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.
Prime Wailea Location! Split AC! Wailea Ekahi 36E
Wailea Ekahi 36B is a great ground floor location with lush garden views. This 1bedroom/2 bath condo offers the perfect Hawaiian retreat!Welcome to Ekahi 36B! This lovely condo offers everything you need for your Hawaiian Holiday! You will fall in love with this garden...
C2: 1 bedroom, 2nd floor, oceanfront
My favorite view from the condo has always been watching the sunset sky as I’m lounging on the pune’e. The second best view has to be of the rolling waves of the North Pacific Ocean, which is best viewed from the lanai. The view from the kitchen window is also stunning....
Kihei Surfside 307: Ocean Front Views Take You Across the Pacific
New split AC system installed in 2024! Oceanfront views take you across the Pacific and allow you to see the West Maui Mountains and the island of Lanai. Step out onto the balcony, sit back on the patio furniture and take in the cool ocean breeze while enjoying the...
Surf & Racquet Club #24 | New Beds, New You!
Summary:This is a very nice 3 bedroom 2 bath townhouse close to Kahaluu Beach Park. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This property includes a very private lanai, remodeled kitchen with granite counters, ductless split air...
Remodeled!! Koa Resort #5J 2-Bd 2-Ba, A/C, South Maui, Walk To 3 Beaches!
**REMODELED MAY 2023!!**This large remodeled 2 bedroom, 2 bath townhome is beautifully decorated in Hawaiian style decor. There is a King bed in the downstairs bedroom and Queen in the upstairs loft. There are two full bathrooms; one upstairs, one downstairs. Upstairs:...
Ground-floor zen studio - ocean-view lanai, AC, steps to beachside pool/hot tub
Islander on the Beach 170Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...
A BEAUTIFUL Beach House FULL OF ALOHA in Hilo
Our home is conveniently located at Onekahakaha Beach Park, Hilo's safest and only sand bottom beach. With a short drive, it is close to all the best attractions that include waterfalls, swimming holes, surf spots, shops, restaurants, the Zoo, music, art and more. Our...
Kona Pacific - Convenient to downtown Kailua Kona
Nestled in a beautifully landscaped complex, The Kona Pacific E633 is conveniently located in the heart of the Historical Kailua Village area of Kona. Enjoy the convenience of a washer/dryer in the unit and FREE parking. The walkway to the building, devoid of stairs and...
Kona Kai B2, walking distance to the starting line of the world famous Ironman Triathlon
Located approximately 200 yards from the start and finish of the Ironman World Championship, Kona Kai puts you right into the heart of Kona. Shopping, dining, entertainment, swimming, snorkeling, surfing are all within 1/2 mile of this property. The pool at the complex...
Banyan Harbor @ lowest price 2 Bedrooms on Property recently updated
Banyan Harbor offers the perfect blend of comfort, convenience, and island charm, centrally located on the breathtaking island of Kaua'i. Whether you're chasing waterfalls, exploring golden beaches, or enjoying local parks, you'll love that everything is just a short...
37th Floor Newly furnished @ Island Colony Diamond Head & Partial Ocean View
High floor, Newly furnished Condo at Island Colony IC3711Island Colony is a few steps away from the building is a large concentration of shopping centers, such as Waikiki Shopping Plaza, BeachWalk, and the International Marketplace.There is truly no end to the stores to...
Turtle Bay Sea Breeze - Kuilima Estates East
Affordable, comfortable second story 1 bedroom + loft and 2 bathroom condo. Ceramic tile in the entry, bathrooms, and fully equipped kitchen. Carpet throughout the unit, with a spiral staircase to the loft. Window A/C located in the bedroom only. Free WiFi. Laundry...
Kihei Akahi C-607 | Ocean Views, Two Pools, Tennis
Unwind in paradise with this homey condo on the sixth floor. With its comfortable furnishings, community pool, an ideal location, you’re sure to have the vacation of a lifetime!Warm, wooden floors lead you into the bright and spacious living area of Kihei Akahi C-607....
Kamaole Sands Unit 3-407: Large 2 Bedroom Loft Suite with Garden views
Large two-bedroom loft, Garden view Condo. Feel right at home in this spacious condo overlooking the pool and beautifully manicured greenway. There is a King bed in the loft bedroom, two twins in the second bedroom, and a sofa bed in the living room, which allows this...
Beautiful Kihei Condo - Walk to the Beach!
Experience the stunning beauty of Maui up close and personal at this 1-bedroom, 1-bathroom vacation rental just a short walk from the bright blue waters of the Northern Pacific Ocean. Designed for couples and small groups of avid travelers, this centrally located condo...
Perfect South Shore Island Getaway, Walk to Beach!
Enjoy the very best of Kauai’s sunny South Shore from this peaceful, private garden-view condo in the heart of Koloa. Located just minutes from Poipu Beach Park, Shipwreck Beach, Spouting Horn, Old Koloa Town, and Port Allen, this charming retreat is the perfect home...
Ground-floor beach studio - ocean-view lanai, AC, steps to pool & hot tub
Islander on the Beach 157Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...
Ocean-View Studio Suite with Easy Beach Access, Shared Pool & Hot Tub
Maui Kai 507Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This oceanview suite at the Maui Kai is the perfect home base for your next vacation to Hawaii! You'll experience a...
Hale Kamaole 240 Second floor condo, easy access to best beach on Maui!
Very comfortable one bedroom condo with Partial Ocean and Garden View. Beautiful Rattan furniture in living room & dining room. Queen hide-a-bed in living room. Spacious kitchen cabinets. Bedroom has new queen pillow top bed with nice bedroom furniture. Desk area across...
Kona Isle B31 Top Floor, Oceanview, & AC!!!
B31 at the Kona Isle is an amazing top floor condo in building B. This corner unit has had considerable upgrades made by the home owners that include: All New Furniture, Vinyl Plank Flooring throughout-No more carpet!, Quartz Countertops in Kitchen, Cabinet Upgrades,...
Second-floor, oceanfront condo with high-speed WiFi, balcony, & pool
Mahina Surf 225Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step through the door, drop your luggage, and relax at this delightful, second-story condo offering spectacular ocean...
Maui Sunset B403 ~ Lovely and feels like home!
One bedroom, two bath with good partial ocean views, fourth floor condo. Good walking, windsurfing, kite surfing beach fronts this oceanfront condo complex in North Kihei. A couple of minutes away from Kamaole Beach I, one of the great beaches on the sunny South shore....
Waterfront Ilikai Marina! Breathtaking Ocean And Boat Harbor Views!
Just installed new flooring and painted the whole unit!Great property with amazing 180 degrees ocean view! Enjoy couple minute walk to the beach. Restaurants, bars, all the attractions are just within few minutes walk! Next to the bus line. Located next to the famous...
Spectacular Oceanfront 4 Bedroom
Aloha and E Komo Mai (hello and welcome) to our beautiful direct oceanfront home with 4 bedrooms and 2.5 baths. We enjoy endless unobstructed ocean views and spectacular Maui sunsets! With the backdrop views of the surrounding Islands of Lanai, Molokai, and Kahoolawe....
KONA MAKAI#2-303: BEAUTIFUL TOP FLOOR OCEAN VIEW IN OCEANFRONT COMPLEX W/AC!
Unit#2-303 is a excellent top floor unit with a loft, Enjoy gorgeous views of the ocean, waterfront pool, and tropical landscaping!The Kona Makai is a beautiful, sunny, highly sought after Ocean Front Complex located on famous Ali'i Drive just 1.3 miles from Kailua...
Holua Kai #20: Tropical Ocean View Retreat at Holua Kai w/ Private Pool/Spa & AC
Holua Kai #20 welcomes you to a refined coastal retreat along the Kona Country Club’s Makai Golf Course, where sweeping ocean vistas meet the comfort of a gated, pedestrian-friendly community. Designed for both relaxation and connection, this two-story home blends...
Fall Special! Hale Palila Volcano A-Frame Cottage with Hot Tub
Nestled on a golf course, this Volcano (Big Island, Hawaii) this large Hale Palila A-frame cottage is 5 minutes’ drive from the entrance to Hawaii Volcanoes National Park. There is a Queen bed in the loft area, and 2 sofa beds in the living room area to sleep up to 6...
Refreshed Tropical Private Ocean View Retreat On South Shore
Experience the best of Poipu from this stunning oceanview condo on Kauai’s sunny south shore! Located in the heart of Poipu, this spacious, resort-style home offers everything you need for the ultimate Garden Isle vacation. Just a short walk to world-class beaches,...
Rare Unique Corner Unit 180 degree Ocean Canal View-34th Floor with Full Kitchen
Your Best Vacation Stay Here! The 180 degree view is incredible from this spacious studio condo on the 34th Floor of the Hawaiian Monarch Hotel, just a short walk from Waikiki Beach! This clean, modern, luxurious space is in a great location to enjoy your vacation in...
New Listing! Contemporary design in a charming 1bd
Welcome to Kahana Manor 318 – Comfort, Convenience, and a Touch of Aloha. Located in the heart of Kahana, this thoughtfully updated 1-bedroom, 1-bathroom condo is a great choice for couples, small families, or friends—comfortably sleeping up to four guests. Just a short...
The Hula's Retreat - Well Equipped at Waikiki Grand
☀ Legally permitted vacation rental ☀ — Waikiki Grand Hotel® —134 Kapahulu Ave, Suite 217Workstation & fully equipped kitchenette.Fully equipped comfort greets you when you open our door to Waikiki Grand Hotel® suite 217.Whether visiting for 2 days or 2 weeks, we've...
Hale Ohana – Bali-Inspired Beachfront Luxury
This stunning 6-bedroom Bali-inspired villa on the North Shore of Oahu offers an exquisite blend of tropical luxury and modern comfort. Nestled right on the beachfront, the villa boasts unobstructed ocean views and direct access to the pristine sandy beach. The...
Maui Vista 3112 Lovely Remodeled unit on the Ground Floor with Large Lanai
Book with us and come to Maui to explore everything we have to offer!Ocean view tropical escape. A short stroll to beautiful Charley Young Beach, directly across the street from your unit. Completely remodeled with porcelain tile, full size washer/dryer, Cherry wood...
Two-story condo with 2 lanais, pools, hot tubs, tennis & gym - near beach/golf
Waikoloa Colony Villas 2401Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Gaze out across manicured gardens and rustling palms from your two shaded lanais at this bright, breezy...
The Ocean- Cozy Condo in the heart of Kona
Studio condo with A/C and has a beautiful view of the beach. Right in the middle of Kona, It is walking distance to all of the local restaurants, coffee shops, galleries, churches, and farmers market. This unit is located on the 3rd floor and has a queen size bed, New...
Kuhio Village 702 Private Waterfall Room with Mountain View!
Kuhio Village 702 Private Waterfall Room with Mountain View!Great Studio for someone doing a vacation on a budget! Kuhio Village 702 offers accommodations in Honolulu, just 650 feet from Saint Augustine by-the-Sea .ONLY 2 MINS 2 BEACH!! The property features views of...
Marina Hawaii Vacations - Prime Waikiki Location, Beach is Minutes Away!
Construction Notice 10/20/25: Exterior spall working is currently scheduled for 11/3 - 12/17/25 and painting work is currently scheduled from 8/10 - 9/4/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt...
Amazing Location with AC and WiFi and Amenities
This newly renovated apartment is a short 2 minute walk to the iconic Waikiki Beach. Enjoy a bright, indoor/outdoor living space, a fully equipped kitchenette, and access to an array of nearby shops, restaurants and cultural activities such as surf lessons and rentals....
STUNNING Unobstructed Ocean View*Beachy Remodeled Condo
* *PLEASE NOTE: There will be on-going roofing repairs happening at the complex from May 5th to Nov. 4, 2025. During this time, there will be intermittent periods of loud noise Mon-Fri from 8am-5pm as they remove the existing roof of the building and prepare to install...
@ Marbella Lane - Sunshine Seascape | Ocean View
Summary:Embark on a retreat to our contemporary haven boasting tranquil ocean views. This getaway offers all the essentials for a perfect stay. Marvel at the view through ample windows, unwind on the expansive terrace enveloped by lush foliage, and relish moments of...
Penthouse B - 2br on 33 Floor, Spectacular Ocean Views! Book Now at Best Rate
***************IMPORTANT NOTICE**********On February 7, 2022, the exterior work project of the Ala Moana Hotel Condo had begun.The work hours for the project are 8:30 am to 5:00 pm., Monday through Friday, excluding recognized holidays.The contractor has begun the work...
2BR-Hawaiian Style Apt. C/D in Kona town, Great Location, Walkable to everything
Aloha, our spacious 2bedrooms, full bathroom with full equipped kitchen is the perfect place to call home as you enjoy the Big Island of Hawaii. Fully fenced around the property with key code to enter, guests will feel more private staying at MaiLan Hale . Located in...
Ninth-floor condo with heated pool, hot tubs & sauna - walk to Waikiki beaches
Waikiki Banyan #908Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'All of Waikiki is yours to explore on foot when you escape to this comfortable, breezy condo on the ninth floor of...
Gorgeous condo with water view, pool, private lanai & full kitchen
Waiakea Villas 2-207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise with this condo that overlooks the pool and glittering koi stream. Conveniently located on the...
Keauhou Akahi 312: Oceanview Condo w/ Shared Pool, Spacious Lanai & BBQ
Set above the Kona Coast, Keauhou Akahi 312 offers a spacious and practical retreat with panoramic views of the Pacific Ocean and Kona Country Club golf course. This third-floor condo blends comfort and convenience with an elevated perspective of Keauhou Bay, where you...
Sunshine + Rainbows = #1206 at Valley Isle with Direct Ocean Front Views!
Ocean front condo on the ocean in Kahana. Bring your DVD's from home and watch them on the 27" LCD TV. Front row seats for whale watching! The Humpback Whale season starts its 6-8 week migration to Maui from Alaska in the Fall! Here are some interesting whale...
Nicely Updated Home Close to Beach, Charming Personal Touches, Great Location
If you're looking for a stylish, carefully put together retreat that'll make you feel right at home, Puamana 26B is the place for you! This two-story island townhouse has two comfortably furnished bedrooms, with a queen bed downstairs and a king in the upstairs loft,...
Monthly Discovery Bay 2904 2 Bedroom Ocean / Sunset / Marina 2 Queen Beds
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 1 Month Minimum / contact Agent.Sweeping Ocean Views from High Rise,...
Home Away from Home w/Pacific View, Chic Kitchen, Free WiFi–Waikīkī Shore #1410
Gorgeous Pacific views shine in this upgraded deluxe one-bedroom with island-style décor. Homey amenities include a stainless steel-equipped kitchen, lanai, living room with flat screen, washer/dryer, WiFi access, air conditioning and ceiling fans. The only beachfront...
The Tropical Canopy Studio near Pahoa, Hawaii
Welcome to the Puna forest! Cute and cozy, the Canopy Studio is the perfect place to relax and let go. Located on a quiet dead end street. One mile to Kehena Beach, six miles to the new Po'hoiki Black Sand Beach, and near to many tide pools along the red road. Enjoy the...