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.
Alii Cove I-4 in Historic Kailua Village
Alii Cove I-4 Town-home is beautifully decorated, comfortable and set up for entertaining with a Hawaiian ambiance. It has a nice, large kitchen and great room. The Town-home features tile flooring on the main level, a Large Lanai off the Living Room. The lanai comes...
Royal Garden at Waikiki - Premium Studio Condo
The Royal Garden at Waikiki is a luxurious and intimate condo-hotel. The moment you enter the lobby, you’re embraced by stunning Italian marble walls, columns and floors. Unlike the large, crowded hotels, this is a relaxed setting in a quieter area of Waikiki with 6...
Bright, breezy Corner studio, low rates all year OPEN: Jun-Aug 25
Bright and breezy Corner studio unit with windows galore! C-420 is truly a hidden gem that has undergone a kitchen renovation and tropical decor. Granite countertops and tile throughout the whole studio. SOFA-BED, energy efficient Air-Conditioner plus new Deluxe queen...
KBM Resorts| Honua Kai Hokulani HKH-520, XL Lanai, Ocean Views, Includes Rental Car!
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Ocean View Condo in the Heart of Kihei!
The Kihei Akahi complex in Kihei Maui is a beautiful community that offers a range of one-bedroom condos.This condo features a comfortable and stylish living space, perfect for individuals or couples who are looking for a relaxing vacation in paradise.Inside the condo,...
Waikomo Stream Villas 422: Your Tropical 1BR Oasis with Beach Club Access!
Your Tropical Treehouse Retreat in the Heart of Poipu.Welcome to Waikomo Stream Villas #422 — your private tropical retreat in the heart of Poipu. Nestled beside the peaceful Waikomo Stream and surrounded by lush gardens, this spacious one-bedroom condo feels like a...
Beaches at your doorstep, Breathtaking Hawaiian Villa at Hanalei Bay
Hanalei Bay Villas are standalone residences in Princeville, right next to a 5 star resort the 1 Hotel Hanalei Bay on the North Shore of Kauai. Enjoy the mountain and waterfall views from the lanai. The villa is a short walk to 2 beaches and snorkeling.This home has all...
Cozy, Modern Waikiki Condo in the Heart of Waikiki
Welcome to our cozy studio condo in the heart of Waikiki. Our central location makes it easy to explore all the sights and entertainment that Waikiki has to offer and is just minutes from world famous Waikiki Beach. With a fully equipped kitchen with everything you need...
Wailea Ekahi 45D - Ocean & Garden Views, Beautifully Renovated, Split AC, Wi-Fi!
Escape to paradise in this luxurious 1-bedroom, 2-bath condo located in the heart of Wailea, Maui. Enjoy breathtaking ocean views and vibrant sunsets from your private lanai, setting the perfect tone for your island getaway. With Keawakapu Beach and Mokapu Beach just a...
Kahana Sunset Resort B9 - Summer and Fall Openings - $750 Free Daily Activities
Kahana Sunset B9 is an upgraded oceanview air-conditioned two bedroom / two bath condominium with spectacular views of the Pacific from both the living room and master bedroom lanai. Kahana Sunset is situatued on the sandy beach of Keonenui Bay where you will enjoy...
Paradise Awaits! Gorgeous Kolea Condo with Great Views
You deserve the best for your vacation on the Big Island! Kolea is the only beach-front residential community in the Waikoloa Beach Resort. Luxury accommodations with views of the ocean along Anaeho’omalu Bay (A-Bay) on the Kohala coast will allow you a slice of...
Golf Course Front REMODELED & MODERN studio condo at Maui Eldorado J120.
Maui Eldorado Resort, private condo J120. Enjoy paradise in this modern private condo at Maui Eldorado located in the J block. This spacious condo rental offers frontage views of Kaanapali Golf Course. Fully-furnished for 2 adults. Bonus: Enjoy new glass sliding doors!!...
Bright, clean, airy Rocky Point Beach 1 bedroom loft. Steps to beach & bike path
This Beautiful one bedroom loft is located between pipeline beach and sunset beach at the famous surf spot 'Rocky Point'. We are just 4 houses from the the beach. The North shore bike path is just steps away. There are multiple gourmet food trucks that park all along...
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8
Pili Mai is the south shore's newest development and adjacent to Poipu's ocean view Kiahuna Champion Golf Course. Close to beaches, shopping and excursions.If sunny Poipu is your vacation destination, this spacious unit will welcome you into this comfortable space and...
Spectacular Oceanfront Condo With Beautiful Sunsets
This upgraded oceanfront condo at Keauhou Kona Surf & Racquet Club is a luxurious 2nd floor, 2 bedroom, 2 bath unit, furnished with all the comforts of home. The living room, master suite and lanai of this second story unit have wonderful views of the shoreline cliff...
Remodeled Ocean View Condo At Kiahuna Plantation 2BR/2BA
Enjoy spectacular ocean views from the living room and master bedroom! The sand is just steps away! Kiahuna Plantation is the only beachfront condo resort on Poipu Beach - rated the #1 beach in the world by the Travel Channel! Spacious 2-level condo with open floor plan...
Beautiful home with incredible views, large deck & yard, pool, private hot tub
Waikoloa Luxe LookoutOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your slice of paradise in Waikoloa Village, HI, where breathtaking coastal views and the majestic...
Budget Downtown Studio-G w/Queen Bed, Micro-Kitchen AC, WIFI & 4 free Streamers
For travelers seeking an urban, budget homebase from which to explore the rest of Maui, Yonegan Central might be your ideal getaway location. From your rental, you'll step into the beating heart of downtown Wailuku - with its many eateries, bohemian shopping and the...
❤️PiH❤️ORCHID VILLA★ Bikes/Beach Toys ★ Golf and Sunset Views ★ We ♥ Families
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Orchid Villa, part of our Hawaiian Luxury Collection. Orchid Villa at Fairways is a wonderfully exquisite high-end 3 bedroom home which is one of the best buildings for sunset and golf views - overlooking tee...
Hale Hui Kai 213 Oceanfront!! Large Wrap Around Lanai
Beach and Ocean front views from living area and lanais wrap around the condo. Even the kitchen has an ocean view! This private oceanfront condo is on the second floor of the building ...about 30 steps along the pathway leads to the gem of south Maui, Keawakapu...
Garden and partial ocean views on Kaanapali Beach
Kaanapali Shores 448 is a 1-bedroom, 1-bathroom condo with central air conditioning that can accommodate up to 4 guests. Located on the 4th floor, you'll find an open-concept layout and Hawaiian-inspired decor with 2 Lazy Boy chairs and a dedicated workspace. When it's...
Beautiful Secluded beach condo- a summer time special July, Aug and Sep
Beautiful Maui ground level condo with beach front access and fantastic view of the islands of Laini and Moloki.The grounds are well kept and maintained,pool and hot tub.bbq area with with tables for ocean front dining.lovely sunsets and early mornings are outstanding...
FULLY RENOVATED! AC, Washer/Dryer, FREE Parking & Wi-Fi, Pool, Walk to Beach!
Four Paddle #708 – 2140 Kuhio Ave.FULLY RENOVATED & REFURNISHED TOP TO BOTTOM IN 2021! Looking for the utmost in quality and comfort? This tastefully decorated, 1-bedroom condo (553 sqft plus lanai) with central AC is it! 2-person max.Gourmet marketplace Dean & DeLuca...
Vintage Beachfront Studio Apartment Right On Charley Young Beach
True Hawaiian style is based on informality and lacks pretense. And that's what you’ll find here, a humble home situated on a spectacular oceanfront parcel of land in a mixed demographic neighborhood. The studio apartment has its own private entrance in back of the main...
May Getaway Sale! Save Big on Kaleialoha 410 -Oceanfront, Breathtaking Views, AC
Enjoy spectacular views from this top floor oceanfront condo with new split-system A/C in both living room and bedroom! If you prefer nature instead of air conditioning, just open the windows and sliding doors and let the trade winds drift through the condo. This...
Ocean View 2 bedroom, 2 Bath, single story condo at the Makahuena.
Enjoy your morning coffee while sitting on the Lanai with a beautiful ocean view. You may see a pod of dolphins swim by, or whales breaching in the winter months. Watch the sunrise and sunset from the Makahuena point, just steps from our unit.This beautiful 2 BR 2 BA,...
Hale O Ka Nalu Po'i: Oceanfront Estate on Poipu Coastline
Breathtaking, magnificent, superlative, sublime: there’s simply no way to overstate the extraordinary appeal of this uniquely situated, strikingly beautiful oceanfront estate. Hale O Ka Nalu Po'i (poetically named for the waves that crash dramatically against lava-rock...
KR407- 1 Bedroom/ 1 Bath - Partial Ocean View Comfortable and Charming!
Experience a tranquil escape to paradise with our exceptional rates and reserve your stay in this delightful fourth-floor condo. Upon entering, you will be greeted by a fully equipped kitchen featuring granite countertops and appliances. Prepare a delectable home-cooked...
Kauai Getaway Condo on the Coconut Coast
Kauai Kailani, a peaceful complex located on Kauai's east side, coconut coast. Waterfront property, top-floor with vaulted ceilings and cool A/C in both rooms. Great for honeymooners or couples seeking a restful retreat.Walking distance to bike rentals and Kapaa bike...
Deluxe Poipu Beach Oceanview -Park Next to Door! No Stairs! A/C!
Ocean and garden view 2Br 2Ba condo across from Poipu Beach in Kauai, Hawaii. Some of the best and safest swimming, snorkeling, surfing, and boogie boarding on the island. Restaurants and shopping within walking distance. This is unit #809 in the #8 building . You will...
Kuhio Shores 119 - Two Bedroom Condo with White Water Ocean Views with A/C
The owners searched the world for this incredible oceanfront condo, and spent a fortune creating an absolute masterpiece of design, and world class quality. The hard surfaces of this condo consists of the finest Italian marbles and granites, coupled with top-of-the-line...
Hotel suite with spectacular mountain/bay view, lanai, 2 pools & 8 tennis courts
Hanalei Bay Resort 4204Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Stunning views of the mountains and the bay await at Hanalei Bay Resort 4204, an air-conditioned,...
Corner Unit Ground Floor Kiahuna Plantation Unit. Steps To Beach!
Beautiful Kiahuna Plantation is the only beach-front condominium on Poipu Beach and a perfect tropical paradise. 35 lush tropical acres situated on a gorgeous beach. Unit 44 in Building 9 is a short 2 minute walk to the great lawn and the beach where you can swim,...
Completely Remodeled, Steps to the Best Beaches
This one bedroom one bath condo comfortably sleeps four. With a queen size bed with TV and ceiling fan in the bedroom and a queen size sofa sleeper with ultra thick luxury memory foam mattress in the living room. Our condo is furnished with all the amenities that you...
Waipouli Beach Resort Beautiful Luxury Garden View
Beautiful Luxury Garden View, one bedroom, two bath Air Conditioned condominium at the Waipouli Beach Resort on Kauai. This Newly Decorated ground-floor, Garden View is a one bedroom, two bath Condominium located just steps to the white sand beach and two acre "Fantasy...
GORGEOUS REMODEL-WELL EQUIPPED-MODERN LUXURY-AC THROUGHOUT
Book With Confidence This Brand New Remodeled, 1 bedroom, 1 bathroom (655 sq. ft) Condo That Provides An Exceptional Vacation Experience. The Condo Offers Tremendous Value With It's Beautiful Level Of Finishes, Location, And How Well It Is Equipped. This Condo Is...
Sunset Beach - Spectacular Private White Sandy Beach Frontage
Welcome to Oahu-Rentals.com located at world famous Sunset Beach in North Shore Oahu, Hawaii. Settle into your beautifully restored beach house, with 50ft of spectacular white sandy beach frontage. Listen as the waves roll in, a gull cries and a gentle breeze stirs the...
BRIDGE unit no stairs 2 bedrm 2 bath with AC. Gorgeous Sunsets Walk to Bay!
This luxury condominium is located on the 18 Tee, Kona Country Club golf course. Country Club Villas offers many on site amenities. Enjoy this quiet convenient location where you can enjoy 3 swimming pools each have BBQ areas, 3 hot tubs, and tennis and pickleball...
Papakea D-303 - Upgraded - Ocean Views - Enjoy all that Maui has to offer!
** NO RESORT FEES ** Located in the D building of Papakea Resort - this spacious air conditioned studio has been tastefully renovated. All of the comforts of home await you including a queen-sized Murphy bed which folds away to create more living space when not in use....
Wailea Elua Village 1607 - 3 Bedroom Oceanfront Condo
Wailea Elua 1607 is a luxurious ground floor oceanfront vacation rental located in the exclusive Wailea Elua Village. This spacious 1,701 square foot condominium features three bedrooms and two bathrooms, making it an ideal retreat for families or groups of friends...
Hale Nani By Parrish Kauai: oceanfront & sunset views with AC, walk to the beach
Designed perfectly to take advantage of its location, Hale Nani is among our wonderful Kauai oceanfront rentals with two ocean view bedroom suites and ocean views from almost every room. Walk across the street to swim and snorkel with the turtles at Koloa Landing or sit...
Create one of the most unique experiences on the beautiful Lā’ie country side.
Lā’ie is a very tight knit community, located on the beautiful North Shore of O’ahu. At our Lā’ie Tiny Home/Mobile Home, you will be offered an immersive experience living in the country side by enjoying fresh coconuts from our property and being away from the large...
One Bedroom top floor Napili Shores H266 - Enjoy the view of Napili Bay
Located in the H building of Napili Shores Resort, this spacious one-bedroom condominium is the ideal location for a peaceful Maui vacation. Napili Shores Resort is situated on the crescent-shaped Napili Bay. Enjoy your private lanai where you can relax while enjoying...
Gorgeous, gated, OCEANFRONT 1 bed/2 bath villa at Kapalua Bay Villa 30G1
Experience the beauty, privacy, and tranquility of Maui at this elegant 1-bedroom, 2-bathroom oceanfront villa in the exclusive gated community of Kapalua Bay Villas. Nestled on 16 tropical acres along the coast, this luxurious villa is newly renovated and designer...
Plantation-style resort with ocean veiw. Enjoy the Aloha moment in Kauai
Oceanfront Resort Lifestyle at a fraction of the cost. Enjoy almost ocean-facing beachfront living from this cozy little condo. This studio is amazingly versatile and comfortable. It's equipped with a comfy Queen bed, and a full-sized sleeper sofa, and furnished...
Spectacular Ocean Front Family Vacation Home 4 bed 4 bath AC and pool.
Special Offer – 20% off this Spectacular oceanfront home due to a permitted rebuild next door (Mon–Fri, 8 AM–5 PM). Work is often paused for long stretches on Maui —perfect if you’ll be out exploring Maui during the day! We’ll update your reservation to reflect the...
Lovely Studio in the Heart of Waikiki – A/C, Wi-Fi, FREE Parking! Sleeps 2
Marine Surf #1102 – 364 Seaside Ave.Check out this beautifully furnished contemporary 11th floor studio in the heart of Waikiki, complete with resort-style kitchenette, comfortable King size bed, A/C, free high-speed Wi-Fi, and 1 free onsite parking space. Building...
â¤ï¸PiHâ¤ï¸MAUNA KEA DREAM ★ We ♥︎ Families ★ Private Heated Pool/Spa ★ Stunning Views
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Mauna Kea Dream Villa at Mauna Kea Beach Resort, part of our Hawaiian Luxury Collection.Mauna Kea Dream Villa at the Mauna Kea Resort Wai'ula'ula complex has private pool and waterfall spa with majestic views...
MRR Presents Kaanapali Ali'i 242 - Gorgeous Remodel, 4th Floor Corner 2BR w/ Partial Ocean AND Mountain Views
Welcome home to this luxuriously remodeled 4th-floor corner two-bedroom suite at the popular Kaanapali Alii in the heart of Kaanapali Beach. Enjoy partial ocean views of the Pacific Ocean along with lush vistas of the West Maui Mountains from a highly sought-after...
🌴This beautiful, one of a kind 3-story home is located directly on the shoreline in Kona🌴
Aloha and Welcome to Alii Hale! This iconic, award-winning home is literally in the ocean at the well known and awesome Tiki's SurfBreak! When the surf is up, there will be surfers and body boarders showing up to ride. NOTE no air conditioning!Thrilling entertainment...