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.
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,...
Snowbird-friendly condo with heated pool, hot tubs, tennis & balcony
The Cliffs #1206Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your Hawaiian paradise awaits at this gorgeous condo! Boasting a full suite of on-site amenities, including a...
Wailea Ekahi Village | 44B
For travelers seeking a budget-friendly option in the prestigious Wailea area without sacrificing comfort or location, Wailea Ekahi 44B presents an attractive choice. It is a charming studio provides a traveling couple or solo traveler everything they could need and...
High Floor Waikiki Studio with 2 Beds & 1 Free Parking!!
Spectacular studio (392 Sqft Liv. & 56 Sqft Lanai) located in the heart of Waikiki at the Marine Surf Waikiki. Bright unit with a window AC (upgraded Feb 2022), 2 full size beds and a Sofa. This studio unit also has a kitchenette. Laundry room is on each floor. One Free...
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
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...
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...
Salty Hale at the Salty Jungle Kona
Summary:Experience the ultimate Hawaiian getaway in this unique 2 plus bedroom , 1-bathroom treehouse style cabin in Kailua-Kona. Nestled on Alii Drive near Magic Sands Beach Park, and a short distance from Kahaluu bay. It combines modern amenities with an elevated...
Maui Kamaole A-103: Spectacular ocean view 1Br/2Ba, newly remodeled condo
Spectacular ocean view one bedroom two full baths newly remodeled condo. Watch the sunset into the Pacific from your patio. Large lawn in front. Close to two of the most beautiful beaches on Maui. No steps to or in the unit. Sleeps a maximum of 4 people with a Queen bed...
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...
Water-view monthly rental with lanai, rooftop pool & hot tub access
Island Colony 3519Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Special Promo Lower Nightly Rate*Never let the water views out of sight at this family-friendly studio located mere...
Westin Kaanapali Ocean Villas North: 1 Bedroom Villa
Offered is a luxurious one bedroom villa at the Westin Kaanapali Ocean Resort Villas North. Please select 'Contact Host' to confirm availability and pricing for your selected dates. The VRBO calendar does not report up-to-the minute availability which is constantly...
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...
Hawaiian Castle on the hill
Welcome to Your Cozy Waikoloa Getaway!Aloha and welcome to our charming one-bedroom, one-bath retreat in beautiful Waikoloa Village! Whether you’re here for adventure, relaxation, or work, this comfortable and budget-friendly space is the perfect home base for your...
Poolside Convenience at Kamaole Nalu #104 - Your Ground Floor Oasis Awaits!nnnn
Highly cleaned and sanitized for your vacation. Ask about our AlohaSafeStay program. If you have a stay that qualifies for housekeeping services, traditional housekeeping service will be performed every 7th day. This includes refreshing the condo and exchanging bed...
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...
Two-level condo with AC, lanai, 2 pools & 8 tennis courts - walk to beach
Hanalei Bay Resort 2302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 2302 is an air-conditioned, two-level studio with a prime location for taking in the beauty...
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...
By the Beach offers Quality, Location & Comfort
Legal Vacation Rental: 134 Kapahulu Ave.** For your health and safety, we utilize additional Sterilization procedures between reservations.Our beautiful 'window of light on the Pacific' offers just a 2 minute walk to the ocean from our fully remodeled brand new suite at...
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...
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. King bed and sleeper sofa in the living room accommodate up to 4 persons. Complimentary WiFi and parking space included. You will be sure to...
*Ocean Views!* | Pickelball | Cliffside Yoga
Summary:🌴 Enjoy ocean breezes & stunning views of Kilauea Lighthouse & Anini Reef from this top-floor condo at The Cliffs in Princeville! 🌊 Though there's no A/C, tradewinds & ceiling fans keep it comfy year-round. 🌀 Relax in a 22-acre resort with pools,...
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
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 unit offers partial ocean and mountain...
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...
Wailea Elua Village | 1501
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...
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...
Wow the beach is right here! Plus air conditioned!
This air conditioned east shore Kauai vacation rental on the Royal Coconut Coast at Wailua Bay View 302 is perfect for your romantic getaway. The beach is right in front. Literally right in front. You've got a perfect beach and ocean view that extends all the way across...
Beautiful Resort in Royal Sea Cliff 2bd Sleeps 6
Once you arrive at Club Wyndham Royal Sea Cliff on the Big Island, you'll be whisked away to a land where stress and worry are foreign concepts. This classic resort is only one and a half miles from the charming village of Kailua-Kona where unique shops and restaurants...
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...
Sea Village 4108: Oceanfront 2BR Condo with Pool, Near Downtown Kona
Every amenity is at your fingertips in this recently remodeled two-bedroom, two-bathroom condominium, which comfortably accommodates up to four people. Sip Kona coffee from the lanai while enjoying views of the sparkling ocean. Beautiful ocean views greet you the minute...
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...