, dining and sleeping. Experience ocean views and crashing waves from wide-open bifold doors. Walk nextdoor to Kehena black sand beach, or drive the Red Road to Hawaii's only hot springs at Pohoiki....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Pahoa, Hawaii

Aloha Condos, Na Hale O Keauhou, Townhome L-6, Ocean View, AC

Welcome to Aloha!!  Listen to the crashing surf from gorgeous Na Hale O Keauhou L-6. Spacious 2-story luxury air-conditioned Townhome with Panoramic Ocean Views.  This wonderful remodeled and upgraded unit features 3 Bedrooms, 3 Baths, well-appointed kitchen and full...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua Kona, Hawaii

Oceanfront Puu Poa Condo 311 AC thruout best Bali Hai View & Sunsets Princeville

Our Oceanfront, Mountain and Sunset view is THE most famous on all of Kaua'i!!!Newly renovated with A/C throughout unit. 4 split Mitsubishi units: one in each bedroom , one in kitchen/dining area and one in living room/atrium area.If you are looking for the most...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Princeville, Hawaii

Ohana Retreat - The Real Hawaiian Experience

Experience the Beauty of Hawaii at Ohana RetreatOhana Retreat is the ultimate getaway for large families looking to embrace the breathtaking beauty of Hawaii. Our spacious island-style home features eight luxurious bedroom suites, each complete with a private bath, wet...

🛏 8 Bedrooms
🛁 8 Bathrooms
👤 Sleeps 18
📍 Kailua-Kona, Hawaii

Experience Tropical Tranquility: Luxury Studio Home in Hilo!

Experience convenient and comfortable living staying at our studio in our newly built duplex home. Located centrally in Hilo. You will be just 3 miles from Hilo airport, Liliuokalani Park and Garden, Carlsmith Beach Park, and many other popular attractions and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Hilo, Hawaii

Wailea Elua Village | 804

The Wailea Elua 804 vacation rental is a true gem nestled within the picturesque Wailea resort community on the island of Maui. From the moment you step inside this stunning, 1,700-square-foot condo, you're enveloped in a sense of luxury and tranquility. The...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Wailea, Hawaii

Wailea Grand Champions | 73

Wailea Grand Champions Villa 73 is a recently renovated vacation rental that offers a perfect blend of luxury, comfort, and stunning views in the heart of Wailea, Maui. As you enter the villa, you're greeted by a bright and spacious great room, ideal for relaxation...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailea, Hawaii

Hololani Resort #A104 - Vacation West Maui - Oceanfront at Kahana

Hololani Resort A104 is a stunning resort condominium featuring spacious and elegant designs, offering panoramic views of the Pacific Ocean and the nearby islands of Molokai and Lanai. The condo comes equipped with all the modern amenities you need for a comfortable and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

A Beautiful View Beach House at Kahalu'u Bay! Snorkeling & Surfing ~ Steps Away!

This is a very special property within a treasure of history, located across the street from Kahalu'u Bay & Beach Park on the mauka side of Ali'i Drive. Known for world class snorkeling with beautiful coral reefs, bright fish, sea turtles & a super fun ~ surf break....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

Relax in Style! Renovated Hotel Zoned Condo! Your Maui Banyan Getaway!

Experience the Best of Kihei in Our Beautifully Renovated 2BR/2BA Maui Banyan Condo!Welcome to your tropical retreat in sunny Kihei! This stunning fully renovated 2-bedroom, 2-bath condo comfortably accommodates up to 6 guests with a king bed, two full-sized beds, and a...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

FREE Auberge/Mauna Lani Fitness Club Access @ this nearby Palm Villas Condo

E KOMO MAI TO THE PALM VILLASThis 2BR/2Bath ground-floor Palm Villas unit is private and secluded, surrounded by 6 acres of lush landscaping. As our guest you have full access to the Auberge/Mauna Lani Fitness Center, located across the street. Play tennis and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waimea, Hawaii

180 Degree Ocean View in Wailea! WE204

Welcome to Wailea Ekolu Village, unit 204! This is a top floor, FRONT LINE, two bed, two bath condo with a 180 degree ocean view! Overlooking the Wailea Blue Golf Course course, this unit boasts dramatic ocean views! The interior has been extensively remodeled and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Lavish Premier Beachfront Townhouse W/ Unrivaled Views Wailea Elua 1305

Wailea Elua #1305 – Premier Oceanfront Townhouse for Elevated Maui LivingWelcome to Wailea Elua #1305, a luxury 3-bedroom, 3-bathroom oceanfront townhouse designed for travelers seeking the finest in comfort, privacy, and sophistication. Meticulously remodeled and...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Wailea-Makena, Hawaii

Hale Waima Lani - Luxury Oceanfront Estate in Puako

Modern luxury and old Hawaii charm meet and beckon from one of the largest oceanfront lots in Puako. With 350+ feet of beachfront access and ocean views from every room, this unique and meticulously maintained home is a vacation dream—the main hale with a luxury...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Kamuela, Hawaii

Charming 1 Bedroom w/Lanai - Kamaole Sands 10213

Kamaole Sands unit #10-213 located on the second floor: This charming one-bedroom/one-bathroom partial ocean view features modern Hawaiian décor throughout the space. The open-concept layout and design were curated with style and comfort in mind so that guests will...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Ocean Front Beach House located only steps from the water!

E Komo Mai!At Nalu Hale (surf house) we welcome you to emerse yourself in surf culture. Wake up to the waves crashing on the shore of Kahalu'u Bay and never miss a sunset. Whether you like to surf, sup or snorkel, Nalu Hale puts you just steps from your next ocean...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Stunning Beachfront - Hale Kai O Kihei 112

Welcome to your perfect escape in Kihei! This bright and beautifully updated oceanfront ground-floor one-bedroom condo is just steps away from the beach, offering breathtaking views and modern comforts. Ideal for couples or small families, this inviting retreat features...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Charming 2BR Home near Ewa Beach, Fully Equipped, Free Parking

Relax in this peaceful 2BR retreat in Ewa Beach, just minutes from the coast. Equipped with all the essentials, including a full kitchen, smart TV, and in-unit washer/dryer. Ideal for remote work, featuring high-speed Wi-Fi and dedicated workspaces. Conveniently located...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Ewa Beach, Hawaii

Natural Light End Unit Kuilima East Steps to Pool-BBQ-Parking Golf Retreat

Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.This property is a new addition to our inventory. Rest assured, we can confidently say that this property is truly amazing.Welcome to this...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kahuku, Hawaii

Fairway Villas-2 Bed/2 Bath Lots of updates! Close to golf, shopping, and ocean

Welcome to our family’s piece of paradise. We’ve been travelling to Hawaii for twenty years, and our condo is the fulfillment of a dream to call the Big Island our second home. Our goal is to provide you with that same sense of aloha.Our 2BR/2 BA condo has a king in...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waikoloa Village, Hawaii

PINEAPPLE HILL KAPALUA-SILVERSWORD-4 BEDROOM-4.5 BATHS-PANORAMIC OCEAN VIEWS

Nestled in the luxurious KAPALUA RESORT, this custom home is located in the prestigious gated community of Pineapple Hill. The 4-bedroom, 4.5 bath residence, encompassing over 3500 square feet, has 1 Master Suite, 3 Bedroom Suites (2nd Floor) and 2 smaller rooms that...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Lahaina, Hawaii

Sunlit Luxe Home ~ Ocean Vista + Sunsets + Full AC

This Fully Air Conditioned, lush upscale Island Style Masterpiece Home offers 4 bedrooms, 4 bathrooms and sits atop the 2nd green of the world renowned Makai Golf Course. Enjoy the expansive lanais and verandas complete with outdoor dining and lounge chairs to enjoy...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Princeville, Hawaii

*Lauloa 312* Maui Prime 3 Bedroom Oceanfront Condo

This spacious and quiet 3rd-floor condo just steps from the ocean offers three bedrooms and stunning panoramic views of the Pacific and southwest Maui with brilliant sunrises over the Haleakala volcano each morning. The primary suite has a comfy king bed and ensuite...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Maalaea, Hawaii

**Fairways Mauna Lani #1606 - Luxurious 2-Bedroom Retreat: 2 King beds, Remodele

**Fairways Mauna Lani #1606 - Luxurious 2-Bedroom Retreat: 2 King beds, Remodeled with Spa-Like Bathrooms, Steps from the Pool!**Please scroll down for detailed informationWelcome to your dream getaway! This beautifully remodeled 2-bedroom, 2-bathroom townhome is...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Mauna Lani Resort, Hawaii

Ko Olina Beach Villa Ocean View 3BR/3BA - B907

Penthouse Beach Tower 9th Fl (B907) - Steps from the Ocean. Escape to a Hawaiian Paradise at the Beach Villas Palekaiko on Oahu! Sleeps up to 8.The Palekiko welcomes you to paradise from the moment you walk in the door with all you need to relax and rejuvenate during...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Includes Mauna Lani Beach Club Pass. 705 Kulalani

Kulalani 705 Includes Mauna Lani Beach Club Pass Please scroll down for detailed informationBedding Configuration:Master Bedroom (downstairs): King BedGuest Bedroom: Two Twin BedsGuest Bedroom: One Queen BedLiving Room: Sleeper SofaMauna Lani Beach Club Pass: Your stay...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Mauna Lani Resort, Hawaii

Hualalai Palm Villa 140C

The spacious floor plan includes a downstairs primary bedroom suite with king bed and luxury spa-like bath. Just off the master is a large living room with queen sized sofa pull out that opens to the downstairs lanai, leading to the lawn and golf course. Guests enjoy...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Ground-Floor Retreat W/Ocean Views-Kiahuna 2166

Kiahuna Plantation unit 2166: This modern tropical one-bedroom ocean view unit on the ground floor is a rare find and provides the utmost comfort with cool flooring and decorative carpeting, two cooling ceiling fans, and floor-to-ceiling windows allowing for plenty of...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

LUXURY PENTHOUSE 2 BDRM OCEANFRONT BUILDING: Just steps from the beach!

"Aloha Kai" Completely Renovated 2-bedroom (King Bed in each) Oceanfront at Menehune Shores with A/C in every room (hard to find). Many of these condos have no A/C or just one mini-split in family room.Fantastic 6th Floor Ocean Views!! Pack your suit...Aloha Kai has...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Palms at Wailea Spectacular Ocean Views with Exceptional Star Rating

Aloha and welcome to our retreat in Wailea, Maui, the heart of paradise. Your Hawaiian vacation will be nothing short of spectacular when you stay in Unit 1510, Palms of Wailea ocean view condo. There are many reasons our guests consider our luxurious, world-class...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Kaanapali Alii Resort 346

Welcome to the Kaanapali Alii Resort!  This Executive condo unit is Top of the line Luxury and very fitting for the Hawaiian word " Alii"  with its meaning of  Royalty.    It is Luxury at its Best and the condo unit is much more.  When we say DIRECT Beach front ,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Lahaina, Hawaii

Big Island Hawai'i Hali'i Kai 22A Quiet Relaxation or Family Adventure

Aloha! Hali’i Kai #22A is located in beautiful Hali'i Kai at Waikoloa Beach Resort on the Kohala Coast. Our villa welcomes you with the serenity of a retreat and beautiful view from the lanai of the Coconut Grove, Kohala Mountains, Hapuna Bay and Mauna Kea. The two...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Direct Ocean Front, Top Floor Studio Paradise

**Please note**: From June 23 to August 23, 2025, emergency exterior repairs will be taking place Monday–Friday, 9am–5pm. There will be construction noise and jack hammering, and on some days the lanai may be inaccessible with furniture and beach gear stored inside....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kapaa, Hawaii

KBM Resorts| MON-1205 At Montage Kapalua Bay

Incredible 3-bedroom Oceanfront villa at Montage Kapalua Bay, Nano doors, gourmet kitchen, luxe baths, and expansive lanais-perfect for relaxing or entertaining in Hawaiian elegance.** Limited Time Special Offer: Book any KBM rental home in Hawaii for 6 nights or more...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Lahaina, Hawaii

High on a hill overlooking Ekahi with Great Ocean Views!

Situated on the hill overlooking Ekahi Village, our Ekahi 46D condominium offers great views of the ocean from the living room, kitchen and lanai.The vaulted ceilings in this 2nd level condo enhance its open and airy feeling and nicely displays the Hawaiian wall decor....

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Hale Konani, ground flr end unit with AC, golf & ocean views, 9M Pili Mai, Poipu

A stay at Hale Konani in the Pili Mai resort community has everything you need for the perfect Hawaiian vacation. This exceptional well-appointed three-bedroom, three-bath 1,500 sq. ft. condominium with central air conditioning is located on the Robert Trent Jones II...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

CONFIRMED DATES for Christmas(Dec 20-27/2024)

WESTIN KA'ANAPALI OCEAN RESORT VILLAS and SpaThis is BOOKED and READY TO GO: BOOK YOUR FLIGHTS!!Minimum 7 night stay Checkin: Friday 4pm Checkout: Friday 10amWe are owners of weeks at the Westin so when you rent from us, we transfer the reservation to your name. If you...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Lahaina, Hawaii

April/May Fill-In Sale! $398/nt!

Welcome to Hale Maluhia (House of Peace), Your Island Oasis at Mauna Lani ResortEscape to Hale Maluhia, where you’ll experience the true essence of Hawaiian hospitality and the serenity of island living. Nestled within the lush, gated Mauna Lani Resort, this...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kamuela, Hawaii

Red Ginger Garden Studio

Peaceful, well appointed room with private entrance ,down a flight of stairs, overlooking our back yard garden of fruit trees and red ginger blooms. Private bath with shower, queen bed, walk in closet, kitchenette, outdoor seating; Wake up and pick fruit for breakfast...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

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