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.
POIPU OCEAN-FRONT CONDO, CAR avail, SUN, SURF, FISH, SNORKEL, COLD A/C!
Free Parking - 2 Elevators - No Resort Fees - Free Wifi Rental car available, at an extra charge, for guest use!Along with great location, you also enjoy a full East view of the Ocean from your own private lanai! You can get a glimpse of whales, turtles and other ocean...
Maui Resort Rentals: The Whaler 1056 - Luxurious 10th Floor 1BR w/ Stunning Ocean and Mountain Views!
Situated in the first column of suites from oceanfront, Whaler 1056 delivers spectacular ocean views that extend deep into the home's interior and can even be enjoyed right from your pillow. This luxurious 1BR/1BA 10th-floor suite boasts an expansive 900 sq ft interior...
EL G205 Spacious Kaanapali Condo w Pool AC Near Beach
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...
Tiki Tiny House at Volcano, HI
This secluded tiny house is just minutes from the National park. Beautiful features, inside and out. Test out tiny house living while you enjoy Hawaii. Spacious enough for families: with 1 queen and 2 full-size beds (sleeps 6), but also cozy and beautiful for any...
Kepuhi Beachfront Lofted Studio w/pool & BBQ. Remote and Private. Hawaii's best.
Kepuhi Beach Resort. In front of the others. WHY TAKE A BACK SEAT TO THE OCEAN! Beside Kepuhi Beach it's a 10 min. walk to the Famous Papohaku 2 mile secluded Beach. Oceanside Pool. Equipped Kitchen.
KR501-Ocean Front- Gorgeous View of White Sand Beach & Palm Trees - Paradise!
This contemporary fifth-floor condo features a beautifully remodeled kitchen that looks out at the ocean-view lanai. The spacious master bedroom is furnished with a king-size bed where the night sky seen from the window is of Haleakala Mountain in the distance....
Waikoloa Beach Resort-Quiet Private-THE BEST! Special rates
Stay in this luxurious, two bedroom, two bath condo. It is across the street from the world-famous Hilton Waikoloa and is also near the Mauni Lani Resort and Fairmont Orchid Resort. The Vista Waikoloa is a GEM in the Waikoloa Village! The condo itself is spacious and...
Beautiful Condo Steps to a Great Beach . Stunning Pool that is Ocean Front.
Enhanced Cleaning recommended by WHO/CDC have been implemented. After thorough cleaning with soap, all surfaces will then be disinfected. All touch points will also be disinfected. (Key pads, door knobs, light switches, faucets, toilet flushes, garbage cans, remote...
Come explore the peace & beauty of Maui! Across street from Kamaole II beach
DREAMING OF HAWAII? We invite you to stay at our family-owned Maui Banyan condo in sunny, South Maui. This 1BR/2BA second floor condo (Building H, unit 203) is right across the street from Kamaole II Beach, considered to be among the best of the beaches on Maui. Arrive...
Beautiful Condo in the Heart of Hilo - Pool - A/C #718
Beautiful 1 bd, 1 bth condo is located right in the heart of Hilo with gorgeous views of treetops and sparkling blue waters. For the ultimate East side of Hawaii experience this is it. Far exceeds any Hilo Hotel.Brand new vacation rental, previously long term! This...
Direct Oceanfront One Bedroom - VI310 - Sullivan
Corner third floor condo with ocean front views on Kahana Bay. Enjoy ocean front views from the lanai off of the living room and master bedroom. A 30" flat screen TV coupled with the DVD player keeps you entertained in the evenings. Bring your CD's from home and listen...
Just Beachy: Garden View Condo with AC at Plantation Hale D7 – Steps to the Beach & Coconut Coast!
Just Beachy – Garden-Level Charm at Plantation Hale D7Welcome to Just Beachy, a newly renovated ground-floor condo at Plantation Hale that blends vibrant island style with modern comfort. Located in Building D, this peaceful garden-view unit is just a short walk to...
Fall special for months of October & November. See calendar
Aloha! Come bring your ohana (family) and friends to sit on our beautiful wrap around patio at our beautiful Pu'uhonua (place of refuge) with breathtaking tropical views. The great room and kitchen are the heart of Pu'uhonua located on the 2nd floor featuring wrap...
"Your Sweet Maui Retreat" Remodeled 1 Bedroom steps from Kihei's best beaches.
This perfectly located condo is in the heart of Kihei, just 5 walking minutes to the best beach in Kihei. Many of the favorite shops and restaurants are located within 5 minutes of our new remodeled condo. From the spacious living room to the large lanai, our bright...
2BR 2BA plus 2 Lanais Oceanfront property Beautiful sandy beach!
You'll love this peaceful, cozy, Kahana Sunset oceanfront resort in west Maui. Spend your mornings watching the ocean waves with a fresh cup of Maui coffee. Situated in a friendly, private beach cove with turtles that call the cove home. This rental offers everything a...
"Slice of Paradise" Oceanfront Studio with AC at Islander on the Beach 225
Slice of Paradise – True Oceanfront Studio at Islander on the Beach 225Welcome to Slice of Paradise, a stunning second-floor oceanfront studio at Islander on the Beach where the soothing sounds of the ocean and unobstructed views of the Pacific create the ultimate...
KBM Resorts| Napili Point NAP-C42 Gorgeous 2 Bedrooms Ocean View, Includes Rental Car!
Oceanfront 1-bedroom villa at Napili Point with panoramic views, whale & turtle watching, full kitchen, and private lanai. Steps from Honokeana Bay and a short walk to Napili Bay beach.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an...
'Tropical Paradise' Resort Villa: 1 Mile to Beach!
Take your Big Island escape to the next level while staying at this 3-bed, 3.5-bath vacation rental villa at the Mauna Lani Resort. Greet your neighbors with a friendly shaka while sipping coffee on your Lanai or visit the Beach Club to paddleboard or snorkel along...
Ground-Floor Beachside 1BR Retreat with Private Patio, Lawn, Pool & Health Club
Escape to our newly remodeled 1-bedroom, 1-bath condo, perfect for couples or small families seeking a beachside getaway. Located on the ground floor with no stairs, this condo offers a private patio opening onto an expansive grass lawn, ideal for kids to play or for...
Renowned villa with modern touches and golf views
Kapalua Golf Villa 16V2 is a unique, newly remodeled, 3-bedroom, 3-bathroom villa located on the third level and can accommodate up to 6 guests. The fully equipped kitchen is perfect for dining in with granite counters, an island with a stove top, and additional counter...
Waipouli Beach Resort Penthouse Exquisite Ocean & Pool View Condo!
Oceanview! Resort lifestyle at its best at Kauai’s Hidden Gem: Waipouli Beach Resort, Oceanview Penthouse with cathedral ceilings, located on the fourth floor and highest floor in a quiet setting overlooking the only fantasy pool on the island! One of the most...
Condo in downtown Kailua-Kona - walk to restauants, shops, the beach
Come meet Wally the Whale! He hangs in the large living room. Newly renovated condo at Kona Pacific - shops, restaurants and the beach all within walking distance. Elevators and carts to make it easy to check in and haul groceries to your unit. Underground, assigned...
Malia Makai - F - Honu - A/C, Ocean Views
MALIA MAKAI - F AT KOLOA KAI VACATION RENTALSHonuYour Modern Island Escape in PoipuWelcome to Malia Makai F – Honu, a newly renovated 2-bedroom, 1-bathroom cottage designed for relaxation and adventure in Poipu. From its vibrant island-inspired interiors to its prime...
2 Bedrooms Oceanfront
This premium oceanfront Two Bedroom, Two Bath condo is conveniently located on the ground level. Master Bedroom has a King Bed with a private bathroom. Second Bedroom has a queen bed; and the living room has a queen sofa bed for the extra guests. This unit is...
Hale `A`ohe ~ The House of Ease
Cozy Ground-Floor Studio at Ku'ilima Estates East – Short Distance to The Ritz-Carlton at Turtle BayRelax and unwind in this charming ground-floor studio at Ku'ilima Estates East, nestled within the beautiful grounds of Turtle Bay Resort on Oahu’s famous North...
BEACHFRONT LEGAL BUDGET CONDO-VIEWS-FREE PKG/WIFI, POOL, HOT TUB, TENNIS/PICKLE7
AWESOME! 180º UNOBSTRUCTED OCEAN /SUNSET VIEWS! BEACHFRONT! LIGHT, BRIGHT, AIRY, AND SUPER CLEAN CONDO! LEGAL VACATION RENTAL. NO RESORT FEE. FREE PARKING IN GATED LOT FREE iNTERNET/WiFi This unit has not been remodeled as recently as our other condos, so it is...
Molokai Shores C134
This condo is located on beautiful Molokai. Enjoy the quiet setting of this condo located on the ground floor at the far eastern side of the complex unit C134. Many people that have stayed in this unit comment that its location on the grounds makes it the best for...
Largest One bedroom at Kuleana - Oceanfront Unit!! #105
When you arrive at our condo, you will know that you have reached paradise! Kuleana is a low-rise condominium complex built around serenity. As an OCEANFRONT property, this unit is on the oceanfront side. The property is located near Kahana, where you will find plenty...
Beautiful Private Cottage w/ AC in Sunny Poipu Beach Estates 5 Minutes to Beach!
This new, air-conditioned suite is in an exclusive neighborhood of Poipu, offering you the most rare and impressive accommodation the sunny South Shore has to offer. The rolling golf course greens that surround this property provide an open and airy feel. Enjoy the...
Perfect Home for your Hawaiian Vacation! HR
Have your dreamed of vacationing near Keauhou Bay? Now is your opportunity!! This charming 2 bedroom, 2 bath home is awaiting you! Keauhou Bay is known for its, beautiful, calm waters, it is ideal for families, snorkeling, kayaking, fishing, and stand up paddling. Our...
KRL C202 2BD Kaanapali Golf Course w Pool AC
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...
100% Walk Score to Eat & Play Across from Kamaolé Beach. 2bd 2bd AC Kihei Condo
** ACROSS THE ROAD FROM KAMAOLE BEACH ** Catch the Peek-a-boo Ocean View from the LanaiStart your stay with all the amenities you need for a more affordable vacation!Conveniently located in the heart of Kihei where you can walk to dine, shop, surf, snorkel, boogie board...
OCEANFRONT remodeled Napili Shores A106 - STEPS FROM BEACH!
Gorgeous Ocean Front Ground Floor Studio at Napili ShoresLocated on popular Napili Bay BeachTwo immaculate swimming poolsBrand new furnishingsAir-conditioned Napili Shores is an ultra popular, well-managed and maintained oceanfront resort set atop lush tropical...
Hawaiian Escape with all the Amenities
Located in one of the newest and most sought after resorts in Hawaii, this beautiful ground floor 2-bedroom, two full bath upgraded condominium with lanai and garage parking is right in the heart of the gated Ko Olina Kai golf course community. It is a short walk or...
Going Green at the Kuleana Ranch.
Off grid luxury. Powered by state of the art photovoltics solar hot water. Surrounded by thousands of acres of DNLR land. Super quiet and private. Complete with granite counters, open beam celings, tiled shower, mountain and ocean views. Partially covered 400 sq. ft....
Hilo Shangrila - Oceanfront, Pool and Hot Tub Private Vacation Rental
Let the oceanfront, gated retreat of Hilo Shangrila envelope you, with its private saltwater pool, hot tub, and covered lanai, all just a stone's throw from the peaceful Pacific. New air conditioning has been added in all bedrooms for total guest comfort. We are...
Top Floor Gem! Direct Ocean Views! Near Kaanapali #215
ALOHA AND WELCOME TO HALE KAI # 215 Located right on the ocean on the beautiful island of Maui, our second floor Condominium can be your home by the sea. View Molokai, watch sailboats pass by, and during the winter months, watch whales -- all from the lanai. You can...
Waikiki 2 Bedrooms with free parking near beaches, and Ala Moana shopping center
This condo is near beach, across from ocean in Waikiki. The home itself is a cozy two bedroom ( Queen size beds) home and one bathroom with two balconies. This condo is perfectly situated walking distance to everything in Waikiki. We are one block from Waikiki beach,...
White Sand Beach - Puako Beach House - Beach 69
Experience true paradise in this charming Puako beach house! Featuring two bedrooms and two bathrooms, it's the perfect spot for a family or small group getaway. Just steps away from Beach 69, you can enjoy the peace of the ocean along with a relaxing stroll to take in...
Maui Resort Rentals: Honua Kai – 6 Bedroom Oceanfront Gem, Stunning Ocean Views, Over 4500 combined Sq. Ft. w/ 2 Built-in Viking B.B.Q.s
This 6 bedroom gem combines two of our very finest adjacent 3 bedroom oceanfront residences to create a true masterpiece, perfectly suited to larger groups or families. Each of these oceanfront Ali'i (Hawaiian word for royalty) residences offers sweeping oceanfront...
Lush, peaceful, Vista Waikoloa B201! Walk to the beach, sunset, dinner & shops!
OWNER OPERATED. Our condo is perfect for 1 or 2 couples with King and Queen beds and 2 private bathrooms (1 ensuite). It is a spacious end unit with garden views from every window and a peek of the ocean from the huge covered lanai (400 square feet) with dining table...
Private lanai steps from the Fairway, fully stocked for a home-like experience
Very comfortable! Relax on your own private lanai steps off the Second Fairway. Feel the wonderful trade winds sweep across the Greens and take in the aroma of the beautiful Plumeria trees and Hawaiian foliage. This unit is fully stocked with all the amenities needed to...
Hilo Lagoon 2 BD Condo-A/C, Pool
About this spaceThis peaceful condo is located in the heart of Hilo at the Hilo Lagoon Center. Walking distance to downtown, restaurants, shopping, lagoons and Hilo Bay parks! Fully Air Conditioned, total amenities, 24 hour security bldg.This nice 2-bedroom condo offers...
Golf course views with custom gourmet kitchen
Kapalua Golf Villa 18T1&2 is a 2-bedroom, 2-bathroom villa situated right on the Kapalua Bay Course and can accommodate up to 4 guests. Beautifully renovated, step inside to enjoy the high end kitchen featuring top of the line appliances, custom cabinet, and gorgeous...
Secluded Luxury At The Beach!
Aloha! This spectacular one-bedroom apartment is located direct ocean front with panoramic mountain and ocean views from sunrise to sunset. On the lanai, you have the feeling of being on a cruise ship, looking down directly into the ocean. The constant sounds of the...
ICC 34 Spacious 2BD Plantation Cottage w Pool AC Near Beach
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...
PK D304 Remodeled Kaanapali Condo Ocean Views Pool AC
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...
Deluxe Hali’i Kai Condo w/ Ocean and Golf Views! Ocean Club dining!
Welcome to your Hawaiian retreat at Hali’i Kai 7C - a ground-floor condo where ocean views & resort luxury meet island comfort. Perfect for families, couples, or small groups, this space blends relaxation w/ adventure:• Sleeps 6 | 2 bedrooms | 2 beds | 2 baths•...
KBR #302 - 2 Bedroom/2 Bath Ocean Front Upgraded Condo on Sugar Beach!
Tiled throughout, the interior of this upgraded 2 bedroom/2 bath unit is clean and bright with a view that stuns you every time you walk through that front door! The beautiful furnishings and gorgeous granite & stainless-steel kitchen add to the appeal. While you...
Beautiful studio condo on Kaanapali Beach
Honua Kai H237 is a cozy 1-bathroom studio located on the 2nd floor in the Hokulani Tower and offers central A/C, garden views, and an in-unit washer/dryer. This property has elevators for easy access. Unit H237 can accommodate up to 4 guests. The living room features a...