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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Lanikai Hillside Estate – Panoramic Luxury Above the Sea

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Lanikai Hillside Estate, a premier...

🛏 7 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 10
📍 Kailua, Hawaii

Honu Race Special, Kulalani at Mauna Lani| 2 BR|2BA

Luxurious Island Living at Kulalani 2106 – 2BR/2BA Townhome in Prestigious Mauna Lani ResortWelcome to your Big Island escape at Kulalani 2106, a beautifully upgraded 2-bedroom, 2-bathroom luxury townhome nestled within the gated and serene Kulalani at Mauna Lani...

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

Ohana Retreat - Private Pool, Sleeps 29

OHANA RETREAT AT KOLOA KAI VACATION RENTALSYour Ultimate Group Getaway in PoipuWelcome to Ohana Retreat, a one-of-a-kind vacation rental in Poipu that can accommodate up to 28 guests, making it the perfect haven for large family reunions, retreats, or multi-family...

🛏 10 Bedrooms
🛁 8 Bathrooms
👤 Sleeps 28
📍 Koloa, Hawaii

PHENOMENAL VIEW OCEANFRONT A/C Kahana beach n1 bedroom, 2 Lanais, Hear the Waves

SPECTACULAR OCEANFRONT A/C Kahana bch. Near everything! Experience the beauty of Maui at the Kahana Beach. 7 night minimum stay. corner condo, newly renovated with 2 Lanais oceanfront and relax in the comfort of your A/C 1 bedroom 2 full baths & full Kitchen. This...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

Luxe Westin Kaanapali Ocean Resort,Sleep 4, full resort access. STEEP DISCOUNT !

The Westin Kā‘anapali Ocean Resort Villas is a luxurious vacation on one of the most pristine beaches in the world, offering a multitude of ocean water sports such as snorkeling, kayaking, surfing, and scuba. Set on 26 lush acres, the resort is also near the historic...

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

Ke Alaula Estate: Hualalai Luxury w/Lanai, Heated Pool & Golf Views

The Hualalai Resort will host the annual Chairman’s Club event from December 1–6, 2025. Please note that access to certain resort amenities may be limited or restricted during this time for residential rental guests. We recommend inquiring prior to booking if your...

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

Valley Isle Resort #1202 - Vacation West Maui

Free Parking, Free Wi-fi, No Resort Fees★Newly Installed AC Unit will keep you cool!★Unit 1202 at Valley Isle offers a comfortable and functional living space ideal for a small family or a couple seeking a beautiful retreat on the Maui coast. This 1-bedroom,...

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

Palms at Wailea Garden Deluxe Villas 2 BD 2 BA

Garden View Deluxe 2 Bedroom 2 Bath Villa- Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private deck- Master bedroom with 1 king bed- Guest bedroom with 1 queen bed or 2 twin beds- Queen...

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

Napili Beach House – Serene Oceanfront Luxury on Maui’s West Coast

This property is only available for long-term rental with a minimum 6 month lease.Welcome to Napili Beach House, a Maui luxury vacation home that stands above the rest. Boasting awe-inspiring views of Napili Bay and the island of Moloka'i, it is the ultimate choice for...

🛏 8 Bedrooms
🛁 9 Bathrooms
👤 Sleeps 24
📍 Napili, Hawaii

Regency Waikiki Partial Ocean View 1 Bedroom

Partial Ocean View 1 Bedroom - Kitchen includes ceramic stove top, microwave, dishwasher, refrigerator, coffeemaker, toaster, cookware and tableware - Custom hard wood flooring and floor to ceiling windows- Bedroom with 1 queen bed- Full size sofa bed in living area-...

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

Oceanfront Luxury: Breathtaking Views, Steps to Beach RM 310

Experience luxury oceanfront living at Royal Mauian 310. This elegant 2 bed, 2 bath condo boasts unobstructed views of Maui's turquoise waters from its spacious living room and private lanai. The sophisticated interior features a gourmet kitchen with granite countertops...

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

Maui Resort Rentals: Honua Kai – 4 Total Bedrooms, Stunning 5th Floor Deluxe Ocean Views from Every Room!

This phenomenal 4BR deluxe oceanview offering pairs two neighboring 5th-floor residences for over 2100 sq ft of combined interior living space. Each suite boasts spacious floor plans, luxurious finishes, and breathtaking views of the Pacific Ocean from high above the...

🛏 3 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Lahaina, Hawaii

Trade Wind Breeze, Wailua Bay View 2br 2ba Sleeps 2-6. Guest Room 2 Twins/King

Sleeps 2-6 GuestsGuests seeking Trade Wind Breezes & Sounds of the Ocean Surf E' Komo MaiSecond-floor, two-bedroom, two-bath Oceanfront condo blissfully located on Kauai’s Coconut Coast (windward/east side) centrally located to best access the entire lush and tropical...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapa?a, Hawaii

new Luxury Ocean View Penthouse

Summary:Relax on the expansive lanai with ocean, mountains, and golf course views in this newly remodeled penthouse. Enjoy sunsets with a drink from your private bar. High ceilings, abundant natural light, and two large bedrooms, each with a king bed, blackout shades,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Waikoloa Village, Hawaii

The Point at Poipu Kauai, Hawaii-HGVC Resort & Spa

You won't want to leave this charming, one-of-a-kind place. Flowing waterfalls, a crystal clear Koi pond, and hundreds of tropical plants make The Point at Poipu appear the stuff of the dreams. Nestled in over twenty acres of lush tropical gardens overlooking the...

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

Club Wyndham Royal Sea Cliff - 1 Bedroom

Nearby Pu‘uhonua o Hōnaunau, an ancient sanctuary whose name means "the place of refuge," could easily describe this resort. Oceanfront, modern, and conveniently tucked outside Kailua-Kona, tranquility reigns. It’s the ideal home-base for all of your island...

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

Kaanapali Maui Eldorado Partial Ocean 2 Bedroom

Partial Ocean View 2 Bedroom 2 Bath- Full kitchen includes refrigerator, stove/oven, microwave, dishwasher, cookware and tableware- Bedding configuration varies and is based on availability; configuration 1 king/1 king, or 1 queen/2 queens, or 2queens/2 queens, or 1...

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

Sunset Villa - Resort Amenities - Short Walk to Koolina Beaches - Sleeps 8 - 30 Day Rental

**Monthly Rental**Welcome to Sunset Villa at Coconut Plantation! Located in a resort community on the West side of Oahu. The unit is composed of 4 bedrooms, 3 bathrooms, with an open-concept design, spacious upstairs and downstairs patios, two-car enclosed garage, with...

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

20th-floor corner condo with lanai, prime location, pool & hot tub

Island Colony 2020 Thirty plus night rentalOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Spend a spectacular season in the heart of Honolulu at this newly renovated condo on the...

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

Studio, Boutique Resort, Across from Beach, Sleeps 2, Pool and BBQ on site

We are less than 20 minutes from the Kahului Airport and near lots of shopping, restaurants and activities! You can also feel free to volunteer with Maui Rapid Response or Maui Humane Society while you are here.We will have a new owner in the Summer of 2025, and they...

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

Wailua Bay View 107 Oceanfront condo

This 1-bedroom condo in Kapaʻa is perfect for your escape to paradise. With WiFi, and a washing machine, guests can enjoy a fantastic stay in this wonderful space. The pleasant atmosphere and convenient amenities make it a great choice for a relaxing getaway. Fall in...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kapa?a, Hawaii

NS H262 BeachFront Condo w Ocean Views Pool Hot Tub

FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...

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

Hanalei Bay Villas #2, Beautiful Free-standing Hawaii Villa, walk to beach

Welcome to your tropical retreat at Hanalei Bay Villas #2 in Princeville, Kauai.Unwind at the adorable and comfortable free-standing 2-story villa located in the prestigious community of Princeville! This spacious, fully furnished 2 bedroom and 2.5 bath stand alone...

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

Kaanapali Alii | 294

Welcome to Kaanapali Alii 294! This one-bedroom mountain view vacation rental offers a luxurious and spacious retreat for your Maui getaway. The residence features a well-appointed bedroom, a sleeping den, two full bathrooms, and a separate living and dining area,...

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

Royal Kahana Maui 1205 Ocean View Studio

- 12th floor condo with balcony- Tile & Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- 1 king bed and twin sofabed- Ceiling fan- Cable TV-...

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

Golf Villa 1102–Prime Location & Ocean Views | Onsite Staff & Daily Housekeeping

This spacious prime ocean-view villa enjoys the premier Golf Villas location. Situated in the heart of the resort community, this single level ground floor 3-bedroom, 3.5 bath ground floor Golf Villa features unobstructed ocean, golf course, and sunset views with quick...

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

Spacious condo surrounded by lush gardens, koi pond, lanai, pool, BBQ

Waikomo Streams Villas 121Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to a tropical paradise at this spacious one-bedroom, one-bath condominium at Waikomo Streams in...

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

Brand New Remodeled Beachfront Ground Floor Stunning Studio! Steps to the sand!

Come enjoy the beautiful island of Maui and stay in this private, modern, and comfortable unit. Kahana Beach is steps away where you can soak up some sun and swim in the warm crystal clear ocean. Condo details:~ Tastefully renovated throughout with attention to detail~...

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

Penthouse with Panoramic Ocean Views From Private Lanais

Welcome to your dream getaway on the Garden Isle! This top-floor penthouse in the heart of world famous Poipu Beach offers the perfect blend of luxury, comfort, and island charm. With soaring vaulted ceilings, four spacious bedrooms, and 3.5 baths, this retreat is...

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

Wailea Ekahi 6E-Gorgeous Condo, #1 Location, Serene/Private, steps to Pool/Beach

***Please note: This unit is under NEW ownership. The previous owner had a 10/10 rating with 67 reviews!LOCATION, LOCATION, LOCATION is everything at Ekahi Village! Ekahi Village is a premiere condo complex in beautiful Wailea, Maui. Unit 6E is perfectly situated within...

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

The Avocado Cottage

Your own private guest cottage on a 3 acre working avocado farm out of the heat and activity of Kona. We are at around 1,200 elevation but still only 12 minutes from all major grocery stores and restaurants.

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

Ocean + mountain view home with WiFi, lanai, onsite pool, & hot tub

Pili Mai 12HOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Are you ready to experience a new Hawaii? Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and...

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

NEW!! Charming 1 bedroom bungalow in amazing Kailua-Kona

NEW! NEW! NEW!Welcome to our dream home! After years of anticipation, we have finally made it into this hidden gem complex in Kona. In September 2024, we completed a full remodel, bringing our vision to life. We have installed A/C. The kitchen has been completely...

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

Mauna Lani Terrace Penthouse G301 - Stunning views - Steps to the Beach

Mauna Lani Terrace G301. We have no reviews because we just launched this jewel of a spot. The view is gorgeous and the bathrooms and kitchen have been updated! Stunning ocean views overlooking the pool and beach! This updated one-bedroom features two beautifully...

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

The Islands at Mauna Lani | F3

Welcome to your ideal family getaway at The Islands at Mauna Lani F3! This charming vacation rental townhome offers the perfect blend of comfort, tranquility, and breathtaking golf course views.Step inside and be greeted by a spacious and beautifully appointed living...

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

908 - Premium Ocean View One Bedroom Two Bathrooms - The Whaler Resort

This one bedroom suite offers a beautiful view of the Pacific. Suite features two bathrooms, a living area, fully equipped kitchen, and private balcony. Located on the beautiful Kaanapali Beach, steps away from 3 first class restaurants and the Whaler's Village Shopping...

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

KING BED, Spacious, Legal, VIEW

Experience the splendor of a contemporary, privately owned Waikiki Studio Condo boasting remarkable views! This unit has undergone renovations, featuring exquisite granite countertops, and a built-in cooktop. Catering to the discerning traveler, this condo offers a...

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

Honolulu Beachfront Retreat by Gather: Lux Beachfront w/ Ocean Views & Comfort

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Honolulu Beachfront Retreat by...

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

2 Units, Ridge Villas Gold Ocean View 1 Bedroom at The Kapalua Villas Maui

Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...

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

226-4 Steps to Surf and Sun

Located just steps from the ocean in the beachfront section of Puamana that was spared during the August 2023 Lahaina fire, this spacious 3-bedroom, 2.5-bath townhome offers a rare opportunity to stay in one of Maui’s most peaceful and private communities. This is a...

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

Tropical Paradise at HBR, beach access, AC, washer/dryer & kitchen

REGISTRATION/RESORT/PARKING FEES DUE TO THE RESORT AT THE ARRIVAL. Elegant, newly renovated, and a very private condo. Nestled in the trees, featuring a short jungle walk to a quiet, private beach, it looks out to a view of sparkling Hanalei Bay, lush gardens, soaring...

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

Island Paradise Resort Villa

This newly renovated luxurious Villa is nestled in the quiet neighborhood of Ko Olina Kai. This Villa has 3 bedrooms and can sleep up to six guests. Choose to spend your days on the Ko Olina Championship golf course or at one of the 4 lagoons located within the...

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

Direct oceanfront Studio in Kaanapali, Maui

Welcome to Maui Kai – a unique boutique complex boasting a pool, spa, and BBQ area, nestled as a hidden gem along the renowned Kaanapali Beach. Our penthouse is on the 9th floor and offers uninterrupted panoramic views of Lanai and Molokai islands, seasonal whale...

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

2 bdr Condo:AC/great views/WiFi/tennis/pools/BBQ/nearby golf/Spectacular Beaches

Truly comfortable, all amenities, fabulous, newly modernized, 2-bedroom Princeville retreat. This charming condo also features a cozy living room with a sofa bed, sleeps 6, Wi-Fi, a fully equipped kitchen, and two lovely bathrooms with a bathtub and hair dryers, all...

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

Ocean View Large Lanai Kamaole Sands

Hosted by VacaMauiLuxurious Condo at Kamaole Sands: Your Perfect Maui Getaway!Welcome to Kamaole Sands, your ultimate destination for a dream vacation in Maui! Our exquisite condo, located in Building #8, Unit #411, offers everything you need for a memorable stay....

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

Westin 1 bedroom Ocean View Villa

This is a one bedroom , premium, deluxe, ocean view villa with one lanais. Sleeps 4 (750 square feet). Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. Enjoy amazing sunsets and...

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

Beautiful Ocean Front Condo on Maui

The Maui Sunset Resort, with its immaculate grounds and tropical landscaping, is a family-friendly, oceanfront property offering breathtaking ocean and garden views. It has easy access to the sand beach where you can watch the amazing sunsets. The condo where you will...

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

Kaanapali Alii | 351

Discover your perfect Hawaiian getaway at Kaanapali Alii 351 in this stunning one-bedroom plus den vacation rental, featuring breathtaking ocean views. Ideal for couples or small families, this spacious condo offers an inviting open floor plan.The living and dining area...

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

Lux Hotel Villa with Kitchenette, King Bed, Living area and more!

Welcome to an amazing beachfront resort experience with so much more to offer than a standard hotel room! Enjoy some of the nice-to-haves from home like the kitchenette and cozy dining area, full size sofa with queen pull out bed in the living area, and the clothes...

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

Like new, 1st floor, king, pool

Summary:Modern designer touches with Island vibe will meet you in this tastefully upgraded ground level unit. Large living room with high ceilings opens into a fully stocked, chef's kitchen and opens to lanai (balcony) with expansive seating and views of golf, lake,...

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

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