Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Ocean View Oasis in the Heart of Waikiki
Welcome to Waikiki Blue Escape – your luxurious urban oasis in the heart of Waikiki! This modern apartment boasts breathtaking ocean views and a rooftop pool offering a stunning 360-degree panorama of the iconic Waikiki skyline. Unwind on the double balcony while...
Newly-built dog-friendly home with large yard, shaded patio, & washer/dryer
Hale Hawaii Ohana | 31-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideal for long-term stays (31-night minimum), this newly-built, single-level retreat is ready to...
New Listing - 2 Bedroom, AC, Pool, Gym In Poipu
Welcome to your slice of paradise at Pili Mai 2H, where the allure of sunny Poipu meets the tranquility of island living. Perched amidst the lush landscapes of Kauai, this exclusive resort beckons you to unwind in style while being just moments away from the golden...
Remodeled boho island-style condo across from Banyan Surf. Pool, BBQ, and more!
Bali Kai 243 has been remodeled and has a boho, island-style theme. Enjoy this one-bedroom, one-bathroom unit across from the famous Banyan Surf spot. The amenities include a pool, beachside BBQ and more at this complex. Turn your moments into memories!Upon entry, you...
Welcome to Honua Kai Luana upstairs Oceanfront Resort Resort POOL view
Kaanapali Luxury Vacation Rentals (KLVR) Presents Villa 17C in Oceanfront Resort.***Aloha and Welcome to Maui and Luana at Honua Kai Resort***Kaanapali Luxury Vacation Rentals welcomes you to our beautiful upper level villa.Luana Villa 17C is a newer resort home located...
Aqua Aloha Surf Waikiki 1601 One Bedroom Suite w/Lanai & Partial City Views
Aqua Aloha Surf Waikiki 1601 One Bedroom Suite with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach. A surfer’s lifestyle is all about being inspired by the ocean, hitting the beach for sun therapy, and laid-back living with aloha. (1) King bed,...
Quiet eco-friendly studio nestled in Bamboo grove minutes from Hawi town
Escape to this delightful studio in picture-perfect Hawi. This cozy retreat features 1 queen bed, a washing machine, and a private bathroom. Guests will feel welcomed by the serene surroundings and enjoy a peaceful stay. Experience the magic of Hawi at our studio.Please...
KMN 608 Partial Ocean Views from 2BD Condo Convenient Kahana Location and Pool
Kahana Manor 608 NEW LISTING! Experience Maui with Partial Ocean Views from this Kahana 2Bedroom, 2Bathroom Condo, Convenient West Maui Location! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale...
Ilikai Hotel - Spacious Lanai with Views of the Lagoon and Waikiki Beach!
You will have breathtaking views of the Duke Kahanamoku Lagoon & Pacific ocean from this 9th floor condo at the Ilikai Hotel. Catch the fireworks every Friday from the comforts of your spacious lanai. KITCHEN- Refrigerator- Cooktop/Oven- Microwave-Dishwasher-...
Ocean’s Edge w/Sunset View Lanai! WiFi, Modern Kitchen, TV, Washer/Dryer Kanaloa 2001
Spectacular views and spacious living make this two-bedroom, two-bathroom, ocean-side suite the perfect Big Island retreat for you and your friends and family, sleeping up to 6 people. Relax on your furnished lanai as you enjoy the sounds of the waves breaking on the...
Maui Kamaole A-103: Spectacular ocean view 1Br/2Ba, newly remodeled condo
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. Spectacular ocean view one bedroom two full baths newly remodeled condo. Watch the sunset into the Pacific from your patio. Large lawn in front....
Kauai Vacation Rental: Walk to Kalapaki Beach!
Trade in your day-to-day for the laid-back island lifestyle when you book this 2-bedroom, 1.5-bathroom condo in Lihue! This updated vacation rental has everything you need for a relaxing getaway, including a full kitchen, Smart TVs, and access to Banyan Harbor Resort...
Molokai Vacation Rental - Lanai, Cable TV
Cherish every moment in this one-bedroom Oceanview condominium with breathtaking views of the Pacific. Feel like you’re floating while relaxing on your private lanai. Inside you’ll find a kitchen with a full-size oven/stovetop and refrigerator, beautiful cabinetry,...
9th Floor Studio with Full Kitchen and Lanai
Stunning views over the Bay from this 9th Floor Diamond Head Beach Hotel Studio.A modern comfortable Queen bed, HD Smart TV and WiFi - Private lanai to sit out on and drink your morning coffee with table and chairs for two guests.Small but well equipped full kitchen...
Discover tranquility in Keauhou! 2-bed, 2-bath ground floor unit, garden views
The Keauhou area of Kailua-Kona Hawaii is a tropical paradise that boasts beautiful coastlines, stunning ocean views, and a rich cultural history. And what better way to experience it all than by staying at this beautiful vacation rental!As soon as you step inside this...
Downtown Executive Center 1 BD w/ Parking
Welcome to this modern 1-bedroom suite located in the heart of Honolulu's business district at Executive Centre. Ideal for business travelers or vacationers, this beautifully designed unit on the 16th floor offers stunning city views, a full kitchen, and a relaxing...
Molokai Shores A214
Molokai Shores A214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This second-floor,vone-bedroom condo has views of the sparkling blue waters of the Pacific Ocean, Molokai's ancient...
Experience the beauty of Waikiki from Ilikai Tower!
You've found your home away from home! This condo is located on the 15th floor of the Ilikai Hotel and is the perfect spot for your vacation on Oahu. Wake up to the beautiful ocean view or relax on your spacious and private lanai and watch the surfers riding the waves....
Corner condo with lanai, views of Bali Hai & ocean, AC, 2 pools & tennis courts
Hanalei Bay Resort 7301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the Banana Building at Hanalei Bay Resort, this corner condo treats you to incredible views of Bali...
Poolside Convenience at Kamaole Nalu #104 - Your Ground Floor Oasis Awaits!nnnn
Kamaole Nalu #104 – Ground Floor Ocean View RetreatKamaole Nalu #104 is a two-bedroom, two-bathroom condo that combines the ease of ground-floor access with ocean views and a relaxed island setting. This spacious unit is perfect for families or groups of up to six...
Maui Banyan P 306 1 BR/2 BA located in the heart of Kihei!
Come enjoy this one-bedroom, two-bathroom condo (accessible by elevator or stairs) in South Kihei, right across from the stunning Kamaole Beach II, one of Maui's finest golden sand beaches. Freshly painted, new Air Conditioner in the living room. Our condo features a...
Spacious 3-bed, 3-bath condo w ocean and golf course views, ideal for relaxation
Come enjoy your vacation at Keauhou Punahele #E301! This three-bedroom, three-bathroom condo has high ceilings, an open layout, and a large lanai. Relax and take in the ocean and golf course views, fully stocked kitchen, smart television, and fast WIFI.Upon entry into...
NANEA - Kauai Oceanfront Luxury Home with AC
This exquisite oceanfront estate was designed by famed architect Ralph Anderson and newly renovated by architect Tony De Jesus and interior designer Terry Hunziker. It has 300 feet of ocean frontage offering four oceanfront suites with unmatched ocean views from every...
ICC 43 Spacious 2BD Cottage Walk to the Beach!
International Colony Club 43 NEW LISTING Enjoy Your Next Maui Beach Vacation from North Kaanapali at this Charming Hawaiian Plantation Cottage! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch...
Simple, Clean, Affordable Condo Across the Street from Beach
Hawaii Tax ID: TA-055-646-8224-01TMK: 390180030219Simple and clean one bedroom, one bathroom in quiet Building 3 of Maui Vista. Complimentary WiFi and parking space included. You will be sure to enjoy the convenience of this centrally located condo. With the full...
1 bedroom premium ocean view at Maui Sunset #B405...last minute deal!
Beautiful one bedroom, premium Ocean view at the oceanfront resort of Maui Sunset in Kihei. The unit sleeps five. Property has a beautiful lawn on the oceanfront, pool and hot tub. Amazing deal if you book a 4 week stay! We have four weeks available from April 16...
NEW! Chic DT Honolulu Executive Condo
2025 REMODEL - PHOTOS COMING SOON!Experience Urban Paradise in Honolulu’s Financial DistrictDiscover the perfect blend of city living and tropical charm at this chiccondo in the heart of Honolulu’s Chinatown and financial district. Located onthe 20th floor, this...
Wailea Elua Village 1501 - 2 Bedroom Garden View Condo
Wailea Elua Village 1501 is the perfect home base for exploring the sights, sounds, and tastes of Maui. This two-bedroom garden view vacation rental is a short drive to the top Wailea and Kihei beaches for snorkeling, favorite restaurants on the south-side of the...
Central resort condo with pool, balcony, & grills - walk to beach & attractions
The Bamboo Oasis at Bamboo Waikiki #307Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'True Hawaiian charm and central convenience combine at this one-bedroom resort condo. Ideally...
Delightful oceanfront Napili 1bd condo
Tropical, newly designed Napili Shores H263, is a 1-bedroom, 1-bathroom 2nd-floor condo with ocean views and can accommodate up to 4 guests. This low-density complex does not have elevators. The outdoor lanai provides dining and beach gear storage and a front-row seat...
2-story ocean-view condo with 2 lanais, central AC, pool & hot tub - near Honl's
Wai Aha AlohaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Greet each morning with a gorgeous view of the Pacific Ocean, swaying palms, and the community pool just below at this...
Serene Maui Haven: Island-Chic Comfort, Best Location
Welcome to your tranquil oasis at Kamaole Sands, where island living meets comfort and style. This inviting 1-bedroom, 2-bath condo features a large covered lanai overlooking a private, serene garden view—perfect for your morning coffee or evening mai tai....
Maui Resort Rentals: Honua Kai – Incredible 5 Bedroom Oceanfront Gem, Over 3600 combined Sq. Ft. w/ Built-in Viking B.B.Q.
This 5 bedroom gem combines one of our very finest 3BR oceanfront "Ali'i" residences with an interior courtyard 2BR ocean view suite located across the hall and is perfectly suited to larger groups or families.The generous combined 3500+ sq ft square foot of interior...
Ilikai Hotel Lite #1022: Studio Ocean View condo
**PROPERTY PROJECT**Ilikai Hotel Spalling and Exterior Painting ProjectAn exterior painting and spalling repair project to enhance the building’s structural integrity and appearance with minimal disruption will commence on August 18, 2025. Work Schedule: 9 AM – 5...
Magic Steps away and the Ocean Sings a Lullaby In Front of Your Studio
THE CLOSEST OCEAN FRONT SUITE to MAGIC SANDS BEACH! This special space is a Magical Tiki Ocean Front Paradise, and you can't get any closer than this Big Island Getaway. Watch the Tangs roll in the waves and see the boogie boarders and surfers at the beach. You can even...
Hale Nalu: Ocean View Home w/ Oahu beach in the backyard, Hale Nalu
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.Not only are you surrounded by the world...
Best Deal in Town gorgeous Kauai beach resort, romantic, fun and yoga "zen"
Note: if the requested dates are not available, I also have three other rooms on the property, VRBO #579874, #666626, and #595354, vrbo#460973, #492665.The Kauai Beach Resort - a gorgeous boutique is located along three miles of secluded beach in Lihue, Hawaii. Lihue...
Royal Mauian 303: Beautiful Ocean Views from this Ocean Front 2 Br Condo
Beautiful ocean views from this oceanfront, two-bedroom condo right on South Kihei Road. This condo has enough space for the entire family between the two bedrooms, a thoughtfully furnished living room, and the condo's private lanai or balcony area. The carpeting in...
Kamaole Sands Unit 8-406 - 2 BR - 2 BA Condo in the heart of Kihei
Kamaole Sands 8-406 has what you need for a relaxing get-a-way! Across the street from popular Kamaole Beach III, a great swimming beach. This two bedroom, two bath condo is cozy and comfortable. The master bedroom has a queen bed and is located at the top of the spiral...
Ocean View Penthouse: Steps to Beach, Fast Wi-Fi
Summary:🔹 Prime Location! Walk to beach, dining & shopping 🌅 Breathtaking Ocean Views – Enjoy from private lanai 💤 Luxury Memory Foam Bed – Sleep like royalty 🍽️ Fully Equipped Kitchen – Cook with ease 🏊 Resort Perks – Pool, hot tub & BBQ grills...
Sea Village #4210 | Ocean Front Lanai!
Summary:Awesome location with a private lanai situated right over the ocean! This very well kept 1 bedroom 1 bath unit boasts comfort in paradise, with all the amenities of home. PLEASE BE AWARE THERE IS NO AC IN THE UNIT. Maximum occupancy strictly enforced in...
Oceanfront condo on wing of complex near beach, pool - Perfect for Sunsets
Ocean front view one of best locations. Watch the life of Maui unfold from the morning till evening from your private 165 sq foot private view deck. Large private condominium apartment at the resort condominium complex on the beach in sunny Kihei, Maui, Hawaii. 1...
Mana Kai 411 ~ Spectacular 2 BR, 2 BA Ocean Front Property!
Prime Beachfront Condo with awesome ocean views. There's a full kitchen to do your own cooking, and 2 king beds. A/C only in one bedroom. Laundry facilities on each floor by the elevator. Heated swimming pool, propane bbq's & complimentary wifi. It is 4 persons max,...
Block to Beach! Koko Resorts at the Waikiki Banyan 36th Floor Deluxe Ocean View, Free parking & Wifi
Deluxe Ocean View Condo - 36th Floor View, Free parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. Enjoy views of the ocean from...
Oceanfront Resort Perks+Suite w/Full Kitchen, Washer/Dryer, WiFi, Lanai, TV Kanaloa 3401
This charming one-bedroom, two-bath unit will have you feeling relaxed in no time! You’ll have a wonderful view of the bay from your furnished lanai with a wet bar. Enjoy morning coffee or an evening glass of wine as you look out at some of Kona’s most beautiful...
Maui Kamaole B207 Two bedroom condo with Garden Views
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. Spacious Maui retreat at the popular Maui Kamaole in South Kihei. This two-bedroom condo features high ceilings and lots of room to entertain....
Kihei Beach #210 – Oceanfront Gem with A/C, Lanai, Pool and Sugar Beach Access
Kihei Beach #210 – Remodeled Two-Bedroom Beachfront CondoWelcome to Kihei Beach #210, a beautifully remodeled two-bedroom, two-bathroom beachfront condo offering modern comfort and spectacular views of the Pacific Ocean and neighboring islands. Located in a six-story...
Luxury Kailua-Kona: Kona Mansion 120-B Ocean/Timeless Sunset Views Awaits You
Experience the timeless magical views of Hawaii Big Island Ocean views in this spacious charming condo with 1-bedroom, 1-bathroom, fully furnished vacation rental in the heart of Kailua-Kona. Centrally located just moments away from top attractions/restaurants like Kona...
Cozy 1-bedroom Kona condo steps to beach, pool, and pickleball!
Escape to this delightful condo in picturesque Kailua-Kona. This cozy retreat features a bedroom with a comfortable bed and a charming living room with a sofa bed for additional guests. Enjoy modern conveniences like a washing machine, AC, and WiFi during your stay....
1BR Kahana Falls Apartment w/ Balcony & Kitchen
Enjoy a serene Hawaiian escape in this 1-bedroom apartment at Kahana Falls Resort. Just steps from the sand, this apartment includes a queen bed and sofa or Murphy bed, full kitchen, and private balcony. Ideal for couples or small groups, enjoy on-site pools, BBQs, a...